TP-271

Class: Tetracycline

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Broad spectrum antibiotic which demonstrated potency against H. influenzae, Streptococcus pneumoniae, Moraxella catarrhalis, Yersinia pestis, Bacillus anthracis and MRSA with MIC90 <0.5µg/ml.
Description:	Fluorocycline
Institute where first reported:	Tetraphase Pharmaceuticals, USA
Year first mentioned:	2010
Highest developmental phase:	Preclinical
Development status:	Inactive

Chemical structure(s):
Canonical SMILES:	CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=C(C(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)NC(=O)[C@@H]5CCCN5C)F
Isomeric SMILES:	CN1CCC[C@H]1C(=O)NC2=CC(=C3C[C@H]4C[C@H]5[C@@H](C(=O)C(=C([C@]5(C(=O)C4=C(C3=C2O)O)O)O)C(=O)N)N(C)C)F
InChI:	InChI=1S/C27H31FN4O8/c1-31(2)19-12-8-10-7-11-13(28)9-14(30-26(39)15-5-4-6-32(15)3)20(33)17(11)21(34)16(10)23(36)27(12,40)24(37)18(22(19)35)25(29)38/h9-10,12,15,19,33-34,37,40H,4-8H2,1-3H3,(H2,29,38)(H,30,39)/t10-,12-,15-,19-,27-/m0/s1
InChI Key:	VIWUYPVRNWIKLS-HMFHYXQTSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/54726193

External links:
Guide to Pharmacology:	TP-271
Main Source:	https://ir.tphase.com/news-releases/news-release-details/tetraphase-pharmaceuticals-initiates-phase-1-clinical-trial-tp
Citations:	https://www.escmid.org/escmid_publications/escmid_elibrary/?q=TP-271&id=2173&L=0&x=12&y=4 https://www.ncbi.nlm.nih.gov/pubmed/28559261 https://www.ncbi.nlm.nih.gov/pubmed/28784679