data_5EI
# 
_chem_comp.id                                    5EI 
_chem_comp.name                                  "methyl 3-O-(4-methylbenzoyl)-2-O-(3-nitrobenzoyl)-beta-D-talopyranoside" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-07-16 
_chem_comp.pdbx_modified_date                    2022-07-08 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        461.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5EI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        7RH1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
5EI C1  C1  C 0  1 N N R 20.114 -8.724  -1.939 0.368  2.893  -1.229 C1  5EI 1  
5EI C6  C2  C 0  1 N N N 20.114 -5.562  -0.160 -0.930 4.398  1.927  C6  5EI 2  
5EI C5  C3  C 0  1 N N R 19.590 -6.562  -1.148 -0.998 3.668  0.585  C5  5EI 3  
5EI C4  C4  C 0  1 N N S 18.101 -6.898  -1.030 -1.598 2.275  0.791  C4  5EI 4  
5EI C3  C5  C 0  1 N N S 17.713 -8.034  -1.991 -1.607 1.528  -0.546 C3  5EI 5  
5EI C2  C6  C 0  1 N N S 18.667 -9.217  -1.917 -0.178 1.469  -1.095 C2  5EI 6  
5EI C7  C7  C 0  1 N N N 22.318 -9.615  -2.175 2.291  4.127  -1.954 C7  5EI 7  
5EI O5  O1  O 0  1 N N N 20.375 -7.746  -0.947 0.319  3.542  0.044  O5  5EI 8  
5EI O1  O2  O 0  1 N N N 20.976 -9.794  -1.657 1.720  2.844  -1.687 O1  5EI 9  
5EI O2  O3  O 0  1 N N N 18.383 -9.988  -0.719 0.661  0.711  -0.184 O2  5EI 10 
5EI C8  C8  C 0  1 N N N 18.958 -11.212 -0.596 1.699  0.043  -0.722 C8  5EI 11 
5EI O3  O4  O 0  1 N N N 16.378 -8.532  -1.726 -2.106 0.179  -0.346 O3  5EI 12 
5EI C9  C9  C 0  1 N N N 15.365 -7.955  -2.390 -3.434 -0.007 -0.478 C9  5EI 13 
5EI O4  O5  O 0  1 N N N 17.786 -7.221  0.322  -0.810 1.550  1.737  O4  5EI 14 
5EI O6  O6  O 0  1 N N N 21.521 -5.320  -0.295 -0.478 5.738  1.719  O6  5EI 15 
5EI O8  O7  O 0  1 N N N 15.490 -6.965  -3.077 -4.155 0.931  -0.752 O8  5EI 16 
5EI O7  O8  O 0  1 N N N 19.747 -11.670 -1.395 1.898  0.092  -1.919 O7  5EI 17 
5EI CA1 C10 C 0  1 Y N N 18.483 -11.969 0.603  2.596  -0.750 0.144  CA1 5EI 18 
5EI CB1 C11 C 0  1 Y N N 14.072 -8.703  -2.239 -4.013 -1.353 -0.288 CB1 5EI 19 
5EI CB2 C12 C 0  1 Y N N 12.936 -8.194  -2.857 -3.188 -2.433 0.033  CB2 5EI 20 
5EI CB6 C13 C 0  1 Y N N 13.965 -9.921  -1.560 -5.389 -1.550 -0.424 CB6 5EI 21 
5EI CB3 C14 C 0  1 Y N N 11.732 -8.879  -2.794 -3.736 -3.687 0.209  CB3 5EI 22 
5EI CB5 C15 C 0  1 Y N N 12.756 -10.595 -1.510 -5.923 -2.809 -0.245 CB5 5EI 23 
5EI CB4 C16 C 0  1 Y N N 11.625 -10.093 -2.129 -5.099 -3.875 0.068  CB4 5EI 24 
5EI C10 C17 C 0  1 N N N 10.323 -10.854 -2.107 -5.690 -5.248 0.262  C10 5EI 25 
5EI CA6 C18 C 0  1 Y N N 19.253 -13.077 0.964  2.369  -0.808 1.520  CA6 5EI 26 
5EI CA2 C19 C 0  1 Y N N 17.424 -11.577 1.422  3.670  -1.449 -0.411 CA2 5EI 27 
5EI CA5 C20 C 0  1 Y N N 18.978 -13.780 2.123  3.210  -1.551 2.323  CA5 5EI 28 
5EI CA3 C21 C 0  1 Y N N 17.165 -12.312 2.570  4.503  -2.187 0.403  CA3 5EI 29 
5EI N1  N1  N 1  1 N N N 16.082 -11.875 3.477  5.642  -2.928 -0.183 N1  5EI 30 
