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
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 440.519
Monoisotopic: 440.163059354
Chemical FormulaC21H24N6O3S
InChI KeyQWFFPYQWUWLDBV-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
N-[2-(dimethylamino)ethyl]-2-[(4R)-4-methyl-1-oxo-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-6-amido]-1,3-thiazole-4-carboxamide
SMILES
[H][C@]1(C)CNC(=O)C2=C1C1=CC(=CC=C1N2)C(=O)NC1=NC(=CS1)C(=O)NCCN(C)C
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
MAP kinase-activated protein kinase 2ProteinunknownNot AvailableHumanP49137 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00961 mg/mLALOGPS
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 Area119.22 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity120.62 m3·mol-1ChemAxon
Polarizability47.61 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8016
Blood Brain Barrier-0.5835
Caco-2 permeable-0.6571
P-glycoprotein substrateSubstrate0.8742
P-glycoprotein inhibitor IInhibitor0.6086
P-glycoprotein inhibitor IINon-inhibitor0.8975
Renal organic cation transporterNon-inhibitor0.7968
CYP450 2C9 substrateNon-substrate0.7162
CYP450 2D6 substrateNon-substrate0.7296
CYP450 3A4 substrateSubstrate0.6109
CYP450 1A2 substrateNon-inhibitor0.6621
CYP450 2C9 inhibitorInhibitor0.5127
CYP450 2D6 inhibitorNon-inhibitor0.8702
CYP450 2C19 inhibitorNon-inhibitor0.508
CYP450 3A4 inhibitorNon-inhibitor0.7994
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5251
Ames testNon AMES toxic0.5683
CarcinogenicityNon-carcinogens0.9103
BiodegradationNot ready biodegradable0.9716
Rat acute toxicity2.5227 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9171
hERG inhibition (predictor II)Inhibitor0.662
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as beta carbolines. These are compounds containing a 9H-pyrido[3,4-b]indole moiety.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassIndoles and derivatives
Direct ParentBeta carbolines
Alternative Parents
Substituents
  • Beta-carboline
  • Indolecarboxamide derivative
  • Indolecarboxylic acid derivative
  • 3-alkylindole
  • Indole
  • 2-heteroaryl carboxamide
  • Thiazolecarboxylic acid or derivatives
  • Thiazolecarboxamide
  • 2,4-disubstituted 1,3-thiazole
  • Benzenoid
  • Azole
  • Heteroaromatic compound
  • Pyrrole
  • Thiazole
  • Amino acid or derivatives
  • Carboxamide group
  • Lactam
  • Tertiary aliphatic amine
  • Secondary carboxylic acid amide
  • Tertiary amine
  • Azacycle
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Amine
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Signal transducer activity
Specific Function:
Stress-activated serine/threonine-protein kinase involved in cytokines production, endocytosis, reorganization of the cytoskeleton, cell migration, cell cycle control, chromatin remodeling, DNA damage response and transcriptional regulation. Following stress, it is phosphorylated and activated by MAP kinase p38-alpha/MAPK14, leading to phosphorylation of substrates. Phosphorylates serine in the...
Gene Name:
MAPKAPK2
Uniprot ID:
P49137
Molecular Weight:
45567.415 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 August 17, 2016 12:24