1.0 2016-05-25 18:28:09 UTC 2026-08-21 20:05:30 UTC Pivmecillinam SmallMolecule Pivmecillinam is an organic compound with the formula C21H33N3O5S and an average molecular weight of 439.57 g/mol. Pivmecillinam belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. The compound is recorded as being found in or released from three sources: pharmaceuticals and veterinary products, specifically antibiotics and penicillins, and household cleaning and consumer products, specifically non electric simulated smoking devices. Recorded exposure routes for this substance include oral and inhalation. Regarding its biological activity, pivmecillinam acts as an inhibitor of the protein target penicillin-binding protein 1A (pbpA). amdinocillin pivoxil C21H33N3O5S 439.57 439.214092349 [(2S,5R,6R)-6-[(E)-[(azepan-1-yl)methylidene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate pivmecillinam 32886-97-8 [H]\C(=N/[C@]1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(=O)OCOC(=O)C(C)(C)C)N1CCCCCC1 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/b22-12+/t14-,15+,17-/m1/s1 NPGNOVNWUSPMDP-UTEPHESZSA-N Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acid esters Acetals Acylals Azacyclic compounds Azepanes Azetidines Carbonyl compounds Carboxamidines Carboximidamides Dialkylthioethers Dicarboxylic acids and derivatives Formamidines Hydrocarbon derivatives Organic oxides Organopnictogen compounds Penams Propargyl-type 1,3-dipolar organic compounds Tertiary carboxylic acid amides Thiazolidines Thiohemiaminal derivatives Acetal Acylal Aliphatic heteropolycyclic compound Alpha-amino acid ester Amidine Azacycle Azepane Azetidine Beta-lactam Carbonyl group Carboxamide group Carboximidamide Carboxylic acid amidine Carboxylic acid ester Dialkylthioether Dicarboxylic acid or derivatives Formamidine Hemithioaminal Hydrocarbon derivative Lactam Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Penam Propargyl-type 1,3-dipolar organic compound Tertiary carboxylic acid amide Thiazolidine Thioether Aliphatic heteropolycyclic compounds Detected and Not Quantified Pivmecillinam Drug Metabolism Action Pathway SMP0143804 logp 2.91 logp 3.23 ALOGPS logs -3.92 ALOGPS solubility 5.26e-02 g/l ALOGPS logp 2.91 ChemAxon pka_strongest_acidic 13.66 ChemAxon pka_strongest_basic 7.91 ChemAxon iupac [(2S,5R,6R)-6-[(E)-[(azepan-1-yl)methylidene]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate ChemAxon average_mass 439.57 ChemAxon mono_mass 439.214092349 ChemAxon smiles [H]\C(=N/[C@]1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(=O)OCOC(=O)C(C)(C)C)N1CCCCCC1 ChemAxon formula C21H33N3O5S ChemAxon 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/b22-12+/t14-,15+,17-/m1/s1 ChemAxon inchikey NPGNOVNWUSPMDP-UTEPHESZSA-N ChemAxon polar_surface_area 88.51 ChemAxon refractivity 113.03 ChemAxon polarizability 47.75 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 5 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f72188b3350> DB01605 115163 16735658 BE0000576