data_GB1
# 
_chem_comp.id                                    GB1 
_chem_comp.name                                  "(2R,3R,4S)-2-({[(1R)-2-HYDROXY-1-PHENYLETHYL]AMINO}METHYL)PYRROLIDINE-3,4-DIOL" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H20 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-01 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        252.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GB1 
_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        2F18 
_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 
GB1 C15 C15 C 0 1 Y N N 27.365 67.513 11.671 3.016  0.271  1.001  C15 GB1 1  
GB1 C14 C14 C 0 1 Y N N 27.127 68.895 11.774 4.224  0.015  1.624  C14 GB1 2  
GB1 C13 C13 C 0 1 Y N N 28.038 69.716 12.418 5.190  -0.733 0.977  C13 GB1 3  
GB1 C12 C12 C 0 1 Y N N 29.150 69.095 12.941 4.947  -1.228 -0.291 C12 GB1 4  
GB1 C11 C11 C 0 1 Y N N 29.431 67.727 12.865 3.738  -0.976 -0.911 C11 GB1 5  
GB1 C10 C10 C 0 1 Y N N 28.509 66.901 12.209 2.771  -0.229 -0.264 C10 GB1 6  
GB1 C8  C8  C 0 1 N N R 28.761 65.382 12.122 1.453  0.046  -0.940 C8  GB1 7  
GB1 C9  C9  C 0 1 N N N 28.903 64.845 13.539 1.469  1.456  -1.535 C9  GB1 8  
GB1 O9  O9  O 0 1 N N N 29.026 63.444 13.365 1.793  2.400  -0.513 O9  GB1 9  
GB1 N7  N7  N 0 1 N N N 29.900 65.263 11.183 0.367  -0.058 0.043  N7  GB1 10 
GB1 C6  C6  C 0 1 N N N 29.871 65.714 9.793  -0.852 -0.388 -0.707 C6  GB1 11 
GB1 C5  C5  C 0 1 N N R 31.019 65.192 8.945  -2.030 -0.512 0.262  C5  GB1 12 
GB1 N1  N1  N 0 1 N N N 30.750 65.381 7.506  -2.181 0.740  1.034  N1  GB1 13 
GB1 C2  C2  C 0 1 N N N 31.244 66.641 6.960  -3.642 0.920  1.230  C2  GB1 14 
GB1 C3  C3  C 0 1 N N S 32.602 66.592 7.659  -4.241 0.470  -0.126 C3  GB1 15 
GB1 O3  O3  O 0 1 N N N 33.616 65.869 6.994  -5.596 0.048  0.034  O3  GB1 16 
GB1 C4  C4  C 0 1 N N R 32.239 66.104 9.056  -3.336 -0.724 -0.525 C4  GB1 17 
GB1 O4  O4  O 0 1 N N N 33.221 65.174 9.470  -3.953 -1.959 -0.153 O4  GB1 18 
GB1 H15 H15 H 0 1 N N N 26.640 66.898 11.158 2.262  0.855  1.507  H15 GB1 19 
GB1 H14 H14 H 0 1 N N N 26.229 69.319 11.349 4.414  0.401  2.614  H14 GB1 20 
GB1 H13 H13 H 0 1 N N N 27.885 70.782 12.505 6.135  -0.931 1.461  H13 GB1 21 
GB1 H12 H12 H 0 1 N N N 29.867 69.718 13.454 5.702  -1.812 -0.797 H12 GB1 22 
GB1 H11 H11 H 0 1 N N N 30.332 67.319 13.299 3.548  -1.363 -1.902 H11 GB1 23 
GB1 H8  H8  H 0 1 N N N 27.958 64.749 11.716 1.294  -0.682 -1.736 H8  GB1 24 
GB1 H91 1H9 H 0 1 N N N 28.050 65.116 14.179 0.486  1.688  -1.946 H91 GB1 25 
GB1 H92 2H9 H 0 1 N N N 29.788 65.265 14.039 2.216  1.507  -2.327 H92 GB1 26 
GB1 HO9 HO9 H 0 1 N N N 29.054 63.241 12.437 1.792  3.273  -0.929 HO9 GB1 27 
GB1 HN7 HN7 H 0 1 N N N 30.637 65.789 11.607 0.576  -0.858 0.623  HN7 GB1 28 
GB1 H61 1H6 H 0 1 N N N 29.961 66.810 9.811  -1.058 0.401  -1.430 H61 GB1 29 
GB1 H62 2H6 H 0 1 N N N 28.931 65.363 9.343  -0.711 -1.334 -1.231 H62 GB1 30 
GB1 H5  H5  H 0 1 N N N 31.154 64.153 9.280  -1.865 -1.349 0.941  H5  GB1 31 
GB1 HN1 HN1 H 0 1 N N N 31.196 64.636 7.010  -1.785 0.568  1.946  HN1 GB1 32 
GB1 H21 1H2 H 0 1 N N N 30.627 67.535 7.131  -4.003 0.285  2.039  H21 GB1 33 
