data_OE4 # _chem_comp.id OE4 _chem_comp.name "N-{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}-3-(pyridin-3-yl)azetidine-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H20 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-21 _chem_comp.pdbx_modified_date 2019-11-29 _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 412.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OE4 _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 6PEB _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 OE4 C1 C1 C 0 1 Y N N 14.472 -4.618 16.132 -9.401 0.528 0.468 C1 OE4 1 OE4 C2 C2 C 0 1 Y N N 15.179 -5.820 16.268 -9.274 1.846 0.071 C2 OE4 2 OE4 C11 C3 C 0 1 N N N 8.571 -6.188 13.710 -2.509 -0.758 -0.456 C11 OE4 3 OE4 C14 C4 C 0 1 Y N N 7.262 -4.965 11.917 -0.264 -0.837 0.327 C14 OE4 4 OE4 C15 C5 C 0 1 Y N N 7.213 -3.677 11.332 0.306 -0.926 -0.936 C15 OE4 5 OE4 C16 C6 C 0 1 Y N N 6.640 -3.492 10.055 1.618 -1.334 -1.074 C16 OE4 6 OE4 C17 C7 C 0 1 Y N N 6.126 -4.589 9.334 2.365 -1.655 0.045 C17 OE4 7 OE4 C18 C8 C 0 1 Y N N 6.247 -5.887 9.861 1.801 -1.568 1.304 C18 OE4 8 OE4 C19 C9 C 0 1 Y N N 6.825 -6.068 11.136 0.489 -1.160 1.449 C19 OE4 9 OE4 C20 C10 C 0 1 N N N 5.566 -4.364 7.932 3.796 -2.100 -0.109 C20 OE4 10 OE4 C22 C11 C 0 1 N N N 3.488 -2.984 7.946 5.222 -0.433 1.063 C22 OE4 11 OE4 C23 C12 C 0 1 Y N N 2.014 -3.188 7.741 6.049 0.739 0.707 C23 OE4 12 OE4 C24 C13 C 0 1 Y N N 1.846 -4.559 7.510 5.942 0.877 -0.691 C24 OE4 13 OE4 C25 C14 C 0 1 N N N 3.225 -5.166 7.599 5.054 -0.218 -1.138 C25 OE4 14 OE4 C26 C15 C 0 1 Y N N 0.933 -2.298 7.774 6.826 1.630 1.430 C26 OE4 15 OE4 C27 C16 C 0 1 Y N N -0.344 -2.840 7.517 7.494 2.651 0.771 C27 OE4 16 OE4 C28 C17 C 0 1 Y N N -0.512 -4.219 7.256 7.389 2.786 -0.601 C28 OE4 17 OE4 C29 C18 C 0 1 Y N N 0.581 -5.111 7.254 6.615 1.901 -1.337 C29 OE4 18 OE4 N3 N1 N 0 1 Y N N 14.504 -6.998 16.289 -8.093 2.349 -0.230 N3 OE4 19 OE4 C4 C19 C 0 1 Y N N 13.136 -7.038 16.204 -6.994 1.624 -0.166 C4 OE4 20 OE4 C5 C20 C 0 1 Y N N 12.368 -5.863 16.054 -7.043 0.298 0.224 C5 OE4 21 OE4 C6 C21 C 0 1 Y N N 13.074 -4.638 16.045 -8.267 -0.265 0.548 C6 OE4 22 OE4 C7 C22 C 0 1 N N N 10.819 -5.907 16.062 -5.782 -0.523 0.295 C7 OE4 23 OE4 C8 C23 C 0 1 N N N 9.917 -4.831 15.375 -5.042 -0.640 -1.050 C8 OE4 24 OE4 N9 N2 N 0 1 N N N 9.412 -6.057 14.794 -3.804 -0.435 -0.273 N9 OE4 25 OE4 C10 C24 C 0 1 N N N 10.057 -7.134 15.498 -4.555 0.265 0.788 C10 OE4 26 OE4 N12 N3 N 0 1 N N N 7.993 -5.091 13.137 -1.591 -0.418 0.470 N12 OE4 27 OE4 O13 O1 O 0 1 N N N 8.334 -7.326 13.307 -2.168 -1.357 -1.459 O13 OE4 28 OE4 N21 N4 N 0 1 N N N 4.123 -4.186 7.900 4.679 -0.932 -0.062 N21 OE4 29 OE4 O30 O2 O 0 1 N N N 3.427 -6.362 7.434 4.718 -0.435 -2.285 O30 OE4 30 OE4 O31 O3 O 0 1 N N N 3.954 -1.877 8.185 5.064 -0.876 2.183 O31 OE4 31 OE4 H1 H1 H 0 1 N N N 15.003 -3.679 16.094 -10.371 0.123 0.718 H1 OE4 32 OE4 H2 H2 H 0 1 N N N 16.255 -5.810 16.356 -10.153 2.471 0.006 H2 OE4 33 OE4 H3 H3 H 0 1 N N N 7.617 -2.830 11.866 -0.277 -0.676 -1.811 H3 OE4 34 OE4 H4 H4 H 0 1 N N N 6.595 -2.502 9.627 2.061 -1.403 -2.056 H4 OE4 35 OE4 H5 H5 H 0 1 N N N 5.900 -6.739 9.295 2.386 -1.819 2.176 H5 OE4 36 OE4 H6 H6 H 0 1 N N N 6.938 -7.068 11.527 0.049 -1.091 2.433 H6 OE4 37 OE4 H7 H7 H 0 1 N N N 6.036 -3.463 7.511 4.053 -2.783 0.701 H7 OE4 38 OE4 H8 H8 H 0 1 N N N 5.822 -5.236 7.312 3.918 -2.609 -1.065 H8 OE4 39 OE4 H9 H9 H 0 1 N N N 