data_22Z # _chem_comp.id 22Z _chem_comp.name "4-(hexylamino)-5-nitro-2-[(pyridin-3-ylmethyl)amino]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-27 _chem_comp.pdbx_modified_date 2012-08-03 _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 371.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 22Z _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 3ROY _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 22Z N01 N01 N 0 1 N N N -64.262 -10.178 24.066 2.334 0.200 0.050 N01 22Z 1 22Z N02 N02 N 0 1 N N N -66.939 -9.837 20.952 3.457 -3.834 0.030 N02 22Z 2 22Z N03 N03 N 0 1 Y N N -62.695 -13.290 26.553 4.957 3.539 -1.145 N03 22Z 3 22Z N04 N04 N 0 1 N N N -67.363 -8.071 26.978 -2.314 -1.042 0.080 N04 22Z 4 22Z N05 N05 N 1 1 N N N -69.277 -8.172 25.004 -1.668 -3.789 -0.019 N05 22Z 5 22Z C06 C06 C 0 1 Y N N -67.771 -9.218 23.553 0.700 -3.115 -0.032 C06 22Z 6 22Z C07 C07 C 0 1 Y N N -66.473 -9.747 23.286 1.701 -2.138 -0.016 C07 22Z 7 22Z C08 C08 C 0 1 Y N N -65.454 -9.695 24.310 1.347 -0.778 0.033 C08 22Z 8 22Z C09 C09 C 0 1 Y N N -65.787 -9.108 25.588 0.009 -0.419 0.065 C09 22Z 9 22Z C10 C10 C 0 1 Y N N -67.095 -8.586 25.837 -0.971 -1.403 0.048 C10 22Z 10 22Z C11 C11 C 0 1 Y N N -68.097 -8.639 24.811 -0.615 -2.749 -0.001 C11 22Z 11 22Z C12 C12 C 0 1 N N N -66.235 -10.293 22.039 3.118 -2.532 -0.049 C12 22Z 12 22Z C13 C13 C 0 1 N N N -63.040 -9.874 24.861 1.964 1.614 -0.045 C13 22Z 13 22Z C14 C14 C 0 1 Y N N -62.833 -10.924 25.920 3.209 2.462 -0.004 C14 22Z 14 22Z C15 C15 C 0 1 Y N N -62.874 -12.301 25.610 3.867 2.797 -1.173 C15 22Z 15 22Z C16 C16 C 0 1 Y N N -62.465 -12.899 27.858 5.460 3.989 -0.012 C16 22Z 16 22Z C17 C17 C 0 1 Y N N -62.407 -11.551 28.262 4.858 3.695 1.196 C17 22Z 17 22Z C18 C18 C 0 1 Y N N -62.596 -10.554 27.272 3.710 2.917 1.207 C18 22Z 18 22Z C19 C19 C 0 1 N N N -67.840 -8.912 28.091 -2.696 0.370 0.002 C19 22Z 19 22Z C20 C20 C 0 1 N N N -67.139 -8.493 29.388 -4.220 0.490 0.058 C20 22Z 20 22Z C21 C21 C 0 1 N N N -65.687 -8.978 29.374 -4.619 1.965 -0.024 C21 22Z 21 22Z C22 C22 C 0 1 N N N -64.942 -8.401 30.568 -6.143 2.085 0.032 C22 22Z 22 22Z C23 C23 C 0 1 N N N -63.811 -9.342 30.971 -6.542 3.560 -0.050 C23 22Z 23 22Z C24 C24 C 0 1 N N N -63.638 -9.304 32.486 -8.066 3.681 0.006 C24 22Z 24 22Z O25 O25 O 0 1 N N N -65.419 -11.176 21.887 3.983 -1.683 -0.147 O25 22Z 25 22Z O26 O26 O -1 1 N N N -69.457 -7.097 25.748 -1.504 -4.833 0.586 O26 22Z 26 22Z O27 O27 O 0 1 N N N -70.330 -8.734 24.441 -2.700 -3.600 -0.639 O27 22Z 27 22Z HN01 HN01 H 0 0 N N N -64.371 -11.169 24.140 3.267 -0.054 0.129 HN01 22Z 28 22Z HN02 HN02 H 0 0 N N N -66.776 -10.233 20.048 2.767 -4.511 0.108 HN02 22Z 29 22Z HN0A HN0A H 0 0 N N N -67.615 -9.109 21.064 4.391 -4.094 0.008 HN0A 22Z 30 22Z HN04 HN04 H 0 0 N N N -66.512 -7.653 27.296 -2.998 -1.726 0.154 HN04 22Z 31 22Z H06 H06 H 0 1 N N N -68.525 -9.258 22.781 0.967 -4.161 -0.074 H06 22Z 32 22Z H09 H09 H 0 1 N N N -65.038 -9.063 26.365 -0.271 0.623 0.103 H09 22Z 33 22Z H13 H13 H 0 1 N N N -62.167 -9.858 24.192 1.436 1.790 -0.982 H13 22Z 34 22Z H13A H13A H 0 0 N N N -63.156 -8.892 25.343 1.317 1.878 0.792 H13A 22Z 35 22Z H15 H15 H 0 1 N N N -63.054 -12.593 24.586 3.484 2.447 -2.120 H15 22Z 36 22Z H16 H16 H 0 1 N N N -62.323 -13.665 28.606 6.355 4.594 -0.029 H16 22Z 37 22Z H17 H17 H 0 1 N N N -62.224 -11.285 29.293 5.275 4.065 2.121 H17 22Z 38 22Z H18 H18 H 0 1 N N N -62.560 -9.510 27.546 3.217 2.671 2.136 H18 22Z 39 22Z