NAV

1-(3-bromophenyl)-7-chloro-6-methoxy-3,4-dihydroisoquinoline

Identification

Generic Name
1-(3-bromophenyl)-7-chloro-6-methoxy-3,4-dihydroisoquinoline
DrugBank Accession Number
DB08555
Background

1-(3-bromophenyl)-7-chloro-6-methoxy-3,4-dihydroisoquinoline is a solid. This 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. This medication is known to target mitogen-activated protein kinase 10.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 350.638
Monoisotopic: 348.986904397
Chemical Formula
C16H13BrClNO
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMitogen-activated protein kinase 10Not AvailableHumans
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
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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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as dihydroisoquinolines. These are isoquinoline derivatives where exactly two carbon atoms joined by an aromatic bond are linked with a hydrogen atom each, resulting in a CC single bond.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Dihydroisoquinolines
Sub Class
Not Available
Direct Parent
Dihydroisoquinolines
Alternative Parents
Anisoles / Bromobenzenes / Alkyl aryl ethers / Aryl chlorides / Aryl bromides / Ketimines / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds / Organopnictogen compounds / Organochlorides
show 2 more
Substituents
Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound / Aryl bromide / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Bromobenzene / Dihydroisoquinoline
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IKGXHBGCVQTQBH-UHFFFAOYSA-N
InChI
InChI=1S/C16H13BrClNO/c1-20-15-8-10-5-6-19-16(13(10)9-14(15)18)11-3-2-4-12(17)7-11/h2-4,7-9H,5-6H2,1H3
IUPAC Name
1-(3-bromophenyl)-7-chloro-6-methoxy-3,4-dihydroisoquinoline
SMILES
COC1=CC2=C(C=C1Cl)C(=NCC2)C1=CC=CC(Br)=C1

References

General References
Not Available
PubChem Compound
25203945
PubChem Substance
99445026
ChemSpider
24662684
BindingDB
50415612
ChEMBL
CHEMBL1083185
PDBe Ligand
SNB
PDB Entries
2waj

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000539 mg/mLALOGPS
logP5.32ALOGPS
logP4.92Chemaxon
logS-5.8ALOGPS
pKa (Strongest Basic)5.21Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area21.59 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity85.79 m3·mol-1Chemaxon
Polarizability32.32 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9854
Caco-2 permeable+0.6295
P-glycoprotein substrateSubstrate0.5698
P-glycoprotein inhibitor INon-inhibitor0.5733
P-glycoprotein inhibitor IINon-inhibitor0.5885
Renal organic cation transporterInhibitor0.7739
CYP450 2C9 substrateNon-substrate0.7521
CYP450 2D6 substrateNon-substrate0.5662
CYP450 3A4 substrateSubstrate0.7221
CYP450 1A2 substrateInhibitor0.7505
CYP450 2C9 inhibitorInhibitor0.5879
CYP450 2D6 inhibitorNon-inhibitor0.5536
CYP450 2C19 inhibitorInhibitor0.6754
CYP450 3A4 inhibitorInhibitor0.6788
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6573
Ames testNon AMES toxic0.6106
CarcinogenicityNon-carcinogens0.9203
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5848 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.742
hERG inhibition (predictor II)Non-inhibitor0.551
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-MSsplash10-0awi-0469000000-acce2b714e5181338f3d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-9d6c5a6b7b4c15d8cd45
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-8009000000-10356f069b4eec98198c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-9aa9f2f424a3bd1b2a2c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-4b264ce34125de3cddff
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00sm-0693000000-769af4cb7b257539371b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0059-9000000000-585eb5fe76ef18041d03
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]-168.07784
predicted
DeepCCS 1.0 (2019)
[M+H]+170.43584
predicted
DeepCCS 1.0 (2019)
[M+Na]+176.52899
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Mitogen-activated protein kinase 10
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Map kinase kinase activity
Specific Function
Serine/threonine-protein kinase involved in various processes such as neuronal proliferation, differentiation, migration and programmed cell death. Extracellular stimuli such as proinflammatory cyt...
Gene Name
MAPK10
Uniprot ID
P53779
Uniprot Name
Mitogen-activated protein kinase 10
Molecular Weight
52585.015 Da
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. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52