data_GAC
# 
_chem_comp.id                                    GAC 
_chem_comp.name                                  DIHYDRO-ACARBOSE 
_chem_comp.type                                  SACCHARIDE 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C25 H45 N O18" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        647.621 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GAC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
GAC C1A  C1A  C 0 1 N N S 33.170 20.622 8.181  0.138  1.069  5.041  C1A  GAC 1  
GAC C2A  C2A  C 0 1 N N S 34.370 20.482 9.121  0.614  0.325  6.290  C2A  GAC 2  
GAC C3A  C3A  C 0 1 N N S 33.998 19.616 10.323 -0.416 -0.739 6.673  C3A  GAC 3  
GAC C4A  C4A  C 0 1 N N R 32.901 20.289 11.143 -1.760 -0.067 6.961  C4A  GAC 4  
GAC C5A  C5A  C 0 1 N N R 31.630 20.514 10.300 -2.235 0.677  5.711  C5A  GAC 5  
GAC C6A  C6A  C 0 1 N N N 30.612 21.349 11.082 -3.580 1.348  5.999  C6A  GAC 6  
GAC C7A  C7A  C 0 1 N N N 31.948 21.184 8.934  -1.205 1.741  5.329  C7A  GAC 7  
GAC O2A  O2A  O 0 1 N N N 35.453 19.879 8.431  1.870  -0.302 6.022  O2A  GAC 8  
GAC O3A  O3A  O 0 1 N N N 35.144 19.427 11.142 0.028  -1.434 7.840  O3A  GAC 9  
GAC O4A  O4A  O 0 1 N N N 32.594 19.474 12.273 -2.722 -1.061 7.318  O4A  GAC 10 
GAC O6A  O6A  O 0 1 N N N 31.127 22.642 11.401 -4.542 0.354  6.356  O6A  GAC 11 
GAC C1B  C1B  C 0 1 N N R 31.706 18.270 3.522  2.660  -0.155 0.766  C1B  GAC 12 
GAC C2B  C2B  C 0 1 N N R 33.179 18.615 3.786  2.745  -1.307 1.769  C2B  GAC 13 
GAC C3B  C3B  C 0 1 N N S 33.494 18.445 5.286  1.470  -1.324 2.620  C3B  GAC 14 
GAC C4B  C4B  C 0 1 N N S 32.573 19.381 6.087  1.276  0.065  3.238  C4B  GAC 15 
GAC C5B  C5B  C 0 1 N N R 31.127 18.938 5.790  1.300  1.113  2.123  C5B  GAC 16 
GAC C6B  C6B  C 0 1 N N N 30.066 19.772 6.483  1.072  2.501  2.726  C6B  GAC 17 
GAC N4B  N4B  N 0 1 N N N 32.876 19.318 7.536  -0.016 0.117  3.933  N4B  GAC 18 
GAC O2B  O2B  O 0 1 N N N 34.002 17.737 3.025  2.869  -2.545 1.066  O2B  GAC 19 
GAC O3B  O3B  O 0 1 N N N 34.864 18.740 5.542  1.598  -2.299 3.657  O3B  GAC 20 
GAC O5B  O5B  O 0 1 N N N 30.863 19.049 4.371  2.564  1.085  1.463  O5B  GAC 21 
GAC C1C  C1C  C 0 1 N N R 30.703 13.600 1.485  1.130  1.048  -3.920 C1C  GAC 22 
GAC C2C  C2C  C 0 1 N N R 30.334 14.921 0.837  2.570  0.777  -3.478 C2C  GAC 23 
GAC C3C  C3C  C 0 1 N N R 30.997 16.081 1.581  2.551  -0.109 -2.228 C3C  GAC 24 
GAC C4C  C4C  C 0 1 N N S 30.706 16.013 3.094  1.657  0.552  -1.172 C4C  GAC 25 
GAC C5C  C5C  C 0 1 N N R 30.968 14.611 3.640  0.286  0.841  -1.787 C5C  GAC 26 
GAC C6C  C6C  C 0 1 N N N 30.513 14.442 5.079  -0.622 1.473  -0.731 C6C  GAC 27 
GAC O2C  O2C  O 0 1 N N N 30.778 14.922 -0.512 3.277  0.110  -4.526 O2C  GAC 28 
GAC O3C  O3C  O 0 1 N N N 30.488 17.290 1.041  3.877  -0.248 -1.714 O3C  GAC 29 
GAC O4C  O4C  O 0 1 N N N 31.575 16.907 3.824  1.505  -0.327 -0.056 O4C  GAC 30 
