5-(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

Identification

Name
5-(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine
Accession Number
DB07585
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: 274.709
Monoisotopic: 274.073372089
Chemical Formula
C12H11ClN6
InChI Key
YFFJXGRXFASBDL-UHFFFAOYSA-N
InChI
InChI=1S/C12H11ClN6/c13-7-3-14-11-10(7)12(18-6-17-11)19-2-1-8-9(4-19)16-5-15-8/h3,5-6H,1-2,4H2,(H,15,16)(H,14,17,18)
IUPAC Name
5-chloro-4-{1H,4H,5H,6H,7H-imidazo[4,5-c]pyridin-5-yl}-7H-pyrrolo[2,3-d]pyrimidine
SMILES
ClC1=CNC2=C1C(=NC=N2)N1CCC2=C(C1)N=CN2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
URAC-alpha serine/threonine-protein kinaseNot AvailableHuman
UGlycogen synthase kinase-3 betaNot 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
24798742
PubChem Substance
99444056
ChemSpider
22376891
BindingDB
24845
ChEBI
90625
ChEMBL
CHEMBL259833
HET
CQW
PDB Entries
3cqw

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 Solubility0.117 mg/mLALOGPS
logP1.62ALOGPS
logP1.24ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)12.01ChemAxon
pKa (Strongest Basic)6.83ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area73.49 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity73.65 m3·mol-1ChemAxon
Polarizability26.86 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9973
Blood Brain Barrier+0.8921
Caco-2 permeable-0.5644
P-glycoprotein substrateSubstrate0.7644
P-glycoprotein inhibitor INon-inhibitor0.634
P-glycoprotein inhibitor IIInhibitor0.6523
Renal organic cation transporterInhibitor0.6987
CYP450 2C9 substrateNon-substrate0.856
CYP450 2D6 substrateNon-substrate0.6181
CYP450 3A4 substrateSubstrate0.5219
CYP450 1A2 substrateInhibitor0.8848
CYP450 2C9 inhibitorNon-inhibitor0.7388
CYP450 2D6 inhibitorInhibitor0.5968
CYP450 2C19 inhibitorNon-inhibitor0.6495
CYP450 3A4 inhibitorNon-inhibitor0.7122
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8666
Ames testNon AMES toxic0.7736
CarcinogenicityNon-carcinogens0.9213
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.8092 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7312
hERG inhibition (predictor II)Inhibitor0.8853
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 imidazopyridines. These are organic polycyclic compounds containing an imidazole ring fused to a pyridine ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Imidazopyridines
Sub Class
Not Available
Direct Parent
Imidazopyridines
Alternative Parents
Pyrrolo[2,3-d]pyrimidines / Imidazopiperidines / Dialkylarylamines / Aminopyrimidines and derivatives / Substituted pyrroles / Imidolactams / Aryl chlorides / Imidazoles / Heteroaromatic compounds / Azacyclic compounds
show 3 more
Substituents
Imidazopiperidine / Pyrrolo[2,3-d]pyrimidine / Imidazopyridine / Pyrrolopyrimidine / Dialkylarylamine / Aminopyrimidine / Aryl chloride / Aryl halide / Pyrimidine / Substituted pyrrole
show 13 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine/tyrosine kinase activity
Specific Function
AKT1 is one of 3 closely related serine/threonine-protein kinases (AKT1, AKT2 and AKT3) called the AKT kinase, and which regulate many processes including metabolism, proliferation, cell survival, ...
Gene Name
AKT1
Uniprot ID
P31749
Uniprot Name
RAC-alpha serine/threonine-protein kinase
Molecular Weight
55686.035 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
Ubiquitin protein ligase binding
Specific Function
Constitutively active protein kinase that acts as a negative regulator in the hormonal control of glucose homeostasis, Wnt signaling and regulation of transcription factors and microtubules, by pho...
Gene Name
GSK3B
Uniprot ID
P49841
Uniprot Name
Glycogen synthase kinase-3 beta
Molecular Weight
46743.865 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 15:23 / Updated on December 01, 2017 15:53