Synonyms: compound 6 [PMID: 18804380]
Comment: Thiazomycin A is a thiazolyl macrocyclic peptide antibacterial produced by Amycolatopsis fastidiosa [ 1]. It is a potent Gram-positive antibacterial agent.
|
|
2D Structure
|
|
Physico-chemical Properties
|
|
Hydrogen bond acceptors
|
29
|
Hydrogen bond donors
|
9
|
Rotatable bonds
|
9
|
Topological polar surface area
|
574.74
|
Molecular weight
|
1448.28
|
XLogP
|
1.99
|
No. Lipinski's rules broken
|
2
|
|
SMILES / InChI / InChIKey
|
|
Canonical SMILES
|
CO/C(=C\1/NC(=O)[C@@H](NC(=O)c2csc(n2)c2cc(O)c(nc2c2csc(n2)[C@H]2NC(=O)c3nc([C@@H](NC(=O)c4nc1sc4)[C@@H]1OCc4c(C(=O)OC2)n(c2c4c(COC(=O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H]4[C@@](C1)(C)OC(N4C)C)ccc2)O)sc3)c1scc(n1)C(=O)NC(=C)C(=O)N)[C@H](O)C)/C
|
Isomeric SMILES
|
CO/C(=C\1/NC(=O)[C@@H](NC(=O)c2csc(n2)c2cc(O)c(nc2c2csc(n2)[C@H]2NC(=O)c3nc([C@@H](NC(=O)c4nc1sc4)[C@@H]1OCc4c(C(=O)OC2)n(c2c4c(COC(=O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H]4[C@@](C1)(C)OC(N4C)C)ccc2)O)sc3)c1scc(n1)C(=O)NC(=C)C(=O)N)[C@H](O)C)/C
|
InChI
|
InChI=1S/C62H60N14O18S5/c1-22(49(63)79)64-50(80)32-19-98-58(69-32)43-37(78)12-28-42(71-43)31-17-96-56(66-31)30-16-91-60(85)45-29-15-89-46(47(61(86)90-14-27-10-9-11-36(39(27)29)76(45)87)93-38-13-62(6)48(25(4)92-38)75(7)26(5)94-62)44(59-70-33(20-99-59)51(81)65-30)74-53(83)35-21-97-57(68-35)41(24(3)88-8)73-54(84)40(23(2)77)72-52(82)34-18-95-55(28)67-34/h9-12,17-21,23,25-26,30,38,40,44,46-48,77-78,87H,1,13-16H2,2-8H3,(H2,63,79)(H,64,80)(H,65,81)(H,72,82)(H,73,84)(H,74,83)/b41-24+/t23-,25+,26?,30+,38+,40+,44+,46+,47+,48-,62+/m1/s1
|
InChI Key
|
LPGAAUZJQIRAAG-CAYKKMKNSA-N
|
|
|