Ofloxacin

Details

• Internal ID: 5b412fea-2db0-4daf-886d-b6e8029d160a
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
• IUPAC Name: 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• InChI: InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)
• InChI Key: GSDSWSVVBLHKDQ-UHFFFAOYSA-N
• Popularity: 17,802 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀FN₃O₄
• Molecular Weight: 361.40 g/mol
• Exact Mass: 361.14378429 g/mol
• Topological Polar Surface Area (TPSA): 73.30 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 82419-36-1
• Floxin
• Ofloxacine
• Tarivid
• Ocuflox
• Ofloxacino
• Visiren
• Ofloxacinum
• Exocin
• DL-8280
• Hoe-280
• OFLX
• Ofloxacina
• Floxin otic
• Ofloxacin Otic
• HOE 280
• FLOXIN IN DEXTROSE 5%
• DL 8280
• A4P49JAZ9H
• NSC-727071
• NSC-758178
• CHEBI:7731
• 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• DTXSID3041085
• FLOXIN IN DEXTROSE 5% IN PLASTIC CONTAINER
• J01MA01
• Hoe280
• DTXCID1021085
• DL8280
• NSC727071
• 8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid
• 9-FLUORO-2,3-DIHYDRO-3-METHYL-10-(4-METHYL-1-PIPERAZINYL)-7-OXO-7H-PYRIDO(1,2,3-DE)(1,4)BENZOXAZINE-6-CARBOXYLIC ACID, DL-
• Ofloxaxin
• Tarivid i.v.
• 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo(7.3.1.05,13)trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• Ofloxacin Ophthalmic
• Olfoxacin Otic Soln
• Ofloxacin Ophth Soln
• Tarivid 400
• Ofloxacin Otic solution
• RefChem:6082
• S01AE01
• S02AA16
• Ru43280
• ORF28489
• ORF 28489
• Ru 43280
• DR 3355
• Ofloxacin Ophthalmic Solution USP, 0.3%
• (+-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7--oxo-7H-pyrido(1,2,3-de)--1,4-benzoxazine-6-carboxylic acid
• (3RS)-9-Fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-pyrido(1,2,3-de)(1,4)benzoxazine-6-carboxylic acid
• 7-fluoro-2-methyl-6-(4-methylpiperazin-4-ium-1-yl)-10-oxo-4-oxa-1-azatricyclo(7.3.1.05,13)trideca-5(13),6,8,11-tetraene-11-carboxylate
• 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
• 83380-47-6
• MFCD00226105
• Oxaldin
• Oflocet
• 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
• CHEMBL4
• MLS000028749
• Ofloxacina [DCIT]
• Ofloxacine [French]
• Ofloxacinum [Latin]
• Exocine
• Flobacin
• Ofloxacin 100 microg/mL in Acetonitrile
• SMR000058192
• Zanocin
• Floxil
• Ofloxacino [Spanish]
• 9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
• 9-Fluoro-3,7-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic Acid
• OFX
• F0472-0226
• PT 01
• Levofloxacin-13C-D3
• ORF 18489
• 7-Fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13),11-tetraene-11-carboxylic acid
• Floxin (TN)
• CCRIS 5233
• (+/-)-Floxin
• SR-01000076050
• UNII-A4P49JAZ9H
• BRN 3657947
• Monoflocet
• DL-ofloxacin
• Mefoxacin;
• Flobacin;
• Ocuflox;
• Oflocet;
• Oflocin;
• Oxaldin;
• s1940
• Exocin;
• Ofloxacin CRS
• HSDB 8030
• NCGC00016948-01
• (-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1;(-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1
• Ofloxacin (Floxin)
• CAS-82419-36-1
• Exocin (eye drops)
• Ofloxacin (Standard)
• Ofloxacin [USAN:USP:INN:BAN:JAN]
• (+-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid
• WP-0405
• Spectrum_001186
• OFLOXACIN [INN]
• OFLOXACIN [JAN]
• OFLOXACIN [MI]
• OFLOXACIN [USAN]
• Opera_ID_1114
• Prestwick0_000237
• Prestwick1_000237
• Prestwick2_000237
• Prestwick3_000237
• Spectrum2_001464
• Spectrum3_001499
• Spectrum4_000324
• Spectrum5_001063
• OFLOXACIN [VANDF]
• Epitope ID:116889
• OFLOXACIN [MART.]
