data_0XG # _chem_comp.id 0XG _chem_comp.name "5-(2-{[4-(dimethylcarbamoyl)phenyl]amino}-4-methoxypyrimidin-5-yl)thiophene-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-27 _chem_comp.pdbx_modified_date 2013-08-23 _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 398.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0XG _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 4GRB _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 0XG C1 C1 C 0 1 N N N 19.717 40.481 6.404 8.196 -2.074 0.812 C1 INH 1 0XG C3 C3 C 0 1 N N N 21.434 39.486 7.834 7.197 0.221 1.228 C3 INH 2 0XG O5 O5 O 0 1 N N N 18.397 38.970 8.696 6.096 -2.435 -0.851 O5 INH 3 0XG C7 C7 C 0 1 Y N N 18.536 36.925 6.169 3.703 -0.966 -0.789 C7 INH 4 0XG C8 C8 C 0 1 Y N N 18.487 35.613 5.759 2.619 -0.121 -0.853 C8 INH 5 0XG C9 C9 C 0 1 Y N N 19.010 34.601 6.537 2.731 1.193 -0.408 C9 INH 6 0XG C10 C10 C 0 1 Y N N 19.591 34.909 7.750 3.940 1.657 0.103 C10 INH 7 0XG C11 C11 C 0 1 Y N N 19.652 36.216 8.179 5.028 0.817 0.171 C11 INH 8 0XG C13 C13 C 0 1 Y N N 19.555 32.121 6.462 0.355 1.546 -0.274 C13 INH 9 0XG C15 C15 C 0 1 Y N N 19.770 29.881 6.144 -0.990 -0.234 0.303 C15 INH 10 0XG C16 C16 C 0 1 Y N N 20.698 29.789 7.153 -2.116 0.570 0.117 C16 INH 11 0XG N18 N18 N 0 1 Y N N 20.450 32.137 7.462 -0.684 2.349 -0.453 N18 INH 12 0XG C20 C20 C 0 1 N N N 22.544 32.194 8.962 -2.695 4.074 -0.858 C20 INH 13 0XG C21 C21 C 0 1 Y N N 21.262 28.504 7.470 -3.477 0.030 0.323 C21 INH 14 0XG C22 C22 C 0 1 Y N N 21.992 28.040 8.549 -3.942 -1.111 -0.211 C22 INH 15 0XG C24 C24 C 0 1 Y N N 21.834 26.098 7.261 -5.832 -0.465 0.957 C24 INH 16 0XG O28 O28 O 0 1 N N N 23.105 24.586 9.175 -5.418 -3.386 -1.061 O28 INH 17 0XG N2 N2 N 0 1 N N N 20.140 39.371 7.216 7.128 -1.096 0.590 N2 INH 18 0XG C4 C4 C 0 1 N N N 19.180 38.600 7.833 6.081 -1.408 -0.200 C4 INH 19 0XG C6 C6 C 0 1 Y N N 19.124 37.207 7.380 4.918 -0.503 -0.276 C6 INH 20 0XG N12 N12 N 0 1 N N N 18.907 33.293 6.032 1.632 2.045 -0.474 N12 INH 21 0XG N14 N14 N 0 1 Y N N 19.191 31.025 5.785 0.210 0.282 0.096 N14 INH 22 0XG C17 C17 C 0 1 Y N N 21.011 30.965 7.794 -1.921 1.908 -0.271 C17 INH 23 0XG O19 O19 O 0 1 N N N 21.946 30.909 8.825 -2.980 2.730 -0.465 O19 INH 24 0XG C23 C23 C 0 1 Y N N 22.316 26.662 8.417 -5.264 -1.396 0.141 C23 INH 25 0XG S25 S25 S 0 1 Y N N 20.987 27.254 6.327 -4.722 0.782 1.307 S25 INH 26 0XG C26 C26 C 0 1 N N N 23.107 25.823 9.426 -5.979 -2.590 -0.333 C26 INH 27 0XG O27 O27 O 0 1 N N N 23.658 26.433 10.384 -7.257 -2.803 0.040 O27 INH 28 0XG H1 H1 H 0 1 N N N 20.600 40.988 5.987 8.967 -1.948 0.051 H1 INH 29 0XG H2 H2 H 0 1 N N N 19.083 40.114 5.583 8.631 -1.919 1.799 H2 INH 30 0XG H3 H3 H 0 1 N N N 19.144 41.189 7.021 7.784 -3.081 0.749 H3 INH 31 0XG H4 H4 H 0 1 N N N 21.641 38.581 8.424 8.031 0.243 1.929 H4 INH 32 0XG H5 H5 H 0 1 N N N 22.203 39.600 7.056 7.343 0.987 0.466 H5 INH 33 0XG H6 H6 H 0 1 N N N 21.448 40.365 8.495 6.267 0.415 1.764 H6 INH 34 0XG H7 H7 H 0 1 N N N 18.124 37.713 5.556 3.614 -1.986 -1.131 H7 INH 35 0XG H8 H8 H 0 1 N N N 18.031 35.371 4.811 1.680 -0.478 -1.250 H8 INH 36 