data_GB6
# 
_chem_comp.id                                    GB6 
_chem_comp.name                                  (3R,4R,5R)-3,4-dihydroxy-5-({[(1R)-2-hydroxy-1-phenylethyl]amino}methyl)pyrrolidin-2-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H18 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-11 
_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                        266.293 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GB6 
_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        3DDF 
_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 
GB6 C15 C15 C 0 1 Y N N 27.285 67.637 11.531 -4.002 0.930  -0.852 C15 GB6 1  
GB6 C14 C14 C 0 1 Y N N 27.037 68.977 11.761 -5.213 1.021  -0.191 C14 GB6 2  
GB6 C13 C13 C 0 1 Y N N 27.931 69.790 12.458 -5.371 0.426  1.046  C13 GB6 3  
GB6 C12 C12 C 0 1 Y N N 29.124 69.270 12.982 -4.319 -0.260 1.623  C12 GB6 4  
GB6 C11 C11 C 0 1 Y N N 29.427 67.934 12.805 -3.108 -0.352 0.962  C11 GB6 5  
GB6 C10 C10 C 0 1 Y N N 28.558 67.094 12.092 -2.950 0.244  -0.275 C10 GB6 6  
GB6 C8  C8  C 0 1 N N R 28.852 65.591 11.884 -1.630 0.145  -0.996 C8  GB6 7  
GB6 C9  C9  C 0 1 N N N 29.104 65.027 13.327 -1.524 -1.219 -1.680 C9  GB6 8  
GB6 O9  O9  O 0 1 N N N 29.124 63.617 13.143 -1.725 -2.254 -0.715 O9  GB6 9  
GB6 N7  N7  N 0 1 N N N 30.090 65.376 11.028 -0.532 0.295  -0.031 N7  GB6 10 
GB6 C6  C6  C 0 1 N N N 29.995 66.098 9.733  0.684  0.790  -0.689 C6  GB6 11 
GB6 C5  C5  C 0 1 N N R 31.083 65.693 8.726  1.802  0.933  0.345  C5  GB6 12 
GB6 N1  N1  N 0 1 N N N 30.780 66.399 7.457  2.030  -0.347 1.027  N1  GB6 13 
GB6 C2  C2  C 0 1 N N N 31.787 67.031 6.895  3.120  -0.969 0.546  C2  GB6 14 
GB6 O2  O2  O 0 1 N N N 31.786 67.641 5.806  3.530  -2.045 0.926  O2  GB6 15 
GB6 C3  C3  C 0 1 N N R 33.018 66.884 7.776  3.760  -0.132 -0.540 C3  GB6 16 
GB6 O3  O3  O 0 1 N N N 33.928 65.984 7.073  5.176  -0.079 -0.361 O3  GB6 17 
GB6 C4  C4  C 0 1 N N R 32.490 66.252 9.039  3.137  1.271  -0.354 C4  GB6 18 
GB6 O4  O4  O 0 1 N N N 33.347 65.208 9.537  3.959  2.089  0.481  O4  GB6 19 
GB6 H15 H15 H 0 1 N N N 26.596 67.017 10.976 -3.880 1.391  -1.821 H15 GB6 20 
GB6 H14 H14 H 0 1 N N N 26.120 69.409 11.389 -6.035 1.558  -0.642 H14 GB6 21 
GB6 H13 H13 H 0 1 N N N 27.701 70.836 12.596 -6.317 0.498  1.563  H13 GB6 22 
GB6 H12 H12 H 0 1 N N N 29.804 69.912 13.522 -4.442 -0.725 2.590  H12 GB6 23 
GB6 H11 H11 H 0 1 N N N 30.340 67.533 13.219 -2.286 -0.888 1.412  H11 GB6 24 
GB6 H8  H8  H 0 1 N N N 28.021 65.091 11.364 -1.565 0.933  -1.745 H8  GB6 25 
GB6 H9  H9  H 0 1 N N N 30.057 65.391 13.739 -2.284 -1.296 -2.458 H9  GB6 26 
GB6 H9A H9A H 0 1 N N N 28.336 65.348 14.046 -0.535 -1.327 -2.126 H9A GB6 27 
GB6 HO9 HO9 H 0 1 N N N 29.128 63.418 12.214 -1.672 -3.148 -1.079 HO9 GB6 28 
GB6 HN7 HN7 H 0 1 N N N 30.888 65.715 11.527 -0.802 0.898  0.732  HN7 GB6 29 
GB6 H6  H6  H 0 1 N N N 29.015 65.875 9.287  0.992  0.085  -1.462 H6  GB6 30 
GB6 H6A H6A H 0 1 N N N 30.129 67.169 9.946  0.482  1.760  -1.143 H6A GB6 31 
GB6 H5  H5  H 0 1 N N N 31.085 64.593 8.724  1.548  1.706  1.070  H5  GB6 32 
