aspoxicillin   Click here for help

GtoPdb Ligand ID: 12293

Synonyms: Doyle® | TA-058
Approved drug
aspoxicillin is an approved drug (Japan)
Compound class: Synthetic organic
Comment: Aspoxicillin is penicillin derivative belonging to the β-lactam class of antibacterial compounds [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 6
Rotatable bonds 11
Topological polar surface area 216.46
Molecular weight 493.16
XLogP -3.53
No. Lipinski's rules broken 2
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Canonical SMILES CNC(=O)C[C@H](C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)N
Isomeric SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)NC(=O)[C@@H](CC(=O)NC)N)C(=O)O)C
InChI InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan)
IUPAC Name Click here for help
(2S,5R,6R)-6-[[(2R)-2-[[(2R)-2-amino-4-methylamino-4-oxobutanoyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5350 aspoxicillin
Synonyms Click here for help
Doyle® | TA-058
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Aspoxicillin
Other databases
CAS Registry No. 63358-49-6 (source: Scifinder)
ChEMBL Ligand CHEMBL1318150
DrugBank Ligand DB13816
DrugCentral Ligand 248
GtoPdb PubChem SID 479821084
PubChem CID 71961
Search Google for chemical match using the InChIKey BHELIUBJHYAEDK-OAIUPTLZSA-N
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UniChem Compound Search for chemical match using the InChIKey BHELIUBJHYAEDK-OAIUPTLZSA-N
UniChem Connectivity Search for chemical match using the InChIKey BHELIUBJHYAEDK-OAIUPTLZSA-N