privosegtor   Click here for help

GtoPdb Ligand ID: 13222

Synonyms: BN-201 | BN201 | OCS-05
Compound class: Synthetic organic
Comment: The chemical structure for privosegtor was obtained from proposed INN list 130 (Feb. 2024), in which the compound is described as a serum/ glucocorticoid-regulated kinase 2 (SGK2) activator. This is a structural match for clinical candidate OCS-05 (also known as BN201) that is being investigated as a neuroprotective therapy [2].
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 CDK toolkit. 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 9
Hydrogen bond donors 2
Rotatable bonds 17
Topological polar surface area 116.05
Molecular weight 491.6
XLogP -0.89
No. Lipinski's rules broken 1
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.

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Canonical SMILES CC(C)CN(CC(=O)N(CCCN1CCCC1=O)CC(=O)N)C(=O)CNCCC2=C(C=CC=C2)F
Isomeric SMILES FC1=C(C=CC=C1)CCNCC(=O)N(CC(=O)N(CC(=O)N)CCCN2C(CCC2)=O)CC(C)C
InChI InChI=1S/C25H38FN5O4/c1-19(2)16-31(24(34)15-28-11-10-20-7-3-4-8-21(20)26)18-25(35)30(17-22(27)32)14-6-13-29-12-5-9-23(29)33/h3-4,7-8,19,28H,5-6,9-18H2,1-2H3,(H2,27,32)
InChI Key ODCKWAPNRBCXHV-UHFFFAOYSA-N
References
1. Villoslada P, Masso M, Paris S, Hutchings S, Koch A. (2023)
A Phase 1 randomized study on the safety and pharmacokinetics of OCS-05, a neuroprotective disease modifying treatment for Acute Optic Neuritis and Multiple Sclerosis.
Sci Rep, 13 (1): 5099. [PMID:36991169]
2. Villoslada P, Vila G, Colafrancesco V, Moreno B, Fernandez-Diez B, Vazquez R, Pertsovskaya I, Zubizarreta I, Pulido-Valdeolivas I, Messeguer J et al.. (2019)
Axonal and Myelin Neuroprotection by the Peptoid BN201 in Brain Inflammation.
Neurotherapeutics, 16 (3): 808-827. [PMID:30815844]