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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014593

Secondary Accession Numbers

HMDB14593

Metabolite Identification

Common Name

Droperidol

Description

A butyrophenone with general properties similar to those of haloperidol. It is used in conjunction with an opioid analgesic such as fentanyl to maintain the patient in a calm state of neuroleptanalgesia with indifference to surroundings but still able to cooperate with the surgeon. It is also used as a premedicant, as an antiemetic, and for the control of agitation in acute psychoses. (From Martindale, The Extra Pharmacopoeia, 29th ed, p593)

Structure

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

450
  Mrv0541 02231214412D          

 28 31  0  0  1  0            999 V2000
    7.7808    4.6060    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661   -3.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3066    0.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285   -0.4394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -2.7920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -4.1198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795   -1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232   -1.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213   -0.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -2.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    0.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649   -1.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6921    0.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -3.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    1.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0120    2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4610    2.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8193    2.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173    3.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0755    3.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5246    3.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  2 16  2  0  0  0  0
  3 19  2  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  5 16  1  0  0  0  0
  6 16  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  2  0  0  0  0
 26 28  2  0  0  0  0
 27 28  1  0  0  0  0
M  END

HMDB0014593
     RDKit          3D
Droperidol
 50 53  0  0  0  0  0  0  0  0999 V2000
   -4.0930    2.0748   -1.2077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.0732   -0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585    0.6088    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2277   -0.4200   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669   -0.8521    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    0.2469    0.7351 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.7935   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723    0.3395   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    0.4032    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9448    0.0509    1.0039 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5218   -0.2131    2.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -0.2183    3.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8300   -0.4610    2.0919 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -0.3631    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3628   -0.5161    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4544   -0.3480   -1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303   -0.0298   -1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067    0.1190   -1.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9642   -0.0417    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    0.9540    1.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685    0.0211    1.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    0.4233   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6993   -0.6965    0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9241   -1.3425    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0038   -0.8699   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2359   -1.4642   -0.1338 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8731    0.2601   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6327    0.8801   -1.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    1.4770    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391    0.1802    1.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9015    0.0756   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -1.2954   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4098   -1.4235    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632   -1.5588   -0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    0.4989   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209    1.8800   -0.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -0.0371   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996   -0.6899    2.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -0.7674    0.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4288   -0.4764   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3572    0.1107   -2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663    0.3963   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602    1.1062    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220    1.9328    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9148   -1.0520    1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088    0.1218    2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448   -1.1006    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9982   -2.2154    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6950    0.6569   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    1.7681   -1.6916 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 21  6  1  0
 28 22  1  0
 19 10  1  0
 19 14  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
M  END

450
  Mrv0541 02231214412D          

 28 31  0  0  1  0            999 V2000
    7.7808    4.6060    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661   -3.4559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3066    0.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6285   -0.4394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -2.7920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -4.1198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795   -1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232   -1.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213   -0.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -2.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    0.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5649   -1.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6921    0.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -3.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7557    1.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0120    2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4610    2.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8193    2.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173    3.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0755    3.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5246    3.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  2 16  2  0  0  0  0
  3 19  2  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  0  0  0  0
  5 16  1  0  0  0  0
  6 16  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
  8 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  2  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  2  0  0  0  0
 26 28  2  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014593

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)

> <INCHI_KEY>
RMEDXOLNCUSCGS-UHFFFAOYSA-N

> <FORMULA>
C22H22FN3O2

> <MOLECULAR_WEIGHT>
379.4274

> <EXACT_MASS>
379.169605168

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.3066440486233

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydropyridin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
3.0142579719999993

