Isoquinoline

Identification

Generic Name
Isoquinoline
DrugBank Accession Number
DB04329
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 129.1586
Monoisotopic: 129.057849229
Chemical Formula
C9H7N
Synonyms
Not Available
External IDs
  • FEMA NO. 2978

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This 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.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Isoquinolines and derivatives
Sub Class
Not Available
Direct Parent
Isoquinolines and derivatives
Alternative Parents
Pyridines and derivatives / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Hydrocarbon derivatives
Substituents
Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative / Isoquinoline / Organic nitrogen compound / Organonitrogen compound / Organopnictogen compound / Pyridine
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
mancude organic heterobicyclic parent, isoquinolines, azaarene, ortho-fused heteroarene (CHEBI:16092) / a small molecule (ISOQUINOLINE)
Affected organisms
Not Available

Chemical Identifiers

UNII
JGX76Y85M6
CAS number
119-65-3
InChI Key
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

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 References
Not Available
Human Metabolome Database
HMDB0034244
KEGG Compound
C06323
PubChem Compound
8405
PubChem Substance
46507258
ChemSpider
8098
BindingDB
60921
ChEBI
16092
ChEMBL
CHEMBL12315
ZINC
ZINC000000896098
PDBe Ligand
ISQ
Wikipedia
Isoquinoline
PDB Entries
1gdk / 4xrf / 6f14 / 6ypp

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)26.47 °CPhysProp
boiling point (°C)243.2 °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 FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
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 inhibitorInhibitor0.6012
CYP450 2D6 inhibitorNon-inhibitor0.508
CYP450 2C19 inhibitorInhibitor0.8223
CYP450 3A4 inhibitorNon-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
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0ufr-0900000000-58fc23546d7bc648aaff
GC-MS Spectrum - EI-BGC-MSsplash10-0fb9-9700000000-153cb7989d20a5d305fe
GC-MS Spectrum - EI-BGC-MSsplash10-004i-5900000000-938e708f6f6371c89a90
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-0900000000-fe8f7e7494fe51834c73
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-0900000000-53932d6a797b58065acf
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-0900000000-3bd6daf754e7fa1a6223
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0fb9-7900000000-c5e6dca63fceb0eb257a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-004i-9100000000-a4927588bd0391d5e768
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-ff5386241f0e22483b36
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-ff5386241f0e22483b36
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-ff5386241f0e22483b36
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-43576b7775a986b95c7e
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-7ba509566033d258bb64
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-a52113b66ca5a059f497
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-1631e63f0b49a1687150
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-0f89-0900000000-95ee1aa2d6255c9ec936
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-0ugi-4900000000-1dd979c3c8f2435edd6d
MS/MS Spectrum - ESI-ITFT , positiveLC-MS/MSsplash10-0fba-9800000000-d91870148f53fbc1391a
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-bca894ecef9e1b2fb95e
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-87133a5da2b971403b8c
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-87133a5da2b971403b8c
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-aa2de101cd67d3fcfd39
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-76d8346c4bd55693175c
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-d0c20ff82447c7bb5a72
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-001i-0900000000-8bfb70b2ec0a9d1cb12a
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0f89-0900000000-13d3456ed37c2a2f8b5d
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0ue9-4900000000-5e7789554784f19b06c7
MS/MS Spectrum - APCI-ITFT , positiveLC-MS/MSsplash10-0kdj-9800000000-451831849172e7c666c8
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-6002586a735e552ca3cf
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-11e6357f42cd2d2a4754
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-2be5755ee463d606fca4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ufr-7900000000-d7afaa5099d48bc2fe20
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-2be5755ee463d606fca4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0900000000-ab16fa19bc305b7d9771
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-122.7552328
predicted
DarkChem Lite v0.1.0
[M-H]-122.7455328
predicted
DarkChem Lite v0.1.0
[M-H]-122.6483328
predicted
DarkChem Lite v0.1.0
[M-H]-122.8415328
predicted
DarkChem Lite v0.1.0
[M-H]-124.50891
predicted
DeepCCS 1.0 (2019)
[M+H]+123.5349328
predicted
DarkChem Lite v0.1.0
[M+H]+123.5767328
predicted
DarkChem Lite v0.1.0
[M+H]+123.4870328
predicted
DarkChem Lite v0.1.0
[M+H]+123.6092328
predicted
DarkChem Lite v0.1.0
[M+H]+127.61424
predicted
DeepCCS 1.0 (2019)
[M+Na]+123.0949328
predicted
DarkChem Lite v0.1.0
[M+Na]+122.9756328
predicted
DarkChem Lite v0.1.0
[M+Na]+123.0428328
predicted
DarkChem Lite v0.1.0
[M+Na]+123.1111328
predicted
DarkChem Lite v0.1.0
[M+Na]+136.66582
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52