data_1YQ # _chem_comp.id 1YQ _chem_comp.name "(2E)-3-(3-{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 H16 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 409.822 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YQ _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 4LSL _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 1YQ O12 O12 O 0 1 N N N 496.017 -30.845 23.210 -4.991 3.757 -1.630 O12 1YQ 1 1YQ C17 C17 C 0 1 N N N 499.360 -23.458 28.921 7.980 1.352 1.090 C17 1YQ 2 1YQ C00 C00 C 0 1 Y N N 495.211 -23.629 19.373 -1.103 -2.708 0.212 C00 1YQ 3 1YQ C01 C01 C 0 1 Y N N 496.119 -22.904 18.583 -0.238 -3.590 -0.410 C01 1YQ 4 1YQ C02 C02 C 0 1 Y N N 497.355 -22.485 19.112 0.989 -3.148 -0.875 C02 1YQ 5 1YQ C03 C03 C 0 1 Y N N 497.669 -22.804 20.446 1.354 -1.824 -0.719 C03 1YQ 6 1YQ C04 C04 C 0 1 Y N N 496.763 -23.536 21.270 0.492 -0.936 -0.096 C04 1YQ 7 1YQ C05 C05 C 0 1 Y N N 495.493 -23.967 20.715 -0.742 -1.379 0.370 C05 1YQ 8 1YQ CL1 CL1 CL 0 0 N N N 495.679 -22.544 16.966 -0.691 -5.254 -0.608 CL1 1YQ 9 1YQ O0A O0A O 0 1 N N N 497.170 -23.797 22.564 0.851 0.366 0.058 O0A 1YQ 10 1YQ O0B O0B O 0 1 N N N 494.424 -24.681 21.250 -1.591 -0.511 0.982 O0B 1YQ 11 1YQ C0C C0C C 0 1 Y N N 496.845 -22.965 23.610 2.060 0.757 -0.423 C0C 1YQ 12 1YQ C0D C0D C 0 1 Y N N 495.912 -21.898 23.503 2.172 1.220 -1.727 C0D 1YQ 13 1YQ C0E C0E C 0 1 Y N N 495.620 -21.085 24.620 3.400 1.618 -2.224 C0E 1YQ 14 1YQ C0F C0F C 0 1 Y N N 496.261 -21.339 25.844 4.523 1.559 -1.427 C0F 1YQ 15 1YQ C0G C0G C 0 1 Y N N 497.186 -22.385 25.992 4.423 1.094 -0.111 C0G 1YQ 16 1YQ C0H C0H C 0 1 Y N N 497.475 -23.204 24.853 3.180 0.697 0.390 C0H 1YQ 17 1YQ C0M C0M C 0 1 N N N 497.772 -22.516 27.334 5.620 1.028 0.743 C0M 1YQ 18 1YQ C0O C0O C 0 1 N N N 494.211 -24.969 22.624 -2.840 -1.036 1.436 C0O 1YQ 19 1YQ C0P C0P C 0 1 N N N 493.224 -26.132 22.800 -3.655 0.080 2.092 C0P 1YQ 20 1YQ N0S N0S N 0 1 N N N 493.954 -27.408 22.874 -4.001 1.088 1.086 N0S 1YQ 21 1YQ C0V C0V C 0 1 N N N 493.881 -28.354 21.882 -5.145 0.968 0.388 C0V 1YQ 22 1YQ N0W N0W N 0 1 N N N 494.613 -29.475 22.095 -5.487 1.879 -0.541 N0W 1YQ 23 1YQ C0X C0X C 0 1 N N N 495.408 -29.774 23.155 -4.683 2.933 -0.789 C0X 1YQ 24 1YQ C0Y C0Y C 0 1 N N N 495.464 -28.740 24.199 -3.476 3.072 -0.061 C0Y 1YQ 25 1YQ C0Z C0Z C 0 1 N N N 494.748 -27.596 24.037 -3.160 2.146 0.869 C0Z 1YQ 26 1YQ O10 O10 O 0 1 N N N 493.209 -28.236 20.856 -5.879 0.023 0.600 O10 1YQ 27 1YQ C15 C15 C 0 1 N N N 498.545 -23.533 27.737 6.816 1.416 0.259 C15 1YQ 28 1YQ N19 N19 N 0 1 N N N 499.873 -23.456 29.954 8.904 1.301 1.749 N19 1YQ 29 1YQ H1 H1 H 0 1 N N N 494.270 -23.937 18.941 -2.062 -3.053 0.569 H1 1YQ 30 1YQ H2 H2 H 0 1 N N N 498.051 -21.927 18.503 1.662 -3.840 -1.360 H2 1YQ 31 1YQ H3 H3 H 0 1 N N N 498.617 -22.488 20.855 2.312 -1.482 -1.082 H3 1YQ 32 1YQ H7 H7 H 0 1 N N N 495.422 -21.708 22.559 1.296 1.269 -2.357 H7 1YQ 33 1YQ H8 H8 H 0 1 N N N 494.910 -20.275 24.534 3.479 1.977 -3.239 H8 1YQ 34 1YQ H9 H9 H 0 1 N N N 496.036 -20.713 26.695 5.481 1.870 -1.818 H9 1YQ 35 1YQ H10 H10 H 0 1 N N N 498.183 -24.014 24.945 3.094 0.341 1.406 H10 1YQ 36 1YQ H11 H11 H 0 1 N N N 497.564 -21.733 28.049 5.539 0.669 1.759 H11 1YQ 37 1YQ H12 H12 H 0 1 N N N 495.171 -25.240 23.087 -3.394 -1.440 0.588 H12 1YQ 38 1YQ H13 H13 H 0 1 N N N 493.804 -24.075 23.119 -2.659 -1.828 2.162 H13 1YQ 39 1YQ H14 H14 H 0 1 N N N 492.651 -25.986 23.728 -4.568 -0.337 2.517 H14 1YQ 40 1YQ H15 H15 H 0 1 N N N 492.534 -26.157 21.943 -3.065 0.544 2.883 H15 1YQ 41 1YQ H16 H16 H 0 1 N N N 494.561 -30.172 21.379 -6.315 1.777 -1.036 H16 1YQ 42 1YQ H17 H17 H 0 1 N N N 496.066 -28.888 25.083 -2.819 3.909 -0.245 H17 1YQ 43 1YQ H18 H18 H 0 1 N N N 494.783 -26.827 24.795 -2.245 2.237 1.437 H18 1YQ 44 1YQ H19 H19 H 0 1 N N N 498.557 -24.441 27.153 6.897 1.776 -0.757 H19 1YQ 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 1YQ O12 C0X DOUB N N 1 1YQ C17 C15 SING N N 2 1YQ C17 N19 TRIP N N 3 1YQ C00 C01 DOUB Y N 4 1YQ C00 C05 SING Y N 5 1YQ C01 C02 SING Y N 6 1YQ C02 C03 DOUB Y N 7 1YQ C03 C04 SING Y N 8 1YQ C04 C05 DOUB Y N 9 1YQ C04 O0A SING N N 10 1YQ C05 O0B SING N N 11 1YQ O0A C0C SING N N 12 1YQ O0B C0O SING N N 13 1YQ C0C C0D DOUB Y N 14 1YQ C0C C0H SING Y N 15 1YQ C0D C0E SING Y N 16 1YQ C0E C0F DOUB Y N 17 1YQ C0F C0G SING Y N 18 1YQ C0G C0H DOUB Y N 19 1YQ C0G C0M SING N N 20 1YQ C0M C15 DOUB N E 21 1YQ C0O C0P SING N N 22 1YQ C0P N0S SING N N 23 1YQ N0S C0V SING N N 24 1YQ N0S C0Z SING N N 25 1YQ C0V N0W SING N N 26 1YQ C0V O10 DOUB N N 27 1YQ N0W C0X SING N N 28 1YQ C0X C0Y SING N N 29 1YQ C0Y C0Z DOUB N N 30 1YQ C01 CL1 SING N N 31 1YQ C00 H1 SING N N 32 1YQ C02 H2 SING N N 33 1YQ C03 H3 SING N N 34 1YQ C0D H7 SING N N 35 1YQ C0E H8 SING N N 36 1YQ C0F H9 SING N N 37 1YQ C0H H10 SING N N 38 1YQ C0M H11 SING N N 39 1YQ C0O H12 SING N N 40 1YQ C0O H13 SING N N 41 1YQ C0P H14 SING N N 42 1YQ C0P H15 SING N N 43 1YQ N0W H16 SING N N 44 1YQ C0Y H17 SING N N 45 1YQ C0Z H18 SING N N 46 1YQ C15 H19 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 1YQ SMILES ACDLabs 12.01 "N#C\C=C\c3cc(Oc2ccc(Cl)cc2OCCN1C=CC(=O)NC1=O)ccc3" 1YQ InChI InChI 1.03 "InChI=1S/C21H16ClN3O4/c22-16-6-7-18(29-17-5-1-3-15(13-17)4-2-9-23)19(14-16)28-12-11-25-10-8-20(26)24-21(25)27/h1-8,10,13-14H,11-12H2,(H,24,26,27)/b4-2+" 1YQ InChIKey InChI 1.03 AXHHDHSEUVTPBV-DUXPYHPUSA-N 1YQ SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(Oc2cccc(\C=C\C#N)c2)c(OCCN3C=CC(=O)NC3=O)c1" 1YQ SMILES CACTVS 3.385 "Clc1ccc(Oc2cccc(C=CC#N)c2)c(OCCN3C=CC(=O)NC3=O)c1" 1YQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Oc2ccc(cc2OCCN3C=CC(=O)NC3=O)Cl)/C=C/C#N" 1YQ SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Oc2ccc(cc2OCCN3C=CC(=O)NC3=O)Cl)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 1YQ "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-3-(3-{4-chloro-2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}phenyl)prop-2-enenitrile" 1YQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[3-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]-4-chloranyl-phenoxy]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 1YQ "Create component" 2013-08-07 RCSB 1YQ "Initial release" 2013-12-25 RCSB 1YQ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1YQ _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 ? ##