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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2)transporters (2) Show 4 proteins XML

enzymes (2)transporters (2) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:42 UTC

HMDB ID

HMDB0014682

Secondary Accession Numbers

HMDB14682

Metabolite Identification

Common Name

Benazepril

Description

Benazepril, also known as benazepril sandoz or forteekor, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Benazepril is a very strong basic compound (based on its pKa). In humans, benazepril is involved in benazepril action pathway.

Structure

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

542
  Mrv0541 02231214452D          

 31 33  0  0  1  0            999 V2000
    6.8311   -1.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2988    2.2888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    1.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9012   -2.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3791   -1.4076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8703    0.1822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431   -2.0105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -0.5611    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6874   -0.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730   -1.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055    0.8639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0268   -1.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565   -2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0999   -2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    0.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    1.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4882   -2.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7635    1.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -2.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1772   -3.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954    1.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6968   -3.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710   -3.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2561   -2.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9374    0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8307    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147    0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0080    2.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1920    3.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 18  1  0  0  0  0
  2 27  1  0  0  0  0
  3 18  2  0  0  0  0
  4 24  1  0  0  0  0
  5 24  2  0  0  0  0
  8  6  1  6  0  0  0
 11  6  1  1  0  0  0
  7 12  1  0  0  0  0
  7 14  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 11 15  1  0  0  0  0
 11 18  1  0  0  0  0
 13 14  1  0  0  0  0
 13 19  2  0  0  0  0
 14 20  2  0  0  0  0
 15 16  1  0  0  0  0
 16 21  1  0  0  0  0
 17 24  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 25 28  1  0  0  0  0
 26 29  2  0  0  0  0
 27 31  1  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0014682
     RDKit          3D
Benazepril
 59 61  0  0  0  0  0  0  0  0999 V2000
    3.3716    2.6035    2.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9419    2.3468    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8692    1.1210    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963    0.6035    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    1.3462    0.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.6787   -0.1438 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1162   -1.0836   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914   -1.2850    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212   -1.7078   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781   -0.8025   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5705   -1.2501   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504   -2.5876   -1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8655   -3.4817   -0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -3.0500   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -0.7673   -1.2762 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -0.6668   -1.2236 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2093   -1.6677   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5241   -1.2681    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084   -0.3691    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994   -0.7863    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7175   -0.0149    2.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9247    1.1429    1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0075    1.5520    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    0.7780    0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    1.3692   -0.6058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.7428   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3068    2.8464   -2.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6593    3.9185   -2.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    1.6634   -2.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185    0.6839   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.4632   -2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0679    2.0910    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478    2.2148    3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319    3.6689    2.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050    3.1615    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.4196    2.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -1.5024    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0890   -2.0284   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3346   -1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -2.1534    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -0.4403    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703    0.2504   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3160   -0.5091   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8054   -2.9291   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0464   -4.5499   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983   -3.7761    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1839   -1.5468   -1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -1.0753   -2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666   -2.0326   -0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5555   -2.5695   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -2.1988    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -0.8236    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4023   -1.6865    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4768   -0.2810    3.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8050    1.7703    1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1693    2.4332    0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4625    3.4556   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627    3.0690   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    1.1892   -3.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 14  9  1  0
 30 16  1  0
 24 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  6 37  1  1
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
M  END

542
  Mrv0541 02231214452D          

 31 33  0  0  1  0            999 V2000
    6.8311   -1.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2988    2.2888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    1.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9012   -2.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3791   -1.4076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8703    0.1822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431   -2.0105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -0.5611    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6874   -0.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730   -1.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055    0.8639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0268   -1.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565   -2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0999   -2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828    0.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1181    1.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4882   -2.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7635    1.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -2.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1772   -3.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954    1.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6968   -3.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710   -3.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2561   -2.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9374    0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8307    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147    0.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0080    2.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1920    3.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 18  1  0  0  0  0
  2 27  1  0  0  0  0
  3 18  2  0  0  0  0
  4 24  1  0  0  0  0
  5 24  2  0  0  0  0
  8  6  1  6  0  0  0
 11  6  1  1  0  0  0
  7 12  1  0  0  0  0
  7 14  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 11 15  1  0  0  0  0
 11 18  1  0  0  0  0
 13 14  1  0  0  0  0
 13 19  2  0  0  0  0
 14 20  2  0  0  0  0
 15 16  1  0  0  0  0
 16 21  1  0  0  0  0
 17 24  1  0  0  0  0
 19 22  1  0  0  0  0
 20 23  1  0  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 25 28  1  0  0  0  0
 26 29  2  0  0  0  0
 27 31  1  0  0  0  0
 28 30  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014682

