data_2YX # _chem_comp.id 2YX _chem_comp.name "4-{2-[(6-amino-8-oxo-7,8-dihydro-1H-imidazo[4,5-g]quinazolin-2-yl)amino]ethyl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H15 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-29 _chem_comp.pdbx_modified_date 2015-05-15 _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 345.358 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2YX _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 4Q8V _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 2YX O O O 0 1 N N N 18.912 18.455 23.617 4.651 -3.045 0.003 O 2YX 1 2YX C17 C17 C 0 1 N N N 17.853 18.056 23.143 5.006 -1.880 0.003 C17 2YX 2 2YX N6 N6 N 0 1 N N N 16.781 17.742 23.944 6.317 -1.548 -0.003 N6 2YX 3 2YX C C C 0 1 N N N 15.576 17.303 23.469 6.703 -0.238 -0.004 C 2YX 4 2YX N N N 0 1 N N N 14.619 17.052 24.364 8.046 0.048 -0.010 N 2YX 5 2YX C16 C16 C 0 1 Y N N 17.610 17.916 21.706 4.027 -0.787 0.003 C16 2YX 6 2YX C1 C1 C 0 1 Y N N 16.350 17.470 21.272 4.512 0.545 0.002 C1 2YX 7 2YX N1 N1 N 0 1 N N N 15.334 17.141 22.170 5.854 0.756 0.001 N1 2YX 8 2YX C15 C15 C 0 1 Y N N 18.573 18.296 20.778 2.655 -1.037 0.004 C15 2YX 9 2YX C14 C14 C 0 1 Y N N 18.277 18.272 19.430 1.771 0.022 0.003 C14 2YX 10 2YX C3 C3 C 0 1 Y N N 17.022 17.861 18.977 2.244 1.351 0.002 C3 2YX 11 2YX C2 C2 C 0 1 Y N N 16.061 17.437 19.900 3.615 1.606 0.002 C2 2YX 12 2YX N5 N5 N 0 1 Y N N 18.962 18.683 18.305 0.384 0.108 0.003 N5 2YX 13 2YX C4 C4 C 0 1 Y N N 18.120 18.529 17.259 0.063 1.434 0.002 C4 2YX 14 2YX N2 N2 N 0 1 Y N N 16.942 18.036 17.593 1.155 2.160 0.002 N2 2YX 15 2YX N3 N3 N 0 1 N N N 18.511 18.905 16.038 -1.219 1.936 0.001 N3 2YX 16 2YX C5 C5 C 0 1 N N N 17.693 18.796 14.840 -2.363 1.022 0.001 C5 2YX 17 2YX C6 C6 C 0 1 N N N 18.265 19.628 13.715 -3.662 1.831 -0.001 C6 2YX 18 2YX C7 C7 C 0 1 Y N N 17.584 19.437 12.381 -4.839 0.890 -0.001 C7 2YX 19 2YX C13 C13 C 0 1 Y N N 16.483 20.201 12.027 -5.378 0.461 1.199 C13 2YX 20 2YX C12 C12 C 0 1 Y N N 15.902 20.081 10.777 -6.456 -0.399 1.206 C12 2YX 21 2YX C10 C10 C 0 1 Y N N 16.421 19.182 9.853 -7.004 -0.838 -0.001 C10 2YX 22 2YX C11 C11 C 0 1 N N N 15.836 19.064 8.542 -8.119 -1.735 -0.001 C11 2YX 23 2YX N4 N4 N 0 1 N N N 15.348 18.987 7.511 -9.004 -2.448 -0.001 N4 2YX 24 2YX C9 C9 C 0 1 Y N N 17.515 18.403 10.205 -6.455 -0.401 -1.209 C9 2YX 25 2YX C8 C8 C 0 1 Y N N 18.082 18.531 11.459 -5.380 0.464 -1.201 C8 2YX 26 2YX H1 H1 H 0 1 N N N 16.889 17.840 24.933 6.990 -2.247 -0.007 H1 2YX 27 2YX H2 H2 H 0 1 N N N 13.718 16.742 24.059 8.695 -0.672 -0.014 H2 2YX 28 2YX H3 H3 H 0 1 N N N 14.802 17.174 25.339 8.345 0.971 -0.011 H3 2YX 29 2YX H4 H4 H 0 1 N N N 19.551 18.610 21.111 2.288 -2.052 0.004 H4 2YX 30 2YX H5 H5 H 0 1 N N N 15.099 17.085 19.557 3.978 2.623 0.002 H5 2YX 31 2YX H6 H6 H 0 1 N N N 19.900 19.028 18.270 -0.239 -0.635 0.003 H6 2YX 32 2YX H8 H8 H 0 1 N N N 