N'-(5-chloro-1,3-benzodioxol-4-yl)-N-(3-methylsulfonylphenyl)pyrimidine-2,4-diamine

Identification

Name
N'-(5-chloro-1,3-benzodioxol-4-yl)-N-(3-methylsulfonylphenyl)pyrimidine-2,4-diamine
Accession Number
DB07253
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: 418.854
Monoisotopic: 418.050253385
Chemical Formula
C18H15ClN4O4S
InChI Key
QTFCKBFCXDAZIU-UHFFFAOYSA-N
InChI
InChI=1S/C18H15ClN4O4S/c1-28(24,25)12-4-2-3-11(9-12)21-18-20-8-7-15(23-18)22-16-13(19)5-6-14-17(16)27-10-26-14/h2-9H,10H2,1H3,(H2,20,21,22,23)
IUPAC Name
N4-(5-chloro-2H-1,3-benzodioxol-4-yl)-N2-(3-methanesulfonylphenyl)pyrimidine-2,4-diamine
SMILES
CS(=O)(=O)C1=CC(NC2=NC(NC3=C(Cl)C=CC4=C3OCO4)=CC=N2)=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEphrin type-B receptor 4Not 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
25011729
PubChem Substance
99443724
ChemSpider
23315020
BindingDB
25226
ChEMBL
CHEMBL445162
HET
7X5
PDB Entries
2vwy

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 Solubility0.0222 mg/mLALOGPS
logP3.62ALOGPS
logP3.27ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)12.3ChemAxon
pKa (Strongest Basic)5.03ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area102.44 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity104.53 m3·mol-1ChemAxon
Polarizability39.59 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9274
Blood Brain Barrier-0.7736
Caco-2 permeable-0.5481
P-glycoprotein substrateNon-substrate0.7644
P-glycoprotein inhibitor INon-inhibitor0.8166
P-glycoprotein inhibitor IINon-inhibitor0.8449
Renal organic cation transporterNon-inhibitor0.8401
CYP450 2C9 substrateNon-substrate0.6929
CYP450 2D6 substrateNon-substrate0.8073
CYP450 3A4 substrateNon-substrate0.5313
CYP450 1A2 substrateNon-inhibitor0.5073
CYP450 2C9 inhibitorNon-inhibitor0.5151
CYP450 2D6 inhibitorNon-inhibitor0.7507
CYP450 2C19 inhibitorInhibitor0.5094
CYP450 3A4 inhibitorInhibitor0.9146
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8772
Ames testNon AMES toxic0.6355
CarcinogenicityNon-carcinogens0.7014
BiodegradationNot ready biodegradable0.9587
Rat acute toxicity2.5077 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9488
hERG inhibition (predictor II)Non-inhibitor0.7554
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzodioxoles
Sub Class
Not Available
Direct Parent
Benzodioxoles
Alternative Parents
Benzenesulfonyl compounds / Aniline and substituted anilines / Aminopyrimidines and derivatives / Imidolactams / Aryl chlorides / Sulfones / Heteroaromatic compounds / Secondary amines / Oxacyclic compounds / Azacyclic compounds
show 5 more
Substituents
Benzenesulfonyl group / Benzodioxole / Aniline or substituted anilines / Aminopyrimidine / Aryl chloride / Aryl halide / Monocyclic benzene moiety / Pyrimidine / Imidolactam / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Ephrin type-B receptor 4
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transmembrane receptor protein tyrosine kinase activity
Specific Function
Receptor tyrosine kinase which binds promiscuously transmembrane ephrin-B family ligands residing on adjacent cells, leading to contact-dependent bidirectional signaling into neighboring cells. The...
Gene Name
EPHB4
Uniprot ID
P54760
Uniprot Name
Ephrin type-B receptor 4
Molecular Weight
108269.26 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 15:19 / Updated on December 01, 2017 15:48