data_GBE
# 
_chem_comp.id                                    GBE 
_chem_comp.name                                  "3-{4-[2-(beta-D-glucopyranosyloxy)ethyl]piperazin-1-yl}propane-1-sulfonic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H30 N2 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-10-20 
_chem_comp.pdbx_modified_date                    2012-06-29 
_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                        414.472 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GBE 
_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        3VIO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
GBE C1   C1   C 0 1 N N R -27.019 82.896 14.711 -3.518 0.059  0.026  C1   GBE 1  
GBE O1   O1   O 0 1 N N N -27.021 83.339 13.347 -2.564 -0.879 -0.476 O1   GBE 2  
GBE C2   C2   C 0 1 N N R -28.431 82.902 15.348 -3.906 1.037  -1.087 C2   GBE 3  
GBE O2   O2   O 0 1 N N N -28.922 84.192 15.767 -2.753 1.778  -1.495 O2   GBE 4  
GBE C3   C3   C 0 1 N N S -28.697 81.831 16.410 -4.973 2.001  -0.559 C3   GBE 5  
GBE O3   O3   O 0 1 N N N -30.129 81.674 16.446 -5.394 2.871  -1.612 O3   GBE 6  
GBE C4   C4   C 0 1 N N S -28.004 80.548 15.957 -6.171 1.192  -0.053 C4   GBE 7  
GBE O4   O4   O 0 1 N N N -28.292 79.482 16.857 -7.142 2.077  0.508  O4   GBE 8  
GBE C5   C5   C 0 1 N N R -26.499 80.790 15.755 -5.696 0.208  1.019  C5   GBE 9  
GBE O5   O5   O 0 1 N N N -26.404 81.608 14.593 -4.683 -0.638 0.472  O5   GBE 10 
GBE C6   C6   C 0 1 N N N -25.585 79.585 15.511 -6.876 -0.646 1.487  C6   GBE 11 
GBE O6   O6   O 0 1 N N N -25.723 79.122 14.162 -6.460 -1.482 2.568  O6   GBE 12 
GBE OAA  OAA  O 0 1 N N N -23.088 77.717 4.886  8.352  1.793  0.154  OAA  GBE 13 
GBE OAB  OAB  O 0 1 N N N -23.628 75.992 6.480  7.811  -0.141 1.323  OAB  GBE 14 
GBE OAG  OAG  O 0 1 N N N -24.707 76.006 4.307  6.541  1.964  1.601  OAG  GBE 15 
GBE CAH  CAH  C 0 1 N N N -24.958 78.738 7.113  4.939  -0.227 -0.142 CAH  GBE 16 
GBE CAJ  CAJ  C 0 1 N N N -25.777 83.873 12.864 -2.049 -1.770 0.515  CAJ  GBE 17 
GBE CAK  CAK  C 0 1 N N N -26.081 79.659 7.595  4.053  -0.604 -1.332 CAK  GBE 18 
GBE CAL  CAL  C 0 1 N N N -24.901 82.863 12.118 -1.042 -2.724 -0.130 CAL  GBE 19 
GBE CAM  CAM  C 0 1 N N N -25.219 79.922 9.802  2.146  -1.949 -1.980 CAM  GBE 20 
GBE CAN  CAN  C 0 1 N N N -26.564 81.692 8.880  2.017  -0.529 -0.023 CAN  GBE 21 
GBE CAO  CAO  C 0 1 N N N -24.659 80.942 10.788 0.994  -2.799 -1.439 CAO  GBE 22 
GBE CAP  CAP  C 0 1 N N N -26.024 82.695 9.906  0.865  -1.379 0.517  CAP  GBE 23 
GBE CAQ  CAQ  C 0 1 N N N -25.420 77.791 6.006  6.148  0.568  -0.639 CAQ  GBE 24 
GBE NAY  NAY  N 0 1 N N N -25.574 80.640 8.571  2.892  -1.367 -0.855 NAY  GBE 25 
GBE NAZ  NAZ  N 0 1 N N N -25.613 82.004 11.144 0.119  -1.961 -0.607 NAZ  GBE 26 
GBE SBA  SBA  S 0 1 N N N -24.178 76.852 5.406  7.198  1.016  0.771  SBA  GBE 27 
GBE H1   H1   H 0 1 N N N -26.478 83.553 15.408 -3.083 0.611  0.859  H1   GBE 28 
