2-[(6S)-2,2-dimethyl-7-oxo-6-[(2S)-3-phenyl-2-sulfanylpropanamido]azepan-1-yl]acetic acid

• ChemBase ID: 127542
• Molecular Formular: C19H26N2O4S
• Molecular Mass: 378.48574
• Monoisotopic Mass: 378.16132832
• SMILES: O=C1N(CC(=O)O)C(CCC[C@@H]1NC(=O)[C@@H](S)Cc1ccccc1)(C)C
• Canonical SMILES: S[C@H](C(=O)N[C@H]1CCCC(N(C1=O)CC(=O)O)(C)C)Cc1ccccc1
• InChI: InChI=1S/C19H26N2O4S/c1-19(2)10-6-9-14(18(25)21(19)12-16(22)23)20-17(24)15(26)11-13-7-4-3-5-8-13/h3-5,7-8,14-15,26H,6,9-12H2,1-2H3,(H,20,24)(H,22,23)/t14-,15-/m0/s1
• InChIKey: YRSVDSQRGBYVIY-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(6S)-2,2-dimethyl-7-oxo-6-[(2S)-3-phenyl-2-sulfanylpropanamido]azepan-1-yl]acetic acid
• IUPAC Traditional name: gemopatrilat
• Synonyms: Gemopatrilat

Database IDs

• PubChem SID: 162221861
• PubChem CID: 9886079
• CHEMBL: 107747
• Chemspider ID: 8061752
• Wikipedia Title: Gemopatrilat

CALCULATED PROPERTIES

• Acid pKa: 3.9679255
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.46052986
• LogD (pH = 7.4): -1.1815568
• Log P: 2.000894
• Molar Refractivity: 101.0338 cm^3
• Polarizability: 39.555058 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true