Cefalexin monohydrateProduct ingredient for Cephalexin

Name
Cefalexin monohydrate
Drug Entry
Cephalexin

Cephalexin is the first of the first generation cephalosporins.7,8 This antibiotic contains a beta lactam and a dihydrothiazide.7 Cephalexin is used to treat a number of susceptible bacterial infections through inhibition of cell wall synthesis.9,Label Cephalexin was approved by the FDA on 4 January 1971.11

Accession Number
DBSALT001841
Structure
Thumb
Synonyms
cefalexin hydrate / Cephalexin / Cephalexin monohydrate
UNII
OBN7UDS42Y
CAS Number
23325-78-2
Weight
Average: 365.4
Monoisotopic: 365.104541898
Chemical Formula
C16H19N3O5S
InChI Key
AVGYWQBCYZHHPN-CYJZLJNKSA-N
InChI
InChI=1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15-;/m1./s1
IUPAC Name
(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
SMILES
O.[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O
External Links
KEGG Drug
D00906
KEGG Compound
C08099
ChemSpider
56640
ChEBI
3535
ChEMBL
CHEMBL1200544
Predicted Properties
PropertyValueSource
Water Solubility0.297 mg/mLALOGPS
logP0.55ALOGPS
logP-2.1ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.45ChemAxon
pKa (Strongest Basic)7.23ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.73 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity88.97 m3·mol-1ChemAxon
Polarizability34.93 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon