2-[({2-[(3-hydroxypropyl)amino]-9-(propan-2-yl)-9H-purin-6-yl}amino)methyl]phenol

• ChemBase ID: 170147
• Molecular Formular: C18H24N6O2
• Molecular Mass: 356.42216
• Monoisotopic Mass: 356.19607404
• SMILES: n1c(nc2c(c1NCc1ccccc1O)ncn2C(C)C)NCCCO
• Canonical SMILES: OCCCNc1nc(NCc2ccccc2O)c2c(n1)n(cn2)C(C)C
• InChI: InChI=1S/C18H24N6O2/c1-12(2)24-11-21-15-16(20-10-13-6-3-4-7-14(13)26)22-18(23-17(15)24)19-8-5-9-25/h3-4,6-7,11-12,25-26H,5,8-10H2,1-2H3,(H2,19,20,22,23)
• InChIKey: HFIXLXXNEZMSGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[({2-[(3-hydroxypropyl)amino]-9-(propan-2-yl)-9H-purin-6-yl}amino)methyl]phenol
• IUPAC Traditional name: 2-[({2-[(3-hydroxypropyl)amino]-9-isopropylpurin-6-yl}amino)methyl]phenol
• Synonyms: 2-[[[2-[(3-Hydroxypropyl)amino]-9-(1-methylethyl)-9H-purin-6-yl]amino]methyl]-phenol; 6-(2-Hydroxybenzylamino)-2-(3-hydroxypropylamino)-9-isopropylpurine

Database IDs

• CAS Number: 471270-60-7
• PubChem SID: 164226057
• PubChem CID: 4155347

CALCULATED PROPERTIES

• Acid pKa: 9.230253
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.709819
• LogD (pH = 7.4): 1.7037437
• Log P: 1.71008
• Molar Refractivity: 104.0478 cm^3
• Polarizability: 38.104565 Å^3
• Polar Surface Area: 108.12 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - H809750

An analogue of Olomoucine (Cat. # O567000) that acts as a potent inhibitor of Cdk 1 (IC50=100nm) and Cdk2 (IC50=80nm). Also displays antiproliferative and proapoptotic effects.

REFERENCES

• Wermeulen, K., et al.: Leukemia, 16, 299(2002)