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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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))
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 1896
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
Search Google for chemicals with the same backbone WDLWHQDACQUCJR
Search PubMed clinical trials cefprozil
Search PubMed titles cefprozil
Search PubMed titles/abstracts cefprozil
UniChem Compound Search for chemical match using the InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N
UniChem Connectivity Search for chemical match using the InChIKey WDLWHQDACQUCJR-PBFPGSCMSA-N