pivmecillinam   Click here for help

GtoPdb Ligand ID: 10922

Synonyms: amdinocillin pivoxil | pivmecillinam hydrochloride | RO-10-9071 | RO-109071 | Selexid®
Approved drug
pivmecillinam is an approved drug (UK (1977))
Compound class: Synthetic organic
Comment: Pivmecillinam is a penicillanic acid ester prodrug of mecillinam, and is a semisynthetic, broad spectrum β-lactam penicillin antibiotic. It is considered to be active only against Gram-negative bacteria.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 113.81
Molecular weight 439.21
XLogP 2.67
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C([C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=CN1CCCCCC1)OCOC(=O)C(C)(C)C
Isomeric SMILES O=C([C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=CN1CCCCCC1)OCOC(=O)C(C)(C)C
InChI InChI=1S/C21H33N3O5S/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23/h12,14-15,17H,6-11,13H2,1-5H3/t14-,15+,17-/m1/s1
InChI Key NPGNOVNWUSPMDP-HLLBOEOZSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1977))
International Nonproprietary Names Click here for help
INN number INN
3499 pivmecillinam
Synonyms Click here for help
amdinocillin pivoxil | pivmecillinam hydrochloride | RO-10-9071 | RO-109071 | Selexid®
Database Links Click here for help
CAS Registry No. 32886-97-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL1650818
DrugBank Ligand DB01605
GtoPdb PubChem SID 405560363
PubChem CID 115163
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