NAV

2-({6-[(3-Chlorophenyl)amino]-9-isopropyl-9H-purin-2-yl}amino)ethanol

Identification

Generic Name
2-({6-[(3-Chlorophenyl)amino]-9-isopropyl-9H-purin-2-yl}amino)ethanol
DrugBank Accession Number
DB08325
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 346.815
Monoisotopic: 346.130886967
Chemical Formula
C16H19ClN6O
Synonyms
  • 2-(2-Hydroxyethylamino)-6-(3-chloroanilino)-9-isopropylpurine
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCasein kinase I isoform gamma-1Not AvailableHumans
UTyrosine-protein kinase MerNot AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. 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
6-aminopurines
Alternative Parents
Aniline and substituted anilines / Secondary alkylarylamines / Chlorobenzenes / Aminopyrimidines and derivatives / N-substituted imidazoles / Imidolactams / Aryl chlorides / Heteroaromatic compounds / Azacyclic compounds / Alkanolamines
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Substituents
6-aminopurine / Alcohol / Alkanolamine / Amine / Aminopyrimidine / Aniline or substituted anilines / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
212779-48-1
InChI Key
XZEFMZCNXDQXOZ-UHFFFAOYSA-N
InChI
InChI=1S/C16H19ClN6O/c1-10(2)23-9-19-13-14(20-12-5-3-4-11(17)8-12)21-16(18-6-7-24)22-15(13)23/h3-5,8-10,24H,6-7H2,1-2H3,(H2,18,20,21,22)
IUPAC Name
2-({6-[(3-chlorophenyl)amino]-9-(propan-2-yl)-9H-purin-2-yl}amino)ethan-1-ol
SMILES
[H]N(CCO)C1=NC(N([H])C2=CC(Cl)=CC=C2)=C2N=CN(C(C)C)C2=N1

References

General References
Not Available
PubChem Compound
2856
PubChem Substance
99444796
ChemSpider
2754
BindingDB
50113707
ChEMBL
CHEMBL311228
ZINC
ZINC000002391782
PDBe Ligand
OLP
PDB Entries
2cmw / 3bpr

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.206 mg/mLALOGPS
logP3.16ALOGPS
logP2.8Chemaxon
logS-3.2ALOGPS
pKa (Strongest Acidic)14.11Chemaxon
pKa (Strongest Basic)3.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area87.89 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity95.69 m3·mol-1Chemaxon
Polarizability36.78 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9652
Blood Brain Barrier+0.5619
Caco-2 permeable-0.6067
P-glycoprotein substrateSubstrate0.8168
P-glycoprotein inhibitor INon-inhibitor0.8117
P-glycoprotein inhibitor IIInhibitor0.5051
Renal organic cation transporterInhibitor0.6092
CYP450 2C9 substrateNon-substrate0.7355
CYP450 2D6 substrateNon-substrate0.7661
CYP450 3A4 substrateSubstrate0.5351
CYP450 1A2 substrateInhibitor0.5992
CYP450 2C9 inhibitorNon-inhibitor0.6303
CYP450 2D6 inhibitorNon-inhibitor0.5606
CYP450 2C19 inhibitorNon-inhibitor0.8408
CYP450 3A4 inhibitorInhibitor0.5073
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8475
Ames testNon AMES toxic0.6477
CarcinogenicityNon-carcinogens0.8753
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6124 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6578
hERG inhibition (predictor II)Non-inhibitor0.5769
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/MSsplash10-0002-0009000000-9b41ac4e81f67c785fd2
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-1009000000-78e8c5bc746440a20bc6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052b-0009000000-7419ac3a0799b6ed19fc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-052s-1195000000-04d24e376bcd15af601a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0091000000-66737f06479904455ecb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00e9-2090000000-2f666d4f547bb2ffbed3
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-175.64015
predicted
DeepCCS 1.0 (2019)
[M+H]+177.99823
predicted
DeepCCS 1.0 (2019)
[M+Na]+184.65019
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Casein kinase I isoform gamma-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine-protein kinase. Casein kinases are operationally defined by their preferential utilization of acidic proteins such as caseins as substrates. It can phosphorylate a large number of ...
Gene Name
CSNK1G1
Uniprot ID
Q9HCP0
Uniprot Name
Casein kinase I isoform gamma-1
Molecular Weight
48510.965 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. [Article]
Details2. Tyrosine-protein kinase Mer
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transmembrane receptor protein tyrosine kinase activity
Specific Function
Receptor tyrosine kinase that transduces signals from the extracellular matrix into the cytoplasm by binding to several ligands including LGALS3, TUB, TULP1 or GAS6. Regulates many physiological pr...
Gene Name
MERTK
Uniprot ID
Q12866
Uniprot Name
Tyrosine-protein kinase Mer
Molecular Weight
110248.12 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. [Article]

Drug created at September 15, 2010 21:30 / Updated at June 12, 2020 16:52