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 
# 
