venadaparib   Click here for help

GtoPdb Ligand ID: 11184

Synonyms: example 26 [WO2015037939A1] | example I-26 [WO2015037939A1]
Compound class: Synthetic organic
Comment: This compound is one of the phthalazinone derivatives claimed as poly(ADP-ribose) polymerase (PARP) inhibitors in Ildong Pharmaceutical's patent WO2015037939A1, that were designed for antineoplastic potential [1]. The chemical structure matches that submitted to the WHO for the INN venadaparib. We have added its interaction data to PARP1. A potential Ildong internal code is IDX-1197, which is described by the NCI Drug Dictionary as an orally administered, PARP1/2 selective inhibitor, and this entry associates IDX-1197 with an earlier synonym, NOV140101. As of August 2020, there is nothing in the published literature to confirm these structure>code associations.
Pharmacological and biological activity of IDX-1197 is outlined in Abstract A106; AACR-NCI-EORTC International Conference (Oct 2017). IDX-1197 is in Phase 1/2 clinical trial in solid tumours with confirmed mutations in homologous recombination repair genes (NCT04174716).
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 78.09
Molecular weight 406.18
XLogP 2.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES Fc1ccc(cc1C(=O)N1CC(C1)CNC1CC1)Cc1n[nH]c(=O)c2c1cccc2
Isomeric SMILES Fc1ccc(cc1C(=O)N1CC(C1)CNC1CC1)Cc1n[nH]c(=O)c2c1cccc2
InChI InChI=1S/C23H23FN4O2/c24-20-8-5-14(10-21-17-3-1-2-4-18(17)22(29)27-26-21)9-19(20)23(30)28-12-15(13-28)11-25-16-6-7-16/h1-5,8-9,15-16,25H,6-7,10-13H2,(H,27,29)
InChI Key YNBQAYKYNYRCCA-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[[3-[3-[(cyclopropylamino)methyl]azetidine-1-carbonyl]-4-fluorophenyl]methyl]-2H-phthalazin-1-one
International Nonproprietary Names Click here for help
INN number INN
11225 venadaparib
Synonyms Click here for help
example 26 [WO2015037939A1] | example I-26 [WO2015037939A1]
Database Links Click here for help
CAS Registry No. 1681017-83-3 (source: WHO INN record)
GtoPdb PubChem SID 434122244
PubChem CID 117955898
Search Google for chemical match using the InChIKey YNBQAYKYNYRCCA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone YNBQAYKYNYRCCA
Search PubMed clinical trials venadaparib
Search PubMed titles venadaparib
Search PubMed titles/abstracts venadaparib
UniChem Compound Search for chemical match using the InChIKey YNBQAYKYNYRCCA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey YNBQAYKYNYRCCA-UHFFFAOYSA-N