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Identification
Name(1S)-1-(1H-INDOL-3-YLMETHYL)-2-(2-PYRIDIN-4-YL-[1,7]NAPHTYRIDIN-5-YLOXY)-EHYLAMINE
Accession NumberDB07204
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 395.4564
Monoisotopic: 395.174610319
Chemical FormulaC24H21N5O
InChI KeyDQIXTEDFNFZMCM-SFHVURJKSA-N
InChI
InChI=1S/C24H21N5O/c25-18(11-17-12-28-22-4-2-1-3-19(17)22)15-30-24-14-27-13-23-20(24)5-6-21(29-23)16-7-9-26-10-8-16/h1-10,12-14,18,28H,11,15,25H2/t18-/m0/s1
IUPAC Name
5-[(2S)-2-amino-3-(1H-indol-3-yl)propoxy]-2-(pyridin-4-yl)-1,7-naphthyridine
SMILES
[H][C@@](N)(COC1=C2C=CC(=NC2=CN=C1)C1=CC=NC=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 parentsBipyridines and Oligopyridines; Naphthyridines; Indoles; Alkyl Aryl Ethers; Substituted Pyrroles; Benzene and Substituted Derivatives; Polyamines; Monoalkylamines
Substituentsnaphthyridine; indole; alkyl aryl ether; pyridine; benzene; substituted pyrrole; pyrrole; ether; polyamine; primary amine; primary aliphatic amine; 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 + 0.9743
Caco-2 permeable - 0.7056
P-glycoprotein substrate Substrate 0.5595
P-glycoprotein inhibitor I Non-inhibitor 0.9181
P-glycoprotein inhibitor II Non-inhibitor 0.6456
Renal organic cation transporter Non-inhibitor 0.5527
CYP450 2C9 substrate Non-substrate 0.8828
CYP450 2D6 substrate Non-substrate 0.6271
CYP450 3A4 substrate Non-substrate 0.6234
CYP450 1A2 substrate Inhibitor 0.8651
CYP450 2C9 substrate Non-inhibitor 0.7644
CYP450 2D6 substrate Inhibitor 0.8832
CYP450 2C19 substrate Inhibitor 0.6151
CYP450 3A4 substrate Inhibitor 0.7428
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8851
Ames test Non AMES toxic 0.6125
Carcinogenicity Non-carcinogens 0.9418
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.3951 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.932
hERG inhibition (predictor II) Inhibitor 0.539
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00297ALOGPS
logP3.08ALOGPS
logP2.95ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)17.11ChemAxon
pKa (Strongest Basic)9.24ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area89.71 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity114.97 m3·mol-1ChemAxon
Polarizability43.41 Å3ChemAxon
Number of Rings5ChemAxon
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 Compound6914614
PubChem Substance99443675
ChemSpider5290494
HET6EA
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 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

2. 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

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Drug created on September 15, 2010 15:19 / Updated on September 16, 2013 18:05