(2R)-2-({6-[(3-chlorophenyl)amino]-9-(propan-2-yl)-9H-purin-2-yl}amino)-3-methylbutan-1-ol

• ChemBase ID: 4300
• Molecular Formular: C19H25ClN6O
• Molecular Mass: 388.8944
• Monoisotopic Mass: 388.17783713
• SMILES: Clc1cc(ccc1)Nc1c2ncn(c2nc(n1)N[C@H](C(C)C)CO)C(C)C
• Canonical SMILES: OC[C@@H](C(C)C)Nc1nc(Nc2cccc(c2)Cl)c2c(n1)n(cn2)C(C)C
• InChI: InChI=1S/C19H25ClN6O/c1-11(2)15(9-27)23-19-24-17(22-14-7-5-6-13(20)8-14)16-18(25-19)26(10-21-16)12(3)4/h5-8,10-12,15,27H,9H2,1-4H3,(H2,22,23,24,25)/t15-/m0/s1
• InChIKey: PMXCMJLOPOFPBT-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({6-[(3-chlorophenyl)amino]-9-(propan-2-yl)-9H-purin-2-yl}amino)-3-methylbutan-1-ol
• IUPAC Traditional name: purvalanol A
• Synonyms: Purv; 6-((3-chloro)anilino)-2-(isopropyl-2-hydroxyethylamino)-9-isopropylpurine; Purvalanol A; 2-(1R-Isopropyl-2-hydroxyethylamino)-6-(3-chloroanilino)-9-isopropylpurine; NG-60; Purvalanol A

Database IDs

• CAS Number: 212844-53-6
• MDL Number: MFCD02179211
• PubChem SID: 160967732; 24898543; 46506488
• PubChem CID: 456214

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.922217
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 4.102538
• LogD (pH = 7.4): 4.1044507
• Log P: 4.104475
• Molar Refractivity: 109.1005 cm^3
• Polarizability: 41.208828 Å^3
• Polar Surface Area: 87.89 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.91
• LOG S: -3.84
• Solubility (Water): 5.57e-02 g/l

PROPERTIES

Physical Property

• Solubility: methylene chloride: soluble50 mg/mL
• Apperance: powder

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: ≥98% (HPLC)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C19H25ClN6O

DETAILS

DrugBank - DB04751

Drug information: experimental

Sigma Aldrich - P4484

Biochem/physiol Actions
Purvalanol A is a potent, cell-permeable cyclin-dependent protein kinase (cdk) inhibitor.