loracarbef 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
antibiotics, carbacephem derivatives	1603	76470-66-1

Description:

Molecule	Description
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

Molecule

Description

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:

Dose	Unit	Route
0.60	g	O

ADMET properties:

Property	Value	Reference
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 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	94 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

Date	Agency	Company	Orphan
Dec. 31, 1991	FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients 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:

Source	Code	Description
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|

Disease	Relation	SNOMED_ID	DOID
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

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (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:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Bacterial penicillin-binding protein	Enzyme		PBPA_ECOLI PBPB_ECOLI DACC_ECOLI PBP2_ECOLI FTSI_ECOLI DACA_ECOLI DACB_ECOLI	INHIBITOR				CHEMBL	CHEMBL
Penicillin-binding protein 1A	Enzyme		PBPA_CLOPE					WOMBAT-PK

External reference:

ID	Source
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