methyl (3S)-5-(2,6-difluorophenoxy)-3-[(2S,3R)-3-hydroxy-2-[(2S)-5-methoxy-2-[(2S,3S)-3-methyl-2-(quinolin-2-ylformamido)pentanamido]-5-oxopentanamido]butanamido]-4-oxopentanoate

• ChemBase ID: 106596
• Molecular Formular: C38H45F2N5O11
• Molecular Mass: 785.7876064
• Monoisotopic Mass: 785.30836373
• SMILES: CC[C@H](C)[C@H](NC(=O)c1ccc2ccccc2n1)C(=O)N[C@@H](CCC(=O)OC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)OC)C(=O)COc1c(F)cccc1F
• Canonical SMILES: COC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)COc1c(F)cccc1F)CC(=O)OC)[C@H](O)C)NC(=O)[C@H]([C@H](CC)C)NC(=O)c1ccc2c(n1)cccc2
• InChI: InChI=1S/C38H45F2N5O11/c1-6-20(2)32(44-35(50)26-15-14-22-10-7-8-13-25(22)41-26)37(52)42-27(16-17-30(48)54-4)36(51)45-33(21(3)46)38(53)43-28(18-31(49)55-5)29(47)19-56-34-23(39)11-9-12-24(34)40/h7-15,20-21,27-28,32-33,46H,6,16-19H2,1-5H3,(H,42,52)(H,43,53)(H,44,50)(H,45,51)/t20-,21+,27-,28-,32-,33-/m0/s1
• InChIKey: DSDDJPLLYFJRGQ-PLYMRCDRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-5-(2,6-difluorophenoxy)-3-[(2S,3R)-3-hydroxy-2-[(2S)-5-methoxy-2-[(2S,3S)-3-methyl-2-(quinolin-2-ylformamido)pentanamido]-5-oxopentanamido]butanamido]-4-oxopentanoate
• IUPAC Traditional name: methyl (3S)-5-(2,6-difluorophenoxy)-3-[(2S,3R)-3-hydroxy-2-[(2S)-5-methoxy-2-[(2S,3S)-3-methyl-2-(quinolin-2-ylformamido)pentanamido]-5-oxopentanamido]butanamido]-4-oxopentanoate
• Synonyms: Q-Ile-Glu(OMe)-Thr-Asp(OMe)-OPH; Q-IE(OMe)TD(OMe)-OPH; Quinoline-Ile-Glu(OMe)-Thr-Asp(OMe)-Difluorophenoxymethylketone

Database IDs

• PubChem SID: 162105542
• PubChem CID: 25108755

CALCULATED PROPERTIES

• Acid pKa: 10.834652
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 2.1587389
• LogD (pH = 7.4): 2.1586037
• Log P: 2.158745
• Molar Refractivity: 191.9222 cm^3
• Polarizability: 75.99881 Å^3
• Polar Surface Area: 228.42 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03OPH012

An inhibitor for Caspase-8