data_GHR # _chem_comp.id GHR _chem_comp.name "[[(3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-ylidene]amino] N-(4-chlorophenyl)carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H16 Cl N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-21 _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 345.736 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GHR _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 3D52 _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 GHR C1 C1 C 0 1 N N N 30.598 65.143 10.033 2.368 -0.432 -0.553 C1 GHR 1 GHR N5 N5 N 0 1 N N N 29.626 65.806 9.294 2.868 0.861 -0.542 N5 GHR 2 GHR C5 C5 C 0 1 N N R 29.695 65.973 7.824 3.997 1.147 0.357 C5 GHR 3 GHR C6 C6 C 0 1 N N N 28.511 65.310 7.129 4.569 2.530 0.038 C6 GHR 4 GHR O6 O6 O 0 1 N N N 27.329 65.739 7.761 3.590 3.529 0.332 O6 GHR 5 GHR C4 C4 C 0 1 N N R 31.041 65.537 7.197 5.077 0.081 0.147 C4 GHR 6 GHR O4 O4 O 0 1 N N N 31.338 66.465 6.182 6.150 0.303 1.064 O4 GHR 7 GHR C3 C3 C 0 1 N N S 32.168 65.445 8.206 4.478 -1.307 0.388 C3 GHR 8 GHR O3 O3 O 0 1 N N N 33.309 64.926 7.566 5.499 -2.298 0.246 O3 GHR 9 GHR C2 C2 C 0 1 N N S 31.736 64.468 9.274 3.368 -1.566 -0.631 C2 GHR 10 GHR O2 O2 O 0 1 N N N 32.811 64.135 10.119 2.720 -2.804 -0.332 O2 GHR 11 GHR N1 N1 N 0 1 N N N 30.557 65.090 11.365 1.097 -0.661 -0.495 N1 GHR 12 GHR CL12 CL12 CL 0 0 N N N 31.395 67.959 17.859 -7.617 -0.400 0.437 CL12 GHR 13 GHR C12 C12 C 0 1 Y N N 30.563 67.875 16.335 -5.940 -0.005 0.221 C12 GHR 14 GHR C11 C11 C 0 1 Y N N 31.204 67.392 15.210 -4.964 -0.801 0.795 C11 GHR 15 GHR C10 C10 C 0 1 Y N N 30.560 67.311 13.994 -3.629 -0.488 0.626 C10 GHR 16 GHR C13 C13 C 0 1 Y N N 29.239 68.283 16.224 -5.582 1.101 -0.529 C13 GHR 17 GHR C14 C14 C 0 1 Y N N 28.582 68.205 14.996 -4.249 1.418 -0.701 C14 GHR 18 GHR C9 C9 C 0 1 Y N N 29.241 67.720 13.878 -3.268 0.625 -0.121 C9 GHR 19 GHR N9 N9 N 0 1 N N N 28.598 67.644 12.715 -1.916 0.944 -0.294 N9 GHR 20 GHR C8 C8 C 0 1 N N N 28.760 66.636 11.840 -0.996 -0.038 -0.369 C8 GHR 21 GHR O8 O8 O 0 1 N N N 28.084 66.608 10.817 -1.348 -1.201 -0.385 O8 GHR 22 GHR O7 O7 O 0 1 N N N 29.601 65.613 12.199 0.313 0.269 -0.428 O7 GHR 23 GHR H5 H5 H 0 1 N N N 29.634 67.058 7.652 3.656 1.123 1.391 H5 GHR 24 GHR H6 H6 H 0 1 N N N 28.492 65.598 6.067 5.459 2.704 0.642 H6 GHR 25 GHR H6A H6A H 0 1 N N N 28.599 64.215 7.195 4.832 2.579 -1.019 H6A GHR 26 GHR HO6 HO6 H 0 1 N N N 27.485 65.836 8.693 3.885 4.433 0.153 HO6 GHR 27 GHR H4 H4 H 0 1 N N N 30.943 64.519 6.793 5.453 0.142 -0.874 H4 GHR 28 GHR HO4 HO4 H 0 1 N N N 31.405 67.335 6.557 6.871 -0.336 0.987 HO4 GHR 29 GHR H3 H3 H 0 1 N N N 32.395 66.433 8.634 4.063 -1.354 1.395 