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1

> <INCHI_KEY>
XPCFTKFZXHTYIP-PMACEKPBSA-N

> <FORMULA>
C24H28N2O5

> <MOLECULAR_WEIGHT>
424.4895

> <EXACT_MASS>
424.199822016

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.976843104597954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
1.5374391462736676

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.005407018196596

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.527080154177802

> <JCHEM_PKA_STRONGEST_BASIC>
5.35940127465019

> <JCHEM_POLAR_SURFACE_AREA>
95.94000000000001

> <JCHEM_REFRACTIVITY>
115.22790000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benazepril

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014682
     RDKit          3D
Benazepril
 59 61  0  0  0  0  0  0  0  0999 V2000
    3.3716    2.6035    2.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9419    2.3468    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8692    1.1210    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963    0.6035    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    1.3462    0.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.6787   -0.1438 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1162   -1.0836   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914   -1.2850    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212   -1.7078   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781   -0.8025   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5705   -1.2501   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504   -2.5876   -1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8655   -3.4817   -0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -3.0500   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -0.7673   -1.2762 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -0.6668   -1.2236 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2093   -1.6677   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5241   -1.2681    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084   -0.3691    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994   -0.7863    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7175   -0.0149    2.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9247    1.1429    1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0075    1.5520    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    0.7780    0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    1.3692   -0.6058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.7428   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3068    2.8464   -2.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6593    3.9185   -2.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    1.6634   -2.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185    0.6839   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.4632   -2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0679    2.0910    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478    2.2148    3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319    3.6689    2.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050    3.1615    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.4196    2.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -1.5024    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0890   -2.0284   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3346   -1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -2.1534    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -0.4403    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703    0.2504   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3160   -0.5091   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8054   -2.9291   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0464   -4.5499   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983   -3.7761    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1839   -1.5468   -1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -1.0753   -2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666   -2.0326   -0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5555   -2.5695   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -2.1988    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -0.8236    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4023   -1.6865    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4768   -0.2810    3.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8050    1.7703    1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1693    2.4332    0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4625    3.4556   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627    3.0690   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    1.1892   -3.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 14  9  1  0
 30 16  1  0
 24 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  6 37  1  1
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 542                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.751  -1.909   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       9.891   4.272   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.294   3.115   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      14.749  -5.111   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      13.774  -2.628   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      10.958   0.340   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      10.907  -3.753   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      10.290  -1.047   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.750  -1.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.790  -2.251   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.090   1.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.250  -2.251   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.132  -3.753   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.520  -4.421   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.555   1.497   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.687   2.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.111  -4.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.759   3.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.793  -4.636   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.664  -6.019   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.151   2.655   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.901  -6.236   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.346  -6.932   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.545  -4.150   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.483   1.267   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.284   3.927   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.559   5.660   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.947   1.152   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.748   3.812   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.080   2.425   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.692   6.932   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   18   27                                                       
