data_O73 # _chem_comp.id O73 _chem_comp.name "5-[(4-aminobutyl)amino]-1,2-dimethyl-3-[(4-nitrophenoxy)methyl]-1H-indole-4,7-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-06 _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 412.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O73 _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 3O73 _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 O73 C1 C1 C 0 1 Y N N 31.460 13.521 17.366 5.211 1.414 -1.368 C1 O73 1 O73 C2 C2 C 0 1 Y N N 30.268 13.965 16.788 4.103 0.598 -1.489 C2 O73 2 O73 C3 C3 C 0 1 Y N N 29.447 14.878 17.468 3.476 0.108 -0.352 C3 O73 3 O73 C4 C4 C 0 1 Y N N 29.818 15.335 18.742 3.964 0.439 0.903 C4 O73 4 O73 C5 C5 C 0 1 Y N N 31.012 14.893 19.313 5.073 1.255 1.019 C5 O73 5 O73 C6 C6 C 0 1 Y N N 31.840 13.985 18.632 5.695 1.742 -0.115 C6 O73 6 O73 N7 N7 N 1 1 N N N 33.044 13.520 19.208 6.883 2.616 0.012 N7 O73 7 O73 O8 O8 O 0 1 N N N 33.603 14.121 20.128 7.433 3.045 -0.987 O8 O73 8 O73 O9 O9 O -1 1 N N N 33.543 12.480 18.793 7.311 2.906 1.115 O9 O73 9 O73 O10 O10 O 0 1 N N N 28.270 15.286 16.868 2.385 -0.694 -0.469 O10 O73 10 O73 C11 C11 C 0 1 N N N 27.801 16.643 16.768 1.791 -1.162 0.744 C11 O73 11 O73 C12 C12 C 0 1 Y N N 26.551 16.646 15.914 0.603 -2.030 0.419 C12 O73 12 O73 C13 C13 C 0 1 Y N N 25.549 17.719 15.578 0.619 -3.372 0.226 C13 O73 13 O73 N14 N14 N 0 1 Y N N 24.594 17.235 14.745 -0.640 -3.796 -0.046 N14 O73 14 O73 C15 C15 C 0 1 Y N N 24.874 15.941 14.502 -1.486 -2.725 -0.031 C15 O73 15 O73 C16 C16 C 0 1 Y N N 26.080 15.475 15.186 -0.729 -1.599 0.266 C16 O73 16 O73 C17 C17 C 0 1 N N N 24.142 15.005 13.645 -2.936 -2.589 -0.252 C17 O73 17 O73 C18 C18 C 0 1 N N N 24.579 13.686 13.513 -3.574 -1.273 -0.166 C18 O73 18 O73 C19 C19 C 0 1 N N N 25.729 13.193 14.159 -2.847 -0.170 0.116 C19 O73 19 O73 C20 C20 C 0 1 N N N 26.530 14.075 15.015 -1.384 -0.280 0.358 C20 O73 20 O73 C21 C21 C 0 1 N N N 25.573 19.152 16.040 1.841 -4.251 0.300 C21 O73 21 O73 C22 C22 C 0 1 N N N 23.433 18.031 14.220 -1.030 -5.182 -0.314 C22 O73 22 O73 O23 O23 O 0 1 N N N 23.117 15.407 13.068 -3.605 -3.573 -0.507 O23 O73 23 O73 O24 O24 O 0 1 N N N 27.555 13.623 15.585 -0.731 0.711 0.613 O24 O73 24 O73 N25 N25 N 0 1 N N N 26.122 11.896 13.990 -3.466 1.060 0.192 N25 O73 25 O73 C26 C26 C 0 1 N N N 25.297 11.134 13.034 -4.909 1.169 -0.033 C26 O73 26 O73 C27 C27 C 0 1 N N N 25.681 9.723 12.532 -5.338 2.631 0.108 C27 O73 27 O73 C28 C28 C 0 1 N N N 24.404 9.155 11.858 -6.845 2.745 -0.127 C28 O73 28 O73 C29 C29 C 0 1 N N N 24.415 7.832 11.060 -7.275 4.207 0.014 C29 O73 29 O73 N30 N30 N 0 1 N N N 25.108 6.644 11.605 -8.722 4.316 -0.212 N30 O73 30 O73 H1 H1 H 0 1 N N N 32.088 12.820 16.837 5.702 1.792 -2.252 H1 O73 31 O73 H2 H2 H 0 1 N N N 29.977 13.604 15.813 3.724 0.342 -2.468 H2 O73 32 O73 H4 H4 H 0 1 N N N 29.183 16.025 19.278 3.477 0.059 1.790 H4 O73 33 O73 H5 H5 H 0 1 N N N 31.303 15.253 20.289 5.453 1.513 1.996 H5 O73 34 O73 H11 H11 H 0 1 N N N 27.572 17.036 17.770 2.522 -1.742 1.307 H11 O73 35 O73 H11A H11A H 0 0 N N N 28.574 17.274 16.304 1.465 -0.310 1.341 H11A O73 36 O73 H18 H18 H 0 1 N N N 24.010 13.014 12.888 -4.638 -1.184 -0.331 H18 O73 37 O73 H21 H21 H 0 1 N N N 26.151 19.758 15.327 1.968 -4.610 1.322 H21 O73 38 O73 H21A H21A H 0 0 N N N 24.544 19.536 16.097 1.718 -5.101 -0.371 H21A O73 39 O73 H21B H21B H 0 0 N N N 26.041 19.209 17.034 2.720 -3.678 0.004 H21B O73 40 O73 H22 H22 H 0 1 N N N 22.816 17.395 13.568 -1.293 -5.673 0.623 H22 O73 41 O73 H22A H22A H 0 0 N N N 22.824 18.391 15.063 -1.888 -5.195 -0.985 H22A