data_2NL # _chem_comp.id 2NL _chem_comp.name "2-{3-[(4-chloropyridin-2-yl)amino]phenoxy}-N-methylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 Cl N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-17 _chem_comp.pdbx_modified_date 2014-09-05 _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 291.733 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2NL _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 4P72 _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 2NL C1 C1 C 0 1 N N N 46.985 24.383 26.372 -4.760 1.042 0.125 C1 2NL 1 2NL C2 C2 C 0 1 N N N 46.510 23.975 24.994 -3.962 -0.224 -0.052 C2 2NL 2 2NL C3 C3 C 0 1 Y N N 44.465 23.610 23.743 -1.718 -0.998 0.079 C3 2NL 3 2NL C7 C4 C 0 1 Y N N 44.185 22.698 21.540 0.513 -1.877 0.197 C7 2NL 4 2NL C8 C5 C 0 1 Y N N 45.018 23.185 22.545 -0.365 -0.808 0.313 C8 2NL 5 2NL C9 C6 C 0 1 Y N N 44.168 22.176 19.052 2.500 -0.513 0.036 C9 2NL 6 2NL C10 C7 C 0 1 Y N N 44.941 21.727 17.981 3.825 -0.281 0.386 C10 2NL 7 2NL C11 C8 C 0 1 Y N N 44.320 21.683 16.750 4.432 0.896 -0.019 C11 2NL 8 2NL C12 C9 C 0 1 Y N N 43.010 22.060 16.593 3.688 1.803 -0.764 C12 2NL 9 2NL C13 C10 C 0 1 Y N N 42.328 22.487 17.704 2.376 1.507 -1.075 C13 2NL 10 2NL CL CL1 CL 0 0 N N N 45.217 21.136 15.369 6.085 1.230 0.393 CL 2NL 11 2NL N2 N1 N 0 1 Y N N 42.878 22.553 18.923 1.826 0.375 -0.679 N2 2NL 12 2NL N1 N2 N 0 1 N N N 44.735 22.247 20.316 1.878 -1.691 0.436 N1 2NL 13 2NL C6 C11 C 0 1 Y N N 42.811 22.661 21.738 0.033 -3.133 -0.153 C6 2NL 14 2NL C5 C12 C 0 1 Y N N 42.273 23.108 22.928 -1.315 -3.317 -0.390 C5 2NL 15 2NL C4 C13 C 0 1 Y N N 43.092 23.594 23.931 -2.191 -2.255 -0.270 C4 2NL 16 2NL O1 O1 O 0 1 N N N 45.100 23.954 24.911 -2.581 0.045 0.197 O1 2NL 17 2NL O O2 O 0 1 N N N 46.171 24.650 27.264 -4.201 2.074 0.430 O 2NL 18 2NL N N3 N 0 1 N N N 48.303 24.431 26.547 -6.095 1.028 -0.060 N 2NL 19 2NL C C14 C 0 1 N N N 48.916 24.805 27.810 -6.871 2.260 0.106 C 2NL 20 2NL H1 H1 H 0 1 N N N 46.895 22.970 24.768 -4.317 -0.979 0.649 H1 2NL 21 2NL H2 H2 H 0 1 N N N 46.900 24.692 24.256 -4.082 -0.590 -1.072 H2 2NL 22 2NL H3 H3 H 0 1 N N N 46.086 23.231 22.392 0.005 0.169 0.584 H3 2NL 23 2NL H4 H4 H 0 1 N N N 45.971 21.430 18.109 4.374 -1.009 0.966 H4 2NL 24 2NL H5 H5 H 0 1 N N N 42.531 22.022 15.626 4.131 2.730 -1.095 H5 2NL 25 2NL H6 H6 H 0 1 N N N 41.296 22.785 17.590 1.794 2.209 -1.653 H6 2NL 26 2NL H7 H7 H 0 1 N N N 45.682 21.930 20.371 