Macquarimicin A

Class: Macrolide

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Sphingomyelin phosphodiesterase inhibitors; low activity against bacteriodes and other anaerobes
Institute where first reported:	Daiichi Sankyo Pharmaceutical, Japan
Year first mentioned:	1986
Highest developmental phase:	Preclinical
Development status:	Inactive
Reason Dropped:	Very low potency to tested bacteria

Chemical structure(s):
Canonical SMILES:	C[C@@H]1C[C@H]2[C@H](C=C[C@@H]3C[C@H](C[C@@H]4CC(=O)/C(=C\[C@@H]32)/C(=O)O4)O)C1=O
Isomeric SMILES:	C[C@@H]1C[C@H]2[C@@H](C1=O)C=C[C@H]3[C@@H]2/C=C/4\C(=O)C[C@@H](C[C@@H](C3)O)OC4=O
InChI:	InChI=1S/C19H22O5/c1-9-4-15-13(18(9)22)3-2-10-5-11(20)6-12-7-17(21)16(8-14(10)15)19(23)24-12/h2-3,8-15,20H,4-7H2,1H3/b16-8+/t9-,10-,11-,12-,13+,14+,15+/m1/s1
InChI Key:	BYUKEFZLYIFNCB-MDRYBKLPSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/10019526

External links:
Guide to Pharmacology:	Macquarimicin A
Citation:	https://www.jstage.jst.go.jp/article/antibiotics1968/48/6/48_6_462/_pdf