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Identification
NameIsoquinoline
Accession NumberDB04329  (EXPT01938)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number119-65-3
WeightAverage: 129.1586
Monoisotopic: 129.057849229
Chemical FormulaC9H7N
InChI KeyInChIKey=AWJUIBRHMBBTKR-UHFFFAOYSA-N
InChI
InChI=1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H
IUPAC Name
isoquinoline
SMILES
C1=CC=C2C=NC=CC2=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassIsoquinolines and Derivatives
SubclassNot Available
Direct parentIsoquinolines and Derivatives
Alternative parentsPyridines and Derivatives; Benzene and Substituted Derivatives; Polyamines
Substituentsbenzene; pyridine; polyamine; organonitrogen compound
Classification descriptionThis compound belongs to the 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.
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 + 0.9944
Blood Brain Barrier + 0.9831
Caco-2 permeable + 0.807
P-glycoprotein substrate Non-substrate 0.7451
P-glycoprotein inhibitor I Non-inhibitor 0.9675
P-glycoprotein inhibitor II Non-inhibitor 0.9704
Renal organic cation transporter Non-inhibitor 0.7623
CYP450 2C9 substrate Non-substrate 0.8446
CYP450 2D6 substrate Non-substrate 0.8608
CYP450 3A4 substrate Non-substrate 0.7764
CYP450 1A2 substrate Inhibitor 0.9283
CYP450 2C9 substrate Inhibitor 0.6012
CYP450 2D6 substrate Non-inhibitor 0.508
CYP450 2C19 substrate Inhibitor 0.8223
CYP450 3A4 substrate Non-inhibitor 0.5818
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5718
Ames test AMES toxic 0.9108
Carcinogenicity Non-carcinogens 0.9122
Biodegradation Not ready biodegradable 0.6519
Rat acute toxicity 2.5237 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9201
hERG inhibition (predictor II) Non-inhibitor 0.8633
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point26.47 °CPhysProp
boiling point243.2 °CPhysProp
water solubility4520 mg/L (at 25 °C)PEARLMAN,RS ET AL (1984)
logP2.08HANSCH,C ET AL. (1995)
logS-1.45ADME Research, USCD
pKa5.42 (at 20 °C)PERRIN,DD (1965)
Predicted Properties
PropertyValueSource
water solubility2.81e+00 g/lALOGPS
logP2.14ALOGPS
logP1.75ChemAxon
logS-1.7ALOGPS
pKa (strongest basic)5.26ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count1ChemAxon
hydrogen donor count0ChemAxon
polar surface area12.89ChemAxon
rotatable bond count0ChemAxon
refractivity40.35ChemAxon
polarizability13.85ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Choong S. Kim, Nam J. Lee, Joong H. Kim, “Process for the production of (.+-.)-4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinoline derivatives.” U.S. Patent US4497952, issued November, 1967.

US4497952
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC06323
PubChem Compound8405
PubChem Substance46507258
ChEBI16092
ChEMBL
HETISQ
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24