CONECT    3   18                                                            
CONECT    4   24                                                            
CONECT    5   24                                                            
CONECT    6    8   11                                                       
CONECT    7   12   14   17                                                  
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   13                                                       
CONECT   11    6   15   18                                                  
CONECT   12    1    7    8                                                  
CONECT   13   10   14   19                                                  
CONECT   14    7   13   20                                                  
CONECT   15   11   16                                                       
CONECT   16   15   21                                                       
CONECT   17    7   24                                                       
CONECT   18    2    3   11                                                  
CONECT   19   13   22                                                       
CONECT   20   14   23                                                       
CONECT   21   16   25   26                                                  
CONECT   22   19   23                                                       
CONECT   23   20   22                                                       
CONECT   24    4    5   17                                                  
CONECT   25   21   28                                                       
CONECT   26   21   29                                                       
CONECT   27    2   31                                                       
CONECT   28   25   30                                                       
CONECT   29   26   30                                                       
CONECT   30   28   29                                                       
CONECT   31   27                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0014682
HETATM    1  C1  UNL     1       3.372   2.603   2.234  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.942   2.347   1.760  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.869   1.121   1.091  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.696   0.603   0.536  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.311   1.346   0.690  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.716  -0.679  -0.144  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.116  -1.084  -0.549  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.091  -1.285   0.547  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.421  -1.708  -0.041  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.378  -0.802  -0.393  1.00  0.00           C  
HETATM   11  C9  UNL     1       6.570  -1.250  -0.926  1.00  0.00           C  
HETATM   12  C10 UNL     1       6.850  -2.588  -1.125  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.865  -3.482  -0.760  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.671  -3.050  -0.228  1.00  0.00           C  
HETATM   15  N1  UNL     1      -0.104  -0.767  -1.276  1.00  0.00           N  
HETATM   16  C13 UNL     1      -1.508  -0.667  -1.224  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.209  -1.668  -0.369  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.524  -1.268   1.015  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.708  -0.369   1.163  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.599  -0.786   2.116  1.00  0.00           C  
HETATM   21  C18 UNL     1      -5.718  -0.015   2.323  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.925   1.143   1.586  1.00  0.00           C  
HETATM   23  C20 UNL     1      -5.008   1.552   0.621  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.886   0.778   0.413  1.00  0.00           C  
HETATM   25  N2  UNL     1      -3.087   1.369  -0.606  1.00  0.00           N  
HETATM   26  C22 UNL     1      -3.332   2.743  -0.999  1.00  0.00           C  
HETATM   27  C23 UNL     1      -4.307   2.846  -2.124  1.00  0.00           C  
HETATM   28  O3  UNL     1      -4.659   3.919  -2.624  1.00  0.00           O  
HETATM   29  O4  UNL     1      -4.832   1.663  -2.620  1.00  0.00           O  
HETATM   30  C24 UNL     1      -2.018   0.684  -1.286  1.00  0.00           C  
HETATM   31  O5  UNL     1      -1.422   1.463  -2.110  1.00  0.00           O  
HETATM   32  H1  UNL     1       4.068   2.091   1.511  1.00  0.00           H  
HETATM   33  H2  UNL     1       3.548   2.215   3.244  1.00  0.00           H  
HETATM   34  H3  UNL     1       3.632   3.669   2.199  1.00  0.00           H  
HETATM   35  H4  UNL     1       1.705   3.161   1.049  1.00  0.00           H  
HETATM   36  H5  UNL     1       1.274   2.420   2.640  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.383  -1.502   0.614  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.089  -2.028  -1.171  1.00  0.00           H  
HETATM   39  H8  UNL     1       2.561  -0.335  -1.254  1.00  0.00           H  
HETATM   40  H9  UNL     1       2.784  -2.153   1.209  1.00  0.00           H  
HETATM   41  H10 UNL     1       3.325  -0.440   1.177  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.170   0.250  -0.242  1.00  0.00           H  
HETATM   43  H12 UNL     1       7.316  -0.509  -1.198  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.805  -2.929  -1.550  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.046  -4.550  -0.902  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.898  -3.776   0.057  1.00  0.00           H  
HETATM   47  H16 UNL     1       0.184  -1.547  -1.915  1.00  0.00           H  
HETATM   48  H17 UNL     1      -1.803  -1.075  -2.307  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.167  -2.033  -0.828  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.555  -2.570  -0.327  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.791  -2.199   1.573  1.00  0.00           H  
HETATM   52  H21 UNL     1      -1.697  -0.824   1.597  1.00  0.00           H  
HETATM   53  H22 UNL     1      -4.402  -1.686   2.663  1.00  0.00           H  
HETATM   54  H23 UNL     1      -6.477  -0.281   3.067  1.00  0.00           H  
HETATM   55  H24 UNL     1      -6.805   1.770   1.735  1.00  0.00           H  
HETATM   56  H25 UNL     1      -5.169   2.433   0.065  1.00  0.00           H  
HETATM   57  H26 UNL     1      -3.462   3.456  -0.194  1.00  0.00           H  
HETATM   58  H27 UNL     1      -2.363   3.069  -1.477  1.00  0.00           H  
HETATM   59  H28 UNL     1      -4.501   1.189  -3.441  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   15   37
CONECT    7    8   38   39
CONECT    8    9   40   41
CONECT    9   10   10   14
CONECT   10   11   42
CONECT   11   12   12   43
CONECT   12   13   44
CONECT   13   14   14   45
CONECT   14   46
CONECT   15   16   47
CONECT   16   17   30   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   20   24
CONECT   20   21   53
CONECT   21   22   22   54
CONECT   22   23   55
CONECT   23   24   24   56
CONECT   24   25
CONECT   25   26   30
CONECT   26   27   57   58
CONECT   27   28   28   29
CONECT   29   59
CONECT   30   31   31
END

