cinoxacin ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibacterials, nalidixic acid derivatives 657 28657-80-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • cinoxacin
  • cinobac
  • cinobactin
Synthetic antimicrobial related to OXOLINIC ACID and NALIDIXIC ACID and used in URINARY TRACT INFECTIONS.
  • Molecular weight: 262.22
  • Formula: C12H10N2O5
  • CLOGP: 1.91
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 1
  • TPSA: 88.43
  • ALOGS: -2.44
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
1 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 4 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 60 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 63.69 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 72.50 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
June 13, 1980 FDA LILLY

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01MB06 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
QUINOLONE ANTIBACTERIALS
Other quinolones
CHEBI has role CHEBI:35441 antiinfective agents
CHEBI has role CHEBI:36047 antibacterial drugs
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000970 Antineoplastic Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D059005 Topoisomerase II Inhibitors
MeSH PA D059003 Topoisomerase Inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Urinary tract infectious disease indication 68566005




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.94 acidic
pKa2 3.27 Basic
pKa3 0.83 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Carbonic anhydrase 2 Enzyme IC50 4.08 WOMBAT-PK
DNA gyrase Enzyme INHIBITOR CHEMBL CHEMBL

External reference:

IDSource
4019087 VUID
N0000147347 NUI
D00872 KEGG_DRUG
151514 RXNORM
4019087 VANDF
C0008806 UMLSCUI
CHEBI:3716 CHEBI
CHEMBL1208 ChEMBL_ID
DB00827 DRUGBANK_ID
D002937 MESH_DESCRIPTOR_UI
2762 PUBCHEM_CID
12401 IUPHAR_LIGAND_ID
3513 INN_ID
LMK22VUH23 UNII
106 MMSL
109 MMSL
4450 MMSL
d01129 MMSL
002865 NDDF
387549004 SNOMEDCT_US
96081007 SNOMEDCT_US

Pharmaceutical products:

None