data_O22 # _chem_comp.id O22 _chem_comp.name "4-[(4-amino-5-cyano-6-ethoxypyridin-2-yl)amino]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H15 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-17 _chem_comp.pdbx_modified_date 2012-06-22 _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 297.312 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O22 _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 3VQU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 O22 O2 O2 O 0 1 N N N -1.288 -38.152 -5.727 5.124 -1.592 0.717 O2 O22 1 O22 C15 C15 C 0 1 N N N -1.674 -38.071 -6.855 5.022 -0.538 0.119 C15 O22 2 O22 N4 N4 N 0 1 N N N -2.364 -39.041 -7.374 6.088 -0.023 -0.526 N4 O22 3 O22 C12 C12 C 0 1 Y N N -1.344 -36.867 -7.653 3.730 0.174 0.094 C12 O22 4 O22 C11 C11 C 0 1 Y N N -0.756 -36.996 -8.876 3.610 1.382 -0.598 C11 O22 5 O22 C10 C10 C 0 1 Y N N -0.446 -35.881 -9.607 2.402 2.041 -0.625 C10 O22 6 O22 C13 C13 C 0 1 Y N N -1.600 -35.626 -7.151 2.622 -0.362 0.757 C13 O22 7 O22 C14 C14 C 0 1 Y N N -1.287 -34.520 -7.883 1.418 0.305 0.732 C14 O22 8 O22 C9 C9 C 0 1 Y N N -0.702 -34.644 -9.105 1.301 1.505 0.038 C9 O22 9 O22 N3 N3 N 0 1 N N N -0.413 -33.541 -9.785 0.080 2.174 0.009 N3 O22 10 O22 C8 C8 C 0 1 Y N N 0.439 -33.437 -10.800 -1.106 1.454 0.008 C8 O22 11 O22 C7 C7 C 0 1 Y N N 0.696 -32.182 -11.260 -2.315 2.131 0.104 C7 O22 12 O22 C6 C6 C 0 1 Y N N 1.548 -31.950 -12.288 -3.501 1.408 0.101 C6 O22 13 O22 N2 N2 N 0 1 N N N 1.764 -30.712 -12.704 -4.727 2.050 0.195 N2 O22 14 O22 C4 C4 C 0 1 Y N N 2.204 -33.081 -12.909 -3.426 0.002 0.001 C4 O22 15 O22 C5 C5 C 0 1 N N N 3.015 -32.901 -13.884 -4.617 -0.793 -0.000 C5 O22 16 O22 N1 N1 N 0 1 N N N 3.745 -32.732 -14.750 -5.562 -1.424 -0.001 N1 O22 17 O22 N5 N5 N 0 1 Y N N 0.996 -34.500 -11.340 -1.066 0.132 -0.090 N5 O22 18 O22 C3 C3 C 0 1 Y N N 1.847 -34.395 -12.346 -2.164 -0.603 -0.091 C3 O22 19 O22 O1 O1 O 0 1 N N N 2.354 -35.543 -12.796 -2.071 -1.951 -0.189 O1 O22 20 O22 C2 C2 C 0 1 N N N 1.812 -36.682 -12.215 -0.757 -2.505 -0.280 C2 O22 21 O22 C1 C1 C 0 1 N N N 2.595 -37.828 -12.756 -0.852 -4.029 -0.382 C1 O22 22 O22 H1 H1 H 0 1 N N N -2.571 -39.854 -6.830 6.936 -0.494 -0.513 H1 O22 23 O22 H2 H2 H 0 1 N N N -2.688 -38.975 -8.318 6.006 0.817 -1.003 H2 O22 24 O22 H3 H3 H 0 1 N N N -0.535 -37.978 -9.268 4.464 1.799 -1.112 H3 O22 25 O22 H4 H4 H 0 1 N N N 0.003 -35.984 -10.584 2.308 2.975 -1.159 H4 O22 26 O22 H5 H5 H 0 1 N N N -2.050 -35.519 -6.175 2.711 -1.298 1.289 H5 O22 27 O22 H6 H6 H 0 1 N N N -1.505 -33.538 -7.490 0.562 -0.108 1.245 H6 O22 28 O22 H7 H7 H 0 1 