3-{[(4-methylphenyl)sulfonyl]amino}propyl pyridin-4-ylcarbamate

Identification

Name
3-{[(4-methylphenyl)sulfonyl]amino}propyl pyridin-4-ylcarbamate
Accession Number
DB07572
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: 349.405
Monoisotopic: 349.109626801
Chemical Formula
C16H19N3O4S
InChI Key
ITYCDQJBLCTIID-UHFFFAOYSA-N
InChI
InChI=1S/C16H19N3O4S/c1-13-3-5-15(6-4-13)24(21,22)18-9-2-12-23-16(20)19-14-7-10-17-11-8-14/h3-8,10-11,18H,2,9,12H2,1H3,(H,17,19,20)
IUPAC Name
3-(4-methylbenzenesulfonamido)propyl N-(pyridin-4-yl)carbamate
SMILES
CC1=CC=C(C=C1)S(=O)(=O)NCCCOC(=O)NC1=CC=NC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
ULanosterol 14-alpha demethylaseNot AvailableMycobacterium tuberculosis
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
3236724
PubChem Substance
99444043
ChemSpider
2487768
BindingDB
39234
ChEMBL
CHEMBL1231847
HET
CMW
PDB Entries
2w0b

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 Solubility0.0308 mg/mLALOGPS
logP0.94ALOGPS
logP1.82ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)10.4ChemAxon
pKa (Strongest Basic)4.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.39 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity91.44 m3·mol-1ChemAxon
Polarizability35.31 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8534
Blood Brain Barrier+0.8619
Caco-2 permeable-0.6534
P-glycoprotein substrateNon-substrate0.664
P-glycoprotein inhibitor INon-inhibitor0.5944
P-glycoprotein inhibitor IINon-inhibitor0.7563
Renal organic cation transporterNon-inhibitor0.8041
CYP450 2C9 substrateNon-substrate0.5298
CYP450 2D6 substrateNon-substrate0.8289
CYP450 3A4 substrateNon-substrate0.5843
CYP450 1A2 substrateNon-inhibitor0.7964
CYP450 2C9 inhibitorInhibitor0.595
CYP450 2D6 inhibitorNon-inhibitor0.8837
CYP450 2C19 inhibitorNon-inhibitor0.5241
CYP450 3A4 inhibitorNon-inhibitor0.5287
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7671
Ames testNon AMES toxic0.6533
CarcinogenicityNon-carcinogens0.8566
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.2412 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9532
hERG inhibition (predictor II)Non-inhibitor0.6716
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 p-toluenesulfonamides. These are aromatic heterocyclic compounds containing a toluene that is p-substituted with a sulfonamide group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Toluenes
Direct Parent
P-toluenesulfonamides
Alternative Parents
Benzenesulfonamides / Benzenesulfonyl compounds / Pyridines and derivatives / Organosulfonamides / Heteroaromatic compounds / Carbamate esters / Aminosulfonyl compounds / Organic carbonic acids and derivatives / Azacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
P-toluenesulfonamide / Benzenesulfonamide / Benzenesulfonyl group / Pyridine / Organosulfonic acid amide / Organic sulfonic acid or derivatives / Organosulfonic acid or derivatives / Sulfonyl / Carbamic acid ester / Aminosulfonyl compound
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Sterol 14-demethylase activity
Specific Function
Catalyzes C14-demethylation of lanosterol which is critical for ergosterol biosynthesis. It transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
Gene Name
ERG11
Uniprot ID
P10614
Uniprot Name
Lanosterol 14-alpha demethylase
Molecular Weight
60719.765 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 15:23 / Updated on December 01, 2017 15:53