9-benzyl-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid
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Identification
- Generic Name
- 9-benzyl-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid
- DrugBank Accession Number
- DB07283
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 305.3704
Monoisotopic: 305.141578857 - Chemical Formula
- C20H19NO2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- 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 carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Carbazoles
- Direct Parent
- Carbazoles
- Alternative Parents
- N-alkylindoles / 3-alkylindoles / Substituted pyrroles / Benzene and substituted derivatives / Vinylogous amides / Heteroaromatic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds show 4 more
- Substituents
- 3-alkylindole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbazole / Carboxylic acid / 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
- VDOXYKGIKBUISK-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H19NO2/c22-20(23)17-11-6-10-16-15-9-4-5-12-18(15)21(19(16)17)13-14-7-2-1-3-8-14/h1-3,6-8,10-11H,4-5,9,12-13H2,(H,22,23)
- IUPAC Name
- 9-benzyl-2,3,4,9-tetrahydro-1H-carbazole-8-carboxylic acid
- SMILES
- OC(=O)C1=C2N(CC3=CC=CC=C3)C3=C(CCCC3)C2=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 10017976
- PubChem Substance
- 99443754
- ChemSpider
- 8193549
- BindingDB
- 50247987
- ChEMBL
- CHEMBL452596
- ZINC
- ZINC000039795248
- PDBe Ligand
- 8CA
- PDB Entries
- 3fr2
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 0.00529 mg/mL ALOGPS logP 4.22 ALOGPS logP 4.89 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 3.53 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 42.23 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 91.42 m3·mol-1 Chemaxon Polarizability 33.97 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 + 0.9933 Blood Brain Barrier + 0.9769 Caco-2 permeable - 0.5834 P-glycoprotein substrate Non-substrate 0.697 P-glycoprotein inhibitor I Non-inhibitor 0.8524 P-glycoprotein inhibitor II Inhibitor 0.5911 Renal organic cation transporter Inhibitor 0.6795 CYP450 2C9 substrate Non-substrate 0.7512 CYP450 2D6 substrate Non-substrate 0.6042 CYP450 3A4 substrate Non-substrate 0.6219 CYP450 1A2 substrate Inhibitor 0.6102 CYP450 2C9 inhibitor Non-inhibitor 0.6464 CYP450 2D6 inhibitor Non-inhibitor 0.8912 CYP450 2C19 inhibitor Non-inhibitor 0.8117 CYP450 3A4 inhibitor Non-inhibitor 0.8643 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6119 Ames test Non AMES toxic 0.5518 Carcinogenicity Non-carcinogens 0.9517 Biodegradation Not ready biodegradable 0.8554 Rat acute toxicity 2.5075 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8134 hERG inhibition (predictor II) Non-inhibitor 0.7066
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0029000000-d3bb6503ec2269b88b78 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0w29-0049000000-c67aff45e88632228b8b Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0029000000-26758199230c15c380b7 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-014i-0900000000-292f44befadaa8b25696 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-052f-9412000000-b4debffe544238d978a0 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-015i-1890000000-7ec59f6894fdffdff794 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]- 174.3146 predictedDeepCCS 1.0 (2019) [M+H]+ 176.6726 predictedDeepCCS 1.0 (2019) [M+Na]+ 183.32022 predictedDeepCCS 1.0 (2019)
Carriers
1. DetailsFatty acid-binding protein, adipocyte
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Transporter activity
- Specific Function
- Lipid transport protein in adipocytes. Binds both long chain fatty acids and retinoic acid. Delivers long-chain fatty acids and retinoic acid to their cognate receptors in the nucleus (By similarity).
- Gene Name
- FABP4
- Uniprot ID
- P15090
- Uniprot Name
- Fatty acid-binding protein, adipocyte
- Molecular Weight
- 14718.815 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 21:20 / Updated at June 12, 2020 16:52