N N N -0.884 -32.704 -9.505 0.059 3.144 -0.009 H7 O22 29 O22 H8 H8 H 0 1 N N N 0.204 -31.343 -10.790 -2.333 3.208 0.179 H8 O22 30 O22 H9 H9 H 0 1 N N N 1.223 -30.076 -12.153 -4.764 3.017 0.263 H9 O22 31 O22 H10 H10 H 0 1 N N N 2.735 -30.493 -12.609 -5.547 1.532 0.192 H10 O22 32 O22 H11 H11 H 0 1 N N N 1.908 -36.636 -11.120 -0.258 -2.113 -1.166 H11 O22 33 O22 H12 H12 H 0 1 N N N 0.751 -36.782 -12.486 -0.186 -2.235 0.609 H12 O22 34 O22 H13 H13 H 0 1 N N N 2.212 -38.768 -12.331 0.150 -4.452 -0.451 H13 O22 35 O22 H14 H14 H 0 1 N N N 2.497 -37.854 -13.851 -1.351 -4.422 0.504 H14 O22 36 O22 H15 H15 H 0 1 N N N 3.654 -37.708 -12.485 -1.423 -4.299 -1.270 H15 O22 37 # 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 O22 N1 C5 TRIP N N 1 O22 C5 C4 SING N N 2 O22 C4 C3 DOUB Y N 3 O22 C4 C6 SING Y N 4 O22 O1 C3 SING N N 5 O22 O1 C2 SING N N 6 O22 C1 C2 SING N N 7 O22 N2 C6 SING N N 8 O22 C3 N5 SING Y N 9 O22 C6 C7 DOUB Y N 10 O22 N5 C8 DOUB Y N 11 O22 C7 C8 SING Y N 12 O22 C8 N3 SING N N 13 O22 N3 C9 SING N N 14 O22 C10 C9 DOUB Y N 15 O22 C10 C11 SING Y N 16 O22 C9 C14 SING Y N 17 O22 C11 C12 DOUB Y N 18 O22 C14 C13 DOUB Y N 19 O22 C12 C13 SING Y N 20 O22 C12 C15 SING N N 21 O22 N4 C15 SING N N 22 O22 C15 O2 DOUB N N 23 O22 N4 H1 SING N N 24 O22 N4 H2 SING N N 25 O22 C11 H3 SING N N 26 O22 C10 H4 SING N N 27 O22 C13 H5 SING N N 28 O22 C14 H6 SING N N 29 O22 N3 H7 SING N N 30 O22 C7 H8 SING N N 31 O22 N2 H9 SING N N 32 O22 N2 H10 SING N N 33 O22 C2 H11 SING N N 34 O22 C2 H12 SING N N 35 O22 C1 H13 SING N N 36 O22 C1 H14 SING N N 37 O22 C1 H15 SING N N 38 # 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 O22 SMILES ACDLabs 12.01 "O=C(N)c1ccc(cc1)Nc2nc(OCC)c(C#N)c(c2)N" O22 InChI InChI 1.03 "InChI=1S/C15H15N5O2/c1-2-22-15-11(8-16)12(17)7-13(20-15)19-10-5-3-9(4-6-10)14(18)21/h3-7H,2H2,1H3,(H2,18,21)(H3,17,19,20)" O22 InChIKey InChI 1.03 JUNWGTQNFTURHK-UHFFFAOYSA-N O22 SMILES_CANONICAL CACTVS 3.370 "CCOc1nc(Nc2ccc(cc2)C(N)=O)cc(N)c1C#N" O22 SMILES CACTVS 3.370 "CCOc1nc(Nc2ccc(cc2)C(N)=O)cc(N)c1C#N" O22 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOc1c(c(cc(n1)Nc2ccc(cc2)C(=O)N)N)C#N" O22 SMILES "OpenEye OEToolkits" 1.7.6 "CCOc1c(c(cc(n1)Nc2ccc(cc2)C(=O)N)N)C#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 O22 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(4-amino-5-cyano-6-ethoxypyridin-2-yl)amino]benzamide" O22 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[(4-azanyl-5-cyano-6-ethoxy-pyridin-2-yl)amino]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 O22 "Create component" 2012-04-17 PDBJ #