3-[({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}[(3-methoxy-3-oxopropyl)sulfanyl]methyl)sulfanyl]propanoic acid

• ChemBase ID: 163742
• Molecular Formular: C25H24ClNO4S2
• Molecular Mass: 502.04536
• Monoisotopic Mass: 501.08352793
• SMILES: c1(ccc2c(c1)nc(cc2)/C=C/c1cc(ccc1)C(SCCC(=O)OC)SCCC(=O)O)Cl
• Canonical SMILES: COC(=O)CCSC(c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)SCCC(=O)O
• InChI: InChI=1S/C25H24ClNO4S2/c1-31-24(30)12-14-33-25(32-13-11-23(28)29)19-4-2-3-17(15-19)5-9-21-10-7-18-6-8-20(26)16-22(18)27-21/h2-10,15-16,25H,11-14H2,1H3,(H,28,29)/b9-5+
• InChIKey: FUNFCFISWSRFDG-WEVVVXLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}[(3-methoxy-3-oxopropyl)sulfanyl]methyl)sulfanyl]propanoic acid
• IUPAC Traditional name: 3-[({3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}[(3-methoxy-3-oxopropyl)sulfanyl]methyl)sulfanyl]propanoic acid
• Synonyms: (E)-3-[[[(2-Carboxyethyl)thio][3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]methyl]thio]propanoic Acid 1-Methyl Ester

Database IDs

• PubChem SID: 162257877
• PubChem CID: 14704402

CALCULATED PROPERTIES

• Acid pKa: 4.203178
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.0785074
• LogD (pH = 7.4): 3.375778
• Log P: 6.150974
• Molar Refractivity: 135.6733 cm^3
• Polarizability: 54.12384 Å^3
• Polar Surface Area: 76.49 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Foam

DETAILS

Toronto Research Chemicals - C178175

Intermediate in the preparation of MK-571.