3-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-4-yl]prop-2-yn-1-ol

• ChemBase ID: 164571
• Molecular Formular: C18H13ClN4OS
• Molecular Mass: 368.84002
• Monoisotopic Mass: 368.04985974
• SMILES: c1(C#CCO)sc2c(c1)C(=NCc1n2c(nn1)C)c1ccccc1Cl
• Canonical SMILES: OCC#Cc1sc2c(c1)C(=NCc1n2c(C)nn1)c1ccccc1Cl
• InChI: InChI=1S/C18H13ClN4OS/c1-11-21-22-16-10-20-17(13-6-2-3-7-15(13)19)14-9-12(5-4-8-24)25-18(14)23(11)16/h2-3,6-7,9,24H,8,10H2,1H3
• InChIKey: SAICKZLDVXOFFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^2,^6]trideca-2(6),4,7,10,12-pentaen-4-yl]prop-2-yn-1-ol
• IUPAC Traditional name: 3-[7-(2-chlorophenyl)-13-methyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.0^2,^6]trideca-2(6),4,7,10,12-pentaen-4-yl]prop-2-yn-1-ol
• Synonyms: 3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]-2-propyn-1-ol

Database IDs

• CAS Number: 132464-59-6
• PubChem SID: 162258706
• PubChem CID: 15084135

CALCULATED PROPERTIES

• Acid pKa: 14.021943
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5671325
• LogD (pH = 7.4): 1.5882243
• Log P: 1.5885
• Molar Refractivity: 107.3766 cm^3
• Polarizability: 36.501534 Å^3
• Polar Surface Area: 63.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - C379610

Platelet-activating factor (PAF) antagonist and an intermediate in the preparation of antiarrhythmics

REFERENCES

• Walser, A., et al.: J. Med. Chem., 34, 1440 (1991)