(1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate

Identification

Name
(1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate
Accession Number
DB08498
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: 400.769
Monoisotopic: 400.046213865
Chemical Formula
C19H13ClN2O6
InChI Key
OVSAMUIBGQSLDC-INIZCTEOSA-N
InChI
InChI=1S/C19H13ClN2O6/c1-9(23)28-16(10-4-2-5-11(20)8-10)19(27)21-13-7-3-6-12-14(13)15(24)18(26)22-17(12)25/h2-8,16H,1H3,(H,21,27)(H,22,25,26)/t16-/m0/s1
IUPAC Name
(S)-(3-chlorophenyl)[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)carbamoyl]methyl acetate
SMILES
[H][[email protected]@](OC(C)=O)(C(=O)NC1=CC=CC2=C1C(=O)C(=O)NC2=O)C1=CC=CC(Cl)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCaspase-3Not AvailableHuman
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
46937155
PubChem Substance
99444969
ChemSpider
25058807
HET
RXC
PDB Entries
3dej

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 Solubility0.0033 mg/mLALOGPS
logP2.5ALOGPS
logP2.61ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)5.51ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area118.64 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity99.14 m3·mol-1ChemAxon
Polarizability37.08 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9109
Blood Brain Barrier+0.7556
Caco-2 permeable-0.5338
P-glycoprotein substrateNon-substrate0.558
P-glycoprotein inhibitor INon-inhibitor0.6172
P-glycoprotein inhibitor IINon-inhibitor0.587
Renal organic cation transporterNon-inhibitor0.9407
CYP450 2C9 substrateNon-substrate0.7889
CYP450 2D6 substrateNon-substrate0.8707
CYP450 3A4 substrateSubstrate0.5121
CYP450 1A2 substrateNon-inhibitor0.5289
CYP450 2C9 inhibitorNon-inhibitor0.7045
CYP450 2D6 inhibitorNon-inhibitor0.879
CYP450 2C19 inhibitorInhibitor0.5238
CYP450 3A4 inhibitorNon-inhibitor0.5541
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7426
Ames testNon AMES toxic0.7593
CarcinogenicityNon-carcinogens0.8509
BiodegradationNot ready biodegradable0.9932
Rat acute toxicity2.0100 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9913
hERG inhibition (predictor II)Non-inhibitor0.8577
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-MSNot Available
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 1,4-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 / Phenylacetamides / Benzyloxycarbonyls / Aryl ketones / N-arylamides / Chlorobenzenes / Aryl chlorides / Vinylogous amides
show 10 more
Substituents
1,3-isoquinolinedione / 2,3-dihydroisoquinoline-1,4-dione / Isoquinolone / Benzyloxycarbonyl / Phenylacetamide / Tetrahydroisoquinoline / Aryl ketone / N-arylamide / Chlorobenzene / Halobenzene
show 26 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
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. [PubMed:10592235]

Drug created on September 15, 2010 15:32 / Updated on December 01, 2017 16:05