6-CYCLOHEXYLMETHYLOXY-2-(4'-HYDROXYANILINO)PURINE

Identification

Name
6-CYCLOHEXYLMETHYLOXY-2-(4'-HYDROXYANILINO)PURINE
Accession Number
DB08233
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 339.3916
Monoisotopic: 339.169524941
Chemical Formula
C18H21N5O2
InChI Key
RFSDQDHHBKYQOD-UHFFFAOYSA-N
InChI
InChI=1S/C18H21N5O2/c24-14-8-6-13(7-9-14)21-18-22-16-15(19-11-20-16)17(23-18)25-10-12-4-2-1-3-5-12/h6-9,11-12,24H,1-5,10H2,(H2,19,20,21,22,23)
IUPAC Name
4-{[6-(cyclohexylmethoxy)-9H-purin-2-yl]amino}phenol
SMILES
OC1=CC=C(NC2=NC(OCC3CCCCC3)=C3N=CNC3=N2)C=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCyclin-A2Not AvailableHuman
UCyclin-dependent kinase 2Not AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
447649
PubChem Substance
99444704
ChemSpider
394681
BindingDB
5541
ChEMBL
CHEMBL340813
HET
N20
PDB Entries
1oi9

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0426 mg/mLALOGPS
logP4.28ALOGPS
logP4.07ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)8.93ChemAxon
pKa (Strongest Basic)2.39ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area95.95 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity94.52 m3·mol-1ChemAxon
Polarizability36.83 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9921
Blood Brain Barrier+0.8929
Caco-2 permeable-0.6982
P-glycoprotein substrateNon-substrate0.5989
P-glycoprotein inhibitor INon-inhibitor0.7164
P-glycoprotein inhibitor IIInhibitor0.7766
Renal organic cation transporterNon-inhibitor0.6729
CYP450 2C9 substrateNon-substrate0.8285
CYP450 2D6 substrateNon-substrate0.7596
CYP450 3A4 substrateNon-substrate0.5714
CYP450 1A2 substrateInhibitor0.6886
CYP450 2C9 inhibitorNon-inhibitor0.5664
CYP450 2D6 inhibitorNon-inhibitor0.5543
CYP450 2C19 inhibitorInhibitor0.6142
CYP450 3A4 inhibitorInhibitor0.7548
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5062
Ames testNon AMES toxic0.5326
CarcinogenicityNon-carcinogens0.95
BiodegradationNot ready biodegradable0.9912
Rat acute toxicity2.1809 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5773
hERG inhibition (predictor II)Non-inhibitor0.6305
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as hypoxanthines. These are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Imidazopyrimidines
Sub Class
Purines and purine derivatives
Direct Parent
Hypoxanthines
Alternative Parents
p-Aminophenols / Aniline and substituted anilines / Aminopyrimidines and derivatives / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Imidazoles / Heteroaromatic compounds / Secondary amines / Azacyclic compounds / Organopnictogen compounds
show 1 more
Substituents
Hypoxanthine / P-aminophenol / Aminophenol / Aniline or substituted anilines / Alkyl aryl ether / 1-hydroxy-2-unsubstituted benzenoid / Aminopyrimidine / Phenol / Monocyclic benzene moiety / Pyrimidine
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Essential for the control of the cell cycle at the G1/S (start) and the G2/M (mitosis) transitions.
Gene Name
CCNA2
Uniprot ID
P20248
Uniprot Name
Cyclin-A2
Molecular Weight
48550.365 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Details
2. Cyclin-dependent kinase 2
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle; essential for meiosis, but dispensable for mitosis. Phosphorylates CTNNB1, USP37, p53/TP53, NPM1, CDK7, RB1, BRCA2, MYC, N...
Gene Name
CDK2
Uniprot ID
P24941
Uniprot Name
Cyclin-dependent kinase 2
Molecular Weight
33929.215 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:30 / Updated on December 01, 2017 16:02