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Identification
Name(1S)-2-(1H-INDOL-3-YL)-1-[({5-[(E)-2-PYRIDIN-4-YLVINYL]PYRIDIN-3-YL}OXY)METHYL]ETHYLAMINE
Accession NumberDB07107
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 370.447
Monoisotopic: 370.179361346
Chemical FormulaC23H22N4O
InChI KeyInChIKey=SGHXFHRRWFLILP-XJDXJNMNSA-N
InChI
InChI=1S/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2/b6-5+/t20-/m0/s1
IUPAC Name
3-[(2S)-2-amino-3-({5-[(E)-2-(pyridin-4-yl)ethenyl]pyridin-3-yl}oxy)propyl]-1H-indole
SMILES
[H][C@@](N)(COC1=CN=CC(\C=C\C2=CC=NC=C2)=C1)CC1=CNC2=C1C=CC=C2
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassIndoles and Derivatives
SubclassTryptamines and Derivatives
Direct parentTryptamines and Derivatives
Alternative parentsIndoles; Alkyl Aryl Ethers; Substituted Pyrroles; Pyridines and Derivatives; Benzene and Substituted Derivatives; Polyamines; Monoalkylamines
Substituentsindole; alkyl aryl ether; substituted pyrrole; pyridine; benzene; pyrrole; ether; polyamine; amine; primary aliphatic amine; primary amine; organonitrogen compound
Classification descriptionThis compound belongs to the tryptamines and derivatives. These are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring subsituted at the thrid position by an ethanamine.
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 + 0.9876
Caco-2 permeable - 0.6341
P-glycoprotein substrate Substrate 0.5567
P-glycoprotein inhibitor I Non-inhibitor 0.9097
P-glycoprotein inhibitor II Non-inhibitor 0.5991
Renal organic cation transporter Inhibitor 0.5
CYP450 2C9 substrate Non-substrate 0.8584
CYP450 2D6 substrate Non-substrate 0.6492
CYP450 3A4 substrate Non-substrate 0.6141
CYP450 1A2 substrate Inhibitor 0.8983
CYP450 2C9 substrate Non-inhibitor 0.6688
CYP450 2D6 substrate Inhibitor 0.882
CYP450 2C19 substrate Non-inhibitor 0.5205
CYP450 3A4 substrate Inhibitor 0.5933
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.9013
Ames test Non AMES toxic 0.6412
Carcinogenicity Non-carcinogens 0.961
Biodegradation Not ready biodegradable 0.997
Rat acute toxicity 2.5676 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9059
hERG inhibition (predictor II) Non-inhibitor 0.6195
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility7.53e-04 g/lALOGPS
logP3.12ALOGPS
logP3.09ChemAxon
logS-5.7ALOGPS
pKa (strongest acidic)17.11ChemAxon
pKa (strongest basic)9.24ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count2ChemAxon
polar surface area76.82ChemAxon
rotatable bond count7ChemAxon
refractivity111.74ChemAxon
polarizability41.93ChemAxon
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 Compound6914613
PubChem Substance99443578
ChemSpider5290493
HET4EA
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. cAMP-dependent protein kinase catalytic subunit alpha

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
cAMP-dependent protein kinase catalytic subunit alpha P17612 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

2. cAMP-dependent protein kinase inhibitor alpha

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
cAMP-dependent protein kinase inhibitor alpha P61925 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 15:18 / Updated on September 16, 2013 18:05