ML148

ML148
Clinical data
Drug class	15-PGDH inhibitor
Identifiers
	IUPAC name [1-(3-methylphenyl)benzimidazol-5-yl]-piperidin-1-ylmethanone;
CAS Number	451496-96-1;
PubChem CID	3243760;
ChemSpider	2494586;
ChEBI	CHEBI:92799;
ChEMBL	ChEMBL1343061;
Chemical and physical data
Formula	C20H21N3O
Molar mass	319.408 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC(=CC=C1)N2C=NC3=C2C=CC(=C3)C(=O)N4CCCCC4;
	InChI InChI=1S/C20H21N3O/c1-15-6-5-7-17(12-15)23-14-21-18-13-16(8-9-19(18)23)20(24)22-10-3-2-4-11-22/h5-9,12-14H,2-4,10-11H2,1H3; Key:YQNOQZALLOQMPY-UHFFFAOYSA-N;

ML148 is a drug which acts as a reasonably potent and selective inhibitor of the enzyme 15-hydroxyprostaglandin dehydrogenase (15-PGDH), with an IC₅₀ of 56 nM. It increases levels of prostaglandin E2 and stimulates tissue regeneration. It was one of the earliest selective 15-PGDH inhibitors developed, and is now mainly significant as a lead compound which was used to develop more potent derivatives such as HW201877, but is still used in research as its simple chemical structure and straightforward synthesis makes it a cost-effective alternative to more complex compounds.^[1]^[2]^[3]

References

^ Jadhav A, Niesen FH, Schultz L, Oppermann U, Maloney DJ, Simeonov A (2010). "Potent and selective inhibitors of NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase (HPGD)". Probe Reports from the NIH Molecular Libraries Program. Bethesda: National Center for Biotechnology Information. PMID 21735612.
^ Niesen FH, Schultz L, Jadhav A, Bhatia C, Guo K, Maloney DJ, et al. (November 2010). "High-affinity inhibitors of human NAD-dependent 15-hydroxyprostaglandin dehydrogenase: mechanisms of inhibition and structure-activity relationships". PLOS ONE. 5 (11) e13719. Bibcode:2010PLoSO...513719N. doi:10.1371/journal.pone.0013719. PMC 2970562. PMID 21072165.
^ Duveau DY, Yasgar A, Hu X, Kouznetsova J, Brimacombe KR, Kerns EH, et al. (2010). "Discovery of two small molecule inhibitors, ML387 and ML388, of human NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase". Probe Reports from the NIH Molecular Libraries Program. Bethesda: National Center for Biotechnology Information. PMID 25834895.

[1] Jadhav A, Niesen FH, Schultz L, Oppermann U, Maloney DJ, Simeonov A (2010). "Potent and selective inhibitors of NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase (HPGD)". Probe Reports from the NIH Molecular Libraries Program. Bethesda: National Center for Biotechnology Information. PMID 21735612.

[2] Niesen FH, Schultz L, Jadhav A, Bhatia C, Guo K, Maloney DJ, et al. (November 2010). "High-affinity inhibitors of human NAD-dependent 15-hydroxyprostaglandin dehydrogenase: mechanisms of inhibition and structure-activity relationships". PLOS ONE. 5 (11) e13719. Bibcode:2010PLoSO...513719N. doi:10.1371/journal.pone.0013719. PMC 2970562. PMID 21072165.

[3] Duveau DY, Yasgar A, Hu X, Kouznetsova J, Brimacombe KR, Kerns EH, et al. (2010). "Discovery of two small molecule inhibitors, ML387 and ML388, of human NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase". Probe Reports from the NIH Molecular Libraries Program. Bethesda: National Center for Biotechnology Information. PMID 25834895.

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