{4-[(2-amino-6-chloropyrimidin-4-yl)amino]cyclopent-2-en-1-yl}methanol

• ChemBase ID: 159955
• Molecular Formular: C10H13ClN4O
• Molecular Mass: 240.68942
• Monoisotopic Mass: 240.07778874
• SMILES: C1=CC(CC1Nc1nc(nc(c1)Cl)N)CO
• Canonical SMILES: OCC1C=CC(C1)Nc1cc(Cl)nc(n1)N
• InChI: InChI=1S/C10H13ClN4O/c11-8-4-9(15-10(12)14-8)13-7-2-1-6(3-7)5-16/h1-2,4,6-7,16H,3,5H2,(H3,12,13,14,15)
• InChIKey: DKWGUXGAGXYRNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(2-amino-6-chloropyrimidin-4-yl)amino]cyclopent-2-en-1-yl}methanol
• IUPAC Traditional name: {4-[(2-amino-6-chloropyrimidin-4-yl)amino]cyclopent-2-en-1-yl}methanol
• Synonyms: cis-(+/-)-4-[(2-Amino-6-chloro-4-pyrimidinyl)amino]-2-cyclopentene-1-methanol; (1R,4S)-rel-4-[(2-Amino-6-chloro-4-pyrimidinyl)amino]-2-cyclopentene-1-methanol

Database IDs

• CAS Number: 122624-73-1
• PubChem SID: 162254090
• PubChem CID: 14503066

CALCULATED PROPERTIES

• Acid pKa: 15.384995
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.7317046
• LogD (pH = 7.4): 0.86601555
• Log P: 0.8680349
• Molar Refractivity: 67.5182 cm^3
• Polarizability: 23.509233 Å^3
• Polar Surface Area: 84.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A603595

Carbovir intermediate.

REFERENCES

• Vince, R., et al.: J. Med. Chem., 33, 17 (1990)