methyl 3-[({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}({[2-(dimethylcarbamoyl)ethyl]sulfanyl})methyl)sulfanyl]propanoate

• ChemBase ID: 174664
• Molecular Formular: C27H29ClN2O3S2
• Molecular Mass: 529.11376
• Monoisotopic Mass: 528.13081248
• SMILES: c1(ccc2c(c1)nc(cc2)/C=C/c1cc(ccc1)C(SCCC(=O)N(C)C)SCCC(=O)OC)Cl
• Canonical SMILES: COC(=O)CCSC(c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C
• InChI: InChI=1S/C27H29ClN2O3S2/c1-30(2)25(31)13-15-34-27(35-16-14-26(32)33-3)21-6-4-5-19(17-21)7-11-23-12-9-20-8-10-22(28)18-24(20)29-23/h4-12,17-18,27H,13-16H2,1-3H3/b11-7+
• InChIKey: LKJDBNVYDOBYMF-YRNVUSSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}({[2-(dimethylcarbamoyl)ethyl]sulfanyl})methyl)sulfanyl]propanoate
• IUPAC Traditional name: methyl 3-[({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}({[2-(dimethylcarbamoyl)ethyl]sulfanyl})methyl)sulfanyl]propanoate
• Synonyms: 3-[[[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl][[3-(dimethylamino)-3-oxopropyl]thio]methyl]thio]propanoic Acid Methyl Ester; MK-571 Methyl Ester

Database IDs

• CAS Number: 120443-15-4
• PubChem SID: 164230574
• PubChem CID: 10256410

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.0724406
• LogD (pH = 7.4): 6.074308
• Log P: 6.0743318
• Molar Refractivity: 147.2889 cm^3
• Polarizability: 58.510273 Å^3
• Polar Surface Area: 59.5 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - M424510

Precursor to MK-571.