PRD_000196
Summary
| Name: | EPILANCIN 15X |
| Formula: | C145 H241 N41 O33 S3 |
| Fomular weight: | 3182.915 |
| Component type: | peptide-like |
| Polymer sequences: | 2OP, ALA, DHA, ILE, VAL, LYS, DBU, DBU, ILE, LYS, ALA, DAL, LYS, LYS, LEU, CYS, ARG, GLY, PHE, DBB, LEU, DBB, CYS, GLY, CYS, HIS, PHE, DBU, GLY, LYS, LYS |
| Non-polymer components: | |
| BIRD class: | Lantibiotic |
| Represented as: | polymer |
| Compound Details: | EPILANCIN 15X IS A LINEAR TYPE A LANTIBIOTIC, A CLASS OF ANTIBIOTICS CHARACTERIZED BY THIOESTER AMINO ACIDS LANTHIONINE AND/OR METHYLLANTHIONINE. HERE, EPILANCIN 15X IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | Epilancin 15X is a tricyclic peptide. thioether bonds with cysteine result in three rings along the peptide chain. 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. This is followed by membrane translocation and cleavage of the modified precursor. |
| Families: | FAM_000084 |
| Program | Version | Name |
| OpenEye OEToolkits | 1.7.6 | [(5S)-5-[[(2S)-6-azaniumyl-2-[2-[[(Z)-2-[[(2S)-2-[[(2S)-2-[[(1R,7R,11S,14S,17S)-17-[[(2S)-2-[2-[[(2S)-2-[[(3R,6S,9S,12S,15S)-15-[[(2S)-2-[[(2S)-6-azaniumyl-2-[[(2S,3S)-2-[[(Z)-2-[[(Z)-2-[[(2S)-6-azaniumyl-2-[[(2S)-3-methyl-2-[[(2S,3S)-3-methyl-2-[2-[[(2S)-2-[[(2S)-2-oxidanylpropanoyl]amino]propanoyl]amino]prop-2-enoylamino]pentanoyl]amino]butanoyl]amino]hexanoyl]amino]but-2-enoyl]amino]but-2-enoyl]amino]-3-methyl-pentanoyl]amino]hexanoyl]amino]propanoyl]amino]-9,12-bis(4-azaniumylbutyl)-6-(2-methylpropyl)-5,8,11,14-tetrakis(oxidanylidene)-1-thia-4,7,10,13-tetrazacyclohexadec-3-yl]carbonylamino]-5-[[azaniumylidene(azanyl)methyl]amino]pentanoyl]amino]ethanoylamino]-3-phenyl-propanoyl]amino]-10,18-dimethyl-14-(2-methylpropyl)-2,5,13,16,22-pentakis(oxidanylidene)-9,19-dithia-3,6,12,15,21-pentazabicyclo[9.9.2]docosan-7-yl]carbonylamino]-3-(1H-imidazol-3-ium-4-yl)propanoyl]amino]-3-phenyl-propanoyl]amino]but-2-enoyl]amino]ethanoylamino]hexanoyl]amino]-6-oxidanyl-6-oxidanylidene-hexyl]azanium |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C145H233N41O33S3/c1-20-79(12)113(184-125(199)92(24-5)167-124(198)91(23-4)168-128(202)98(52-35-41-59-150)172-139(213)112(78(10)11)182-141(215)114(80(13)21-2)183-119(193)83(16)160-117(191)81(14)161-120(194)84(17)187)140(214)173-95(49-32-38-56-147)126(200)162-82(15)118(192)179-105-71-220-72-106(180-131(205)100(62-76(6)7)175-130(204)97(51-34-40-58-149)170-129(203)96(171-136(105)210)50-33-39-57-148)137(211)169-93(54-43-61-155-145(152)153)122(196)157-69-110(189)164-102(64-87-44-27-25-28-45-87)135(209)186-115-85(18)221-73-107-123(197)158-70-111(190)165-108(74-222-86(19)116(143(217)181-107)185-134(208)101(63-77(8)9)178-142(115)216)138(212)177-104(66-89-67-154-75-159-89)133(207)176-103(65-88-46-29-26-30-47-88)132(206)166-90(22-3)121(195)156-68-109(188)163-94(48-31-37-55-146)127(201)174-99(144(218)219)53-36-42-60-151/h22-30,44-47,67,75-82,84-86,93-108,112-116,187H,16,20-21,31-43,48-66,68-74,146