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

General Information of Drug (ID: DR1399)
Drug Name
OPC-12759
Synonyms
Mucosta; Mucosta hydrate; OPC 12759; OPC-12759; Pramipide; Proamipide; Proamipide hydrate; Rebamipide [INN:JAN]; Rebamipide hydrate; Rebamipidum [INN-Latin]; rebamipide; 111911-87-6; 139344-42-6; 2-(4-Chlorobenzamido)-3-[2(1H)-quinolinon-4-yl]propionic Acid; 2-(4-Chlorobenzoylamino)-3-(1,2-dihydro-2-oxo-4-quinolyl)propionic acid; 2-(4-chlorobenzamido)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid; 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoic acid; 90098-04-7; CCRIS 3585; NCGC00095161-01
Indication Peptic ulcer [ICD11: DA61] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 370.8 Topological Polar Surface Area 95.5
Heavy Atom Count 26 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
5042
PubChem SID
5392994 ; 7848184 ; 8153104 ; 11372977 ; 11483873 ; 11487855 ; 11491774 ; 12013207 ; 14877402 ; 26612890 ; 26680453 ; 26749027 ; 26749028 ; 29224113 ; 48328567 ; 50043069 ; 50043070 ; 53787206 ; 57322578 ; 74747436 ; 85175212 ; 85788525 ; 88277041 ; 91011744 ; 92124604 ; 92309229 ; 92713511 ; 99582548 ; 104308112 ; 117664455 ; 117772935 ; 118842287 ; 124637454 ; 124891853 ; 124971198 ; 125275481 ; 125307349 ; 125312449 ; 125325998 ; 125337900 ; 125810026 ; 126617864 ; 126624745 ; 126640517 ; 126663153 ; 126683520 ; 127423927 ; 131294612 ; 131329793 ; 131784276
ChEBI ID
CHEBI:93814
CAS Number
111911-87-6
TTD Drug ID
D03BQP
Formula
C19H15ClN2O4
Canonical SMILES
C1=CC=C2C(=C1)C(=CC(=O)N2)CC(C(=O)O)NC(=O)C3=CC=C(C=C3)Cl
InChI
1S/C19H15ClN2O4/c20-13-7-5-11(6-8-13)18(24)22-16(19(25)26)9-12-10-17(23)21-15-4-2-1-3-14(12)15/h1-8,10,16H,9H2,(H,21,23)(H,22,24)(H,25,26)
InChIKey
ALLWOAVDORUJLA-UHFFFAOYSA-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
6-Hydroxyrebamipide DM005937
13471531
Unclear 1 [2]
8-Hydroxyrebamipide DM005938
154699600
Unclear 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006393 OPC-12759 6-Hydroxyrebamipide Unclear CYP3A4 ... [2]
MR006394 OPC-12759 8-Hydroxyrebamipide Unclear CYP3A4 [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1376 Bacteroides ovatus Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [4]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [4]
⏷ Show the Full List of 11  DME(s)
References
1 The roles of prostaglandin E receptor subtypes in the cytoprotective action of prostaglandin E2 in rat stomach. Aliment Pharmacol Ther. 2000 Apr;14 Suppl 1:116-24.
2 Pharmacodynamic and pharmacokinetic behavior of landiolol during dobutamine challenge in healthy adults
3 Involvement of cytochrome P450 in the metabolism of rebamipide by the human liver. Xenobiotica. 2002 Jul;32(7):573-86.
4 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.