Identification
Name1-Benzyl-5-Methoxy-2-Methyl-1h-Indol-3-Yl)-Acetic Acid
Accession NumberDB03121  (EXPT01810)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 309.3591
Monoisotopic: 309.136493479
Chemical FormulaC19H19NO3
InChI KeyZEKCBTQHDTUHRJ-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
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Phospholipase A2, membrane associatedProteinunknownNot AvailableHumanP14555 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0101 mg/mLALOGPS
logP3.82ALOGPS
logP3.7ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)4.45ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area51.46 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity89.57 m3·mol-1ChemAxon
Polarizability33.54 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9956
Blood Brain Barrier+0.9693
Caco-2 permeable+0.7814
P-glycoprotein substrateNon-substrate0.5087
P-glycoprotein inhibitor INon-inhibitor0.7332
P-glycoprotein inhibitor IINon-inhibitor0.6728
Renal organic cation transporterNon-inhibitor0.5469
CYP450 2C9 substrateNon-substrate0.7492
CYP450 2D6 substrateNon-substrate0.5889
CYP450 3A4 substrateSubstrate0.5764
CYP450 1A2 substrateInhibitor0.8883
CYP450 2C9 inhibitorNon-inhibitor0.5897
CYP450 2D6 inhibitorNon-inhibitor0.8141
CYP450 2C19 inhibitorInhibitor0.7365
CYP450 3A4 inhibitorNon-inhibitor0.5916
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7091
Ames testNon AMES toxic0.6564
CarcinogenicityNon-carcinogens0.9429
BiodegradationNot ready biodegradable0.9521
Rat acute toxicity2.6349 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9359
hERG inhibition (predictor II)Non-inhibitor0.7355
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassIndoles and derivatives
Direct ParentIndole-3-acetic acid derivatives
Alternative ParentsN-alkylindoles / 3-alkylindoles / Anisoles / Alkyl aryl ethers / Substituted pyrroles / Benzene and substituted derivatives / Heteroaromatic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds
SubstituentsIndole-3-acetic acid derivative / N-alkylindole / 3-alkylindole / Indole / Anisole / Alkyl aryl ether / Monocyclic benzene moiety / Benzenoid / Substituted pyrrole / Heteroaromatic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
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-phosphoglycerides.
Gene Name:
PLA2G2A
Uniprot ID:
P14555
Molecular Weight:
16082.525 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. 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. [PubMed:17016423 ]
  3. 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:10592235 ]
Drug created on June 13, 2005 07:24 / Updated on June 11, 2017 20:44