Identification
Name6-CYCLOHEXYLMETHYLOXY-2-(4'-HYDROXYANILINO)PURINE
Accession NumberDB08233
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 339.3916
Monoisotopic: 339.169524941
Chemical FormulaC18H21N5O2
InChI KeyRFSDQDHHBKYQOD-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
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Cyclin-A2ProteinunknownNot AvailableHumanP20248 details
Cyclin-dependent kinase 2ProteinunknownNot AvailableHumanP24941 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassImidazopyrimidines
Direct ParentHypoxanthines
Alternative Parentsp-Aminophenols / Aniline and substituted anilines / Aminopyrimidines and derivatives / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Imidazoles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
SubstituentsHypoxanthine / P-aminophenol / Aminophenol / Aniline or substituted anilines / Alkyl aryl ether / 1-hydroxy-2-unsubstituted benzenoid / Aminopyrimidine / Phenol / Monocyclic benzene moiety / Pyrimidine
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot 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
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 ]
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, NPAT, EZH2. Interacts with cyclins A, B1, B3, D, or E. Triggers duplication of centrosomes and DNA. Acts at the G1-S transition to promote the E2F transcriptional program and the initiation of DNA synt...
Gene Name:
CDK2
Uniprot ID:
P24941
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 June 11, 2017 21:15