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.39232084224053

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.716239218813474

> <JCHEM_PKA_STRONGEST_BASIC>
6.752009789867521

> <JCHEM_POLAR_SURFACE_AREA>
52.650000000000006

> <JCHEM_REFRACTIVITY>
109.51730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
droperidol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014593
     RDKit          3D
Droperidol
 50 53  0  0  0  0  0  0  0  0999 V2000
   -4.0930    2.0748   -1.2077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.0732   -0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585    0.6088    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2277   -0.4200   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669   -0.8521    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    0.2469    0.7351 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.7935   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723    0.3395   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    0.4032    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9448    0.0509    1.0039 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5218   -0.2131    2.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -0.2183    3.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8300   -0.4610    2.0919 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -0.3631    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3628   -0.5161    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4544   -0.3480   -1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303   -0.0298   -1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067    0.1190   -1.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9642   -0.0417    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    0.9540    1.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685    0.0211    1.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    0.4233   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6993   -0.6965    0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9241   -1.3425    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0038   -0.8699   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2359   -1.4642   -0.1338 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8731    0.2601   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6327    0.8801   -1.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    1.4770    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391    0.1802    1.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9015    0.0756   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -1.2954   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4098   -1.4235    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632   -1.5588   -0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    0.4989   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209    1.8800   -0.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -0.0371   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996   -0.6899    2.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -0.7674    0.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4288   -0.4764   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3572    0.1107   -2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663    0.3963   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602    1.1062    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220    1.9328    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9148   -1.0520    1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088    0.1218    2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448   -1.1006    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9982   -2.2154    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6950    0.6569   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    1.7681   -1.6916 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 21  6  1  0
 28 22  1  0
 19 10  1  0
 19 14  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 450                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0      14.524   8.598   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0       9.643  -6.451   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.639   1.596   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       8.640  -0.820   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.205  -5.212   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.205  -7.690   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.668  -1.967   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.190  -3.430   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.133  -1.138   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.683  -3.748   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.118   0.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.654  -2.602   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.625   0.961   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.747  -5.681   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.104   2.425   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.103  -6.451   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.747  -7.221   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -4.911   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.611   2.743   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -7.991   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080  -5.681   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -7.221   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.089   4.206   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.061   5.353   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.596   4.524   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.539   6.817   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.074   5.988   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.046   7.134   0.000  0.00  0.00           C+0
CONECT    1   28                                                            
CONECT    2   16                                                            
CONECT    3   19                                                            
CONECT    4    7    9   11                                                  
CONECT    5   10   14   16                                                  
CONECT    6   16   17                                                       
CONECT    7    4    8                                                       
CONECT    8    7   10                                                       
CONECT    9    4   12                                                       
CONECT   10    5    8   12                                                  
CONECT   11    4   13                                                       
CONECT   12    9   10                                                       
CONECT   13   11   15                                                       
CONECT   14    5   17   18                                                  
CONECT   15   13   19                                                       
CONECT   16    2    5    6                                                  
CONECT   17    6   14   20                                                  
CONECT   18   14   21                                                       
CONECT   19    3   15   23                                                  
CONECT   20   17   22                                                       
CONECT   21   18   22                                                       
CONECT   22   20   21                                                       
CONECT   23   19   24   25                                                  
CONECT   24   23   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   28                                                       
CONECT   28    1   26   27                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0014593
HETATM    1  O1  UNL     1      -4.093   2.075  -1.208  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.228   1.073  -0.461  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.059   0.609   0.308  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.228  -0.420  -0.448  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.067  -0.852   0.405  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.217   0.247   0.735  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.524   0.793  -0.342  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.972   0.339  -0.378  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.609   0.403   0.763  1.00  0.00           C  
HETATM   10  N2  UNL     1       3.945   0.051   1.004  1.00  0.00           N  
HETATM   11  C8  UNL     1       4.522  -0.213   2.210  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.869  -0.218   3.298  1.00  0.00           O  
HETATM   13  N3  UNL     1       5.830  -0.461   2.092  1.00  0.00           N  
HETATM   14  C9  UNL     1       6.139  -0.363   0.794  1.00  0.00           C  
HETATM   15  C10 UNL     1       7.363  -0.516   0.159  1.00  0.00           C  
HETATM   16  C11 UNL     1       7.454  -0.348  -1.204  1.00  0.00           C  
HETATM   17  C12 UNL     1       6.330  -0.030  -1.915  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.107   0.119  -1.251  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.964  -0.042   0.106  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.762   0.954   1.871  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.569   0.021   1.920  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.526   0.423  -0.389  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.699  -0.697   0.392  1.00  0.00           C  
HETATM   24  C19 UNL     1      -6.924  -1.343   0.492  1.00  0.00           C  
HETATM   25  C20 UNL     1      -8.004  -0.870  -0.196  1.00  0.00           C  
HETATM   26  F1  UNL     1      -9.236  -1.464  -0.134  1.00  0.00           F  
HETATM   27  C21 UNL     1      -7.873   0.260  -0.998  1.00  0.00           C  
HETATM   28  C22 UNL     1      -6.633   0.880  -1.074  1.00  0.00           C  
HETATM   29  H1  UNL     1      -2.367   1.477   0.516  1.00  0.00           H  
HETATM   30  H2  UNL     1      -3.339   0.180   1.282  1.00  0.00           H  
HETATM   31  H3  UNL     1      -1.902   0.076  -1.378  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.868  -1.295  -0.727  1.00  0.00           H  
HETATM   33  H5  UNL     1      -1.410  -1.424   1.293  1.00  0.00           H  
HETATM   34  H6  UNL     1      -0.463  -1.559  -0.211  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.037   0.499  -1.305  1.00  0.00           H  
HETATM   36  H8  UNL     1       0.521   1.880  -0.315  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.384  -0.037  -1.292  1.00  0.00           H  
HETATM   38  H10 UNL     1       6.500  -0.690   2.867  1.00  0.00           H  
HETATM   39  H11 UNL     1       8.229  -0.767   0.749  1.00  0.00           H  
HETATM   40  H12 UNL     1       8.429  -0.476  -1.682  1.00  0.00           H  
HETATM   41  H13 UNL     1       6.357   0.111  -2.987  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.266   0.396  -1.847  1.00  0.00           H  
HETATM   43  H15 UNL     1       2.260   1.106   2.813  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.322   1.933   1.478  1.00  0.00           H  
HETATM   45  H17 UNL     1       0.915  -1.052   1.862  1.00  0.00           H  
HETATM   46  H18 UNL     1      -0.009   0.122   2.859  1.00  0.00           H  
HETATM   47  H19 UNL     1      -4.845  -1.101   0.956  1.00  0.00           H  
HETATM   48  H20 UNL     1      -6.998  -2.215   1.119  1.00  0.00           H  
HETATM   49  H21 UNL     1      -8.695   0.657  -1.550  1.00  0.00           H  
HETATM   50  H22 UNL     1      -6.497   1.768  -1.692  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   22
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   21
CONECT    7    8   35   36
CONECT    8    9    9   37
CONECT    9   10   20
CONECT   10   11   19
CONECT   11   12   12   13
CONECT   13   14   38
CONECT   14   15   15   19
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   41
CONECT   18   19   19   42
CONECT   20   21   43   44
CONECT   21   45   46
CONECT   22   23   23   28
CONECT   23   24   47
CONECT   24   25   25   48
CONECT   25   26   27
CONECT   27   28   28   49
CONECT   28   50
END

