Benzimidazole

Identification

Name
Benzimidazole
Accession Number
DB02962  (EXPT00791)
Type
Small Molecule
Groups
Experimental, Investigational
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
E24GX49LD8
CAS number
51-17-2
Weight
Average: 118.1359
Monoisotopic: 118.053098202
Chemical Formula
C7H6N2
InChI Key
HYZJCKYKOHLVJF-UHFFFAOYSA-N
InChI
InChI=1S/C7H6N2/c1-2-4-7-6(3-1)8-5-9-7/h1-5H,(H,8,9)
IUPAC Name
1H-1,3-benzodiazole
SMILES
N1C=NC2=CC=CC=C12

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Aime Joseph Arsac, Pierre Frank, "Process for making 2-(4'-aminophenyl) 5-amino benzimidazole." U.S. Patent US4109093, issued 1893.

US4109093
General References
Not Available
External Links
KEGG Compound
C02009
PubChem Compound
5798
PubChem Substance
46508614
ChemSpider
5593
BindingDB
7939
ChEBI
41275
ChEMBL
CHEMBL306226
HET
BZI
Wikipedia
Benzimidazole
PDB Entries
1kxm / 1l5f / 1ryc / 4dsu / 4hpx / 4nve / 4xv5 / 4xva / 5k1l / 5phk

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
Not AvailableActive Not RecruitingSupportive CareAlveolar Echinococcosis1

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)170.5 °CPhysProp
boiling point (°C)>360 °CPhysProp
water solubility2010 mg/L (at 20 °C)PEARLMAN,RS ET AL. (1984)
logP1.32HANSCH,C ET AL. (1995)
pKa5.3 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility17.0 mg/mLALOGPS
logP1.67ALOGPS
logP1.26ChemAxon
logS-0.84ALOGPS
pKa (Strongest Acidic)12.25ChemAxon
pKa (Strongest Basic)5.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area28.68 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity34.97 m3·mol-1ChemAxon
Polarizability12.21 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9967
Blood Brain Barrier+0.9786
Caco-2 permeable-0.7338
P-glycoprotein substrateNon-substrate0.7182
P-glycoprotein inhibitor INon-inhibitor0.9582
P-glycoprotein inhibitor IINon-inhibitor0.9557
Renal organic cation transporterNon-inhibitor0.7847
CYP450 2C9 substrateNon-substrate0.8587
CYP450 2D6 substrateNon-substrate0.9037
CYP450 3A4 substrateNon-substrate0.8284
CYP450 1A2 substrateInhibitor0.6295
CYP450 2C9 inhibitorNon-inhibitor0.7881
CYP450 2D6 inhibitorNon-inhibitor0.7732
CYP450 2C19 inhibitorNon-inhibitor0.6999
CYP450 3A4 inhibitorNon-inhibitor0.7951
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6663
Ames testNon AMES toxic0.7738
CarcinogenicityNon-carcinogens0.9529
BiodegradationNot ready biodegradable0.8487
Rat acute toxicity2.3190 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9459
hERG inhibition (predictor II)Non-inhibitor0.952
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
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0900000000-a748760e317519d35edb
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0900000000-237aaedc281a7c6869af
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0900000000-d19bf07c42eb46d0bdc2
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-3900000000-ec0018fe194a581ffd72
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00kf-9300000000-4dbba5feb460aad64125
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-0900000000-ad44ad5a59274045d611
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-0900000000-e13078ed71220f011c2d
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-4900000000-aaf85c7703530656ac3b
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014l-9200000000-db09859cc86d414cc704
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-9000000000-ec3b4c31062d629a0e89
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-c202fec2faf3ae48abc5
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-52d1a9a5355bc378ce3a
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-16431851c6c511b8d416
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-966741cba5b2d1aca700
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-617c630f2de78c87d130
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-4ca0c3738d04b209f461
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-2900000000-3fd0f394d6fe39aaae0a
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-5900000000-82aeab4fa1e6b14e1abd
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014l-9500000000-4db723cb3bf3c8c453d9
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-014i-9200000000-2f1f1f2bd0631421dc22
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-7da2d3e52636ea8c8bf1
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0006-9000000000-b8c5326e8d974f5bf6ff
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0006-9000000000-b8c5326e8d974f5bf6ff
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0006-9000000000-b8c5326e8d974f5bf6ff
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0006-9000000000-b8c5326e8d974f5bf6ff
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-762607d8f21784e4109a
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-65cf4c18e545ae77303a
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-b4ae6114cabd67f948e8
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-0e56e36335a479aee5de
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-0900000000-ceb364cfb6bf981d96cd
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-2900000000-d41b37ced0ce9ccaecf0
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014i-4900000000-48d04c98a03ef812bcad
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-014l-8900000000-125a3354549e1a353c49
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-00kf-9400000000-e66ec268c94c020163a5
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014i-0900000000-bd88b80667e7579ea2d2

Taxonomy

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
Benzimidazole / Benzenoid / Heteroaromatic compound / Imidazole / Azole / Azacycle / Organic nitrogen compound / Organopnictogen compound / Hydrocarbon derivative / Organonitrogen compound
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
benzimidazole, polycyclic heteroarene (CHEBI:41275) / a small molecule (BENZIMIDAZOLE)

Targets

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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:26