3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridin-2-amine

• ChemBase ID: 165034
• Molecular Formular: C21H22Cl2FN5O
• Molecular Mass: 450.3366832
• Monoisotopic Mass: 449.11854393
• SMILES: n1cc(cn1C1CCNCC1)c1ccc(c(n1)N)O[C@@H](c1c(ccc(c1Cl)F)Cl)C
• Canonical SMILES: Nc1nc(ccc1O[C@@H](c1c(Cl)ccc(c1Cl)F)C)c1cnn(c1)C1CCNCC1
• InChI: InChI=1S/C21H22Cl2FN5O/c1-12(19-15(22)2-3-16(24)20(19)23)30-18-5-4-17(28-21(18)25)13-10-27-29(11-13)14-6-8-26-9-7-14/h2-5,10-12,14,26H,6-9H2,1H3,(H2,25,28)/t12-/m1/s1
• InChIKey: ZSDTZQWYOPVQMX-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridin-2-amine
• IUPAC Traditional name: 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-[1-(piperidin-4-yl)pyrazol-4-yl]pyridin-2-amine
• Synonyms: 1,2,3,5,6,10b-Hexahydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline; Crispine A

Database IDs

• CAS Number: 15889-93-7
• PubChem SID: 162259167
• PubChem CID: 71315006

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.6262698
• LogD (pH = 7.4): 1.349926
• Log P: 3.9599671
• Molar Refractivity: 128.0596 cm^3
• Polarizability: 45.658627 Å^3
• Polar Surface Area: 77.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C783500

Crispine A is a tricyclic indolizidine alkaloid as potent α2-adrenoceptor antagonist.

REFERENCES

• Cheng, Y., et al.: Biochem. Pharmacol., 22, 3099 (1973)
• Kassack, M., et al.: J. Biomol. Screen, 7, 233 (1973)
• Wittig, T., et al.: J. Med. Chem., 47, 4155 (1973)