Welcome to DrugBank 4.0! If you prefer, you can still go back to version 3.0.
Identification
Name(4R)-N-[4-({[2-(DIMETHYLAMINO)ETHYL]AMINO}CARBONYL)-1,3-THIAZOL-2-YL]-4-METHYL-1-OXO-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE-6-CARBOXAMIDE
Accession NumberDB07406
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 440.519
Monoisotopic: 440.163059354
Chemical FormulaC21H24N6O3S
InChI KeyInChIKey=QWFFPYQWUWLDBV-NSHDSACASA-N
InChI
InChI=1S/C21H24N6O3S/c1-11-9-23-20(30)17-16(11)13-8-12(4-5-14(13)24-17)18(28)26-21-25-15(10-31-21)19(29)22-6-7-27(2)3/h4-5,8,10-11,24H,6-7,9H2,1-3H3,(H,22,29)(H,23,30)(H,25,26,28)/t11-/m0/s1
IUPAC Name
4-N-[2-(dimethylamino)ethyl]-2-C-(4R)-4-methyl-1-oxo-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-6-1,3-thiazole-2,4-diamido
SMILES
[H][C@]1(C)CNC(=O)C2=C1C1=CC(=CC=C1N2)C(=O)NC1=NC(=CS1)C(=O)NCCN(C)C
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassIndoles and Derivatives
SubclassPyridoindoles
Direct parentBeta Carbolines
Alternative parentsIndolecarboxamides and Derivatives; Benzamides; Indoles; Thiazolecarboxamides; Benzoyl Derivatives; 2,4-disubstituted Thiazoles; Aminothiazoles; Pyrroles; Tertiary Amines; Secondary Carboxylic Acid Amides; Carboxylic Acids; Enolates; Polyamines
Substituentsbenzamide; indole; benzoyl; thiazolecarboxamide; thiazolecarboxylic acid or derivative; 2,4-disubstituted 1,3-thiazole; 1,3-thiazolamine; benzene; pyrrole; azole; thiazole; tertiary amine; carboxamide group; secondary carboxylic acid amide; polyamine; enolate; carboxylic acid derivative; carboxylic acid; amine; organonitrogen compound
Classification descriptionThis compound belongs to the beta carbolines. These are compounds containing a 9H-pyrido[3,4-b]indole moiety.
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 + 0.8016
Blood Brain Barrier - 0.5835
Caco-2 permeable - 0.6571
P-glycoprotein substrate Substrate 0.8742
P-glycoprotein inhibitor I Inhibitor 0.6086
P-glycoprotein inhibitor II Non-inhibitor 0.8975
Renal organic cation transporter Non-inhibitor 0.7968
CYP450 2C9 substrate Non-substrate 0.7162
CYP450 2D6 substrate Non-substrate 0.7296
CYP450 3A4 substrate Substrate 0.6109
CYP450 1A2 substrate Non-inhibitor 0.6621
CYP450 2C9 substrate Inhibitor 0.5127
CYP450 2D6 substrate Non-inhibitor 0.8702
CYP450 2C19 substrate Non-inhibitor 0.508
CYP450 3A4 substrate Non-inhibitor 0.7994
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5251
Ames test Non AMES toxic 0.5683
Carcinogenicity Non-carcinogens 0.9103
Biodegradation Not ready biodegradable 0.9716
Rat acute toxicity 2.5227 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9171
hERG inhibition (predictor II) Inhibitor 0.662
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility9.61e-03 g/lALOGPS
logP1.87ALOGPS
logP1.08ChemAxon
logS-4.7ALOGPS
pKa (strongest acidic)9.31ChemAxon
pKa (strongest basic)8.43ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count4ChemAxon
polar surface area119.22ChemAxon
rotatable bond count6ChemAxon
refractivity120.62ChemAxon
polarizability47.61ChemAxon
number of rings4ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound16741237
PubChem Substance99443877
ChemSpider20572544
HETB18
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. MAP kinase-activated protein kinase 2

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
MAP kinase-activated protein kinase 2 P49137 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

Comments
Drug created on September 15, 2010 15:21 / Updated on September 16, 2013 18:06