(2R)-2-{[9-(propan-2-yl)-6-{[3-(pyridin-2-yl)phenyl]amino}-9H-purin-2-yl]amino}butan-1-ol hydrate hydrochloride

• ChemBase ID: 154850
• Molecular Formular: C23H30ClN7O2
• Molecular Mass: 471.983
• Monoisotopic Mass: 471.21495092
• SMILES: CC[C@H](CO)Nc1nc(c2c(n1)n(cn2)C(C)C)Nc1cccc(c1)c1ccccn1.O.Cl
• Canonical SMILES: CC[C@@H](Nc1nc(Nc2cccc(c2)c2ccccn2)c2c(n1)n(cn2)C(C)C)CO.O.Cl
• InChI: InChI=1S/C23H27N7O.ClH.H2O/c1-4-17(13-31)27-23-28-21(20-22(29-23)30(14-25-20)15(2)3)26-18-9-7-8-16(12-18)19-10-5-6-11-24-19;;/h5-12,14-15,17,31H,4,13H2,1-3H3,(H2,26,27,28,29);1H;1H2/t17-;;/m1../s1
• InChIKey: ZOSNTFVWVJFXQO-ZEECNFPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[9-(propan-2-yl)-6-{[3-(pyridin-2-yl)phenyl]amino}-9H-purin-2-yl]amino}butan-1-ol hydrate hydrochloride
• IUPAC Traditional name: (2R)-2-[(9-isopropyl-6-{[3-(pyridin-2-yl)phenyl]amino}purin-2-yl)amino]butan-1-ol hydrate hydrochloride
• Synonyms: 2-[[9-(1-Methylethyl)-6-[[3-(2-pyridinyl)phenyl]amino]- 9H-purin-2-yl]amino]-1-butanol hydrochloride hydrate; (R)-DRF053 hydrochloride hydrate

Database IDs

• MDL Number: MFCD17215921
• PubChem SID: 162248988
• PubChem CID: 71312006

CALCULATED PROPERTIES

• Acid pKa: 14.008797
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.9173522
• LogD (pH = 7.4): 3.9504232
• Log P: 3.950861
• Molar Refractivity: 122.4314 cm^3
• Polarizability: 47.556065 Å^3
• Polar Surface Area: 100.78 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥30 mg/mL
• Apperance: yellow powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H27N7O · xHCl · yH2O

DETAILS

Sigma Aldrich - D6946

Biochem/physiol Actions
DRF053 is a more potent version of roscovitine. It is 2 fold more potent against CDK5 (80 nM) and over 150 times more potent against CDK1 (14 nM).