Chemical substance record

RepSox

446859-33-2C₁₇H₁₃N₅287.326 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A member of the class of pyrazoles that is 1H-pyrazole substituted by 6-methylpyridin-2-yl and 1,5-naphthyridin-2-yl groups at positions 3 and 4, respectively. It is a potent and selective inhibitor of TGF-β R1 kinase (IC50 = 4 nM) and ALK5 autophosphorylation and binding (IC50 = 23 nM). — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	446859-33-2	ChEBI ↗
Molecular formula	C₁₇H₁₃N₅	ChEBI ↗
Molar mass	287.326 g/mol	ChEBI ↗
Monoisotopic mass	287.1171 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:190969	ChEBI ↗

Names & structural identifiers

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Source preferred name

RepSox

IUPAC name

2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine

InChIKey

LBPKYPYHDKKRFS-UHFFFAOYSA-N

SMILES

Cc1cccc(-c2nncc2-c2ccc3ncccc3n2)n1

InChI

InChI=1S/C17H13N5/c1-11-4-2-5-16(20-11)17-12(10-19-22-17)13-7-8-14-15(21-13)6-3-9-18-14/h2-10H,1H3,(H,19,22)

Names & synonyms

2-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]-1,5-naphthyridine

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

pyrazolesChEBI parent class · 26410 ↗pyridinesChEBI parent class · 26421 ↗1,5-naphthyridine derivativeChEBI parent class · 73540 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antineoplastic agentbone density conservation agentEC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitorTGFbeta receptor antagonist

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00348037 mol

Uses 287.326 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 17 atoms

71.06%

N

Nitrogen · 5 atoms

24.37%

H

Hydrogen · 13 atoms

4.56%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

A small-molecule inhibitor of tgf-Beta signaling replaces sox2 in reprogramming by inducing nanog. ↗Cell stem cell · 2009 Nov 6 · PMID 19818703

RepSox slows decay of CD34+ acute myeloid leukemia cells and decreases T cell immunoglobulin mucin-3 expression. ↗Stem cells translational medicine · 2014 Jul · PMID 24855276

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:190969

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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