data_GB2
# 
_chem_comp.id                                    GB2 
_chem_comp.name                                  (2R,3R,4S)-2-({[(1S)-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                     2005-12-05 
_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                        252.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GB2 
_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        2F1A 
_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 
GB2 C8  C8  C 0 1 N N S 29.014 65.265 12.129 -1.453 0.764  -0.659 C8  GB2 1  
GB2 N7  N7  N 0 1 N N N 29.894 65.067 10.978 -0.346 0.330  0.204  N7  GB2 2  
GB2 C6  C6  C 0 1 N N N 29.808 65.758 9.700  0.897  0.673  -0.499 C6  GB2 3  
GB2 C5  C5  C 0 1 N N R 30.957 65.230 8.842  2.097  0.246  0.350  C5  GB2 4  
GB2 N1  N1  N 0 1 N N N 30.755 65.365 7.415  2.014  -1.200 0.647  N1  GB2 5  
GB2 C2  C2  C 0 1 N N N 31.326 66.569 6.813  3.415  -1.695 0.643  C2  GB2 6  
GB2 C3  C3  C 0 1 N N S 32.651 66.527 7.575  4.061  -0.923 -0.535 C3  GB2 7  
GB2 O3  O3  O 0 1 N N N 33.681 65.767 6.967  5.476  -0.830 -0.363 O3  GB2 8  
GB2 C4  C4  C 0 1 N N R 32.254 66.020 8.976  3.402  0.477  -0.434 C4  GB2 9  
GB2 O4  O4  O 0 1 N N N 33.208 65.124 9.529  4.259  1.379  0.270  O4  GB2 10 
GB2 C15 C15 C 0 1 Y N N 27.382 67.327 11.668 -2.983 -0.380 0.957  C15 GB2 11 
GB2 C14 C14 C 0 1 Y N N 27.073 68.715 11.823 -4.112 -1.127 1.239  C14 GB2 12 
GB2 C13 C13 C 0 1 Y N N 27.924 69.560 12.572 -4.933 -1.554 0.213  C13 GB2 13 
GB2 C12 C12 C 0 1 Y N N 29.064 68.969 13.140 -4.628 -1.231 -1.096 C12 GB2 14 
GB2 C11 C11 C 0 1 Y N N 29.417 67.596 13.017 -3.501 -0.481 -1.379 C11 GB2 15 
GB2 C10 C10 C 0 1 Y N N 28.556 66.736 12.259 -2.681 -0.054 -0.352 C10 GB2 16 
GB2 C9  C9  C 0 1 N N N 27.851 64.285 12.003 -1.748 2.244  -0.405 C9  GB2 17 
GB2 O9  O9  O 0 1 N N N 28.327 63.103 11.363 -2.224 2.411  0.932  O9  GB2 18 
GB2 H8  H8  H 0 1 N N N 29.557 65.058 13.063 -1.175 0.624  -1.704 H8  GB2 19 
GB2 HN7 HN7 H 0 1 N N N 30.804 65.299 11.322 -0.381 0.907  1.031  HN7 GB2 20 
GB2 H61 1H6 H 0 1 N N N 29.881 66.847 9.833  0.927  0.156  -1.457 H61 GB2 21 
GB2 H62 2H6 H 0 1 N N N 28.841 65.553 9.216  0.935  1.750  -0.665 H62 GB2 22 
GB2 H5  H5  H 0 1 N N N 31.001 64.193 9.207  2.116  0.816  1.279  H5  GB2 23 
GB2 HN1 HN1 H 0 1 N N N 31.182 64.576 6.974  1.680  -1.283 1.595  HN1 GB2 24 
GB2 H21 1H2 H 0 1 N N N 30.735 67.493 6.899  3.912  -1.450 1.582  H21 GB2 25 
GB2 H22 2H2 H 0 1 N N N 31.435 66.516 5.720  3.443  -2.769 0.460  H22 GB2 26 
GB2 H3  H3  H 0 1 N N N 33.122 67.521 7.597  3.819  -1.397 -1.486 H3  GB2 27 
GB2 HO3 HO3 H 0 1 N N N 33.456 65.597 6.060  5.817  -1.735 -0.356 HO3 GB2 28 
GB2 H4  H4  H 0 1 N N N 32.170 66.901 9.629  3.182  0.864  -1.429 H4  GB2 29 
GB2 HO4 HO4 H 0 1 N N N 33.870 64.924 8.878  5.075  1.448  -0.244 HO4 GB2 30 
GB2 H15 H15 H 0 1 N N N 26.716 66.703 11.091 -2.342 -0.047 1.759  H15 GB2 31 
