PRD_000194
Summary
| Name: | ACTAGARDINE |
| Formula: | C81 H124 N20 O23 S4 |
| Fomular weight: | 1874.231 |
| Component type: | peptide-like |
| Polymer sequences: | DAL, SER, GLY, TRP, VAL, CYS, DBB, LEU, DBB, ILE, GLU, CYS, GLY, DBB, VAL, ILE, CYS, ALA, CYS |
| Non-polymer components: | |
| BIRD class: | Lantibiotic |
| Represented as: | polymer |
| Description: | ACTAGARDINE IS A TRICYCLIC PEPTIDE. POST TRANSLATIONAL MATURATION OF LANTIBIOTICS INVOLVES THE ENZYMIC CONVERSION OF THR AND SER INTO DEHYDRATED AMINO ACIDS AND THE FORMATION OF THIOETHER BONDS WITH CYSTEINE. THE THIOETHER BONDS WITH CYSTEINE RESULT IN THREE RING STRUCTURES. THIS IS FOLLOWED BY MEMBRANE TRANSLOCATION AND CLEAVAGE OF THE MODIFIED PRECURSOR. |
| Families: | FAM_000084 |
| Program | Version | Name |
| ACDLabs | 12.01 | (1R,4S,5S,8S,11S,12S,15R,21S,22S,25R,28S,33S,36S,41S,44S)-11-({[(3R,6S,9S,15S,18S)-18-amino-15-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-5,8,11,14,17-pentaoxo-6-(propan-2-yl)-1-thia-4,7,10,13,16-pentaazacyclononadecan-3-yl]carbonyl}amino)-33,44-di[(2S)-butan-2-yl]-41-(2-carboxyethyl)-4,12,22,28-tetramethyl-8-(2-methylpropyl)-7,10,16,19,27,30,32,35,38,40,43,46-dodecaoxo-36-(propan-2-yl)-3,13,23-trithia-6,9,17,20,26,29,31,34,37,39,42,45-dodecaazatricyclo[19.9.8.8~5,15~]hexatetracontane-25-carboxylic acid |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | Too many bonds |
| InChI | InChI | 1.03 | InChI=1S/C81H124N20O23S4/c1-15-37(9)60-76(118)88-47(21-22-57(105)106)69(111)91-52-31-126-41(13)63(101-73(115)51-30-125-29-45(82)66(108)90-50(28-102)67(109)84-26-55(103)87-49(71(113)96-58(35(5)6)74(116)92-51)24-43-25-83-46-20-18-17-19-44(43)46)78(120)89-48(23-34(3)4)70(112)100-64(80(122)99-60)42(14)127-32-53-72(114)86-39(11)65(107)94-54(81(123)124)33-128-40(12)62(95-56(104)27-85-68(52)110)79(121)97-59(36(7)8)75(117)98-61(38(10)16-2)77(119)93-53/h17-20,25,34-42,45,47-54,58-64,83,102H,15-16,21-24,26-33,82H2,1-14H3,(H,84,109)(H,85,110)(H,86,114)(H,87,103)(H,88,118)(H,89,120)(H,90,108)(H,91,111)(H,92,116)(H,93,119)(H,94,107)(H,95,104)(H,96,113)(H,97,121)(H,98,117)(H,99,122)(H,100,112)(H,101,115)(H,105,106)(H,123,124)/t37-,38-,39-,40-,41-,42-,45+,47-,48-,49-,50-,51-,52-,53-,54-,58-,59-,60-,61-,62+,63+,64+/m0/s1 |
| InChIKey | InChI | 1.03 | BONKUOOMLCEDCZ-UAPKJGFDSA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CC[C@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H]2NC(=O)CNC(=O)[C@@H]3CS[C@@H](C)[C@@H](NC(=O)[C@@H]4CSC[C@@H](N)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](Cc5c[nH]c6ccccc56)C(=O)N[C@@H](C(C)C)C(=O)N4)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]([C@H](C)SC[C@H](NC1=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CS[C@H]2C)C(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)N3)C(C)C |
| SMILES | CACTVS | 3.370 | CC[CH](C)[CH]1NC(=O)[CH](NC(=O)[CH]2NC(=O)CNC(=O)[CH]3CS[CH](C)[CH](NC(=O)[CH]4CSC[CH](N)C(=O)N[CH](CO)C(=O)NCC(=O)N[CH](Cc5c[nH]c6ccccc56)C(=O)N[CH](C(C)C)C(=O)N4)C(=O)N[CH](CC(C)C)C(=O)N[CH]([CH](C)SC[CH](NC1=O)C(=O)N[CH](C)C(=O)N[CH](CS[CH]2C)C(O)=O)C(=O)N[CH]([CH](C)CC)C(=O)N[CH](CCC(O)=O)C(=O)N3)C(C)C |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H]2CSC([C@H](C(=O)N[C@H](C(=O)N[C@H](C(SC[C@H]3C(=O)N[C@H](C(=O)N[C@@H](CSC([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N3)[C@@H](C)CC)C(C)C)NC(=O)CNC2=O)C)C(=O)O)C)C)C(=O)N1)CC(C)C)NC(=O)[C@@H]4CSC[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N4)C(C)C)Cc5c[nH]c6c5cccc6)CO)N)C)CCC(=O)O |
| SMILES | OpenEye OEToolkits | 1.7.6 | CCC(C)C1C(=O)NC(C(=O)NC2CSC(C(C(=O)NC(C(=O)NC(C(SCC3C(=O)NC(C(=O)NC(CSC(C(C(=O)NC(C(=O)NC(C(=O)N3)C(C)CC)C(C)C)NC(=O)CNC2=O)C)C(=O)O)C)C)C(=O)N1)CC(C)C)NC(=O)C4CSCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N4)C(C)C)Cc5c[nH]c6c5cccc6)CO)N)C)CCC(=O)O |
