data_5HK # _chem_comp.id 5HK _chem_comp.name "2-[3-(3-methoxy-4-nitrophenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-yl]-N,N-dimethylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-06 _chem_comp.pdbx_modified_date 2012-08-17 _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 446.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5HK _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 4FTR _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 5HK O5 O5 O 0 1 N N N 24.818 -5.737 7.767 6.826 0.678 0.843 O5 5HK 1 5HK C17 C17 C 0 1 N N N 23.820 -5.348 7.175 6.938 1.031 -0.312 C17 5HK 2 5HK N3 N3 N 0 1 N N N 23.333 -6.005 6.105 8.153 1.334 -0.809 N3 5HK 3 5HK C19 C19 C 0 1 N N N 23.841 -7.321 5.709 9.338 1.243 0.048 C19 5HK 4 5HK C18 C18 C 0 1 N N N 22.229 -5.507 5.281 8.289 1.755 -2.205 C18 5HK 5 5HK C16 C16 C 0 1 N N N 23.110 -4.084 7.627 5.719 1.125 -1.192 C16 5HK 6 5HK C15 C15 C 0 1 Y N N 21.836 -4.373 8.394 4.497 0.729 -0.403 C15 5HK 7 5HK C14 C14 C 0 1 Y N N 20.729 -3.544 8.261 4.096 -0.592 -0.372 C14 5HK 8 5HK C20 C20 C 0 1 Y N N 21.763 -5.438 9.285 3.785 1.689 0.291 C20 5HK 9 5HK C21 C21 C 0 1 Y N N 20.629 -5.655 10.050 2.655 1.330 1.002 C21 5HK 10 5HK C22 C22 C 0 1 Y N N 19.535 -4.802 9.936 2.239 0.006 1.028 C22 5HK 11 5HK C13 C13 C 0 1 Y N N 19.564 -3.760 9.001 2.973 -0.967 0.357 C13 5HK 12 5HK N2 N2 N 0 1 N N N 18.474 -2.890 8.796 2.639 -2.318 0.438 N2 5HK 13 5HK C12 C12 C 0 1 N N N 17.171 -2.806 9.137 1.426 -2.845 0.420 C12 5HK 14 5HK O4 O4 O 0 1 N N N 16.518 -1.797 8.871 1.347 -4.057 0.486 O4 5HK 15 5HK N4 N4 N 0 1 N N N 18.512 -4.910 10.897 1.066 -0.330 1.717 N4 5HK 16 5HK C23 C23 C 0 1 Y N N 17.128 -4.900 10.644 0.002 -0.880 1.013 C23 5HK 17 5HK C11 C11 C 0 1 Y N N 16.495 -3.966 9.802 0.167 -2.098 0.326 C11 5HK 18 5HK C10 C10 C 0 1 Y N N 15.116 -4.059 9.628 -0.887 -2.605 -0.444 C10 5HK 19 5HK C9 C9 C 0 1 Y N N 14.373 -5.010 10.302 -2.088 -1.938 -0.495 C9 5HK 20 5HK C24 C24 C 0 1 Y N N 16.363 -5.859 11.297 -1.218 -0.222 0.982 C24 5HK 21 5HK C8 C8 C 0 1 Y N N 14.978 -5.923 11.164 -2.267 -0.754 0.223 C8 5HK 22 5HK C4 C4 C 0 1 Y N N 14.175 -6.777 12.093 -3.573 -0.054 0.185 C4 5HK 23 5HK C5 C5 C 0 1 Y N N 12.858 -6.440 12.416 -4.624 -0.576 -0.566 C5 5HK 24 5HK C6 C6 C 0 1 Y N N 12.043 -7.277 13.168 -5.842 0.083 -0.597 C6 5HK 25 5HK O3 O3 O 0 1 N N N 10.765 -6.959 13.558 -6.870 -0.423 -1.329 O3 5HK 26 5HK C7 C7 C 0 1 