2-chloro-4-[(2-{[(2R)-1-hydroxy-3-methylbutan-2-yl]amino}-9-(propan-2-yl)-9H-purin-6-yl)amino]benzoic acid

• ChemBase ID: 2454
• Molecular Formular: C20H25ClN6O3
• Molecular Mass: 432.9039
• Monoisotopic Mass: 432.16766637
• SMILES: n1c(nc2n(C(C)C)cnc2c1Nc1ccc(c(Cl)c1)C(=O)O)N[C@H](C(C)C)CO
• Canonical SMILES: OC[C@@H](C(C)C)Nc1nc(Nc2ccc(c(c2)Cl)C(=O)O)c2c(n1)n(cn2)C(C)C
• InChI: InChI=1S/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/t15-/m0/s1
• InChIKey: ZKDXRFMOHZVXSG-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-4-[(2-{[(2R)-1-hydroxy-3-methylbutan-2-yl]amino}-9-(propan-2-yl)-9H-purin-6-yl)amino]benzoic acid
• IUPAC Traditional name: purvalanol B; purvalanol
• Synonyms: Purvalanol; (2R)-2-[[6-[(3-Chloro-4-carboxyphenyl)amino]-9-(1-methylethyl)-9H-purin-2-yl]amino]-3-methyl-1-butanol; NG 95; Purvalanol B

Database IDs

• CAS Number: 212844-54-7
• MDL Number: MFCD04118312
• PubChem SID: 160965905; 46505031
• PubChem CID: 448991

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.752279
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.8886467
• LogD (pH = 7.4): 0.42779335
• Log P: 3.2978978
• Molar Refractivity: 116.3567 cm^3
• Polarizability: 43.6107 Å^3
• Polar Surface Area: 125.19 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.62
• LOG S: -3.82
• Solubility (Water): 6.62e-02 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: soluble37 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C20H25ClN6O3

DETAILS

DrugBank - DB02733

Drug information: experimental

Sigma Aldrich - P5234

Frequently Asked Questions
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Biochem/physiol Actions
Purvalanol B is a cyclin-dependent; 2,6,9-substituted kinase inhibitor.