Identification
- Generic Name
- (1-Benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid
- DrugBank Accession Number
- DB03121
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for (1-Benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid (DB03121)
- Weight
- Average: 309.3591
Monoisotopic: 309.136493479 - Chemical Formula
- C19H19NO3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPhospholipase A2, membrane associated 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.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 indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Indolyl carboxylic acids and derivatives
- Direct Parent
- Indole-3-acetic acid derivatives
- Alternative Parents
- N-alkylindoles / 3-alkylindoles / Anisoles / Alkyl aryl ethers / Substituted pyrroles / Benzene and substituted derivatives / Heteroaromatic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds show 5 more
- Substituents
- 3-alkylindole / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Ether show 15 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 59283-35-1
- InChI Key
- ZEKCBTQHDTUHRJ-UHFFFAOYSA-N
- InChI
- InChI=1S/C19H19NO3/c1-13-16(11-19(21)22)17-10-15(23-2)8-9-18(17)20(13)12-14-6-4-3-5-7-14/h3-10H,11-12H2,1-2H3,(H,21,22)
- IUPAC Name
- 2-(1-benzyl-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid
- SMILES
- COC1=CC2=C(C=C1)N(CC1=CC=CC=C1)C(C)=C2CC(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 1372
- PubChem Substance
- 46505875
- ChemSpider
- 1331
- BindingDB
- 50055737
- ChEMBL
- CHEMBL148756
- ZINC
- ZINC000001685326
- PDBe Ligand
- I3N
- PDB Entries
- 1dcy
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 0.0101 mg/mL ALOGPS logP 3.82 ALOGPS logP 3.7 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 4.43 Chemaxon pKa (Strongest Basic) -4.8 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 51.46 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 89.57 m3·mol-1 Chemaxon Polarizability 33.54 Å3 Chemaxon Number of Rings 3 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 + 0.9956 Blood Brain Barrier + 0.9693 Caco-2 permeable + 0.7814 P-glycoprotein substrate Non-substrate 0.5087 P-glycoprotein inhibitor I Non-inhibitor 0.7332 P-glycoprotein inhibitor II Non-inhibitor 0.6728 Renal organic cation transporter Non-inhibitor 0.5469 CYP450 2C9 substrate Non-substrate 0.7492 CYP450 2D6 substrate Non-substrate 0.5889 CYP450 3A4 substrate Substrate 0.5764 CYP450 1A2 substrate Inhibitor 0.8883 CYP450 2C9 inhibitor Non-inhibitor 0.5897 CYP450 2D6 inhibitor Non-inhibitor 0.8141 CYP450 2C19 inhibitor Inhibitor 0.7365 CYP450 3A4 inhibitor Non-inhibitor 0.5916 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7091 Ames test Non AMES toxic 0.6564 Carcinogenicity Non-carcinogens 0.9429 Biodegradation Not ready biodegradable 0.9521 Rat acute toxicity 2.6349 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9359 hERG inhibition (predictor II) Non-inhibitor 0.7355
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Phospholipid binding
- Specific Function
- Thought to participate in the regulation of the phospholipid metabolism in biomembranes including eicosanoid biosynthesis. Catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-ph...
- Gene Name
- PLA2G2A
- Uniprot ID
- P14555
- Uniprot Name
- Phospholipase A2, membrane associated
- Molecular Weight
- 16082.525 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52