BIRD-PRD_000759: THIOPEPTIDE THIOSTREPTON WITH EPIMER FORM OF RESIDUE 9

基本情報

• 登録情報: データベース: 生物学的重要分子辞書 (BIRD) / ID: PRD_000759
• 状態: 状態: REF ONLY
• 名称: THIOPEPTIDE THIOSTREPTON WITH EPIMER FORM OF RESIDUE 9

BIRD information

• タイプ: チオペプチド / 抗生剤

詳細

• THIOSTREPTON IS A MEMBER OF A SULPHUR-RICH HETEROCYCLIC PEPTIDES CLASS. ALL SHARE A MACROCYCLIC CORE, CONSISTING OF A NITROGEN CONTAINING, SIX-MEMBERED RING CENTRAL TO DEHYDROAMINO ACIDS AND A SUBSET OF FIVE MEMBER RING STRUCTURES INCLUDING THIAZOLES, THIAZOLINES AND OXAZOLES. HERE, THIOSTREPTON IS REPRESENTED BY THE SEQUENCE (SEQRES)
• THIOSTREPTON IS A HETEROCYCLIC THIOPEPTIDE, CONSISTING OF FOUR THIAZOLES ONE THIOZOLINE ONE PIPERIDEINE RINGS. A MODIFIED QUINOLINE, RESIDUE 0, IS LINKED TO MAIN-CHAIN RESIDUE 1 AND SIDE-CHAIN OF RESIDUE 12. IN THIS ENTRY RESIDUE 9 WAS CHEMICALLY MODIFIED FROM D-CYS TO L-CYS AND RESIDUE 17 (HET DHA) WAS DELETED.

• ダウンロード: Molecular definition / Chemical definition / Family definition

Annotation

• 分子機能: thiostrepton derivatives for characterization of the ribosomal binding site / 情報源: PubMed: 21365717

由来

• Streptomyces azureus MST-AS4632, UniProtKB: P0C8P8

Family

Thiopeptides

Nosiheptide / THIOSTREPTON / GE2270a / THIOPEPTIDE THIOSTREPTON REDUCED AT N-CA BOND OF RESIDUE 14 / THIOPEPTIDE THIOSTREPTON WITH EPIMER FORM OF RESIDUE 9 / THIOPEPTIDE THIOSTREPTON OXIDIZED AT CA-CB BOND OF RESIDUE 9 / Thiocillin GE2270 analogue NVP-LFF571 / Thiocillin GE2270 analogue NVP-LDK733 / Thiocillin GE2270 analogue NVP-LDI028 / thiomuracin A derivative

Related structures

• Thiostrepton / CCDC: TSTREP / Reference
• Nosiheptide chloroform solvate / CCDC: NOSHEP10 / Reference

Chemical information

組成

組成式: C₆₉H₈₁N₁₈O₁₇S₅ / 化学式量: 1594.817

• その他: タイプ: peptide-like

履歴

• 外部リンク: UniChem / ChemSpider / Wikipedia search / Google search

詳細

SMILES

• ACDLabs 12.01: O=C8NC6c1nc(cs1)C3N=C(c2nc(cs2)C(=O)NC(=C)\C(=O)N)CCC3(NC(=O)C(NC(=O)C(=C)\NC(=O)C(NC(=O)C(NC5C=Cc4c(cc(nc4C5O)C(=O)OC6C)C(O)C)C(C)CC)C)C)c7scc(n7)C(=O)NC(C(=O)N\C(=C/C)C%10=NC(C(=O)NC(c9nc8cs9)C(O)(C)C(O)C)CS%10)C(O)C
• CACTVS 3.370: CC[CH](C)[CH]1N[CH]2C=Cc3c(cc(nc3[CH]2O)C(=O)O[CH](C)[CH]4NC(=O)c5csc(n5)[CH](NC(=O)[CH]6CSC(=N6)C(NC(=O)[CH](NC(=O)c7csc(n7)[C]8(CCC(=N[C]8c9csc4n9)c%10scc(n%10)C(=O)NC(=C)C(N)=O)NC(=O)[CH](C)NC(=O)C(=C)NC(=O)[CH](C)NC1=O)[CH](C)O)=CC)[C](C)(O)[CH](C)O)[CH](C)O
• OpenEye OEToolkits 1.7.6: CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=N[C]2c4csc(n4)C(C(OC(=O)c5cc(c6c(n5)C(C(N1)C=C6)O)C(C)O)C)NC(=O)c7csc(n7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)c9csc3n9)C(C)O)C(C)(C(C)O)O)c1nc(cs1)C(=O)NC(=C)C(=O)N)C)C

