Identification
Name(1S)-2-(1H-INDOL-3-YL)-1-{[(5-ISOQUINOLIN-6-YLPYRIDIN-3-YL)OXY]METHYL}ETHYLAMINE
Accession NumberDB06959
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: 394.4684
Monoisotopic: 394.179361346
Chemical FormulaC25H22N4O
InChI KeyBUCZDJYEOAQTHL-KEKNWZKVSA-N
InChI
InChI=1S/C25H22N4O/c26-22(10-21-14-29-25-4-2-1-3-24(21)25)16-30-23-11-20(13-28-15-23)17-5-6-19-12-27-8-7-18(19)9-17/h1-9,11-15,21-22H,10,16,26H2/t21?,22-/m0/s1
IUPAC Name
(2S)-1-(3H-indol-3-yl)-3-{[5-(isoquinolin-6-yl)pyridin-3-yl]oxy}propan-2-amine
SMILES
[H][C@@](N)(COC1=CN=CC(=C1)C1=CC2=CC=NC=C2C=C1)CC1([H])C=NC2=CC=CC=C12
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
cAMP-dependent protein kinase catalytic subunit alphaProteinunknownNot AvailableHumanP17612 details
cAMP-dependent protein kinase inhibitor alphaProteinunknownNot AvailableHumanP61925 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 Solubility0.00032 mg/mLALOGPS
logP3.33ALOGPS
logP2.99ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)13.74ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area73.39 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity119.38 m3·mol-1ChemAxon
Polarizability43.48 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9913
Caco-2 permeable-0.606
P-glycoprotein substrateNon-substrate0.5745
P-glycoprotein inhibitor INon-inhibitor0.8381
P-glycoprotein inhibitor IIInhibitor0.628
Renal organic cation transporterInhibitor0.5669
CYP450 2C9 substrateNon-substrate0.8403
CYP450 2D6 substrateNon-substrate0.665
CYP450 3A4 substrateNon-substrate0.5803
CYP450 1A2 substrateInhibitor0.9566
CYP450 2C9 inhibitorInhibitor0.5981
CYP450 2D6 inhibitorInhibitor0.7951
CYP450 2C19 inhibitorInhibitor0.728
CYP450 3A4 inhibitorInhibitor0.8872
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9277
Ames testNon AMES toxic0.5101
CarcinogenicityNon-carcinogens0.8942
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4553 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9545
hERG inhibition (predictor II)Non-inhibitor0.6472
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 organic compounds known as isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsoquinolines and derivatives
Sub ClassNot Available
Direct ParentIsoquinolines and derivatives
Alternative Parents3-alkylindoles / Aralkylamines / Alkyl aryl ethers / Pyridines and derivatives / Benzenoids / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds / Monoalkylamines / Imines
SubstituentsIsoquinoline / 3-alkylindole / Indole / Indole or derivatives / Alkyl aryl ether / Aralkylamine / Pyridine / Benzenoid / Heteroaromatic compound / Ether
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Ubiquitin protein ligase binding
Specific Function:
Phosphorylates a large number of substrates in the cytoplasm and the nucleus. Regulates the abundance of compartmentalized pools of its regulatory subunits through phosphorylation of PJA2 which binds and ubiquitinates these subunits, leading to their subsequent proteolysis. Phosphorylates CDC25B, ABL1, NFKB1, CLDN3, PSMC5/RPT6, PJA2, RYR2, RORA and VASP. RORA is activated by phosphorylation. Re...
Gene Name:
PRKACA
Uniprot ID:
P17612
Molecular Weight:
40589.38 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein kinase a catalytic subunit binding
Specific Function:
Extremely potent competitive inhibitor of cAMP-dependent protein kinase activity, this protein interacts with the catalytic subunit of the enzyme after the cAMP-induced dissociation of its regulatory chains.
Gene Name:
PKIA
Uniprot ID:
P61925
Molecular Weight:
7988.435 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 15:18 / Updated on June 11, 2017 21:03