19.339 18.378 15.847 -1.364 2.895 -0.001 H8 2YX 33 2YX H9 H9 H 0 1 N N N 16.676 19.148 15.066 -2.326 0.393 -0.889 H9 2YX 34 2YX H10 H10 H 0 1 N N N 17.655 17.743 14.525 -2.327 0.395 0.891 H10 2YX 35 2YX H11 H11 H 0 1 N N N 19.327 19.364 13.599 -3.700 2.460 0.888 H11 2YX 36 2YX H12 H12 H 0 1 N N N 18.179 20.688 13.995 -3.698 2.458 -0.892 H12 2YX 37 2YX H13 H13 H 0 1 N N N 16.072 20.902 12.739 -4.954 0.802 2.132 H13 2YX 38 2YX H14 H14 H 0 1 N N N 15.045 20.686 10.519 -6.875 -0.734 2.144 H14 2YX 39 2YX H15 H15 H 0 1 N N N 17.924 17.696 9.498 -6.873 -0.736 -2.146 H15 2YX 40 2YX H16 H16 H 0 1 N N N 18.928 17.914 11.725 -4.955 0.803 -2.134 H16 2YX 41 # 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 2YX N4 C11 TRIP N N 1 2YX C11 C10 SING N N 2 2YX C10 C9 DOUB Y N 3 2YX C10 C12 SING Y N 4 2YX C9 C8 SING Y N 5 2YX C12 C13 DOUB Y N 6 2YX C8 C7 DOUB Y N 7 2YX C13 C7 SING Y N 8 2YX C7 C6 SING N N 9 2YX C6 C5 SING N N 10 2YX C5 N3 SING N N 11 2YX N3 C4 SING N N 12 2YX C4 N2 DOUB Y N 13 2YX C4 N5 SING Y N 14 2YX N2 C3 SING Y N 15 2YX N5 C14 SING Y N 16 2YX C3 C14 DOUB Y N 17 2YX C3 C2 SING Y N 18 2YX C14 C15 SING Y N 19 2YX C2 C1 DOUB Y N 20 2YX C15 C16 DOUB Y N 21 2YX C1 C16 SING Y N 22 2YX C1 N1 SING N N 23 2YX C16 C17 SING N N 24 2YX N1 C DOUB N N 25 2YX C17 O DOUB N N 26 2YX C17 N6 SING N N 27 2YX C N6 SING N N 28 2YX C N SING N N 29 2YX N6 H1 SING N N 30 2YX N H2 SING N N 31 2YX N H3 SING N N 32 2YX C15 H4 SING N N 33 2YX C2 H5 SING N N 34 2YX N5 H6 SING N N 35 2YX N3 H8 SING N N 36 2YX C5 H9 SING N N 37 2YX C5 H10 SING N N 38 2YX C6 H11 SING N N 39 2YX C6 H12 SING N N 40 2YX C13 H13 SING N N 41 2YX C12 H14 SING N N 42 2YX C9 H15 SING N N 43 2YX C8 H16 SING N N 44 # 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 2YX SMILES ACDLabs 12.01 "N#Cc1ccc(cc1)CCNc2nc4c(n2)cc3c(N=C(N)NC3=O)c4" 2YX InChI InChI 1.03 "InChI=1S/C18H15N7O/c19-9-11-3-1-10(2-4-11)5-6-21-18-23-14-7-12-13(8-15(14)24-18)22-17(20)25-16(12)26/h1-4,7-8H,5-6H2,(H2,21,23,24)(H3,20,22,25,26)" 2YX InChIKey InChI 1.03 NYFZULJQMISTPE-UHFFFAOYSA-N 2YX SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2cc3nc(NCCc4ccc(cc4)C#N)[nH]c3cc2C(=O)N1" 2YX SMILES CACTVS 3.385 "NC1=Nc2cc3nc(NCCc4ccc(cc4)C#N)[nH]c3cc2C(=O)N1" 2YX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CCNc2[nH]c3cc4c(cc3n2)N=C(NC4=O)N)C#N" 2YX SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CCNc2[nH]c3cc4c(cc3n2)N=C(NC4=O)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 2YX "SYSTEMATIC NAME" ACDLabs 12.01 "4-{2-[(6-amino-8-oxo-7,8-dihydro-1H-imidazo[4,5-g]quinazolin-2-yl)amino]ethyl}benzonitrile" 2YX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[2-[(6-azanyl-8-oxidanylidene-1,7-dihydroimidazo[4,5-g]quinazolin-2-yl)amino]ethyl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2YX "Create component" 2014-04-29 RCSB 2YX "Initial release" 2015-05-20 RCSB #