N-[2-(6-AMINO-4-METHYLPYRIDIN-2-YL)ETHYL]-4-CYANOBENZAMIDE

Identification

Name
N-[2-(6-AMINO-4-METHYLPYRIDIN-2-YL)ETHYL]-4-CYANOBENZAMIDE
Accession Number
DB07389
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 280.3244
Monoisotopic: 280.132411154
Chemical Formula
C16H16N4O
InChI Key
QINCZVSBLITNRD-UHFFFAOYSA-N
InChI
InChI=1S/C16H16N4O/c1-11-8-14(20-15(18)9-11)6-7-19-16(21)13-4-2-12(10-17)3-5-13/h2-5,8-9H,6-7H2,1H3,(H2,18,20)(H,19,21)
IUPAC Name
N-[2-(6-amino-4-methylpyridin-2-yl)ethyl]-4-cyanobenzamide
SMILES
CC1=CC(N)=NC(CCNC(=O)C2=CC=C(C=C2)C#N)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, inducibleNot AvailableHuman
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

General References
Not Available
External Links
PubChem Compound
10221335
PubChem Substance
99443860
ChemSpider
8396827
BindingDB
36399
ChEMBL
CHEMBL1221659
HET
AT6
PDB Entries
3e68

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility0.0369 mg/mLALOGPS
logP1.64ALOGPS
logP2.01ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)14.54ChemAxon
pKa (Strongest Basic)7.07ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.8 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.44 m3·mol-1ChemAxon
Polarizability30.83 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9647
Blood Brain Barrier+0.9732
Caco-2 permeable+0.5292
P-glycoprotein substrateNon-substrate0.5406
P-glycoprotein inhibitor INon-inhibitor0.9048
P-glycoprotein inhibitor IINon-inhibitor0.6841
Renal organic cation transporterNon-inhibitor0.6114
CYP450 2C9 substrateNon-substrate0.7654
CYP450 2D6 substrateNon-substrate0.757
CYP450 3A4 substrateNon-substrate0.5764
CYP450 1A2 substrateInhibitor0.7548
CYP450 2C9 inhibitorNon-inhibitor0.8314
CYP450 2D6 inhibitorNon-inhibitor0.9809
CYP450 2C19 inhibitorNon-inhibitor0.8847
CYP450 3A4 inhibitorNon-inhibitor0.5142
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6068
Ames testNon AMES toxic0.7385
CarcinogenicityNon-carcinogens0.8835
BiodegradationNot ready biodegradable0.9659
Rat acute toxicity2.5195 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9725
hERG inhibition (predictor II)Non-inhibitor0.5071
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Benzamides
Alternative Parents
Benzoyl derivatives / Benzonitriles / Methylpyridines / Aminopyridines and derivatives / Imidolactams / Heteroaromatic compounds / Secondary carboxylic acid amides / Amino acids and derivatives / Nitriles / Azacyclic compounds
show 5 more
Substituents
Benzamide / Benzonitrile / Benzoyl / Aminopyridine / Methylpyridine / Pyridine / Imidolactam / Heteroaromatic compound / Secondary carboxylic acid amide / Amino acid or derivatives
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Tetrahydrobiopterin binding
Specific Function
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity ...
Gene Name
NOS2
Uniprot ID
P35228
Uniprot Name
Nitric oxide synthase, inducible
Molecular Weight
131116.3 Da
References
  1. 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. [PubMed:10592235]

Drug created on September 15, 2010 15:21 / Updated on December 01, 2017 15:50