GAC O5C  O5C  O 0 1 N N N 30.299 13.612 2.847  0.430  1.738  -2.887 O5C  GAC 31 
GAC O6C  O6C  O 0 1 N N N 30.964 13.212 5.619  -1.945 1.600  -1.257 O6C  GAC 32 
GAC C1D  C1D  C 0 1 N N S 34.835 10.433 0.556  -2.681 -0.730 -6.780 C1D  GAC 33 
GAC C2D  C2D  C 0 1 N N R 34.131 11.014 -0.672 -1.726 0.400  -7.168 C2D  GAC 34 
GAC C3D  C3D  C 0 1 N N R 33.485 12.341 -0.290 -0.408 0.225  -6.404 C3D  GAC 35 
GAC C4D  C4D  C 0 1 N N S 32.558 12.144 0.912  -0.720 0.119  -4.907 C4D  GAC 36 
GAC C5D  C5D  C 0 1 N N R 33.303 11.471 2.063  -1.752 -0.989 -4.688 C5D  GAC 37 
GAC C6D  C6D  C 0 1 N N N 32.380 11.136 3.217  -2.047 -1.124 -3.193 C6D  GAC 38 
GAC O1D  O1D  O 0 1 N Y N 35.792 11.329 1.000  -2.078 -1.988 -7.091 O1D  GAC 39 
GAC O2D  O2D  O 0 1 N N N 35.070 11.222 -1.723 -1.473 0.354  -8.574 O2D  GAC 40 
GAC O3D  O3D  O 0 1 N N N 32.748 12.854 -1.393 0.438  1.352  -6.638 O3D  GAC 41 
GAC O4D  O4D  O 0 1 N N N 32.086 13.428 1.353  0.475  -0.192 -4.190 O4D  GAC 42 
GAC O5D  O5D  O 0 1 N N N 33.892 10.234 1.617  -2.957 -0.671 -5.382 O5D  GAC 43 
GAC O6D  O6D  O 0 1 N N N 31.331 10.270 2.802  -2.948 -2.212 -2.981 O6D  GAC 44 
GAC H1A  H1A  H 0 1 N N N 33.419 21.351 7.375  0.873  1.827  4.769  H1A  GAC 45 
GAC H2A  H2A  H 0 1 N N N 34.667 21.496 9.474  0.729  1.031  7.113  H2A  GAC 46 
GAC H3A  H3A  H 0 1 N N N 33.625 18.631 9.955  -0.531 -1.445 5.851  H3A  GAC 47 
GAC H4A  H4A  H 0 1 N N N 33.270 21.286 11.479 -1.645 0.638  7.783  H4A  GAC 48 
GAC H5A  H5A  H 0 1 N N N 31.190 19.512 10.084 -2.351 -0.029 4.889  H5A  GAC 49 
GAC H6A1 1H6A H 0 0 N N N 29.640 21.420 10.539 -3.464 2.055  6.821  H6A1 GAC 50 
GAC H6A2 2H6A H 0 0 N N N 30.261 20.813 11.995 -3.918 1.879  5.109  H6A2 GAC 51 
GAC H7A1 1H7A H 0 0 N N N 32.057 22.285 9.067  -1.090 2.447  6.151  H7A1 GAC 52 
GAC H7A2 2H7A H 0 0 N N N 31.048 21.151 8.276  -1.544 2.271  4.439  H7A2 GAC 53 
GAC HOA2 2HOA H 0 0 N N N 36.197 19.792 9.014  2.133  -0.759 6.833  HOA2 GAC 54 
GAC HOA3 3HOA H 0 0 N N N 34.912 18.888 11.889 -0.648 -2.094 8.046  HOA3 GAC 55 
GAC HOA4 4HOA H 0 0 N N N 31.911 19.893 12.783 -2.385 -1.506 8.108  HOA4 GAC 56 
GAC HOA6 6HOA H 0 0 N N N 30.495 23.160 11.886 -5.373 0.819  6.529  HOA6 GAC 57 
GAC H1B  H1B  H 0 1 N N N 31.410 18.486 2.468  3.553  -0.151 0.141  H1B  GAC 58 
GAC H2B  H2B  H 0 1 N N N 33.375 19.671 3.490  3.612  -1.166 2.414  H2B  GAC 59 
GAC H3B  H3B  H 0 1 N N N 33.313 17.389 5.596  0.614  -1.569 1.991  H3B  GAC 60 
GAC H4B  H4B  H 0 1 N N N 32.725 20.444 5.787  2.080  0.265  3.946  H4B  GAC 61 
GAC H5B  H5B  H 0 1 N N N 31.062 17.891 6.168  0.511  0.896  1.404  H5B  GAC 62 
GAC H6B1 1H6B H 0 0 N N N 29.019 19.451 6.268  1.087  3.249  1.932  H6B1 GAC 63 
GAC H6B2 2H6B H 0 0 N N N 30.247 19.798 7.582  0.105  2.524  3.228  H6B2 GAC 64 
GAC H6B3 3H6B H 0 0 N N N 30.200 20.852 6.242  1.861  2.719  3.445  H6B3 GAC 65 
GAC HN4  HN4  H 0 1 N N N 32.120 18.845 8.031  -0.675 0.527  3.289  HN4  GAC 66 