GB2 H14 H14 H 0 1 N N N 26.183 69.121 11.365 -4.351 -1.378 2.262  H14 GB2 32 
GB2 H13 H13 H 0 1 N N N 27.707 70.610 12.701 -5.814 -2.139 0.433  H13 GB2 33 
GB2 H12 H12 H 0 1 N N N 29.723 69.604 13.713 -5.269 -1.565 -1.899 H12 GB2 34 
GB2 H11 H11 H 0 1 N N N 30.312 67.211 13.483 -3.263 -0.230 -2.401 H11 GB2 35 
GB2 H91 1H9 H 0 1 N N N 27.040 64.735 11.411 -2.508 2.589  -1.106 H91 GB2 36 
GB2 H92 2H9 H 0 1 N N N 27.461 64.038 13.001 -0.836 2.825  -0.541 H92 GB2 37 
GB2 HO9 HO9 H 0 1 N N N 28.433 63.267 10.433 -2.398 3.355  1.051  HO9 GB2 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 
GB2 C8  N7  SING N N 1  
GB2 C8  C10 SING N N 2  
GB2 C8  C9  SING N N 3  
GB2 C8  H8  SING N N 4  
GB2 N7  C6  SING N N 5  
GB2 N7  HN7 SING N N 6  
GB2 C6  C5  SING N N 7  
GB2 C6  H61 SING N N 8  
GB2 C6  H62 SING N N 9  
GB2 C5  N1  SING N N 10 
GB2 C5  C4  SING N N 11 
GB2 C5  H5  SING N N 12 
GB2 N1  C2  SING N N 13 
GB2 N1  HN1 SING N N 14 
GB2 C2  C3  SING N N 15 
GB2 C2  H21 SING N N 16 
GB2 C2  H22 SING N N 17 
GB2 C3  O3  SING N N 18 
GB2 C3  C4  SING N N 19 
GB2 C3  H3  SING N N 20 
GB2 O3  HO3 SING N N 21 
GB2 C4  O4  SING N N 22 
GB2 C4  H4  SING N N 23 
GB2 O4  HO4 SING N N 24 
GB2 C15 C14 DOUB Y N 25 
GB2 C15 C10 SING Y N 26 
GB2 C15 H15 SING N N 27 
GB2 C14 C13 SING Y N 28 
GB2 C14 H14 SING N N 29 
GB2 C13 C12 DOUB Y N 30 
GB2 C13 H13 SING N N 31 
GB2 C12 C11 SING Y N 32 
GB2 C12 H12 SING N N 33 
GB2 C11 C10 DOUB Y N 34 
GB2 C11 H11 SING N N 35 
GB2 C9  O9  SING N N 36 
GB2 C9  H91 SING N N 37 
GB2 C9  H92 SING N N 38 
GB2 O9  HO9 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 
GB2 SMILES           ACDLabs              10.04 OC1C(NCC1O)CNC(c2ccccc2)CO                                                                                     
GB2 InChI            InChI                1.02b InChI=1/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 
GB2 InChIKey         InChI                1.02b OGMKEJTXCCFISS-FVCCEPFGBO                                                                                      
GB2 SMILES_CANONICAL CACTVS               3.341 OC[C@@H](NC[C@H]1NC[C@H](O)[C@@H]1O)c2ccccc2                                                                   
GB2 SMILES           CACTVS               3.341 OC[CH](NC[CH]1NC[CH](O)[CH]1O)c2ccccc2                                                                         
GB2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)[C@@H](CO)NC[C@@H]2[C@H]([C@H](CN2)O)O                                                               
GB2 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(CO)NCC2C(C(CN2)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 
GB2 "SYSTEMATIC NAME" ACDLabs              10.04 (2R,3R,4S)-2-({[(1S)-2-hydroxy-1-phenylethyl]amino}methyl)pyrrolidine-3,4-diol  
GB2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S)-2-[[[(1S)-2-hydroxy-1-phenyl-ethyl]amino]methyl]pyrrolidine-3,4-diol 
# 
