Identification
Name6-[4-(2-piperidin-1-ylethoxy)phenyl]-3-pyridin-4-ylpyrazolo[1,5-a]pyrimidine
Accession NumberDB08597
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
UNII10K52CIC1Z
CAS numberNot Available
WeightAverage: 399.4882
Monoisotopic: 399.205910447
Chemical FormulaC24H25N5O
InChI KeyXHBVYDAKJHETMP-UHFFFAOYSA-N
InChI
InChI=1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2
IUPAC Name
4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine
SMILES
C(CN1CCCCC1)OC1=CC=C(C=C1)C1=CN2N=CC(=C2N=C1)C1=CC=NC=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Activin receptor type-1ProteinunknownNot AvailableHumanQ04771 details
Peptidyl-prolyl cis-trans isomerase FKBP1AProteinunknownNot AvailableHumanP62942 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 Solubility0.0148 mg/mLALOGPS
logP3.84ALOGPS
logP3.44ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)8.81ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area55.55 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity128.51 m3·mol-1ChemAxon
Polarizability45.75 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9927
Caco-2 permeable-0.6108
P-glycoprotein substrateSubstrate0.6569
P-glycoprotein inhibitor IInhibitor0.6623
P-glycoprotein inhibitor IIInhibitor0.9217
Renal organic cation transporterInhibitor0.8216
CYP450 2C9 substrateNon-substrate0.8726
CYP450 2D6 substrateNon-substrate0.5888
CYP450 3A4 substrateSubstrate0.5562
CYP450 1A2 substrateInhibitor0.785
CYP450 2C9 inhibitorInhibitor0.6921
CYP450 2D6 inhibitorNon-inhibitor0.829
CYP450 2C19 inhibitorInhibitor0.6547
CYP450 3A4 inhibitorInhibitor0.67
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9129
Ames testNon AMES toxic0.6448
CarcinogenicityNon-carcinogens0.9059
BiodegradationNot ready biodegradable0.9972
Rat acute toxicity2.4667 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.8187
hERG inhibition (predictor II)Inhibitor0.5228
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 pyrazolo[1,5-a]pyrimidines. These are aromatic heterocyclic compounds containing a pyrazolo[3,4-d]pyrimidine ring system, which consists of a pyrazole ring fused to and sharing exactly one nitrogen atom with a pyrimidine ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyrazolopyrimidines
Direct ParentPyrazolo[1,5-a]pyrimidines
Alternative ParentsPhenoxy compounds / Phenol ethers / Alkyl aryl ethers / Pyrimidines and pyrimidine derivatives / Pyridines and derivatives / Piperidines / Pyrazoles / Heteroaromatic compounds / Trialkylamines / Azacyclic compounds
SubstituentsPyrazolo[1,5-a]pyrimidine / Phenoxy compound / Phenol ether / Alkyl aryl ether / Monocyclic benzene moiety / Benzenoid / Pyrimidine / Pyridine / Piperidine / Azole
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorspiperidines, aromatic ether, pyridines, ring assembly, pyrazolopyrimidine (CHEBI:78510 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transmembrane receptor protein serine/threonine kinase activity
Specific Function:
On ligand binding, forms a receptor complex consisting of two type II and two type I transmembrane serine/threonine kinases. Type II receptors phosphorylate and activate type I receptors which autophosphorylate, then bind and activate SMAD transcriptional regulators. Receptor for activin. May be involved for left-right pattern formation during embryogenesis (By similarity).
Gene Name:
ACVR1
Uniprot ID:
Q04771
Molecular Weight:
57152.41 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:
Type i transforming growth factor beta receptor binding
Specific Function:
Keeps in an inactive conformation TGFBR1, the TGF-beta type I serine/threonine kinase receptor, preventing TGF-beta receptor activation in absence of ligand. Recruites SMAD7 to ACVR1B which prevents the association of SMAD2 and SMAD3 with the activin receptor complex, thereby blocking the activin signal. May modulate the RYR1 calcium channel activity. PPIases accelerate the folding of proteins....
Gene Name:
FKBP1A
Uniprot ID:
P62942
Molecular Weight:
11950.665 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 15:33 / Updated on June 11, 2017 21:19