BAY2413555   Click here for help

GtoPdb Ligand ID: 13637

Synonyms: BAY 2413555 | BAY-2413555 | compound 27 [PMID: 39463278]
Compound class: Synthetic organic
Comment: BAY2413555 is a positive allosteric modulator (PAM) of the M2 muscarinic acetylcholine receptor (M2R) that binds at an extracellular vestibule adjacent to the orthosteric ligand binding site [1]. It is proposed to restore autonomic balance in heart failure patients, in whom sympathetic overactivation and parasympathetic withdrawal drive disease progression. Although BAY2413555 was the first clinical lead of its class, the development program was discontinued due to preclinical toxicity findings.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 105.47
Molecular weight 584.39
XLogP 3.63
No. Lipinski's rules broken 1

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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Canonical SMILES C[C@@H](C(C(F)(F)F)(F)F)NC(=O)C1=CN(C2=C(C=C(C=C2F)F)F)C3=C(C=C(C(=N3)N4C[C@H]([C@@H](C4)O)O)F)C1=O
Isomeric SMILES C[C@H](NC(=O)C1=CN(C2=NC(N3C[C@@H](O)[C@H](O)C3)=C(F)C=C2C1=O)C4=C(F)C=C(F)C=C4F)C(F)(F)C(F)(F)F
InChI InChI=1S/C23H17F9N4O4/c1-8(22(28,29)23(30,31)32)33-21(40)11-5-36(17-12(25)2-9(24)3-13(17)26)19-10(18(11)39)4-14(27)20(34-19)35-6-15(37)16(38)7-35/h2-5,8,15-16,37-38H,6-7H2,1H3,(H,33,40)/t8-,15+,16+/m0/s1
InChI Key VTFWALACVWFKNO-OCJYXSBASA-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
Synonyms Click here for help
BAY 2413555 | BAY-2413555 | compound 27 [PMID: 39463278]
Database Links Click here for help
GtoPdb PubChem SID 504705456
PubChem CID 172431614
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