cefatrizine   Click here for help

GtoPdb Ligand ID: 12204

Synonyms: BL-S640
Compound class: Synthetic organic
Comment: Cefatrizine is a semisynthetic first generation cephalosporin belonging to the β-lactam class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 225.13
Molecular weight 462.08
XLogP -1.55
No. Lipinski's rules broken 0
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Canonical SMILES O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1n[nH]nc1
Isomeric SMILES C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)N)C(=O)O)CSc1n[nH]nc1
InChI InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-(2H-triazol-4-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
3839 cefatrizine
Synonyms Click here for help
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cefatrizine, BL-S640
Other databases
CAS Registry No. 51627-14-6 (source: Scifinder)
ChEBI CHEBI:131730
ChEMBL Ligand CHEMBL1095284
DrugBank Ligand DB13266
DrugCentral Ligand 529
GtoPdb PubChem SID 472319324
PubChem CID 6410758
Search Google for chemical match using the InChIKey UOCJDOLVGGIYIQ-PBFPGSCMSA-N
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UniChem Compound Search for chemical match using the InChIKey UOCJDOLVGGIYIQ-PBFPGSCMSA-N
UniChem Connectivity Search for chemical match using the InChIKey UOCJDOLVGGIYIQ-PBFPGSCMSA-N