PRD_001184
Summary
| Name: | Dimethyl FK228 |
| Formula: | C26 H42 N4 O6 S2 |
| Fomular weight: | 570.765 |
| Component type: | peptide-like |
| Polymer sequences: | 1KC, DVA, 060, DBU, VAL |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | ROMIDEPSIN (INN, TRADE NAME ISTODAX), CODENAMED FK228 AND FR901228, IS A NATURAL PRODUCT OBTAINED FROM THE BACTERIA CHROMOBACTERIUM VIOLACEUM, AND WORKS BY BLOCKING ENZYMES KNOWN AS HISTONE DEACETYLASES AND INDUCING APOPTOSIS. DIMETHYL FK228 IS THE REDUCED AND MODIFIED FORM OF ROMIDEPSIN, WHICH DOES NOT HAVE THE DISULFIDE INTRAMOLECULAR LINKAGE, AND BOTH SULFHYDRYL GROUPS ARE METHYLATED. |
| Description: | DIMETHYL FK228 IS THE REDUCED AND MODIFIED FORM OF ROMIDEPSIN. THE DISULFIDE INTRAMOLECULAR LINKAGE OF ROMIDEPSIN IS BROKEN, AND BOTH SULFHYDRYL GROUPS ARE METHYLATED. |
| Program | Version | Name |
| ACDLabs | 12.01 | (3S,6Z,9R,12S,16R)-6-ethylidene-16-[(1E)-4-(methylsulfanyl)but-1-en-1-yl]-9-[(methylsulfanyl)methyl]-3,12-di(propan-2-yl)-1-oxa-4,7,10,13-tetraazacyclohexadecane-2,5,8,11,14-pentone |
| OpenEye OEToolkits | 1.7.6 | (3S,6Z,9S,12R,16S)-6-ethylidene-16-(4-methylsulfanylbut-1-enyl)-9-(methylsulfanylmethyl)-3,12-di(propan-2-yl)-1-oxa-4,7,10,13-tetrazacyclohexadecane-2,5,8,11,14-pentone |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | O=C1OC(\C=C/CCSC)CC(=O)NC(C(=O)NC(C(=O)NC(=C/C)/C(=O)NC1C(C)C)CSC)C(C)C |
| InChI | InChI | 1.03 | InChI=1S/C26H42N4O6S2/c1-8-18-23(32)30-22(16(4)5)26(35)36-17(11-9-10-12-37-6)13-20(31)29-21(15(2)3)25(34)28-19(14-38-7)24(33)27-18/h8-9,11,15-17,19,21-22H,10,12-14H2,1-7H3,(H,27,33)(H,28,34)(H,29,31)(H,30,32) |
| InChIKey | InChI | 1.03 | PWXQNRMJZSFVIV-UHFFFAOYSA-N |
| SMILES_CANONICAL | CACTVS | 3.385 | CSCC\C=C\[C@@H]1CC(=O)N[C@H](C(C)C)C(=O)N[C@H](CSC)C(=O)N\C(=C/C)C(=O)N[C@@H](C(C)C)C(=O)O1 |
| SMILES | CACTVS | 3.385 | CSCCC=C[CH]1CC(=O)N[CH](C(C)C)C(=O)N[CH](CSC)C(=O)NC(=CC)C(=O)N[CH](C(C)C)C(=O)O1 |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C/C=C\1/C(=O)N[C@H](C(=O)O[C@@H](CC(=O)N[C@@H](C(=O)N[C@@H](C(=O)N1)CSC)C(C)C)C=CCCSC)C(C)C |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC=C1C(=O)NC(C(=O)OC(CC(=O)NC(C(=O)NC(C(=O)N1)CSC)C(C)C)C=CCCSC)C(C)C |
