CAS 101622-51-9|@olomoucine|2-{[6-(benzylamino)-9-methyl-9H-purin-2-yl]amino}ethan-1-ol|Olomoucine|6-Benzylamino-2-(2-hydroxyethylamino)-9-methylpurine|Olomoucine|olomoucine|2-(Hydroxyethylamino)-6-...

General Information

Structure

Molecular Formula

C₁₅H₁₈N₆O

Molecular Mass

298.34302

Exact Mass

298.15420923

Charge

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

Canonic Smiles

OCCNc1nc(NCc2ccccc2)c2c(n1)n(C)cn2

Isomeric Smiles

n1(cnc2c1nc(nc2NCc1ccccc1)NCCO)C

Calculated Properties

JChem

LogD (pH = 7.4)

1.14

LogD (pH = 5.5)

0.28

Log P

1.18

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

6.38

Polar Surface Area

87.89

Polarizability

32.94

Molar Refractivity

88.03

LOG S

-3.23

Data Source

Names and Identifiers

IUPAC Traditional name

@olomoucine olomoucine

IUPAC name

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

Synonyms

Olomoucine6-Benzylamino-2-(2-hydroxyethylamino)-9-methylpurineOlomoucine2-(Hydroxyethylamino)-6-benzylamino-9-methylpurineN2-[(2-Hydroxyethyl)-N6-benzyladenineNSC 6660966-(Benzylamino)-2-(2-hydroxyethylamino)-9-methylpurine2-(hydroxyethylamino)-6-benzylamino-9-methylpurine2-{[6-(benzylamino)-9-methyl-9H-purin-2-yl]amino}ethan-1-ol2-(2-hydroxyethylamino)-6-(benzylamino)-9-methylpurineolomucineolomoucine2-[[9-methyl-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-ethanol6-(benzylamino)-2-(2-hydroxyethylamino)-9-methylpurine

Names and Identifiers

Registration numbers

PubChem CID

4592

PubChem SID

4650861016096533224278053387270440

CAS Number

MDL Number

CHEMBL

LINCS Database

MetaCyc Database

ACToR Database

PubMed Citation Links

75499051972306118385789121477122724172175231947925396254226461709447227345388

SureChEMBL Database

SCHEMBL135056

BRENDA Ligand Database

223164106811

MetaboLights Database

MTBLS2291MTBLS721MTBLS2384MTBLS4012MTBLS2349MTBLS2145

HMDB Database

HMDB0035233

Protein Data Bank

1w0x4erk

DrugBank ID

DB02116

BRENDA Database

2.4.1.1186.3.2.41.5.99.122.7.11.22

BindingDB Database

CHEBI ID

BKMS React Database

PDBeChem Database

CompTox Database

FooDB Database

Registration numbers

Properties

Product Information

Certificate of Analysis

Download link

Purity

99%

≥98% (HPLC)

Pharmacology Properties

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)

Properties

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB02116

Drug information: experimental

MP Biomedicals

02159805

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

Sigma Aldrich

O0886

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

TRC

O567000

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

ChEBI

CHEBI:44661

A 9H-purine that is substituted by a (2-hydroxyethyl)nitrilo, benzylnitrilo and a methyl group at positions 2,6 and 9, respectively. It is a cyclin-dependent kinase inhibitor.

Molecule Details

References

PubChem Literature

From Data Sources

• Abraham, R.T., et al.: Biol. Cell, 83, 105 (1995)

• Vesely, J., et a.: Eur. J. Biochem., 224, 771 (1994)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

@olomoucine olomoucine

IUPAC name

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

Synonyms

Registration numbers

PubChem CID

4592

PubChem SID

4650861016096533224278053387270440

CAS Number

MDL Number

CHEMBL

LINCS Database

MetaCyc Database

ACToR Database

PubMed Citation Links

75499051972306118385789121477122724172175231947925396254226461709447227345388

SureChEMBL Database

SCHEMBL135056

BRENDA Ligand Database

223164106811

MetaboLights Database

MTBLS2291MTBLS721MTBLS2384MTBLS4012MTBLS2349MTBLS2145

HMDB Database

HMDB0035233

Protein Data Bank

1w0x4erk

DrugBank ID

DB02116

BRENDA Database

2.4.1.1186.3.2.41.5.99.122.7.11.22

BindingDB Database

CHEBI ID

BKMS React Database

PDBeChem Database

CompTox Database

FooDB Database

Molecule Details

DB02116

Drug information: experimental

MP Biomedicals

02159805

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

Sigma Aldrich

O0886

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

TRC

O567000

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

ChEBI

CHEBI:44661

A 9H-purine that is substituted by a (2-hydroxyethyl)nitrilo, benzylnitrilo and a methyl group at positions 2,6 and 9, respectively. It is a cyclin-dependent kinase inhibitor.

References

PubChem Literature

From Data Sources

• Abraham, R.T., et al.: Biol. Cell, 83, 105 (1995)

• Vesely, J., et a.: Eur. J. Biochem., 224, 771 (1994)

Bioactivity

PubChem BioAssay

Properties

Product Information

Certificate of Analysis

Download link

Purity

99%

≥98% (HPLC)

Pharmacology Properties

Molecule

ID:1877