(2S)-2-[(2S)-3-phenyl-2-[(2S)-2-sulfanylheptanamido]propanamido]propanoic acid

• ChemBase ID: 2325
• Molecular Formular: C19H28N2O4S
• Molecular Mass: 380.50162
• Monoisotopic Mass: 380.17697839
• SMILES: S[C@@H](CCCCC)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)O
• Canonical SMILES: CCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)Cc1ccccc1)S
• InChI: InChI=1S/C19H28N2O4S/c1-3-4-6-11-16(26)18(23)21-15(12-14-9-7-5-8-10-14)17(22)20-13(2)19(24)25/h5,7-10,13,15-16,26H,3-4,6,11-12H2,1-2H3,(H,20,22)(H,21,23)(H,24,25)/t13-,15-,16-/m0/s1
• InChIKey: GOIYKVXXGCPHQU-BPUTZDHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-3-phenyl-2-[(2S)-2-sulfanylheptanamido]propanamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-3-phenyl-2-[(2S)-2-sulfanylheptanamido]propanamido]propanoic acid
• Synonyms: [2(R,S)-2-Sulfanylheptanoyl]-Phe-Ala

Database IDs

• PubChem SID: 46505753; 160965777
• PubChem CID: 5289469

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.825425
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.3337978
• LogD (pH = 7.4): -0.24384262
• Log P: 3.0115006
• Molar Refractivity: 102.5076 cm^3
• Polarizability: 40.275517 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.23
• LOG S: -4.56
• Solubility (Water): 1.04e-02 g/l

DETAILS

DrugBank - DB02597

Drug information: experimental