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

General Information of Drug (ID: DR2730)
Drug Name
Spirapril
Prodrug Info Spirapril is the prodrug of Spiraprilat
Synonyms
Sandopril; Sch-33844; Setrilan; Spirapril (INN); Spirapril [INN:BAN]; Spiraprilum [Latin]; TI-211-950; Espirapril [Spanish]; Not established; Renormax; (2S)-3-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-6,9-dithia-3-azaspiro[4.4]nonane-2-carboxylic acid
Indication Essential hypertension [ICD11: BA00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 466.6 Topological Polar Surface Area 147
Heavy Atom Count 31 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
5311447
PubChem SID
7980648 ; 11056512 ; 12013873 ; 14858420 ; 39341121 ; 46506126 ; 49964144 ; 57359484 ; 79446638 ; 96025214 ; 103165488 ; 103928452 ; 114156121 ; 128104191 ; 134223240 ; 134338188 ; 135049040 ; 137003827 ; 141328414 ; 160964639 ; 163693574 ; 163852855 ; 178103189 ; 179151271 ; 198942493 ; 223621315 ; 224854639 ; 226407318 ; 252356740
ChEBI ID
CHEBI:135756
CAS Number
83647-97-6
TTD Drug ID
D05MFG
Formula
C22H30N2O5S2
Canonical SMILES
CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3(CC2C(=O)O)SCCS3
InChI
1S/C22H30N2O5S2/c1-3-29-21(28)17(10-9-16-7-5-4-6-8-16)23-15(2)19(25)24-14-22(30-11-12-31-22)13-18(24)20(26)27/h4-8,15,17-18,23H,3,9-14H2,1-2H3,(H,26,27)/t15-,17-,18-/m0/s1
InChIKey
HRWCVUIFMSZDJS-SZMVWBNQSA-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
Spiraprilat DM006369
3033702
Hydrolysis - Esterolysis 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006840 Spirapril Spiraprilat Hydrolysis - Esterolysis CES [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Dipeptidase (pepV) DME1002 Lactococcus lactis
Q84BU9_LACLH
3.4.13.-
[2]
References
1 Spirapril was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Characterization and kinetic analysis of enzyme-substrate recognition by three recombinant lactococcal PepVs. Arch Biochem Biophys. 2006 Oct 15;454(2):137-45.
3 Spirapril: pharmacokinetic properties and drug interactions

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