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

• ChemBase ID: 4876
• Molecular Formular: C18H30N2O7
• Molecular Mass: 386.44
• Monoisotopic Mass: 386.20530131
• SMILES: C(C)OC(=O)[C@@H]1[C@H](O1)C(=O)N[C@H](C(=O)N[C@H](C(=O)O)[C@H](CC)C)[C@H](CC)C
• Canonical SMILES: CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@H](C(=O)N[C@@H]([C@H](CC)C)C(=O)O)[C@H](CC)C
• InChI: InChI=1S/C18H30N2O7/c1-6-9(4)11(15(21)20-12(17(23)24)10(5)7-2)19-16(22)13-14(27-13)18(25)26-8-3/h9-14H,6-8H2,1-5H3,(H,19,22)(H,20,21)(H,23,24)/t9-,10-,11-,12-,13-,14-/m0/s1
• InChIKey: CFABOFMUPCWOPC-LHEWDLALSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968308; 99443696
• PubChem CID: 46937062

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9655569
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.11588161
• LogD (pH = 7.4): -1.7518018
• Log P: 1.4266955
• Molar Refractivity: 94.009 cm^3
• Polarizability: 37.70953 Å^3
• Polar Surface Area: 134.33 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.65
• LOG S: -2.33
• Solubility (Water): 1.83e+00 g/l

DETAILS

DrugBank - DB07225

Drug information: experimental