ethyl (2E,4R)-4-[(2S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanamido]-2-phenylacetamido]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate

• ChemBase ID: 4245
• Molecular Formular: C29H42N4O7
• Molecular Mass: 558.66638
• Monoisotopic Mass: 558.3053497
• SMILES: CCOC(=O)/C=C/[C@@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)c1ccccc1
• Canonical SMILES: CCOC(=O)/C=C/[C@H](NC(=O)[C@H](c1ccccc1)NC(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C)C[C@@H]1CCNC1=O
• InChI: InChI=1S/C29H42N4O7/c1-7-39-22(34)14-13-21(17-20-15-16-30-25(20)35)31-27(37)24(19-11-9-8-10-12-19)32-26(36)23(18(2)3)33-28(38)40-29(4,5)6/h8-14,18,20-21,23-24H,7,15-17H2,1-6H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)/b14-13+/t20-,21-,23-,24-/m0/s1
• InChIKey: NUDVEHBHDBJSMD-AKNJTNLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E,4R)-4-[(2S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanamido]-2-phenylacetamido]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
• IUPAC Traditional name: ethyl (2E,4R)-4-[(2S)-2-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanamido]-2-phenylacetamido]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
• Synonyms: (E)-(S)-4-[(S)-2-((S)-2-TERT-BUTOXYCARBONYLAMINO-3-METHYL-BUTYRYLAMINO)-2-PHENYL-ACETYLAMINO]-5-(2-OXO-PYRROLIDIN-3-YL)-PENT-2-ENOIC ACID ETHYL ESTER

Database IDs

• PubChem SID: 160967677; 46508007
• PubChem CID: 46937014

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.058449
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.491795
• LogD (pH = 7.4): 2.4917872
• Log P: 2.4917955
• Molar Refractivity: 149.0132 cm^3
• Polarizability: 58.066456 Å^3
• Polar Surface Area: 151.93 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.04
• LOG S: -4.89
• Solubility (Water): 7.19e-03 g/l

DETAILS

DrugBank - DB04692

Drug information: experimental