data_GN0 # _chem_comp.id GN0 _chem_comp.name "(2~{R})-5-(2-chlorophenyl)sulfanyl-2-(4-morpholin-4-ylphenyl)-4-oxidanyl-2-thiophen-3-yl-1,3-dihydropyridin-6-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 Cl N2 O3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "inhibitor GNE-140" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-19 _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 499.045 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GN0 _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 4ZVV _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 GN0 C4 C1 C 0 1 Y N N 43.400 13.978 24.062 -2.577 -0.459 -1.019 C4 GN0 1 GN0 C5 C2 C 0 1 Y N N 42.071 13.708 24.314 -1.981 -0.446 0.229 C5 GN0 2 GN0 C6 C3 C 0 1 Y N N 41.373 12.895 23.444 -2.759 -0.508 1.371 C6 GN0 3 GN0 C8 C4 C 0 1 N N R 41.335 14.264 25.492 -0.481 -0.363 0.346 C8 GN0 4 GN0 C9 C5 C 0 1 Y N N 42.294 14.898 26.422 -0.064 1.084 0.398 C9 GN0 5 GN0 C10 C6 C 0 1 Y N N 42.617 16.239 26.436 0.049 1.757 1.544 C10 GN0 6 GN0 C12 C7 C 0 1 Y N N 43.823 15.016 28.190 0.589 3.082 -0.516 C12 GN0 7 GN0 C13 C8 C 0 1 Y N N 42.996 14.207 27.446 0.237 1.814 -0.739 C13 GN0 8 GN0 C3 C9 C 0 1 Y N N 44.015 13.435 22.956 -3.951 -0.530 -1.129 C3 GN0 9 GN0 C1 C10 C 0 1 Y N N 41.988 12.356 22.340 -4.134 -0.584 1.268 C1 GN0 10 GN0 C2 C11 C 0 1 Y N N 43.316 12.620 22.086 -4.736 -0.586 0.016 C2 GN0 11 GN0 N7 N1 N 0 1 N N N 43.936 12.066 20.954 -6.127 -0.662 -0.092 N7 GN0 12 GN0 S11 S1 S 0 1 Y N N 43.753 16.643 27.653 0.554 3.409 1.211 S11 GN0 13 GN0 N14 N2 N 0 1 N N N 40.680 13.228 26.238 0.131 -1.001 -0.820 N14 GN0 14 GN0 C15 C12 C 0 1 N N N 39.582 13.481 27.032 1.404 -1.437 -0.771 C15 GN0 15 GN0 C16 C13 C 0 1 N N N 39.078 14.871 27.011 2.138 -1.398 0.497 C16 GN0 16 GN0 C17 C14 C 0 1 N N N 39.409 15.704 26.021 1.466 -1.199 1.647 C17 GN0 17 GN0 C18 C15 C 0 1 N N N 40.333 15.257 24.955 -0.034 -1.061 1.628 C18 GN0 18 GN0 O19 O1 O 0 1 N N N 39.082 16.894 25.816 2.137 -1.123 2.818 O19 GN0 19 GN0 O20 O2 O 0 1 N N N 39.001 12.637 27.700 1.943 -1.861 -1.776 O20 GN0 20 GN0 S21 S2 S 0 1 N N N 37.997 15.301 28.268 3.887 -1.612 0.517 S21 GN0 21 GN0 C22 C16 C 0 1 Y N N 38.961 16.206 29.451 4.471 -0.180 -0.328 C22 GN0 22 GN0 C23 C17 C 0 1 Y N N 40.250 16.629 29.199 3.581 0.820 -0.700 C23 GN0 23 GN0 C24 C18 C 0 1 Y N N 40.949 17.329 30.161 4.042 1.941 -1.362 C24 GN0 24 GN0 C25 C19 C 0 1 Y N N 40.364 17.607 31.379 5.388 2.069 -1.655 C25 GN0 25 GN0 C26 C20 C 0 1 Y N N 39.077 17.187 31.638 6.277 1.076 -1.286 C26 GN0 26 GN0 C27 C21 C 0 1 Y N N 38.383 16.489 30.672 5.825 -0.046 -0.619 C27 GN0 27 GN0 CL CL1 CL 0 0 N N N 36.769 15.959 30.994 6.942 -1.289 -0.151 CL GN0 28 GN0 C29 C22 C 0 1 N N N 43.316 10.938 20.268 -6.548 -0.650 -1.501 C29 GN0 29 GN0 C30 C23 C 0 1 N N N 44.402 9.913 19.763 -8.070 -0.795 -1.574 C30 GN0 30 GN0 O31 O3 O 0 1 N N N 45.432 10.745 19.106 -8.681 0.254 -0.818 O31 GN0 31 GN0 C32 C24 C 0 1 N N N 46.136 11.503 20.130 -8.294 0.271 0.559 C32 GN0 32 GN0 C33 C25 C 0 1 N N N 45.182 12.641 20.472 -6.774 0.427 0.654 C33 GN0 33 GN0 H1 H1 H 0 1 N N N 43.958 14.615 24.732 -1.966 -0.411 -1.908 H1 GN0 34 GN0 H2 H2 H 0 1 N N N 40.332 12.680 23.633 -2.291 -0.498 2.344 H2 GN0 35 GN0 H3 H3 H 0 1 N N N 42.197 16.960 25.750 -0.141 1.350 2.526 H3 GN0 36 GN0 H4 H4 H 0 1 N N N 44.438 14.671 29.008 0.857 3.796 -1.280 H4 GN0 37 GN0 H5 H5 H 0 1 N N N 42.890 13.147 27.623 0.190 1.390 -1.731 H5 GN0 38 GN0 H6 H6 H 0 1 N N N 45.056 13.649 22.766 -4.416 -0.540 -2.104 H6 GN0 39 GN0 H7 H7 H 0 1 N N N 41.428 11.722 21.668 -4.741 -0.633 2.160 H7 GN0 40 GN0 H8 H8 H 0 1 N N N 41.031 12.293 26.180 -0.384 -1.112 -1.634 H8 GN0 41 GN0 H10 H10 H 0 1 N N N 40.870 16.130 24.555 -0.354 -0.475 2.489 H10 GN0 42 GN0 H11 H11 H 0 1 N N N 39.752 14.783 24.150 -0.488 -2.051 1.678 H11 GN0 43 GN0 H12 H12 H 0 1 N N N 40.712 16.412 28.247 2.530 0.721 -0.473 H12 GN0 44 GN0 H13 H13 H 0 1 N N N 41.957 17.660 29.960 3.351 2.719 -1.652 H13 GN0 45 GN0 H14 H14 H 0 1 N N N 40.915 18.154 32.130 5.745 2.947 -2.173 H14 GN0 46 GN0 H15 H15 H 0 1 N N N 38.616 17.403 32.590 7.327 1.179 -1.517 H15 GN0 47 GN0 H16 H16 H 0 1 N N N 42.746 11.312 19.405 -6.249 0.292 -1.962 H16 GN0 48 GN0 H17 H17 H 0 1 N N N 42.634 10.426 20.963 -6.076 -1.479 -2.028 H17 GN0 49 GN0 H18 H18 H 0 1 N N N 43.962 9.204 19.046 -8.392 -0.729 -2.614 H18 GN0 50 GN0 H19 H19 H 0 1 N N N 44.834 9.358 20.609 -8.364 -1.761 -1.163 H19 GN0 51 GN0 H20 H20 H 0 1 N N N 46.331 10.878 21.014 -8.778 1.108 1.063 H20 GN0 52 GN0 H21 H21 H 0 1 N N N 47.087 11.895 19.741 -8.594 -0.663 1.033 H21 GN0 53 GN0 H22 H22 H 0 1 N N N 45.625 13.275 21.254 -6.468 0.383 1.700 H22 GN0 54 GN0 H23 H23 H 0 1 N N N 44.989 13.247 19.574 -6.479 1.385 0.228 H23 GN0 55 GN0 H9 H9 H 0 1 N N N 38.489 17.182 26.500 3.099 -1.145 2.722 H9 GN0 56 # # 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 GN0 O31 C30 SING N N 1 GN0 O31 C32 SING N N 2 GN0 C30 C29 SING N N 3 GN0 C32 C33 SING N N 4 GN0 C29 N7 SING N N 5 GN0 C33 N7 SING N N 6 GN0 N7 C2 SING N N 7 GN0 C2 C1 