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

Identification

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Name
(4Z)-6-bromo-4-({[4-(pyrrolidin-1-ylmethyl)phenyl]amino}methylidene)isoquinoline-1,3(2H,4H)-dione
Accession Number
DB07156
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 426.306
Monoisotopic: 425.073889546
Chemical Formula
C21H20BrN3O2
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-ylmethyl)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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
24808489
PubChem Substance
99443627
ChemSpider
22376320
ChEMBL
CHEMBL263143
HET
575
PDB Entries
2zm3

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.00482 mg/mLALOGPS
logP3.68ALOGPS
logP1.94ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)8.32ChemAxon
pKa (Strongest Basic)9.5ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area61.44 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity111.42 m3·mol-1ChemAxon
Polarizability40.8 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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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 / Isoquinolone / Tetrahydroisoquinoline / Phenylmethylamine / Aniline or substituted anilines / Benzylamine / Secondary aliphatic/aromatic amine / Aralkylamine / Benzenoid / N-alkylpyrrolidine
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

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. [PubMed:10592235]

Drug created on September 15, 2010 15:19 / Updated on June 04, 2019 06:35