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

• ChemBase ID: 4813
• Molecular Formular: C12H19NO6
• Molecular Mass: 273.28236
• Monoisotopic Mass: 273.12123733
• SMILES: [C@@H]1(O[C@@H]1C(=O)N[C@H](C(=O)O)[C@H](CC)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@H](CC)C)C(=O)O
• InChI: InChI=1S/C12H19NO6/c1-4-6(3)7(11(15)16)13-10(14)8-9(19-8)12(17)18-5-2/h6-9H,4-5H2,1-3H3,(H,13,14)(H,15,16)/t6-,7-,8-,9-/m0/s1
• InChIKey: MZJYLQZZISBOTF-JBDRJPRFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443631; 160968245
• PubChem CID: 23647357

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5548048
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.3077775
• LogD (pH = 7.4): -2.7271333
• Log P: 0.6311506
• Molar Refractivity: 63.115 cm^3
• Polarizability: 25.476274 Å^3
• Polar Surface Area: 105.23 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.88
• LOG S: -1.0
• Solubility (Water): 2.76e+01 g/l

DETAILS

DrugBank - DB07160

Drug information: experimental