3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one
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Identification
- Generic Name
- 3-({[(3S)-3,4-dihydroxybutyl]oxy}amino)-1H,2'H-2,3'-biindol-2'-one
- DrugBank Accession Number
- DB07676
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 365.3826
Monoisotopic: 365.137556111 - Chemical Formula
- C20H19N3O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGlycogen synthase kinase-3 beta Not Available Humans UCalcium/calmodulin-dependent protein kinase type IV 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 indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Indoles
- Direct Parent
- Indoles
- Alternative Parents
- Substituted pyrroles / Benzenoids / Heteroaromatic compounds / Secondary alcohols / N-acylimines / 1,2-diols / N-organohydroxylamines / Carboxylic acids and derivatives / Azacyclic compounds / Primary alcohols show 4 more
- Substituents
- 1,2-diol / Alcohol / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Indole show 12 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
- CKLAPOFDFZKCPB-LBPRGKRZSA-N
- InChI
- InChI=1S/C20H19N3O4/c24-11-12(25)9-10-27-23-18-14-6-2-4-8-16(14)21-19(18)17-13-5-1-3-7-15(13)22-20(17)26/h1-8,12,21,23-25H,9-11H2/t12-/m0/s1
- IUPAC Name
- 3-{[(3S)-3,4-dihydroxybutoxy]amino}-1H,2'H-[2,3'-biindol]-2'-one
- SMILES
- OC[C@@H](O)CCONC1=C(NC2=CC=CC=C12)C1=C2C=CC=CC2=NC1=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 24894167
- PubChem Substance
- 99444147
- ChemSpider
- 25057812
- ZINC
- ZINC000033943519
- PDBe Ligand
- DRK
- PDB Entries
- 3eb0
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 0.076 mg/mL ALOGPS logP 2.6 ALOGPS logP 1.09 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 14.18 Chemaxon pKa (Strongest Basic) 0.097 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 106.94 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 104.94 m3·mol-1 Chemaxon Polarizability 38.96 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 Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9582 Blood Brain Barrier + 0.6263 Caco-2 permeable - 0.6602 P-glycoprotein substrate Substrate 0.7039 P-glycoprotein inhibitor I Non-inhibitor 0.726 P-glycoprotein inhibitor II Non-inhibitor 0.7865 Renal organic cation transporter Non-inhibitor 0.7608 CYP450 2C9 substrate Non-substrate 0.84 CYP450 2D6 substrate Non-substrate 0.8046 CYP450 3A4 substrate Substrate 0.6097 CYP450 1A2 substrate Non-inhibitor 0.5931 CYP450 2C9 inhibitor Non-inhibitor 0.7184 CYP450 2D6 inhibitor Non-inhibitor 0.8365 CYP450 2C19 inhibitor Non-inhibitor 0.6061 CYP450 3A4 inhibitor Inhibitor 0.6258 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5735 Ames test AMES toxic 0.5242 Carcinogenicity Non-carcinogens 0.8388 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.4865 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9691 hERG inhibition (predictor II) Inhibitor 0.7013
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-0009000000-b972acceb48b23f9b9e4 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-0090000000-450c58ff822dbafb18e4 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-0049000000-84c3716959ac6a30645d Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-08fr-0090000000-39263de54cd3abeee4f5 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-4390000000-700679ab3b9a936ed732 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-052b-2960000000-f270bf45b7ca37095102 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]- 179.28792 predictedDeepCCS 1.0 (2019) [M+H]+ 181.66393 predictedDeepCCS 1.0 (2019) [M+Na]+ 188.7936 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsGlycogen synthase kinase-3 beta
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Constitutively active protein kinase that acts as a negative regulator in the hormonal control of glucose homeostasis, Wnt signaling and regulation of transcription factors and microtubules, by pho...
- Gene Name
- GSK3B
- Uniprot ID
- P49841
- Uniprot Name
- Glycogen synthase kinase-3 beta
- Molecular Weight
- 46743.865 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]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Calmodulin-dependent protein kinase activity
- Specific Function
- Calcium/calmodulin-dependent protein kinase that operates in the calcium-triggered CaMKK-CaMK4 signaling cascade and regulates, mainly by phosphorylation, the activity of several transcription acti...
- Gene Name
- CAMK4
- Uniprot ID
- Q16566
- Uniprot Name
- Calcium/calmodulin-dependent protein kinase type IV
- Molecular Weight
- 51925.05 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 21:24 / Updated at June 12, 2020 16:52