1.0 2016-05-25 18:21:32 UTC 2026-08-21 18:47:56 UTC Nafcillin SmallMolecule Nafcillin is an organic compound with the chemical formula C21H22N2O5S and an average molecular weight of 414.48 g/mol. Nafcillin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. This compound is found in or released from two recorded sources: healthcare, pharmaceuticals, and veterinary products, specifically within the categories of penicillins and antibiotics. Recorded exposure routes for nafcillin include oral, intravenous, intramuscular, and inhalation. In terms of its biological activity, there are five recorded protein targets for nafcillin. It acts as an inhibitor of Penicillin-binding protein 1b (pbp1b), Penicillin-binding protein 2B (penA), Penicillin-binding protein 2a (pbp2a), and serine-type D-Ala-D-Ala carboxypeptidase (pbp3), as well as one other protein. C21H22N2O5S 414.475 414.124942514 (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid nafcillin 985-16-0 [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1 GPXLMGHLHQJAGZ-JTDSTZFVSA-N Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Dipeptides Alkyl aryl ethers Azacyclic compounds Azetidines Carbonyl compounds Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl-alpha amino acids and derivatives Naphthalenecarboxamides Organic oxides Organonitrogen compounds Organopnictogen compounds Penicillins Secondary carboxylic acid amides Tertiary carboxylic acid amides Thiazolidines Thiohemiaminal derivatives 1-naphthalenecarboxamide 1-naphthalenecarboxylic acid or derivatives Alkyl aryl ether Alpha-amino acid or derivatives Alpha-dipeptide Aromatic heteropolycyclic compound Azacycle Azetidine Benzenoid Beta-lactam Carbonyl group Carboxamide group Carboxylic acid Dialkylthioether Ether Hemithioaminal Hydrocarbon derivative Lactam Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives Naphthalene Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Penam Penicillin Secondary carboxylic acid amide Tertiary carboxylic acid amide Thiazolidine Thioether Aromatic heteropolycyclic compounds penicillin Detected and Not Quantified Nafcillin Drug Metabolism Action Pathway SMP0143055 logp 2.29 logp 3.21 ALOGPS logs -4.38 ALOGPS solubility 1.72e-02 g/l ALOGPS logp 2.29 ChemAxon pka_strongest_acidic 3.31 ChemAxon pka_strongest_basic -1.6 ChemAxon iupac (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ChemAxon average_mass 414.475 ChemAxon mono_mass 414.124942514 ChemAxon smiles [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O ChemAxon formula C21H22N2O5S ChemAxon inchi InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1 ChemAxon inchikey GPXLMGHLHQJAGZ-JTDSTZFVSA-N ChemAxon polar_surface_area 95.94 ChemAxon refractivity 108.14 ChemAxon polarizability 42.22 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f721f8f4ce0> DB00607 23568 22037 BE0004335 BE0003624 BE0004644 BE0004643 BE0004290