data_X4B # _chem_comp.id X4B _chem_comp.name "4-chloro-5-nitro-2-[(pyridin-3-ylmethyl)amino]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H11 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-02 _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 306.704 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X4B _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 3QX4 _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 X4B N01 N01 N 0 1 N N N 39.857 81.154 -51.045 0.757 3.788 -0.070 N01 X4B 1 X4B N02 N02 N 0 1 N N N 37.267 81.704 -47.914 -1.304 0.144 0.045 N02 X4B 2 X4B N03 N03 N 0 1 Y N N 35.392 83.172 -43.761 -5.517 -0.331 -1.172 N03 X4B 3 X4B N04 N04 N 1 1 N N N 42.393 79.959 -46.932 4.343 0.102 -0.014 N04 X4B 4 X4B C05 C05 C 0 1 Y N N 40.791 80.804 -48.429 2.194 1.325 0.020 C05 X4B 5 X4B C06 C06 C 0 1 Y N N 39.464 81.267 -48.712 0.797 1.346 0.033 C06 X4B 6 X4B C07 C07 C 0 1 Y N N 38.482 81.289 -47.667 0.085 0.136 0.032 C07 X4B 7 X4B C08 C08 C 0 1 Y N N 38.865 80.854 -46.351 0.776 -1.068 0.018 C08 X4B 8 X4B C09 C09 C 0 1 Y N N 40.186 80.403 -46.072 2.158 -1.073 0.006 C09 X4B 9 X4B C10 C10 C 0 1 Y N N 41.175 80.366 -47.125 2.864 0.121 0.006 C10 X4B 10 X4B C11 C11 C 0 1 N N N 39.171 81.685 -49.988 0.075 2.631 0.048 C11 X4B 11 X4B C12 C12 C 0 1 N N N 36.091 81.370 -47.061 -2.044 -1.114 -0.079 C12 X4B 12 X4B C13 C13 C 0 1 Y N N 35.829 82.481 -46.071 -3.524 -0.832 -0.036 C13 X4B 13 X4B C14 C14 C 0 1 Y N N 35.635 82.198 -44.704 -4.222 -0.578 -1.202 C14 X4B 14 X4B C15 C15 C 0 1 Y N N 35.338 84.483 -44.185 -6.195 -0.316 -0.041 C15 X4B 15 X4B C16 C16 C 0 1 Y N N 35.521 84.866 -45.525 -5.564 -0.561 1.164 C16 X4B 16 X4B C17 C17 C 0 1 Y N N 35.770 83.842 -46.476 -4.203 -0.825 1.173 C17 X4B 17 X4B O18 O18 O 0 1 N N N 38.325 82.547 -50.191 -1.135 2.647 0.168 O18 X4B 18 X4B O19 O19 O -1 1 N N N 43.365 80.393 -47.697 4.938 -0.961 -0.026 O19 X4B 19 X4B O20 O20 O 0 1 N N N 42.694 79.086 -46.000 4.966 1.148 -0.018 O20 X4B 20 X4B CL21 CL21 CL 0 0 N N N 40.546 79.923 -44.461 3.015 -2.582 -0.011 CL21 X4B 21 X4B H101 H101 H 0 0 N N N 39.666 81.470 -51.974 1.722 3.775 -0.166 H101 X4B 22 X4B H201 H201 H 0 0 N N N 40.550 80.450 -50.889 0.281 4.633 -0.064 H201 X4B 23 X4B HN02 HN02 H 0 0 N N N 37.326 82.702 -47.895 -1.783 0.982 0.137 HN02 X4B 24 X4B H05 H05 H 0 1 N N N 41.521 80.786 -49.225 2.749 2.252 0.016 H05 X4B 25 X4B H08 H08 H 0 1 N N N 38.134 80.870 -45.556 0.233 -2.002 0.017 H08 X4B 26 X4B H112 H112 H 0 0 N N N 35.206 81.239 -47.701 -1.793 -1.592 -1.025 H112 X4B 27 X4B H212 H212 H 0 0 N N N 36.295 80.438 -46.513 -1.777 -1.776 0.745 H212 X4B 28 X4B H14 H14 H 0 1 N N N 35.679 81.169 -44.381 -3.701 -0.583 -2.147 H14 X4B 29 X4B H15 H15 H 0 1 N N N 35.146 85.253 -43.452 -7.255 -0.110 -0.056 H15 X4B 30 X4B H16 H16 H 0 1 N N N 35.474 85.904 -45.821 -6.124 -0.547 2.088 H16 X4B 31 X4B H17 H17 H 0 1 N N N 35.916 84.099 -47.515 -3.683 -1.021 2.100 H17 X4B 32 # 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 X4B N01 C11 SING N N 1 X4B N01 H101 SING N N 2 X4B N01 H201 SING N N 3 X4B N02 C07 SING N N 4 X4B N02 C12 SING N N 5 X4B N02 HN02 SING N N 6 X4B N04 O20 DOUB N N 7 X4B C05 C10 SING Y N 8 X4B C05 H05 SING N N 9 X4B C06 C05 DOUB Y N 10 X4B C06 C07 SING Y N 11 X4B C07 C08 DOUB Y N 12 X4B C08 C09 SING Y N 13 X4B C08 H08 SING N N 14 X4B C09 CL21 SING N N 15 X4B C10 N04 SING N N 16 X4B C10 C09 DOUB Y N 17 X4B C11 C06 SING N N 18 X4B C12 C13 SING N N 19 X4B C12 H112 SING N N 20 X4B C12 H212 SING N N 21 X4B C13 C14 SING Y N 22 X4B C14 N03 DOUB Y N 23 X4B C14 H14 SING N N 24 X4B C15 N03 SING Y N 25 X4B C15 H15 SING N N 26 X4B C16 C15 DOUB Y N 27 X4B C16 H16 SING N N 28 X4B C17 C13 DOUB Y N 29 X4B C17 C16 SING Y N 30 X4B C17 H17 SING N N 31 X4B O18 C11 DOUB N N 32 X4B O19 N04 SING N N 33 # 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 X4B SMILES ACDLabs 12.01 "[O-][N+](=O)c2c(Cl)cc(NCc1cccnc1)c(C(=O)N)c2" X4B SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1cc(c(Cl)cc1NCc2cccnc2)[N+]([O-])=O" X4B SMILES CACTVS 3.370 "NC(=O)c1cc(c(Cl)cc1NCc2cccnc2)[N+]([O-])=O" X4B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cnc1)CNc2cc(c(cc2C(=O)N)[N+](=O)[O-])Cl" X4B SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cnc1)CNc2cc(c(cc2C(=O)N)[N+](=O)[O-])Cl" X4B InChI InChI 1.03 "InChI=1S/C13H11ClN4O3/c14-10-5-11(17-7-8-2-1-3-16-6-8)9(13(15)19)4-12(10)18(20)21/h1-6,17H,7H2,(H2,15,19)" X4B InChIKey InChI 1.03 JDBYILINKOTBAJ-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 X4B "SYSTEMATIC NAME" ACDLabs 12.01 "4-chloro-5-nitro-2-[(pyridin-3-ylmethyl)amino]benzamide" X4B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-chloro-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 X4B "Create component" 2011-03-02 RCSB X4B "Modify descriptor" 2011-06-04 RCSB #