ethyl (2S)-2-[(2S)-2-[(2R)-3-(hydroxycarbamoyl)-2-(2-methylpropyl)propanamido]-4-methylpentanamido]propanoate

• ChemBase ID: 6094
• Molecular Formular: C19H35N3O6
• Molecular Mass: 401.4977
• Monoisotopic Mass: 401.25258586
• SMILES: O=C(NO)C[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)OCC)C)CC(C)C)CC(C)C
• Canonical SMILES: CCOC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](CC(=O)NO)CC(C)C)CC(C)C)C
• InChI: InChI=1S/C19H35N3O6/c1-7-28-19(26)13(6)20-18(25)15(9-12(4)5)21-17(24)14(8-11(2)3)10-16(23)22-27/h11-15,27H,7-10H2,1-6H3,(H,20,25)(H,21,24)(H,22,23)/t13-,14+,15-/m0/s1
• InChIKey: XKRONJXEXGFBRZ-ZNMIVQPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-[(2S)-2-[(2R)-3-(hydroxycarbamoyl)-2-(2-methylpropyl)propanamido]-4-methylpentanamido]propanoate
• IUPAC Traditional name: ethyl (2S)-2-[(2S)-2-[(2R)-3-(hydroxycarbamoyl)-2-(2-methylpropyl)propanamido]-4-methylpentanamido]propanoate
• Synonyms: [[1-[N-HYDROXY-ACETAMIDYL]-3-METHYL-BUTYL]-CARBONYL-LEUCINYL]-ALANINE ETHYL ESTER

Database IDs

• PubChem SID: 99444953; 160969519
• PubChem CID: 5487313

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.899257
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.1941366
• LogD (pH = 7.4): 1.1808307
• Log P: 1.1943096
• Molar Refractivity: 103.235 cm^3
• Polarizability: 40.83624 Å^3
• Polar Surface Area: 133.83 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.14
• LOG S: -3.12
• Solubility (Water): 3.02e-01 g/l

DETAILS

DrugBank - DB08482

Drug information: experimental