data_GB3 # _chem_comp.id GB3 _chem_comp.name "(2R,3R,4S,5R)-2-({[(1R)-2-HYDROXY-1-PHENYLETHYL]AMINO}METHYL)-5-METHYLPYRROLIDINE-3,4-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H22 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 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 266.336 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GB3 _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 2F1B _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 GB3 C15 C15 C 0 1 Y N N 27.481 68.306 12.096 3.083 0.931 0.586 C15 GB3 1 GB3 C14 C14 C 0 1 Y N N 27.325 69.732 12.194 4.220 1.248 1.306 C14 GB3 2 GB3 C13 C13 C 0 1 Y N N 28.319 70.548 12.778 5.223 0.310 1.460 C13 GB3 3 GB3 C12 C12 C 0 1 Y N N 29.478 69.912 13.262 5.089 -0.946 0.899 C12 GB3 4 GB3 C11 C11 C 0 1 Y N N 29.691 68.501 13.198 3.950 -1.264 0.183 C11 GB3 5 GB3 C10 C10 C 0 1 Y N N 28.669 67.664 12.602 2.946 -0.327 0.029 C10 GB3 6 GB3 C8 C8 C 0 1 N N R 28.802 66.133 12.526 1.704 -0.674 -0.752 C8 GB3 7 GB3 C9 C9 C 0 1 N N N 28.944 65.502 13.928 1.811 -0.096 -2.164 C9 GB3 8 GB3 O9 O9 O 0 1 N N N 28.982 64.092 13.769 2.061 1.309 -2.086 O9 GB3 9 GB3 N7 N7 N 0 1 N N N 29.936 65.934 11.616 0.528 -0.107 -0.078 N7 GB3 10 GB3 C6 C6 C 0 1 N N N 30.032 66.368 10.222 -0.623 -0.930 -0.475 C6 GB3 11 GB3 C5 C5 C 0 1 N N R 31.152 65.787 9.365 -1.889 -0.392 0.194 C5 GB3 12 GB3 N1 N1 N 0 1 N N N 30.795 65.912 7.940 -2.087 1.033 -0.148 N1 GB3 13 GB3 C2 C2 C 0 1 N N R 31.273 67.182 7.406 -3.531 1.280 -0.312 C2 GB3 14 GB3 C3 C3 C 0 1 N N S 32.669 67.190 7.995 -4.257 -0.062 -0.086 C3 GB3 15 GB3 O3 O3 O 0 1 N N N 33.724 66.539 7.296 -4.724 -0.165 1.261 O3 GB3 16 GB3 C4 C4 C 0 1 N N R 32.422 66.641 9.400 -3.143 -1.110 -0.363 C4 GB3 17 GB3 O4 O4 O 0 1 N N N 33.474 65.768 9.786 -3.394 -2.326 0.345 O4 GB3 18 GB3 C21 C21 C 0 1 N N N 31.338 67.179 5.899 -4.003 2.308 0.719 C21 GB3 19 GB3 H15 H15 H 0 1 N N N 26.703 67.712 11.640 2.298 1.663 0.465 H15 GB3 20 GB3 H14 H14 H 0 1 N N N 26.425 70.191 11.811 4.325 2.229 1.744 H14 GB3 21 GB3 H13 H13 H 0 1 N N N 28.195 71.618 12.850 6.113 0.559 2.020 H13 GB3 22 GB3 H12 H12 H 0 1 N N N 30.249 70.525 13.706 5.873 -1.679 1.020 H12 GB3 23 GB3 H11 H11 H 0 1 N N N 30.599 68.065 13.587 3.844 -2.246 -0.256 H11 GB3 24 GB3 H8 H8 H 0 1 N N N 27.911 65.617 12.140 1.603 -1.758 -0.810 H8 GB3 25 GB3 H91 1H9 H 0 1 N N N 28.096 65.793 14.566 2.630 -0.581 -2.694 H91 GB3 26 GB3 H92 2H9 H 0 1 N N N 29.871 65.852 14.406 0.878 -0.270 -2.700 H92 GB3 27 GB3 HO9 HO9 H 0 1 N N N 28.990 63.877 12.844 2.121 1.633 -2.995 HO9 GB3 28 GB3 HN7 HN7 H 0 1 N N N 30.695 66.403 12.068 0.380 0.809 -0.475 HN7 GB3 29 GB3 H61 1H6 H 0 1 N N N 30.254 67.444 10.279 -0.457 -1.961 -0.164 H61 GB3 30 GB3 H62 2H6 H 0 1 N N N 29.085 66.087 9.738 -0.740 -0.892 -1.558 H62 GB3 31 GB3 H5 H5 H 0 1 N N N 31.299 64.766 9.746 -1.829 -0.518 