data_HGR
# 
_chem_comp.id                                    HGR 
_chem_comp.name                                  "Hygromycin A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 N O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-08 
_chem_comp.pdbx_modified_date                    2015-11-06 
_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                        511.476 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HGR 
_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        5DM7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
HGR C1  C1  C 0 1 N N N 56.506 119.904 113.557 1.070  1.224  0.641  C1  HGR 1  
HGR C2  C2  C 0 1 N N N 55.112 119.614 113.509 2.337  1.880  0.283  C2  HGR 2  
HGR C3  C3  C 0 1 N N N 54.207 120.521 112.932 3.421  1.036  -0.260 C3  HGR 3  
HGR C4  C4  C 0 1 N N N 54.717 121.720 112.398 3.139  -0.182 -0.716 C4  HGR 4  
HGR C5  C5  C 0 1 N N N 56.118 121.995 112.428 1.757  -0.753 -0.725 C5  HGR 5  
HGR C6  C6  C 0 1 N N N 57.037 121.089 113.009 0.816  -0.016 0.176  C6  HGR 6  
HGR O8  O1  O 0 1 N N N 63.877 121.434 117.492 -7.847 1.883  -0.005 O8  HGR 7  
HGR C10 C7  C 0 1 N N S 51.898 120.675 112.007 5.693  0.626  -0.832 C10 HGR 8  
HGR O11 O2  O 0 1 N N N 62.494 118.974 112.899 -4.857 -2.742 -0.029 O11 HGR 9  
HGR C12 C8  C 0 1 N N N 58.564 121.323 113.087 -0.436 -0.664 0.560  C12 HGR 10 
HGR C13 C9  C 0 1 N N N 51.400 122.553 115.933 8.867  -2.824 0.580  C13 HGR 11 
HGR C15 C10 C 0 1 N N N 60.781 122.392 112.945 -2.867 -0.643 0.811  C15 HGR 12 
HGR C16 C11 C 0 1 N N N 58.777 123.769 112.217 -1.649 1.236  -0.466 C16 HGR 13 
HGR C17 C12 C 0 1 N N R 62.678 121.153 113.990 -5.290 -0.622 1.061  C17 HGR 14 
HGR C19 C13 C 0 1 N N R 63.158 121.850 115.278 -6.351 0.466  1.201  C19 HGR 15 
HGR C23 C14 C 0 1 N N N 64.816 120.398 117.163 -8.870 0.989  -0.467 C23 HGR 16 
HGR O1  O3  O 0 1 N N N 51.664 122.067 112.194 5.864  -0.527 0.021  O1  HGR 17 
HGR C7  C15 C 0 1 N N S 50.870 122.257 113.373 7.166  -1.057 -0.312 C7  HGR 18 
HGR C8  C16 C 0 1 N N S 50.408 120.863 113.777 8.064  0.188  -0.488 C8  HGR 19 
HGR C9  C17 C 0 1 N N S 50.600 120.086 112.489 7.073  1.320  -0.838 C9  HGR 20 
HGR O2  O4  O 0 1 N N N 49.077 120.879 114.314 8.993  -0.013 -1.556 O2  HGR 21 
HGR C11 C18 C 0 1 N N N 51.626 122.961 114.499 7.682  -1.922 0.809  C11 HGR 22 
HGR O3  O5  O 0 1 N N N 52.869 120.197 112.925 4.699  1.500  -0.293 O3  HGR 23 
HGR O4  O6  O 0 1 N N N 54.666 118.559 113.989 2.487  3.080  0.428  O4  HGR 24 
HGR O5  O7  O 0 1 N N N 50.753 118.718 112.743 7.119  2.350  0.151  O5  HGR 25 
HGR O6  O8  O 0 1 N N N 52.416 123.838 114.225 7.146  -1.892 1.891  O6  HGR 26 
HGR C14 C19 C 0 1 N N N 59.368 122.462 112.771 -1.616 -0.052 0.315  C14 HGR 27 
HGR O7  O9  O 0 1 N N N 61.562 123.231 112.414 -2.840 -1.683 1.441  O7  HGR 28 
HGR C18 C20 C 0 1 N N S 62.823 121.123 116.573 -6.582 1.178  -0.133 C18 HGR 29 
HGR C20 C21 C 0 1 N N S 62.944 119.631 114.051 -5.796 -1.670 0.063  C20 HGR 30 
HGR C21 C22 C 0 1 N N R 62.264 118.964 115.246 -5.945 -0.997 -1.302 C21 HGR 31 
HGR C22 C23 C 0 1 N N R 62.782 119.588 116.535 -6.907 0.164  -1.245 C22 HGR 32 
