data_BWA # _chem_comp.id BWA _chem_comp.name "N-{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}-N'-[(pyridin-3-yl)methyl]urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H18 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-29 _chem_comp.pdbx_modified_date 2018-09-07 _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 386.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BWA _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 6ATB _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 BWA C1 C1 C 0 1 Y N N 17.294 -66.324 -6.148 -0.814 -1.489 -0.311 C1 BWA 1 BWA C3 C2 C 0 1 N N N 15.074 -65.344 -6.748 -2.831 -0.280 0.049 C3 BWA 2 BWA C11 C3 C 0 1 Y N N 19.699 -66.573 -6.330 1.370 -2.164 -1.034 C11 BWA 3 BWA C12 C4 C 0 1 Y N N 18.437 -66.592 -6.914 0.037 -1.936 -1.313 C12 BWA 4 BWA C13 C5 C 0 1 Y N N 12.335 -62.320 -9.125 -7.226 0.129 0.917 C13 BWA 5 BWA C15 C6 C 0 1 Y N N 12.860 -62.056 -11.446 -8.981 0.738 -0.446 C15 BWA 6 BWA C16 C7 C 0 1 Y N N 13.526 -63.298 -11.435 -8.152 1.517 -1.231 C16 BWA 7 BWA C17 C8 C 0 1 Y N N 13.558 -64.067 -10.243 -6.805 1.602 -0.914 C17 BWA 8 BWA C18 C9 C 0 1 N N N 21.297 -66.138 -4.449 3.314 -2.194 0.542 C18 BWA 9 BWA C20 C10 C 0 1 N N N 21.487 -66.844 -2.067 4.648 -0.641 -0.870 C20 BWA 10 BWA C21 C11 C 0 1 Y N N 21.932 -68.061 -1.303 5.327 0.663 -0.719 C21 BWA 11 BWA C22 C12 C 0 1 Y N N 22.293 -69.010 -2.268 5.112 1.056 0.618 C22 BWA 12 BWA C23 C13 C 0 1 N N N 22.080 -68.343 -3.595 4.310 -0.023 1.233 C23 BWA 13 BWA C24 C14 C 0 1 Y N N 22.028 -68.322 0.067 6.057 1.478 -1.568 C24 BWA 14 BWA C25 C15 C 0 1 Y N N 22.536 -69.587 0.425 6.573 2.676 -1.096 C25 BWA 15 BWA C26 C16 C 0 1 Y N N 22.878 -70.562 -0.546 6.362 3.061 0.214 C26 BWA 16 BWA C27 C17 C 0 1 Y N N 22.785 -70.277 -1.922 5.633 2.256 1.075 C27 BWA 17 BWA N2 N1 N 0 1 N N N 16.101 -66.221 -6.922 -2.167 -1.264 -0.589 N2 BWA 18 BWA N4 N2 N 0 1 N N N 14.160 -65.276 -7.744 -4.158 -0.131 -0.137 N4 BWA 19 BWA O5 O1 O 0 1 N N N 14.928 -64.679 -5.737 -2.234 0.474 0.794 O5 BWA 20 BWA C6 C18 C 0 1 N N N 12.981 -64.407 -7.726 -4.880 0.939 0.556 C6 BWA 21 BWA C7 C19 C 0 1 Y N N 12.960 -63.583 -9.048 -6.338 0.888 0.178 C7 BWA 22 BWA C8 C20 C 0 1 Y N N 17.472 -65.883 -4.811 -0.321 -1.271 0.969 C8 BWA 23 BWA C9 C21 C 0 1 Y N N 18.752 -65.865 -4.212 1.013 -1.500 1.241 C9 BWA 24 BWA C10 C22 C 0 1 Y N N 19.868 -66.216 -4.985 1.858 -1.945 0.241 C10 BWA 25 BWA N14 N3 N 0 1 Y N N 12.296 -61.607 -10.292 -8.502 0.076 0.589 N14 BWA 26 BWA N19 N4 N 0 1 N N N 21.565 -67.104 -3.397 4.078 -0.967 0.304 N19 BWA 27 BWA O28 O2 O 0 1 N N N 21.078 -65.829 -1.512 4.608 -1.306 -1.886 O28 BWA 28 BWA O29 O3 O 0 1 N N N 22.300 -68.906 -4.656 3.920 -0.048 2.382 O29 BWA 29 BWA H1 H1 H 0 1 N N N 20.563 -66.837 -6.922 2.033 -2.512 -1.813 H1 BWA 30 BWA H2 H2 H 0 1 N N N 18.337 -66.815 -7.966 -0.344 -2.107 -2.309 H2 BWA 31 BWA H3 H3 H 0 1 N N N 11.876 -61.906 -8.240 -6.870 -0.431 1.769 H3 BWA 32 BWA H4 H4 H 0 1 N N N 12.799 -61.472 -12.352 -10.031 0.667 -0.686 H4 BWA 33 BWA H5 H5 H 0 1 N N N 14.010 -63.663 -12.329 -8.550 2.057 -2.078 H5 BWA 34 BWA H6 H6 H 0 1 N N N 14.043 -65.032 -10.244 -6.134 2.203 -1.510 H6 BWA 35 BWA H7 H7 H 0 1 N N N 21.993 -66.323 -5.280 3.424 -2.494 1.584 H7 BWA 36 BWA H8 H8 H 0 1 N N N 21.466 -65.128 -4.048 3.688 -2.987 -0.105 H8 BWA 37 BWA H9 H9 H 0 1 N N N 21.730 -67.596 0.809 6.226 1.181 -2.593 H9 BWA 38 BWA H10 H10 H 0 1 N N N 22.669 -69.821 1.471 7.143 3.311 -1.757 H10 BWA 39 BWA H11 H11 H 0 1 N N N 23.215 -71.537 -0.226 6.769 3.996 0.570 H11 BWA 40 BWA H12 H12 H 0 1 N N N 23.077 -70.997 -2.672 5.472 2.562 2.098 H12 BWA 41 BWA H13 H13 H 0 1 N N N 16.008 -66.867 -7.680 -2.627 -1.816 -1.240 H13 BWA 42 BWA H14 H14 H 0 1 N N N 14.299 -65.858 -8.545 -4.634 -0.732 -0.731 H14 BWA 43 BWA H15 H15 H 0 1 N N N 13.034 -63.726 -6.864 -4.779 0.806 1.633 H15 BWA 44 BWA H16 H16 H 0 1 N N N 12.069 -65.018 -7.654 -4.463 1.904 0.269 H16 BWA 45 BWA H17 H17 H 0 1 N N N 16.615 -65.556 -4.241 -0.980 -0.923 1.750 H17 BWA 46 BWA H18 H18 H 0 1 N N N 18.869 -65.585 -3.175 1.398 -1.331 2.237 H18 BWA 47 # 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 BWA C15 C16 DOUB Y N 1 BWA C15 N14 SING Y N 2 BWA C16 C17 SING Y N 3 BWA N14 C13 DOUB Y N 4 BWA C17 C7 DOUB Y N 5 BWA C13 C7 SING Y N 6 BWA C7 C6 SING N N 7 BWA N4 C6 SING N N 8 BWA N4 C3 SING N N 9 BWA N2 C3 SING N N 10 BWA N2 C1 SING N N 11 BWA C12 C11 DOUB Y N 12 BWA C12 C1 SING Y N 13 BWA C3 O5 DOUB N N 14 BWA C11 C10 SING Y N 15 BWA C1 C8 DOUB Y N 16 BWA C10 C18 SING N N 17 BWA C10 C9 DOUB Y N 18 BWA C8 C9 SING Y N 19 BWA O29 C23 DOUB N N 20 BWA C18 N19 SING N N 21 BWA C23 N19 SING N N 22 BWA C23 C22 SING N N 23 BWA N19 C20 SING N N 24 BWA C22 C27 DOUB Y N 25 BWA C22 C21 SING Y N 26 BWA C20 O28 DOUB N N 27 BWA C20 C21 SING N N 28 BWA C27 C26 SING Y N 29 BWA C21 C24 DOUB Y N 30 BWA C26 C25 DOUB Y N 31 BWA C24 C25 SING Y N 32 BWA C11 H1 SING N N 33 BWA C12 H2 SING N N 34 BWA C13 H3 SING N N 35 BWA C15 H4 SING N N 36 BWA C16 H5 SING N N 37 BWA C17 H6 SING N N 38 BWA C18 H7 SING N N 39 BWA C18 H8 SING N N 40 BWA C24 H9 SING N N 41 BWA C25 H10 SING N N 42 BWA C26 H11 SING N N 43 BWA C27 H12 SING N N 44 BWA N2 H13 SING N N 45 BWA N4 H14 SING N N 46 BWA C6 H15 SING N N 47 BWA C6 H16 SING N N 48 BWA C8 H17 SING N N 49 BWA C9 H18 SING N N 50 # 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 BWA SMILES ACDLabs 12.01 "c1(ccc(cc1)CN3C(=O)c2ccccc2C3=O)NC(=O)NCc4cnccc4" BWA InChI InChI 1.03 "InChI=1S/C22H18N4O3/c27-20-18-5-1-2-6-19(18)21(28)26(20)14-15-7-9-17(10-8-15)25-22(29)24-13-16-4-3-11-23-12-16/h1-12H,13-14H2,(H2,24,25,29)" BWA InChIKey InChI 1.03 KKBVILNJYCRNQY-UHFFFAOYSA-N BWA SMILES_CANONICAL CACTVS 3.385 "O=C(NCc1cccnc1)Nc2ccc(CN3C(=O)c4ccccc4C3=O)cc2" BWA SMILES CACTVS 3.385 "O=C(NCc1cccnc1)Nc2ccc(CN3C(=O)c4ccccc4C3=O)cc2" BWA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)N(C2=O)Cc3ccc(cc3)NC(=O)NCc4cccnc4" BWA SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)N(C2=O)Cc3ccc(cc3)NC(=O)NCc4cccnc4" # 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 BWA "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}-N'-[(pyridin-3-yl)methyl]urea" BWA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-[[1,3-bis(oxidanylidene)isoindol-2-yl]methyl]phenyl]-3-(pyridin-3-ylmethyl)urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BWA "Create component" 2017-08-29 RCSB BWA "Initial release" 2018-09-12 RCSB #