CAS 656820-32-5|N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine|6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine|6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-...

General Information

Structure

Molecular Formula

C₂₁H₂₇N₇O

Molecular Mass

393.48538

Exact Mass

393.22770852

Charge

InChI

InChI=1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)

InChIKey

ZFLJHSQHILSNCM-UHFFFAOYSA-N

Canonic Smiles

C1CCC(CC1)Nc1nc(Nc2ccc(cc2)N2CCOCC2)nc2c1nc[nH]2

Isomeric Smiles

C1CCCCC1Nc1nc(nc2c1nc[nH]2)Nc1ccc(cc1)N1CCOCC1

Calculated Properties

JChem

LogD (pH = 7.4)

3.56

LogD (pH = 5.5)

3.29

Log P

3.58

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

5.46

Polar Surface Area

90.99

Polarizability

43.91

Molar Refractivity

115.04

LOG S

-6.01

Data Source

Names and Identifiers

Synonyms

N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamineReversine2-(4-Morpholinoanilino)-6-cyclohexylaminopurineReversinereversine2-(4-morpholinoanilino)-6-cyclohexylaminopurine

IUPAC name

6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine 6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-7H-purine-2,6-diamine N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine

IUPAC Traditional name

6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine reversine N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine

Names and Identifiers

Registration numbers

CAS Number

656820-32-5

PubChem SID

2472459016096842399443811160646038

MDL Number

Wikipedia Title

PubChem CID

SureChEMBL Database

PubMed Citation Links

179826542228387417258475206249011749061122926505226150342282141120103988147199061848330217973295225925271603327017566101220511682247706719947906

BindingDB Database

CHEMBL

CHEBI ID

Reaxys Registry

LINCS Database

GeneOntology Database

ACToR Database

CompTox Database

Protein Data Bank

Registration numbers

Properties

Product Information

Purity

≥98% (HPLC)

Empirical Formula (Hill Notation)

C21H27N7O

Salt Data

Free Base

Pharmacology Properties

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)rat ... Adora3(25370)

Target

Aurora Kinase

Physical Property

Solubility

DMSO: soluble7 mg/mL

H2O: insoluble

Apperance

solid

Safety Information

European Hazard Symbols

Harmful (Xn)

Warning

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

H302

Download link

dust mask type N95 (US), Eyeshields, Gloves

2-8°C

Properties

Related Proteins

Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Reversine

Sigma Aldrich

R3904

Biochem/physiol Actions
Reversine is a potent, selective human A3 adenosine receptor antagonist with a Ki value of 0.66 μM. Synthetic substituted purine implicated in cellular regeneration; induces differentiated myogenic-lineage-committed cells to become multipotent mesenchymal progenitor cells.

DrugBank

DB07340

Drug information: experimental

ChEBI

CHEBI:70723

A member of the class of purines that is 9H-purine in which the hydrogens at positions 2 and 6 are replaced by a [4-(morpholin-4-yl)phenyl]nitrilo group and a cyclohexylamino group, respectively.

Molecule Details

References

PubChem Literature

No Data Available

Click here to submit data

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamineReversine2-(4-Morpholinoanilino)-6-cyclohexylaminopurineReversinereversine2-(4-morpholinoanilino)-6-cyclohexylaminopurine

IUPAC name

IUPAC Traditional name

6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine reversine N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine

Registration numbers

CAS Number

656820-32-5

PubChem SID

2472459016096842399443811160646038

MDL Number

Wikipedia Title

PubChem CID

SureChEMBL Database

PubMed Citation Links

179826542228387417258475206249011749061122926505226150342282141120103988147199061848330217973295225925271603327017566101220511682247706719947906

BindingDB Database

CHEMBL

CHEBI ID

Reaxys Registry

LINCS Database

GeneOntology Database

ACToR Database

CompTox Database

Protein Data Bank

Molecule Details

R3904

DB07340

Drug information: experimental

ChEBI

CHEBI:70723

A member of the class of purines that is 9H-purine in which the hydrogens at positions 2 and 6 are replaced by a [4-(morpholin-4-yl)phenyl]nitrilo group and a cyclohexylamino group, respectively.

References

PubChem Literature

No Data Available

Click here to submit data

Bioactivity

PubChem BioAssay

Properties

Product Information

Purity

≥98% (HPLC)

Empirical Formula (Hill Notation)

C21H27N7O

Salt Data

Free Base

Pharmacology Properties

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)rat ... Adora3(25370)

Target

Aurora Kinase

Physical Property

Solubility

DMSO: soluble7 mg/mL

H2O: insoluble

Apperance

solid

Safety Information

European Hazard Symbols

Harmful (Xn)

Warning

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

H302

Download link

dust mask type N95 (US), Eyeshields, Gloves

2-8°C

Molecule

ID:4991