GB1 H22 2H2 H 0 1 N N N 31.301 66.667 5.862  -3.878 1.966  1.426  H22 GB1 34 
GB1 H3  H3  H 0 1 N N N 33.102 67.572 7.673  -4.172 1.271  -0.863 H3  GB1 35 
GB1 HO3 HO3 H 0 1 N N N 33.353 65.707 6.096  -6.091 0.814  0.358  HO3 GB1 36 
GB1 H4  H4  H 0 1 N N N 32.114 66.980 9.709  -3.139 -0.708 -1.597 H4  GB1 37 
GB1 HO4 HO4 H 0 1 N N N 33.789 64.965 8.738  -4.786 -2.013 -0.642 HO4 GB1 38 
# 
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 
GB1 C15 C14 DOUB Y N 1  
GB1 C15 C10 SING Y N 2  
GB1 C15 H15 SING N N 3  
GB1 C14 C13 SING Y N 4  
GB1 C14 H14 SING N N 5  
GB1 C13 C12 DOUB Y N 6  
GB1 C13 H13 SING N N 7  
GB1 C12 C11 SING Y N 8  
GB1 C12 H12 SING N N 9  
GB1 C11 C10 DOUB Y N 10 
GB1 C11 H11 SING N N 11 
GB1 C10 C8  SING N N 12 
GB1 C8  C9  SING N N 13 
GB1 C8  N7  SING N N 14 
GB1 C8  H8  SING N N 15 
GB1 C9  O9  SING N N 16 
GB1 C9  H91 SING N N 17 
GB1 C9  H92 SING N N 18 
GB1 O9  HO9 SING N N 19 
GB1 N7  C6  SING N N 20 
GB1 N7  HN7 SING N N 21 
GB1 C6  C5  SING N N 22 
GB1 C6  H61 SING N N 23 
GB1 C6  H62 SING N N 24 
GB1 C5  N1  SING N N 25 
GB1 C5  C4  SING N N 26 
GB1 C5  H5  SING N N 27 
GB1 N1  C2  SING N N 28 
GB1 N1  HN1 SING N N 29 
GB1 C2  C3  SING N N 30 
GB1 C2  H21 SING N N 31 
GB1 C2  H22 SING N N 32 
GB1 C3  O3  SING N N 33 
GB1 C3  C4  SING N N 34 
GB1 C3  H3  SING N N 35 
GB1 O3  HO3 SING N N 36 
GB1 C4  O4  SING N N 37 
GB1 C4  H4  SING N N 38 
GB1 O4  HO4 SING N N 39 
# 
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 
GB1 SMILES           ACDLabs              10.04 "OC1C(NCC1O)CNC(c2ccccc2)CO"                                                                                      
GB1 SMILES_CANONICAL CACTVS               3.341 "OC[C@H](NC[C@H]1NC[C@H](O)[C@@H]1O)c2ccccc2"                                                                     
GB1 SMILES           CACTVS               3.341 "OC[CH](NC[CH]1NC[CH](O)[CH]1O)c2ccccc2"                                                                          
GB1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@H](CO)NC[C@@H]2[C@H]([C@H](CN2)O)O"                                                                 
GB1 SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(CO)NCC2C(C(CN2)O)O"                                                                                  
GB1 InChI            InChI                1.03  "InChI=1S/C13H20N2O3/c16-8-11(9-4-2-1-3-5-9)14-6-10-13(18)12(17)7-15-10/h1-5,10-18H,6-8H2/t10-,11+,12+,13-/m1/s1" 
GB1 InChIKey         InChI                1.03  OGMKEJTXCCFISS-MROQNXINSA-N                                                                                       
# 
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 
GB1 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3R,4S)-2-({[(1R)-2-hydroxy-1-phenylethyl]amino}methyl)pyrrolidine-3,4-diol"  
GB1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S)-2-[[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]methyl]pyrrolidine-3,4-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GB1 "Create component"  2005-12-01 RCSB 
GB1 "Modify descriptor" 2011-06-04 RCSB 
# 