-151H2,1-15,17-19H3,(H,154,159)(H,156,195)(H,157,196)(H,158,197)(H,160,191)(H,161,194)(H,162,200)(H,163,188)(H,164,189)(H,165,190)(H,166,206)(H,167,198)(H,168,202)(H,169,211)(H,170,203)(H,171,210)(H,172,213)(H,173,214)(H,174,201)(H,175,204)(H,176,207)(H,177,212)(H,178,216)(H,179,192)(H,180,205)(H,181,217)(H,182,215)(H,183,193)(H,184,199)(H,185,208)(H,186,209)(H,218,219)(H4,152,153,155)/p+8/b90-22-,91-23-,92-24-/t79-,80-,81-,82-,84-,85+,86+,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105+,106-,107-,108-,112-,113-,114-,115+,116+/m0/s1 |
| InChIKey | InChI | 1.03 | NUJCEAGNKAOTSZ-RXWSLEEHSA-V |
| SMILES_CANONICAL | CACTVS | 3.370 | CC[C@H](C)[C@H](NC(=O)C(=C)NC(=O)[C@H](C)NC(=O)[C@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCC[NH3+])C(=O)N\C(=C/C)C(=O)N\C(=C/C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](C)C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](CCCC[NH3+])NC1=O)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)NCC(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H]3[C@@H](C)SC[C@@H]4NC(=O)[C@H](NC(=O)[C@H](CC(C)C)NC3=O)[C@@H](C)SC[C@H](NC(=O)CNC4=O)C(=O)N[C@@H](Cc5c[nH]c[nH+]5)C(=O)N[C@@H](Cc6ccccc6)C(=O)N\C(=C/C)C(=O)NCC(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCC[NH3+])C(O)=O |
| SMILES | CACTVS | 3.370 | CC[CH](C)[CH](NC(=O)C(=C)NC(=O)[CH](C)NC(=O)[CH](C)O)C(=O)N[CH](C(C)C)C(=O)N[CH](CCCC[NH3+])C(=O)NC(=CC)C(=O)NC(=CC)C(=O)N[CH]([CH](C)CC)C(=O)N[CH](CCCC[NH3+])C(=O)N[CH](C)C(=O)N[CH]1CSC[CH](NC(=O)[CH](CC(C)C)NC(=O)[CH](CCCC[NH3+])NC(=O)[CH](CCCC[NH3+])NC1=O)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)NCC(=O)N[CH](Cc2ccccc2)C(=O)N[CH]3[CH](C)SC[CH]4NC(=O)[CH](NC(=O)[CH](CC(C)C)NC3=O)[CH](C)SC[CH](NC(=O)CNC4=O)C(=O)N[CH](Cc5c[nH]c[nH+]5)C(=O)N[CH](Cc6ccccc6)C(=O)NC(=CC)C(=O)NCC(=O)N[CH](CCCC[NH3+])C(=O)N[CH](CCCC[NH3+])C(O)=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](C)C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CCCC[NH3+])CCCC[NH3+])CC(C)C)C(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)NCC(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H]3C(SC[C@H]4C(=O)NCC(=O)N[C@@H](CSC([C@H](C(=O)N4)NC(=O)[C@@H](NC3=O)CC(C)C)C)C(=O)N[C@@H](Cc5c[nH]c[nH+]5)C(=O)N[C@@H](Cc6ccccc6)C(=O)N/C(=C\C)/C(=O)NCC(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCC[NH3+])C(=O)O)C)NC(=O)/C(=C/C)/NC(=O)/C(=C/C)/NC(=O)[C@H](CCCC[NH3+])NC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)C(=C)NC(=O)[C@H](C)NC(=O)[C@H](C)O |
| SMILES | OpenEye OEToolkits | 1.7.6 | CCC(C)C(C(=O)NC(CCCC[NH3+])C(=O)NC(C)C(=O)NC1CSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CCCC[NH3+])CCCC[NH3+])CC(C)C)C(=O)NC(CCCNC(=[NH2+])N)C(=O)NCC(=O)NC(Cc2ccccc2)C(=O)NC3C(SCC4C(=O)NCC(=O)NC(CSC(C(C(=O)N4)NC(=O)C(NC3=O)CC(C)C)C)C(=O)NC(Cc5c[nH]c[nH+]5)C(=O)NC(Cc6ccccc6)C(=O)NC(=CC)C(=O)NCC(=O)NC(CCCC[NH3+])C(=O)NC(CCCC[NH3+])C(=O)O)C)NC(=O)C(=CC)NC(=O)C(=CC)NC(=O)C(CCCC[NH3+])NC(=O)C(C(C)C)NC(=O)C(C(C)CC)NC(=O)C(=C)NC(=O)C(C)NC(=O)C(C)O |