N N N 10.241 -5.685 13.189 -6.623 -1.637 -2.041 C7 5HK 27 5HK C3 C3 C 0 1 Y N N 14.663 -8.012 12.533 -3.756 1.126 0.906 C3 5HK 28 5HK C2 C2 C 0 1 Y N N 13.872 -8.880 13.259 -4.973 1.775 0.869 C2 5HK 29 5HK C1 C1 C 0 1 Y N N 12.577 -8.516 13.585 -6.014 1.260 0.119 C1 5HK 30 5HK N1 N1 N 1 1 N N N 11.816 -9.468 14.402 -7.317 1.962 0.084 N1 5HK 31 5HK O1 O1 O 0 1 N N N 12.427 -10.189 15.176 -7.469 2.994 0.711 O1 5HK 32 5HK O2 O2 O -1 1 N N N 10.607 -9.528 14.252 -8.236 1.507 -0.573 O2 5HK 33 5HK H191 H191 H 0 0 N N N 23.304 -7.668 4.814 9.042 0.917 1.044 H191 5HK 34 5HK H193 H193 H 0 0 N N N 24.916 -7.247 5.486 10.039 0.524 -0.377 H193 5HK 35 5HK H192 H192 H 0 0 N N N 23.685 -8.036 6.530 9.816 2.221 0.113 H192 5HK 36 5HK H182 H182 H 0 0 N N N 22.022 -6.224 4.473 8.194 2.839 -2.269 H182 5HK 37 5HK H181 H181 H 0 0 N N N 21.331 -5.388 5.905 9.266 1.454 -2.582 H181 5HK 38 5HK H183 H183 H 0 0 N N N 22.505 -4.535 4.847 7.508 1.286 -2.804 H183 5HK 39 5HK H9 H9 H 0 1 N N N 23.789 -3.511 8.276 5.605 2.149 -1.548 H9 5HK 40 5HK H8 H8 H 0 1 N N N 22.858 -3.485 6.739 5.833 0.455 -2.045 H8 5HK 41 5HK H7 H7 H 0 1 N N N 20.770 -2.715 7.571 4.657 -1.338 -0.917 H7 5HK 42 5HK H10 H10 H 0 1 N N N 22.605 -6.107 9.382 4.111 2.718 0.279 H10 5HK 43 5HK H11 H11 H 0 1 N N N 20.593 -6.488 10.737 2.095 2.081 1.539 H11 5HK 44 5HK H6 H6 H 0 1 N N N 18.745 -2.108 8.235 3.378 -2.941 0.516 H6 5HK 45 5HK H12 H12 H 0 1 N N N 18.796 -5.003 11.851 0.998 -0.180 2.673 H12 5HK 46 5HK H5 H5 H 0 1 N N N 14.619 -3.376 8.955 -0.756 -3.522 -0.999 H5 5HK 47 5HK H4 H4 H 0 1 N N N 13.303 -5.046 10.158 -2.897 -2.332 -1.093 H4 5HK 48 5HK H13 H13 H 0 1 N N N 16.860 -6.580 11.930 -1.352 0.693 1.539 H13 5HK 49 5HK H3 H3 H 0 1 N N N 12.460 -5.498 12.070 -4.489 -1.491 -1.123 H3 5HK 50 5HK H71 H71 H 0 1 N N N 9.215 -5.584 13.574 -5.807 -1.485 -2.748 H71 5HK 51 5HK H72 H72 H 0 1 N N N 10.872 -4.892 13.616 -6.351 -2.423 -1.336 H72 5HK 52 5HK H73 H73 H 0 1 N N N 10.232 -5.596 12.093 -7.523 -1.930 -2.582 H73 5HK 53 5HK H2 H2 H 0 1 N N N 15.680 -8.292 12.300 -2.945 1.531 1.493 H2 5HK 54 5HK H1 H1 H 0 1 N N N 14.262 -9.838 13.571 -5.113 2.689 1.428 H1 5HK 55 # 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 5HK C17 C16 SING N N 1 5HK C17 O5 DOUB N N 2 5HK N3 C17 SING N N 3 5HK C19 N3 SING N N 4 5HK C19 H191 SING N N 5 5HK C19 H193 SING N N 6 5HK C19 H192 SING N N 7 5HK C18 N3 SING N N 8 5HK C18 H182 SING N