GBE H2   H2   H 0 1 N N N -29.036 82.611 14.476 -4.302 0.483  -1.937 H2   GBE 29 
GBE HO2  HO2  H 0 1 N N N -29.789 84.095 16.143 -2.034 1.229  -1.836 HO2  GBE 30 
GBE H3   H3   H 0 1 N N N -28.318 82.090 17.410 -4.559 2.592  0.258  H3   GBE 31 
GBE HO3  HO3  H 0 1 N N N -30.360 81.017 17.092 -4.683 3.410  -1.985 HO3  GBE 32 
GBE H4   H4   H 0 1 N N N -28.401 80.242 14.978 -6.615 0.642  -0.883 H4   GBE 33 
GBE HO4  HO4  H 0 1 N N N -27.855 78.692 16.563 -7.484 2.733  -0.116 HO4  GBE 34 
GBE H5   H5   H 0 1 N N N -26.143 81.208 16.708 -5.289 0.761  1.866  H5   GBE 35 
GBE H6   H6   H 0 1 N N N -24.540 79.882 15.687 -7.685 0.004  1.821  H6   GBE 36 
GBE H6A  H6A  H 0 1 N N N -25.862 78.775 16.202 -7.226 -1.265 0.661  H6A  GBE 37 
GBE HO6  HO6  H 0 1 N N N -25.152 78.376 14.023 -7.159 -2.053 2.915  HO6  GBE 38 
GBE HOAA HOAA H 0 0 N N N -22.283 77.529 5.354  9.006  2.103  0.795  HOAA GBE 39 
GBE HAH  HAH  H 0 1 N N N -24.139 79.360 6.722  4.367  0.382  0.558  HAH  GBE 40 
GBE HAHA HAHA H 0 0 N N N -24.609 78.136 7.965  5.280  -1.133 0.358  HAHA GBE 41 
GBE HAJ  HAJ  H 0 1 N N N -26.009 84.695 12.171 -1.555 -1.196 1.299  HAJ  GBE 42 
GBE HAJA HAJA H 0 0 N N N -25.207 84.238 13.731 -2.868 -2.345 0.948  HAJA GBE 43 
GBE HAK  HAK  H 0 1 N N N -26.499 80.197 6.731  3.712  0.302  -1.832 HAK  GBE 44 
GBE HAKA HAKA H 0 0 N N N -26.863 79.050 8.072  4.625  -1.213 -2.032 HAKA GBE 45 
GBE HAL  HAL  H 0 1 N N N -24.138 83.430 11.565 -0.716 -3.460 0.604  HAL  GBE 46 
GBE HALA HALA H 0 0 N N N -24.442 82.203 12.869 -1.512 -3.234 -0.971 HALA GBE 47 
GBE HAM  HAM  H 0 1 N N N -24.464 79.152 9.586  2.813  -2.575 -2.573 HAM  GBE 48 
GBE HAMA HAMA H 0 0 N N N -26.110 79.437 10.226 1.747  -1.149 -2.603 HAMA GBE 49 
GBE HAN  HAN  H 0 1 N N N -27.467 81.217 9.291  1.616  0.287  -0.625 HAN  GBE 50 
GBE HANA HANA H 0 0 N N N -26.807 82.231 7.953  2.589  -0.120 0.810  HANA GBE 51 
GBE HAO  HAO  H 0 1 N N N -24.381 80.410 11.709 0.422  -3.208 -2.272 HAO  GBE 52 
GBE HAOA HAOA H 0 0 N N N -23.778 81.414 10.328 1.395  -3.615 -0.837 HAOA GBE 53 
GBE HAP  HAP  H 0 1 N N N -25.153 83.214 9.478  1.265  -2.179 1.141  HAP  GBE 54 
GBE HAPA HAPA H 0 0 N N N -26.812 83.424 10.146 0.198  -0.753 1.111  HAPA GBE 55 
GBE HAQ  HAQ  H 0 1 N N N -26.192 77.125 6.418  6.720  -0.040 -1.339 HAQ  GBE 56 
GBE HAQA HAQA H 0 0 N N N -25.831 78.393 5.182  5.807  1.474  -1.140 HAQA GBE 57 
# 
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 
GBE C1  O1   SING N N 1  
GBE C1  C2   SING N N 2  
GBE C1  O5   SING N N 3  
GBE O1  CAJ  SING N N 4  
GBE C2  O2   SING N N 5  
GBE C2  C3   SING N N 6  
GBE C3  O3   SING N N 7  
GBE C3  C4   SING N N 8  
GBE C4  O4   SING N N 9  
GBE C4  C5   SING N N 10 
GBE C5  O5   SING N N 11 
GBE C5  C6   SING N N 12 
GBE C6  O6   SING N N 13 
GBE OAA SBA  SING N N 14 
GBE OAB SBA  DOUB N N 15 
GBE OAG SBA  DOUB N N 16 
GBE CAH CAK  SING N N 17 
GBE CAH CAQ  SING N N 18 
GBE CAJ CAL  SING N N 19 
