PRD_000200
Summary
| Name: | Nisin A |
| Formula: | C141 H233 N41 O38 S7 |
| Fomular weight: | 3335.066 |
| Component type: | peptide-like |
| Polymer sequences: | ILE, DBU, DAL, ILE, DHA, LEU, CYS, DBB, PRO, GLY, CYS, LYS, DBB, GLY, ALA, LEU, MET, GLY, CYS, ASN, MET, LYS, DBB, ALA, DBB, CYS, ASN, CYS, SER, ILE, HIS, VAL, DHA, LYS |
| Non-polymer components: | |
| BIRD class: | Lantibiotic |
| Represented as: | polymer |
| Compound Details: | NISIN Z IS A LINEAR TYPE A LANTIBIOTIC, A CLASS OF ANTIBIOTICS CHARACTERIZED BY THIOETHER AMINO ACIDS LANTHIONINE AND/OR METHYLLANTHIONINE. HERE, NISIN Z IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | Nisin Z is a heptacyclic peptide. Post Translational maturation of lantibiotics involves the enzymic conversion of Thr, and Ser into dehydrated AA and the formation of thioether bonds with cysteine. Thioether bonds with cysteine result in five cyclic structures along the peptide chain. 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-[2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(1R,4S,7R,11S,14S,17S)-17-[[(2S)-6-azaniumyl-2-[[(2S)-2-[[(2S)-2-[[(3R,9S,12S,15S,21S)-21-[[(2S)-6-azaniumyl-2-[[(3S,7R,13S)-3-[[(3R,6S,12S,15S)-15-[[(Z)-2-[[(2S,3S)-2-azanyl-3-methyl-pentanoyl]amino]but-2-enoyl]amino]-12-[(2S)-butan-2-yl]-9-methylidene-6-(2-methylpropyl)-5,8,11,14-tetrakis(oxidanylidene)-1-thia-4,7,10,13-tetrazacyclohexadec-3-yl]carbonylamino]-4-methyl-2,9,12-tris(oxidanylidene)-5-thia-1,8,11-triazabicyclo[11.3.0]hexadecan-7-yl]carbonylamino]hexanoyl]amino]-15,22-dimethyl-12-(2-methylpropyl)-9-(2-methylsulfanylethyl)-5,8,11,14,17,20-hexakis(oxidanylidene)-1-thia-4,7,10,13,16,19-hexazacyclodocos-3-yl]carbonylamino]-4-azanyl-4-oxidanylidene-butanoyl]amino]-4-methylsulfanyl-butanoyl]amino]hexanoyl]amino]-4-(2-azanyl-2-oxidanylidene-ethyl)-10,14,18-trimethyl-2,5,13,16,22-pentakis(oxidanylidene)-9,19-dithia-3,6,12,15,21-pentazabicyclo[9.9.2]docosan-7-yl]carbonylamino]-3-oxidanyl-propanoyl]amino]-3-methyl-pentanoyl]amino]-3-(1H-imidazol-3-ium-4-yl)propanoyl]amino]-3-methyl-butanoyl]amino]prop-2-enoylamino]-6-oxidanyl-6-oxidanylidene-hexyl]azanium |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C141H229N41O38S7/c1-24-67(11)103(147)133(211)159-79(27-4)116(194)171-91-57-223-58-92(172-121(199)86(48-65(7)8)166-113(191)72(16)155-136(214)105(68(12)25-2)177-130(91)208)131(209)181-110-77(21)227-60-93(157-102(188)55-150-132(210)97-38-34-44-182(97)140(110)218)126(204)161-81(36-29-32-42-143)118(196)179-107-74(18)224-59-94(158-101(187)54-149-115(193)82(39-45-221-22)162-120(198)85(47-64(5)6)165-111(189)70(14)153-100(186)53-151-134(107)212)127(205)167-88(50-98(145)184)122(200)163-83(40-46-222-23)117(195)160-80(35-28-31-41-142)119(197)180-108-75(19)226-62-96-128(206)168-89(51-99(146)185)123(201)173-95(61-225-76(20)109(139(217)174-96)178-114(192)73(17)156-138(108)216)129(207)170-90(56-183)125(203)176-106(69(13)26-3)137(215)169-87(49-78-52-148-63-152-78)124(202)175-104(66(9)10)135(213)154-71(15)112(190)164-84(141(219)220)37-30-33-43-144/h27,52,63-70,73-