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Identification
NameIsoquinoline
Accession NumberDB04329  (EXPT01938)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS number119-65-3
WeightAverage: 129.1586
Monoisotopic: 129.057849229
Chemical FormulaC9H7N
InChI KeyAWJUIBRHMBBTKR-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
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 Parents
Substituents
  • Isoquinoline
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
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
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9944
Blood Brain Barrier+0.9831
Caco-2 permeable+0.807
P-glycoprotein substrateNon-substrate0.7451
P-glycoprotein inhibitor INon-inhibitor0.9675
P-glycoprotein inhibitor IINon-inhibitor0.9704
Renal organic cation transporterNon-inhibitor0.7623
CYP450 2C9 substrateNon-substrate0.8446
CYP450 2D6 substrateNon-substrate0.8608
CYP450 3A4 substrateNon-substrate0.7764
CYP450 1A2 substrateInhibitor0.9283
CYP450 2C9 substrateInhibitor0.6012
CYP450 2D6 substrateNon-inhibitor0.508
CYP450 2C19 substrateInhibitor0.8223
CYP450 3A4 substrateNon-inhibitor0.5818
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5718
Ames testAMES toxic0.9108
CarcinogenicityNon-carcinogens0.9122
BiodegradationNot ready biodegradable0.6519
Rat acute toxicity2.5237 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9201
hERG inhibition (predictor II)Non-inhibitor0.8633
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 Solubility2.81 mg/mLALOGPS
logP2.14ALOGPS
logP1.75ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)5.26ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity40.35 m3·mol-1ChemAxon
Polarizability13.85 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
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
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24