GBE CAK NAY  SING N N 20 
GBE CAL NAZ  SING N N 21 
GBE CAM CAO  SING N N 22 
GBE CAM NAY  SING N N 23 
GBE CAN CAP  SING N N 24 
GBE CAN NAY  SING N N 25 
GBE CAO NAZ  SING N N 26 
GBE CAP NAZ  SING N N 27 
GBE CAQ SBA  SING N N 28 
GBE C1  H1   SING N N 29 
GBE C2  H2   SING N N 30 
GBE O2  HO2  SING N N 31 
GBE C3  H3   SING N N 32 
GBE O3  HO3  SING N N 33 
GBE C4  H4   SING N N 34 
GBE O4  HO4  SING N N 35 
GBE C5  H5   SING N N 36 
GBE C6  H6   SING N N 37 
GBE C6  H6A  SING N N 38 
GBE O6  HO6  SING N N 39 
GBE OAA HOAA SING N N 40 
GBE CAH HAH  SING N N 41 
GBE CAH HAHA SING N N 42 
GBE CAJ HAJ  SING N N 43 
GBE CAJ HAJA SING N N 44 
GBE CAK HAK  SING N N 45 
GBE CAK HAKA SING N N 46 
GBE CAL HAL  SING N N 47 
GBE CAL HALA SING N N 48 
GBE CAM HAM  SING N N 49 
GBE CAM HAMA SING N N 50 
GBE CAN HAN  SING N N 51 
GBE CAN HANA SING N N 52 
GBE CAO HAO  SING N N 53 
GBE CAO HAOA SING N N 54 
GBE CAP HAP  SING N N 55 
GBE CAP HAPA SING N N 56 
GBE CAQ HAQ  SING N N 57 
GBE CAQ HAQA 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 
GBE SMILES           ACDLabs              12.01 "O=S(=O)(O)CCCN2CCN(CCOC1OC(C(O)C(O)C1O)CO)CC2"                                                                                                                    
GBE InChI            InChI                1.03  "InChI=1S/C15H30N2O9S/c18-10-11-12(19)13(20)14(21)15(26-11)25-8-7-17-5-3-16(4-6-17)2-1-9-27(22,23)24/h11-15,18-21H,1-10H2,(H,22,23,24)/t11-,12-,13+,14-,15-/m1/s1" 
GBE InChIKey         InChI                1.03  DAJNLGJHGLHERP-UXXRCYHCSA-N                                                                                                                                        
GBE SMILES_CANONICAL CACTVS               3.370 "OC[C@H]1O[C@@H](OCCN2CCN(CCC[S](O)(=O)=O)CC2)[C@H](O)[C@@H](O)[C@@H]1O"                                                                                           
GBE SMILES           CACTVS               3.370 "OC[CH]1O[CH](OCCN2CCN(CCC[S](O)(=O)=O)CC2)[CH](O)[CH](O)[CH]1O"                                                                                                   
GBE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C1CN(CCN1CCCS(=O)(=O)O)CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O"                                                                                            
GBE SMILES           "OpenEye OEToolkits" 1.7.2 "C1CN(CCN1CCCS(=O)(=O)O)CCOC2C(C(C(C(O2)CO)O)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 
GBE "SYSTEMATIC NAME" ACDLabs              12.01 "3-{4-[2-(beta-D-glucopyranosyloxy)ethyl]piperazin-1-yl}propane-1-sulfonic acid"                                            
GBE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "3-[4-[2-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxyethyl]piperazin-1-yl]propane-1-sulfonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GBE "Create component" 2011-10-20 PDBJ 
# 
