(2S,4S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-4-phenoxy-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide

• ChemBase ID: 4175
• Molecular Formular: C31H42N4O4
• Molecular Mass: 534.68958
• Monoisotopic Mass: 534.32060584
• SMILES: CN[C@@H](C)C(=O)N[C@H](C(=O)N1C[C@H](C[C@H]1C(=O)N[C@@H]1CCCc2ccccc12)Oc1ccccc1)C(C)(C)C
• Canonical SMILES: CN[C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)N1C[C@H](C[C@H]1C(=O)N[C@@H]1CCCc2c1cccc2)Oc1ccccc1)C
• InChI: InChI=1S/C31H42N4O4/c1-20(32-5)28(36)34-27(31(2,3)4)30(38)35-19-23(39-22-14-7-6-8-15-22)18-26(35)29(37)33-25-17-11-13-21-12-9-10-16-24(21)25/h6-10,12,14-16,20,23,25-27,32H,11,13,17-19H2,1-5H3,(H,33,37)(H,34,36)/t20-,23-,25+,26-,27+/m0/s1
• InChIKey: QKPXPZYQPBWDHS-MCJAPYMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-4-phenoxy-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S,4S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-4-phenoxy-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide
• Synonyms: N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE

Database IDs

• PubChem SID: 46504945; 160967607
• PubChem CID: 5388929

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.392099
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.76925033
• LogD (pH = 7.4): 2.410133
• Log P: 3.6354463
• Molar Refractivity: 150.0406 cm^3
• Polarizability: 59.20429 Å^3
• Polar Surface Area: 99.77 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.22
• LOG S: -4.86
• Solubility (Water): 7.41e-03 g/l

DETAILS

DrugBank - DB04612

Drug information: experimental