4-{[(3-{[4-(1-cyanocyclopentyl)phenyl]carbamoyl}pyridin-2-yl)amino]methyl}pyridin-1-ium-1-olate hydrochloride

• ChemBase ID: 160751
• Molecular Formular: C24H24ClN5O2
• Molecular Mass: 449.93266
• Monoisotopic Mass: 449.16185271
• SMILES: c1c(ccc(c1)NC(=O)c1cccnc1NCc1cc[n+](cc1)[O-])C1(CCCC1)C#N.Cl
• Canonical SMILES: N#CC1(CCCC1)c1ccc(cc1)NC(=O)c1cccnc1NCc1cc[n+](cc1)[O-].Cl
• InChI: InChI=1S/C24H23N5O2.ClH/c25-17-24(11-1-2-12-24)19-5-7-20(8-6-19)28-23(30)21-4-3-13-26-22(21)27-16-18-9-14-29(31)15-10-18;/h3-10,13-15H,1-2,11-12,16H2,(H,26,27)(H,28,30);1H
• InChIKey: BEKJHBGMJHRUMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(3-{[4-(1-cyanocyclopentyl)phenyl]carbamoyl}pyridin-2-yl)amino]methyl}pyridin-1-ium-1-olate hydrochloride
• IUPAC Traditional name: 4-{[(3-{[4-(1-cyanocyclopentyl)phenyl]carbamoyl}pyridin-2-yl)amino]methyl}pyridin-1-ium-1-olate hydrochloride
• Synonyms: 4-[3-[4-(2-Chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]-1-oxopropyl]morpholine-d8; WEB 2086BS-d8; WEB 2086-d8; Apafant-d8

Database IDs

• CAS Number: 1185101-22-7
• PubChem SID: 162254886
• PubChem CID: 71313460

CALCULATED PROPERTIES

• Acid pKa: 11.69911
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.8699002
• LogD (pH = 7.4): 3.0289319
• Log P: 3.0314467
• Molar Refractivity: 122.8493 cm^3
• Polarizability: 44.332634 Å^3
• Polar Surface Area: 103.27 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A726102

Platelet activating factor (PAF) antagonist.

REFERENCES

• Casals-Stenzel, J., et al.: J. Pharmacol. Exp. Ther., 241, 974 (1987)
• Adamus, W.S., et al.: Clin. Pharmacol. Ther., 47, 456 (1987)
• Brecht, H.M., et al.: Arzneim.-Forsch., 41, 51 (1987)