4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid
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Identification
- Generic Name
- 4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid
- DrugBank Accession Number
- DB08191
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 314.3374
Monoisotopic: 314.105527702 - Chemical Formula
- C20H14N2O2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism USerine/threonine-protein kinase Sgk1 Not Available Humans - 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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
- Phenylpyrroles / Pyrrolopyridines / Benzoic acids / Benzoyl derivatives / Heteroaromatic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds show 3 more
- Substituents
- 3-phenylpyridine / 3-phenylpyrrole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzoic acid / Benzoic acid or derivatives / Benzoyl / Carboxylic acid / Carboxylic acid derivative show 13 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
- KSFDVNIKNYXUIP-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
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11544170
- PubChem Substance
- 99444662
- ChemSpider
- 9718949
- BindingDB
- 50296003
- ChEMBL
- CHEMBL550795
- ZINC
- ZINC000034658192
- PDBe Ligand
- MMG
- PDB Entries
- 3hdm
Clinical Trials
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
Property Value Source Water Solubility 0.00225 mg/mL ALOGPS logP 4.25 ALOGPS logP 3.89 Chemaxon logS -5.2 ALOGPS pKa (Strongest Acidic) 4.05 Chemaxon pKa (Strongest Basic) 2.92 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 65.98 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 92.47 m3·mol-1 Chemaxon Polarizability 33.97 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - 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 inhibitor Non-inhibitor 0.6951 CYP450 2D6 inhibitor Non-inhibitor 0.8846 CYP450 2C19 inhibitor Non-inhibitor 0.5607 CYP450 3A4 inhibitor 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
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-01w1-0191000000-50351dc1291cf10ad6d5 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-014j-0079000000-c9f9d3fe04cebcb67316 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-03xr-0059000000-f158eceb469cc1a3aeee Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0091000000-0da17d2d8fcf3ea94784 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0092000000-82d42ac9eae25d9486c5 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0002-0091000000-0fd40335efb514ebca97 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0090000000-c7921fc1aa86ec6660ef Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 174.92406 predictedDeepCCS 1.0 (2019) [M+H]+ 177.28206 predictedDeepCCS 1.0 (2019) [M+Na]+ 184.23473 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsSerine/threonine-protein kinase Sgk1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Sodium channel regulator activity
- Specific Function
- Serine/threonine-protein kinase which is involved in the regulation of a wide variety of ion channels, membrane transporters, cellular enzymes, transcription factors, neuronal excitability, cell gr...
- Gene Name
- SGK1
- Uniprot ID
- O00141
- Uniprot Name
- Serine/threonine-protein kinase Sgk1
- Molecular Weight
- 48941.96 Da
References
- 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 21:29 / Updated at June 12, 2020 16:52