ceftizoxime alapivoxil   Click here for help

GtoPdb Ligand ID: 10786

Synonyms: AS-924 | AS924 | KY-020 | KY020
Compound class: Synthetic organic
Comment: Ceftizoxime alapivoxil is a third-generation cephalosporin antibiotic ester prodrug [1-2].
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 12
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 245.15
Molecular weight 568.14
XLogP 0.63
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC=C2C(=O)OCOC(=O)C(C)(C)C)/c1csc(n1)NC(=O)[C@@H](N)C
Isomeric SMILES CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC=C2C(=O)OCOC(=O)C(C)(C)C)/c1csc(n1)NC(=O)[C@@H](N)C
InChI InChI=1S/C22H28N6O8S2/c1-10(23)15(29)26-21-24-11(8-38-21)13(27-34-5)16(30)25-14-17(31)28-12(6-7-37-18(14)28)19(32)35-9-36-20(33)22(2,3)4/h6,8,10,14,18H,7,9,23H2,1-5H3,(H,25,30)(H,24,26,29)/b27-13-/t10-,14+,18+/m0/s1
InChI Key VOPANQNVVCPHQR-IVVGYLHBSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form ceftizoxime
IUPAC Name Click here for help
2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-[2-[[(2S)-2-aminopropanoyl]amino]-1,3-thiazol-4-yl]-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
International Nonproprietary Names Click here for help
INN number INN
7612 ceftizoxime alapivoxil
Synonyms Click here for help
AS-924 | AS924 | KY-020 | KY020
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 358
Other databases
CAS Registry No. 135821-54-4 (source: WHO INN recird)
ChEMBL Ligand CHEMBL2106058
GtoPdb PubChem SID 405560227
PubChem CID 9578661
Search Google for chemical match using the InChIKey VOPANQNVVCPHQR-IVVGYLHBSA-N
Search Google for chemicals with the same backbone VOPANQNVVCPHQR
Search PubMed clinical trials ceftizoxime alapivoxil
Search PubMed titles ceftizoxime alapivoxil
Search PubMed titles/abstracts ceftizoxime alapivoxil
UniChem Compound Search for chemical match using the InChIKey VOPANQNVVCPHQR-IVVGYLHBSA-N
UniChem Connectivity Search for chemical match using the InChIKey VOPANQNVVCPHQR-IVVGYLHBSA-N