data_J67 # _chem_comp.id J67 _chem_comp.name "(3Z)-1-[(6-fluoro-4H-1,3-benzodioxin-8-yl)methyl]-4-[(E)-2-phenylethenyl]-1H-indole-2,3-dione 3-oxime" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H19 F N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 430.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J67 _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 3G9L _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 J67 O1 O1 O 0 1 N N N 17.858 6.311 32.995 -1.396 -3.865 -0.015 O1 J67 1 J67 N2 N2 N 0 1 N N N 18.668 7.458 32.900 -1.679 -2.488 0.156 N2 J67 2 J67 C3 C3 C 0 1 N N N 19.728 7.388 32.162 -0.748 -1.679 0.577 C3 J67 3 J67 C4 C4 C 0 1 N N N 20.195 6.208 31.399 0.656 -2.016 0.926 C4 J67 4 J67 O5 O5 O 0 1 N N N 19.624 5.140 31.330 1.163 -3.119 0.871 O5 J67 5 J67 N6 N6 N 0 1 N N N 21.358 6.527 30.814 1.265 -0.882 1.313 N6 J67 6 J67 C7 C7 C 0 1 N N N 22.093 5.615 29.940 2.664 -0.800 1.737 C7 J67 7 J67 C8 C8 C 0 1 Y N N 23.036 4.699 30.672 3.537 -0.525 0.540 C8 J67 8 J67 C9 C9 C 0 1 Y N N 22.571 3.748 31.570 4.226 -1.558 -0.064 C9 J67 9 J67 C10 C10 C 0 1 Y N N 23.470 2.914 32.225 5.028 -1.306 -1.164 C10 J67 10 J67 F11 F11 F 0 1 N N N 23.012 1.986 33.097 5.701 -2.318 -1.755 F11 J67 11 J67 C12 C12 C 0 1 Y N N 24.838 3.031 31.975 5.140 -0.018 -1.660 C12 J67 12 J67 C13 C13 C 0 1 Y N N 25.298 3.986 31.069 4.451 1.018 -1.057 C13 J67 13 J67 C14 C14 C 0 1 N N N 26.768 4.144 30.763 4.583 2.417 -1.603 C14 J67 14 J67 O15 O15 O 0 1 N N N 26.895 4.615 29.407 3.528 3.230 -1.081 O15 J67 15 J67 C16 C16 C 0 1 N N N 26.211 5.850 29.143 3.378 3.111 0.339 C16 J67 16 J67 O17 O17 O 0 1 N N N 24.821 5.757 29.519 2.961 1.777 0.643 O17 J67 17 J67 C18 C18 C 0 1 Y N N 24.397 4.814 30.412 3.643 0.766 0.040 C18 J67 18 J67 C19 C19 C 0 1 Y N N 21.706 7.856 31.079 0.397 0.206 1.259 C19 J67 19 J67 C20 C20 C 0 1 Y N N 22.781 8.640 30.655 0.586 1.550 1.562 C20 J67 20 J67 C21 C21 C 0 1 Y N N 22.881 9.967 31.040 -0.452 2.453 1.425 C21 J67 21 J67 C22 C22 C 0 1 Y N N 21.919 10.545 31.856 -1.694 2.042 0.986 C22 J67 22 J67 C23 C23 C 0 1 Y N N 20.817 9.789 32.299 -1.911 0.696 0.674 C23 J67 23 J67 C24 C24 C 0 1 N N N 19.764 10.379 33.149 -3.231 0.247 0.205 C24 J67 24 J67 C25 C25 C 0 1 N N N 19.611 11.711 33.244 -4.235 1.132 0.074 C25 J67 25 J67 C26 C26 C 0 1 Y N N 18.551 12.339 34.062 -5.557 0.682 -0.396 C26 J67 26 J67 C27 C27 C 0 1 Y N N 18.140 11.788 35.295 -6.603 1.599 -0.533 C27 J67 27 J67 C28 C28 C 0 1 Y N N 17.137 12.408 36.028 -7.837 1.171 -0.974 C28 J67 28 J67 C29 C29 C 0 1 Y N N 16.541 13.572 35.549 -8.042 -0.163 -1.281 C29 J67 29 J67 C30 C30 C 0 1 Y N N 16.936 14.127 34.331 -7.011 -1.077 -1.147 C30 J67 30 J67 C31 C31 C 0 1 Y N N 17.937 13.519 33.586 -5.769 -0.663 -0.712 C31 J67 31 J67 C32 C32 C 0 1 Y N N 20.719 8.442 31.895 -0.857 -0.221 0.807 C32 J67 32 J67 HO1 HO1 H 0 1 N N N 17.675 5.979 32.124 -2.147 -4.385 -0.331 HO1 J67 33 J67 H7 H7 H 0 1 N N N 21.361 4.993 29.404 2.778 0.007 2.462 H7 J67 34 J67 H7A H7A H 0 1 N N N 22.703 6.235 29.267 2.961 -1.744 2.194 H7A J67 35 J67 H9 H9 H 0 1 N N N 21.512 3.656 31.760 4.140 -2.563 0.322 H9 J67 36 J67 H12 H12 H 0 1 N N N 25.538 2.384 32.482 5.766 0.177 -2.517 H12 J67 37 J67 H14 H14 H 0 1 N N N 27.219 4.870 31.456 5.545 2.835 -1.305 H14 J67 38 J67 H14A H14A H 0 0 N N N 27.287 3.181 30.881 4.519 2.391 -2.691 H14A J67 39 J67 H16 H16 H 0 1 N N N 26.686 6.654 29.723 4.332 3.316 0.826 H16 J67 40 J67 H16A H16A H 0 0 N N N 