DOUB Y N 8 GN0 C2 C3 SING Y N 9 GN0 C1 C6 SING Y N 10 GN0 C3 C4 DOUB Y N 11 GN0 C6 C5 DOUB Y N 12 GN0 C4 C5 SING Y N 13 GN0 C5 C8 SING N N 14 GN0 C18 C8 SING N N 15 GN0 C18 C17 SING N N 16 GN0 C8 N14 SING N N 17 GN0 C8 C9 SING N N 18 GN0 O19 C17 SING N N 19 GN0 C17 C16 DOUB N N 20 GN0 N14 C15 SING N N 21 GN0 C9 C10 DOUB Y N 22 GN0 C9 C13 SING Y N 23 GN0 C10 S11 SING Y N 24 GN0 C16 C15 SING N N 25 GN0 C16 S21 SING N N 26 GN0 C15 O20 DOUB N N 27 GN0 C13 C12 DOUB Y N 28 GN0 S11 C12 SING Y N 29 GN0 S21 C22 SING N N 30 GN0 C23 C22 DOUB Y N 31 GN0 C23 C24 SING Y N 32 GN0 C22 C27 SING Y N 33 GN0 C24 C25 DOUB Y N 34 GN0 C27 CL SING N N 35 GN0 C27 C26 DOUB Y N 36 GN0 C25 C26 SING Y N 37 GN0 C4 H1 SING N N 38 GN0 C6 H2 SING N N 39 GN0 C10 H3 SING N N 40 GN0 C12 H4 SING N N 41 GN0 C13 H5 SING N N 42 GN0 C3 H6 SING N N 43 GN0 C1 H7 SING N N 44 GN0 N14 H8 SING N N 45 GN0 C18 H10 SING N N 46 GN0 C18 H11 SING N N 47 GN0 C23 H12 SING N N 48 GN0 C24 H13 SING N N 49 GN0 C25 H14 SING N N 50 GN0 C26 H15 SING N N 51 GN0 C29 H16 SING N N 52 GN0 C29 H17 SING N N 53 GN0 C30 H18 SING N N 54 GN0 C30 H19 SING N N 55 GN0 C32 H20 SING N N 56 GN0 C32 H21 SING N N 57 GN0 C33 H22 SING N N 58 GN0 C33 H23 SING N N 59 GN0 O19 H9 SING N N 60 # # 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 GN0 InChI InChI 1.03 "InChI=1S/C25H23ClN2O3S2/c26-20-3-1-2-4-22(20)33-23-21(29)15-25(27-24(23)30,18-9-14-32-16-18)17-5-7-19(8-6-17)28-10-12-31-13-11-28/h1-9,14,16,29H,10-13,15H2,(H,27,30)/t25-/m1/s1" GN0 InChIKey InChI 1.03 SUFXXEIVBZJOAP-RUZDIDTESA-N GN0 SMILES_CANONICAL CACTVS 3.385 "OC1=C(Sc2ccccc2Cl)C(=O)N[C@@](C1)(c3cscc3)c4ccc(cc4)N5CCOCC5" GN0 SMILES CACTVS 3.385 "OC1=C(Sc2ccccc2Cl)C(=O)N[C](C1)(c3cscc3)c4ccc(cc4)N5CCOCC5" GN0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(c(c1)SC2=C(C[C@@](NC2=O)(c3ccc(cc3)N4CCOCC4)c5ccsc5)O)Cl" GN0 SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(c(c1)SC2=C(CC(NC2=O)(c3ccc(cc3)N4CCOCC4)c5ccsc5)O)Cl" # _pdbx_chem_comp_identifier.comp_id GN0 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "(2~{R})-5-(2-chlorophenyl)sulfanyl-2-(4-morpholin-4-ylphenyl)-4-oxidanyl-2-thiophen-3-yl-1,3-dihydropyridin-6-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GN0 "Create component" 2015-05-19 RCSB GN0 "Other modification" 2015-10-27 RCSB GN0 "Initial release" 2016-05-18 RCSB GN0 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GN0 _pdbx_chem_comp_synonyms.name "inhibitor GNE-140" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##