5EI CA4 C22 C 0  1 Y N N 17.924 -13.410 2.940  4.276  -2.237 1.768  CA4 5EI 31 
5EI ON2 O9  O -1 1 N N N 15.528 -10.775 3.265  6.378  -3.581 0.535  ON2 5EI 32 
5EI ON1 O10 O 0  1 N N N 15.845 -12.587 4.461  5.843  -2.886 -1.383 ON1 5EI 33 
5EI H1  H1  H 0  1 N N N 20.329 -8.315  -2.937 -0.238 3.449  -1.944 H1  5EI 34 
5EI H2  H2  H 0  1 N N N 19.580 -4.612  -0.307 -1.920 4.415  2.382  H2  5EI 35 
5EI H3  H3  H 0  1 N N N 19.920 -5.938  0.855  -0.235 3.880  2.588  H3  5EI 36 
5EI H4  H4  H 0  1 N N N 19.771 -6.175  -2.162 -1.622 4.234  -0.106 H4  5EI 37 
5EI H5  H5  H 0  1 N N N 17.533 -6.004  -1.326 -2.618 2.370  1.163  H5  5EI 38 
5EI H6  H6  H 0  1 N N N 17.747 -7.634  -3.015 -2.249 2.053  -1.255 H6  5EI 39 
5EI H7  H7  H 0  1 N N N 18.505 -9.849  -2.802 -0.183 0.988  -2.073 H7  5EI 40 
5EI H8  H8  H 0  1 N N N 22.932 -10.490 -1.915 3.318  4.003  -2.297 H8  5EI 41 
5EI H9  H9  H 0  1 N N N 22.277 -9.507  -3.269 1.708  4.630  -2.725 H9  5EI 42 
5EI H10 H10 H 0  1 N N N 22.764 -8.711  -1.734 2.281  4.725  -1.043 H10 5EI 43 
5EI H11 H11 H 0  1 N N N 18.038 -6.500  0.887  -0.757 1.969  2.607  H11 5EI 44 
5EI H12 H12 H 0  1 N N N 21.797 -4.682  0.353  -0.411 6.261  2.529  H12 5EI 45 
5EI H13 H13 H 0  1 N N N 12.991 -7.257  -3.391 -2.124 -2.287 0.143  H13 5EI 46 
5EI H14 H14 H 0  1 N N N 14.832 -10.339 -1.071 -6.033 -0.718 -0.668 H14 5EI 47 
5EI H15 H15 H 0  1 N N N 10.859 -8.459  -3.272 -3.099 -4.523 0.457  H15 5EI 48 
5EI H16 H16 H 0  1 N N N 12.695 -11.532 -0.977 -6.987 -2.963 -0.350 H16 5EI 49 
5EI H17 H17 H 0  1 N N N 10.278 -11.530 -2.974 -5.964 -5.382 1.309  H17 5EI 50 
5EI H18 H18 H 0  1 N N N 10.258 -11.442 -1.180 -6.578 -5.353 -0.362 H18 5EI 51 
5EI H19 H19 H 0  1 N N N 9.483  -10.145 -2.151 -4.957 -6.003 -0.021 H19 5EI 52 
5EI H20 H20 H 0  1 N N N 20.071 -13.388 0.332  1.538  -0.273 1.956  H20 5EI 53 
5EI H21 H21 H 0  1 N N N 16.819 -10.720 1.168  3.848  -1.411 -1.475 H21 5EI 54 
5EI H22 H22 H 0  1 N N N 19.592 -14.626 2.393  3.037  -1.597 3.388  H22 5EI 55 
5EI H23 H23 H 0  1 N N N 17.700 -13.962 3.841  4.931  -2.816 2.401  H23 5EI 56 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
5EI O8  C9  DOUB N N 1  
5EI CB2 CB3 DOUB Y N 2  
5EI CB2 CB1 SING Y N 3  
5EI CB3 CB4 SING Y N 4  
5EI C9  CB1 SING N N 5  
5EI C9  O3  SING N N 6  
5EI CB1 CB6 DOUB Y N 7  
5EI C7  O1  SING N N 8  
5EI CB4 C10 SING N N 9  
5EI CB4 CB5 DOUB Y N 10 
5EI C3  C2  SING N N 11 
5EI C3  O3  SING N N 12 
5EI C3  C4  SING N N 13 
5EI C1  C2  SING N N 14 
5EI C1  O1  SING N N 15 
5EI C1  O5  SING N N 16 
5EI C2  O2  SING N N 17 
5EI CB6 CB5 SING Y N 18 
5EI O7  C8  DOUB N N 19 
5EI C5  C4  SING N N 20 
5EI C5  O5  SING N N 21 
5EI C5  C6  SING N N 22 
5EI C4  O4  SING N N 23 
5EI O2  C8  SING N N 24 
5EI C8  CA1 SING N N 25 
5EI O6  C6  SING N N 26 
5EI CA1 CA6 DOUB Y N 27 
5EI CA1 CA2 SING Y N 28 
5EI CA6 CA5 SING Y N 29 
5EI CA2 CA3 DOUB Y N 30 
5EI CA5 CA4 DOUB Y N 31 
