methyl (3S)-3-[(2S)-2-[(2S)-2-[({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}carbamothioyl)amino]-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoate

• ChemBase ID: 106527
• Molecular Formular: C35H35FN4O10S
• Molecular Mass: 722.7366032
• Monoisotopic Mass: 722.20579256
• SMILES: COC(=O)C[C@H](NC(=O)[C@H](C)NC(=O)[C@@H](NC(=S)Nc1cc2c(cc1)C1(OC2=O)c2c(cc(O)cc2)Oc2c1ccc(c2)O)C(C)C)C(=O)CF
• Canonical SMILES: FCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=S)Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O)C)CC(=O)OC
• InChI: InChI=1S/C35H35FN4O10S/c1-16(2)30(32(46)37-17(3)31(45)39-25(26(43)15-36)14-29(44)48-4)40-34(51)38-18-5-8-22-21(11-18)33(47)50-35(22)23-9-6-19(41)12-27(23)49-28-13-20(42)7-10-24(28)35/h5-13,16-17,25,30,41-42H,14-15H2,1-4H3,(H,37,46)(H,39,45)(H2,38,40,51)/t17-,25-,30-/m0/s1
• InChIKey: HTVXQJAJPCZKBH-DJGKDQAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-[(2S)-2-[(2S)-2-[({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}carbamothioyl)amino]-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoate
• IUPAC Traditional name: methyl (3S)-3-[(2S)-2-[(2S)-2-[({3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl}carbamothioyl)amino]-3-methylbutanamido]propanamido]-5-fluoro-4-oxopentanoate
• Synonyms: FITC-Val-Ala-Asp(OMe)-FMK; FITC-VAD(OMe)-FMK; FITC-Val-Ala-Asp(OMe)-Fluoromethylketone

Database IDs

• PubChem SID: 162105510
• PubChem CID: 25108693

CALCULATED PROPERTIES

• Acid pKa: 8.603513
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): 3.666473
• LogD (pH = 7.4): 3.6403687
• Log P: 3.6668096
• Molar Refractivity: 186.182 cm^3
• Polarizability: 70.83525 Å^3
• Polar Surface Area: 201.62 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03FK032

An inhibitor for General Caspases.