Pivmecillinam hydrochlorideProduct ingredient for Pivmecillinam
- Name
- Pivmecillinam hydrochloride
- Drug Entry
- Pivmecillinam
Pivmecillinam is a mecillinam prodrug, a pivaloyloxymethyl ester of amdinocillin that is well absorbed orally, but broken down to amdinocillin in the intestinal mucosa. It is active against gram-negative organisms and used as for amdinocillin. [PubChem]
- Accession Number
- DBSALT001943
- Structure
- Synonyms
- Amdinocillin pivoxil hydrochloride
- UNII
- 48FX7N21H2
- CAS Number
- 32887-03-9
- Weight
- Average: 476.03
Monoisotopic: 475.1907701 - Chemical Formula
- C21H34ClN3O5S
- InChI Key
- UHPXMYLONAGUPC-WKLLBTDKSA-N
- InChI
- InChI=1S/C21H33N3O5S.ClH/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;1H/t14-,15+,17-;/m1./s1
- IUPAC Name
- [(2S,5R,6R)-6-{[(azepan-1-yl)methylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate hydrochloride
- SMILES
- Cl.[H][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@@]2([H])N=CN1CCCCCC1)C(=O)OCOC(=O)C(C)(C)C
- External Links
- KEGG Drug
- D01499
- ChemSpider
- 19978599
- ChEBI
- 51213
- ChEMBL
- CHEMBL1355196
- Predicted Properties
Property Value Source Water Solubility 0.0526 mg/mL ALOGPS logP 3.23 ALOGPS logP 2.91 Chemaxon logS -3.9 ALOGPS pKa (Strongest Acidic) 13.66 Chemaxon pKa (Strongest Basic) 7.91 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 88.51 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 113.03 m3·mol-1 Chemaxon Polarizability 47.75 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon