methyl 3-{2-[2-(2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido]propanamido}-5-fluoro-4-oxopentanoate

• ChemBase ID: 106140
• Molecular Formular: C31H39FN4O9
• Molecular Mass: 630.6611632
• Monoisotopic Mass: 630.27010707
• SMILES: COC(=O)CC(NC(=O)C(C)NC(=O)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)OCc1ccccc1)C(C)C)C(=O)CF
• Canonical SMILES: COC(=O)CC(C(=O)CF)NC(=O)C(NC(=O)C(C(C)C)NC(=O)C(Cc1ccc(cc1)O)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C31H39FN4O9/c1-18(2)27(30(42)33-19(3)28(40)34-23(25(38)16-32)15-26(39)44-4)36-29(41)24(14-20-10-12-22(37)13-11-20)35-31(43)45-17-21-8-6-5-7-9-21/h5-13,18-19,23-24,27,37H,14-17H2,1-4H3,(H,33,42)(H,34,40)(H,35,43)(H,36,41)
• InChIKey: MVPQJUFFTWWKBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{2-[2-(2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido]propanamido}-5-fluoro-4-oxopentanoate
• IUPAC Traditional name: methyl 3-{2-[2-(2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido]propanamido}-5-fluoro-4-oxopentanoate
• Synonyms: CASPASE-1 INHIBITOR

Database IDs

• PubChem SID: 162105915
• PubChem CID: 44134608

CALCULATED PROPERTIES

• Acid pKa: 9.499466
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 2.122107
• LogD (pH = 7.4): 2.1187336
• Log P: 2.1221502
• Molar Refractivity: 158.0307 cm^3
• Polarizability: 61.757175 Å^3
• Polar Surface Area: 189.23 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C

DETAILS

MP Biomedicals - 02199441

Sequence: Z-Tyr-Val-Ala-Asp(OMe)-FMK, Z-YVAD-FMK
Form: White Solid
Cell permeability is enhanced by the Methyl ester groups. Also inhibits Caspase-4
Purity: Single spot by TLC using EtOAc: Hex (85:15) Rf=0.4