methyl (3S)-3-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]-5-(2,6-difluorophenoxy)-4-oxopentanoate

• ChemBase ID: 106600
• Molecular Formular: C25H28F2N2O7
• Molecular Mass: 506.4958264
• Monoisotopic Mass: 506.18645769
• SMILES: COC(=O)C[C@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C)C(=O)COc1c(F)cccc1F
• Canonical SMILES: COC(=O)C[C@@H](C(=O)COc1c(F)cccc1F)NC(=O)[C@H](C(C)C)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C25H28F2N2O7/c1-15(2)22(29-25(33)36-13-16-8-5-4-6-9-16)24(32)28-19(12-21(31)34-3)20(30)14-35-23-17(26)10-7-11-18(23)27/h4-11,15,19,22H,12-14H2,1-3H3,(H,28,32)(H,29,33)/t19-,22-/m0/s1
• InChIKey: VHFHKKNQQDNQDK-UGKGYDQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]-5-(2,6-difluorophenoxy)-4-oxopentanoate
• IUPAC Traditional name: methyl (3S)-3-[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanamido]-5-(2,6-difluorophenoxy)-4-oxopentanoate
• Synonyms: Z-Val-Asp(OMe)-OPH; Z-VD(OMe)-OPH; Z-Val-Asp(OMe)-Difluorophenoxymethylketone

Database IDs

• PubChem SID: 162105595
• PubChem CID: 25108762

CALCULATED PROPERTIES

• Acid pKa: 11.184444
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.5708902
• LogD (pH = 7.4): 3.5708277
• Log P: 3.570891
• Molar Refractivity: 123.2208 cm^3
• Polarizability: 48.01626 Å^3
• Polar Surface Area: 120.03 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03OPH101

An inhibitor for General Caspase