(3S)-5-(2,6-difluorophenoxy)-3-[(2S)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-oxopentanoic acid hydrate

• ChemBase ID: 154943
• Molecular Formular: C26H27F2N3O7
• Molecular Mass: 531.5052864
• Monoisotopic Mass: 531.18170666
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)COc1c(cccc1F)F)NC(=O)c1ccc2ccccc2n1.O
• Canonical SMILES: OC(=O)C[C@@H](C(=O)COc1c(F)cccc1F)NC(=O)[C@H](C(C)C)NC(=O)c1ccc2c(n1)cccc2.O
• InChI: InChI=1S/C26H25F2N3O6.H2O/c1-14(2)23(31-25(35)19-11-10-15-6-3-4-9-18(15)29-19)26(36)30-20(12-22(33)34)21(32)13-37-24-16(27)7-5-8-17(24)28;/h3-11,14,20,23H,12-13H2,1-2H3,(H,30,36)(H,31,35)(H,33,34);1H2/t20-,23-;/m0./s1
• InChIKey: ONOTWLLTFZMERH-WCRWPNQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-5-(2,6-difluorophenoxy)-3-[(2S)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-oxopentanoic acid hydrate
• IUPAC Traditional name: (3S)-5-(2,6-difluorophenoxy)-3-[(2S)-3-methyl-2-(quinolin-2-ylformamido)butanamido]-4-oxopentanoic acid hydrate
• Synonyms: (3S)-5-(2,6-Difluorophenoxy)-3-[[(2S)-3-methyl-1-oxo-2-[(2-quinolinylcarbonyl)amino]butyl]amino]-4-oxo-pentanoic acid hydrate; Q-VD-OPh hydrate

Database IDs

• CAS Number: 1135695-98-5(anhydrous)
• MDL Number: MFCD20527311
• PubChem SID: 162249081
• PubChem CID: 71312035

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.8467753
• LogD (pH = 7.4): 0.2513318
• Log P: 3.4789119
• Molar Refractivity: 126.4353 cm^3
• Polarizability: 49.71118 Å^3
• Polar Surface Area: 134.69 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false
• Acid pKa: 3.8728373

PROPERTIES

Physical Property

• Solubility: DMSO: ≥14 mg/mL
• Apperance: white to light brown powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C26H25F2N3O6 · xH2O

DETAILS

Sigma Aldrich - SML0063

Biochem/physiol Actions
Q-VD-OPh is a potent pan-caspase inhibitor that protects cells from capsase-dependent apoptosis. Q-VD-OPh has superior aqueous stability, cell permeability, and efficacy than FMK-based caspase inhibitors and displays no cytotoxic effects alone.