data_9YY # _chem_comp.id 9YY _chem_comp.name "4-(benzylamino)-6-[(2-oxo-2,3-dihydro-1H-indol-5-yl)amino]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-27 _chem_comp.pdbx_modified_date 2017-10-06 _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 373.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9YY _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 5W84 _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 9YY C13 C1 C 0 1 Y N N 7.701 42.730 11.520 5.073 -1.383 0.109 C13 9YY 1 9YY C18 C2 C 0 1 Y N N 6.981 43.892 11.273 5.653 -1.707 -1.104 C18 9YY 2 9YY C17 C3 C 0 1 Y N N 7.342 45.088 11.872 7.026 -1.829 -1.203 C17 9YY 3 9YY C16 C4 C 0 1 Y N N 8.427 45.137 12.727 7.820 -1.625 -0.090 C16 9YY 4 9YY C15 C5 C 0 1 Y N N 9.151 43.988 12.980 7.241 -1.300 1.122 C15 9YY 5 9YY C19 C6 C 0 1 Y N N 11.524 42.839 8.002 -2.817 -0.633 0.369 C19 9YY 6 9YY C20 C7 C 0 1 Y N N 11.367 43.502 9.224 -3.778 -1.475 -0.179 C20 9YY 7 9YY C21 C8 C 0 1 Y N N 12.415 43.500 10.139 -5.100 -1.093 -0.186 C21 9YY 8 9YY C22 C9 C 0 1 Y N N 13.605 42.842 9.837 -5.492 0.128 0.349 C22 9YY 9 9YY C23 C10 C 0 1 Y N N 13.771 42.177 8.629 -4.525 0.969 0.897 C23 9YY 10 9YY C24 C11 C 0 1 Y N N 12.724 42.180 7.716 -3.200 0.589 0.906 C24 9YY 11 9YY C12 C12 C 0 1 N N N 7.322 41.417 10.881 3.576 -1.257 0.219 C12 9YY 12 9YY C1 C13 C 0 1 Y N N 6.449 42.059 7.249 1.451 1.836 -0.153 C1 9YY 13 9YY C2 C14 C 0 1 Y N N 7.135 42.418 6.093 0.092 2.151 -0.104 C2 9YY 14 9YY N3 N1 N 0 1 Y N N 8.447 42.658 6.035 -0.811 1.210 0.069 N3 9YY 15 9YY C4 C15 C 0 1 Y N N 9.148 42.547 7.165 -0.477 -0.069 0.205 C4 9YY 16 9YY C5 C16 C 0 1 Y N N 8.573 42.182 8.391 0.852 -0.470 0.168 C5 9YY 17 9YY C6 C17 C 0 1 Y N N 7.192 41.929 8.444 1.843 0.487 -0.013 C6 9YY 18 9YY N7 N2 N 0 1 N N N 6.566 41.559 9.644 3.181 0.127 -0.055 N7 9YY 19 9YY N8 N3 N 0 1 N N N 10.493 42.843 7.039 -1.471 -1.018 0.385 N8 9YY 20 9YY C9 C18 C 0 1 N N N 4.971 41.842 7.211 2.457 2.891 -0.353 C9 9YY 21 9YY N10 N4 N 0 1 N N N 4.466 41.144 6.195 2.083 4.186 -0.363 N10 9YY 22 9YY O11 O1 O 0 1 N N N 4.258 42.314 8.111 3.626 2.595 -0.510 O11 9YY 23 9YY C14 C19 C 0 1 Y N N 8.790 42.792 12.379 5.867 -1.180 1.222 C14 9YY 24 9YY C25 C20 C 0 1 N N N 12.553 44.111 11.501 -6.358 -1.759 -0.693 C25 9YY 25 9YY C26 C21 C 0 1 N N N 13.951 43.725 11.915 -7.456 -0.768 -0.372 C26 9YY 26 9YY N27 N5 N 0 1 N N N 14.496 42.988 10.896 -6.875 0.287 0.225 N27 9YY 27 9YY O28 O2 O 0 1 N N N 14.516 44.014 12.970 -8.638 -0.900 -0.609 O28 9YY 28 9YY H1 H1 H 0 1 N N N 6.131 43.863 10.607 5.032 -1.866 -1.973 H1 9YY 29 9YY H2 H2 H 0 1 N N N 6.774 45.984 11.670 7.479 -2.083 -2.150 H2 9YY 30 9YY H3 H3 H 0 1 N N N 8.707 46.069 13.195 8.893 -1.720 -0.167 H3 9YY 31 9YY H4 H4 H 0 1 N N N 10.000 44.021 13.647 7.861 -1.141 1.992 H4 9YY 32 9YY H5 H5 H 0 1 N N N 10.442 44.010 9.455 -3.487 -2.427 -0.599 H5 9YY 33 9YY H6 H6 H 0 1 N N N 14.696 41.667 8.404 -4.816 1.920 1.317 H6 9YY 34 9YY H7 H7 H 0 1 N N N 12.838 41.667 6.773 -2.456 1.245 1.334 H7 9YY 35 9YY H8 H8 H 0 1 N N N 6.711 40.847 11.597 3.101 -1.920 -0.505 H8 9YY 36 9YY H9 H9 H 0 1 N N N 8.245 40.860 10.661 3.260 -1.532 1.225 H9 9YY 37 