5EI CA3 CA4 SING Y N 32 
5EI CA3 N1  SING N N 33 
5EI ON2 N1  SING N N 34 
5EI N1  ON1 DOUB N N 35 
5EI C1  H1  SING N N 36 
5EI C6  H2  SING N N 37 
5EI C6  H3  SING N N 38 
5EI C5  H4  SING N N 39 
5EI C4  H5  SING N N 40 
5EI C3  H6  SING N N 41 
5EI C2  H7  SING N N 42 
5EI C7  H8  SING N N 43 
5EI C7  H9  SING N N 44 
5EI C7  H10 SING N N 45 
5EI O4  H11 SING N N 46 
5EI O6  H12 SING N N 47 
5EI CB2 H13 SING N N 48 
5EI CB6 H14 SING N N 49 
5EI CB3 H15 SING N N 50 
5EI CB5 H16 SING N N 51 
5EI C10 H17 SING N N 52 
5EI C10 H18 SING N N 53 
5EI C10 H19 SING N N 54 
5EI CA6 H20 SING N N 55 
5EI CA2 H21 SING N N 56 
5EI CA5 H22 SING N N 57 
5EI CA4 H23 SING N N 58 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
5EI SMILES           ACDLabs              12.01 "COC1OC(CO)C(O)C(OC(=O)c2ccc(C)cc2)C1OC(=O)c1cccc(c1)[N+]([O-])=O"                                                                                                                    
5EI InChI            InChI                1.03  "InChI=1S/C22H23NO10/c1-12-6-8-13(9-7-12)20(26)32-18-17(25)16(11-24)31-22(30-2)19(18)33-21(27)14-4-3-5-15(10-14)23(28)29/h3-10,16-19,22,24-25H,11H2,1-2H3/t16-,17+,18+,19+,22-/m1/s1" 
5EI InChIKey         InChI                1.03  CHZMAUNHQDXHJQ-NOYKIMNZSA-N                                                                                                                                                           
5EI SMILES_CANONICAL CACTVS               3.385 "CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OC(=O)c2ccc(C)cc2)[C@@H]1OC(=O)c3cccc(c3)[N+]([O-])=O"                                                                                              
5EI SMILES           CACTVS               3.385 "CO[CH]1O[CH](CO)[CH](O)[CH](OC(=O)c2ccc(C)cc2)[CH]1OC(=O)c3cccc(c3)[N+]([O-])=O"                                                                                                     
5EI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1)C(=O)O[C@H]2[C@H]([C@H](O[C@H]([C@H]2OC(=O)c3cccc(c3)[N+](=O)[O-])OC)CO)O"                                                                                                
5EI SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(cc1)C(=O)OC2C(C(OC(C2OC(=O)c3cccc(c3)[N+](=O)[O-])OC)CO)O"                                                                                                                    
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
5EI "SYSTEMATIC NAME" ACDLabs              12.01 "methyl 3-O-(4-methylbenzoyl)-2-O-(3-nitrobenzoyl)-beta-D-talopyranoside"                                                          
5EI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R},3~{S},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-2-methoxy-4-(4-methylphenyl)carbonyloxy-5-oxidanyl-oxan-3-yl] 3-nitrobenzoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5EI "Create component" 2021-07-16 RCSB 
5EI "Initial release"  2022-07-13 RCSB 
# 