HMDB0014593
     RDKit          3D
Droperidol
 50 53  0  0  0  0  0  0  0  0999 V2000
   -4.0930    2.0748   -1.2077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279    1.0732   -0.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585    0.6088    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2277   -0.4200   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0669   -0.8521    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    0.2469    0.7351 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.7935   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723    0.3395   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    0.4032    0.7627 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9448    0.0509    1.0039 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5218   -0.2131    2.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -0.2183    3.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8300   -0.4610    2.0919 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388   -0.3631    0.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3628   -0.5161    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4544   -0.3480   -1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303   -0.0298   -1.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067    0.1190   -1.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9642   -0.0417    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    0.9540    1.8713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685    0.0211    1.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5257    0.4233   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6993   -0.6965    0.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9241   -1.3425    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0038   -0.8699   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2359   -1.4642   -0.1338 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8731    0.2601   -0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6327    0.8801   -1.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    1.4770    0.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391    0.1802    1.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9015    0.0756   -1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -1.2954   -0.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4098   -1.4235    1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632   -1.5588   -0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    0.4989   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5209    1.8800   -0.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -0.0371   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4996   -0.6899    2.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -0.7674    0.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4288   -0.4764   -1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3572    0.1107   -2.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663    0.3963   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2602    1.1062    2.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220    1.9328    1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9148   -1.0520    1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0088    0.1218    2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8448   -1.1006    0.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9982   -2.2154    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6950    0.6569   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971    1.7681   -1.6916 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  9 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 21  6  1  0
 28 22  1  0
 19 10  1  0
 19 14  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 23 47  1  0
 24 48  1  0
 27 49  1  0
 28 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1-(3-(p-Fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone	ChEBI
1-(1-(4-(p-Fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone	ChEBI
1-{1-[4-(4-fluoro-phenyl)-4-oxo-butyl]-1,2,3,6-tetrahydro-pyridin-4-yl}-1,3-dihydro-benzoimidazol-2-one	ChEBI
1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl}-2,3-dihydro-1H-benzo[D]imidazol-2-one	ChEBI
Droperidolum	ChEBI
Droleptan	Kegg
Inapsine	Kegg
Taylor brand OF droperidol	HMDB
Dehydrobenzperidol	HMDB
Janssen brand OF droperidol	HMDB
Kern brand OF droperidol	HMDB
Dehidrobenzperidol	HMDB

