methyl (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanamido]-5-methoxy-5-oxopentanamido]-3-methylbutanamido]-5-fluoro-4-oxopentanoate

• ChemBase ID: 132936
• Molecular Formular: C30H41FN4O12
• Molecular Mass: 668.6645432
• Monoisotopic Mass: 668.27050099
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](CC(=O)OC)C(=O)CF)NC(=O)[C@H](CCC(=O)OC)NC(=O)[C@H](CC(=O)OC)NC(=O)OCc1ccccc1
• Canonical SMILES: COC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)CF)CC(=O)OC)C(C)C)NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(=O)OC
• InChI: InChI=1S/C30H41FN4O12/c1-17(2)26(29(42)33-20(22(36)15-31)13-24(38)45-4)35-27(40)19(11-12-23(37)44-3)32-28(41)21(14-25(39)46-5)34-30(43)47-16-18-9-7-6-8-10-18/h6-10,17,19-21,26H,11-16H2,1-5H3,(H,32,41)(H,33,42)(H,34,43)(H,35,40)/t19-,20-,21-,26-/m0/s1
• InChIKey: GBJVAVGBSGRRKN-JYEBCORGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanamido]-5-methoxy-5-oxopentanamido]-3-methylbutanamido]-5-fluoro-4-oxopentanoate
• IUPAC Traditional name: methyl (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanamido]-5-methoxy-5-oxopentanamido]-3-methylbutanamido]-5-fluoro-4-oxopentanoate
• Synonyms: Z-DEVD-FMK; Z-Asp(O-Me)-Glu(O-Me)-Val-Asp(O-Me) fluoromethyl ketone

Database IDs

• PubChem SID: 162227213
• PubChem CID: 16760394

CALCULATED PROPERTIES

• Acid pKa: 11.356609
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.06621413
• LogD (pH = 7.4): 0.066172145
• Log P: 0.066214666
• Molar Refractivity: 157.7948 cm^3
• Polarizability: 62.51432 Å^3
• Polar Surface Area: 221.6 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO/DMF: ≥20 mM
• Apperance: off-white

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Shipped in: dry ice

DETAILS

Sigma Aldrich - C0605

Biochem/physiol Actions
A cell-permeable inhibitor of caspase 3, 6, 7, 8, 10, which exhibits competitive and irreversible inhibition.