77,80-97,103-110,183H,15-16,24-26,28-51,53-62,142-144,147H2,1-14,17-23H3,(H2,145,184)(H2,146,185)(H,148,152)(H,149,193)(H,150,210)(H,151,212)(H,153,186)(H,154,213)(H,155,214)(H,156,216)(H,157,188)(H,158,187)(H,159,211)(H,160,195)(H,161,204)(H,162,198)(H,163,200)(H,164,190)(H,165,189)(H,166,191)(H,167,205)(H,168,206)(H,169,215)(H,170,207)(H,171,194)(H,172,199)(H,173,201)(H,174,217)(H,175,202)(H,176,203)(H,177,208)(H,178,192)(H,179,196)(H,180,197)(H,181,209)(H,219,220)/p+4/b79-27+/t67-,68-,69-,70-,73-,74+,75+,76+,77+,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91+,92-,93-,94-,95-,96-,97-,103-,104-,105-,106-,107+,108+,109+,110+/m0/s1 |
| InChIKey | InChI | 1.03 | PWFSAVZKCGCNRK-BPOGWINFSA-R |
| SMILES_CANONICAL | CACTVS | 3.370 | CC[C@H](C)[C@H](N)C(=O)N\C(=C\C)C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)C(=C)NC(=O)[C@@H](NC1=O)[C@@H](C)CC)C(=O)N[C@@H]2[C@@H](C)SC[C@H](NC(=O)CNC(=O)[C@@H]3CCCN3C2=O)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H]4[C@@H](C)SC[C@H](NC(=O)CNC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)CNC4=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H]5[C@@H](C)SC[C@@H]6NC(=O)[C@H](NC(=O)[C@H](C)NC5=O)[C@@H](C)SC[C@H](NC(=O)[C@H](CC(N)=O)NC6=O)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc7c[nH]c[nH+]7)C(=O)N[C@@H](C(C)C)C(=O)NC(=C)C(=O)N[C@@H](CCCC[NH3+])C(O)=O |
| SMILES | CACTVS | 3.370 | CC[CH](C)[CH](N)C(=O)NC(=CC)C(=O)N[CH]1CSC[CH](NC(=O)[CH](CC(C)C)NC(=O)C(=C)NC(=O)[CH](NC1=O)[CH](C)CC)C(=O)N[CH]2[CH](C)SC[CH](NC(=O)CNC(=O)[CH]3CCCN3C2=O)C(=O)N[CH](CCCC[NH3+])C(=O)N[CH]4[CH](C)SC[CH](NC(=O)CNC(=O)[CH](CCSC)NC(=O)[CH](CC(C)C)NC(=O)[CH](C)NC(=O)CNC4=O)C(=O)N[CH](CC(N)=O)C(=O)N[CH](CCSC)C(=O)N[CH](CCCC[NH3+])C(=O)N[CH]5[CH](C)SC[CH]6NC(=O)[CH](NC(=O)[CH](C)NC5=O)[CH](C)SC[CH](NC(=O)[CH](CC(N)=O)NC6=O)C(=O)N[CH](CO)C(=O)N[CH]([CH](C)CC)C(=O)N[CH](Cc7c[nH]c[nH+]7)C(=O)N[CH](C(C)C)C(=O)NC(=C)C(=O)N[CH](CCCC[NH3+])C(O)=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC[C@H](C)[C@H]1C(=O)NC(=C)C(=O)N[C@H](C(=O)N[C@@H](CSC[C@H](C(=O)N1)NC(=O)/C(=C/C)/NC(=O)[C@H]([C@@H](C)CC)N)C(=O)N[C@@H]2C(SC[C@H](NC(=O)CNC(=O)[C@@H]3CCCN3C2=O)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H]4C(SC[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC4=O)C)CC(C)C)CCSC)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H]5C(SC[C@H]6C(=O)N[C@H](C(=O)N[C@@H](CSC([C@H](C(=O)N6)NC(=O)[C@@H](NC5=O)C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc7c[nH]c[nH+]7)C(=O)N[C@@H](C(C)C)C(=O)NC(=C)C(=O)N[C@@H](CCCC[NH3+])C(=O)O)CC(=O)N)C)C)C)CC(C)C |
| SMILES | OpenEye OEToolkits | 1.7.6 | CCC(C)C1C(=O)NC(=C)C(=O)NC(C(=O)NC(CSCC(C(=O)N1)NC(=O)C(=CC)NC(=O)C(C(C)CC)N)C(=O)NC2C(SCC(NC(=O)CNC(=O)C3CCCN3C2=O)C(=O)NC(CCCC[NH3+])C(=O)NC4C(SCC(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC4=O)C)CC(C)C)CCSC)C(=O)NC(CC(=O)N)C(=O)NC(CCSC)C(=O)NC(CCCC[NH3+])C(=O)NC5C(SCC6C(=O)NC(C(=O)NC(CSC(C(C(=O)N6)NC(=O)C(NC5=O)C)C)C(=O)NC(CO)C(=O)NC(C(C)CC)C(=O)NC(Cc7c[nH]c[nH+]7)C(=O)NC(C(C)C)C(=O)NC(=C)C(=O)NC(CCCC[NH3+])C(=O)O)CC(=O)N)C)C)C)CC(C)C |
