Identification
- Generic Name
- 3-(1H-indol-3-yl)-4-{1-[2-(1-methylpyrrolidin-2-yl)ethyl]-1H-indol-3-yl}-1H-pyrrole-2,5-dione
- DrugBank Accession Number
- DB07458
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 3-(1H-indol-3-yl)-4-{1-[2-(1-methylpyrrolidin-2-yl)ethyl]-1H-indol-3-yl}-1H-pyrrole-2,5-dione (DB07458)
- Weight
- Average: 438.5209
Monoisotopic: 438.205576096 - Chemical Formula
- C27H26N4O2
- 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 UcAMP-dependent protein kinase catalytic subunit alpha 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 n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- N-alkylindoles
- Direct Parent
- N-alkylindoles
- Alternative Parents
- Indoles / Maleimides / Benzenoids / Substituted pyrroles / N-alkylpyrrolidines / Dicarboximides / Heteroaromatic compounds / Pyrrolines / N-unsubstituted carboxylic acid imides / Amino acids and derivatives show 6 more
- Substituents
- Amine / Amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid derivative / Carboxylic acid imide / Carboxylic acid imide, n-unsubstituted / Dicarboximide show 18 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- indoles, N-alkylpyrrolidine, maleimides (CHEBI:41097)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- LBFDERUQORUFIN-KRWDZBQOSA-N
- InChI
- InChI=1S/C27H26N4O2/c1-30-13-6-7-17(30)12-14-31-16-21(19-9-3-5-11-23(19)31)25-24(26(32)29-27(25)33)20-15-28-22-10-4-2-8-18(20)22/h2-5,8-11,15-17,28H,6-7,12-14H2,1H3,(H,29,32,33)/t17-/m0/s1
- IUPAC Name
- 5-hydroxy-4-(1H-indol-3-yl)-3-(1-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1H-indol-3-yl)-2H-pyrrol-2-one
- SMILES
- [H]N1C=C(C2=CC=CC=C12)C1=C(C(=O)N([H])C1=O)C1=CN(CC[C@@H]2CCCN2C)C2=CC=CC=C12
References
- General References
- Not Available
- External Links
- PubChem Compound
- 448642
- PubChem Substance
- 99443929
- ChemSpider
- 395378
- ZINC
- ZINC000003871740
- PDBe Ligand
- BI4
- PDB Entries
- 1szm / 3orz / 3otu
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 0.00428 mg/mL ALOGPS logP 4.5 ALOGPS logP 1.32 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 5.34 Chemaxon pKa (Strongest Basic) 9.36 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 73.62 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 129.74 m3·mol-1 Chemaxon Polarizability 48.68 Å3 Chemaxon Number of Rings 6 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 + 0.9594 Caco-2 permeable - 0.573 P-glycoprotein substrate Substrate 0.7837 P-glycoprotein inhibitor I Inhibitor 0.6842 P-glycoprotein inhibitor II Inhibitor 0.8894 Renal organic cation transporter Inhibitor 0.64 CYP450 2C9 substrate Non-substrate 0.8209 CYP450 2D6 substrate Non-substrate 0.7329 CYP450 3A4 substrate Substrate 0.6757 CYP450 1A2 substrate Inhibitor 0.6463 CYP450 2C9 inhibitor Non-inhibitor 0.7202 CYP450 2D6 inhibitor Non-inhibitor 0.9145 CYP450 2C19 inhibitor Non-inhibitor 0.8474 CYP450 3A4 inhibitor Inhibitor 0.7876 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6165 Ames test Non AMES toxic 0.6649 Carcinogenicity Non-carcinogens 0.9284 Biodegradation Not ready biodegradable 0.9945 Rat acute toxicity 2.9121 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7962 hERG inhibition (predictor II) Inhibitor 0.6638
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Phosphorylates a large number of substrates in the cytoplasm and the nucleus. Regulates the abundance of compartmentalized pools of its regulatory subunits through phosphorylation of PJA2 which bin...
- Gene Name
- PRKACA
- Uniprot ID
- P17612
- Uniprot Name
- cAMP-dependent protein kinase catalytic subunit alpha
- Molecular Weight
- 40589.38 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 21:21 / Updated at June 12, 2020 16:52