26.272 6.064 28.066 2.626 3.818 0.688 H16A J67 41 J67 H20 H20 H 0 1 N N N 23.541 8.208 30.021 1.551 1.890 1.907 H20 J67 42 J67 H21 H21 H 0 1 N N N 23.718 10.559 30.701 -0.289 3.493 1.665 H21 J67 43 J67 H22 H22 H 0 1 N N N 22.016 11.579 32.152 -2.496 2.758 0.884 H22 J67 44 J67 H24 H24 H 0 1 N N N 19.105 9.729 33.705 -3.394 -0.793 -0.035 H24 J67 45 J67 H25 H25 H 0 1 N N N 20.291 12.350 32.700 -4.072 2.172 0.313 H25 J67 46 J67 H27 H27 H 0 1 N N N 18.604 10.887 35.667 -6.445 2.640 -0.294 H27 J67 47 J67 H28 H28 H 0 1 N N N 16.819 11.987 36.970 -8.646 1.878 -1.081 H28 J67 48 J67 H29 H29 H 0 1 N N N 15.764 14.051 36.127 -9.011 -0.493 -1.625 H29 J67 49 J67 H30 H30 H 0 1 N N N 16.464 15.028 33.969 -7.178 -2.116 -1.388 H30 J67 50 J67 H31 H31 H 0 1 N N N 18.246 13.947 32.644 -4.965 -1.376 -0.613 H31 J67 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 J67 N2 O1 SING N N 1 J67 O1 HO1 SING N N 2 J67 C3 N2 DOUB N Z 3 J67 C4 C3 SING N N 4 J67 C32 C3 SING N N 5 J67 N6 C4 SING N N 6 J67 O5 C4 DOUB N N 7 J67 C7 N6 SING N N 8 J67 N6 C19 SING N N 9 J67 C7 C8 SING N N 10 J67 C7 H7 SING N N 11 J67 C7 H7A SING N N 12 J67 C18 C8 DOUB Y N 13 J67 C8 C9 SING Y N 14 J67 C9 C10 DOUB Y N 15 J67 C9 H9 SING N N 16 J67 C12 C10 SING Y N 17 J67 C10 F11 SING N N 18 J67 C13 C12 DOUB Y N 19 J67 C12 H12 SING N N 20 J67 C18 C13 SING Y N 21 J67 C14 C13 SING N N 22 J67 O15 C14 SING N N 23 J67 C14 H14 SING N N 24 J67 C14 H14A SING N N 25 J67 C16 O15 SING N N 26 J67 C16 O17 SING N N 27 J67 C16 H16 SING N N 28 J67 C16 H16A SING N N 29 J67 O17 C18 SING N N 30 J67 C20 C19 DOUB Y N 31 J67 C19 C32 SING Y N 32 J67 C20 C21 SING Y N 33 J67 C20 H20 SING N N 34 J67 C21 C22 DOUB Y N 35 J67 C21 H21 SING N N 36 J67 C22 C23 SING Y N 37 J67 C22 H22 SING N N 38 J67 C32 C23 DOUB Y E 39 J67 C23 C24 SING N N 40 J67 C24 C25 DOUB N N 41 J67 C24 H24 SING N N 42 J67 C25 C26 SING N N 43 J67 C25 H25 SING N N 44 J67 C31 C26 DOUB Y N 45 J67 C26 C27 SING Y N 46 J67 C27 C28 DOUB Y N 47 J67 C27 H27 SING N N 48 J67 C29 C28 SING Y N 49 J67 C28 H28 SING N N 50 J67 C30 C29 DOUB Y N 51 J67 C29 H29 SING N N 52 J67 C31 C30 SING Y N 53 J67 C30 H30 SING N N 54 J67 C31 H31 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 J67 SMILES ACDLabs 10.04 "O=C3C(=N\O)/c2c(\C=C\c1ccccc1)cccc2N3Cc5cc(F)cc4c5OCOC4" J67 SMILES_CANONICAL CACTVS 3.341 "O\N=C1/C(=O)N(Cc2cc(F)cc3COCOc23)c4cccc(\C=C\c5ccccc5)c14" J67 SMILES CACTVS 3.341 "ON=C1C(=O)N(Cc2cc(F)cc3COCOc23)c4cccc(C=Cc5ccccc5)c14" J67 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)\C=C\c2cccc3c2/C(=N/O)/C(=O)N3Cc4cc(cc5c4OCOC5)F" J67 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C=Cc2cccc3c2C(=NO)C(=O)N3Cc4cc(cc5c4OCOC5)F" J67 InChI InChI 1.03 "InChI=1S/C25H19FN2O4/c26-20-11-18(24-19(12-20)14-31-15-32-24)13-28-21-8-4-7-17(22(21)23(27-30)25(28)29)10-9-16-5-2-1-3-6-16/h1-12,30H,13-15H2/b10-9+,27-23-" J67 InChIKey InChI 1.03 DDHASJXGNUWZTM-ZLEWNXFRSA-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 J67 "SYSTEMATIC NAME" ACDLabs 10.04 "(3Z)-1-[(6-fluoro-4H-1,3-benzodioxin-8-yl)methyl]-4-[(E)-2-phenylethenyl]-1H-indole-2,3-dione 3-oxime" J67 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3Z)-1-[(6-fluoro-4H-1,3-benzodioxin-8-yl)methyl]-3-hydroxyimino-4-[(E)-2-phenylethenyl]indol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site J67 "Create component" 2009-02-16 RCSB J67 "Modify aromatic_flag" 2011-06-04 RCSB J67 "Modify descriptor" 2011-06-04 RCSB #