PRD_000197
Summary
| Name: | ALPHA LICHENICIDIN PREPEPTIDE |
| Formula: | C142 H226 N36 O41 S5 |
| Fomular weight: | 3253.855 |
| Component type: | peptide-like |
| Polymer sequences: | 2KT, ILE, DBB, LEU, DHA, DBU, CYS, ALA, ILE, LEU, DAL, LYS, PRO, LEU, GLY, ASN, ASN, GLY, TYR, LEU, CYS, DBB, VAL, DBB, LYS, GLU, CYS, MET, PRO, SER, CYS, ASN |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | LICHENICIDIN VK21 A1 IS A LANTIBIOTIC. THE LANTIBIOTICS ARE ARE CHARACTERIZED BY THIOESTER AMINO ACIDS LANTHIONINE AND/OR METHYLLANTHIONINE. HERE, LICHENICIDIN VK21 IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | LICHENICIDIN VK21 IS A TETRACYCLIC 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. THIOETHER BONDS WITH CYSTEINE RESULT IN FOUR RINGS. THIS IS FOLLOWED BY MEMBRANE TRANSLOCATION AND CLEAVAGE OF THE MODIFIED PRECURSOR. |
| Families: | FAM_000084 |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C142H224N36O41S5/c1-23-70(15)108(172-114(190)73(18)151-126(202)95-62-222-75(20)111(176-136(212)109(71(16)24-2)173-133(209)100(181)26-4)138(214)163-85(50-66(7)8)120(196)150-72(17)113(189)154-79(25-3)117(193)168-95)135(211)162-87(52-68(11)12)122(198)166-93-60-221-61-94(167-121(197)86(51-67(9)10)159-123(199)88(53-77-37-39-78(180)40-38-77)152-104(185)57-149-116(192)89(54-101(145)182)160-124(200)90(55-102(146)183)153-105(186)58-148-115(191)84(49-65(5)6)161-131(207)98-35-31-46-177(98)140(216)82(157-127(93)203)34-28-30-45-144)130(206)174-112-76(21)224-63-96-128(204)158-83(43-48-220-22)141(217)178-47-32-36-99(178)132(208)165-92(59-179)125(201)170-97(129(205)164-91(142(218)219)56-103(147)184)64-223-74(19)110(175-134(210)107(69(13)14)171-139(112)215)137(213)156-80(33-27-29-44-143)118(194)155-81(119(195)169-96)41-42-106(187)188/h25,37-40,65-71,73-76,80-99,107-112,179-180H,17,23-24,26-36,41-64,143-144H2,1-16,18-22H3,(H2,145,182)(H2,146,183)(H2,147,184)(H,148,191)(H,149,192)(H,150,196)(H,151,202)(H,152,185)(H,153,186)(H,154,189)(H,155,194)(H,156,213)(H,157,203)(H,158,204)(H,159,199)(H,160,200)(H,161,207)(H,162,211)(H,163,214)(H,164,205)(H,165,208)(H,166,198)(H,167,197)(H,168,193)(H,169,195)(H,170,201)(H,171,215)(H,172,190)(H,173,209)(H,174,206)(H,175,210)(H,176,212)(H,187,188)(H,218,219)/p+2/b79-25-/t70-,71-,73-,74+,75+,76+,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93+,94-,95-,96-,97-,98-,99-,107-,108-,109-,110+,111+,112+/m0/s1 |
| InChIKey | InChI | 1.03 | OTQJCXKLCYCVJA-OSKCRGHNSA-P |
| SMILES_CANONICAL | CACTVS | 3.370 | CC[C@H](C)[C@H](NC(=O)[C@H](C)NC(=O)[C@@H]1CS[C@H](C)[C@@H](NC(=O)[C@@H](NC(=O)C(=O)CC)[C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(=O)NC(=C)C(=O)N\C(=C/C)C(=O)N1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]2CSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CCCC[NH3+])NC2=O)C(=O)N[C@@H]5[C@@H](C)SC[C@@H]6NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](NC(=O)[C@@H](NC5=O)C(C)C)[C@@H](C)SC[C@H](NC(=O)[C@H](CO)NC(=O)[C@@H]7CCCN7C(=O)[C@H](CCSC)NC6=O)C(=O)N[C@@H](CC(N)=O)C(O)=O |
| SMILES | CACTVS | 3.370 | CC[CH](C)[CH](NC(=O)[CH](C)NC(=O)[CH]1CS[CH](C)[CH](NC(=O)[CH](NC(=O)C(=O)CC)[CH](C)CC)C(=O)N[CH](CC(C)C)C(=O)NC(=C)C(=O)NC(=CC)C(=O)N1)C(=O)N[CH](CC(C)C)C(=O)N[CH]2CSC[CH](NC(=O)[CH](CC(C)C)NC(=O)[CH](Cc3ccc(O)cc3)NC(=O)CNC(=O)[CH](CC(N)=O)NC(=O)[CH](CC(N)=O)NC(=O)CNC(=O)[CH](CC(C)C)NC(=O)[CH]4CCCN4C(=O)[CH](CCCC[NH3+])NC2=O)C(=O)N[CH]5[CH](C)SC[CH]6NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CCCC[NH3+])NC(=O)[CH](NC(=O)[CH](NC5=O)C(C)C)[CH](C)SC[CH](NC(=O)[CH](CO)NC(=O)[CH]7CCCN7C(=O)[CH](CCSC)NC6=O)C(=O)N[CH](CC(N)=O)C(O)=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC1=O)CCCC[NH3+])CC(C)C)CC(=O)N)CC(=O)N)Cc3ccc(cc3)O)CC(C)C)C(=O)N[C@@H]4C(SC[C@H]5C(=O)N[C@H](C(=O)N6CCC[C@H]6C(=O)N[C@H](C(=O)N[C@@H](CSC([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N5)CCC(=O)O)CCCC[NH3+])NC(=O)[C@@H](NC4=O)C(C)C)C)C(=O)N[C@@H](CC(=O)N)C(=O)O)CO)CCSC)C)NC(=O)[C@H](C)NC(=O)[C@@H]7CSC([C@H](C(=O)N[C@H](C(=O)NC(=C)C(=O)N/C(=C\C)/C(=O)N7)CC(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)C(=O)CC)C |
| SMILES | OpenEye OEToolkits | 1.7.6 | CCC(C)C(C(=O)NC(CC(C)C)C(=O)NC1CSCC(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C2CCCN2C(=O)C(NC1=O)CCCC[NH3+])CC(C)C)CC(=O)N)CC(=O)N)Cc3ccc(cc3)O)CC(C)C)C(=O)NC4C(SCC5C(=O)NC(C(=O)N6CCCC6C(=O)NC(C(=O)NC(CSC(C(C(=O)NC(C(=O)NC(C(=O)N5)CCC(=O)O)CCCC[NH3+])NC(=O)C(NC4=O)C(C)C)C)C(=O)NC(CC(=O)N)C(=O)O)CO)CCSC)C)NC(=O)C(C)NC(=O)C7CSC(C(C(=O)NC(C(=O)NC(=C)C(=O)NC(=CC)C(=O)N7)CC(C)C)NC(=O)C(C(C)CC)NC(=O)C(=O)CC)C |
