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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (29) Show 29 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-10-17 11:54:18 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005042

Secondary Accession Numbers

HMDB05042

Metabolite Identification

Common Name

Aripiprazole

Description

Aripiprazole is a warning has gone out recently because of this drug's name. The '-prazole' ending of this drug name makes this drug sound like it is one of the proton pump inhibitors (such as omeprazole, pantoprazole, lansoprazole) which are used in treating peptic ulcer disease. However, aripiprazole and these drugs are in an entirely different class of drugs altogether and confusing the two can lead to some unnecessary side effects. Aripiprazole is the sixth and most recent of the atypical antipsychotic medications to be approved by the Food and Drug Administration (FDA) for the treatment of schizophrenia. It has also recently received FDA approval for the treatment of acute manic and mixed episodes associated with bipolar disorder. Aripiprazole appears to mediate its antipsychotic effects primarily by partial agonism at the Dopamine 2 (D2)receptor.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1238
  Mrv0541 02231215202D          

 30 33  0  0  0  0            999 V2000
   12.4232   -0.7979    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.8554    0.0216    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9914   -1.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5653   -0.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    0.0327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.1657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2782   -1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5685    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9942   -0.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2846    0.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8493   -1.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1364   -0.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7135    0.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203   -1.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7074   -0.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4264    0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7167    1.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1425    0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4327    1.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1456    1.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    0.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    0.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 23  1  0  0  0  0
  3 16  1  0  0  0  0
  3 22  1  0  0  0  0
  4 30  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 14  1  0  0  0  0
  7 21  1  0  0  0  0
  7 30  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 17 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 28  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 26  2  0  0  0  0
 22 29  1  0  0  0  0
 23 27  2  0  0  0  0
 24 27  1  0  0  0  0
 25 30  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

HMDB0005042
     RDKit          3D
Aripiprazole
 57 60  0  0  0  0  0  0  0  0999 V2000
    8.3853   -2.6137    0.2540 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8547   -1.5829   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7037   -0.4574   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2169    0.7951    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804    0.9867   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2538    2.2797   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9048    2.4961   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020    1.4301   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987    1.7655   -0.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    1.0138   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    0.1070    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751   -0.6787    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056    0.1758   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -0.6418   -0.2357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9236   -1.4276    0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3508   -1.8836    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676   -0.8072   -0.1572 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -0.2362    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4665   -0.3482    1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5451    0.2041    2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4682    0.9112    1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2635    1.0401    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3954    1.9291   -0.6483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.1511    0.4697   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0149    0.6731   -2.0186 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5238   -0.3338   -1.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0626   -0.7384   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.1840   -0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210   -0.0702   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -1.3919   -0.3380 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400   -0.2913   -1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7819   -0.6452   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3863    0.6223    1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8100    1.6895   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9506    3.1032   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216    3.5214   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    1.6279   -1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    0.3352   -1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -0.5965    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.7237    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.2616    1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0517   -1.4235   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4985    0.8184    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.9045   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881   -0.8134    1.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -2.2753    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2462   -2.6992   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -2.3006    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7725   -0.8861    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7166    0.1090    3.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3430    1.3714    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250    0.7684   -1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0554   -0.8100   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765   -1.8210   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958   -0.1603   -2.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9380   -0.6596   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142   -2.2007   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 17 26  1  0
 26 27  1  0
  8 28  1  0
 28 29  2  0
 29 30  1  0
 30  2  1  0
 29  5  1  0
 27 14  1  0
 24 18  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
M  END

1238
  Mrv0541 02231215202D          

 30 33  0  0  0  0            999 V2000
   12.4232   -0.7979    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.8554    0.0216    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9914   -1.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5653   -0.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    0.0327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.1657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2782   -1.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5685    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9942   -0.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2846    0.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8493   -1.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1364   -0.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7135    0.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203   -1.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7074   -0.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4264    0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7167    1.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -0.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1425    0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4327    1.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1456    1.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309    0.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    0.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2 23  1  0  0  0  0
  3 16  1  0  0  0  0
  3 22  1  0  0  0  0
  4 30  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 14  1  0  0  0  0
  7 21  1  0  0  0  0
  7 30  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 17 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 28  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 26  2  0  0  0  0
 22 29  1  0  0  0  0
 23 27  2  0  0  0  0
 24 27  1  0  0  0  0
 25 30  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005042

