6-(5-BROMO-2-HYDROXYPHENYL)-2-OXO-4-PHENYL-1,2-DIHYDROPYRIDINE-3-CARBONITRILE

Identification

Generic Name
6-(5-BROMO-2-HYDROXYPHENYL)-2-OXO-4-PHENYL-1,2-DIHYDROPYRIDINE-3-CARBONITRILE
DrugBank Accession Number
DB08705
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 367.196
Monoisotopic: 366.000390253
Chemical Formula
C18H11BrN2O2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase pim-1Not 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
P-bromophenols / 3-pyridinecarbonitriles / Pyridinones / 1-hydroxy-2-unsubstituted benzenoids / Bromobenzenes / Dihydropyridines / Aryl bromides / Heteroaromatic compounds / Lactams / Nitriles
show 6 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-phenylpyridine / 3-pyridinecarbonitrile / 4-bromophenol / 4-halophenol / 4-phenylpyridine / Aromatic heteromonocyclic compound / Aryl bromide / Aryl halide / Azacycle
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
nitrile, ring assembly, pyridone, bromophenol (CHEBI:86453)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
SVSYJTYGPLVUOZ-UHFFFAOYSA-N
InChI
InChI=1S/C18H11BrN2O2/c19-12-6-7-17(22)14(8-12)16-9-13(11-4-2-1-3-5-11)15(10-20)18(23)21-16/h1-9,22H,(H,21,23)
IUPAC Name
6-(5-bromo-2-hydroxyphenyl)-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile
SMILES
OC1=C(C=C(Br)C=C1)C1=CC(C2=CC=CC=C2)=C(C#N)C(=O)N1

References

General References
Not Available
PubChem Compound
1235170
PubChem Substance
99445176
ChemSpider
1038066
BindingDB
26673
ChEBI
86453
ChEMBL
CHEMBL391586
ZINC
ZINC000001017885
PDBe Ligand
VRV
PDB Entries
2obj

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 Solubility0.00567 mg/mLALOGPS
logP4.01ALOGPS
logP3.11Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)6.87Chemaxon
pKa (Strongest Basic)-5.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area73.12 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity92.76 m3·mol-1Chemaxon
Polarizability33.75 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9899
Blood Brain Barrier+0.9136
Caco-2 permeable-0.5125
P-glycoprotein substrateNon-substrate0.8071
P-glycoprotein inhibitor INon-inhibitor0.8715
P-glycoprotein inhibitor IINon-inhibitor0.8298
Renal organic cation transporterNon-inhibitor0.8774
CYP450 2C9 substrateNon-substrate0.7841
CYP450 2D6 substrateNon-substrate0.8194
CYP450 3A4 substrateNon-substrate0.5805
CYP450 1A2 substrateInhibitor0.9162
CYP450 2C9 inhibitorInhibitor0.5
CYP450 2D6 inhibitorNon-inhibitor0.7859
CYP450 2C19 inhibitorNon-inhibitor0.6844
CYP450 3A4 inhibitorInhibitor0.6083
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5747
Ames testNon AMES toxic0.8579
CarcinogenicityNon-carcinogens0.8877
BiodegradationNot ready biodegradable0.9946
Rat acute toxicity2.3155 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9944
hERG inhibition (predictor II)Non-inhibitor0.7664
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-MSsplash10-016r-0209000000-1c1b97c2e02b6f96188d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0009000000-fb189c142adb489df01b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-9170cdc336181f0a2f58
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0009000000-2baca96211c13a18f770
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-e5eec9bd9b73ba7e8fcf
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014r-0594000000-6c6bb471c293a47def50
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-9253000000-a756a187eb2d6683d2db
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]-169.79971
predicted
DeepCCS 1.0 (2019)
[M+H]+172.1577
predicted
DeepCCS 1.0 (2019)
[M+Na]+179.16055
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Transcription factor binding
Specific Function
Proto-oncogene with serine/threonine kinase activity involved in cell survival and cell proliferation and thus providing a selective advantage in tumorigenesis. Exerts its oncogenic activity throug...
Gene Name
PIM1
Uniprot ID
P11309
Uniprot Name
Serine/threonine-protein kinase pim-1
Molecular Weight
45411.905 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 21:34 / Updated at June 12, 2020 16:52