HMDB0014682
     RDKit          3D
Benazepril
 59 61  0  0  0  0  0  0  0  0999 V2000
    3.3716    2.6035    2.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9419    2.3468    1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8692    1.1210    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963    0.6035    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    1.3462    0.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.6787   -0.1438 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1162   -1.0836   -0.5494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914   -1.2850    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212   -1.7078   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781   -0.8025   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5705   -1.2501   -0.9261 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504   -2.5876   -1.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8655   -3.4817   -0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709   -3.0500   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043   -0.7673   -1.2762 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079   -0.6668   -1.2236 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2093   -1.6677   -0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5241   -1.2681    1.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7084   -0.3691    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5994   -0.7863    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7175   -0.0149    2.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9247    1.1429    1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0075    1.5520    0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    0.7780    0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0867    1.3692   -0.6058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3324    2.7428   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3068    2.8464   -2.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6593    3.9185   -2.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8321    1.6634   -2.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185    0.6839   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.4632   -2.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0679    2.0910    1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478    2.2148    3.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319    3.6689    2.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050    3.1615    1.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.4196    2.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -1.5024    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0890   -2.0284   -1.1711 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3346   -1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7843   -2.1534    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -0.4403    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703    0.2504   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3160   -0.5091   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8054   -2.9291   -1.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0464   -4.5499   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983   -3.7761    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1839   -1.5468   -1.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8025   -1.0753   -2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666   -2.0326   -0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5555   -2.5695   -0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -2.1988    1.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966   -0.8236    1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4023   -1.6865    2.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4768   -0.2810    3.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8050    1.7703    1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1693    2.4332    0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4625    3.4556   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3627    3.0690   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5008    1.1892   -3.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 14  9  1  0
 30 16  1  0
 24 19  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  6 37  1  1
  7 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 20 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benazeprilum	ChEBI
Benazepril sandoz	Kegg
Forteekor	Kegg
CGS-14824-a	HMDB
Lotensin	HMDB
Briem	HMDB
Cibacène	HMDB
Labopal	HMDB
Cibacen	HMDB
Benazapril	HMDB
Benazepril hydrochloride	HMDB
Benzazepril	HMDB