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)

> <INCHI_KEY>
CEUORZQYGODEFX-UHFFFAOYSA-N

> <FORMULA>
C23H27Cl2N3O2

> <MOLECULAR_WEIGHT>
448.385

> <EXACT_MASS>
447.148032537

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
49.233789660538214

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one

> <ALOGPS_LOGP>
5.21

> <JCHEM_LOGP>
4.901243659333332

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.512108689971729

> <JCHEM_PKA_STRONGEST_BASIC>
7.4611557520287715

> <JCHEM_POLAR_SURFACE_AREA>
44.81

> <JCHEM_REFRACTIVITY>
124.33640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aripiprazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005042
     RDKit          3D
Aripiprazole
 57 60  0  0  0  0  0  0  0  0999 V2000
    8.3853   -2.6137    0.2540 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8547   -1.5829   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7037   -0.4574   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2169    0.7951    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804    0.9867   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2538    2.2797   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9048    2.4961   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020    1.4301   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987    1.7655   -0.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    1.0138   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    0.1070    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751   -0.6787    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056    0.1758   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -0.6418   -0.2357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9236   -1.4276    0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3508   -1.8836    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676   -0.8072   -0.1572 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -0.2362    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4665   -0.3482    1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5451    0.2041    2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4682    0.9112    1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2635    1.0401    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3954    1.9291   -0.6483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.1511    0.4697   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0149    0.6731   -2.0186 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5238   -0.3338   -1.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0626   -0.7384   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.1840   -0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210   -0.0702   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -1.3919   -0.3380 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400   -0.2913   -1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7819   -0.6452   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3863    0.6223    1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8100    1.6895   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9506    3.1032   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216    3.5214   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    1.6279   -1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    0.3352   -1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -0.5965    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.7237    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.2616    1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0517   -1.4235   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4985    0.8184    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.9045   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881   -0.8134    1.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -2.2753    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2462   -2.6992   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -2.3006    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7725   -0.8861    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7166    0.1090    3.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3430    1.3714    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250    0.7684   -1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0554   -0.8100   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765   -1.8210   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958   -0.1603   -2.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9380   -0.6596   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142   -2.2007   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 17 26  1  0
 26 27  1  0
  8 28  1  0
 28 29  2  0
 29 30  1  0
 30  2  1  0
 29  5  1  0
 27 14  1  0
 24 18  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1238                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      23.190  -1.489   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0      25.863   0.040   0.000  0.00  0.00          Cl+0
HETATM    3  O   UNK     0      11.184  -2.213   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.080  -2.176   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      17.855  -1.469   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      20.528   0.061   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.747  -2.176   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      19.186  -2.244   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.861   0.071   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.523  -1.479   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.198   0.836   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.519  -2.234   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.188  -1.459   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.865   0.826   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.851  -2.223   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.520  -1.448   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.196   0.051   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.871   2.366   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081   0.134   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747   0.904   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081  -1.406   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.853  -1.438   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.533   0.816   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      23.208   3.131   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.414   0.134   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.458  -2.229   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.538   2.356   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.458   0.958   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.853   0.166   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.414  -1.406   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   23                                                            