1.275 H5 GB3 32 GB3 HN1 HN1 H 0 1 N N N 31.215 65.162 7.429 -1.790 1.568 0.655 HN1 GB3 33 GB3 H2 H2 H 0 1 N N N 30.638 68.047 7.649 -3.732 1.646 -1.319 H2 GB3 34 GB3 H3 H3 H 0 1 N N N 33.091 68.205 7.946 -5.082 -0.182 -0.789 H3 GB3 35 GB3 HO3 HO3 H 0 1 N N N 33.464 66.394 6.394 -5.094 -1.053 1.361 HO3 GB3 36 GB3 H4 H4 H 0 1 N N N 32.346 67.488 10.098 -3.043 -1.297 -1.432 H4 GB3 37 GB3 HO4 HO4 H 0 1 N N N 34.017 65.573 9.031 -4.184 -2.721 -0.050 HO4 GB3 38 GB3 H211 1H21 H 0 0 N N N 31.872 66.280 5.557 -3.482 3.251 0.557 H211 GB3 39 GB3 H212 2H21 H 0 0 N N N 31.872 68.076 5.553 -5.077 2.463 0.611 H212 GB3 40 GB3 H213 3H21 H 0 0 N N N 30.318 67.178 5.487 -3.788 1.941 1.722 H213 GB3 41 # 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 GB3 C15 C14 DOUB Y N 1 GB3 C15 C10 SING Y N 2 GB3 C15 H15 SING N N 3 GB3 C14 C13 SING Y N 4 GB3 C14 H14 SING N N 5 GB3 C13 C12 DOUB Y N 6 GB3 C13 H13 SING N N 7 GB3 C12 C11 SING Y N 8 GB3 C12 H12 SING N N 9 GB3 C11 C10 DOUB Y N 10 GB3 C11 H11 SING N N 11 GB3 C10 C8 SING N N 12 GB3 C8 C9 SING N N 13 GB3 C8 N7 SING N N 14 GB3 C8 H8 SING N N 15 GB3 C9 O9 SING N N 16 GB3 C9 H91 SING N N 17 GB3 C9 H92 SING N N 18 GB3 O9 HO9 SING N N 19 GB3 N7 C6 SING N N 20 GB3 N7 HN7 SING N N 21 GB3 C6 C5 SING N N 22 GB3 C6 H61 SING N N 23 GB3 C6 H62 SING N N 24 GB3 C5 N1 SING N N 25 GB3 C5 C4 SING N N 26 GB3 C5 H5 SING N N 27 GB3 N1 C2 SING N N 28 GB3 N1 HN1 SING N N 29 GB3 C2 C3 SING N N 30 GB3 C2 C21 SING N N 31 GB3 C2 H2 SING N N 32 GB3 C3 O3 SING N N 33 GB3 C3 C4 SING N N 34 GB3 C3 H3 SING N N 35 GB3 O3 HO3 SING N N 36 GB3 C4 O4 SING N N 37 GB3 C4 H4 SING N N 38 GB3 O4 HO4 SING N N 39 GB3 C21 H211 SING N N 40 GB3 C21 H212 SING N N 41 GB3 C21 H213 SING N N 42 # 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 GB3 SMILES ACDLabs 10.04 "OC2C(NC(CNC(c1ccccc1)CO)C2O)C" GB3 SMILES_CANONICAL CACTVS 3.341 "C[C@H]1N[C@H](CN[C@@H](CO)c2ccccc2)[C@@H](O)[C@H]1O" GB3 SMILES CACTVS 3.341 "C[CH]1N[CH](CN[CH](CO)c2ccccc2)[CH](O)[CH]1O" GB3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1[C@@H]([C@@H]([C@H](N1)CN[C@@H](CO)c2ccccc2)O)O" GB3 SMILES "OpenEye OEToolkits" 1.5.0 "CC1C(C(C(N1)CNC(CO)c2ccccc2)O)O" GB3 InChI InChI 1.03 "InChI=1S/C14H22N2O3/c1-9-13(18)14(19)11(16-9)7-15-12(8-17)10-5-3-2-4-6-10/h2-6,9,11-19H,7-8H2,1H3/t9-,11-,12+,13+,14-/m1/s1" GB3 InChIKey InChI 1.03 KHLOMLBNZUMIHX-QKGWFMCXSA-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 GB3 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,3R,4S,5R)-2-({[(1R)-2-hydroxy-1-phenylethyl]amino}methyl)-5-methylpyrrolidine-3,4-diol" GB3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5R)-2-[[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]methyl]-5-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 GB3 "Create component" 2005-12-05 RCSB GB3 "Modify descriptor" 2011-06-04 RCSB #