data_1SG # _chem_comp.id 1SG _chem_comp.name "N-(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzoyl]amino}phenyl)pyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-17 _chem_comp.pdbx_modified_date 2014-10-10 _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 457.438 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1SG _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 4KQL _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 1SG C1 C1 C 0 1 N N N 41.920 57.517 23.097 -3.261 -4.793 0.690 C1 1SG 1 1SG O2 O2 O 0 1 N N N 41.817 58.870 22.701 -4.313 -3.828 0.624 O2 1SG 2 1SG C3 C3 C 0 1 Y N N 41.756 59.013 21.314 -3.948 -2.530 0.450 C3 1SG 3 1SG C4 C4 C 0 1 Y N N 40.970 60.058 20.887 -4.919 -1.543 0.377 C4 1SG 4 1SG C5 C5 C 0 1 Y N N 40.854 60.367 19.545 -4.551 -0.211 0.199 C5 1SG 5 1SG C6 C6 C 0 1 Y N N 41.507 59.579 18.618 -3.205 0.130 0.095 C6 1SG 6 1SG C7 C7 C 0 1 Y N N 42.279 58.506 19.035 -2.231 -0.864 0.168 C7 1SG 7 1SG C8 C8 C 0 1 Y N N 42.427 58.223 20.385 -2.608 -2.196 0.352 C8 1SG 8 1SG C9 C9 C 0 1 N N N 42.913 57.692 17.980 -0.800 -0.508 0.057 C9 1SG 9 1SG O10 O10 O 0 1 N N N 42.505 57.837 16.837 -0.473 0.652 -0.098 O10 1SG 10 1SG N11 N11 N 0 1 N N N 43.912 56.823 18.373 0.141 -1.470 0.129 N11 1SG 11 1SG C12 C12 C 0 1 Y N N 44.603 55.948 17.514 1.488 -1.147 -0.073 C12 1SG 12 1SG C13 C13 C 0 1 Y N N 44.805 54.651 17.934 1.982 0.076 0.363 C13 1SG 13 1SG C14 C14 C 0 1 Y N N 45.490 53.765 17.130 3.310 0.394 0.164 C14 1SG 14 1SG C15 C15 C 0 1 Y N N 45.966 54.157 15.892 4.154 -0.509 -0.471 C15 1SG 15 1SG C16 C16 C 0 1 Y N N 45.784 55.461 15.473 3.660 -1.732 -0.906 C16 1SG 16 1SG C17 C17 C 0 1 Y N N 45.108 56.351 16.287 2.333 -2.052 -0.703 C17 1SG 17 1SG N18 N18 N 0 1 N N N 46.691 53.288 15.046 5.501 -0.186 -0.673 N18 1SG 18 1SG C19 C19 C 0 1 N N N 46.522 51.917 14.914 6.165 0.541 0.248 C19 1SG 19 1SG O20 O20 O 0 1 N N N 45.905 51.162 15.663 5.574 0.986 1.212 O20 1SG 20 1SG C21 C21 C 0 1 Y N N 47.197 51.365 13.715 7.615 0.796 0.085 C21 1SG 21 1SG C22 C22 C 0 1 Y N N 47.494 52.206 12.660 8.297 1.542 1.043 C22 1SG 22 1SG C23 C23 C 0 1 Y N N 48.119 51.653 11.559 9.654 1.768 0.880 C23 1SG 23 1SG C24 C24 C 0 1 Y N N 48.418 50.303 11.550 10.283 1.239 -0.236 C24 1SG 24 1SG C25 C25 C 0 1 Y N N 48.078 49.549 12.655 9.542 0.505 -1.150 C25 1SG 25 1SG N26 N26 N 0 1 Y N N 47.470 50.049 13.742 8.255 0.306 -0.970 N26 1SG 26 1SG C27 C27 C 0 1 N N N 39.972 61.454 19.146 -5.591 0.843 0.121 C27 1SG 27 1SG C28 C28 C 0 1 N N N 39.189 61.283 18.076 -5.677 1.813 1.076 C28 1SG 28 1SG N29 N29 N 0 1 N N N 38.265 62.186 17.643 -6.646 2.770 0.977 N29 1SG 29 1SG C30 C30 C 0 1 N N N 38.008 63.345 18.321 -7.519 2.777 -0.043 C30 1SG 30 1SG O31 O31 O 0 1 N N N 37.154 64.137 17.950 -8.365 3.649 -0.090 O31 1SG 31 1SG N32 N32 N 0 1 N N N 38.787 63.537 19.456 -7.484 1.847 -1.014 N32 1SG 32 1SG C33 C33 C 0 1 N N N 39.774 62.706 19.932 -6.552 0.872 -0.989 C33 1SG 33 1SG O34 O34 O 0 1 N N N 40.445 62.962 20.924 -6.511 0.030 -1.867 O34 1SG 34 1SG H1 H1 H 0 1 N N N 41.965 57.458 24.195 -3.688 -5.786 0.830 H1 1SG 35 1SG H2 H2 H 0 1 N N N 41.042 56.961 22.736 -2.689 -4.771 -0.237 H2 1SG 36 1SG H3 H3 H 0 1 N N N 42.833 57.078 22.669 -2.605 -4.559 1.528 H3 1SG 37 1SG H4 H4 H 0 1 N N N 40.433 60.648 21.615 -5.964 -1.807 0.458 H4 1SG 38 1SG H5 H5 H 0 1 N N N 41.416 59.799 17.565 -2.917 1.161 -0.048 H5 1SG 39 1SG H6 H6 H 0 1 N N N 43.052 57.404 20.709 -1.854 -2.967 0.410 H6 1SG 40 1SG H7 H7 H 0 1 N N N 44.163 56.815 19.341 -0.115 -2.386 0.319 H7 