GAC HOB2 2HOB H 0 0 N N N 34.913 17.950 3.188  3.678  -2.488 0.540  HOB2 GAC 67 
GAC HOB3 3HOB H 0 0 N N N 35.058 18.635 6.466  1.731  -3.153 3.223  HOB3 GAC 68 
GAC H1C  H1C  H 0 1 N N N 30.183 12.745 0.991  1.137  1.658  -4.823 H1C  GAC 69 
GAC H2C  H2C  H 0 1 N N N 29.226 15.045 0.877  3.065  1.721  -3.248 H2C  GAC 70 
GAC H3C  H3C  H 0 1 N N N 32.103 16.025 1.452  2.152  -1.091 -2.482 H3C  GAC 71 
GAC H4C  H4C  H 0 1 N N N 29.635 16.296 3.225  2.113  1.485  -0.841 H4C  GAC 72 
GAC H5C  H5C  H 0 1 N N N 32.074 14.477 3.593  -0.156 -0.091 -2.135 H5C  GAC 73 
GAC H6C1 1H6C H 0 0 N N N 30.824 15.305 5.711  -0.643 0.840  0.155  H6C1 GAC 74 
GAC H6C2 2H6C H 0 0 N N N 29.407 14.550 5.174  -0.240 2.459  -0.466 H6C2 GAC 75 
GAC HOC2 2HOC H 0 0 N N N 30.546 15.749 -0.917 3.265  0.701  -5.291 HOC2 GAC 76 
GAC HOC3 3HOC H 0 0 N N N 30.899 18.010 1.503  4.403  -0.667 -2.409 HOC3 GAC 77 
GAC HOC6 6HOC H 0 0 N N N 30.679 13.106 6.519  -2.485 2.002  -0.562 HOC6 GAC 78 
GAC H1D  H1D  H 0 1 N N N 35.301 9.460  0.273  -3.611 -0.626 -7.338 H1D  GAC 79 
GAC H2D  H2D  H 0 1 N N N 33.351 10.300 -1.025 -2.173 1.360  -6.909 H2D  GAC 80 
GAC H3D  H3D  H 0 1 N N N 34.283 13.069 -0.015 0.090  -0.683 -6.739 H3D  GAC 81 
GAC H4D  H4D  H 0 1 N N N 31.704 11.495 0.605  -1.122 1.067  -4.550 H4D  GAC 82 
GAC H5D  H5D  H 0 1 N N N 34.080 12.193 2.403  -1.354 -1.931 -5.065 H5D  GAC 83 
GAC H6D1 1H6D H 0 0 N N N 32.942 10.713 4.082  -1.118 -1.311 -2.655 H6D1 GAC 84 
GAC H6D2 2H6D H 0 0 N N N 31.982 12.056 3.704  -2.499 -0.202 -2.827 H6D2 GAC 85 
GAC HOD1 1HOD H 0 0 N N N 36.229 10.968 1.762  -2.711 -2.673 -6.832 HOD1 GAC 86 
GAC HOD2 2HOD H 0 0 N N N 34.632 11.582 -2.485 -2.326 0.467  -9.015 HOD2 GAC 87 
GAC HOD3 3HOD H 0 0 N N N 32.345 13.680 -1.155 0.608  1.381  -7.590 HOD3 GAC 88 
GAC HOD6 6HOD H 0 0 N N N 30.752 10.060 3.525  -3.107 -2.263 -2.029 HOD6 GAC 89 
# 
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 
GAC C1A C2A  SING N N 1  
GAC C1A C7A  SING N N 2  
GAC C1A N4B  SING N N 3  
GAC C1A H1A  SING N N 4  
GAC C2A C3A  SING N N 5  
GAC C2A O2A  SING N N 6  
GAC C2A H2A  SING N N 7  
GAC C3A C4A  SING N N 8  
GAC C3A O3A  SING N N 9  
GAC C3A H3A  SING N N 10 
GAC C4A C5A  SING N N 11 
GAC C4A O4A  SING N N 12 
GAC C4A H4A  SING N N 13 
GAC C5A C6A  SING N N 14 
GAC C5A C7A  SING N N 15 
GAC C5A H5A  SING N N 16 
GAC C6A O6A  SING N N 17 
GAC C6A H6A1 SING N N 18 
GAC C6A H6A2 SING N N 19 
GAC C7A H7A1 SING N N 20 
GAC C7A H7A2 SING N N 21 
GAC O2A HOA2 SING N N 22 
GAC O3A HOA3 SING N N 23 
GAC O4A HOA4 SING N N 24 
GAC O6A HOA6 SING N N 25 
GAC C1B C2B  SING N N 26 
GAC C1B O5B  SING N N 27 
GAC C1B O4C  SING N N 28 
GAC C1B H1B  SING N N 29 
GAC C2B C3B  SING N N 30 
GAC C2B O2B  SING N N 31 
GAC C2B H2B  SING N N 32 
GAC C3B C4B  SING N N 33 
GAC C3B O3B  SING N N 34 
GAC C3B H3B  SING N N 35 
GAC C4B C5B  SING N N 36 
GAC C4B N4B  SING N N 37 
