3-bromo-5-phenyl-N-(pyrimidin-5-ylmethyl)pyrazolo[1,5-a]pyridin-7-amine

Identification

Generic Name
3-bromo-5-phenyl-N-(pyrimidin-5-ylmethyl)pyrazolo[1,5-a]pyridin-7-amine
DrugBank Accession Number
DB08536
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 380.241
Monoisotopic: 379.04325812
Chemical Formula
C18H14BrN5
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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 phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Phenylpyridines
Direct Parent
Phenylpyridines
Alternative Parents
Pyrazolopyridines / Secondary alkylarylamines / Aminopyridines and derivatives / Pyrimidines and pyrimidine derivatives / Benzene and substituted derivatives / Aryl bromides / Pyrazoles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds
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Substituents
4-phenylpyridine / Amine / Aminopyridine / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Azacycle / Azole / Benzenoid / Heteroaromatic compound
show 12 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
IBUPHWYGVDAASU-UHFFFAOYSA-N
InChI
InChI=1S/C18H14BrN5/c19-16-11-23-24-17(16)6-15(14-4-2-1-3-5-14)7-18(24)22-10-13-8-20-12-21-9-13/h1-9,11-12,22H,10H2
IUPAC Name
3-bromo-5-phenyl-N-[(pyrimidin-5-yl)methyl]pyrazolo[1,5-a]pyridin-7-amine
SMILES
BrC1=C2C=C(C=C(NCC3=CN=CN=C3)N2N=C1)C1=CC=CC=C1

References

General References
Not Available
PubChem Compound
10317619
PubChem Substance
99445007
ChemSpider
8493083
ZINC
ZINC000024930139
PDBe Ligand
SCQ
PDB Entries
2r3k

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 Solubility0.00577 mg/mLALOGPS
logP3.09ALOGPS
logP3.28Chemaxon
logS-4.8ALOGPS
pKa (Strongest Basic)1.49Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area55.11 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity109.46 m3·mol-1Chemaxon
Polarizability36.51 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9738
Caco-2 permeable+0.5662
P-glycoprotein substrateNon-substrate0.7116
P-glycoprotein inhibitor INon-inhibitor0.8086
P-glycoprotein inhibitor IIInhibitor0.8398
Renal organic cation transporterNon-inhibitor0.5736
CYP450 2C9 substrateNon-substrate0.8775
CYP450 2D6 substrateNon-substrate0.8607
CYP450 3A4 substrateNon-substrate0.5482
CYP450 1A2 substrateInhibitor0.9545
CYP450 2C9 inhibitorInhibitor0.5631
CYP450 2D6 inhibitorNon-inhibitor0.7285
CYP450 2C19 inhibitorInhibitor0.8645
CYP450 3A4 inhibitorNon-inhibitor0.563
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9397
Ames testNon AMES toxic0.5916
CarcinogenicityNon-carcinogens0.7558
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.3801 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8831
hERG inhibition (predictor II)Non-inhibitor0.6936
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-MSsplash10-0w2c-4069000000-ad2ad73da05118efbff7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-913c1307270f26e8f192
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-4009000000-729dac1935ace0045b4e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-327a15ee8c47e0374e70
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-ef2cb31617073e7e9316
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-8110bc3f432feca0550e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fk9-0095000000-fcce3f3167af3a9cbb3f
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]-174.02739
predicted
DeepCCS 1.0 (2019)
[M+H]+176.38538
predicted
DeepCCS 1.0 (2019)
[M+Na]+183.85576
predicted
DeepCCS 1.0 (2019)

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 21:32 / Updated at June 12, 2020 16:52