Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0186)
Drug Name
Benazepril
Prodrug Info Benazepril is the prodrug of Benazeprilat
Synonyms
Benazepril [INN:BAN]; Benazeprilum; Benazeprilum [Latin]; UDM7Q7QWP8; XPCFTKFZXHTYIP-PMACEKPBSA-N; benazapril; benazepril; benzazepril; 1H-1-Benzazepine-1-acetic acid, 3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2,3,4,5-tetrahydro-2-oxo-, (S-(R*,R*))-; 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,5-dihydro-3H-1-benzazepin-1-yl]acetic acid; 86541-75-5; CGS-14824-A; CGS-14824A; CHEBI:3011; CHEMBL838; UNII-UDM7Q7QWP8
Indication Essential hypertension [ICD11: BA00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 424.5 Topological Polar Surface Area 95.9
Heavy Atom Count 31 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
5362124
PubChem SID
9061 ; 11364868 ; 11367430 ; 11369992 ; 11372806 ; 11373951 ; 11378161 ; 11484079 ; 11488298 ; 11491489 ; 11492101 ; 11495736 ; 11533499 ; 11654004 ; 14856184 ; 14880498 ; 29217496 ; 39384400 ; 46507884 ; 47291378 ; 47960005 ; 48415605 ; 49877926 ; 50111699 ; 50171976 ; 51091824 ; 53788310 ; 85787982 ; 93166958 ; 94568986 ; 103220490 ; 103931866 ; 114149713 ; 117871221 ; 124893187 ; 126663871 ; 127334967 ; 127334968 ; 127334969 ; 127334970 ; 127334971 ; 127334972 ; 127334973 ; 127334974 ; 127334975 ; 127334976 ; 127334977 ; 127334978 ; 129720750 ; 131328443
ChEBI ID
ChEBI:3011
CAS Number
86541-75-5
TTD Drug ID
D0U3EC
Formula
C24H28N2O5
Canonical SMILES
CCOC(=O)C(CCC1=CC=CC=C1)NC2CCC3=CC=CC=C3N(C2=O)CC(=O)O
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
InChIKey
XPCFTKFZXHTYIP-PMACEKPBSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Benazeprilat DM005658
5463984
Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006035 Benazepril Benazeprilat Unclear ES [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Methylenetetrahydrofolate reductase (MTHFR) DME0083 Homo sapiens
MTHR_HUMAN
1.5.1.20
[2]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1364 Bacteroides coprophilus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1375 Bacteroides intestinalis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1376 Bacteroides ovatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1449 Prevotella copri Not Available Not Available [3]
⏷ Show the Full List of 14  DME(s)
References
1 Benazepril was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 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.
3 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
4 DrugBank(Pharmacology-Metabolism):Benazepril

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