H19 H19 H 0 1 N N N -68.927 -8.786 28.205 -2.258 0.912 0.840 H19 22Z 40 22Z H19A H19A H 0 0 N N N -67.613 -9.967 27.876 -2.332 0.793 -0.934 H19A 22Z 41 22Z H20 H20 H 0 1 N N N -67.156 -7.396 29.474 -4.658 -0.052 -0.781 H20 22Z 42 22Z H20A H20A H 0 0 N N N -67.664 -8.938 30.246 -4.584 0.067 0.994 H20A 22Z 43 22Z H21 H21 H 0 1 N N N -65.668 -10.077 29.428 -4.181 2.507 0.814 H21 22Z 44 22Z H21A H21A H 0 0 N N N -65.200 -8.647 28.445 -4.255 2.388 -0.960 H21A 22Z 45 22Z H22 H22 H 0 1 N N N -64.523 -7.420 30.298 -6.581 1.544 -0.807 H22 22Z 46 22Z H22A H22A H 0 0 N N N -65.638 -8.284 31.412 -6.507 1.662 0.968 H22A 22Z 47 22Z H23 H23 H 0 1 N N N -64.055 -10.367 30.655 -6.103 4.102 0.788 H23 22Z 48 22Z H23A H23A H 0 0 N N N -62.877 -9.022 30.486 -6.178 3.984 -0.986 H23A 22Z 49 22Z H24 H24 H 0 1 N N N -62.823 -9.982 32.780 -8.430 3.257 0.942 H24 22Z 50 22Z H24A H24A H 0 0 N N N -63.394 -8.279 32.801 -8.350 4.731 -0.052 H24A 22Z 51 22Z H24B H24B H 0 0 N N N -64.573 -9.624 32.970 -8.504 3.139 -0.833 H24B 22Z 52 # 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 22Z N01 C08 SING N N 1 22Z N01 C13 SING N N 2 22Z N01 HN01 SING N N 3 22Z N02 C12 SING N N 4 22Z N02 HN02 SING N N 5 22Z N02 HN0A SING N N 6 22Z N03 C15 DOUB Y N 7 22Z N03 C16 SING Y N 8 22Z N04 C10 SING N N 9 22Z N04 C19 SING N N 10 22Z N04 HN04 SING N N 11 22Z N05 C11 SING N N 12 22Z N05 O26 SING N N 13 22Z N05 O27 DOUB N N 14 22Z C06 C07 DOUB Y N 15 22Z C06 C11 SING Y N 16 22Z C06 H06 SING N N 17 22Z C07 C08 SING Y N 18 22Z C07 C12 SING N N 19 22Z C08 C09 DOUB Y N 20 22Z C09 C10 SING Y N 21 22Z C09 H09 SING N N 22 22Z C10 C11 DOUB Y N 23 22Z C12 O25 DOUB N N 24 22Z C13 C14 SING N N 25 22Z C13 H13 SING N N 26 22Z C13 H13A SING N N 27 22Z C14 C15 SING Y N 28 22Z C14 C18 DOUB Y N 29 22Z C15 H15 SING N N 30 22Z C16 C17 DOUB Y N 31 22Z C16 H16 SING N N 32 22Z C17 C18 SING Y N 33 22Z C17 H17 SING N N 34 22Z C18 H18 SING N N 35 22Z C19 C20 SING N N 36 22Z C19 H19 SING N N 37 22Z C19 H19A SING N N 38 22Z C20 C21 SING N N 39 22Z C20 H20 SING N N 40 22Z C20 H20A SING N N 41 22Z C21 C22 SING N N 42 22Z C21 H21 SING N N 43 22Z C21 H21A SING N N 44 22Z C22 C23 SING N N 45 22Z C22 H22 SING N N 46 22Z C22 H22A SING N N 47 22Z C23 C24 SING N N 48 22Z C23 H23 SING N N 49 22Z C23 H23A SING N N 50 22Z C24 H24 SING N N 51 22Z C24 H24A SING N N 52 22Z C24 H24B SING N N 53 # 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 22Z SMILES ACDLabs 12.01 "[O-][N+](=O)c2c(NCCCCCC)cc(NCc1cccnc1)c(C(=O)N)c2" 22Z SMILES_CANONICAL CACTVS 3.370 "CCCCCCNc1cc(NCc2cccnc2)c(cc1[N+]([O-])=O)C(N)=O" 22Z SMILES CACTVS 3.370 "CCCCCCNc1cc(NCc2cccnc2)c(cc1[N+]([O-])=O)C(N)=O" 22Z SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCCCCCNc1cc(c(cc1[N+](=O)[O-])C(=O)N)NCc2cccnc2" 22Z SMILES "OpenEye OEToolkits" 1.7.2 "CCCCCCNc1cc(c(cc1[N+](=O)[O-])C(=O)N)NCc2cccnc2" 22Z InChI InChI 1.03 "InChI=1S/C19H25N5O3/c1-2-3-4-5-9-22-17-11-16(23-13-14-7-6-8-21-12-14)15(19(20)25)10-18(17)24(26)27/h6-8,10-12,22-23H,2-5,9,13H2,1H3,(H2,20,25)" 22Z InChIKey InChI 1.03 VYDLJENKOXKXDK-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 22Z "SYSTEMATIC NAME" ACDLabs 12.01 "4-(hexylamino)-5-nitro-2-[(pyridin-3-ylmethyl)amino]benzamide" 22Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-(hexylamino)-5-nitro-2-(pyridin-3-ylmethylamino)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 22Z "Create component" 2011-04-27 RCSB 22Z "Modify descriptor" 2011-06-04 RCSB #