Drug Information

General Information
Drug ID
DR00259
Drug Name
Cefaclor
Synonyms
(6R,7R)-7-((R)-2-Amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid monohydrate; (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate; (6R,7R)-7-{[(2R)-2-amino-2-phenylacetyl]amino}-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acid; 3-Chloro-7-D-(2-phenylglycinamido)-3-cephem-4-carboxylic acid monohydrate; 7-(2-Amino-2-phenyl-acetylamino)-3-chloro-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7beta-{[(2R)-2-amino-2-phenylacetyl]amino}-3-chloro-3,4-didehydrocepham-4-carboxylic acid; Alenfral; Alenfral (TN); Alfacet; Alfatil; Alfatil Kapseln; CCL; Ceclor; Ceclor (TN); Ceclor, Distaclor, Keflor, Raniclor, Cefaclor; Cefaclor (JP15); Cefaclor (USP); Cefaclor [USAN:INN:BAN:JAN]; Cefaclor anhydrous; Cefaclor hydrate; Cefaclor monohydrate; Cefaclor-1-wasser; Cefaclorum; Distaclor; Distaclor (TN); Dystaclor MR; Keflor (TN); Kefolor; Kefolor Suspension; L-Kefral; Lilly 99638 hydrate; Muco Panoral; Panacef; Panoral; Raniclor (TN); S-6472
Drug Type
Small molecular drug
Indication Gram-positive & negative bacteria infections [ICD11:1A00-1H0Z] Approved [1]
Therapeutic Class
Antibiotics
Structure
3D MOL 2D MOL
Formula
C15H14ClN3O4S
Canonical SMILES
C1C(=C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)Cl
InChI
InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1
InChIKey
QYIYFLOTGYLRGG-GPCCPHFNSA-N
CAS Number
CAS 53994-73-3
Pharmaceutical Properties Molecular Weight 367.8 Topological Polar Surface Area 138
Heavy Atom Count 24 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
XLogP
-1.8
PubChem CID
51039
PubChem SID
11342218 ,11362401 ,11363964 ,11366526 ,11369088 ,11372875 ,11373525 ,11377250 ,11466513 ,11467130 ,11467633 ,11468250 ,11484973 ,11486006 ,11486818 ,11487803 ,11489005 ,11491673 ,11491908 ,11494884 ,12013565 ,14803830 ,14852885 ,24278331 ,26612067 ,26680440 ,29215008 ,34715524 ,46386958 ,46507693 ,47425324 ,47425325 ,47574401 ,47647541 ,47796074 ,48020027 ,48095565 ,48170475 ,48244405 ,48244406 ,48415708 ,48484011 ,49681804 ,49698517 ,625389 ,7847322 ,7978871 ,8181891 ,855765 ,9094
ChEBI ID
CHEBI:3478
TTD Drug ID
D0PW7C
DT(s) Transporting This Drug OAT1 Transporter Info Organic anion transporter 1 Substrate [2]
OAT3 Transporter Info Organic anion transporter 3 Substrate [3]
PEPT1 Transporter Info Peptide transporter 1 Substrate [4]
PEPT2 Transporter Info Peptide transporter 2 Substrate [5]
Drug-Transporter Activity Data
Drug-Transporter Activity Data PEPT2 Transporter Info Km =72 microM Madin-Darby canine kidney (MDCK) cells-PEPT2 [5]
References
1 Cefaclor was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 FDA Drug Development and Drug Interactions
3 Human organic anion transporter hOAT3 is a potent transporter of cephalosporin antibiotics, in comparison with hOAT1. Biochem Pharmacol. 2005 Oct 1;70(7):1104-13.
4 Protein hydrolysate-induced cholecystokinin secretion from enteroendocrine cells is indirectly mediated by the intestinal oligopeptide transporter PepT1. Am J Physiol Gastrointest Liver Physiol. 2011 May;300(5):G895-902.
5 Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters. Drug Metab Dispos. 2006 Apr;34(4):547-55.

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