GB6 HN1 HN1 H 0 1 N N N 29.865 66.395 7.053  1.466  -0.698 1.734  HN1 GB6 33 
GB6 H3  H3  H 0 1 N N N 33.552 67.819 7.998  3.516  -0.533 -1.524 H3  GB6 34 
GB6 HO3 HO3 H 0 1 N N N 33.578 65.789 6.212  5.612  -0.941 -0.409 HO3 GB6 35 
GB6 H4  H4  H 0 1 N N N 32.450 67.014 9.831  2.963  1.751  -1.317 H4  GB6 36 
GB6 HO4 HO4 H 0 1 N N N 33.536 64.592 8.838  4.808  2.327  0.085  HO4 GB6 37 
# 
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 
GB6 C15 C14 DOUB Y N 1  
GB6 C15 C10 SING Y N 2  
GB6 C14 C13 SING N N 3  
GB6 C13 C12 DOUB Y N 4  
GB6 C12 C11 SING N N 5  
GB6 C11 C10 DOUB Y N 6  
GB6 C10 C8  SING N N 7  
GB6 C8  C9  SING Y N 8  
GB6 C8  N7  SING N N 9  
GB6 C9  O9  SING Y N 10 
GB6 N7  C6  SING N N 11 
GB6 C6  C5  SING N N 12 
GB6 C5  N1  SING N N 13 
GB6 C5  C4  SING N N 14 
GB6 N1  C2  SING N N 15 
GB6 C2  O2  DOUB N N 16 
GB6 C2  C3  SING N N 17 
GB6 C3  O3  SING N N 18 
GB6 C3  C4  SING N N 19 
GB6 C4  O4  SING N N 20 
GB6 C15 H15 SING N N 21 
GB6 C14 H14 SING N N 22 
GB6 C13 H13 SING N N 23 
GB6 C12 H12 SING N N 24 
GB6 C11 H11 SING N N 25 
GB6 C8  H8  SING N N 26 
GB6 C9  H9  SING N N 27 
GB6 C9  H9A SING N N 28 
GB6 O9  HO9 SING N N 29 
GB6 N7  HN7 SING N N 30 
GB6 C6  H6  SING N N 31 
GB6 C6  H6A SING N N 32 
GB6 C5  H5  SING N N 33 
GB6 N1  HN1 SING N N 34 
GB6 C3  H3  SING N N 35 
GB6 O3  HO3 SING N N 36 
GB6 C4  H4  SING N N 37 
GB6 O4  HO4 SING N N 38 
# 
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 
GB6 SMILES           ACDLabs              10.04 O=C2NC(CNC(c1ccccc1)CO)C(O)C2O                                                                                                           
GB6 InChI            InChI                1.02b InChI=1/C13H18N2O4/c16-7-10(8-4-2-1-3-5-8)14-6-9-11(17)12(18)13(19)15-9/h1-5,9-12,14,16-18H,6-7H2,(H,15,19)/t9-,10+,11-,12-/m1/s1/f/h15H 
GB6 InChIKey         InChI                1.02b KRKSNZJFCXFNFF-FVTBSSRLDQ                                                                                                                
GB6 SMILES_CANONICAL CACTVS               3.341 OC[C@H](NC[C@H]1NC(=O)[C@H](O)[C@@H]1O)c2ccccc2                                                                                          
GB6 SMILES           CACTVS               3.341 OC[CH](NC[CH]1NC(=O)[CH](O)[CH]1O)c2ccccc2                                                                                               
GB6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)[C@H](CO)NC[C@@H]2[C@H]([C@H](C(=O)N2)O)O                                                                                      
GB6 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(CO)NCC2C(C(C(=O)N2)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 
GB6 "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4R,5R)-3,4-dihydroxy-5-({[(1R)-2-hydroxy-1-phenylethyl]amino}methyl)pyrrolidin-2-one  
GB6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,4R,5R)-3,4-dihydroxy-5-[[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]methyl]pyrrolidin-2-one 
# 
