ocedurenone   Click here for help

GtoPdb Ligand ID: 12040

Synonyms: Example 12 [US9468635B2] | KBP-5074 | KBP5074
Compound class: Synthetic organic
Comment: Ocedurenone (KBP-5074) is a selective and potent non-steroidal mineralocorticoid receptor (MR) antagonist that was developed by KBP Biosciences for management of uncontrolled/resistant hypertension in advanced chronic kidney disease [3]. The non-steroidal MR antagonist class of drugs includes finerenone and esaxerenone which are already in clinical use. These agents typically demonstrate a lower risk of inducing hyperkalemia [2,5] and with reduced hormonal side effects compared to steroidal MR antagonists such as spironolactone and eplerenone.
The chemical structure for KBP-5074 that's depicted here, was disclosed in [3], and is the (3S,3aR) enantiomer, and this matches the structure submitted for the INN ocedurenone. This chemical structure is one of those claimed in KBP Biosciences' patent US9468635B2 (Example 12 therein) [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 92.82
Molecular weight 503.21
XLogP 4.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#Cc1ccc(cc1Cl)N1N=C2[C@@H]([C@@H]1C1CCCC1)CCc1c2ccc(n1)C(=O)N1CCC(CC1)O
Isomeric SMILES C1CCC(C1)[C@H]1[C@H]2CCc3c(C2=NN1c1cc(c(cc1)C#N)Cl)ccc(n3)C(=O)N1CCC(CC1)O
InChI InChI=1S/C28H30ClN5O2/c29-23-15-19(6-5-18(23)16-30)34-27(17-3-1-2-4-17)22-8-9-24-21(26(22)32-34)7-10-25(31-24)28(36)33-13-11-20(35)12-14-33/h5-7,10,15,17,20,22,27,35H,1-4,8-9,11-14H2/t22-,27-/m0/s1
InChI Key UXHQLGLGLZKHTC-CUNXSJBXSA-N