9YY H10 H10 H 0 1 N N N 6.567 42.509 5.179 -0.222 3.179 -0.209 H10 9YY 38 9YY H11 H11 H 0 1 N N N 9.181 42.097 9.279 1.112 -1.512 0.279 H11 9YY 39 9YY H12 H12 H 0 1 N N N 5.863 42.248 9.820 3.855 0.791 -0.266 H12 9YY 40 9YY H13 H13 H 0 1 N N N 10.781 43.101 6.117 -1.235 -1.948 0.522 H13 9YY 41 9YY H14 H14 H 0 1 N N N 3.480 40.985 6.139 1.151 4.422 -0.238 H14 9YY 42 9YY H15 H15 H 0 1 N N N 5.073 40.779 5.488 2.746 4.881 -0.495 H15 9YY 43 9YY H16 H16 H 0 1 N N N 9.362 41.899 12.581 5.415 -0.927 2.169 H16 9YY 44 9YY H17 H17 H 0 1 N N N 12.444 45.205 11.455 -6.296 -1.925 -1.769 H17 9YY 45 9YY H18 H18 H 0 1 N N N 11.808 43.697 12.196 -6.529 -2.700 -0.170 H18 9YY 46 9YY H19 H19 H 0 1 N N N 15.419 42.603 10.912 -7.359 1.068 0.534 H19 9YY 47 # 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 9YY N3 C2 DOUB Y N 1 9YY N3 C4 SING Y N 2 9YY C2 C1 SING Y N 3 9YY N10 C9 SING N N 4 9YY N8 C4 SING N N 5 9YY N8 C19 SING N N 6 9YY C4 C5 DOUB Y N 7 9YY C9 C1 SING N N 8 9YY C9 O11 DOUB N N 9 9YY C1 C6 DOUB Y N 10 9YY C24 C19 DOUB Y N 11 9YY C24 C23 SING Y N 12 9YY C19 C20 SING Y N 13 9YY C5 C6 SING Y N 14 9YY C6 N7 SING N N 15 9YY C23 C22 DOUB Y N 16 9YY C20 C21 DOUB Y N 17 9YY N7 C12 SING N N 18 9YY C22 C21 SING Y N 19 9YY C22 N27 SING N N 20 9YY C21 C25 SING N N 21 9YY C12 C13 SING N N 22 9YY N27 C26 SING N N 23 9YY C18 C13 DOUB Y N 24 9YY C18 C17 SING Y N 25 9YY C25 C26 SING N N 26 9YY C13 C14 SING Y N 27 9YY C17 C16 DOUB Y N 28 9YY C26 O28 DOUB N N 29 9YY C14 C15 DOUB Y N 30 9YY C16 C15 SING Y N 31 9YY C18 H1 SING N N 32 9YY C17 H2 SING N N 33 9YY C16 H3 SING N N 34 9YY C15 H4 SING N N 35 9YY C20 H5 SING N N 36 9YY C23 H6 SING N N 37 9YY C24 H7 SING N N 38 9YY C12 H8 SING N N 39 9YY C12 H9 SING N N 40 9YY C2 H10 SING N N 41 9YY C5 H11 SING N N 42 9YY N7 H12 SING N N 43 9YY N8 H13 SING N N 44 9YY N10 H14 SING N N 45 9YY N10 H15 SING N N 46 9YY C14 H16 SING N N 47 9YY C25 H17 SING N N 48 9YY C25 H18 SING N N 49 9YY N27 H19 SING N N 50 # 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 9YY SMILES ACDLabs 12.01 "c1(ccccc1)CNc2c(cnc(c2)Nc4cc3CC(=O)Nc3cc4)C(=O)N" 9YY InChI InChI 1.03 "InChI=1S/C21H19N5O2/c22-21(28)16-12-24-19(10-18(16)23-11-13-4-2-1-3-5-13)25-15-6-7-17-14(8-15)9-20(27)26-17/h1-8,10,12H,9,11H2,(H2,22,28)(H,26,27)(H2,23,24,25)" 9YY InChIKey InChI 1.03 MSYMSSQHTUWZDQ-UHFFFAOYSA-N 9YY SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1cnc(Nc2ccc3NC(=O)Cc3c2)cc1NCc4ccccc4" 9YY SMILES CACTVS 3.385 "NC(=O)c1cnc(Nc2ccc3NC(=O)Cc3c2)cc1NCc4ccccc4" 9YY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CNc2cc(ncc2C(=O)N)Nc3ccc4c(c3)CC(=O)N4" 9YY SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CNc2cc(ncc2C(=O)N)Nc3ccc4c(c3)CC(=O)N4" # 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 9YY "SYSTEMATIC NAME" ACDLabs 12.01 "4-(benzylamino)-6-[(2-oxo-2,3-dihydro-1H-indol-5-yl)amino]pyridine-3-carboxamide" 9YY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[(2-oxidanylidene-1,3-dihydroindol-5-yl)amino]-4-[(phenylmethyl)amino]pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9YY "Create component" 2017-06-27 RCSB 9YY "Initial release" 2017-10-11 RCSB #