data_G4W # _chem_comp.id G4W _chem_comp.name "6-[4-[(5~{S})-5-[3,5-bis(fluoranyl)phenyl]pyrazolidin-1-yl]carbonylpiperidin-1-yl]pyrimidine-4-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H20 F2 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms GSK547 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-28 _chem_comp.pdbx_modified_date 2021-03-01 _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 398.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G4W _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 6HHO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 G4W C10 C1 C 0 1 N N N 3.693 -15.761 6.445 -2.957 -1.857 -2.266 C10 G4W 1 G4W N12 N1 N 0 1 N N N 5.425 -14.340 5.871 -1.735 -2.819 -0.493 N12 G4W 2 G4W C17 C2 C 0 1 N N N 5.695 -11.320 2.840 0.750 -0.862 2.533 C17 G4W 3 G4W C20 C3 C 0 1 N N N 8.319 -12.512 3.190 2.184 -1.380 0.070 C20 G4W 4 G4W C21 C4 C 0 1 N N N 7.064 -13.376 3.214 1.252 -2.438 0.664 C21 G4W 5 G4W C22 C5 C 0 1 Y N N 8.779 -11.105 1.211 3.698 0.320 0.660 C22 G4W 6 G4W C24 C6 C 0 1 Y N N 8.981 -10.236 -0.978 5.719 0.781 -0.538 C24 G4W 7 G4W C26 C7 C 0 1 Y N N 10.614 -11.486 -0.057 4.478 2.474 0.416 C26 G4W 8 G4W C28 C8 C 0 1 N N N 8.506 -9.438 -2.096 6.861 0.356 -1.289 C28 G4W 9 G4W N19 N2 N 0 1 N N N 8.126 -11.294 2.396 2.750 -0.562 1.150 N19 G4W 10 G4W C18 C9 C 0 1 N N N 6.971 -10.485 2.801 1.697 0.151 1.884 C18 G4W 11 G4W C11 C10 C 0 1 N N N 5.088 -15.334 6.589 -2.099 -3.101 -1.905 C11 G4W 12 G4W F01 F1 F 0 1 N N N -1.119 -14.239 3.345 -5.601 0.162 1.977 F01 G4W 13 G4W C16 C11 C 0 1 N N N 5.901 -12.539 3.743 0.132 -1.745 1.445 C16 G4W 14 G4W F05 F2 F 0 1 N N N 0.276 -11.804 7.076 -4.653 3.479 -1.271 F05 G4W 15 G4W N13 N3 N 0 1 N N N 4.462 -14.199 4.902 -1.493 -1.472 -0.400 N13 G4W 16 G4W O15 O1 O 0 1 N N N 3.785 -13.303 2.959 -0.609 0.317 0.568 O15 G4W 17 G4W C09 C12 C 0 1 N N S 3.300 -15.096 5.109 -2.251 -0.756 -1.439 C09 G4W 18 G4W N27 N4 N 0 1 Y N N 9.971 -11.710 1.094 3.581 1.626 0.878 N27 G4W 19 G4W C06 C13 C 0 1 Y N N 1.736 -13.378 6.124 -3.494 1.413 -1.333 C06 G4W 20 G4W C04 C14 C 0 1 Y N N 0.507 -12.751 6.134 -4.431 2.251 -0.752 C04 G4W 21 G4W C03 C15 C 0 1 Y N N -0.483 -13.006 5.218 -5.139 1.831 0.360 C03 G4W 22 G4W C14 C16 C 0 1 N N N 4.642 -13.373 3.817 -0.683 -0.892 0.507 C14 G4W 23 G4W C02 C17 C 0 1 Y N N -0.182 -13.946 4.266 -4.910 0.573 0.891 C02 G4W 24 G4W C07 C18 C 0 1 Y N N 1.988 -14.353 5.163 -3.270 0.155 -0.806 C07 G4W 25 G4W N25 N5 N 0 1 Y N N 10.173 -10.841 -1.143 5.523 2.075 -0.278 N25 G4W 26 G4W N29 N6 N 0 1 N N N 8.104 -8.809 -2.962 7.768 0.018 -1.884 N29 G4W 27 G4W C23 C19 C 0 1 Y N N 8.223 -10.324 0.186 4.795 -0.149 -0.067 C23 G4W 28 G4W C08 C20 C 0 1 Y N N 1.008 -14.634 4.219 -3.973 -0.263 0.309 C08 G4W 29 G4W H1 H1 H 0 1 N N N 3.073 -15.392 7.275 -2.905 -1.641 -3.333 H1 G4W 30 G4W H2 H2 H 0 1 N N N 3.613 -16.857 6.387 -3.991 -1.987 -1.945 H2 G4W 31 G4W H3 H3 H 0 1 N N N 6.315 -14.508 5.448 -0.925 -3.352 -0.215 H3 G4W 32 G4W H4 H4 H 0 1 N N N 4.870 -10.708 3.234 1.307 -1.484 3.233 H4 G4W 33 G4W H5 H5 H 0 1 N N N 5.448 -11.657 1.822 -0.041 -0.333 3.065 H5 G4W 34 G4W H6 H6 H 0 1 N N N 9.144 -13.094 2.754 2.990 -1.871 -0.475 H6 G4W 35 G4W H7 H7 H 0 1 N N N 8.576 -12.228 4.221 1.621 -0.742 -0.612 H7 G4W 36 G4W H8 H8 H 0 1 N N N 6.836 -13.725 2.196 0.819 -3.035 -0.139 H8 G4W 