• O 8757
• OFLOXACIN [USP-RS]
• OFLOXACIN [WHO-DD]
• Lopac0_000904
• Oprea1_242882
• SCHEMBL24373
• BSPBio_000313
• BSPBio_003117
• KBioGR_000667
• KBioSS_001666
• fluoro-methyl-(4-methylpiperazin-1-yl)-oxo-[?]carboxylic acid
• MLS001074203
• MLS006011774
• orb320681
• DivK1c_000721
• SPECTRUM1502044
• SPBio_001387
• SPBio_002234
• Ofloxacin (JP18/USP/INN)
• BPBio1_000345
• orb1310184
• OFLOXACIN [ORANGE BOOK]
• OFLOXACIN [EP MONOGRAPH]
• SCHEMBL14163982
• GTPL10918
• HMS502E03
• HY-B0125R
• KBio1_000721
• KBio2_001666
• KBio2_004234
• KBio2_006802
• KBio3_002617
• MSK5740
• OFLOXACIN [USP MONOGRAPH]
• CHEBI:194135
• NINDS_000721
• HMS1568P15
• HMS1921H12
• HMS2090F07
• HMS2092B10
• HMS2095P15
• HMS2235C05
• HMS3259G07
• HMS3262F10
• HMS3369B01
• HMS3393K06
• HMS3604B17
• HMS3712P15
• HMS5080D07
• HMS5083P19
• HMS5087O15
• Pharmakon1600-01502044
• SMSSF-0055683
• BB_SC-01252
• HY-B0125
• RKL10083
• UYB17021
• Ofloxacin, fluoroquinolone antibiotic
• Tox21_110703
• Tox21_500904
• BBL005605
• BDBM50045004
• CCG-39210
• EBC-08557
• MSK5740-100M
• NSC758178
• s1463
• STK256723
• AKOS001033517
• AKOS016042783
• Ofloxacine; DL-8280; HOE-280
• Tox21_110703_1
• AC-7616
• AO26535
• CS-1891
• DB01165
• KS-5011
• LP00904
• NC00466
• NSC 727071
• NSC 758178
• SDCCGSBI-0050879.P004
• IDI1_000721
• NCGC00015772-02
• NCGC00015772-03
• NCGC00015772-04
• NCGC00015772-05
• NCGC00015772-06
• NCGC00015772-07
• NCGC00015772-08
• NCGC00015772-09
• NCGC00015772-10
• NCGC00015772-12
• NCGC00015772-13
• NCGC00015772-22
• NCGC00094219-01
• NCGC00094219-02
• NCGC00094219-03
• NCGC00094219-04
• NCGC00094219-05
• NCGC00094219-06
• NCGC00178284-01
• NCGC00178284-02
• NCGC00261589-01
• (+-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)(1,4)benzoxazin-6-carbonsaeure
• (+/-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
• 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 2,3-dihydro-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-
• 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-
• ST073364
• SY052697
• Ofloxacin Solution in Methanol, 100ug/mL
• SBI-0050879.P003
• DB-056608
• AB00513820
• EU-0100904
• NS00098749
• O0403
• EN300-06482
• Ofloxacin, VETRANAL(TM), analytical standard
• VU0243192-7
• 86O854
• C07321
• D00453
• AB00052263-12
• AB00052263-13
• AB00052263_14
• AB00052263_15
• Q411447
• SR-01000076050-1
• SR-01000076050-4
• SR-01000076050-7
• BRD-A24228527-001-05-9
• BRD-A24228527-001-19-0
• BRD-A24228527-001-31-5
• BRD-A24228527-213-01-9
• SR-01000076050-16
• Z56761309
• F0020-0095
• Ofloxacin, European Pharmacopoeia (EP) Reference Standard
• Ofloxacin, United States Pharmacopeia (USP) Reference Standard
• (+/-)-9-Fluoro-2,2,3-de)-1,4-benzoxazine-6-carboxylic acid
• Ofloxacin, Pharmaceutical Secondary Standard; Certified Reference Material
• (RS)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
• 7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.0,5,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-
• 7H-PYRIDO(1,2,3-DE)-1,4-BENZOXAZINE-6-CARBOXYLIC ACID, 9-FLUORO-2,3-DIHYDRO-3-METHYL-10-(4-METHYL-1-PIPERAZINYL)-7-OXO-, (+/-)-
• 8-fluoro-3-methyl-9-(4-methyl-1-piperazinyl)-6-oxo-1-oxa-3a-aza-2,3-dihydro-6H-phenalene-5-carboxylic acid
• 9-Fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido [1,2,3-de]-1,4-Benzoxazin-6-carboxylic Acid
• 9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid
• 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylicacid
• 9-fluoro-3-methyl-10-(4-methylpiperazino)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	+	0.9312	93.12%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	1.0000	100.00%
Subcellular localzation	Lysosomes	0.7248	72.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9534	95.34%
P-glycoprotein inhibitior	-	0.8827	88.27%
P-glycoprotein substrate	+	0.9344	93.44%
CYP3A4 substrate	-	0.7931	79.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9324	93.24%
CYP inhibitory promiscuity	-	0.7726	77.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.7779	77.79%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.5677	56.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.8179	81.79%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8032	80.32%
Acute Oral Toxicity (c)	III	0.7916	79.16%
Estrogen receptor binding	-	0.7914	79.14%
Androgen receptor binding	-	0.6328	63.28%
Thyroid receptor binding	-	0.5146	51.46%
Glucocorticoid receptor binding	-	0.6091	60.91%
Aromatase binding	-	0.5730	57.30%
PPAR gamma	+	0.5496	54.96%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.58%	93.00%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.53%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.64%	85.14%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	92.45%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.07%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.49%	89.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	90.04%	98.46%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.92%	93.04%
CHEMBL3384	Q16512	Protein kinase N1	88.89%	80.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.40%	90.71%
CHEMBL217	P14416	Dopamine D2 receptor	87.65%	95.62%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.21%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.05%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.65%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.01%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4583
• LOTUS: LTS0061799
• wikiData: Q411447