1.070 -1.248 7.986 6.912 1.530 2.501 H9 OE4 40 OE4 H10 H10 H 0 1 N N N -1.207 -2.191 7.520 8.100 3.346 1.333 H10 OE4 41 OE4 H11 H11 H 0 1 N N N -1.502 -4.599 7.053 7.913 3.585 -1.103 H11 OE4 42 OE4 H12 H12 H 0 1 N N N 0.451 -6.166 7.065 6.537 2.011 -2.408 H12 OE4 43 OE4 H13 H13 H 0 1 N N N 12.633 -7.993 16.253 -6.044 2.070 -0.421 H13 OE4 44 OE4 H14 H14 H 0 1 N N N 12.530 -3.708 15.970 -8.336 -1.298 0.855 H14 OE4 45 OE4 H15 H15 H 0 1 N N N 10.541 -5.867 17.126 -5.924 -1.478 0.801 H15 OE4 46 OE4 H16 H16 H 0 1 N N N 9.229 -4.275 16.028 -5.115 -1.626 -1.508 H16 OE4 47 OE4 H17 H17 H 0 1 N N N 10.419 -4.131 14.691 -5.263 0.170 -1.745 H17 OE4 48 OE4 H18 H18 H 0 1 N N N 10.643 -7.838 14.888 -4.633 1.342 0.632 H18 OE4 49 OE4 H19 H19 H 0 1 N N N 9.436 -7.696 16.211 -4.239 0.002 1.797 H19 OE4 50 OE4 H20 H20 H 0 1 N N N 8.099 -4.241 13.654 -1.851 0.117 1.237 H20 OE4 51 # # 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 OE4 C1 C2 DOUB Y N 1 OE4 C1 C6 SING Y N 2 OE4 C2 N3 SING Y N 3 OE4 C11 N9 SING N N 4 OE4 C11 N12 SING N N 5 OE4 C11 O13 DOUB N N 6 OE4 C14 C15 DOUB Y N 7 OE4 C14 C19 SING Y N 8 OE4 C14 N12 SING N N 9 OE4 C15 C16 SING Y N 10 OE4 C16 C17 DOUB Y N 11 OE4 C17 C18 SING Y N 12 OE4 C17 C20 SING N N 13 OE4 C18 C19 DOUB Y N 14 OE4 C20 N21 SING N N 15 OE4 C22 C23 SING N N 16 OE4 C22 N21 SING N N 17 OE4 C22 O31 DOUB N N 18 OE4 C23 C24 DOUB Y N 19 OE4 C23 C26 SING Y N 20 OE4 C24 C25 SING N N 21 OE4 C24 C29 SING Y N 22 OE4 C25 N21 SING N N 23 OE4 C25 O30 DOUB N N 24 OE4 C26 C27 DOUB Y N 25 OE4 C27 C28 SING Y N 26 OE4 C28 C29 DOUB Y N 27 OE4 N3 C4 DOUB Y N 28 OE4 C4 C5 SING Y N 29 OE4 C5 C6 DOUB Y N 30 OE4 C5 C7 SING N N 31 OE4 C7 C8 SING N N 32 OE4 C7 C10 SING N N 33 OE4 C8 N9 SING N N 34 OE4 N9 C10 SING N N 35 OE4 C1 H1 SING N N 36 OE4 C2 H2 SING N N 37 OE4 C15 H3 SING N N 38 OE4 C16 H4 SING N N 39 OE4 C18 H5 SING N N 40 OE4 C19 H6 SING N N 41 OE4 C20 H7 SING N N 42 OE4 C20 H8 SING N N 43 OE4 C26 H9 SING N N 44 OE4 C27 H10 SING N N 45 OE4 C28 H11 SING N N 46 OE4 C29 H12 SING N N 47 OE4 C4 H13 SING N N 48 OE4 C6 H14 SING N N 49 OE4 C7 H15 SING N N 50 OE4 C8 H16 SING N N 51 OE4 C8 H17 SING N N 52 OE4 C10 H18 SING N N 53 OE4 C10 H19 SING N N 54 OE4 N12 H20 SING N N 55 # # 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 OE4 SMILES ACDLabs 12.01 "c1cncc(c1)C5CN(C(Nc2ccc(cc2)CN3C(c4c(C3=O)cccc4)=O)=O)C5" OE4 InChI InChI 1.03 "InChI=1S/C24H20N4O3/c29-22-20-5-1-2-6-21(20)23(30)28(22)13-16-7-9-19(10-8-16)26-24(31)27-14-18(15-27)17-4-3-11-25-12-17/h1-12,18H,13-15H2,(H,26,31)" OE4 InChIKey InChI 1.03 BXJQNJNBPGVHBT-UHFFFAOYSA-N OE4 SMILES_CANONICAL CACTVS 3.385 "O=C(Nc1ccc(CN2C(=O)c3ccccc3C2=O)cc1)N4CC(C4)c5cccnc5" OE4 SMILES CACTVS 3.385 "O=C(Nc1ccc(CN2C(=O)c3ccccc3C2=O)cc1)N4CC(C4)c5cccnc5" OE4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)C(=O)N(C2=O)Cc3ccc(cc3)NC(=O)N4CC(C4)c5cccnc5" OE4 SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)C(=O)N(C2=O)Cc3ccc(cc3)NC(=O)N4CC(C4)c5cccnc5" # # 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 OE4 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}-3-(pyridin-3-yl)azetidine-1-carboxamide" OE4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[4-[[1,3-bis(oxidanylidene)isoindol-2-yl]methyl]phenyl]-3-pyridin-3-yl-azetidine-1-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 OE4 "Create component" 2019-06-21 RCSB OE4 "Initial release" 2019-12-04 RCSB ##