(2S)-N-[(2S)-1-[(2R,4S)-2-{[6-fluoro-2-(6-fluoro-3-{[(2R,4S)-4-hydroxy-1-[(2S)-2-[(2S)-2-(methylamino)propanamido]butanoyl]pyrrolidin-2-yl]methyl}-1H-indol-2-yl)-1H-indol-3-yl]methyl}-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide

• ChemBase ID: 312916
• Molecular Formular: C42H56F2N8O6
• Molecular Mass: 806.9408464
• Monoisotopic Mass: 806.42908799
• SMILES: CN[C@H](C(=O)N[C@@H](CC)C(=O)N1[C@@H](C[C@@H](C1)O)Cc1c([nH]c2c1ccc(c2)F)c1[nH]c2c(c1C[C@@H]1C[C@@H](CN1C(=O)[C@@H](NC(=O)[C@@H](NC)C)CC)O)ccc(c2)F)C
• Canonical SMILES: CC[C@@H](C(=O)N1C[C@H](C[C@H]1Cc1c([nH]c2c1ccc(c2)F)c1[nH]c2c(c1C[C@@H]1C[C@@H](CN1C(=O)[C@@H](NC(=O)[C@@H](NC)C)CC)O)ccc(c2)F)O)NC(=O)[C@@H](NC)C
• InChI: InChI=1S/C42H56F2N8O6/c1-7-33(49-39(55)21(3)45-5)41(57)51-19-27(53)15-25(51)17-31-29-11-9-23(43)13-35(29)47-37(31)38-32(30-12-10-24(44)14-36(30)48-38)18-26-16-28(54)20-52(26)42(58)34(8-2)50-40(56)22(4)46-6/h9-14,21-22,25-28,33-34,45-48,53-54H,7-8,15-20H2,1-6H3,(H,49,55)(H,50,56)/t21-,22-,25-,26-,27-,28-,33-,34-/m0/s1
• InChIKey: PKWRMUKBEYJEIX-DXXQBUJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S)-1-[(2R,4S)-2-{[6-fluoro-2-(6-fluoro-3-{[(2R,4S)-4-hydroxy-1-[(2S)-2-[(2S)-2-(methylamino)propanamido]butanoyl]pyrrolidin-2-yl]methyl}-1H-indol-2-yl)-1H-indol-3-yl]methyl}-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide
• IUPAC Traditional name: (2S)-N-[(2S)-1-[(2R,4S)-2-{[6-fluoro-2-(6-fluoro-3-{[(2R,4S)-4-hydroxy-1-[(2S)-2-[(2S)-2-(methylamino)propanamido]butanoyl]pyrrolidin-2-yl]methyl}-1H-indol-2-yl)-1H-indol-3-yl]methyl}-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide
• Synonyms: Birinapant (TL32711)

Database IDs

• CAS Number: 1260251-31-7

CALCULATED PROPERTIES

• Acid pKa: 12.277034
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): -4.1129365
• LogD (pH = 7.4): -0.8311743
• Log P: 1.6194761
• Molar Refractivity: 214.6502 cm^3
• Polarizability: 86.525215 Å^3
• Polar Surface Area: 194.92 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Caspase

Product Information

• Salt Data: Free Base