2-{[6-(benzylamino)-9-methyl-9H-purin-2-yl]amino}ethan-1-ol

• ChemBase ID: 1877
• Molecular Formular: C15H18N6O
• Molecular Mass: 298.34302
• Monoisotopic Mass: 298.15420923
• SMILES: n1(cnc2c1nc(nc2NCc1ccccc1)NCCO)C
• Canonical SMILES: OCCNc1nc(NCc2ccccc2)c2c(n1)n(C)cn2
• InChI: InChI=1S/C15H18N6O/c1-21-10-18-12-13(17-9-11-5-3-2-4-6-11)19-15(16-7-8-22)20-14(12)21/h2-6,10,22H,7-9H2,1H3,(H2,16,17,19,20)
• InChIKey: GTVPOLSIJWJJNY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[6-(benzylamino)-9-methyl-9H-purin-2-yl]amino}ethan-1-ol
• IUPAC Traditional name: @olomoucine; olomoucine
• Synonyms: N2-[(2-Hydroxyethyl)-N6-benzyladenine; 6-(Benzylamino)-2-(2-hydroxyethylamino)-9-methylpurine; NSC 666096; Olomoucine; 6-Benzylamino-2-(2-hydroxyethylamino)-9-methylpurine; 2-(Hydroxyethylamino)-6-benzylamino-9-methylpurine; Olomoucine

Database IDs

• CAS Number: 101622-51-9
• MDL Number: MFCD00189360
• PubChem SID: 160965332; 46508610; 24278053
• PubChem CID: 4592

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.847291
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.1801
• LogD (pH = 7.4): 1.1803001
• Log P: 1.1803026
• Molar Refractivity: 88.0341 cm^3
• Polarizability: 31.970844 Å^3
• Polar Surface Area: 87.89 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -2.77
• Solubility (Water): 5.09e-01 g/l

PROPERTIES

Safety Information

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

Pharmacology Properties

• Gene Information: human ... CDC2(983), CDK2(1017), CDK3(1018), CDK4(1019), CDK5(1020), CDK6(1021), CDK7(1022), CDK8(1024), CDK9(1025), CDKN1A(1026), CDKN1B(1027), CDKN1C(1028), CDKN2A(1029), CDKN2B(1030), CDKN2C(1031), CDKN2D(1032), CDKN3(1033)rat ... Prkca(24680)

Product Information

• Purity: ≥98% (HPLC); 99%

DETAILS

MP Biomedicals - 02159805

Purity: 99%
Selective inhibitor of cdc2, cdk and other cyclin-related kinases.

DrugBank - DB02116

Drug information: experimental

Sigma Aldrich - O0886

Biochem/physiol Actions
Olomoucine is a purine derivative which inhibits cyclin-dependent kinases and induces G arrest.

Toronto Research Chemicals - O567000

A purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest.

REFERENCES

• Vesely, J., et a.: Eur. J. Biochem., 224, 771 (1994)
• Abraham, R.T., et al.: Biol. Cell, 83, 105 (1995)