PRD_001219
Summary
| Name: | Lantibiotic 107891 |
| Formula: | C94 H127 Cl N26 O26 S5 |
| Fomular weight: | 2232.951 |
| Component type: | peptide-like |
| Polymer sequences: | VAL, DBU, DAL, 5CW, DHA, LEU, CYS, DBB, PRO, GLY, CYS, THR, DAL, HYP, GLY, GLY, GLY, DAL, ASN, CYS, DAL, PHE, CYS, TEE |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | NAI-107 (LANTIBIOTIC 107891) IS A GLOBULAR TYPE B LANTIBIOTIC. THE LANTIBIOTICS ARE CHARACTERIZED BY THIOETHER AMINO ACIDS LANTHIONINE AND/OR METHYLLANTHIONINE. HERE, NAI-107 IS REPRESENTED BY THE SEQUENCE (SEQRES) |
| Description: | NAI-107 IS A TETRACYCLIC 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. THE CARBOXY-TERMINAL BETA-METHYLLANTHIONINE UNDERGOES DECARBOXYLATION. THIOETHER BONDS WITH CYSTEINE RESULT IN FOUR RINGS. THIS IS FOLLOWED BY MEMBRANE TRANSLOCATION AND CLEAVAGE OF THE MODIFIED PRECURSOR. |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| InChI | InChI | 1.03 | InChI=1S/C94H127ClN26O26S5/c1-9-52(107-91(144)73(97)43(4)5)78(131)113-61-37-150-39-63(115-80(133)54(22-42(2)3)108-76(129)44(6)104-79(132)56(110-85(61)138)24-48-28-99-53-18-17-49(95)25-51(48)53)87(140)119-75-46(8)152-41-64(106-72(128)32-103-89(142)66-16-13-20-120(66)94(75)147)88(141)118-74(45(7)122)92(145)117-65-40-151-38-62-86(139)116-60-34-148-21-19-98-77(130)58(112-81(134)55(109-84(60)137)23-47-14-11-10-12-15-47)35-149-36-59(83(136)111-57(27-68(96)124)82(135)114-62)105-71(127)31-101-69(125)29-100-70(126)30-102-90(143)67-26-50(123)33-121(67)93(65)146/h9-12,14-15,17-19,21,25,28,42-43,45-46,50,54-67,73-75,99,122-123H,6,13,16,20,22-24,26-27,29-41,97H2,1-5,7-8H3,(H2,96,124)(H,98,130)(H,100,126)(H,101,125)(H,102,143)(H,103,142)(H,104,132)(H,105,127)(H,106,128)(H,107,144)(H,108,129)(H,109,137)(H,110,138)(H,111,136)(H,112,134)(H,113,131)(H,114,135)(H,115,133)(H,116,139)(H,117,145)(H,118,141)(H,119,140)/b21-19-,52-9-/t45-,46+,50-,54+,55+,56+,57+,58+,59-,60-,61-,62+,63+,64+,65-,66+,67+,73+,74+,75-/m1/s1 |
| InChIKey | InChI | 1.03 | CEGKQFIOBQHXLN-METHDLFKSA-N |
| SMILES_CANONICAL | CACTVS | 3.385 | C\C=C(/NC(=O)[C@@H](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](Cc2c[nH]c3ccc(Cl)cc23)NC1=O)C(=O)N[C@@H]4[C@H](C)SC[C@H](NC(=O)CNC(=O)[C@@H]5CCCN5C4=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]6CSC[C@@H]7NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CSC[C@@H]8NC(=O)[C@H](Cc9ccccc9)NC(=O)[C@@H](CS\C=C/NC8=O)NC7=O)NC(=O)CNC(=O)CNC(=O)CNC(=O)[C@@H]%10C[C@@H](O)CN%10C6=O |
| SMILES | CACTVS | 3.385 | CC=C(NC(=O)[CH](N)C(C)C)C(=O)N[CH]1CSC[CH](NC(=O)[CH](CC(C)C)NC(=O)C(=C)NC(=O)[CH](Cc2c[nH]c3ccc(Cl)cc23)NC1=O)C(=O)N[CH]4[CH](C)SC[CH](NC(=O)CNC(=O)[CH]5CCCN5C4=O)C(=O)N[CH]([CH](C)O)C(=O)N[CH]6CSC[CH]7NC(=O)[CH](CC(N)=O)NC(=O)[CH](CSC[CH]8NC(=O)[CH](Cc9ccccc9)NC(=O)[CH](CSC=CNC8=O)NC7=O)NC(=O)CNC(=O)CNC(=O)CNC(=O)[CH]%10C[CH](O)CN%10C6=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | C/C=C(/C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@@H](NC(=O)C(=C)NC(=O)[C@@H](NC1=O)Cc2c[nH]c3c2cc(cc3)Cl)CC(C)C)C(=O)N[C@@H]4C(SC[C@H](NC(=O)CNC(=O)[C@@H]5CCCN5C4=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]6CSC[C@H]7C(=O)N[C@@H]8CS/C=C\NC(=O)[C@H](CSC[C@H](C(=O)N[C@H](C(=O)N7)CC(=O)N)NC(=O)CNC(=O)CNC(=O)CNC(=O)[C@@H]9C[C@H](CN9C6=O)O)NC(=O)[C@@H](NC8=O)Cc1ccccc1)C)\NC(=O)[C@H](C(C)C)N |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC=C(C(=O)NC1CSCC(NC(=O)C(NC(=O)C(=C)NC(=O)C(NC1=O)Cc2c[nH]c3c2cc(cc3)Cl)CC(C)C)C(=O)NC4C(SCC(NC(=O)CNC(=O)C5CCCN5C4=O)C(=O)NC(C(C)O)C(=O)NC6CSCC7C(=O)NC8CSC=CNC(=O)C(CSCC(C(=O)NC(C(=O)N7)CC(=O)N)NC(=O)CNC(=O)CNC(=O)CNC(=O)C9CC(CN9C6=O)O)NC(=O)C(NC8=O)Cc1ccccc1)C)NC(=O)C(C(C)C)N |