GAC C4B H4B  SING N N 38 
GAC C5B C6B  SING N N 39 
GAC C5B O5B  SING N N 40 
GAC C5B H5B  SING N N 41 
GAC C6B H6B1 SING N N 42 
GAC C6B H6B2 SING N N 43 
GAC C6B H6B3 SING N N 44 
GAC N4B HN4  SING N N 45 
GAC O2B HOB2 SING N N 46 
GAC O3B HOB3 SING N N 47 
GAC C1C C2C  SING N N 48 
GAC C1C O5C  SING N N 49 
GAC C1C O4D  SING N N 50 
GAC C1C H1C  SING N N 51 
GAC C2C C3C  SING N N 52 
GAC C2C O2C  SING N N 53 
GAC C2C H2C  SING N N 54 
GAC C3C C4C  SING N N 55 
GAC C3C O3C  SING N N 56 
GAC C3C H3C  SING N N 57 
GAC C4C C5C  SING N N 58 
GAC C4C O4C  SING N N 59 
GAC C4C H4C  SING N N 60 
GAC C5C C6C  SING N N 61 
GAC C5C O5C  SING N N 62 
GAC C5C H5C  SING N N 63 
GAC C6C O6C  SING N N 64 
GAC C6C H6C1 SING N N 65 
GAC C6C H6C2 SING N N 66 
GAC O2C HOC2 SING N N 67 
GAC O3C HOC3 SING N N 68 
GAC O6C HOC6 SING N N 69 
GAC C1D C2D  SING N N 70 
GAC C1D O1D  SING N N 71 
GAC C1D O5D  SING N N 72 
GAC C1D H1D  SING N N 73 
GAC C2D C3D  SING N N 74 
GAC C2D O2D  SING N N 75 
GAC C2D H2D  SING N N 76 
GAC C3D C4D  SING N N 77 
GAC C3D O3D  SING N N 78 
GAC C3D H3D  SING N N 79 
GAC C4D C5D  SING N N 80 
GAC C4D O4D  SING N N 81 
GAC C4D H4D  SING N N 82 
GAC C5D C6D  SING N N 83 
GAC C5D O5D  SING N N 84 
GAC C5D H5D  SING N N 85 
GAC C6D O6D  SING N N 86 
GAC C6D H6D1 SING N N 87 
GAC C6D H6D2 SING N N 88 
GAC O1D HOD1 SING N N 89 
GAC O2D HOD2 SING N N 90 
GAC O3D HOD3 SING N N 91 
GAC O6D HOD6 SING N N 92 
# 
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 
GAC SMILES           ACDLabs              10.04 O(C1C(OC(O)C(O)C1O)CO)C4OC(C(OC3OC(C)C(NC2CC(CO)C(O)C(O)C2O)C(O)C3O)C(O)C4O)CO 
GAC InChI            InChI                1.02b 
InChI=1/C25H45NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h6-39H,2-5H2,1H3/t6-,7-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23+,24-,25-/m1/s1 
GAC InChIKey         InChI                1.02b CUAQESWNTOXZJZ-RTNAABQMBA 
GAC SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]4C[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O 
GAC SMILES           CACTVS               3.341 C[CH]1O[CH](O[CH]2[CH](O)[CH](O)[CH](O[CH]2CO)O[CH]3[CH](O)[CH](O)[CH](O)O[CH]3CO)[CH](O)[CH](O)[CH]1N[CH]4C[CH](CO)[CH](O)[CH](O)[CH]4O 
GAC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O)CO)CO)O)O)N[C@H]4C[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO 
GAC SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)O)O)CO)CO)O)O)NC4CC(C(C(C4O)O)O)CO 
# 
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 
GAC "SYSTEMATIC NAME" ACDLabs              10.04 4,6-dideoxy-4-{[(1S,2S,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino}-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranose 
GAC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
(2S,3R,4R,5S,6R)-5-[(2R,3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,2S,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol 
# 