O73 42 O73 H22B H22B H 0 0 N N N 23.808 18.890 13.645 -0.197 -5.710 -0.780 H22B O73 43 O73 HN25 HN25 H 0 0 N N N 27.062 11.901 13.649 -2.945 1.853 0.395 HN25 O73 44 O73 H26 H26 H 0 1 N N N 24.323 11.009 13.529 -5.148 0.816 -1.036 H26 O73 45 O73 H26A H26A H 0 0 N N N 25.250 11.759 12.130 -5.438 0.562 0.701 H26A O73 46 O73 H27 H27 H 0 1 N N N 26.510 9.778 11.811 -5.099 2.984 1.111 H27 O73 47 O73 H27A H27A H 0 0 N N N 25.997 9.084 13.370 -4.809 3.238 -0.627 H27A O73 48 O73 H28 H28 H 0 1 N N N 23.686 8.998 12.676 -7.084 2.392 -1.130 H28 O73 49 O73 H28A H28A H 0 0 N N N 24.083 9.926 11.142 -7.375 2.138 0.607 H28A O73 50 O73 H29 H29 H 0 1 N N N 23.361 7.541 10.938 -7.036 4.560 1.017 H29 O73 51 O73 H29A H29A H 0 0 N N N 24.905 8.058 10.102 -6.745 4.814 -0.721 H29A O73 52 O73 HN30 HN30 H 0 0 N N N 25.017 5.881 10.965 -9.233 3.713 0.415 HN30 O73 53 O73 HN3A HN3A H 0 0 N N N 26.077 6.855 11.737 -9.030 5.273 -0.124 HN3A O73 54 # 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 O73 C1 C2 DOUB Y N 1 O73 C1 C6 SING Y N 2 O73 C1 H1 SING N N 3 O73 C2 C3 SING Y N 4 O73 C2 H2 SING N N 5 O73 C3 C4 DOUB Y N 6 O73 C3 O10 SING N N 7 O73 C4 C5 SING Y N 8 O73 C4 H4 SING N N 9 O73 C5 C6 DOUB Y N 10 O73 C5 H5 SING N N 11 O73 C6 N7 SING N N 12 O73 N7 O8 DOUB N N 13 O73 N7 O9 SING N N 14 O73 O10 C11 SING N N 15 O73 C11 C12 SING N N 16 O73 C11 H11 SING N N 17 O73 C11 H11A SING N N 18 O73 C12 C13 DOUB Y N 19 O73 C12 C16 SING Y N 20 O73 C13 N14 SING Y N 21 O73 C13 C21 SING N N 22 O73 N14 C15 SING Y N 23 O73 N14 C22 SING N N 24 O73 C15 C16 DOUB Y N 25 O73 C15 C17 SING N N 26 O73 C16 C20 SING N N 27 O73 C17 C18 SING N N 28 O73 C17 O23 DOUB N N 29 O73 C18 C19 DOUB N N 30 O73 C18 H18 SING N N 31 O73 C19 C20 SING N N 32 O73 C19 N25 SING N N 33 O73 C20 O24 DOUB N N 34 O73 C21 H21 SING N N 35 O73 C21 H21A SING N N 36 O73 C21 H21B SING N N 37 O73 C22 H22 SING N N 38 O73 C22 H22A SING N N 39 O73 C22 H22B SING N N 40 O73 N25 C26 SING N N 41 O73 N25 HN25 SING N N 42 O73 C26 C27 SING N N 43 O73 C26 H26 SING N N 44 O73 C26 H26A SING N N 45 O73 C27 C28 SING N N 46 O73 C27 H27 SING N N 47 O73 C27 H27A SING N N 48 O73 C28 C29 SING N N 49 O73 C28 H28 SING N N 50 O73 C28 H28A SING N N 51 O73 C29 N30 SING N N 52 O73 C29 H29 SING N N 53 O73 C29 H29A SING N N 54 O73 N30 HN30 SING N N 55 O73 N30 HN3A SING N N 56 # 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 O73 SMILES ACDLabs 12.01 "[O-][N+](=O)c3ccc(OCc1c(n(c2c1C(=O)C(=CC2=O)NCCCCN)C)C)cc3" O73 SMILES_CANONICAL CACTVS 3.370 "Cn1c(C)c(COc2ccc(cc2)[N+]([O-])=O)c3C(=O)C(=CC(=O)c13)NCCCCN" O73 SMILES CACTVS 3.370 "Cn1c(C)c(COc2ccc(cc2)[N+]([O-])=O)c3C(=O)C(=CC(=O)c13)NCCCCN" O73 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(c2c(n1C)C(=O)C=C(C2=O)NCCCCN)COc3ccc(cc3)[N+](=O)[O-]" O73 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(c2c(n1C)C(=O)C=C(C2=O)NCCCCN)COc3ccc(cc3)[N+](=O)[O-]" O73 InChI InChI 1.03 "InChI=1S/C21H24N4O5/c1-13-16(12-30-15-7-5-14(6-8-15)25(28)29)19-20(24(13)2)18(26)11-17(21(19)27)23-10-4-3-9-22/h5-8,11,23H,3-4,9-10,12,22H2,1-2H3" O73 InChIKey InChI 1.03 VZTIVOFFCAESGN-UHFFFAOYSA-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 O73 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(4-aminobutyl)amino]-1,2-dimethyl-3-[(4-nitrophenoxy)methyl]-1H-indole-4,7-dione" O73 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-(4-azanylbutylamino)-1,2-dimethyl-3-[(4-nitrophenoxy)methyl]indole-4,7-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O73 "Create component" 2010-08-06 RCSB O73 "Modify descriptor" 2011-06-04 RCSB #