SCHEMBL19952957

SCHEMBL19952957
Identifiers
	IUPAC name 4-[3-(4-cyclopentyloxyphenyl)-1,2,4-oxadiazol-5-yl]phenol;
PubChem CID	137279743;
Chemical and physical data
Formula	C19H18N2O3
Molar mass	322.364 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CCC(C1)OC2=CC=C(C=C2)C3=NOC(=N3)C4=CC=C(C=C4)O;
	InChI InChI=1S/C19H18N2O3/c22-15-9-5-14(6-10-15)19-20-18(21-24-19)13-7-11-17(12-8-13)23-16-3-1-2-4-16/h5-12,16,22H,1-4H2; Key:LTWUHRPUKBTFBZ-UHFFFAOYSA-N;

SCHEMBL19952957 is an oxadiazole based antibiotic, originally developed in 2014 as a potential treatment for infections with methicillin-resistant Staphylococcus aureus (MRSA) and other antibiotic-resistant bacteria. Subsequently, it has been found to be useful against Clostridioides difficile as it not only kills active bacteria but also inhibits the germination of the dormant spores which can otherwise often lead to persistent infections that repeatedly recur upon cessation of antibiotic treatment. While it is still only being researched in animals at this stage, this dual action is a significant advance over existing antibiotics, and it is likely that drugs from this class may be developed as new medications for the treatment of antibiotic-resistant infections in humans.^[1]^[2]^[3]^[4]

References

^ US 10662164, Chang M, Mobashery S, Spink E, Ding D, Testero S, Leemans E, Boudreau M, "Non-beta lactam antibiotics", issued 26 May 2020, assigned to University of Notre Dame.
^ US 11168062, Chang M, Mobashery S, Ding D, "Compounds for the treatment of Clostridium difficile infection", issued 9 November 2021, assigned to University of Notre Dame.
^ Janardhanan J, Kim C, Qian Y, Yang J, Meisel JE, Ding D, et al. (May 2023). "A dual-action antibiotic that kills Clostridioides difficile vegetative cells and inhibits spore germination". Proceedings of the National Academy of Sciences of the United States of America. 120 (20): e2304110120. Bibcode:2023PNAS..12004110J. doi:10.1073/pnas.2304110120. PMC 10193928. PMID 37155891. S2CID 258565494.
^ Yirka B (9 May 2023). "Dual-action antibiotic found that kills C. difficile, preventing reinfections". Medical Xpress.

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[1] US 10662164, Chang M, Mobashery S, Spink E, Ding D, Testero S, Leemans E, Boudreau M, "Non-beta lactam antibiotics", issued 26 May 2020, assigned to University of Notre Dame.

[2] US 11168062, Chang M, Mobashery S, Ding D, "Compounds for the treatment of Clostridium difficile infection", issued 9 November 2021, assigned to University of Notre Dame.

[pmid37155891-3] Janardhanan J, Kim C, Qian Y, Yang J, Meisel JE, Ding D, et al. (May 2023). "A dual-action antibiotic that kills Clostridioides difficile vegetative cells and inhibits spore germination". Proceedings of the National Academy of Sciences of the United States of America. 120 (20): e2304110120. Bibcode:2023PNAS..12004110J. doi:10.1073/pnas.2304110120. PMC 10193928. PMID 37155891. S2CID 258565494.

[4] Yirka B (9 May 2023). "Dual-action antibiotic found that kills C. difficile, preventing reinfections". Medical Xpress.

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See also

References