PRD_000488
Summary
| Name: | TRIOSTIN A |
| Formula: | C50 H62 N12 O12 S2 |
| Fomular weight: | 1087.23 |
| Component type: | peptide-like |
| Polymer sequences: | DSN, ALA, NCY, MVA, DSN, ALA, NCY, MVA |
| Non-polymer components: | |
| BIRD class: | Anticancer |
| Represented as: | polymer |
| Compound Details: | TRIOSTIN IS A BICYCLIC OCTADEPSIPEPTIDE, A MEMBER OF THE QUINOXALINE CLASS OF ANTIBIOTICS. HERE, TRIOSTIN IS REPRESENTED BY GROUPING TOGETHER THE SEQUENCE (SEQRES) AND THE TWO LIGANDS (HET) QUI |
| Description: | TRIOSTIN IS A BICYCLIC OCTADEPSIPEPTIDE. BICYCLIZATION IS ACHIEVED BY LINKING THE N- AND THE C- TERMINI, AND A DISULPHIDE BOND BETWEEN RESIDUES 3 AND 7. THE TWO QUINOXALINE CHROMOPHORES ARE LINKED TO THE D-SERINE RESIDUES, RESIDUES 1 AND 5. |
| Families: | FAM_000411 |
| Program | Version | Name |
| ACDLabs | 12.01 | N,N'-[(1R,4S,7R,11S,14R,17S,20R,24S)-2,4,12,15,17,25-hexamethyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexaazabicyclo[12.12.4]triacontane-7,20-diyl]diquinoxaline-2-carboxamide |
| OpenEye OEToolkits | 1.7.6 | N-[(1R,4S,7R,11S,14R,17S,20R,24S)-2,4,12,15,17,25-hexamethyl-3,6,10,13,16,19,23,26-octakis(oxidanylidene)-11,24-di(propan-2-yl)-20-(quinoxalin-2-ylcarbonylamino)-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexazabicyclo[12.12.4]triacontan-7-yl]quinoxaline-2-carboxamide |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | O=C3N(C)C(C(=O)OCC(NC(=O)c1nc2c(nc1)cccc2)C(=O)NC(C(=O)N(C)C4C(=O)N(C)C(C(=O)OCC(C(=O)NC(C(=O)N(C3CSSC4)C)C)NC(=O)c5nc6c(nc5)cccc6)C(C)C)C)C(C)C |
| InChI | InChI | 1.03 | InChI=1S/C50H62N12O12S2/c1-25(2)39-49(71)73-21-35(57-41(63)33-19-51-29-15-11-13-17-31(29)55-33)43(65)53-28(6)46(68)60(8)38-24-76-75-23-37(47(69)61(39)9)59(7)45(67)27(5)54-44(66)36(22-74-50(72)40(26(3)4)62(10)48(38)70)58-42(64)34-20-52-30-16-12-14-18-32(30)56-34/h11-20,25-28,35-40H,21-24H2,1-10H3,(H,53,65)(H,54,66)(H,57,63)(H,58,64)/t27-,28-,35+,36+,37-,38-,39-,40-/m0/s1 |
| InChIKey | InChI | 1.03 | GULVULFEAVZHHC-IITWSDOJSA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CC(C)[C@@H]1N(C)C(=O)[C@@H]2CSSC[C@H](N(C)C(=O)[C@H](C)NC(=O)[C@@H](COC1=O)NC(=O)c3cnc4ccccc4n3)C(=O)N(C)[C@@H](C(C)C)C(=O)OC[C@@H](NC(=O)c5cnc6ccccc6n5)C(=O)N[C@@H](C)C(=O)N2C |
| SMILES | CACTVS | 3.370 | CC(C)[CH]1N(C)C(=O)[CH]2CSSC[CH](N(C)C(=O)[CH](C)NC(=O)[CH](COC1=O)NC(=O)c3cnc4ccccc4n3)C(=O)N(C)[CH](C(C)C)C(=O)OC[CH](NC(=O)c5cnc6ccccc6n5)C(=O)N[CH](C)C(=O)N2C |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C[C@H]1C(=O)N([C@H]2CSSC[C@@H](C(=O)N([C@H](C(=O)OC[C@H](C(=O)N1)NC(=O)c3cnc4ccccc4n3)C(C)C)C)N(C(=O)[C@@H](NC(=O)[C@@H](COC(=O)[C@@H](N(C2=O)C)C(C)C)NC(=O)c5cnc6ccccc6n5)C)C)C |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC1C(=O)N(C2CSSCC(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)c3cnc4ccccc4n3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)c5cnc6ccccc6n5)C)C)C |
