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

Stem definitionDrug idCAS RN
antibiotics, carbacephem derivatives 1603 76470-66-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • loracarbef
  • lorabid
  • loribid
  • loracarbef hydrate
1-carbacephem antibiotic; has a broad spectrum of antimicrobial activity; structure given in first source; carbacephems differ from cephalosporins in the substitution of a sulfur atom in the dihydrothiazine ring with a methylene group to form a tetrahydropyridine ring
  • Molecular weight: 349.77
  • Formula: C16H16ClN3O4
  • CLOGP: -0.47
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 3
  • TPSA: 112.73
  • ALOGS: -3.03
  • ROTB: 4

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
0.60 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 10 mg/mL Bocci G, Oprea TI, Benet LZ
EoM (Fraction excreted unchanged in urine) 94 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 19.07 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 94 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Dec. 31, 1991 FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug hypersensitivity 113.07 104.83 23 3 310664 63178332

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 J01DC08 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER BETA-LACTAM ANTIBACTERIALS
Second-generation cephalosporins
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
CHEBI has role CHEBI:33281 antibiotics
CHEBI has role CHEBI:36047 antibacterial drugs
CHEBI has role CHEBI:50904 alergeno

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

DiseaseRelationSNOMED_IDDOID
Infection of skin AND/OR subcutaneous tissue indication 19824006
Bronchitis indication 32398004 DOID:6132
Pneumonia due to Streptococcus indication 34020007
Lower respiratory tract infection indication 50417007
Upper respiratory infection indication 54150009
Chronic pyelonephritis indication 63302006 DOID:1076
Acute maxillary sinusitis indication 68272006 DOID:2050
Urinary tract infectious disease indication 68566005
Haemophilus influenzae pneumonia indication 70036007
Tonsillitis indication 90176007 DOID:10456
Acute bacterial bronchitis indication 233598009
Pneumonia indication 233604007 DOID:552
Streptococcus pyogenes infection indication 302809008
Infective otitis media indication 312218008




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 2.14 acidic
pKa2 13.72 acidic
pKa3 7.59 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
Bacterial penicillin-binding protein Enzyme INHIBITOR CHEMBL CHEMBL
Penicillin-binding protein 1A Enzyme WOMBAT-PK

External reference:

IDSource
4020247 VUID
N0000148145 NUI
D00916 KEGG_DRUG
4020247 VANDF
C0065295 UMLSCUI
CHEBI:281056 CHEBI
CHEMBL1200610 ChEMBL_ID
CHEMBL1013 ChEMBL_ID
DB00447 DRUGBANK_ID
C054920 MESH_SUPPLEMENTAL_RECORD_UI
5284585 PUBCHEM_CID
12247 IUPHAR_LIGAND_ID
3X11EVM5SU UNII
218074 RXNORM
2085 MMSL
4993 MMSL
d00105 MMSL
003667 NDDF
370362008 SNOMEDCT_US
96061006 SNOMEDCT_US
121961-22-6 SECONDARY_CAS_RN

Pharmaceutical products:

None