NAV

(4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)isoquinoline-1,3(2H,4H)-dione

Identification

Generic Name
(4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)isoquinoline-1,3(2H,4H)-dione
DrugBank Accession Number
DB07156
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 426.306
Monoisotopic: 425.073889546
Chemical Formula
C21H20BrN3O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UInsulin-like growth factor 1 receptorNot 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 1,3-isoquinolinediones. These are isoquinoline derivatives carrying one C=O group at positions 1, and 3 respectively.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Isoquinolines and derivatives
Sub Class
1,3-isoquinolinediones
Direct Parent
1,3-isoquinolinediones
Alternative Parents
Isoquinolones and derivatives / Tetrahydroisoquinolines / Aniline and substituted anilines / Benzylamines / Phenylmethylamines / Aralkylamines / Secondary alkylarylamines / N-alkylpyrrolidines / Aryl bromides / N-unsubstituted carboxylic acid imides
show 11 more
Substituents
1,3-isoquinolinedione / Amine / Amino acid or derivatives / Aniline or substituted anilines / Aralkylamine / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Azacycle / Benzenoid
show 27 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
JFEKAVPMVOLVTH-UNOMPAQXSA-N
InChI
InChI=1S/C21H20BrN3O2/c22-15-5-8-17-18(11-15)19(21(27)24-20(17)26)12-23-16-6-3-14(4-7-16)13-25-9-1-2-10-25/h3-8,11-12,23H,1-2,9-10,13H2,(H,24,26,27)/b19-12-
IUPAC Name
(4Z)-6-bromo-4-[({4-[(pyrrolidin-1-yl)methyl]phenyl}amino)methylidene]-1,2,3,4-tetrahydroisoquinoline-1,3-dione
SMILES
BrC1=CC=C2C(=O)NC(=O)\C(=C/NC3=CC=C(CN4CCCC4)C=C3)C2=C1

References

General References
Not Available
PubChem Compound
24808489
PubChem Substance
99443627
ChemSpider
22376320
ChEMBL
CHEMBL263143
ZINC
ZINC000018068793
PDBe Ligand
575
PDB Entries
2zm3

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
logP2Chemaxon
pKa (Strongest Acidic)8.31Chemaxon
pKa (Strongest Basic)9.42Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area61.44 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity111.42 m3·mol-1Chemaxon
Polarizability41.96 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9635
Blood Brain Barrier+0.8871
Caco-2 permeable-0.6147
P-glycoprotein substrateSubstrate0.7387
P-glycoprotein inhibitor IInhibitor0.9214
P-glycoprotein inhibitor IIInhibitor0.8793
Renal organic cation transporterInhibitor0.5874
CYP450 2C9 substrateNon-substrate0.8554
CYP450 2D6 substrateNon-substrate0.7478
CYP450 3A4 substrateSubstrate0.6175
CYP450 1A2 substrateNon-inhibitor0.5281
CYP450 2C9 inhibitorNon-inhibitor0.7608
CYP450 2D6 inhibitorNon-inhibitor0.7238
CYP450 2C19 inhibitorInhibitor0.5245
CYP450 3A4 inhibitorInhibitor0.7906
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9168
Ames testNon AMES toxic0.5718
CarcinogenicityNon-carcinogens0.9205
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5535 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5069
hERG inhibition (predictor II)Inhibitor0.7862
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0002900000-bd798476acedbc6ea3b3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-86eb69fa3dc79eaf94cf
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0013900000-28fda3131215695c67bc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000300000-1ebd7fb21feb19065182
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-2039200000-1c0185d01ffbc4f302fe
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00bc-9026000000-dae627889e69b5ea723e
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]-184.44054
predicted
DeepCCS 1.0 (2019)
[M+H]+186.79854
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.34349
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Insulin-like growth factor 1 receptor
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein tyrosine kinase activity
Specific Function
Receptor tyrosine kinase which mediates actions of insulin-like growth factor 1 (IGF1). Binds IGF1 with high affinity and IGF2 and insulin (INS) with a lower affinity. The activated IGF1R is involv...
Gene Name
IGF1R
Uniprot ID
P08069
Uniprot Name
Insulin-like growth factor 1 receptor
Molecular Weight
154791.73 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 21:19 / Updated at June 12, 2020 16:52