(2S)-2-[(2S,3S)-2-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]formamido}-3-methylpentanamido]propanoic acid

• ChemBase ID: 4875
• Molecular Formular: C15H24N2O7
• Molecular Mass: 344.36026
• Monoisotopic Mass: 344.15835112
• SMILES: C(=O)(OCC)[C@@H]1[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)[C@H](CC)C)O1
• Canonical SMILES: C[C@H]([C@@H](C(=O)N[C@H](C(=O)O)C)NC(=O)[C@H]1O[C@@H]1C(=O)OCC)CC
• InChI: InChI=1S/C15H24N2O7/c1-5-7(3)9(12(18)16-8(4)14(20)21)17-13(19)10-11(24-10)15(22)23-6-2/h7-11H,5-6H2,1-4H3,(H,16,18)(H,17,19)(H,20,21)/t7-,8-,9-,10-,11-/m0/s1
• InChIKey: FCCIQOJEDMDETP-QHZLYTNSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S,3S)-2-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]formamido}-3-methylpentanamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S,3S)-2-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]formamido}-3-methylpentanamido]propanoic acid
• Synonyms: N-{[(2S,3S)-3-(ETHOXYCARBONYL)OXIRAN-2-YL]CARBONYL}-L-ISOLEUCYL-L-ALANINE

Database IDs

• PubChem SID: 160968307; 99443695
• PubChem CID: 23647358

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8038301
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.6038648
• LogD (pH = 7.4): -3.1659958
• Log P: 0.09463158
• Molar Refractivity: 80.4124 cm^3
• Polarizability: 32.249615 Å^3
• Polar Surface Area: 134.33 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.04
• LOG S: -1.8
• Solubility (Water): 5.49e+00 g/l

DETAILS

DrugBank - DB07224

Drug information: experimental