NAV

5,6-Dimethylbenzimidazole

Identification

Generic Name
5,6-Dimethylbenzimidazole
DrugBank Accession Number
DB02591
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 146.1891
Monoisotopic: 146.08439833
Chemical Formula
C9H10N2
Synonyms
Not Available
External IDs
  • NSC-68316

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferaseNot AvailableSalmonella 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
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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
dimethylbenzimidazole (CHEBI:15890) / a small molecule (DIMETHYLBENZIMIDAZOLE)
Affected organisms
Not Available

Chemical Identifiers

UNII
553XI1DS20
CAS number
582-60-5
InChI Key
LJUQGASMPRMWIW-UHFFFAOYSA-N
InChI
InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
IUPAC Name
5,6-dimethyl-1H-1,3-benzodiazole
SMILES
CC1=CC2=C(C=C1C)N=CN2

References

General References
Not Available
Human Metabolome Database
HMDB0003701
KEGG Compound
C03114
PubChem Compound
675
PubChem Substance
46505064
ChemSpider
655
BindingDB
50208872
ChEBI
15890
ChEMBL
CHEMBL351132
ZINC
ZINC000000388593
PDBe Ligand
DMD
PDB Entries
1d0s / 4d6s / 4hdr / 4kqg / 5ph3 / 7cjg

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)205.5 °CPhysProp
logP2.35HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility2.08 mg/mLALOGPS
logP1.88ALOGPS
logP2.29Chemaxon
logS-1.8ALOGPS
pKa (Strongest Acidic)12.73Chemaxon
pKa (Strongest Basic)6.43Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area28.68 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity45.05 m3·mol-1Chemaxon
Polarizability16.47 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9973
Blood Brain Barrier+0.967
Caco-2 permeable-0.6203
P-glycoprotein substrateNon-substrate0.6461
P-glycoprotein inhibitor INon-inhibitor0.8719
P-glycoprotein inhibitor IINon-inhibitor0.9633
Renal organic cation transporterNon-inhibitor0.8163
CYP450 2C9 substrateNon-substrate0.8286
CYP450 2D6 substrateNon-substrate0.9095
CYP450 3A4 substrateNon-substrate0.7462
CYP450 1A2 substrateInhibitor0.9226
CYP450 2C9 inhibitorNon-inhibitor0.7559
CYP450 2D6 inhibitorNon-inhibitor0.7564
CYP450 2C19 inhibitorInhibitor0.7121
CYP450 3A4 inhibitorInhibitor0.557
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5554
Ames testAMES toxic0.5879
CarcinogenicityNon-carcinogens0.9438
BiodegradationNot ready biodegradable0.9256
Rat acute toxicity2.4187 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9547
hERG inhibition (predictor II)Non-inhibitor0.9104
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MSGC-MSsplash10-000t-2900000000-cf01975179c82b56a747
GC-MS Spectrum - GC-MS (1 TMS)GC-MSsplash10-0gb9-5790000000-e422b94d0cbe1bd0345e
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-MSGC-MSsplash10-000t-2900000000-cf01975179c82b56a747
GC-MS Spectrum - GC-MSGC-MSsplash10-0gb9-5790000000-e422b94d0cbe1bd0345e
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-000t-1900000000-1cc9a65e6235151e4820
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0gb9-2590000000-7f1dc8fd34bdb99d58f6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-92df1f58e19215585f6a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-a09abdb85c0cd0766165
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000t-2900000000-7ad608a4dad05614e995
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-2f5826366923dad35341
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-685b19fc37ae77b7006b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0005-3900000000-1e116130bd866fe7fc71
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0002-0900000000-d879a610883483e63326
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0002-1900000000-7810390c926bc0a2238a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000t-3900000000-0e438f149c15e3ba2238
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000t-1900000000-286b3359932c2c63dc23
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-4900000000-4e9fbfe2a1943cc865e5

Targets

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Details1. Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44