BIRD-PRD_001072: Thiocillin GE2270 analogue NVP-LFF571

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_001072
• Status: Status: REF ONLY
• Name: Thiocillin GE2270 analogue NVP-LFF571

BIRD information

• Type: Thiopeptide / Antibiotic

Details

• THE GE2270A-LIKE ANTIBIOTIC COMPOUND IS REPRESENTED AS POLYMER. THE FIRST 11 RESIDUES OF THE ANTIBIOTIC ARE IDENTICAL TO THE CORRESPONDING RESIDUES IN GE2270A, WITH ONLY THE LAST RESIDUE MODIFIED

• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• NVP-LFF571 (PDB)

Annotation

• Structure: 4-Aminothiazolyl analogues of the antibiotic natural product GE2270 A / Info source: PubMed: 22315981
• Function: an investigational agent for treating Clostridium difficile infection / Info source: PubMed: 22315981

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

Composition

Formula: C₆₀H₇₂N₁₃O₁₃S₆ / Formula weight: 1375.683

• Others: Type: peptide-like

History

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C(O)C%10CCC(OC(=O)N(C=1NC(SC=1)C8=NC7C=2NC(SC=2)C=3NC(SC=3)C(NC(=O)CNC(=O)C4=C(SC(N4)C(NC(=O)C5=C(SC(N5)C(NC(=O)C=6NC(SC=6)C7CC8)CC(=O)NC)C)C(C)C)COC)C(O)c9ccccc9)CCCCC(=O)O)CC%10
• CACTVS 3.370: CNC(=O)C[CH]1NC(=O)C2=CS[C](N2)[CH]3CCC(=N[C]3C4=CS[C](N4)C5=CS[C](N5)[CH](NC(=O)CNC(=O)C6=C(COC)S[C](N6)[CH](NC(=O)C7=C(C)S[C]1N7)C(C)C)[CH](O)c8ccccc8)[C]9NC(=CS9)N(CCCCC(O)=O)C(=O)O[CH]%10CC[CH](CC%10)C(O)=O
• OpenEye OEToolkits 1.7.6: CC1=C2C(=O)NC([C]3NC(=C(S3)COC)C(=O)NCC(=O)NC([C]4NC(=CS4)[C]5NC(=CS5)[C]6C(CCC(=N6)[C]7NC(=CS7)N(CCCCC(=O)O)C(=O)OC8CCC(CC8)C(=O)O)[C]9NC(=CS9)C(=O)NC([C](N2)S1)CC(=O)NC)C(c1ccccc1)O)C(C)C

SMILES CANONICAL

• CACTVS 3.370: CNC(=O)C[C@@H]1NC(=O)C2=CS[C](N2)[C@H]3CCC(=N[C]3C4=CS[C](N4)C5=CS[C](N5)[C@@H](NC(=O)CNC(=O)C6=C(COC)S[C](N6)[C@@H](NC(=O)C7=C(C)S[C]1N7)C(C)C)[C@@H](O)c8ccccc8)[C]9NC(=CS9)N(CCCCC(O)=O)C(=O)O[C@H]%10CC[C@@H](CC%10)C(O)=O
• OpenEye OEToolkits 1.7.6: CC1=C2C(=O)N[C@H]([C]3NC(=C(S3)COC)C(=O)NCC(=O)N[C@H]([C]4NC(=CS4)[C]5NC(=CS5)[C]6[C@H](CCC(=N6)[C]7NC(=CS7)N(CCCCC(=O)O)C(=O)OC8CCC(CC8)C(=O)O)[C]9NC(=CS9)C(=O)N[C@H]([C](N2)S1)CC(=O)NC)[C@H](c1ccccc1)O)C(C)C

InChI

• InChI 1.03: InChI=1S/C60H79N13O13S6/c1-28(2)44-58-72-47(39(92-58)23-85-5)51(80)62-22-42(75)69-48(49(78)30-11-7-6-8-12-30)57-67-38(26-89-57)55-65-36(24-88-55)46-33(53-66-37(25-87-53)50(79)64-35(21-41(74)61-4)56-71-45(29(3)91-56)52(81)70-44)18-19-34(63-46)54-68-40(27-90-54)73(20-10-9-13-43(76)77)60(84)86-32-16-14-31(15-17-32)59(82)83/h6-8,11-12,24-28,31-33,35,44,46,48-49,53-58,65-68,71-72,78H,9-10,13-23H2,1-5H3,(H,61,74)(H,62,80)(H,64,79)(H,69,75)(H,70,81)(H,76,77)(H,82,83)

InChIKey

• InChI 1.03: OPQIFOBFDBJUGW-UHFFFAOYSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: trans-4-{[(4-carboxybutyl){(2S)-2-[(2R,6R,11S,12R,18R,19S,25R,26S,35S,36S)-35-[(R)-hydroxy(phenyl)methyl]-28-(methoxymethyl)-21-methyl-18-[2-(methylamino)-2-oxoethyl]-16,23,30,33-tetraoxo-25-(propan-2-yl)-3,13,20,27,37-pentathia-7,17,24,31,34,39,40,41,42,43-decaazaheptacyclo[34.2.1.1~2,5~.1~12,15~.1~19,22~.1~26,29~.0~6,11~]tritetraconta-1(38),4,7,14,21,28-hexaen-8-yl]-2,3-dihydro-1,3-thiazol-4-yl}carbamoyl]oxy}cyclohexanecarboxylic acid (non-preferred name) #

PDB entries

Showing all 1 items

PDB-3u2q:
EF-Tu (Escherichia coli) in complex with NVP-LFF571