CONECT    3   16   22                                                       
CONECT    4   30                                                            
CONECT    5    8    9   12                                                  
CONECT    6   10   11   14                                                  
CONECT    7   21   30                                                       
CONECT    8    5   10                                                       
CONECT    9    5   11                                                       
CONECT   10    6    8                                                       
CONECT   11    6    9                                                       
CONECT   12    5   13                                                       
CONECT   13   12   15                                                       
CONECT   14    6   17   18                                                  
CONECT   15   13   16                                                       
CONECT   16    3   15                                                       
CONECT   17    1   14   23                                                  
CONECT   18   14   24                                                       
CONECT   19   20   21   28                                                  
CONECT   20   19   25                                                       
CONECT   21    7   19   26                                                  
CONECT   22    3   26   29                                                  
CONECT   23    2   17   27                                                  
CONECT   24   18   27                                                       
CONECT   25   20   30                                                       
CONECT   26   21   22                                                       
CONECT   27   23   24                                                       
CONECT   28   19   29                                                       
CONECT   29   22   28                                                       
CONECT   30    4    7   25                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0005042
HETATM    1  O1  UNL     1       8.385  -2.614   0.254  1.00  0.00           O  
HETATM    2  C1  UNL     1       7.855  -1.583  -0.207  1.00  0.00           C  
HETATM    3  C2  UNL     1       8.704  -0.457  -0.661  1.00  0.00           C  
HETATM    4  C3  UNL     1       8.217   0.795   0.015  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.780   0.987  -0.154  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.254   2.280  -0.143  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.905   2.496  -0.284  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.002   1.430  -0.444  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.699   1.766  -0.574  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.545   1.014  -0.726  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.182   0.107   0.394  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.075  -0.679   0.168  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.306   0.176  -0.044  1.00  0.00           C  
HETATM   14  N1  UNL     1      -2.417  -0.642  -0.236  1.00  0.00           N  
HETATM   15  C12 UNL     1      -2.924  -1.428   0.826  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.351  -1.884   0.524  1.00  0.00           C  
HETATM   17  N2  UNL     1      -5.068  -0.807  -0.157  1.00  0.00           N  
HETATM   18  C14 UNL     1      -6.227  -0.236   0.413  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.467  -0.348   1.796  1.00  0.00           C  
HETATM   20  C16 UNL     1      -7.545   0.204   2.415  1.00  0.00           C  
HETATM   21  C17 UNL     1      -8.468   0.911   1.702  1.00  0.00           C  
HETATM   22  C18 UNL     1      -8.264   1.040   0.342  1.00  0.00           C  
HETATM   23 CL1  UNL     1      -9.395   1.929  -0.648  1.00  0.00          CL  
HETATM   24  C19 UNL     1      -7.151   0.470  -0.295  1.00  0.00           C  
HETATM   25 CL2  UNL     1      -7.015   0.673  -2.019  1.00  0.00          CL  
HETATM   26  C20 UNL     1      -4.524  -0.334  -1.395  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.063  -0.738  -1.469  1.00  0.00           C  
HETATM   28  C22 UNL     1       4.570   0.184  -0.448  1.00  0.00           C  
HETATM   29  C23 UNL     1       5.921  -0.070  -0.309  1.00  0.00           C  
HETATM   30  N3  UNL     1       6.451  -1.392  -0.338  1.00  0.00           N  
HETATM   31  H1  UNL     1       8.540  -0.291  -1.766  1.00  0.00           H  
HETATM   32  H2  UNL     1       9.782  -0.645  -0.482  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.386   0.622   1.120  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.810   1.689  -0.277  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.951   3.103  -0.019  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.522   3.521  -0.271  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.679   1.628  -1.086  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.740   0.335  -1.620  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.992  -0.596   0.620  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.061   0.724   1.317  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.264  -1.262   1.103  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.052  -1.424  -0.643  1.00  0.00           H  
HETATM   43  H13 UNL     1      -1.499   0.818   0.867  1.00  0.00           H  
HETATM   44  H14 UNL     1      -1.199   0.905  -0.867  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.988  -0.813   1.746  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.251  -2.275   1.039  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.246  -2.699  -0.231  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.845  -2.301   1.389  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.772  -0.886   2.406  1.00  0.00           H  
HETATM   50  H20 UNL     1      -7.717   0.109   3.486  1.00  0.00           H  
HETATM   51  H21 UNL     1      -9.343   1.371   2.141  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.625   0.768  -1.543  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.055  -0.810  -2.259  1.00  0.00           H  
HETATM   54  H24 UNL     1      -3.077  -1.821  -1.787  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.596  -0.160  -2.278  1.00  0.00           H  
HETATM   56  H26 UNL     1       3.938  -0.660  -0.581  1.00  0.00           H  
HETATM   57  H27 UNL     1       5.814  -2.201  -0.451  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6    6   29
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9   28
CONECT    9   10
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   27
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   26
CONECT   18   19   19   24
CONECT   19   20   49
CONECT   20   21   21   50
CONECT   21   22   51
CONECT   22   23   24   24
CONECT   24   25
CONECT   26   27   52   53
CONECT   27   54   55
CONECT   28   29   29   56
CONECT   29   30
CONECT   30   57
END