2.391 -2.384 0.882 H7 2NL 27 2NL H8 H8 H 0 1 N N N 42.163 22.283 20.961 0.715 -3.966 -0.244 H8 2NL 28 2NL H9 H9 H 0 1 N N N 41.204 23.078 23.077 -1.687 -4.294 -0.662 H9 2NL 29 2NL H10 H10 H 0 1 N N N 42.665 23.958 24.854 -3.246 -2.404 -0.447 H10 2NL 30 2NL H11 H11 H 0 1 N N N 48.897 24.200 25.776 -6.543 0.202 -0.303 H11 2NL 31 2NL H12 H12 H 0 1 N N N 50.011 24.772 27.711 -7.924 2.054 -0.083 H12 2NL 32 2NL H13 H13 H 0 1 N N N 48.603 25.824 28.082 -6.750 2.630 1.124 H13 2NL 33 2NL H14 H14 H 0 1 N N N 48.598 24.102 28.594 -6.515 3.011 -0.598 H14 2NL 34 # 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 2NL CL C11 SING N N 1 2NL C12 C11 DOUB Y N 2 2NL C12 C13 SING Y N 3 2NL C11 C10 SING Y N 4 2NL C13 N2 DOUB Y N 5 2NL C10 C9 DOUB Y N 6 2NL N2 C9 SING Y N 7 2NL C9 N1 SING N N 8 2NL N1 C7 SING N N 9 2NL C7 C6 DOUB Y N 10 2NL C7 C8 SING Y N 11 2NL C6 C5 SING Y N 12 2NL C8 C3 DOUB Y N 13 2NL C5 C4 DOUB Y N 14 2NL C3 C4 SING Y N 15 2NL C3 O1 SING N N 16 2NL O1 C2 SING N N 17 2NL C2 C1 SING N N 18 2NL C1 N SING N N 19 2NL C1 O DOUB N N 20 2NL N C SING N N 21 2NL C2 H1 SING N N 22 2NL C2 H2 SING N N 23 2NL C8 H3 SING N N 24 2NL C10 H4 SING N N 25 2NL C12 H5 SING N N 26 2NL C13 H6 SING N N 27 2NL N1 H7 SING N N 28 2NL C6 H8 SING N N 29 2NL C5 H9 SING N N 30 2NL C4 H10 SING N N 31 2NL N H11 SING N N 32 2NL C H12 SING N N 33 2NL C H13 SING N N 34 2NL C H14 SING N N 35 # 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 2NL SMILES ACDLabs 12.01 "O=C(NC)COc2cc(Nc1nccc(Cl)c1)ccc2" 2NL InChI InChI 1.03 "InChI=1S/C14H14ClN3O2/c1-16-14(19)9-20-12-4-2-3-11(8-12)18-13-7-10(15)5-6-17-13/h2-8H,9H2,1H3,(H,16,19)(H,17,18)" 2NL InChIKey InChI 1.03 CPVIJBMDWOGCHR-UHFFFAOYSA-N 2NL SMILES_CANONICAL CACTVS 3.385 "CNC(=O)COc1cccc(Nc2cc(Cl)ccn2)c1" 2NL SMILES CACTVS 3.385 "CNC(=O)COc1cccc(Nc2cc(Cl)ccn2)c1" 2NL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CNC(=O)COc1cccc(c1)Nc2cc(ccn2)Cl" 2NL SMILES "OpenEye OEToolkits" 1.9.2 "CNC(=O)COc1cccc(c1)Nc2cc(ccn2)Cl" # 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 2NL "SYSTEMATIC NAME" ACDLabs 12.01 "2-{3-[(4-chloropyridin-2-yl)amino]phenoxy}-N-methylacetamide" 2NL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[3-[(4-chloranylpyridin-2-yl)amino]phenoxy]-N-methyl-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 2NL "Create component" 2014-04-17 RCSB 2NL "Initial release" 2014-06-25 RCSB 2NL "Modify descriptor" 2014-09-05 RCSB #