0XG H9 H9 H 0 1 N N N 20.000 34.121 8.366 4.024 2.677 0.448 H9 INH 37 0XG H10 H10 H 0 1 N N N 20.107 36.461 9.127 5.965 1.178 0.567 H10 INH 38 0XG H11 H11 H 0 1 N N N 19.496 28.980 5.615 -1.098 -1.266 0.602 H11 INH 39 0XG H12 H12 H 0 1 N N N 23.287 32.169 9.773 -2.152 4.068 -1.803 H12 INH 40 0XG H13 H13 H 0 1 N N N 23.040 32.470 8.020 -3.629 4.623 -0.979 H13 INH 41 0XG H14 H14 H 0 1 N N N 21.768 32.936 9.199 -2.087 4.555 -0.092 H14 INH 42 0XG H15 H15 H 0 1 N N N 22.281 28.651 9.391 -3.350 -1.748 -0.851 H15 INH 43 0XG H16 H16 H 0 1 N N N 21.971 25.064 6.980 -6.843 -0.512 1.334 H16 INH 44 0XG H17 H17 H 0 1 N N N 18.285 33.180 5.257 1.760 2.989 -0.661 H17 INH 45 0XG H18 H18 H 0 1 N N N 24.108 25.808 10.941 -7.686 -3.601 -0.296 H18 INH 46 # 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 0XG C8 C7 DOUB Y N 1 0XG C8 C9 SING Y N 2 0XG N14 C15 DOUB Y N 3 0XG N14 C13 SING Y N 4 0XG N12 C13 SING N N 5 0XG N12 C9 SING N N 6 0XG C15 C16 SING Y N 7 0XG C7 C6 SING Y N 8 0XG S25 C24 SING Y N 9 0XG S25 C21 SING Y N 10 0XG C1 N2 SING N N 11 0XG C13 N18 DOUB Y N 12 0XG C9 C10 DOUB Y N 13 0XG C16 C21 SING N N 14 0XG C16 C17 DOUB Y N 15 0XG N2 C4 SING N N 16 0XG N2 C3 SING N N 17 0XG C24 C23 DOUB Y N 18 0XG C6 C4 SING N N 19 0XG C6 C11 DOUB Y N 20 0XG N18 C17 SING Y N 21 0XG C21 C22 DOUB Y N 22 0XG C10 C11 SING Y N 23 0XG C17 O19 SING N N 24 0XG C4 O5 DOUB N N 25 0XG C23 C22 SING Y N 26 0XG C23 C26 SING N N 27 0XG O19 C20 SING N N 28 0XG O28 C26 DOUB N N 29 0XG C26 O27 SING N N 30 0XG C1 H1 SING N N 31 0XG C1 H2 SING N N 32 0XG C1 H3 SING N N 33 0XG C3 H4 SING N N 34 0XG C3 H5 SING N N 35 0XG C3 H6 SING N N 36 0XG C7 H7 SING N N 37 0XG C8 H8 SING N N 38 0XG C10 H9 SING N N 39 0XG C11 H10 SING N N 40 0XG C15 H11 SING N N 41 0XG C20 H12 SING N N 42 0XG C20 H13 SING N N 43 0XG C20 H14 SING N N 44 0XG C22 H15 SING N N 45 0XG C24 H16 SING N N 46 0XG N12 H17 SING N N 47 0XG O27 H18 SING N N 48 # 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 0XG SMILES ACDLabs 12.01 "O=C(N(C)C)c1ccc(cc1)Nc2ncc(c(OC)n2)c3scc(C(=O)O)c3" 0XG InChI InChI 1.03 "InChI=1S/C19H18N4O4S/c1-23(2)17(24)11-4-6-13(7-5-11)21-19-20-9-14(16(22-19)27-3)15-8-12(10-28-15)18(25)26/h4-10H,1-3H3,(H,25,26)(H,20,21,22)" 0XG InChIKey InChI 1.03 HXQTUKJNZNLOBD-UHFFFAOYSA-N 0XG SMILES_CANONICAL CACTVS 3.370 "COc1nc(Nc2ccc(cc2)C(=O)N(C)C)ncc1c3scc(c3)C(O)=O" 0XG SMILES CACTVS 3.370 "COc1nc(Nc2ccc(cc2)C(=O)N(C)C)ncc1c3scc(c3)C(O)=O" 0XG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)C(=O)c1ccc(cc1)Nc2ncc(c(n2)OC)c3cc(cs3)C(=O)O" 0XG SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)C(=O)c1ccc(cc1)Nc2ncc(c(n2)OC)c3cc(cs3)C(=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 0XG "SYSTEMATIC NAME" ACDLabs 12.01 "5-(2-{[4-(dimethylcarbamoyl)phenyl]amino}-4-methoxypyrimidin-5-yl)thiophene-3-carboxylic acid" 0XG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-[[4-(dimethylcarbamoyl)phenyl]amino]-4-methoxy-pyrimidin-5-yl]thiophene-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0XG "Create component" 2012-08-27 RCSB 0XG "Initial release" 2013-08-28 RCSB #