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Identification
Name4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid
Accession NumberDB08191
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 314.3374
Monoisotopic: 314.105527702
Chemical FormulaC20H14N2O2
InChI KeyKSFDVNIKNYXUIP-UHFFFAOYSA-N
InChI
InChI=1S/C20H14N2O2/c23-20(24)15-8-6-14(7-9-15)18-12-22-19-17(18)10-16(11-21-19)13-4-2-1-3-5-13/h1-12H,(H,21,22)(H,23,24)
IUPAC Name
4-{5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl}benzoic acid
SMILES
OC(=O)C1=CC=C(C=C1)C1=CNC2=C1C=C(C=N2)C1=CC=CC=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassPyridines and Derivatives
SubclassPhenylpyridines
Direct parentPhenylpyridines
Alternative parentsPhenylpyrroles; Pyrrolopyridines; Benzoic Acids; Benzoyl Derivatives; Carboxylic Acids; Polyamines; Enolates
Substituentsbenzoic acid; benzoic acid or derivative; pyrrolopyridine; benzoyl; benzene; substituted pyrrole; pyrrole; enolate; polyamine; carboxylic acid derivative; carboxylic acid; organonitrogen compound
Classification descriptionThis compound belongs to the phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 1.0
Blood Brain Barrier + 0.9591
Caco-2 permeable - 0.7201
P-glycoprotein substrate Non-substrate 0.6981
P-glycoprotein inhibitor I Non-inhibitor 0.9695
P-glycoprotein inhibitor II Non-inhibitor 0.8347
Renal organic cation transporter Non-inhibitor 0.8742
CYP450 2C9 substrate Non-substrate 0.8074
CYP450 2D6 substrate Non-substrate 0.8501
CYP450 3A4 substrate Non-substrate 0.7869
CYP450 1A2 substrate Non-inhibitor 0.5119
CYP450 2C9 substrate Non-inhibitor 0.6951
CYP450 2D6 substrate Non-inhibitor 0.8846
CYP450 2C19 substrate Non-inhibitor 0.5607
CYP450 3A4 substrate Non-inhibitor 0.6856
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8354
Ames test Non AMES toxic 0.7842
Carcinogenicity Non-carcinogens 0.9208
Biodegradation Not ready biodegradable 0.8875
Rat acute toxicity 2.7191 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9895
hERG inhibition (predictor II) Non-inhibitor 0.9036
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility2.25e-03 g/lALOGPS
logP4.25ALOGPS
logP3.68ChemAxon
logS-5.2ALOGPS
pKa (strongest acidic)4.25ChemAxon
pKa (strongest basic)3.63ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count2ChemAxon
polar surface area65.98ChemAxon
rotatable bond count3ChemAxon
refractivity92.47ChemAxon
polarizability33.97ChemAxon
number of rings4ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound11544170
PubChem Substance99444662
ChemSpider9718949
HETMMG
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Serine/threonine-protein kinase Sgk1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Serine/threonine-protein kinase Sgk1 O00141 Details

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

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Drug created on September 15, 2010 15:29 / Updated on September 16, 2013 18:08