PRD_002089
Summary
| Name: | (1R,2S,19S,22R,34S,37R,40S,52S)-2-{[(2R,3S,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-amino-5,15-dichloro-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-{[(2S,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) |
| Formula: | C88 H97 Cl2 N9 O33 |
| Fomular weight: | 1879.658 |
| Component type: | peptide-like |
| Polymer sequences: | GHP, 3MY, 3FG, GHP, GHP, OMY, 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. |
| Program | Version | Name |
| ACDLabs | 12.01 | (1R,2S,19S,22R,34S,37R,40S,52S)-2-{[(2R,3S,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-22-amino-5,15-dichloro-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-{[(2S,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 | Clc7c6Oc%14cc3cc(Oc1ccc(cc1Cl)C(OC2OC(C(O)C(O)C2NC(=O)C)CO)C%11NC(=O)C(NC(=O)C3NC(=O)C5c8cc(Oc4c(O)ccc(c4)C(N)C(=O)NC(C(=O)N5)Cc(cc6)c7)cc(O)c8)c%12cc(c%10c(OC9OC(CO)C(O)C(O)C9O)cc(O)cc%10C(C(=O)O)NC%11=O)c(O)cc%12)c%14OC%13OC(CO)C(O)C(O)C%13NC(=O)CCCCCCC(C)C |
| SMILES_CANONICAL | CACTVS | 3.385 | CC(C)CCCCCCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1Oc2c3Oc4ccc(C[C@H]5NC(=O)[C@H](N)c6ccc(O)c(Oc7cc(O)cc(c7)[C@H](NC5=O)C(=O)N[C@H]8C(=O)N[C@H]9C(=O)N[C@@H]([C@H](O[C@@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%10NC(C)=O)c%11ccc(Oc2cc8c3)c(Cl)c%11)C(=O)N[C@H](C(O)=O)c%12cc(O)cc(O[C@H]%13O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%13O)c%12c%14cc9ccc%14O)c6)cc4Cl |
| SMILES | CACTVS | 3.385 | CC(C)CCCCCCC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1Oc2c3Oc4ccc(C[CH]5NC(=O)[CH](N)c6ccc(O)c(Oc7cc(O)cc(c7)[CH](NC5=O)C(=O)N[CH]8C(=O)N[CH]9C(=O)N[CH]([CH](O[CH]%10O[CH](CO)[CH](O)[CH](O)[CH]%10NC(C)=O)c%11ccc(Oc2cc8c3)c(Cl)c%11)C(=O)N[CH](C(O)=O)c%12cc(O)cc(O[CH]%13O[CH](CO)[CH](O)[CH](O)[CH]%13O)c%12c%14cc9ccc%14O)c6)cc4Cl |
| SMILES_CANONICAL | OpenEye OEToolkits | 1.9.2 | CC(C)CCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1Oc2c3cc4cc2Oc5ccc(cc5Cl)[C@H]([C@H]6C(=O)N[C@@H](c7cc(cc(c7-c8cc(ccc8O)[C@H](C(=O)N6)NC(=O)[C@@H]4NC(=O)[C@@H]9c1cc(cc(c1)Oc1cc(ccc1O)[C@H](C(=O)N[C@H](Cc1ccc(c(c1)Cl)O3)C(=O)N9)N)O)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)CO)O)O |
| SMILES | OpenEye OEToolkits | 1.9.2 | CC(C)CCCCCCC(=O)NC1C(C(C(OC1Oc2c3cc4cc2Oc5ccc(cc5Cl)C(C6C(=O)NC(c7cc(cc(c7-c8cc(ccc8O)C(C(=O)N6)NC(=O)C4NC(=O)C9c1cc(cc(c1)Oc1cc(ccc1O)C(C(=O)NC(Cc1ccc(c(c1)Cl)O3)C(=O)N9)N)O)OC1C(C(C(C(O1)CO)O)O)O)O)C(=O)O)OC1C(C(C(C(O1)CO)O)O)NC(=O)C)CO)O)O |
