(2S,5R,6R)-6-[(2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 127267
• Molecular Formular: C16H21N3O4S
• Molecular Mass: 351.42064
• Monoisotopic Mass: 351.12527717
• SMILES: O=C(O)[C@@H]1N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N)[C@H]2SC1(C)C
• Canonical SMILES: N[C@H](C1=CCC=CC1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
• InChI: InChI=1S/C16H21N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-4,7,9-11,14H,5-6,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
• InChIKey: RPBAFSBGYDKNRG-NJBDSQKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R,6R)-6-[(2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: epicillin
• Synonyms: Epicillin

Database IDs

• CAS Number: 26774-90-3
• PubChem SID: 162221588
• PubChem CID: 71392
• ATC CODE: J01CA07
• Chemspider ID: 64486
• Unique Ingredient Identifier: 3LU1L73C8Y
• Wikipedia Title: Epicillin

CALCULATED PROPERTIES

• Acid pKa: 3.250889
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.3054175
• LogD (pH = 7.4): -2.4997582
• Log P: -2.307516
• Molar Refractivity: 90.5455 cm^3
• Polarizability: 35.128723 Å^3
• Polar Surface Area: 112.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true