ethyl (2E,4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-(furan-3-ylformamido)-3-methylbutanamido]-3-methylbutanamido]-4-methylpentanamido]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate

• ChemBase ID: 4176
• Molecular Formular: C32H49N5O8
• Molecular Mass: 631.76016
• Monoisotopic Mass: 631.35811355
• SMILES: CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1cocc1)C(C)C)C(C)C
• Canonical SMILES: CCOC(=O)/C=C/[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)c1ccoc1)CC(C)C)C[C@@H]1CCNC1=O
• InChI: InChI=1S/C32H49N5O8/c1-8-45-25(38)10-9-23(16-21-11-13-33-28(21)39)34-30(41)24(15-18(2)3)35-31(42)26(19(4)5)37-32(43)27(20(6)7)36-29(40)22-12-14-44-17-22/h9-10,12,14,17-21,23-24,26-27H,8,11,13,15-16H2,1-7H3,(H,33,39)(H,34,41)(H,35,42)(H,36,40)(H,37,43)/b10-9+/t21-,23+,24-,26-,27-/m0/s1
• InChIKey: JQGYBVLTABWBOF-VTQXMFKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E,4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-(furan-3-ylformamido)-3-methylbutanamido]-3-methylbutanamido]-4-methylpentanamido]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
• IUPAC Traditional name: ethyl (2E,4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-(furan-3-ylformamido)-3-methylbutanamido]-3-methylbutanamido]-4-methylpentanamido]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
• Synonyms: (E)-(4S,6S)-6-((S)-2-{(S)-2-[(FURAN-2-CARBONYL)-AMINO]-3-METHYL-BUTYRYLAMINO}-3-METHYL-BUTYRYLAMINO)-8-METHYL-5-OXO-4-((R)-2-OXO-PYRROLIDIN-3-YLMETHYL)-NON-2-ENOIC ACID ETHYL ESTER

Database IDs

• PubChem SID: 46506597; 160967608
• PubChem CID: 5287569

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.893592
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 2.0503855
• LogD (pH = 7.4): 2.0503736
• Log P: 2.050386
• Molar Refractivity: 166.8705 cm^3
• Polarizability: 64.50451 Å^3
• Polar Surface Area: 184.94 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.33
• LOG S: -4.1
• Solubility (Water): 4.96e-02 g/l

DETAILS

DrugBank - DB04613

Drug information: experimental