Chemical Formula

C₂₄H₂₈N₂O₅

Average Molecular Weight

424.4895

Monoisotopic Molecular Weight

424.199822016

IUPAC Name

2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid

Traditional Name

benazepril

CAS Registry Number

86541-75-5

SMILES

CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(O)=O)C1=O

InChI Identifier

InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1

InChI Key

XPCFTKFZXHTYIP-PMACEKPBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Alpha-amino acid ester
Benzazepine
Alpha-amino acid or derivatives
Azepine
Fatty acid ester
Aralkylamine
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Tertiary carboxylic acid amide
Carboxylic acid ester
Amino acid or derivatives
Amino acid
Lactam
Carboxamide group
Carboxylic acid
Secondary aliphatic amine
Azacycle
Secondary amine
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid monoester (CHEBI:3011 )
ethyl ester (CHEBI:3011 )
benzazepine (CHEBI:3011 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 - 149 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.01 g/L	Not Available
LogP	3.3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	1.14	ALOGPS
logP	1.54	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	5.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	95.94 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	115.23 m³·mol⁻¹	ChemAxon
Polarizability	44.98 Å³	ChemAxon
Number of Rings	3	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
DarkChem	[M+H]+	196.273	31661259
DarkChem	[M-H]-	192.134	31661259
DeepCCS	[M+H]+	194.824	30932474
DeepCCS	[M-H]-	192.429	30932474
DeepCCS	[M-2H]-	225.311	30932474
DeepCCS	[M+Na]+	200.737	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.0	32859911
AllCCS	[M+NH4]+	204.5	32859911
AllCCS	[M+Na]+	205.1	32859911
AllCCS	[M-H]-	198.3	32859911
AllCCS	[M+Na-2H]-	199.0	32859911
AllCCS	[M+HCOO]-	199.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benazepril	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(O)=O)C1=O	5217.7	Standard polar	33892256
Benazepril	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(O)=O)C1=O	2555.0	Standard non polar	33892256
Benazepril	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(O)=O)C1=O	3334.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benazepril,1TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C)C1=O	3307.7	Semi standard non polar	33892256
Benazepril,1TMS,isomer #2	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O)[Si](C)(C)C	3349.3	Semi standard non polar	33892256
Benazepril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C)C1=O)[Si](C)(C)C	3296.1	Semi standard non polar	33892256
Benazepril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C)C1=O)[Si](C)(C)C	3188.3	Standard non polar	33892256
Benazepril,2TMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C)C1=O)[Si](C)(C)C	4308.9	Standard polar	33892256
Benazepril,1TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	3548.4	Semi standard non polar	33892256
Benazepril,1TBDMS,isomer #2	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O)C1=O)[Si](C)(C)C(C)(C)C	3550.3	Semi standard non polar	33892256
Benazepril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	3734.9	Semi standard non polar	33892256
Benazepril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	3585.4	Standard non polar	33892256
Benazepril,2TBDMS,isomer #1	CCOC(=O)[C@H](CCC1=CC=CC=C1)N([C@H]1CCC2=CC=CC=C2N(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	4371.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benazepril GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2009000000-19c2bb5c2c0344b51b24	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benazepril GC-MS (1 TMS) - 70eV, Positive	splash10-00di-3002900000-85952764d74c57097928	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benazepril GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benazepril 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 - Benazepril , positive-QTOF	splash10-0ufu-0917700000-5f1f2ae9b1d7afc6eee5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benazepril 35V, Negative-QTOF	splash10-00di-0510900000-aef2e71e3edc278d2181	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benazepril 35V, Positive-QTOF	splash10-0ufu-0906300000-967f2d700778895024c2	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 10V, Positive-QTOF	splash10-004i-0117900000-5f064fedfa50b268135b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 20V, Positive-QTOF	splash10-004i-3329200000-a339e2329a1813e9c056	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 40V, Positive-QTOF	splash10-05uu-2910000000-1a808fc7adec9b057f0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 10V, Negative-QTOF	splash10-00fr-1009600000-5a58d6a23289daee9801	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 20V, Negative-QTOF	splash10-00ba-3139300000-7836712c89121ae2cdd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 40V, Negative-QTOF	splash10-00kb-7941000000-d9aa7d72e1bd3d7292ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 10V, Negative-QTOF	splash10-00di-0001900000-9d13e519742f1a70650d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 20V, Negative-QTOF	splash10-00di-2449400000-8c87c62f9d64b50b65b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 40V, Negative-QTOF	splash10-0603-3982000000-8f24ae77915ed4d4bb86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 10V, Positive-QTOF	splash10-004i-0004900000-245f5166b211af2a37ea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 20V, Positive-QTOF	splash10-004i-0309300000-5d9f8f58556e7d05a3d9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benazepril 40V, Positive-QTOF	splash10-0api-2920000000-cf196d3de0f43915f5f6	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Benazepril Action Pathway		Not Available
Benazepril Metabolism Pathway		Not Available

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 DB00542	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00542	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00542

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4514935

KEGG Compound ID

C06843

BioCyc ID

CPD-15329

BiGG ID

Not Available

Wikipedia Link

Benazepril

METLIN ID

Not Available

PubChem Compound

5362124

PDB ID

Not Available

ChEBI ID

3011

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)

Not Available

General References

Hou FF, Zhang X, Zhang GH, Xie D, Chen PY, Zhang WR, Jiang JP, Liang M, Wang GB, Liu ZR, Geng RW: Efficacy and safety of benazepril for advanced chronic renal insufficiency. N Engl J Med. 2006 Jan 12;354(2):131-40. [PubMed:16407508 ]
De Feo P, Torlone E, Perriello G, Fanelli C, Epifano L, Di Vincenzo A, Modarelli F, Motolese M, Brunetti P, Bolli GB: Short-term metabolic effects of the ACE-inhibitor benazepril in type 2 diabetes mellitus associated with arterial hypertension. Diabete Metab. 1992 Jul-Aug;18(4):283-8. [PubMed:1459316 ]
MacNab M, Mallows S: Safety profile of benazepril in essential hypertension. Clin Cardiol. 1991 Aug;14(8 Suppl 4):IV33-7; discussion IV51-5. [PubMed:1893640 ]
Gengo FM, Brady E: The pharmacokinetics of benazepril relative to other ACE inhibitors. Clin Cardiol. 1991 Aug;14(8 Suppl 4):IV44-50; discussion IV51-5. [PubMed:1893642 ]
Chan KK, Buch A, Glazer RD, John VA, Barr WH: Site-differential gastrointestinal absorption of benazepril hydrochloride in healthy volunteers. Pharm Res. 1994 Mar;11(3):432-7. [PubMed:8008712 ]
Szekacs B, Vajo Z, Dachman W: Effect of ACE inhibition by benazepril, enalapril and captopril on chronic and post exercise proteinuria. Acta Physiol Hung. 1996;84(4):361-7. [PubMed:9328608 ]
Ishimitsu T, Akashiba A, Kameda T, Takahashi T, Ohta S, Yoshii M, Minami J, Ono H, Numabe A, Matsuoka H: Benazepril slows progression of renal dysfunction in patients with non-diabetic renal disease. Nephrology (Carlton). 2007 Jun;12(3):294-8. [PubMed:17498126 ]

