Identification
NameN~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine
Accession NumberDB07340
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
UNIIZ499CLJ023
CAS numberNot Available
WeightAverage: 393.4854
Monoisotopic: 393.227708521
Chemical FormulaC21H27N7O
InChI KeyZFLJHSQHILSNCM-UHFFFAOYSA-N
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)
IUPAC Name
N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine
SMILES
C1CCC(CC1)NC1=C2N=CNC2=NC(NC2=CC=C(C=C2)N2CCOCC2)=N1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Aurora kinase BProteinunknownNot AvailableHumanQ96GD4 details
Inner centromere proteinProteinunknownNot AvailableHumanQ9NQS7 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 Solubility0.0355 mg/mLALOGPS
logP4.39ALOGPS
logP3.58ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.71ChemAxon
pKa (Strongest Basic)4.55ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area90.99 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity115.04 m3·mol-1ChemAxon
Polarizability44.46 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8483
Caco-2 permeable-0.5785
P-glycoprotein substrateSubstrate0.7458
P-glycoprotein inhibitor INon-inhibitor0.67
P-glycoprotein inhibitor IINon-inhibitor0.7245
Renal organic cation transporterNon-inhibitor0.5066
CYP450 2C9 substrateNon-substrate0.8733
CYP450 2D6 substrateNon-substrate0.6509
CYP450 3A4 substrateNon-substrate0.5528
CYP450 1A2 substrateInhibitor0.6139
CYP450 2C9 inhibitorNon-inhibitor0.865
CYP450 2D6 inhibitorNon-inhibitor0.7494
CYP450 2C19 inhibitorNon-inhibitor0.8159
CYP450 3A4 inhibitorNon-inhibitor0.7092
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6892
Ames testNon AMES toxic0.6422
CarcinogenicityNon-carcinogens0.9209
BiodegradationNot ready biodegradable0.9936
Rat acute toxicity2.3133 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.6357
hERG inhibition (predictor II)Inhibitor0.6126
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 phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassOxazinanes
Direct ParentPhenylmorpholines
Alternative Parents6-alkylaminopurines / Dialkylarylamines / Aniline and substituted anilines / Secondary alkylarylamines / Aminopyrimidines and derivatives / Imidolactams / Imidazoles / Heteroaromatic compounds / Oxacyclic compounds / Dialkyl ethers
SubstituentsPhenylmorpholine / 6-alkylaminopurine / 6-aminopurine / Imidazopyrimidine / Purine / Tertiary aliphatic/aromatic amine / Dialkylarylamine / Aniline or substituted anilines / Aminopyrimidine / Secondary aliphatic/aromatic amine
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorstertiary amino compound, secondary amino compound, purines, morpholines (CHEBI:70723 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein serine/threonine/tyrosine kinase activity
Specific Function:
Serine/threonine-protein kinase component of the chromosomal passenger complex (CPC), a complex that acts as a key regulator of mitosis. The CPC complex has essential functions at the centromere in ensuring correct chromosome alignment and segregation and is required for chromatin-induced microtubule stabilization and spindle assembly. Involved in the bipolar attachment of spindle microtubules ...
Gene Name:
AURKB
Uniprot ID:
Q96GD4
Uniprot Name:
Aurora kinase B
Molecular Weight:
39310.195 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:
Not Available
Specific Function:
Component of the chromosomal passenger complex (CPC), a complex that acts as a key regulator of mitosis. The CPC complex has essential functions at the centromere in ensuring correct chromosome alignment and segregation and is required for chromatin-induced microtubule stabilization and spindle assembly. Probably acts through association with AURKB or AURKC. Seems to bind directly to microtubul...
Gene Name:
INCENP
Uniprot ID:
Q9NQS7
Uniprot Name:
Inner centromere protein
Molecular Weight:
105427.925 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 15:20 / Updated on June 11, 2017 21:07