simurosertib   Click here for help

GtoPdb Ligand ID: 10317

Synonyms: example 108 [US9655900B2] | TAK-931 | TAK931
PDB Ligand
Compound class: Synthetic organic
Comment: Simurosertib (TAK-931) is an oral Cdc7 (cell division cycle 7-related protein kinase) inhibitor that is being developed by Millennium Pharmaceuticals/Takeda for potential antineoplastic activity in CDC7-overexpressing tumour cells [3]. Cdc7 is a serine/threonine kinase and cell division cycle protein. Simurosertib sensitizes tumour cells to DNA-damaging chemotherapies by functioning to disrupt the cells' ability to recover from DNA damage [2].

simurosertib is commercially available from our sponsors

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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 3
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 105.91
Molecular weight 341.13
XLogP 1.96
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES Cc1[nH]ncc1c1sc2c(c1)nc([nH]c2=O)C1CC2CCN1CC2
Isomeric SMILES Cc1[nH]ncc1c1sc2c(c1)nc([nH]c2=O)[C@@H]1CC2CCN1CC2
InChI InChI=1S/C17H19N5OS/c1-9-11(8-18-21-9)14-7-12-15(24-14)17(23)20-16(19-12)13-6-10-2-4-22(13)5-3-10/h7-8,10,13H,2-6H2,1H3,(H,18,21)(H,19,20,23)/t13-/m0/s1
InChI Key XGVXKJKTISMIOW-ZDUSSCGKSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[(2S)-1-azabicyclo[2.2.2]octan-2-yl]-6-(5-methyl-1H-pyrazol-4-yl)-3H-thieno[3,2-d]pyrimidin-4-one
International Nonproprietary Names Click here for help
INN number INN
11008 simurosertib
Synonyms Click here for help
example 108 [US9655900B2] | TAK-931 | TAK931
Database Links Click here for help
CAS Registry No. 1330782-76-7 (source: WHO INN record)
GtoPdb PubChem SID 381744998
PubChem CID 135564531
RCSB PDB Ligand O1V
Search Google for chemical match using the InChIKey XGVXKJKTISMIOW-ZDUSSCGKSA-N
Search Google for chemicals with the same backbone XGVXKJKTISMIOW
Search PubMed clinical trials simurosertib
Search PubMed titles simurosertib
Search PubMed titles/abstracts simurosertib
UniChem Compound Search for chemical match using the InChIKey XGVXKJKTISMIOW-ZDUSSCGKSA-N
UniChem Connectivity Search for chemical match using the InChIKey XGVXKJKTISMIOW-ZDUSSCGKSA-N

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MedChemExpress
Simurosertib (links to external site)
Cat. No. HY-100888