asundexian   Click here for help

GtoPdb Ligand ID: 11710

Synonyms: BAY 2433334 | BAY2433334 | example 235 [WO2017005725A1]
PDB Ligand
Compound class: Synthetic organic
Comment: Asundexian (BAY 2433334) is a small molecule, orally administered coagulation factor XIa inhibitor [1,3-4]. It was developed as a novel anti-thrombotic. The compound's pharmacokinetics support once-daily dosing.

asundexian 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 6
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 133.61
Molecular weight 592.12
XLogP 4.61
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 COc1cn(c(=O)cc1c1cc(Cl)ccc1n1nnc(c1)C(F)(F)F)[C@H](C(=O)Nc1ccc(c(c1)F)C(=O)N)CC
Isomeric SMILES O=C(Nc1cc(F)c(C(=O)N)cc1)[C@H](CC)n1cc(OC)c(cc1=O)c1cc(Cl)ccc1n1cc(C(F)(F)F)nn1
InChI InChI=1S/C26H21ClF4N6O4/c1-3-19(25(40)33-14-5-6-15(24(32)39)18(28)9-14)36-11-21(41-2)17(10-23(36)38)16-8-13(27)4-7-20(16)37-12-22(34-35-37)26(29,30)31/h4-12,19H,3H2,1-2H3,(H2,32,39)(H,33,40)/t19-/m0/s1
InChI Key XYWIPYBIIRTJMM-IBGZPJMESA-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
4-[[(2S)-2-[4-[5-chloro-2-[4-(trifluoromethyl)triazol-1-yl]phenyl]-5-methoxy-2-oxopyridin-1-yl]butanoyl]amino]-2-fluorobenzamide
International Nonproprietary Names Click here for help
INN number INN
11408 asundexian
Synonyms Click here for help
BAY 2433334 | BAY2433334 | example 235 [WO2017005725A1]
Database Links Click here for help
BindingDB Ligand 413842
GtoPdb PubChem SID 442878736
PubChem CID 135206011
RCSB PDB Ligand QV3
Search Google for chemical match using the InChIKey XYWIPYBIIRTJMM-IBGZPJMESA-N
Search Google for chemicals with the same backbone XYWIPYBIIRTJMM
Search PubMed clinical trials asundexian
Search PubMed titles asundexian
Search PubMed titles/abstracts asundexian
UniChem Compound Search for chemical match using the InChIKey XYWIPYBIIRTJMM-IBGZPJMESA-N
UniChem Connectivity Search for chemical match using the InChIKey XYWIPYBIIRTJMM-IBGZPJMESA-N

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MedChemExpress
Asundexian (links to external site)
Cat. No. HY-137431