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Identification
Name2-fluoro-6-{[2-({2-methoxy-4-[(methylsulfonyl)methyl]phenyl}amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amino}benzamide
Accession NumberDB07845
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 484.503
Monoisotopic: 484.132902085
Chemical FormulaC22H21FN6O4S
InChI KeyVGYXXQRDIVRILX-UHFFFAOYSA-N
InChI
InChI=1S/C22H21FN6O4S/c1-33-17-10-12(11-34(2,31)32)6-7-15(17)27-22-28-20-13(8-9-25-20)21(29-22)26-16-5-3-4-14(23)18(16)19(24)30/h3-10H,11H2,1-2H3,(H2,24,30)(H3,25,26,27,28,29)
IUPAC Name
2-fluoro-6-[(2-{[4-(methanesulfonylmethyl)-2-methoxyphenyl]amino}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]benzamide
SMILES
COC1=C(NC2=NC3=C(C=CN3)C(NC3=CC=CC(F)=C3C(N)=O)=N2)C=CC(CS(C)(=O)=O)=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassPyrrolopyrimidines
SubclassNot Available
Direct parentPyrrolopyrimidines
Alternative parentsBenzamides; Benzoyl Derivatives; Anisoles; Aminopyrimidines and Derivatives; Alkyl Aryl Ethers; Fluorobenzenes; Aryl Fluorides; Pyrroles; Sulfones; Sulfoxides; Primary Carboxylic Acid Amides; Carboxylic Acids; Enolates; Polyamines; Secondary Amines; Organofluorides
Substituentsphenol ether; benzoyl; anisole; aminopyrimidine; alkyl aryl ether; fluorobenzene; benzene; aryl fluoride; pyrimidine; aryl halide; pyrrole; sulfonyl; sulfone; primary carboxylic acid amide; carboxamide group; sulfoxide; ether; polyamine; carboxylic acid; secondary amine; enolate; carboxylic acid derivative; organofluoride; amine; organohalogen; organonitrogen compound
Classification descriptionThis compound belongs to the pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 1.0
Blood Brain Barrier - 0.5255
Caco-2 permeable - 0.583
P-glycoprotein substrate Non-substrate 0.6015
P-glycoprotein inhibitor I Non-inhibitor 0.6885
P-glycoprotein inhibitor II Non-inhibitor 0.8882
Renal organic cation transporter Non-inhibitor 0.8873
CYP450 2C9 substrate Non-substrate 0.8151
CYP450 2D6 substrate Non-substrate 0.8168
CYP450 3A4 substrate Substrate 0.5938
CYP450 1A2 substrate Non-inhibitor 0.562
CYP450 2C9 substrate Non-inhibitor 0.6394
CYP450 2D6 substrate Non-inhibitor 0.8541
CYP450 2C19 substrate Non-inhibitor 0.6305
CYP450 3A4 substrate Non-inhibitor 0.6316
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6149
Ames test Non AMES toxic 0.5898
Carcinogenicity Non-carcinogens 0.7146
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.5859 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9528
hERG inhibition (predictor II) Inhibitor 0.5946
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0122ALOGPS
logP3.32ALOGPS
logP3.41ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)12.1ChemAxon
pKa (Strongest Basic)5.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area152.09 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity125.76 m3·mol-1ChemAxon
Polarizability47.97 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound25113171
PubChem Substance99444316
HETGS7
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Mitogen-activated protein kinase 8

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Mitogen-activated protein kinase 8 P45983 Details

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

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Drug created on September 15, 2010 15:26 / Updated on September 16, 2013 18:07