37 G4W H9 H9 H 0 1 N N N 7.225 -14.243 3.871 1.816 -3.085 1.335 H9 G4W 38 G4W H10 H10 H 0 1 N N N 11.619 -11.876 -0.118 4.352 3.529 0.612 H10 G4W 39 G4W H11 H11 H 0 1 N N N 7.158 -10.070 3.802 1.137 0.781 1.194 H11 G4W 40 G4W H12 H12 H 0 1 N N N 6.839 -9.663 2.082 2.149 0.771 2.657 H12 G4W 41 G4W H13 H13 H 0 1 N N N 5.734 -16.183 6.320 -2.688 -4.016 -1.981 H13 G4W 42 G4W H14 H14 H 0 1 N N N 5.255 -15.066 7.643 -1.211 -3.157 -2.533 H14 G4W 43 G4W H15 H15 H 0 1 N N N 6.153 -12.187 4.754 -0.510 -2.495 1.906 H15 G4W 44 G4W H16 H16 H 0 1 N N N 3.264 -15.860 4.318 -1.574 -0.183 -2.072 H16 G4W 45 G4W H17 H17 H 0 1 N N N 2.491 -13.116 6.851 -2.941 1.740 -2.201 H17 G4W 46 G4W H18 H18 H 0 1 N N N -1.436 -12.500 5.245 -5.870 2.484 0.814 H18 G4W 47 G4W H19 H19 H 0 1 N N N 7.271 -9.825 0.293 4.923 -1.204 -0.259 H19 G4W 48 G4W H20 H20 H 0 1 N N N 1.178 -15.382 3.459 -3.794 -1.244 0.723 H20 G4W 49 # # 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 G4W N29 C28 TRIP N N 1 G4W C28 C24 SING N N 2 G4W N25 C24 DOUB Y N 3 G4W N25 C26 SING Y N 4 G4W C24 C23 SING Y N 5 G4W C26 N27 DOUB Y N 6 G4W C23 C22 DOUB Y N 7 G4W N27 C22 SING Y N 8 G4W C22 N19 SING N N 9 G4W N19 C18 SING N N 10 G4W N19 C20 SING N N 11 G4W C18 C17 SING N N 12 G4W C17 C16 SING N N 13 G4W O15 C14 DOUB N N 14 G4W C20 C21 SING N N 15 G4W C21 C16 SING N N 16 G4W F01 C02 SING N N 17 G4W C16 C14 SING N N 18 G4W C14 N13 SING N N 19 G4W C08 C02 DOUB Y N 20 G4W C08 C07 SING Y N 21 G4W C02 C03 SING Y N 22 G4W N13 C09 SING N N 23 G4W N13 N12 SING N N 24 G4W C09 C07 SING N N 25 G4W C09 C10 SING N N 26 G4W C07 C06 DOUB Y N 27 G4W C03 C04 DOUB Y N 28 G4W N12 C11 SING N N 29 G4W C06 C04 SING Y N 30 G4W C04 F05 SING N N 31 G4W C10 C11 SING N N 32 G4W C10 H1 SING N N 33 G4W C10 H2 SING N N 34 G4W N12 H3 SING N N 35 G4W C17 H4 SING N N 36 G4W C17 H5 SING N N 37 G4W C20 H6 SING N N 38 G4W C20 H7 SING N N 39 G4W C21 H8 SING N N 40 G4W C21 H9 SING N N 41 G4W C26 H10 SING N N 42 G4W C18 H11 SING N N 43 G4W C18 H12 SING N N 44 G4W C11 H13 SING N N 45 G4W C11 H14 SING N N 46 G4W C16 H15 SING N N 47 G4W C09 H16 SING N N 48 G4W C06 H17 SING N N 49 G4W C03 H18 SING N N 50 G4W C23 H19 SING N N 51 G4W C08 H20 SING N N 52 # # 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 G4W InChI InChI 1.03 "InChI=1S/C20H20F2N6O/c21-15-7-14(8-16(22)9-15)18-1-4-26-28(18)20(29)13-2-5-27(6-3-13)19-10-17(11-23)24-12-25-19/h7-10,12-13,18,26H,1-6H2/t18-/m0/s1" G4W InChIKey InChI 1.03 PZXPEVAQKNYNRX-SFHVURJKSA-N G4W SMILES_CANONICAL CACTVS 3.385 "Fc1cc(F)cc(c1)[C@@H]2CCNN2C(=O)C3CCN(CC3)c4cc(ncn4)C#N" G4W SMILES CACTVS 3.385 "Fc1cc(F)cc(c1)[CH]2CCNN2C(=O)C3CCN(CC3)c4cc(ncn4)C#N" G4W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(cc(cc1F)F)[C@@H]2CCNN2C(=O)C3CCN(CC3)c4cc(ncn4)C#N" G4W SMILES "OpenEye OEToolkits" 2.0.6 "c1c(cc(cc1F)F)C2CCNN2C(=O)C3CCN(CC3)c4cc(ncn4)C#N" # _pdbx_chem_comp_identifier.comp_id G4W _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "6-[4-[(5~{S})-5-[3,5-bis(fluoranyl)phenyl]pyrazolidin-1-yl]carbonylpiperidin-1-yl]pyrimidine-4-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G4W "Create component" 2018-08-28 EBI G4W "Initial release" 2018-12-12 RCSB G4W "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G4W _pdbx_chem_comp_synonyms.name GSK547 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##