Compound ID | 597

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JNJ-17155437

Synonym(s): JNJ 1

Class: Macrolide

Agent Type: Semisynthetic;
Spectrum of activity: Gram-positive
Mechanism of action: Unknown
Description: Synthetic compound, derived from 15-methylerythromycin A
Institute where first reported: Johnson & Johnson Pharmaceutical
Year first mentioned: 2002
Development status: Experimental
Reason dropped: Likely to be due to the failure of Ketek (Telithromycin)
Chemical structure(s):
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Molecular weight:
Iso. SMILES: O=C1[C@H](C)[C@H]2NC(=O)O[C@@]2(C)[C@@H](CCC)OC([C@](F)(C)C([C@@H]([C@H]([C@](C[C@H]1C)(C)OC/C=C/C3=CC4=CC=CN=C4N=C3)O[C@@H]5O[C@H](C)C[C@H](N(C)C)[C@H]5O)C)=O)=O
InChI Key: XOJWHKZNAFOIAD-MBJJLJOESA-N
Can. SMILES: CCC[C@@H]1[C@@]2(C)[C@@H]([C@@H](C)C(=O)[C@H](C)C[C@](C)([C@@H]([C@@H](C)C(=O)[C@@](C)(C(=O)O1)F)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)OC/C=C/C4=CC5=CC=CN=C5N=C4)NC(=O)O2
InChI: InChI=1S/C42H59FN4O10/c1-11-14-30-42(8)33(46-39(52)57-42)25(4)31(48)23(2)21-40(6,53-18-13-15-27-20-28-16-12-17-44-36(28)45-22-27)35(26(5)34(50)41(7,43)38(51)55-30)56-37-32(49)29(47(9)10)19-24(3)54-37/h12-13,15-17,20,22-26,29-30,32-33,35,37,49H,11,14,18-19,21H2,1-10H3,(H,46,52)/b15-13+/t23-,24-,25+,26+,29+,30-,32-,33-,35-,37+,40-,41+,42+/m1/s1
External links:
Citations:
  • http://aac.asm.org/content/49/1/309.long
  • https://journals.asm.org/doi/10.1128/aac.49.1.309-315.2005

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