General Information
Drug ID
DR01165
Drug Name
Gatifloxacin
Synonyms
(+-)-1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid; 1-Cyclopropyl-1,4-dihydro-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid; 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid; 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid; AM 1155; AM-1155; AM-1155 (*Sesquihydrate*); BMS 206584-01; BMS-206584; BMS-206584-01; Bonoq; CG 5501;PD 135432; CG-5501; GTFX; Gaity; Gatiflo; Gatiflo (TN); Gatiflo,Tequin and Zymar, Gatifloxacin; Gatifloxacin & Gamma Interferon; Gatifloxacin (INN); Gatifloxacin (TN); Gatifloxacin [USAN:INN]; Gatilox; Gatiquin; Gatispan; PD-135432; PD135432; Tequin; Tequin (TN); Tequin in dextrose 5% in plastic container; Zymar; Zymar (TN); Zymaxid; Zymer; Zymer (TN)
Drug Type
Small molecular drug
Indication Bacterial infections [ICD11:1A00-1H0Z] Approved [1]
Therapeutic Class
Antiinfective Agents
Structure
3D MOL 2D MOL
Formula
C19H22FN3O4
Canonical SMILES
CC1CN(CCN1)C2=C(C=C3C(=C2OC)N(C=C(C3=O)C(=O)O)C4CC4)F
InChI
InChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)
InChIKey
XUBOMFCQGDBHNK-UHFFFAOYSA-N
CAS Number
CAS 112811-59-3
Pharmaceutical Properties Molecular Weight 375.4 Topological Polar Surface Area 82.1
Heavy Atom Count 27 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 8
XLogP
-0.7
PubChem CID
5379
PubChem SID
103165247 ,103905240 ,104011321 ,104170200 ,11364853 ,11367415 ,11369977 ,11372016 ,11374751 ,11378145 ,11484089 ,11488303 ,11490814 ,11492941 ,11495723 ,12014137 ,14755600 ,25623206 ,26612698 ,26680481 ,26719627 ,26748958 ,26748959 ,29224431 ,3206265 ,4404784 ,46386695 ,46506159 ,47662548 ,47736764 ,49831421 ,50068220 ,50123177 ,57322743 ,618409 ,642042 ,77936610 ,7979373 ,8153306 ,85279062 ,85789262 ,861394 ,87322631 ,92124759 ,92307956 ,92309206 ,92711370 ,96024704 ,9863 ,99437219
ChEBI ID
CHEBI:5280
TTD Drug ID
D03CQE
DT(s) Transporting This Drug MRP2 Transporter Info Multidrug resistance-associated protein 2 Substrate [2]
OATP1A2 Transporter Info Organic anion transporting polypeptide 1A2 Substrate [3]
P-GP Transporter Info P-glycoprotein 1 Substrate [4]
References
1 Gatifloxacin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Uptake and intracellular release kinetics of liposome formulations in glioma cells. Int J Pharm. 2010 Aug 16;395(1-2):251-9.
3 Identification of influx transporter for the quinolone antibacterial agent levofloxacin. Mol Pharm. 2007 Jan-Feb;4(1):85-94.
4 Interaction of gatifloxacin with efflux transporters: a possible mechanism for drug resistance. Int J Pharm. 2010 Aug 16;395(1-2):114-21.

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