HGR N1  N1  N 0 1 N N N 61.240 121.406 113.704 -4.043 -0.033 0.567  N1  HGR 33 
HGR O10 O10 O 0 1 N N N 62.756 123.189 115.410 -5.920 1.420  2.174  O10 HGR 34 
HGR O12 O11 O 0 1 N N N 62.543 117.588 115.245 -6.426 -1.956 -2.245 O12 HGR 35 
HGR O9  O12 O 0 1 N N N 64.093 119.199 116.826 -8.251 -0.231 -0.921 O9  HGR 36 
HGR H1  H1  H 0 1 N N N 57.174 119.197 114.026 0.354  1.727  1.273  H1  HGR 37 
HGR H2  H2  H 0 1 N N N 54.041 122.440 111.961 3.947  -0.786 -1.103 H2  HGR 38 
HGR H3  H3  H 0 1 N N N 56.431 122.126 111.382 1.370  -0.722 -1.743 H3  HGR 39 
HGR H4  H4  H 0 1 N N N 56.236 122.946 112.968 1.805  -1.794 -0.402 H4  HGR 40 
HGR H5  H5  H 0 1 N N N 52.112 120.405 110.962 5.419  0.315  -1.840 H5  HGR 41 
HGR H6  H6  H 0 1 N N N 62.674 118.044 112.973 -5.116 -3.441 -0.645 H6  HGR 42 
HGR H7  H7  H 0 1 N N N 59.124 120.472 113.445 -0.419 -1.632 1.039  H7  HGR 43 
HGR H8  H8  H 0 1 N N N 52.038 123.160 116.592 9.785  -2.286 0.817  H8  HGR 44 
HGR H9  H9  H 0 1 N N N 50.344 122.712 116.197 8.785  -3.702 1.221  H9  HGR 45 
HGR H10 H10 H 0 1 N N N 51.652 121.489 116.056 8.889  -3.137 -0.464 H10 HGR 46 
HGR H11 H11 H 0 1 N N N 57.684 123.674 112.139 -1.559 2.079  0.219  H11 HGR 47 
HGR H12 H12 H 0 1 N N N 59.025 124.599 112.894 -0.821 1.252  -1.175 H12 HGR 48 
HGR H13 H13 H 0 1 N N N 59.200 123.969 111.221 -2.592 1.308  -1.008 H13 HGR 49 
HGR H14 H14 H 0 1 N N N 63.269 121.558 113.155 -5.118 -1.092 2.029  H14 HGR 50 
HGR H15 H15 H 0 1 N N N 64.256 121.851 115.216 -7.286 0.014  1.533  H15 HGR 51 
HGR H16 H16 H 0 1 N N N 65.469 120.204 118.027 -9.560 0.769  0.348  H16 HGR 52 
HGR H17 H17 H 0 1 N N N 65.427 120.713 116.305 -9.414 1.450  -1.292 H17 HGR 53 
HGR H18 H18 H 0 1 N N N 49.982 122.858 113.125 7.118  -1.625 -1.240 H18 HGR 54 
HGR H19 H19 H 0 1 N N N 51.106 120.469 114.531 8.592  0.412  0.438  H19 HGR 55 
HGR H20 H20 H 0 1 N N N 49.785 120.296 111.781 7.290  1.729  -1.825 H20 HGR 56 
HGR H21 H21 H 0 1 N N N 49.065 121.389 115.116 9.582  0.738  -1.711 H21 HGR 57 
HGR H22 H22 H 0 1 N N N 49.928 118.358 113.046 6.475  3.057  0.013  H22 HGR 58 
HGR H23 H23 H 0 1 N N N 61.861 121.495 116.955 -5.759 1.843  -0.394 H23 HGR 59 
HGR H24 H24 H 0 1 N N N 64.029 119.486 114.157 -6.762 -2.054 0.391  H24 HGR 60 
HGR H25 H25 H 0 1 N N N 61.180 119.137 115.178 -4.970 -0.636 -1.628 H25 HGR 61 
HGR H26 H26 H 0 1 N N N 62.120 119.258 117.350 -6.913 0.675  -2.208 H26 HGR 62 
HGR H27 H27 H 0 1 N N N 60.570 120.787 114.114 -4.065 0.796  0.064  H27 HGR 63 
HGR H28 H28 H 0 1 N N N 63.092 123.542 116.226 -6.544 2.144  2.319  H28 HGR 64 
HGR H29 H29 H 0 1 N N N 62.118 117.178 115.989 -5.843 -2.720 -2.361 H29 HGR 65 
# 
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 
HGR C10 O1  SING N N 1  
HGR C10 C9  SING N N 2  
HGR C10 O3  SING N N 3  
HGR O1  C7  SING N N 4  
HGR C16 C14 SING N N 5  
HGR C4  C5  SING N N 6  
HGR C4  C3  DOUB N N 7  
HGR O7  C15 DOUB N N 8  
HGR C5  C6  SING N N 9  
HGR C9  O5  SING N N 10 
HGR C9  C8  SING N N 11 
HGR C14 C15 SING N N 12 
HGR C14 C12 DOUB N E 13 
HGR O11 C20 SING N N 14 
HGR O3  C3  SING N N 15 
HGR C3  C2  SING N N 16 
HGR C15 N1  SING N N 17 
HGR C6  C12 SING N N 18 
