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

General Information of Drug (ID: DR0790)
Drug Name
Grepafloxacin
Synonyms
Grepafloxacin; Grepafloxacin (unspecified); 1-Cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid; 1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; 119914-60-2; 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-; CCRIS 7284; CHEBI:5543; CHEMBL583; Raxar
Indication Bronchitis [ICD11: CA20] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 359.4 Topological Polar Surface Area 72.9
Heavy Atom Count 26 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
72474
PubChem SID
13542 ; 603312 ; 6610845 ; 8195206 ; 14852426 ; 43128629 ; 46507253 ; 50042505 ; 50112780 ; 50471882 ; 53788063 ; 57318735 ; 103179577 ; 104011329 ; 104353024 ; 124766026 ; 125536480 ; 127411146 ; 134338274 ; 135029665 ; 137044453 ; 143019201 ; 160963712 ; 162793470 ; 163693542 ; 163852853 ; 179148061 ; 184545887 ; 184546334 ; 223439875 ; 224916848 ; 226420671 ; 241036011 ; 242059760
ChEBI ID
CHEBI:5543
CAS Number
119914-60-2
TTD Drug ID
D0JL2K
Formula
C19H22FN3O3
Canonical SMILES
CC1CN(CCN1)C2=C(C(=C3C(=C2)N(C=C(C3=O)C(=O)O)C4CC4)C)F
InChI
1S/C19H22FN3O3/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26)
InChIKey
AIJTTZAVMXIJGM-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
9'-desmethylgranisetron DM002142
11243474
Unclear 1 [3]
Grepafloxacin metabolite M4a,4b DM002145 N. A. Unclear 1 [3]
Grepafloxacin metabolite M6a,6b DM002146 N. A. Unclear 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001154 Grepafloxacin Grepafloxacin metabolite M2a,2b Unclear Unclear [3]
MR001155 Grepafloxacin Grepafloxacin metabolite M4a,4b Unclear Unclear [3]
MR001156 Grepafloxacin Grepafloxacin metabolite M6a,6b Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Grepafloxacin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 PubChem:Grepafloxacin
3 Synthesis of possible metabolites of 1-cyclopropyl-1,4-dihydro-6-fluoro-5-methyl-7-(3-methyl-1-piperazinyl)- 4-oxo-3-quinolinecarboxylic acid (Grepafloxacin, OPC-17116) Chem Pharm Bull (Tokyo). 1995 Dec;43(12):2246-52. doi: 10.1248/cpb.43.2246.

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