data_1YR # _chem_comp.id 1YR _chem_comp.name "(2E)-3-(3-bromo-5-{4-chloro-2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}phenyl)prop-2-enenitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H15 Br Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(E)-3-(3-bromo-5-(4-chloro-2-(2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy)phenoxy)phenyl)acrylonitrile" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-07 _chem_comp.pdbx_modified_date 2020-06-17 _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 488.719 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YR _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 4LSN _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 1YR C15 C15 C 0 1 N N N 463.421 -19.724 126.387 -6.102 0.355 1.887 C15 1YR 1 1YR C17 C17 C 0 1 N N N 464.215 -19.650 127.568 -7.104 0.883 2.763 C17 1YR 2 1YR C00 C00 C 0 1 Y N N 460.223 -19.570 117.967 2.139 2.861 -0.461 C00 1YR 3 1YR C01 C01 C 0 1 Y N N 461.157 -18.748 117.297 1.297 3.616 -1.256 C01 1YR 4 1YR C02 C02 C 0 1 Y N N 462.320 -18.308 117.960 -0.031 3.256 -1.400 C02 1YR 5 1YR C03 C03 C 0 1 Y N N 462.544 -18.695 119.295 -0.521 2.138 -0.751 C03 1YR 6 1YR C04 C04 C 0 1 Y N N 461.612 -19.526 119.982 0.318 1.377 0.047 C04 1YR 7 1YR C05 C05 C 0 1 Y N N 460.422 -19.973 119.307 1.654 1.740 0.193 C05 1YR 8 1YR CL1 CL1 CL 0 0 N N N 460.863 -18.288 115.667 1.907 5.021 -2.074 CL1 1YR 9 1YR O0A O0A O 0 1 N N N 461.874 -19.872 121.291 -0.163 0.277 0.688 O0A 1YR 10 1YR O0B O0B O 0 1 N N N 459.405 -20.776 119.796 2.481 0.995 0.975 O0B 1YR 11 1YR C0C C0C C 0 1 Y N N 461.707 -18.971 122.323 -1.470 -0.045 0.507 C0C 1YR 12 1YR C0D C0D C 0 1 Y N N 461.084 -17.706 122.167 -1.840 -0.889 -0.531 C0D 1YR 13 1YR C0E C0E C 0 1 Y N N 460.952 -16.841 123.269 -3.170 -1.221 -0.721 C0E 1YR 14 1YR C0F C0F C 0 1 Y N N 461.435 -17.235 124.536 -4.139 -0.715 0.122 C0F 1YR 15 1YR C0G C0G C 0 1 Y N N 462.061 -18.486 124.728 -3.777 0.136 1.171 C0G 1YR 16 1YR C0H C0H C 0 1 Y N N 462.189 -19.350 123.601 -2.432 0.465 1.363 C0H 1YR 17 1YR BR1 BR1 BR 0 0 N N N 460.133 -15.180 123.042 -3.662 -2.372 -2.138 BR1 1YR 18 1YR C0M C0M C 0 1 N N N 462.509 -18.765 126.076 -4.807 0.679 2.072 C0M 1YR 19 1YR C0O C0O C 0 1 N N N 458.531 -21.549 118.982 3.839 1.427 1.078 C0O 1YR 20 1YR C0P C0P C 0 1 N N N 457.703 -22.513 119.850 4.610 0.473 1.993 C0P 1YR 21 1YR N0S N0S N 0 1 N N N 458.598 -23.440 120.569 4.671 -0.854 1.374 N0S 1YR 22 1YR C0V C0V C 0 1 N N N 458.984 -24.650 120.047 5.696 -1.163 0.560 C0V 1YR 23 1YR N0W N0W N 0 1 N N N 459.813 -25.393 120.823 5.777 -2.374 -0.022 N0W 1YR 24 1YR C0X C0X C 0 1 N N N 460.303 -25.087 122.048 4.825 -3.302 0.206 C0X 1YR 25 1YR C0Y C0Y C 0 1 N N N 459.876 -23.790 122.583 3.741 -2.990 1.061 C0Y 1YR 26 1YR C0Z C0Z C 0 1 N N N 459.046 -23.008 121.847 3.687 -1.769 1.635 C0Z 1YR 27 1YR O10 O10 O 0 1 N N N 458.622 -25.067 118.947 6.561 -0.336 0.345 O10 1YR 28 1YR O12 O12 O 0 1 N N N 461.046 -25.855 122.643 4.897 -4.398 -0.320 O12 1YR 29 1YR N19 N19 N 0 1 N N N 464.845 -19.591 128.522 -7.899 1.302 3.459 N19 1YR 30 1YR H1 H1 H 0 1 N N N 463.547 -20.565 125.721 -6.384 -0.305 1.080 H1 1YR 31 1YR H3 H3 H 0 1 N N N 459.337 -19.898 117.443 3.177 3.142 -0.353 H3 1YR 32 1YR H4 H4 H 0 1 N N N 463.034 -17.679 117.448 -0.686 3.848 -2.022 H4 1YR 33 1YR H5 H5 H 0 1 N N N 463.434 -18.358 119.805 -1.558 1.859 -0.864 H5 1YR 34 1YR H9 H9 H 0 1 N N N 460.710 -17.406 121.199 -1.087 -1.288 -1.194 H9 1YR 35 1YR H10 H10 H 0 1 N N N 461.323 -16.565 125.376 -5.176 -0.976 -0.029 H10 1YR 36 1YR H11 H11 H 0 1 N N N 462.663 -20.313 123.724 -2.145 1.118 2.174 H11 1YR 37 1YR H12 H12 H 0 1 N N N 462.095 -18.177 126.882 -4.524 1.336 2.881 H12 1YR 38 1YR H14 H14 H 0 1 N N N 457.852 -20.876 118.439 4.296 1.429 0.088 H14 1YR 39 1YR H15 H15 H 0 1 N N N 459.126 -22.130 118.261 3.870 2.434 1.495 H15 1YR 40 1YR H16 H16 H 0 1 N N N 457.116 -21.934 120.579 5.621 0.851 2.142 H16 1YR 41 1YR H17 H17 H 0 1 N N N 457.022 -23.090 119.206 4.102 0.403 2.955 H17 1YR 42 1YR H18 H18 H 0 1 N N N 460.097 -26.274 120.444 6.522 -2.580 -0.607 H18 1YR 43 1YR H19 H19 H 0 1 N N N 460.219 -23.460 123.553 2.969 -3.720 1.255 H19 1YR 44 1YR H20 H20 H 0 1 N N N 458.724 -22.053 122.234 2.870 -1.514 2.294 H20 1YR 45 # # 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 1YR C15 C17 SING N N 1 1YR C15 C0M DOUB N E 2 1YR C17 N19 TRIP N N 3 1YR C00 C01 DOUB Y N 4 1YR C00 C05 SING Y N 5 1YR C01 C02 SING Y N 6 1YR C02 C03 DOUB Y N 7 1YR C03 C04 SING Y N 8 1YR C04 C05 DOUB Y N 9 1YR C04 O0A SING N N 10 1YR C05 O0B SING N N 11 1YR O0A C0C SING N N 12 1YR O0B C0O SING N N 13 1YR C0C C0D DOUB Y N 14 1YR C0C C0H SING Y N 15 1YR C0D C0E SING Y N 16 1YR C0E C0F DOUB Y N 17 1YR C0E BR1 SING N N 18 1YR C0F C0G SING Y N 19 1YR C0G C0H DOUB Y N 20 1YR C0G C0M SING N N 21 1YR C0O C0P SING N N 22 1YR C0P N0S SING N N 23 1YR N0S C0V SING N N 24 1YR N0S C0Z SING N N 25 1YR C0V N0W SING N N 26 1YR C0V O10 DOUB N N 27 1YR N0W C0X SING N N 28 1YR C0X C0Y SING N N 29 1YR C0X O12 DOUB N N 30 1YR C0Y C0Z DOUB N N 31 1YR C01 CL1 SING N N 32 1YR C15 H1 SING N N 33 1YR C00 H3 SING N N 34 1YR C02 H4 SING N N 35 1YR C03 H5 SING N N 36 1YR C0D H9 SING N N 37 1YR C0F H10 SING N N 38 1YR C0H H11 SING N N 39 1YR C0M H12 SING N N 40 1YR C0O H14 SING N N 41 1YR C0O H15 SING N N 42 1YR C0P H16 SING N N 43 1YR C0P H17 SING N N 44 1YR N0W H18 SING N N 45 1YR C0Y H19 SING N N 46 1YR C0Z H20 SING N N 47 # # 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 1YR SMILES ACDLabs 12.01 "N#C\C=C\c3cc(Oc2ccc(Cl)cc2OCCN1C=CC(=O)NC1=O)cc(Br)c3" 1YR InChI InChI 1.03 "InChI=1S/C21H15BrClN3O4/c22-15-10-14(2-1-6-24)11-17(12-15)30-18-4-3-16(23)13-19(18)29-9-8-26-7-5-20(27)25-21(26)28/h1-5,7,10-13H,8-9H2,(H,25,27,28)/b2-1+" 1YR InChIKey InChI 1.03 CDXBVRNWNVMMGU-OWOJBTEDSA-N 1YR SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(Oc2cc(Br)cc(/C=C/C#N)c2)c(OCCN3C=CC(=O)NC3=O)c1" 1YR SMILES CACTVS 3.385 "Clc1ccc(Oc2cc(Br)cc(C=CC#N)c2)c(OCCN3C=CC(=O)NC3=O)c1" 1YR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1Cl)OCCN2C=CC(=O)NC2=O)Oc3cc(cc(c3)Br)/C=C/C#N" 1YR SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1Cl)OCCN2C=CC(=O)NC2=O)Oc3cc(cc(c3)Br)C=CC#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 1YR "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-(3-bromo-5-{4-chloro-2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}phenyl)prop-2-enenitrile" 1YR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[3-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]-4-chloranyl-phenoxy]-5-bromanyl-phenyl]prop-2-enenitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1YR "Create component" 2013-08-07 RCSB 1YR "Initial release" 2013-12-25 RCSB 1YR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1YR _pdbx_chem_comp_synonyms.name "(E)-3-(3-bromo-5-(4-chloro-2-(2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy)phenoxy)phenyl)acrylonitrile" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##