Chemical Formula

C₂₂H₂₂FN₃O₂

Average Molecular Weight

379.4274

Monoisotopic Molecular Weight

379.169605168

IUPAC Name

1-{1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydropyridin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-one

Traditional Name

droperidol

CAS Registry Number

548-73-2

SMILES

FC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12

InChI Identifier

InChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)

InChI Key

RMEDXOLNCUSCGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Phenylbutylamine
Butyrophenone
Benzimidazole
Benzoyl
Aryl alkyl ketone
Halobenzene
Fluorobenzene
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Hydropyridine
Benzenoid
N-substituted imidazole
Gamma-aminoketone
Azole
Heteroaromatic compound
Imidazole
Urea
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organofluoride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:4717 )
aromatic ketone (CHEBI:4717 )
benzimidazoles (CHEBI:4717 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014593)

Source

Exogenous

Exogenous (HMDB: HMDB0014593)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	145.75 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.097 g/L	Not Available
LogP	2.8	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	195.041	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001320

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.097 g/L	ALOGPS
logP	3.93	ALOGPS
logP	3.01	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.72	ChemAxon
pKa (Strongest Basic)	6.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.52 m³·mol⁻¹	ChemAxon
Polarizability	40.31 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-2H]-	218.367	30932474
DeepCCS	[M+Na]+	194.308	30932474
AllCCS	[M+H]+	191.8	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	194.3	32859911
AllCCS	[M+Na]+	195.0	32859911
AllCCS	[M-H]-	191.6	32859911
AllCCS	[M+Na-2H]-	191.5	32859911
AllCCS	[M+HCOO]-	191.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Droperidol	FC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12	4389.2	Standard polar	33892256
Droperidol	FC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12	3389.9	Standard non polar	33892256
Droperidol	FC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12	3590.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Droperidol,1TMS,isomer #1	C[Si](C)(C)N1C(=O)N(C2=CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C2=CC=CC=C21	3261.4	Semi standard non polar	33892256
Droperidol,1TMS,isomer #1	C[Si](C)(C)N1C(=O)N(C2=CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C2=CC=CC=C21	3099.3	Standard non polar	33892256
Droperidol,1TMS,isomer #1	C[Si](C)(C)N1C(=O)N(C2=CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C2=CC=CC=C21	4070.1	Standard polar	33892256
Droperidol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(C2=CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C2=CC=CC=C21	3419.5	Semi standard non polar	33892256
Droperidol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(C2=CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C2=CC=CC=C21	3313.1	Standard non polar	33892256
Droperidol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)N(C2=CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C2=CC=CC=C21	4097.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Droperidol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ir-3951000000-3ddcefbb8d45f9f67aea	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Droperidol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Droperidol 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 - Droperidol 35V, Negative-QTOF	splash10-004i-0009000000-8a5b11f04f73d8ad3bfb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QTOF , positive-QTOF	splash10-001i-0209000000-83800a9c755f8223f328	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QTOF , positive-QTOF	splash10-0006-0900000000-418e20f120e395aac71a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QTOF , positive-QTOF	splash10-014i-0900000000-2888306b46b834e3dd3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QTOF , positive-QTOF	splash10-014i-0900000000-0cff909ec834cc05a2d3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QTOF , positive-QTOF	splash10-00xr-0900000000-f910b21f009854002b17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-001l-0609000000-b071b906d4d1f94ae833	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00kf-0900000000-ac3d815681b1b57a53b5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-014i-0900000000-b2c3fb5ea6889dbf960c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00xr-0900000000-01bdbb9758cd0acb8864	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00di-0900000000-09ecdeee9f023e5ac679	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00di-0900000000-be69940105e80f5ab869	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00di-2900000000-9a55a536e908d6236924	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00fr-9800000000-4462513b0f99ffd6ce93	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol LC-ESI-QFT , positive-QTOF	splash10-00b9-9200000000-b61d87593ee28d4b283e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol , positive-QTOF	splash10-001i-0918000000-1efb9a7c97db08bb65d2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol , positive-QTOF	splash10-014i-2900000000-dd5f00934e38a7c6ddbb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 40V, Positive-QTOF	splash10-014i-0900000000-5f95cf84340fd0c4ca82	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 30V, Positive-QTOF	splash10-014i-0900000000-bc42cf9b86d45f887f43	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 15V, Positive-QTOF	splash10-001l-0609000000-ad3c24202767f724c6c6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 60V, Positive-QTOF	splash10-00xr-0900000000-01ecb4a25bb3bed721b5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 30V, Positive-QTOF	splash10-00kf-0900000000-97c7c8f6883657de719c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 45V, Positive-QTOF	splash10-014i-0900000000-63725049f6b63c279068	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 75V, Positive-QTOF	splash10-00di-0900000000-668262074d39dd871b57	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Droperidol 50V, Positive-QTOF	splash10-00xr-0900000000-945d1ab626acf569f134	2021-09-20	HMDB team, MONA	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00450	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00450	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00450