SMILES CANONICAL

• CACTVS 3.370: CC[C@H](C)[C@@H]1N[C@@H]2C=Cc3c(cc(nc3[C@H]2O)C(=O)O[C@H](C)[C@@H]4NC(=O)c5csc(n5)[C@@H](NC(=O)[C@@H]6CSC(=N6)C(/NC(=O)[C@@H](NC(=O)c7csc(n7)[C@]8(CCC(=N[C]8c9csc4n9)c%10scc(n%10)C(=O)NC(=C)C(N)=O)NC(=O)[C@H](C)NC(=O)C(=C)NC(=O)[C@H](C)NC1=O)[C@@H](C)O)=C/C)[C@](C)(O)[C@@H](C)O)[C@H](C)O
• OpenEye OEToolkits 1.7.6: CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NC(=C)C(=O)N[C@H](C(=O)N[C@]23CCC(=N[C]2c4csc(n4)[C@H]([C@H](OC(=O)c5cc(c6c(n5)[C@H](C(N1)C=C6)O)[C@H](C)O)C)NC(=O)c7csc(n7)[C@@H](NC(=O)[C@@H]8CSC(=N8)/C(=C/C)/NC(=O)[C@@H](NC(=O)c9csc3n9)[C@@H](C)O)[C@@](C)([C@@H](C)O)O)c1nc(cs1)C(=O)NC(=C)C(=O)N)C)C

InChI

• InChI 1.03: InChI=1S/C69H82N18O17S5/c1-13-25(3)45-60(100)74-28(6)54(94)72-27(5)53(93)73-29(7)55(95)87-69-18-17-38(63-81-41(21-106-63)56(96)71-26(4)52(70)92)77-50(69)40-20-107-64(79-40)47(32(10)104-66(102)39-19-35(30(8)88)34-15-16-37(75-45)49(91)48(34)76-39)85-57(97)42-23-108-65(82-42)51(68(12,103)33(11)90)86-59(99)43-22-105-62(80-43)36(14-2)78-61(101)46(31(9)89)84-58(98)44-24-109-67(69)83-44/h14-16,19-21,23-25,28-33,37,43,45-47,49-51,75,88-91,103H,4-5,13,17-18,22H2,1-3,6-12H3,(H2,70,92)(H,71,96)(H,72,94)(H,73,93)(H,74,100)(H,78,101)(H,84,98)(H,85,97)(H,86,99)(H,87,95)/b36-14-/t25-,28-,29-,30-,31+,32+,33+,37+,43-,45-,46-,47-,49-,50+,51+,68+,69+/m0/s1

InChIKey

• InChI 1.03: XORNKFRBKXGWND-SPODNLGNSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-(3-amino-3-oxoprop-1-en-2-yl)-2-[(1R,8S,11Z,15R,18S,25S,26R,35R,37S,40S,46S,53S,59S)-37-[(2S)-butan-2-yl]-18-[(2S,3R)-2,3-dihydroxybutan-2-yl]-11-ethylidene-59-hydroxy-8-[(1R)-1-hydroxyethyl]-31-[(1S)-1-hydroxyethyl]-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecaazanonacyclo[23.23.9.3~29,35~.1~2,5~.1~12,15~.1~19,22~.1~54,57~.0~1,53~.0~32,60~]tetrahexaconta-2(64),4,12(63),19(62),21,29,31,33,51,54,57,60-dodecaen-51-yl]-1,3-thiazole-4-carboxamide (non-preferred name) #

PDBエントリ

全1件を表示しています

PDB-2l2y:
Thiostrepton, epimer form of residue 9