cefprozil   Click here for help

GtoPdb Ligand ID: 12219

Synonyms: BMY-28100 | Cefzil®
Approved drug
cefprozil is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Cefprozil is a semisynthetic, second generation cephalosporin belonging to the β-lactam class of antibacterial compounds. We show the cis-isomer which has greater antibacterial activity in vitro than the trans form [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 158.26
Molecular weight 389.43
XLogP -1.57
No. Lipinski's rules broken 0
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Canonical SMILES CC=CC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)N
Isomeric SMILES C(=O)(O)C1=C(CS[C@H]2N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1)C=CC
InChI InChI=1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1991))
IUPAC Name Click here for help
(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-8-oxo-3-(prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6341 cefprozil
Synonyms Click here for help
BMY-28100 | Cefzil®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefprozil
Other databases
CAS Registry No. 92665-29-7 (source: Scifinder)
ChEMBL Ligand CHEMBL3301800
DrugBank Ligand DB01150
GtoPdb PubChem SID 472319339
PubChem CID 62977
Search Google for chemical match using the InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N
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UniChem Compound Search for chemical match using the InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N
UniChem Connectivity Search for chemical match using the InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N