N 9 5HK C18 H181 SING N N 10 5HK C18 H183 SING N N 11 5HK C16 C15 SING N N 12 5HK C16 H9 SING N N 13 5HK C16 H8 SING N N 14 5HK C15 C20 SING Y N 15 5HK C14 C15 DOUB Y N 16 5HK C14 C13 SING Y N 17 5HK C14 H7 SING N N 18 5HK C20 C21 DOUB Y N 19 5HK C20 H10 SING N N 20 5HK C21 H11 SING N N 21 5HK C22 C21 SING Y N 22 5HK C22 N4 SING N N 23 5HK C13 C22 DOUB Y N 24 5HK N2 C13 SING N N 25 5HK N2 C12 SING N N 26 5HK N2 H6 SING N N 27 5HK C12 C11 SING N N 28 5HK O4 C12 DOUB N N 29 5HK N4 H12 SING N N 30 5HK C23 N4 SING N N 31 5HK C23 C24 DOUB Y N 32 5HK C11 C23 SING Y N 33 5HK C10 C11 DOUB Y N 34 5HK C10 C9 SING Y N 35 5HK C10 H5 SING N N 36 5HK C9 C8 DOUB Y N 37 5HK C9 H4 SING N N 38 5HK C24 H13 SING N N 39 5HK C8 C24 SING Y N 40 5HK C8 C4 SING N N 41 5HK C4 C5 DOUB Y N 42 5HK C4 C3 SING Y N 43 5HK C5 C6 SING Y N 44 5HK C5 H3 SING N N 45 5HK C6 O3 SING N N 46 5HK C6 C1 DOUB Y N 47 5HK C7 O3 SING N N 48 5HK C7 H71 SING N N 49 5HK C7 H72 SING N N 50 5HK C7 H73 SING N N 51 5HK C3 C2 DOUB Y N 52 5HK C3 H2 SING N N 53 5HK C2 C1 SING Y N 54 5HK C2 H1 SING N N 55 5HK C1 N1 SING N N 56 5HK N1 O1 DOUB N N 57 5HK O2 N1 SING N N 58 # 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 5HK SMILES ACDLabs 12.01 "[O-][N+](=O)c1ccc(cc1OC)c4cc3Nc2c(cc(cc2)CC(=O)N(C)C)NC(=O)c3cc4" 5HK InChI InChI 1.03 "InChI=1S/C24H22N4O5/c1-27(2)23(29)11-14-4-8-18-20(10-14)26-24(30)17-7-5-15(12-19(17)25-18)16-6-9-21(28(31)32)22(13-16)33-3/h4-10,12-13,25H,11H2,1-3H3,(H,26,30)" 5HK InChIKey InChI 1.03 FDMSWGUJFDPKLS-UHFFFAOYSA-N 5HK SMILES_CANONICAL CACTVS 3.370 "COc1cc(ccc1[N+]([O-])=O)c2ccc3C(=O)Nc4cc(CC(=O)N(C)C)ccc4Nc3c2" 5HK SMILES CACTVS 3.370 "COc1cc(ccc1[N+]([O-])=O)c2ccc3C(=O)Nc4cc(CC(=O)N(C)C)ccc4Nc3c2" 5HK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN(C)C(=O)Cc1ccc2c(c1)NC(=O)c3ccc(cc3N2)c4ccc(c(c4)OC)[N+](=O)[O-]" 5HK SMILES "OpenEye OEToolkits" 1.7.6 "CN(C)C(=O)Cc1ccc2c(c1)NC(=O)c3ccc(cc3N2)c4ccc(c(c4)OC)[N+](=O)[O-]" # 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 5HK "SYSTEMATIC NAME" ACDLabs 12.01 "2-[3-(3-methoxy-4-nitrophenyl)-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-yl]-N,N-dimethylacetamide" 5HK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[9-(3-methoxy-4-nitro-phenyl)-6-oxidanylidene-5,11-dihydrobenzo[b][1,4]benzodiazepin-3-yl]-N,N-dimethyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5HK "Create component" 2012-07-06 RCSB #