2-{[(6Z)-6-[(3-chlorophenyl)imino]-9-(propan-2-yl)-6,9-dihydro-3H-purin-2-yl]amino}ethan-1-ol

• ChemBase ID: 5948
• Molecular Formular: C16H19ClN6O
• Molecular Mass: 346.81466
• Monoisotopic Mass: 346.13088694
• SMILES: c1c(Cl)cccc1/N=c/1\nc([nH]c2c1ncn2C(C)C)NCCO
• Canonical SMILES: OCCNc1n/c(=N\c2cccc(c2)Cl)/c2c([nH]1)n(cn2)C(C)C
• InChI: InChI=1S/C16H19ClN6O/c1-10(2)23-9-19-13-14(20-12-5-3-4-11(17)8-12)21-16(18-6-7-24)22-15(13)23/h3-5,8-10,24H,6-7H2,1-2H3,(H2,18,20,21,22)
• InChIKey: XZEFMZCNXDQXOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(6Z)-6-[(3-chlorophenyl)imino]-9-(propan-2-yl)-6,9-dihydro-3H-purin-2-yl]amino}ethan-1-ol
• IUPAC Traditional name: 2-{[(6Z)-6-[(3-chlorophenyl)imino]-9-isopropyl-3H-purin-2-yl]amino}ethanol
• Synonyms: 2-(2-HYDROXYETHYLAMINO)-6-(3-CHLOROANILINO)-9-ISOPROPYLPURINE

Database IDs

• PubChem SID: 99444796; 160969373
• PubChem CID: 2856

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.324018
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.4182776
• LogD (pH = 7.4): 2.1144605
• Log P: 2.1380134
• Molar Refractivity: 96.4728 cm^3
• Polarizability: 35.0393 Å^3
• Polar Surface Area: 86.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.21
• LOG S: -3.05
• Solubility (Water): 3.07e-01 g/l

DETAILS

DrugBank - DB08325

Drug information: experimental