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BAY 3389934   Click here for help

GtoPdb Ligand ID: 13845

Synonyms: BAY-3389934 | BAY3389934 | example 1 [US20230391761A1]
Compound class: Synthetic organic
Comment: The chemical structure of BAY 3389934 was disclosed during the 'First Time disclosures' session at the ACS Spring 2025 meeting in San Diego [2]. This matches one of the S-alaninate derived compounds claimed in patent US20230391761A1 as dual factor IIa/Xa inhibitors for the treatment of thrombotic/thromboembolic disorders and/or complications [1]. It is optimised for short duration of action, to enable strict control of anticoagulant activity in patients in critical care units.
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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 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 12
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 191.39
Molecular weight 624.13
XLogP 0.08
No. Lipinski's rules broken 3

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 CCC1=C(C=CC=C1N2CC[C@@H](C2=O)O)S(=O)(=O)N[C@@H](CNC(=O)C3=CC=C(Cl)S3)C(=O)OCCC4=NC=CN4C
Isomeric SMILES CCC1=C(C=CC=C1S(=O)(=O)N[C@@H](CNC(=O)C2=CC=C(Cl)S2)C(=O)OCCC3=NC=CN3C)N4CC[C@H](O)C4=O
InChI InChI=1S/C26H30ClN5O7S2/c1-3-16-18(32-12-9-19(33)25(32)35)5-4-6-21(16)41(37,38)30-17(15-29-24(34)20-7-8-22(27)40-20)26(36)39-14-10-23-28-11-13-31(23)2/h4-8,11,13,17,19,30,33H,3,9-10,12,14-15H2,1-2H3,(H,29,34)/t17-,19-/m0/s1
InChI Key UHRIYOJEACOYON-HKUYNNGSSA-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/)
References
1. Beck H, Mesch S, Vakalopoulos A, Pfaff N, Zimmermann S, Follmann M, Kersten E, Levilain G, Partikel K, Broehl AP et al.. (2023)
Substituted s-alaninate derivatives.
Patent number: US20230391761A1. Assignee: Bayer AG. Priority date: 11/08/2023. Publication date: 07/12/2023.
2. Nordqvist A, Brånalt J, Winiwarter S, Petersen J, Eriksson AW, Liljeblad M, Janzén D, Miliotis T, Carlsson ET, Liu J et al.. 
AZD2389, a first in class candidate drug for the treatment of metabolic dysfunction-associated steatohepatitis.
Accessed on 03/04/2025. Modified on 03/04/2025. acs.digitellinc.com, https://acs.digitellinc.com/p/s/azd2389-a-first-in-class-candidate-drug-for-the-treatment-of-metabolic-dysfunction-associated-steatohepatitis-622940