1SG 41 1SG H8 H8 H 0 1 N N N 44.427 54.329 18.893 1.327 0.778 0.856 H8 1SG 42 1SG H9 H9 H 0 1 N N N 45.657 52.754 17.471 3.694 1.345 0.502 H9 1SG 43 1SG H10 H10 H 0 1 N N N 46.167 55.783 14.516 4.315 -2.434 -1.400 H10 1SG 44 1SG H11 H11 H 0 1 N N N 44.972 57.372 15.963 1.949 -3.003 -1.041 H11 1SG 45 1SG H12 H12 H 0 1 N N N 47.403 53.706 14.481 5.956 -0.485 -1.475 H12 1SG 46 1SG H13 H13 H 0 1 N N N 47.247 53.257 12.695 7.774 1.940 1.901 H13 1SG 47 1SG H14 H14 H 0 1 N N N 48.372 52.271 10.711 10.210 2.343 1.606 H14 1SG 48 1SG H15 H15 H 0 1 N N N 48.905 49.850 10.699 11.340 1.397 -0.393 H15 1SG 49 1SG H16 H16 H 0 1 N N N 48.315 48.495 12.644 10.028 0.092 -2.020 H16 1SG 50 1SG H17 H17 H 0 1 N N N 39.296 60.366 17.516 -4.984 1.824 1.904 H17 1SG 51 1SG H18 H18 H 0 1 N N N 37.759 61.995 16.802 -6.704 3.458 1.657 H18 1SG 52 1SG H19 H19 H 0 1 N N N 38.611 64.368 19.983 -8.130 1.880 -1.737 H19 1SG 53 # 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 1SG C24 C23 DOUB Y N 1 1SG C24 C25 SING Y N 2 1SG C23 C22 SING Y N 3 1SG C25 N26 DOUB Y N 4 1SG C22 C21 DOUB Y N 5 1SG C21 N26 SING Y N 6 1SG C21 C19 SING N N 7 1SG C19 N18 SING N N 8 1SG C19 O20 DOUB N N 9 1SG N18 C15 SING N N 10 1SG C16 C15 DOUB Y N 11 1SG C16 C17 SING Y N 12 1SG C15 C14 SING Y N 13 1SG C17 C12 DOUB Y N 14 1SG O10 C9 DOUB N N 15 1SG C14 C13 DOUB Y N 16 1SG C12 C13 SING Y N 17 1SG C12 N11 SING N N 18 1SG N29 C28 SING N N 19 1SG N29 C30 SING N N 20 1SG O31 C30 DOUB N N 21 1SG C9 N11 SING N N 22 1SG C9 C7 SING N N 23 1SG C28 C27 DOUB N N 24 1SG C30 N32 SING N N 25 1SG C6 C7 DOUB Y N 26 1SG C6 C5 SING Y N 27 1SG C7 C8 SING Y N 28 1SG C27 C5 SING N N 29 1SG C27 C33 SING N N 30 1SG N32 C33 SING N N 31 1SG C5 C4 DOUB Y N 32 1SG C33 O34 DOUB N N 33 1SG C8 C3 DOUB Y N 34 1SG C4 C3 SING Y N 35 1SG C3 O2 SING N N 36 1SG O2 C1 SING N N 37 1SG C1 H1 SING N N 38 1SG C1 H2 SING N N 39 1SG C1 H3 SING N N 40 1SG C4 H4 SING N N 41 1SG C6 H5 SING N N 42 1SG C8 H6 SING N N 43 1SG N11 H7 SING N N 44 1SG C13 H8 SING N N 45 1SG C14 H9 SING N N 46 1SG C16 H10 SING N N 47 1SG C17 H11 SING N N 48 1SG N18 H12 SING N N 49 1SG C22 H13 SING N N 50 1SG C23 H14 SING N N 51 1SG C24 H15 SING N N 52 1SG C25 H16 SING N N 53 1SG C28 H17 SING N N 54 1SG N29 H18 SING N N 55 1SG N32 H19 SING N N 56 # 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 1SG SMILES ACDLabs 12.01 "O=C4C(c3cc(C(=O)Nc2ccc(NC(=O)c1ncccc1)cc2)cc(OC)c3)=CNC(=O)N4" 1SG InChI InChI 1.03 "InChI=1S/C24H19N5O5/c1-34-18-11-14(19-13-26-24(33)29-22(19)31)10-15(12-18)21(30)27-16-5-7-17(8-6-16)28-23(32)20-4-2-3-9-25-20/h2-13H,1H3,(H,27,30)(H,28,32)(H2,26,29,31,33)" 1SG InChIKey InChI 1.03 IDGYBMGDEPAAQL-UHFFFAOYSA-N 1SG SMILES_CANONICAL CACTVS 3.370 "COc1cc(cc(c1)C2=CNC(=O)NC2=O)C(=O)Nc3ccc(NC(=O)c4ccccn4)cc3" 1SG SMILES CACTVS 3.370 "COc1cc(cc(c1)C2=CNC(=O)NC2=O)C(=O)Nc3ccc(NC(=O)c4ccccn4)cc3" 1SG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1)C(=O)Nc2ccc(cc2)NC(=O)c3ccccn3)C4=CNC(=O)NC4=O" 1SG SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc(cc(c1)C(=O)Nc2ccc(cc2)NC(=O)c3ccccn3)C4=CNC(=O)NC4=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 1SG "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzoyl]amino}phenyl)pyridine-2-carboxamide" 1SG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-[[3-[2,4-bis(oxidanylidene)-1H-pyrimidin-5-yl]-5-methoxy-phenyl]carbonylamino]phenyl]pyridine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1SG "Create component" 2013-05-17 RCSB 1SG "Initial release" 2014-10-15 RCSB #