Enzymes

Enzyme Details

1. Methylenetetrahydrofolate reductase

General function:: Involved in methylenetetrahydrofolate reductase (NADPH) activity
Specific function:: Catalyzes the conversion of 5,10-methylenetetrahydrofolate to 5-methyltetrahydrofolate, a co-substrate for homocysteine remethylation to methionine.
Gene Name:: MTHFR
Uniprot ID:: P42898
Molecular weight:: 74595.895

References

Jiang S, Yu Y, Venners SA, Zhang Y, Xing H, Wang X, Xu X: Effects of MTHFR and MS gene polymorphisms on baseline blood pressure and Benazepril effectiveness in Chinese hypertensive patients. J Hum Hypertens. 2011 Mar;25(3):172-7. doi: 10.1038/jhh.2010.50. Epub 2010 May 6. [PubMed:20445573 ]
Jiang S, Hsu YH, Niu T, Xu X, Xing H, Chen C, Wang X, Zhang Y, Peng S, Xu X: A common haplotype on methylenetetrahydrofolate reductase gene modifies the effect of angiotensin-converting enzyme inhibitor on blood pressure in essential hypertension patients--a family-based association study. Clin Exp Hypertens. 2005 Aug;27(6):509-21. [PubMed:16081343 ]
Jiang S, Hsu YH, Xu X, Xing H, Chen C, Niu T, Zhang Y, Peng S, Xu X: The C677T polymorphism of the methylenetetrahydrofolate reductase gene is associated with the level of decrease on diastolic blood pressure in essential hypertension patients treated by angiotensin-converting enzyme inhibitor. Thromb Res. 2004;113(6):361-9. [PubMed:15226090 ]

Enzyme Details

2. Angiotensin-converting enzyme

General function:: Involved in metallopeptidase activity
Specific function:: Converts angiotensin I to angiotensin II by release of the terminal His-Leu, this results in an increase of the vasoconstrictor activity of angiotensin. Also able to inactivate bradykinin, a potent vasodilator. Has also a glycosidase activity which releases GPI-anchored proteins from the membrane by cleaving the mannose linkage in the GPI moiety
Gene Name:: ACE
Uniprot ID:: P12821
Molecular weight:: 149713.7

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Song JC, White CM: Clinical pharmacokinetics and selective pharmacodynamics of new angiotensin converting enzyme inhibitors: an update. Clin Pharmacokinet. 2002;41(3):207-24. [PubMed:11929321 ]

Transporters

Enzyme Details

1. Solute carrier family 15 member 1

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:: SLC15A1
Uniprot ID:: P46059
Molecular weight:: 78805.3

References

Knutter I, Wollesky C, Kottra G, Hahn MG, Fischer W, Zebisch K, Neubert RH, Daniel H, Brandsch M: Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. J Pharmacol Exp Ther. 2008 Nov;327(2):432-41. doi: 10.1124/jpet.108.143339. Epub 2008 Aug 19. [PubMed:18713951 ]

Enzyme Details

2. Solute carrier family 15 member 2

General function:: Involved in transporter activity
Specific function:: Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:: SLC15A2
Uniprot ID:: Q16348
Molecular weight:: 81782.8

References

Knutter I, Wollesky C, Kottra G, Hahn MG, Fischer W, Zebisch K, Neubert RH, Daniel H, Brandsch M: Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. J Pharmacol Exp Ther. 2008 Nov;327(2):432-41. doi: 10.1124/jpet.108.143339. Epub 2008 Aug 19. [PubMed:18713951 ]

Showing metabocard for Benazepril (HMDB0014682)

MOL for HMDB0014682 (Benazepril)

3D MOL for HMDB0014682 (Benazepril)

3D SDF for HMDB0014682 (Benazepril)

3D-SDF for HMDB0014682 (Benazepril)

PDB for HMDB0014682 (Benazepril)

3D PDB for HMDB0014682 (Benazepril)

SMILES for HMDB0014682 (Benazepril)

INCHI for HMDB0014682 (Benazepril)

Structure for HMDB0014682 (Benazepril)

3D Structure for HMDB0014682 (Benazepril)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

Transporters

References

References