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

Identification

Generic Name
(1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate
DrugBank Accession Number
DB08498
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 400.769
Monoisotopic: 400.046213865
Chemical Formula
C19H13ClN2O6
Synonyms
Not Available

Pharmacology

Indication

Not Available

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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 / Phenylacetamides / Benzyloxycarbonyls / Aryl ketones / N-arylamides / Chlorobenzenes / Aryl chlorides / Vinylogous amides
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Substituents
1,3-isoquinolinedione / 2,3-dihydroisoquinoline-1,4-dione / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Aryl ketone / Azacycle / Benzenoid / Benzyloxycarbonyl / Carbonyl group
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
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][C@@](OC(C)=O)(C(=O)NC1=CC=CC2=C1C(=O)C(=O)NC2=O)C1=CC=CC(Cl)=C1

References

General References
Not Available
PubChem Compound
46937155
PubChem Substance
99444969
ChemSpider
25058807
ZINC
ZINC000039127174
PDBe Ligand
RXC
PDB Entries
3dej

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 Solubility0.0033 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
Polarizability37.07 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-MSsplash10-0006-6903000000-c3c0a159eece04f24042
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-1109200000-2aaf2b94caeb7d63a25f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0015-0912000000-339127942ccb62b3894c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00lv-9631000000-dd182b59295625a9b4d4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0209000000-7bed1d3f7a6f47519239
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-003u-1933000000-036d43ce63fbad43e4b9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000l-9823000000-df4d4454327943001abf
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]-185.782
predicted
DeepCCS 1.0 (2019)
[M+H]+188.17758
predicted
DeepCCS 1.0 (2019)
[M+Na]+194.18678
predicted
DeepCCS 1.0 (2019)

Targets

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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