CPZEN-45

Class: MraY inhibitor (nucleoside antibiotic)

Spectrum of activity:	Gram-positive
Details of activity:	Interferes with cell-wall synthesis by inhibiting transfer of the peptidoglycan precursor moiety (MurNAc-pentapeptide) to the membrane lipid carrier, undecaprenyl phosphate. Activity against Mycobacterium tuberculosis
Description:	Semisynthetic caprazamycin; several analogues; applied as inhalation
Institute where first reported:	Working Group on New TB Drugs
Year first mentioned:	2008
Highest developmental phase:	Preclinical
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	CCCCC1=CC=C(C=C1)NC(=O)C2=CCN(C)[C@@H]([C@@H]([C@@H]3[C@H]([C@H]([C@H](N4C=CC(=O)NC4=O)O3)O)O)O[C@H]5[C@@H]([C@@H]([C@@H](CN)O5)O)O)C(=O)N2C
Isomeric SMILES:	CCCCC1=CC=C(C=C1)NC(=O)C2=CCN([C@H](C(=O)N2C)[C@@H]([C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=O)NC4=O)O)O)O[C@H]5[C@@H]([C@@H]([C@H](O5)CN)O)O)C
InChI:	InChI=1S/C32H44N6O11/c1-4-5-6-16-7-9-17(10-8-16)34-28(44)18-11-13-36(2)21(29(45)37(18)3)26(49-31-25(43)22(40)19(15-33)47-31)27-23(41)24(42)30(48-27)38-14-12-20(39)35-32(38)46/h7-12,14,19,21-27,30-31,40-43H,4-6,13,15,33H2,1-3H3,(H,34,44)(H,35,39,46)/t19-,21+,22-,23+,24-,25-,26+,27+,30-,31+/m1/s1
InChI Key:	RQVDLVWYEOCAJE-KDHSHZOVSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/67419859

External links:
Guide to Pharmacology:	CPZEN-45
Main Source:	https://www.nature.com/articles/s41429-019-0241-5
Citations:	https://pubmed.ncbi.nlm.nih.gov/23919471/ https://www.nature.com/articles/ja20139