(5-phenyl-7-(pyridin-3-ylmethylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methanol

Identification

Generic Name
(5-phenyl-7-(pyridin-3-ylmethylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methanol
DrugBank Accession Number
DB06983
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 331.3712
Monoisotopic: 331.143310191
Chemical Formula
C19H17N5O
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 2Not 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 phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazines
Sub Class
Pyrimidines and pyrimidine derivatives
Direct Parent
Phenylpyrimidines
Alternative Parents
Pyrazolo[1,5-a]pyrimidines / Secondary alkylarylamines / Aminopyrimidines and derivatives / Pyridines and derivatives / Benzene and substituted derivatives / Pyrazoles / Heteroaromatic compounds / Azacyclic compounds / Primary alcohols / Organopnictogen compounds
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Substituents
4-phenylpyrimidine / 5-phenylpyrimidine / Alcohol / Amine / Aminopyrimidine / Aromatic alcohol / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RBLKWWBHDUBPFN-UHFFFAOYSA-N
InChI
InChI=1S/C19H17N5O/c25-13-16-12-22-24-18(21-11-14-5-4-8-20-10-14)9-17(23-19(16)24)15-6-2-1-3-7-15/h1-10,12,21,25H,11,13H2
IUPAC Name
(5-phenyl-7-{[(pyridin-3-yl)methyl]amino}pyrazolo[1,5-a]pyrimidin-3-yl)methanol
SMILES
OCC1=C2N=C(C=C(NCC3=CN=CC=C3)N2N=C1)C1=CC=CC=C1

References

General References
Not Available
PubChem Compound
21066379
PubChem Substance
99443454
ChemSpider
19872882
ChEMBL
CHEMBL400520
ZINC
ZINC000028958754
PDBe Ligand
2SC
PDB Entries
2r3o

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 Solubility0.0308 mg/mLALOGPS
logP2.47ALOGPS
logP1.99Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)14.54Chemaxon
pKa (Strongest Basic)4.82Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area75.34 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity107.26 m3·mol-1Chemaxon
Polarizability36.33 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9969
Blood Brain Barrier+0.961
Caco-2 permeable-0.5431
P-glycoprotein substrateNon-substrate0.6464
P-glycoprotein inhibitor INon-inhibitor0.9216
P-glycoprotein inhibitor IIInhibitor0.7636
Renal organic cation transporterNon-inhibitor0.6794
CYP450 2C9 substrateNon-substrate0.832
CYP450 2D6 substrateNon-substrate0.8218
CYP450 3A4 substrateNon-substrate0.7127
CYP450 1A2 substrateInhibitor0.8769
CYP450 2C9 inhibitorNon-inhibitor0.8173
CYP450 2D6 inhibitorNon-inhibitor0.8617
CYP450 2C19 inhibitorNon-inhibitor0.64
CYP450 3A4 inhibitorNon-inhibitor0.8417
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6044
Ames testAMES toxic0.5235
CarcinogenicityNon-carcinogens0.6586
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4350 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8336
hERG inhibition (predictor II)Non-inhibitor0.7033
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

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle; essential for meiosis, but dispensable for mitosis. Phosphorylates CTNNB1, USP37, p53/TP53, NPM1, CDK7, RB1, BRCA2, MYC, N...
Gene Name
CDK2
Uniprot ID
P24941
Uniprot Name
Cyclin-dependent kinase 2
Molecular Weight
33929.215 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 21:18 / Updated at June 12, 2020 16:52