NAV

N-[3-(2-fluoroethoxy)phenyl]-N'-(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-6-yl)butanediamide

Identification

Generic Name
N-[3-(2-fluoroethoxy)phenyl]-N'-(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-6-yl)butanediamide
DrugBank Accession Number
DB08499
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 427.3825
Monoisotopic: 427.117963528
Chemical Formula
C21H18FN3O6
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
UCaspase-3Not 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 1,4-isoquinolinediones. These are isoquinoline derivatives carrying a C=O group at positions 1 and 4, respectively.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Isoquinolines and derivatives
Sub Class
1,4-isoquinolinediones
Direct Parent
1,4-isoquinolinediones
Alternative Parents
1,3-isoquinolinediones / Isoquinolones and derivatives / Tetrahydroisoquinolines / Anilides / Phenoxy compounds / Aryl ketones / Phenol ethers / N-arylamides / Alkyl aryl ethers / Fatty amides
show 9 more
Substituents
1,3-isoquinolinedione / 2,3-dihydroisoquinoline-1,4-dione / Alkyl aryl ether / Alkyl fluoride / Alkyl halide / Anilide / Aromatic heteropolycyclic compound / Aryl ketone / Azacycle / Benzenoid
show 26 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
DQXBKUVWJSZHSI-UHFFFAOYSA-N
InChI
InChI=1S/C21H18FN3O6/c22-8-9-31-14-3-1-2-12(10-14)23-17(26)6-7-18(27)24-13-4-5-15-16(11-13)19(28)21(30)25-20(15)29/h1-5,10-11H,6-9H2,(H,23,26)(H,24,27)(H,25,29,30)
IUPAC Name
N-[3-(2-fluoroethoxy)phenyl]-N'-(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-6-yl)butanediamide
SMILES
FCCOC1=CC=CC(NC(=O)CCC(=O)NC2=CC=C3C(=O)NC(=O)C(=O)C3=C2)=C1

References

General References
Not Available
PubChem Compound
24883488
PubChem Substance
99444970
ChemSpider
25058808
ZINC
ZINC000039127317
PDBe Ligand
RXD
PDB Entries
3dek

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 Solubility0.0199 mg/mLALOGPS
logP1.83ALOGPS
logP1.09Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)5.64Chemaxon
pKa (Strongest Basic)-4.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area130.67 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity109.35 m3·mol-1Chemaxon
Polarizability41.68 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9661
Blood Brain Barrier+0.7587
Caco-2 permeable-0.62
P-glycoprotein substrateSubstrate0.5819
P-glycoprotein inhibitor IInhibitor0.5755
P-glycoprotein inhibitor IIInhibitor0.5639
Renal organic cation transporterNon-inhibitor0.8339
CYP450 2C9 substrateNon-substrate0.8579
CYP450 2D6 substrateNon-substrate0.77
CYP450 3A4 substrateSubstrate0.5374
CYP450 1A2 substrateInhibitor0.6277
CYP450 2C9 inhibitorInhibitor0.6178
CYP450 2D6 inhibitorNon-inhibitor0.8789
CYP450 2C19 inhibitorInhibitor0.7309
CYP450 3A4 inhibitorNon-inhibitor0.5076
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.714
Ames testNon AMES toxic0.5733
CarcinogenicityNon-carcinogens0.922
BiodegradationNot ready biodegradable0.9917
Rat acute toxicity2.2116 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9705
hERG inhibition (predictor II)Non-inhibitor0.5134
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-0392600000-22a65b398371744d469d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-08fr-2219400000-166ae984dc7a5b73d1ac
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01q3-0819000000-f44090e41f5c1a5c7c01
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0319000000-36384854bea3b885def5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0897100000-b7511882b18fd0c75e69
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-08gi-2918000000-2745adeaf7932543b214
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]-198.39986
predicted
DeepCCS 1.0 (2019)
[M+H]+200.75786
predicted
DeepCCS 1.0 (2019)
[M+Na]+206.85101
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Caspase-3
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phospholipase a2 activator activity
Specific Function
Involved in the activation cascade of caspases responsible for apoptosis execution. At the onset of apoptosis it proteolytically cleaves poly(ADP-ribose) polymerase (PARP) at a '216-Asp-|-Gly-217' ...
Gene Name
CASP3
Uniprot ID
P42574
Uniprot Name
Caspase-3
Molecular Weight
31607.58 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