cefixime   Click here for help

GtoPdb Ligand ID: 10898

Synonyms: (E)-Cefixime | Cefspan® | CFIX | FK-027 | FR-17027 | Suprax®
Approved drug PDB Ligand
cefixime is an approved drug (FDA (1989))
Compound class: Synthetic organic
Comment: Cefixime is a broad-spectrum, third-generation, orally active cephalosporin antibiotic.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 9
Topological polar surface area 238.05
Molecular weight 453.04
XLogP -2.53
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Nc1nc(cs1)/C(=N/OCC(=O)O)/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)C=C
Isomeric SMILES Nc1nc(cs1)/C(=N/OCC(=O)O)/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)C=C
InChI InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
InChI Key OKBVVJOGVLARMR-QSWIMTSFSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1989))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5678 cefixime
Synonyms Click here for help
(E)-Cefixime | Cefspan® | CFIX | FK-027 | FR-17027 | Suprax®
Database Links Click here for help
BindingDB Ligand 84007
CAS Registry No. 79350-37-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL1541
DrugBank Ligand DB00671
DrugCentral Ligand 537
GtoPdb PubChem SID 405560339
PubChem CID 5362065
RCSB PDB Ligand C04
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