data_E89 # _chem_comp.id E89 _chem_comp.name "6-AMINO-4-[2-(4-METHOXYPHENYL)ETHYL]-1,7-DIHYDRO-8H-IMIDAZO[4,5-G]QUINAZOLIN-8-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 335.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E89 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1Y5X _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 E89 C2 C2 C 0 1 Y N N 15.374 23.806 63.036 -0.876 -0.141 -3.867 C2 E89 1 E89 C3 C3 C 0 1 Y N N 16.374 24.234 62.111 0.382 -0.041 -3.283 C3 E89 2 E89 C7 C7 C 0 1 Y N N 17.859 24.195 62.460 1.610 -0.180 -4.077 C7 E89 3 E89 O24 O24 O 0 1 N N N 18.210 23.791 63.561 1.566 -0.388 -5.275 O24 E89 4 E89 N8 N8 N 0 1 Y N N 18.753 24.622 61.494 2.792 -0.069 -3.428 N8 E89 5 E89 C9 C9 C 0 1 Y N N 18.321 25.065 60.270 2.828 0.163 -2.083 C9 E89 6 E89 N25 N25 N 0 1 N N N 19.257 25.457 59.390 4.052 0.268 -1.470 N25 E89 7 E89 N10 N10 N 0 1 Y N N 17.075 25.113 59.957 1.752 0.291 -1.351 N10 E89 8 E89 C4 C4 C 0 1 Y N N 16.057 24.727 60.791 0.510 0.205 -1.893 C4 E89 9 E89 C5 C5 C 0 1 Y N N 14.704 24.818 60.332 -0.628 0.337 -1.107 C5 E89 10 E89 C14 C14 C 0 1 N N N 14.363 25.344 58.934 -0.502 0.593 0.371 C14 E89 11 E89 C15 C15 C 0 1 N N N 13.955 26.840 59.010 -0.462 -0.740 1.119 C15 E89 12 E89 C16 C16 C 0 1 Y N N 13.702 27.439 57.623 -0.336 -0.484 2.598 C16 E89 13 E89 C21 C21 C 0 1 Y N N 12.870 26.786 56.671 -1.473 -0.348 3.374 C21 E89 14 E89 C20 C20 C 0 1 Y N N 12.648 27.359 55.394 -1.360 -0.113 4.731 C20 E89 15 E89 C19 C19 C 0 1 Y N N 13.261 28.615 55.043 -0.106 -0.013 5.315 C19 E89 16 E89 O22 O22 O 0 1 N N N 13.073 29.228 53.780 0.007 0.217 6.649 O22 E89 17 E89 C23 C23 C 0 1 N N N 11.954 28.709 53.022 1.405 0.266 6.943 C23 E89 18 E89 C18 C18 C 0 1 Y N N 14.091 29.266 55.998 1.032 -0.145 4.533 C18 E89 19 E89 C17 C17 C 0 1 Y N N 14.310 28.682 57.279 0.914 -0.385 3.178 C17 E89 20 E89 C6 C6 C 0 1 Y N N 13.721 24.379 61.268 -1.888 0.236 -1.697 C6 E89 21 E89 N13 N13 N 0 1 Y N N 12.376 24.297 61.224 -3.150 0.323 -1.205 N13 E89 22 E89 C12 C12 C 0 1 Y N N 11.893 23.830 62.314 -4.010 0.157 -2.168 C12 E89 23 E89 N11 N11 N 0 1 Y N N 12.853 23.544 63.226 -3.364 -0.047 -3.346 N11 E89 24 E89 C1 C1 C 0 1 Y N N 14.043 23.901 62.547 -2.005 -0.003 -3.082 C1 E89 25 E89 H2 H2 H 0 1 N N N 15.611 23.432 64.046 -0.971 -0.325 -4.927 H2 E89 26 E89 HN8 HN8 H 0 1 N N N 19.754 24.610 61.689 3.622 -0.156 -3.923 HN8 E89 27 E89 H251 1H25 H 0 0 N N N 19.933 24.705 59.258 4.104 0.433 -0.516 H251 E89 28 E89 H252 2H25 H 0 0 N N N 18.936 25.787 58.480 4.865 0.177 -1.991 H252 E89 29 E89 H141 1H14 H 0 0 N N N 13.583 24.724 58.434 -1.358 1.175 0.713 H141 E89 30 E89 H142 2H14 H 0 0 N N N 15.195 25.175 58.211 0.414 1.147 0.568 H142 E89 31 E89 H151 1H15 H 0 0 N N N 14.708 27.436 59.576 0.393 -1.322 0.777 H151 E89 32 E89 H152 2H15 H 0 0 N N N 13.075 26.985 59.680 -1.380 -1.295 0.923 H152 E89 33 E89 H21 H21 H 0 1 N N N 12.392 25.825 56.926 -2.449 -0.426 2.919 H21 E89 34 E89 H20 H20 H 0 1 N N N 12.000 26.829 54.676 -2.248 -0.007 5.336 H20 E89 35 E89 H231 1H23 H 0 0 N N N 11.017 28.765 53.624 1.546 0.450 8.007 H231 E89 36 E89 H232 2H23 H 0 0 N N N 11.806 29.192 52.028 1.866 -0.683 6.674 H232 E89 37 E89 H233 3H23 H 0 0 N N N 12.042 27.603 52.908 1.868 1.069 6.370 H233 E89 38 E89 H18 H18 H 0 1 N N N 14.567 30.228 55.744 2.010 -0.067 4.985 H18 E89 39 E89 H17 H17 H 0 1 N N N 14.956 29.197 58.011 1.801 -0.491 2.570 H17 E89 40 E89 H12 H12 H 0 1 N N N 10.807 23.694 62.448 -5.083 0.179 -2.049 H12 E89 41 E89 H11 H11 H 0 1 N N N 12.718 23.165 64.163 -3.777 -0.196 -4.210 H11 E89 42 # 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 E89 C2 C3 SING Y N 1 E89 C2 C1 DOUB Y N 2 E89 C2 H2 SING N N 3 E89 C3 C7 SING Y N 4 E89 C3 C4 DOUB Y N 5 E89 C7 O24 DOUB N N 6 E89 C7 N8 SING Y N 7 E89 N8 C9 SING Y N 8 E89 N8 HN8 SING N N 9 E89 C9 N25 SING N N 10 E89 C9 N10 DOUB Y N 11 E89 N25 H251 SING N N 12 E89 N25 H252 SING N N 13 E89 N10 C4 SING Y N 14 E89 C4 C5 SING Y N 15 E89 C5 C14 SING N N 16 E89 C5 C6 DOUB Y N 17 E89 C14 C15 SING N N 18 E89 C14 H141 SING N N 19 E89 C14 H142 SING N N 20 E89 C15 C16 SING N N 21 E89 C15 H151 SING N N 22 E89 C15 H152 SING N N 23 E89 C16 C21 SING Y N 24 E89 C16 C17 DOUB Y N 25 E89 C21 C20 DOUB Y N 26 E89 C21 H21 SING N N 27 E89 C20 C19 SING Y N 28 E89 C20 H20 SING N N 29 E89 C19 O22 SING N N 30 E89 C19 C18 DOUB Y N 31 E89 O22 C23 SING N N 32 E89 C23 H231 SING N N 33 E89 C23 H232 SING N N 34 E89 C23 H233 SING N N 35 E89 C18 C17 SING Y N 36 E89 C18 H18 SING N N 37 E89 C17 H17 SING N N 38 E89 C6 N13 SING Y N 39 E89 C6 C1 SING Y N 40 E89 N13 C12 DOUB Y N 41 E89 C12 N11 SING Y N 42 E89 C12 H12 SING N N 43 E89 N11 C1 SING Y N 44 E89 N11 H11 SING N N 45 # 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 E89 SMILES ACDLabs 10.04 "O=C1NC(=Nc3c1cc2c(ncn2)c3CCc4ccc(OC)cc4)N" E89 SMILES_CANONICAL CACTVS 3.341 "COc1ccc(CCc2c3nc[nH]c3cc4C(=O)NC(=Nc24)N)cc1" E89 SMILES CACTVS 3.341 "COc1ccc(CCc2c3nc[nH]c3cc4C(=O)NC(=Nc24)N)cc1" E89 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)CCc2c3c(cc4c2N=C(NC4=O)N)[nH]cn3" E89 SMILES "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1)CCc2c3c(cc4c2N=C(NC4=O)N)[nH]cn3" E89 InChI InChI 1.03 "InChI=1S/C18H17N5O2/c1-25-11-5-2-10(3-6-11)4-7-12-15-13(17(24)23-18(19)22-15)8-14-16(12)21-9-20-14/h2-3,5-6,8-9H,4,7H2,1H3,(H,20,21)(H3,19,22,23,24)" E89 InChIKey InChI 1.03 UKRVQKUVWNDGMN-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 E89 "SYSTEMATIC NAME" ACDLabs 10.04 "6-amino-4-[2-(4-methoxyphenyl)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one" E89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-amino-4-[2-(4-methoxyphenyl)ethyl]-1,7-dihydropyrimido[6,5-f]benzimidazol-8-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E89 "Create component" 2004-12-07 RCSB E89 "Modify descriptor" 2011-06-04 RCSB #