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

General Information of Drug (ID: DR2273)
Drug Name
Ciprofloxacin
Synonyms
Cifloxin; Ciplus; Ciprecu; Ciprinol; Cipro IV; Cipro XR; Ciprobay; Ciprocinol; Ciprodar; Ciproflox; Ciprofloxacin Hydrochloride; Ciprofloxacina; Ciprofloxacine; Ciprofloxacino; Ciprofloxacinum; Ciprogis; Ciprolin; Ciprolon; Cipromycin; Ciproquinol; Ciprowin; Ciproxan; Ciproxina; Ciproxine; Ciriax; Citopcin; Corsacin; Bacquinor; Baflox; Bernoflox; Fimoflox; Ipiflox; Italnik; Probiox; Proflaxin; Quinolid; Quintor; Rancif; Roxytal; Septicide; Spitacin; Superocin; Zumaflox; ciprofloxacin; 85721-33-1; BAY q 3939; Cilab; Ciprofloxacin intratympanic - Otonomy; Cixan; Cycin; GW1843; Loxan; Unex
Indication Endocarditis [ICD11: 1B12] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 331.34 Topological Polar Surface Area 72.9
Heavy Atom Count 24 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
2764
PubChem SID
854234 ; 7849275 ; 8188389 ; 12012611 ; 14780446 ; 43120033 ; 50065329 ; 50125725 ; 57314943 ; 80847453 ; 81043820 ; 85174197 ; 92722913 ; 93305520 ; 99319459 ; 104327163 ; 115354412 ; 118836555 ; 125358728 ; 126603656 ; 126617874 ; 126653698 ; 126663877 ; 131328379 ; 131549783 ; 134338664 ; 135019641 ; 143449628 ; 143837408 ; 162251668 ; 163370746 ; 164788124 ; 165235301 ; 175267218 ; 175611737 ; 196107810 ; 223683480 ; 226414707 ; 249857489 ; 252427178
ChEBI ID
CHEBI:100241
CAS Number
85721-33-1
TTD Drug ID
D0O1WX
Formula
C17H18FN3O3
Canonical SMILES
C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCNCC4)F)C(=O)O
InChI
1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
InChIKey
MYSWGUAQZAJSOK-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
Oxociprofloxacin(M3) DM015154
128242
Unclear - Unclear 1 [4]
Sulfociprofloxacin(M2) DM015155
128781
Unclear - Unclear 1 [4]
Desethylene ciprofloxacin(M1) DM015033
63000
Unclear - Unclear 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR009680 Ciprofloxacin Oxociprofloxacin(M3) Unclear - Unclear Unclear [4]
MR009682 Ciprofloxacin Sulfociprofloxacin(M2) Unclear - Unclear Unclear [4]
MR009681 Oxociprofloxacin(M3) Desethylene ciprofloxacin(M1) Unclear - Unclear Unclear [4]
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]
Unclear metabolic mechanism (DME-unclear) DME1462 Salmonella enterica Not Available Not Available [3]
References
1 Ciprofloxacin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 FDA Approved Drug Products: CIPRO XR (ciprofloxacin) extended-release tablets
3 Eugenol derivatives prospectively inhibit l-asparaginase: a heady target protein of Salmonella typhimurium. Microb Pathog. 2018 Jan;114:8-16.
4 Ciprofloxacin: chemistry, mechanism of action, resistance, antimicrobial spectrum, pharmacokinetics, clinical trials, and adverse reactions

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