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3056

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Droperidol

METLIN ID

Not Available

PubChem Compound

3168

PDB ID

Not Available

ChEBI ID

4717

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. 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

Grip G, Svensson BA, Gordh T Jr, Post C, Hartvig P: Histopathology and evaluation of potentiation of morphine-induced antinociception by intrathecal droperidol in the rat. Acta Anaesthesiol Scand. 1992 Feb;36(2):145-52. [PubMed:1549935 ]
Hamik A, Peroutka SJ: Differential interactions of traditional and novel antiemetics with dopamine D2 and 5-hydroxytryptamine3 receptors. Cancer Chemother Pharmacol. 1989;24(5):307-10. [PubMed:2527092 ]
Larson MD: The effect of antiemetics on pupillary reflex dilation during epidural/general anesthesia. Anesth Analg. 2003 Dec;97(6):1652-6. [PubMed:14633536 ]
Gao HR, Shi TF, Yang CX, Zhang D, Zhang GW, Zhang Y, Jiao RS, Zhang H, Xu MY: The effect of dopamine on pain-related neurons in the parafascicular nucleus of rats. J Neural Transm (Vienna). 2010 May;117(5):585-91. doi: 10.1007/s00702-010-0398-3. Epub 2010 Apr 1. [PubMed:20358234 ]

Enzyme Details

2. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Zupko I, Janossy K, Maul K, Marki A, Falkay G: Alpha-adrenergic blockade: a possible mechanism of tocolytic action of certain benzodiazepines in a postpartum rat model in vivo. Life Sci. 2003 Jan 24;72(10):1093-102. [PubMed:12505540 ]

Showing metabocard for Droperidol (HMDB0014593)

MOL for HMDB0014593 (Droperidol)

3D MOL for HMDB0014593 (Droperidol)

3D SDF for HMDB0014593 (Droperidol)

3D-SDF for HMDB0014593 (Droperidol)

PDB for HMDB0014593 (Droperidol)

3D PDB for HMDB0014593 (Droperidol)

SMILES for HMDB0014593 (Droperidol)

INCHI for HMDB0014593 (Droperidol)

Structure for HMDB0014593 (Droperidol)

3D Structure for HMDB0014593 (Droperidol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References