H3 GHR 30 GHR HO3 HO3 H 0 1 N N N 33.128 64.809 6.641 5.190 -3.203 0.386 HO3 GHR 31 GHR H2 H2 H 0 1 N N N 31.397 63.517 8.838 3.792 -1.606 -1.634 H2 GHR 32 GHR HO2 HO2 H 0 1 N N N 33.607 64.060 9.605 2.003 -3.030 -0.941 HO2 GHR 33 GHR H11 H11 H 0 1 N N N 32.232 67.071 15.285 -5.246 -1.666 1.376 H11 GHR 34 GHR H10 H10 H 0 1 N N N 31.084 66.928 13.131 -2.868 -1.109 1.074 H10 GHR 35 GHR H13 H13 H 0 1 N N N 28.718 68.661 17.091 -6.346 1.718 -0.979 H13 GHR 36 GHR H14 H14 H 0 1 N N N 27.553 68.525 14.916 -3.970 2.282 -1.285 H14 GHR 37 GHR HN9 HN9 H 0 1 N N N 27.960 68.377 12.479 -1.641 1.872 -0.359 HN9 GHR 38 GHR H16 H16 H 0 1 N N N 28.840 66.190 9.779 2.487 1.552 -1.106 H16 GHR 39 # 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 GHR C1 N1 DOUB N Z 1 GHR N5 C1 SING N N 2 GHR C5 N5 SING N N 3 GHR C5 H5 SING N N 4 GHR C6 C5 SING N N 5 GHR C6 O6 SING N N 6 GHR C6 H6 SING N N 7 GHR C6 H6A SING N N 8 GHR O6 HO6 SING N N 9 GHR C4 C5 SING N N 10 GHR C4 C3 SING N N 11 GHR C4 H4 SING N N 12 GHR O4 C4 SING N N 13 GHR O4 HO4 SING N N 14 GHR C3 C2 SING N N 15 GHR C3 H3 SING N N 16 GHR O3 C3 SING N N 17 GHR O3 HO3 SING N N 18 GHR C2 C1 SING N N 19 GHR C2 O2 SING N N 20 GHR C2 H2 SING N N 21 GHR O2 HO2 SING N N 22 GHR N1 O7 SING N N 23 GHR C12 CL12 SING N N 24 GHR C11 C12 DOUB Y N 25 GHR C11 H11 SING N N 26 GHR C10 C11 SING Y N 27 GHR C10 H10 SING N N 28 GHR C13 C12 SING Y N 29 GHR C13 H13 SING N N 30 GHR C14 C13 DOUB Y N 31 GHR C14 H14 SING N N 32 GHR C9 C10 DOUB Y N 33 GHR C9 C14 SING Y N 34 GHR N9 C9 SING N N 35 GHR N9 HN9 SING N N 36 GHR C8 N9 SING N N 37 GHR C8 O7 SING N N 38 GHR O8 C8 DOUB N N 39 GHR N5 H16 SING N N 40 # 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 GHR SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1N\C(=N/OC(=O)Nc2ccc(Cl)cc2)[C@H](O)[C@@H](O)[C@@H]1O" GHR SMILES CACTVS 3.341 "OC[CH]1NC(=NOC(=O)Nc2ccc(Cl)cc2)[CH](O)[CH](O)[CH]1O" GHR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1NC(=O)O/N=C\2/[C@@H]([C@H]([C@@H]([C@H](N2)CO)O)O)O)Cl" GHR SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1NC(=O)ON=C2C(C(C(C(N2)CO)O)O)O)Cl" GHR InChI InChI 1.03 "InChI=1S/C13H16ClN3O6/c14-6-1-3-7(4-2-6)15-13(22)23-17-12-11(21)10(20)9(19)8(5-18)16-12/h1-4,8-11,18-21H,5H2,(H,15,22)(H,16,17)/t8-,9-,10+,11-/m1/s1" GHR InChIKey InChI 1.03 TZXVKBJPSZOBNV-CHWFTXMASA-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 GHR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)piperidin-2-ylidene]amino] N-(4-chlorophenyl)carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GHR "Create component" 2008-05-21 RCSB GHR "Modify aromatic_flag" 2011-06-04 RCSB GHR "Modify descriptor" 2011-06-04 RCSB #