Identification
- Generic Name
- 5-methylbenzimidazole
- DrugBank Accession Number
- DB03177
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 5-methylbenzimidazole (DB03177)
- Weight
- Average: 132.1625
Monoisotopic: 132.068748266 - Chemical Formula
- C8H8N2
- Synonyms
- 5-methyl-1H-benzimidazole
- 6-methyl-1H-benzimidazole
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 UNicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Benzimidazoles
- Sub Class
- Not Available
- Direct Parent
- Benzimidazoles
- Alternative Parents
- Benzenoids / Imidazoles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Hydrocarbon derivatives
- Substituents
- Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Benzimidazole / Heteroaromatic compound / Hydrocarbon derivative / Imidazole / Organic nitrogen compound / Organonitrogen compound
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- imidazoles (CHEBI:40205)
- Affected organisms
- Mycobacterium
Chemical Identifiers
- UNII
- R56855UC8Y
- CAS number
- 614-97-1
- InChI Key
- RWXZXCZBMQPOBF-UHFFFAOYSA-N
- InChI
- InChI=1S/C8H8N2/c1-6-2-3-7-8(4-6)10-5-9-7/h2-5H,1H3,(H,9,10)
- IUPAC Name
- 6-methyl-1H-1,3-benzodiazole
- SMILES
- CC1=CC2=C(C=C1)N=CN2
References
- General References
- Klimesova V, Koci J, Waisser K, Kaustova J: New benzimidazole derivatives as antimycobacterial agents. Farmaco. 2002 Apr;57(4):259-65. [Article]
- External Links
- PubChem Compound
- 11979
- PubChem Substance
- 46504795
- ChemSpider
- 11484
- BindingDB
- 50208880
- ChEBI
- 40205
- ChEMBL
- CHEMBL157729
- ZINC
- ZINC000005988533
- PDBe Ligand
- 5MB
- PDB Entries
- 1jhm
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 114-117 °C PhysProp boiling point (°C) 169-172 °C at 1.00E+00 mm Hg PhysProp - Predicted Properties
Property Value Source Water Solubility 6.8 mg/mL ALOGPS logP 1.82 ALOGPS logP 1.77 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 12.46 Chemaxon pKa (Strongest Basic) 6 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 28.68 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 40.01 m3·mol-1 Chemaxon Polarizability 14.4 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.973 Caco-2 permeable - 0.7734 P-glycoprotein substrate Non-substrate 0.6465 P-glycoprotein inhibitor I Non-inhibitor 0.9403 P-glycoprotein inhibitor II Non-inhibitor 0.9493 Renal organic cation transporter Non-inhibitor 0.7988 CYP450 2C9 substrate Non-substrate 0.8096 CYP450 2D6 substrate Non-substrate 0.9043 CYP450 3A4 substrate Non-substrate 0.8003 CYP450 1A2 substrate Inhibitor 0.6848 CYP450 2C9 inhibitor Non-inhibitor 0.8643 CYP450 2D6 inhibitor Non-inhibitor 0.8222 CYP450 2C19 inhibitor Non-inhibitor 0.7429 CYP450 3A4 inhibitor Non-inhibitor 0.7495 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6867 Ames test Non AMES toxic 0.6173 Carcinogenicity Non-carcinogens 0.95 Biodegradation Not ready biodegradable 0.9054 Rat acute toxicity 1.9158 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9383 hERG inhibition (predictor II) Non-inhibitor 0.9505
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Nicotinate-nucleotide-dimethylbenzimidazole phosphoribosyltransferase activity
- Specific Function
- Catalyzes the synthesis of alpha-ribazole-5'-phosphate from nicotinate mononucleotide (NAMN) and 5,6-dimethylbenzimidazole (DMB).
- Gene Name
- cobT
- Uniprot ID
- Q05603
- Uniprot Name
- Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase
- Molecular Weight
- 36612.305 Da
References
- Cheong CG, Escalante-Semerena JC, Rayment I: Structural investigation of the biosynthesis of alternative lower ligands for cobamides by nicotinate mononucleotide: 5,6-dimethylbenzimidazole phosphoribosyltransferase from Salmonella enterica. J Biol Chem. 2001 Oct 5;276(40):37612-20. Epub 2001 Jul 5. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52