trifluoroacetic acid methyl 3-{2-[2-(2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanamido)-5-methoxy-5-oxopentanamido]-3-(1H-imidazol-4-yl)propanamido}-5-fluoro-4-oxopentanoate

• ChemBase ID: 106139
• Molecular Formular: C39H43F4N7O12
• Molecular Mass: 877.7920328
• Monoisotopic Mass: 877.29058273
• SMILES: COC(=O)CCC(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)OCc1ccccc1)C(=O)NC(Cc1c[nH]cn1)C(=O)NC(CC(=O)OC)C(=O)CF.OC(=O)C(F)(F)F
• Canonical SMILES: OC(=O)C(F)(F)F.COC(=O)CCC(C(=O)NC(C(=O)NC(C(=O)CF)CC(=O)OC)Cc1nc[nH]c1)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C37H42FN7O10.C2HF3O2/c1-53-32(47)13-12-27(34(49)44-30(15-24-19-39-21-41-24)36(51)43-28(31(46)17-38)16-33(48)54-2)42-35(50)29(14-23-18-40-26-11-7-6-10-25(23)26)45-37(52)55-20-22-8-4-3-5-9-22;3-2(4,5)1(6)7/h3-11,18-19,21,27-30,40H,12-17,20H2,1-2H3,(H,39,41)(H,42,50)(H,43,51)(H,44,49)(H,45,52);(H,6,7)
• InChIKey: SFRXBVMCPSZZHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trifluoroacetic acid methyl 3-{2-[2-(2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanamido)-5-methoxy-5-oxopentanamido]-3-(1H-imidazol-4-yl)propanamido}-5-fluoro-4-oxopentanoate
• IUPAC Traditional name: trifluoroacetic acid methyl 3-{2-[2-(2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanamido)-5-methoxy-5-oxopentanamido]-3-(1H-imidazol-4-yl)propanamido}-5-fluoro-4-oxopentanoate
• Synonyms: CASPASE-1 INHIBITOR, TFA SALT

Database IDs

• PubChem SID: 162105914
• PubChem CID: 44134609

CALCULATED PROPERTIES

• Acid pKa: 11.291196
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 0.21509877
• LogD (pH = 7.4): 0.94708157
• Log P: 0.9974054
• Molar Refractivity: 190.6962 cm^3
• Polarizability: 75.35483 Å^3
• Polar Surface Area: 239.77 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02199440

Sequence: Z-Trp-Glu(OMe)-His-Asp(OMe)-FMK-TFA, Z-WEHD-FMK-TFA
Form: White crystalline solid
Hygroscopic. Keep desiccated. Cell permeability is enhanced with the Methyl groups. Supplied as the trifluoroacetate salt. Soluble in DMSO.
Purity: Single spot by TLC using BAW (4:1:1), RF=0.8