HMDB0005042
     RDKit          3D
Aripiprazole
 57 60  0  0  0  0  0  0  0  0999 V2000
    8.3853   -2.6137    0.2540 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8547   -1.5829   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7037   -0.4574   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2169    0.7951    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804    0.9867   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2538    2.2797   -0.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9048    2.4961   -0.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020    1.4301   -0.4436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987    1.7655   -0.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    1.0138   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    0.1070    0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751   -0.6787    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3056    0.1758   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4174   -0.6418   -0.2357 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9236   -1.4276    0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3508   -1.8836    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0676   -0.8072   -0.1572 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2271   -0.2362    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4665   -0.3482    1.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5451    0.2041    2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4682    0.9112    1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2635    1.0401    0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3954    1.9291   -0.6483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.1511    0.4697   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0149    0.6731   -2.0186 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.5238   -0.3338   -1.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0626   -0.7384   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5698    0.1840   -0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9210   -0.0702   -0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -1.3919   -0.3380 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5400   -0.2913   -1.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7819   -0.6452   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3863    0.6223    1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8100    1.6895   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9506    3.1032   -0.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216    3.5214   -0.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    1.6279   -1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7403    0.3352   -1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -0.5965    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0606    0.7237    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -1.2616    1.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0517   -1.4235   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4985    0.8184    0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.9045   -0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9881   -0.8134    1.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512   -2.2753    1.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2462   -2.6992   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452   -2.3006    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7725   -0.8861    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7166    0.1090    3.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3430    1.3714    2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6250    0.7684   -1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0554   -0.8100   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765   -1.8210   -1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5958   -0.1603   -2.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9380   -0.6596   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142   -2.2007   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 17 26  1  0
 26 27  1  0
  8 28  1  0
 28 29  2  0
 29 30  1  0
 30  2  1  0
 29  5  1  0
 27 14  1  0
 24 18  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Abilify	ChEBI
Abilitat	ChEBI
Aripiprazol	ChEBI
Aripiprazolum	ChEBI
7-(4-(4-(2,3-Dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone	HMDB

Chemical Formula

C₂₃H₂₇Cl₂N₃O₂

Average Molecular Weight

448.385

Monoisotopic Molecular Weight

447.148032537

IUPAC Name

7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one

Traditional Name

aripiprazole

CAS Registry Number

129722-12-9

SMILES

ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl

InChI Identifier

InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)

InChI Key

CEUORZQYGODEFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Phenylpiperazines

Alternative Parents

Substituents

Phenylpiperazine
N-arylpiperazine
Tetrahydroquinolone
Quinolone
Tetrahydroquinoline
1,2-dichlorobenzene
Tertiary aliphatic/aromatic amine
Aniline or substituted anilines
Dialkylarylamine
Alkyl aryl ether
Halobenzene
Chlorobenzene
N-alkylpiperazine
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Lactam
Azacycle
Carboxylic acid derivative
Ether
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:31236 )
dichlorobenzene (CHEBI:31236 )
N-alkylpiperazine (CHEBI:31236 )
quinolone (CHEBI:31236 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Stroke (HMDB: HMDB0005042)

Fever (HMDB: HMDB0005042)
Tachycardia (HMDB: HMDB0005042)

Disposition

Biological location

Cell membrane (HMDB: HMDB0005042)

Cellular substructure

Membrane (HMDB: HMDB0005042)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0005042)

Source

Exogenous

Food

Food (HMDB: HMDB0005042)

Herb and spice

Spice

Chinese cinnamon (FooDB: FOOD00050)

Endogenous

Plant

Plant (HMDB: HMDB0005042)

Process

Not Available

Role

Industrial applicationBiological role

anti anaphylactic (HMDB: HMDB0005042)
anti asthmatic (HMDB: HMDB0005042)
anti atherogenic (HMDB: HMDB0005042)
anti bacterial (HMDB: HMDB0005042)
antibiotic (HMDB: HMDB0005042)
anti edemic (HMDB: HMDB0005042)
anti erythemic (HMDB: HMDB0005042)
anti exudative (HMDB: HMDB0005042)
anti gastritic (HMDB: HMDB0005042)
anti histaminic (HMDB: HMDB0005042)
anti HIV (HMDB: HMDB0005042)
anti inflammatory (HMDB: HMDB0005042)
anti obesity (HMDB: HMDB0005042)
Antioxidant (HMDB: HMDB0005042)
anti radicular (HMDB: HMDB0005042)
antiviral agent (HMDB: HMDB0005042)
cancer preventive (HMDB: HMDB0005042)
capillaritonic (HMDB: HMDB0005042)
lipolytic (HMDB: HMDB0005042)
sunscreen (HMDB: HMDB0005042)
H1-receptor antagonist (HMDB: HMDB0005042)
serotonergic agonist (HMDB: HMDB0005042)

