8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide
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Identification
- Generic Name
- 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-e]indole-7-carboxamide
- DrugBank Accession Number
- DB08365
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 476.708
Monoisotopic: 474.993446337 - Chemical Formula
- C20H15BrClN3O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UWee1-like protein kinase 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 pyrroloindoles. These are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Pyrroloindoles
- Direct Parent
- Pyrroloindoles
- Alternative Parents
- Indolecarboxamides and derivatives / Phthalimides / N-alkylindoles / Indoles / 2-heteroaryl carboxamides / Pyrrole carboxamides / N-acylethanolamines / Chlorobenzenes / Aryl bromides / Aryl chlorides show 12 more
- Substituents
- 2-heteroaryl carboxamide / Alcohol / Alkanolamine / Aromatic heteropolycyclic compound / Aryl bromide / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Carboxamide group show 35 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
- XUAHLMVOYLUYSB-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)
- IUPAC Name
- 8-bromo-4-(2-chlorophenyl)-N-(2-hydroxyethyl)-6-methyl-1,3-dioxo-1H,2H,3H,6H-pyrrolo[3,4-e]indole-7-carboxamide
- SMILES
- CN1C2=C(C(Br)=C1C(=O)NCCO)C1=C(C(=O)NC1=O)C(=C2)C1=C(Cl)C=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11691442
- PubChem Substance
- 99444836
- ChemSpider
- 9866169
- ZINC
- ZINC000038256084
- PDBe Ligand
- P91
- PDB Entries
- 3cqe
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 0.00731 mg/mL ALOGPS logP 3.13 ALOGPS logP 2.34 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 8.01 Chemaxon pKa (Strongest Basic) -1.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 100.43 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 113.01 m3·mol-1 Chemaxon Polarizability 43.89 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 + 0.982 Blood Brain Barrier - 0.6795 Caco-2 permeable - 0.6611 P-glycoprotein substrate Substrate 0.7333 P-glycoprotein inhibitor I Non-inhibitor 0.9732 P-glycoprotein inhibitor II Non-inhibitor 0.9129 Renal organic cation transporter Non-inhibitor 0.7669 CYP450 2C9 substrate Non-substrate 0.768 CYP450 2D6 substrate Non-substrate 0.8269 CYP450 3A4 substrate Substrate 0.5226 CYP450 1A2 substrate Non-inhibitor 0.6477 CYP450 2C9 inhibitor Non-inhibitor 0.5377 CYP450 2D6 inhibitor Non-inhibitor 0.869 CYP450 2C19 inhibitor Non-inhibitor 0.7797 CYP450 3A4 inhibitor Inhibitor 0.6519 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6686 Ames test Non AMES toxic 0.7773 Carcinogenicity Non-carcinogens 0.7845 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.4752 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9386 hERG inhibition (predictor II) Inhibitor 0.6513
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0000900000-4114c108ecd4cc01004c Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00b9-2000900000-26f2a2a620110102d1b6 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-00ac-8005900000-e479c9a1c04078850e05 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0000900000-83f61495a3317d00d486 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0005900000-f1d3fd7752d981c44fc6 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-003r-9000200000-ad0a6ea41ad9dcf20ac7 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]- 197.83574 predictedDeepCCS 1.0 (2019) [M+H]+ 200.19374 predictedDeepCCS 1.0 (2019) [M+Na]+ 207.08714 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsWee1-like protein kinase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein tyrosine kinase activity
- Specific Function
- Acts as a negative regulator of entry into mitosis (G2 to M transition) by protecting the nucleus from cytoplasmically activated cyclin B1-complexed CDK1 before the onset of mitosis by mediating ph...
- Gene Name
- WEE1
- Uniprot ID
- P30291
- Uniprot Name
- Wee1-like protein kinase
- Molecular Weight
- 71596.655 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 21:31 / Updated at June 12, 2020 16:52