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

General Information of Drug (ID: DR1176)
Drug Name
Norfloxacin
Synonyms
Norfloxacine; Norfloxacine [INN-French]; Norfloxacino; Norfloxacino [INN-Spanish]; Norfloxacinum; Norfloxacinum [INN-Latin]; Noroxin; AM 715; AM-715; Baccidal; Barazan; Chibroxin; Fulgram; Lexinor; MK 0366; MK-0366; MK-366; Sebercim; Zoroxin; norfloxacin; 1,4-Dihydro-1-ethyl-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid; 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid; 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid; 70458-96-7; NFLX; UNII-N0F8P22L1P
Indication Infectious cystitis [ICD11: GC00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 319.33 Topological Polar Surface Area 72.9
Heavy Atom Count 23 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
4539
PubChem SID
8912 ; 597742 ; 855614 ; 3205552 ; 4712110 ; 7847277 ; 7980171 ; 8149451 ; 8152796 ; 10321598 ; 11112831 ; 11335259 ; 11360498 ; 11363911 ; 11366473 ; 11369035 ; 11371707 ; 11374005 ; 11377197 ; 11461470 ; 11466249 ; 11467369 ; 11484909 ; 11485918 ; 11488833 ; 11490340 ; 11492268 ; 11494831 ; 12013332 ; 14715876 ; 14874649 ; 26611845 ; 26680206 ; 26746929 ; 26746930 ; 29223630 ; 46508634 ; 47440088 ; 47440089 ; 47440090 ; 47515159 ; 47736303 ; 47736304 ; 47810598 ; 47959570 ; 47959571 ; 48034947 ; 49698389 ; 50042536 ; 50100528
ChEBI ID
CHEBI:100246
CAS Number
70458-96-7
TTD Drug ID
D0Q2PE
Formula
C16H18FN3O3
Canonical SMILES
CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O
InChI
1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)
InChIKey
OGJPXUAPXNRGGI-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
7-amino-1-ethyl-6-fluoro4-oxo-1,4-dihydroquinoline-3-carboxylic acid DM002228 N. A. Unclear 1 [3]
desethylene-N-acetylnorfloxacin DM002229 N. A. Unclear 1 [3]
N-acetylnorfloxacin DM002226
156268
Unclear 1 [3]
N-formylnorfloxacin DM002227
12733934
Unclear 1 [3]
Norfloxacin metabolite M1 DM002224
130830
Unclear 1 [4]
Norfloxacin metabolite M2 DM002225 N. A. Unclear 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001785 Norfloxacin Norfloxacin metabolite M1 Unclear Unclear [4]
MR001786 Norfloxacin Norfloxacin metabolite M2 Unclear Unclear [4]
MR001787 Norfloxacin N-acetylnorfloxacin Unclear Unclear [3]
MR001788 Norfloxacin N-formylnorfloxacin Unclear Unclear [3]
MR001789 Norfloxacin 7-amino-1-ethyl-6-fluoro4-oxo-1,4-dihydroquinoline-3-carboxylic acid Unclear Unclear [3]
MR001790 Norfloxacin desethylene-N-acetylnorfloxacin Unclear Unclear [3]
⏷ Show the Full List of 6 MR(s)
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]
References
1 Norfloxacin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Clinically significant psychotropic drug-drug interactions in the primary care setting. Curr Psychiatry Rep. 2012 Aug;14(4):376-90.
3 Characterization of a new norfloxacin metabolite monitored during a bioequivalence study by means of mass spectrometry and quantum computation Biomed Chromatogr. 2008 Oct;22(10):1100-7. doi: 10.1002/bmc.1031.
4 Norfloxacin--a review of pharmacology and tissue penetration J Antimicrob Chemother. 1984 May;13 Suppl B:59-64. doi: 10.1093/jac/13.suppl_b.59.

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