N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine

Identification

Name
N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine
Accession Number
DB07340
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Z499CLJ023
CAS number
Not Available
Weight
Average: 393.4854
Monoisotopic: 393.227708521
Chemical Formula
C21H27N7O
InChI Key
ZFLJHSQHILSNCM-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

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAurora kinase BNot AvailableHuman
UInner centromere proteinNot 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
210332
PubChem Substance
99443811
ChemSpider
182286
BindingDB
50170831
ChEBI
70723
ChEMBL
CHEMBL188343
HET
AD5
PDB Entries
2vgo / 5ljj

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 Solubility0.0355 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
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 phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Oxazinanes
Sub Class
Morpholines
Direct Parent
Phenylmorpholines
Alternative Parents
6-alkylaminopurines / Dialkylarylamines / Aniline and substituted anilines / Secondary alkylarylamines / Aminopyrimidines and derivatives / Imidolactams / Imidazoles / Heteroaromatic compounds / Oxacyclic compounds / Dialkyl ethers
show 3 more
Substituents
Phenylmorpholine / 6-alkylaminopurine / 6-aminopurine / Imidazopyrimidine / Purine / Tertiary aliphatic/aromatic amine / Dialkylarylamine / Aniline or substituted anilines / Aminopyrimidine / Secondary aliphatic/aromatic amine
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
tertiary 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...
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 ali...
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 November 02, 2018 06:31