PRD_000491
Summary
| Name: | Echinomycin |
| Formula: | C51 H64 N12 O12 S2 |
| Fomular weight: | 1101.257 |
| Component type: | peptide-like |
| Polymer sequences: | DSN, ALA, N2C, MVA, DSN, ALA, NCY, MVA |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | THE ECHINOMYCIN IS A BICYCLIC OCTADEPSIPEPTIDE, A MEMBER OF THE QUINOXALINE CLASS OF ANTIBIOTICS. HERE, ECHINOMYCIN IS REPRESENTED BY GROUPING TOGETHER THE SEQUENCE (SEQRES) AND TWO LIGANDS (HET) QUI. |
| Description: | ECHINOMYCIN IS A BICYCLIC OCTADEPSIPEPTIDE. BICYCLIZATION IS ACHIEVED BY LINKING THE N- AND THE C- TERMINI, AND A THIOACETAL 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,4R,7S,11R,14S,17S,20R,24R,27S)-2,4,12,15,17,25-hexamethyl-27-(methylsulfanyl)-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosane-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-29-methylsulfanyl-3,6,10,13,16,19,23,26-octakis(oxidanylidene)-11,24-di(propan-2-yl)-7-(quinoxalin-2-ylcarbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-20-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(C)C3C(SC)SC4)C)NC(=O)c5nc6c(nc5)cccc6)C(C)C)C)C(C)C |
| InChI | InChI | 1.03 | InChI=1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)/t27-,28?,35+,36?,37?,38?,39?,40?,51?/m0/s1 |
| InChIKey | InChI | 1.03 | AUJXLBOHYWTPFV-OVHRLRQZSA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CS[C@@H]1SC[C@@H]2N(C)C(=O)[C@H](C)NC(=O)[C@@H](COC(=O)[C@H](C(C)C)N(C)C(=O)[C@H]1N(C)C(=O)[C@H](C)NC(=O)[C@@H](COC(=O)[C@H](C(C)C)N(C)C2=O)NC(=O)c3cnc4ccccc4n3)NC(=O)c5cnc6ccccc6n5 |
| SMILES | CACTVS | 3.370 | CS[CH]1SC[CH]2N(C)C(=O)[CH](C)NC(=O)[CH](COC(=O)[CH](C(C)C)N(C)C(=O)[CH]1N(C)C(=O)[CH](C)NC(=O)[CH](COC(=O)[CH](C(C)C)N(C)C2=O)NC(=O)c3cnc4ccccc4n3)NC(=O)c5cnc6ccccc6n5 |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C[C@H]1C(=O)N([C@H]2CSC([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)SC)C |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC1C(=O)N(C2CSC(C(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)SC)C |