HGR C6  C1  DOUB N N 19 
HGR C7  C8  SING N N 20 
HGR C7  C11 SING N N 21 
HGR C2  C1  SING N N 22 
HGR C2  O4  DOUB N N 23 
HGR N1  C17 SING N N 24 
HGR C8  O2  SING N N 25 
HGR C17 C20 SING N N 26 
HGR C17 C19 SING N N 27 
HGR C20 C21 SING N N 28 
HGR O6  C11 DOUB N N 29 
HGR C11 C13 SING N N 30 
HGR O12 C21 SING N N 31 
HGR C21 C22 SING N N 32 
HGR C19 O10 SING N N 33 
HGR C19 C18 SING N N 34 
HGR C22 C18 SING N N 35 
HGR C22 O9  SING N N 36 
HGR C18 O8  SING N N 37 
HGR O9  C23 SING N N 38 
HGR C23 O8  SING N N 39 
HGR C1  H1  SING N N 40 
HGR C4  H2  SING N N 41 
HGR C5  H3  SING N N 42 
HGR C5  H4  SING N N 43 
HGR C10 H5  SING N N 44 
HGR O11 H6  SING N N 45 
HGR C12 H7  SING N N 46 
HGR C13 H8  SING N N 47 
HGR C13 H9  SING N N 48 
HGR C13 H10 SING N N 49 
HGR C16 H11 SING N N 50 
HGR C16 H12 SING N N 51 
HGR C16 H13 SING N N 52 
HGR C17 H14 SING N N 53 
HGR C19 H15 SING N N 54 
HGR C23 H16 SING N N 55 
HGR C23 H17 SING N N 56 
HGR C7  H18 SING N N 57 
HGR C8  H19 SING N N 58 
HGR C9  H20 SING N N 59 
HGR O2  H21 SING N N 60 
HGR O5  H22 SING N N 61 
HGR C18 H23 SING N N 62 
HGR C20 H24 SING N N 63 
HGR C21 H25 SING N N 64 
HGR C22 H26 SING N N 65 
HGR N1  H27 SING N N 66 
HGR O10 H28 SING N N 67 
HGR O12 H29 SING N N 68 
# 
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 
HGR SMILES           ACDLabs              12.01 "C=1C(=O)C(=CCC=1[C@H]=C(C(NC3C(O)C(C2C(OCO2)C3O)O)=O)C)OC4OC(C(O)C4O)C(C)=O" 
HGR InChI            InChI                1.03  
"InChI=1S/C23H29NO12/c1-8(22(32)24-13-14(27)16(29)21-20(15(13)28)33-7-34-21)5-10-3-4-12(11(26)6-10)35-23-18(31)17(30)19(36-23)9(2)25/h4-6,13-21,23,27-31H,3,7H2,1-2H3,(H,24,32)/b8-5+/t13-,14+,15-,16-,17+,18+,19-,20+,21-,23-/m1/s1" 
HGR InChIKey         InChI                1.03  LDTRVHIISSLXOQ-IIHALWDASA-N 
HGR SMILES_CANONICAL CACTVS               3.385 "CC(=O)[C@H]1O[C@@H](OC2=CCC(=CC2=O)/C=C(C)/C(=O)N[C@@H]3[C@H](O)[C@@H](O)[C@H]4OCO[C@H]4[C@@H]3O)[C@@H](O)[C@@H]1O" 
HGR SMILES           CACTVS               3.385 "CC(=O)[CH]1O[CH](OC2=CCC(=CC2=O)C=C(C)C(=O)N[CH]3[CH](O)[CH](O)[CH]4OCO[CH]4[CH]3O)[CH](O)[CH]1O" 
HGR SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C/C(=C\C1=CC(=O)C(=CC1)O[C@H]2[C@H]([C@@H]([C@H](O2)C(=O)C)O)O)/C(=O)N[C@@H]3[C@@H]([C@H]([C@@H]4[C@H]([C@@H]3O)OCO4)O)O" 
HGR SMILES           "OpenEye OEToolkits" 1.9.2 "CC(=CC1=CC(=O)C(=CC1)OC2C(C(C(O2)C(=O)C)O)O)C(=O)NC3C(C(C4C(C3O)OCO4)O)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 
HGR "SYSTEMATIC NAME" ACDLabs              12.01 "(2E)-3-{4-[(6-deoxy-beta-D-arabino-hexofuranosyl-5-ulose)oxy]-3-oxocyclohexa-1,4-dien-1-yl}-2-methyl-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-trihydroxyhexahydro-1,3-benzodioxol-5-yl]prop-2-enamide" 
HGR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 
"(E)-N-[(3aS,4R,5R,6S,7R,7aR)-4,6,7-tris(oxidanyl)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-3-[4-[(2S,3S,4S,5S)-5-ethanoyl-3,4-bis(oxidanyl)oxolan-2-yl]oxy-3-oxidanylidene-cyclohexa-1,4-dien-1-yl]-2-methyl-prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HGR "Create component" 2015-09-08 EBI  
HGR "Initial release"  2015-11-11 RCSB 
# 
