PRD_000222
Summary
| Name: | RAMOPLANIN A2 |
| Formula: | C119 H154 Cl N21 O40 |
| Fomular weight: | 2554.066 |
| Component type: | peptide-like |
| Polymer sequences: | ASN, AHB, GHP, ORD, 2TL, D4P, GHP, ALO, PHE, ORD, D4P, 2TL, D4P, GLY, LEU, DAL, CHP |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | RAMOPLANIN IS A CYCLIC LIPOGLYCOPEPTIDE. HERE, RAMOPLANIN IS REPRESENTED BY GROUPING TOGETHER THE SEQUENCE (SEQRES) A FATTY ACID (FA7) AND TWO LIGANDS (HET) MAN. |
| Description: | RAMOPLANIN A2 IS A CYCLIC HEPTADECAMER LIPOGLYCODEPSIPEPTIDE. THE SCAFFOLD IS A HEPTA CYCLIC PEPTIDE GLYCOSYLATED BY ONE DISACCHARIDE AND A FATTY ACID AT THE N-TERM. |
| Program | Version | Name |
| OpenEye OEToolkits | 1.7.6 | (2S)-N-[(3S,6R,9S,15S,18R,21S,24R,27S,30S,33R,36S,39R,42R,45R,48S,49S)-49-aminocarbonyl-24,42-bis(3-azanylpropyl)-3-(3-chloranyl-4-oxidanyl-phenyl)-21-[4-[(2S,3S,4S,5S,6R)-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4,5-bis(oxidanyl)oxan-2-yl]oxyphenyl]-15,33,36,45-tetrakis(4-hydroxyphenyl)-6-methyl-9-(2-methylpropyl)-18,39-bis[(1R)-1-oxidanylethyl]-30-[(1S)-1-oxidanylethyl]-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexadecakis(oxidanylidene)-27-(phenylmethyl)-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37,40,43,46-pentadecazacyclononatetracont-48-yl]-2-[[(2Z,4E)-7-methylocta-2,4-dienoyl]amino]butanediamide |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C119H154ClN21O40/c1-54(2)17-11-9-14-22-82(153)127-77(50-81(123)152)107(166)141-93-99(101(124)160)180-117(176)92(66-33-44-78(151)72(120)49-66)140-102(161)56(5)126-105(164)75(47-55(3)4)128-83(154)51-125-108(167)87(61-23-34-67(147)35-24-61)136-111(170)86(59(8)146)134-113(172)89(65-31-42-71(43-32-65)177-119-100(97(158)95(156)80(53-143)179-119)181-118-98(159)96(157)94(155)79(52-142)178-118)135-104(163)73(20-15-45-121)129-106(165)76(48-60-18-12-10-13-19-60)131-109(168)84(57(6)144)133-114(173)90(63-27-38-69(149)39-28-63)138-115(174)91(64-29-40-70(150)41-30-64)137-110(169)85(58(7)145)132-103(162)74(21-16-46-122)130-112(171)88(139-116(93)175)62-25-36-68(148)37-26-62/h9-14,18-19,22-44,49,54-59,73-77,79-80,84-100,118-119,142-151,155-159H,15-17,20-21,45-48,50-53,121-122H2,1-8H3,(H2,123,152)(H2,124,160)(H,125,167)(H,126,164)(H,127,153)(H,128,154)(H,129,165)(H,130,171)(H,131,168)(H,132,162)(H,133,173)(H,134,172)(H,135,163)(H,136,170)(H,137,169)(H,138,174)(H,139,175)(H,140,161)(H,141,166)/b11-9+,22-14-/t56-,57+,58-,59-,73-,74-,75+,76+,77+,79-,80-,84+,85-,86-,87+,88-,89+,90-,91+,92+,93+,94-,95-,96+,97+,98+,99+,100+,118-,119-/m1/s1 |
| InChIKey | InChI | 1.03 | KGZHFKDNSAEOJX-JQUNWZKJSA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CC(C)C\C=C\C=C/C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](C)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](CCCN)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](CCCN)NC(=O)[C@H](NC1=O)c3ccc(O)cc3)[C@@H](C)O)c4ccc(O)cc4)c5ccc(O)cc5)[C@H](C)O)c6ccc(O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]7O[C@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]8O)cc6)[C@@H](C)O)c9ccc(O)cc9)c%10ccc(O)c(Cl)c%10)C(N)=O |
| SMILES | CACTVS | 3.370 | CC(C)CC=CC=CC(=O)N[CH](CC(N)=O)C(=O)N[CH]1[CH](OC(=O)[CH](NC(=O)[CH](C)NC(=O)[CH](CC(C)C)NC(=O)CNC(=O)[CH](NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](CCCN)NC(=O)[CH](Cc2ccccc2)NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](NC(=O)[CH](CCCN)NC(=O)[CH](NC1=O)c3ccc(O)cc3)[CH](C)O)c4ccc(O)cc4)c5ccc(O)cc5)[CH](C)O)c6ccc(O[CH]7O[CH](CO)[CH](O)[CH](O)[CH]7O[CH]8O[CH](CO)[CH](O)[CH](O)[CH]8O)cc6)[CH](C)O)c9ccc(O)cc9)c%10ccc(O)c(Cl)c%10)C(N)=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C[C@@H]1C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N1)CC(C)C)c2ccc(cc2)O)[C@@H](C)O)c3ccc(cc3)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CCCN)Cc6ccccc6)[C@H](C)O)c7ccc(cc7)O)c8ccc(cc8)O)[C@@H](C)O)CCCN)c9ccc(cc9)O)NC(=O)[C@H](CC(=O)N)NC(=O)/C=C\C=C\CC(C)C)C(=O)N)c1ccc(c(c1)Cl)O |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC1C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N1)CC(C)C)c2ccc(cc2)O)C(C)O)c3ccc(cc3)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)CCCN)Cc6ccccc6)C(C)O)c7ccc(cc7)O)c8ccc(cc8)O)C(C)O)CCCN)c9ccc(cc9)O)NC(=O)C(CC(=O)N)NC(=O)C=CC=CCC(C)C)C(=O)N)c1ccc(c(c1)Cl)O |
