PRD_000882
Summary
| Name: | MonodeChloro- Teicoplanin A2-2 |
| Formula: | C88 H98 Cl N9 O33 |
| Fomular weight: | 1845.213 |
| Component type: | peptide-like |
| Polymer sequences: | GHP, 3MY, 3FG, GHP, GHP, OMX, 3FG |
| Non-polymer components: | |
| BIRD class: | Antibiotic |
| Represented as: | polymer |
| Compound Details: | TEICOPLANIN IS A FAMILY OF TETRACYCLIC GLYCOPEPTIDE ANTIBIOTICS. THE SCAFFOLD IS A HEPTAPEPTIDE FURTHER GLYCOSYLATED BY THREE MONO SACCHARIDES: MANNOSE, N-ACETYLGLUCOSAMINE AND BETA-D-GLUCOSAMINE AND ONLY DIFFER BY THE SIDE CHAIN ATTACHED TO THE LATTER. TEICOPLANIN A2-2 HAS 8-METHYLNONANOIC ACID ATTACHED TO GLUCOSAMINE. HERE, TEICOPLANIN A2-2 WAS UNDER RADIATION DAMAGE, WHICH CAUSES THE LOSS OF ONE CHLORINE ATOM. |
| Families: | FAM_000087 |
| Program | Version | Name |
| ACDLabs | 12.01 | (1S,2R,19S,22R,34R,37S,40R,52R)-2-{[(2R,3S,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-amino-15-chloro-64-({(2R,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(8-methylnonanoyl)amino]tetrahydro-2H-pyran-2-yl}oxy)-26,31,44,49-tetrahydroxy-21,35,38,54,56,59-hexaoxo-47-{[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo[38.14.2.2~3,6~.2~14,17~.2~19,34~.1~8,12~.1~23,27~.1~29,33~.1~41,45~.0~10,37~.0~46,51~]hexahexaconta-3,5,8(64),9,11,14,16,23(61),24,26,29(60),30,32,41(57),42,44,46,48,50,62,65-henicosaene-52-carboxylic acid (non-preferred name) |
Chemical Descriptors
| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 12.01 | Clc%14cc8ccc%14Oc5c(OC1OC(CO)C(O)C(O)C1NC(=O)CCCCCCC(C)C)c4Oc2ccc(cc2)C(OC3OC(C(O)C(O)C3NC(=O)C)CO)C%12NC(=O)C(NC(=O)C(c(c4)c5)NC(=O)C7c9cc(Oc6c(O)ccc(c6)C(N)C(=O)NC(C(=O)N7)C8)cc(O)c9)c%13cc(c%11c(OC%10OC(CO)C(O)C(O)C%10O)cc(O)cc%11C(C(=O)O)NC%12=O)c(O)cc%13 |
| InChI | InChI | 1.03 | InChI=1S/C88H98ClN9O33/c1-34(2)8-6-4-5-7-9-60(107)93-68-74(112)71(109)58(32-100)128-87(68)131-78-55-26-41-27-56(78)125-52-19-10-36(20-48(52)89)21-49-79(115)94-64(40-22-42(103)28-45(23-40)124-53-25-38(13-18-51(53)106)62(90)80(116)92-49)82(118)96-65(41)83(119)95-63-39-14-17-50(105)46(24-39)61-47(29-43(104)30-54(61)126-88-76(114)75(113)72(110)59(33-101)129-88)66(85(121)122)97-84(120)69(98-81(63)117)77(37-11-15-44(123-55)16-12-37)130-86-67(91-35(3)102)73(111)70(108)57(31-99)127-86/h10-20,22-30,34,49,57-59,62-77,86-88,99-101,103-106,108-114H,4-9,21,31-33,90H2,1-3H3,(H,91,102)(H,92,116)(H,93,107)(H,94,115)(H,95,119)(H,96,118)(H,97,120)(H,98,117)(H,121,122)/t49-,57+,58-,59+,62+,63+,64+,65-,66+,67?,68+,69-,70?,71+,72+,73+,74-,75-,76-,77+,86-,87+,88-/m0/s1 |
| InChIKey | InChI | 1.03 | YQACSCJJDIQXSR-CNSWCNFNSA-N |
| SMILES_CANONICAL | CACTVS | 3.370 | CC(C)CCCCCCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2c3Oc4ccc(cc4)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5NC(C)=O)[C@@H]6NC(=O)[C@H](NC(=O)[C@@H]7NC(=O)[C@H]8NC(=O)[C@@H](Cc9ccc(Oc2cc7c3)c(Cl)c9)NC(=O)[C@H](N)c%10ccc(O)c(Oc%11cc(O)cc8c%11)c%10)c%12ccc(O)c(c%12)c%13c(O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O)cc(O)cc%13[C@H](NC6=O)C(O)=O |
| SMILES | CACTVS | 3.370 | CC(C)CCCCCCC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2c3Oc4ccc(cc4)[CH](O[CH]5O[CH](CO)[CH](O)[CH](O)[CH]5NC(C)=O)[CH]6NC(=O)[CH](NC(=O)[CH]7NC(=O)[CH]8NC(=O)[CH](Cc9ccc(Oc2cc7c3)c(Cl)c9)NC(=O)[CH](N)c%10ccc(O)c(Oc%11cc(O)cc8c%11)c%10)c%12ccc(O)c(c%12)c%13c(O[CH]%14O[CH](CO)[CH](O)[CH](O)[CH]%14O)cc(O)cc%13[CH](NC6=O)C(O)=O |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.7.6 | CC(C)CCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1Oc2c3cc4cc2Oc5ccc(cc5Cl)C[C@@H]6C(=O)N[C@@H](c7cc(cc(c7)Oc8cc(ccc8O)[C@H](C(=O)N6)N)O)C(=O)N[C@H]4C(=O)N[C@@H]9c1ccc(c(c1)-c1c(cc(cc1O[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)[C@H](NC(=O)[C@H]([C@@H](c1ccc(cc1)O3)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)NC9=O)C(=O)O)O)CO)O)O |
| SMILES | OpenEye OEToolkits | 1.7.6 | CC(C)CCCCCCC(=O)NC1C(C(C(OC1Oc2c3cc4cc2Oc5ccc(cc5Cl)CC6C(=O)NC(c7cc(cc(c7)Oc8cc(ccc8O)C(C(=O)N6)N)O)C(=O)NC4C(=O)NC9c1ccc(c(c1)-c1c(cc(cc1OC1C(C(C(C(O1)CO)O)O)O)O)C(NC(=O)C(C(c1ccc(cc1)O3)OC1C(C(C(C(O1)CO)O)O)NC(=O)C)NC9=O)C(=O)O)O)CO)O)O |