Modulator

Inhibitor

Enzyme inhibitor

hyaluronidase inhibitor (HMDB: HMDB0005042)
immunomodulator (HMDB: HMDB0005042)
EC 1.17.3.2 (xanthine oxidase) inhibitor (HMDB: HMDB0005042)

Indirect biological role

antioxidant (HMDB: HMDB0005042)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	205.8	30932474
[M+H]+	Not Available	203.476	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001078

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	5.21	ALOGPS
logP	4.9	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	7.46	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.81 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.34 m³·mol⁻¹	ChemAxon
Polarizability	49.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	203.185	30932474
DeepCCS	[M-H]-	200.732	30932474
DeepCCS	[M-2H]-	235.047	30932474
DeepCCS	[M+Na]+	210.928	30932474
AllCCS	[M+H]+	203.0	32859911
AllCCS	[M+H-H2O]+	200.9	32859911
AllCCS	[M+NH4]+	204.9	32859911
AllCCS	[M+Na]+	205.5	32859911
AllCCS	[M-H]-	199.1	32859911
AllCCS	[M+Na-2H]-	199.4	32859911
AllCCS	[M+HCOO]-	199.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aripiprazole	ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl	4811.7	Standard polar	33892256
Aripiprazole	ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl	3584.7	Standard non polar	33892256
Aripiprazole	ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl	4083.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aripiprazole,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC2=CC=C(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)C=C21	3727.4	Semi standard non polar	33892256
Aripiprazole,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC2=CC=C(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)C=C21	3717.3	Standard non polar	33892256
Aripiprazole,1TMS,isomer #1	C[Si](C)(C)N1C(=O)CCC2=CC=C(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)C=C21	4628.5	Standard polar	33892256
Aripiprazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC2=CC=C(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)C=C21	3947.9	Semi standard non polar	33892256
Aripiprazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC2=CC=C(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)C=C21	3947.8	Standard non polar	33892256
Aripiprazole,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)CCC2=CC=C(OCCCCN3CCN(C4=CC=CC(Cl)=C4Cl)CC3)C=C21	4655.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aripiprazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w4i-1490100000-261de3e19904b78dcdc2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aripiprazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aripiprazole LC-ESI-qTof , Positive-QTOF	splash10-000i-3970100000-6b98b53e8175df39986e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aripiprazole , positive-QTOF	splash10-0f72-0340900000-34d93478ad0d9f5cf2b0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aripiprazole , positive-QTOF	splash10-000i-3970100000-6b98b53e8175df39986e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aripiprazole 35V, Positive-QTOF	splash10-000b-0280900000-b9247c5494e58e66124c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aripiprazole 35V, Negative-QTOF	splash10-0006-0190000000-f292c098f875dc5bf103	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 10V, Positive-QTOF	splash10-0002-0130900000-09f4b35bcf7ec5b72e81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 20V, Positive-QTOF	splash10-000j-0691700000-856146a0ee910fc8c54b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 40V, Positive-QTOF	splash10-000b-3950000000-13c06e4b3b715a51d3e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 10V, Negative-QTOF	splash10-0002-0400900000-00ad2c66f6eb650acc11	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 20V, Negative-QTOF	splash10-03dl-2900400000-2f2ae13359ce2017c979	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 40V, Negative-QTOF	splash10-0006-5900000000-0638ccc974f117bcfc43	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 10V, Positive-QTOF	splash10-0002-0000900000-80596c933df60e9bbd28	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 20V, Positive-QTOF	splash10-0002-0011900000-850b35a9d8f2a8e5dbe6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 40V, Positive-QTOF	splash10-006t-3920200000-00b90fd36a9ef68756de	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 10V, Negative-QTOF	splash10-0002-0000900000-ac7e0802ed0bc5c520a7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 20V, Negative-QTOF	splash10-0002-2000900000-2fd89cebd272760b7445	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aripiprazole 40V, Negative-QTOF	splash10-03e9-6920100000-943ee90010dfdaceadee	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01238

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004879

KNApSAcK ID

Not Available

Chemspider ID

54790

KEGG Compound ID

C12564

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aripiprazole

METLIN ID

Not Available

PubChem Compound

60795

PDB ID

Not Available

ChEBI ID

31236

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Tsujimori, Hisayuki; Yamaguchi, Tatsuya. Process for preparing aripiprazole. PCT Int. Appl. (2004), 20 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Enzyme Details

4. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

5. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

References

Nasrallah HA: Atypical antipsychotic-induced metabolic side effects: insights from receptor-binding profiles. Mol Psychiatry. 2008 Jan;13(1):27-35. Epub 2007 Sep 11. [PubMed:17848919 ]

Enzyme Details

6. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

References

Nasrallah HA: Atypical antipsychotic-induced metabolic side effects: insights from receptor-binding profiles. Mol Psychiatry. 2008 Jan;13(1):27-35. Epub 2007 Sep 11. [PubMed:17848919 ]

Enzyme Details

7. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Hirose T, Kikuchi T: Aripiprazole, a novel antipsychotic agent: dopamine D2 receptor partial agonist. J Med Invest. 2005 Nov;52 Suppl:284-90. [PubMed:16366516 ]
Inoue A, Miki S, Seto M, Kikuchi T, Morita S, Ueda H, Misu Y, Nakata Y: Aripiprazole, a novel antipsychotic drug, inhibits quinpirole-evoked GTPase activity but does not up-regulate dopamine D2 receptor following repeated treatment in the rat striatum. Eur J Pharmacol. 1997 Feb 19;321(1):105-11. [PubMed:9083792 ]
Wood MD, Scott C, Clarke K, Westaway J, Davies CH, Reavill C, Hill M, Rourke C, Newson M, Jones DN, Forbes IT, Gribble A: Aripiprazole and its human metabolite are partial agonists at the human dopamine D2 receptor, but the rodent metabolite displays antagonist properties. Eur J Pharmacol. 2006 Sep 28;546(1-3):88-94. Epub 2006 Jul 21. [PubMed:16925992 ]
Kim E, Yu KS, Cho JY, Shin YW, Yoo SY, Kim YY, Jang IJ, Shin SG, Kwon JS: Effects of DRD2 and CYP2D6 genotypes on delta EEG power response to aripiprazole in healthy male volunteers: a preliminary study. Hum Psychopharmacol. 2006 Dec;21(8):519-28. [PubMed:16981227 ]
Wood M, Reavill C: Aripiprazole acts as a selective dopamine D2 receptor partial agonist. Expert Opin Investig Drugs. 2007 Jun;16(6):771-5. [PubMed:17501690 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

8. 5-hydroxytryptamine receptor 7

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that stimulate adenylate cyclase
Gene Name:: HTR7
Uniprot ID:: P34969
Molecular weight:: 53554.4

References

Nasrallah HA: Atypical antipsychotic-induced metabolic side effects: insights from receptor-binding profiles. Mol Psychiatry. 2008 Jan;13(1):27-35. Epub 2007 Sep 11. [PubMed:17848919 ]

Enzyme Details

9. 5-hydroxytryptamine receptor 1B

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1B
Uniprot ID:: P28222
Molecular weight:: 43567.5

References

Nasrallah HA: Atypical antipsychotic-induced metabolic side effects: insights from receptor-binding profiles. Mol Psychiatry. 2008 Jan;13(1):27-35. Epub 2007 Sep 11. [PubMed:17848919 ]

Enzyme Details

10. D(4) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD4
Uniprot ID:: P21917
Molecular weight:: 48359.9

References

Nasrallah HA: Atypical antipsychotic-induced metabolic side effects: insights from receptor-binding profiles. Mol Psychiatry. 2008 Jan;13(1):27-35. Epub 2007 Sep 11. [PubMed:17848919 ]

Only showing the first 10 proteins. There are 29 proteins in total.

Show all enzymes and transporters

Showing metabocard for Aripiprazole (HMDB0005042)

MOL for HMDB0005042 (Aripiprazole)

3D MOL for HMDB0005042 (Aripiprazole)

3D SDF for HMDB0005042 (Aripiprazole)

3D-SDF for HMDB0005042 (Aripiprazole)

PDB for HMDB0005042 (Aripiprazole)

3D PDB for HMDB0005042 (Aripiprazole)

SMILES for HMDB0005042 (Aripiprazole)

INCHI for HMDB0005042 (Aripiprazole)

Structure for HMDB0005042 (Aripiprazole)

3D Structure for HMDB0005042 (Aripiprazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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