data_MUJ # _chem_comp.id MUJ _chem_comp.name "5-{3-methoxy-4-[(4-methoxybenzyl)oxy]benzyl}pyrimidine-2,4-diamine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-03 _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 366.414 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MUJ _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 4AT5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 MUJ N1 N1 N 0 1 Y N N -9.266 27.116 -13.587 5.684 0.254 1.282 N1 MUJ 1 MUJ C2 C2 C 0 1 Y N N -8.737 27.142 -15.948 4.515 0.046 -0.745 C2 MUJ 2 MUJ C3 C3 C 0 1 Y N N -9.416 27.667 -14.807 4.940 -0.492 0.472 C3 MUJ 3 MUJ C4 C4 C 0 1 Y N N -7.934 26.053 -15.710 4.886 1.339 -1.059 C4 MUJ 4 MUJ C5 C5 C 0 1 Y N N -8.447 26.047 -13.493 6.019 1.490 0.943 C5 MUJ 5 MUJ N6 N6 N 0 1 Y N N -7.764 25.482 -14.513 5.629 2.026 -0.204 N6 MUJ 6 MUJ C7 C7 C 0 1 N N N -8.886 27.742 -17.333 3.671 -0.765 -1.694 C7 MUJ 7 MUJ C8 C8 C 0 1 Y N N -10.317 27.980 -17.775 2.220 -0.643 -1.305 C8 MUJ 8 MUJ C9 C9 C 0 1 Y N N -12.036 29.468 -18.587 0.113 0.484 -1.490 C9 MUJ 9 MUJ C10 C10 C 0 1 Y N N -10.735 29.238 -18.182 1.444 0.367 -1.844 C10 MUJ 10 MUJ C11 C11 C 0 1 Y N N -12.945 28.426 -18.589 -0.447 -0.413 -0.595 C11 MUJ 11 MUJ C12 C12 C 0 1 Y N N -11.235 26.937 -17.778 1.666 -1.544 -0.415 C12 MUJ 12 MUJ C13 C13 C 0 1 Y N N -12.538 27.148 -18.180 0.332 -1.433 -0.057 C13 MUJ 13 MUJ O14 O14 O 0 1 N N N -13.506 26.183 -18.215 -0.213 -2.316 0.822 O14 MUJ 14 MUJ C15 C15 C 0 1 N N N -13.142 24.868 -17.809 0.646 -3.336 1.334 C15 MUJ 15 MUJ O16 O16 O 0 1 N N N -14.254 28.546 -18.970 -1.757 -0.300 -0.246 O16 MUJ 16 MUJ C17 C17 C 0 1 N N N -14.734 29.859 -19.285 -2.497 0.768 -0.841 C17 MUJ 17 MUJ C18 C18 C 0 1 Y N N -16.229 29.819 -19.397 -3.918 0.735 -0.340 C18 MUJ 18 MUJ C19 C19 C 0 1 Y N N -18.221 29.383 -20.683 -5.566 1.409 1.261 C19 MUJ 19 MUJ C20 C20 C 0 1 Y N N -16.844 29.423 -20.574 -4.264 1.438 0.799 C20 MUJ 20 MUJ C21 C21 C 0 1 Y N N -19.005 29.742 -19.603 -6.526 0.675 0.580 C21 MUJ 21 MUJ C22 C22 C 0 1 Y N N -17.032 30.176 -18.325 -4.874 0.007 -1.023 C22 MUJ 22 MUJ C23 C23 C 0 1 Y N N -18.410 30.140 -18.421 -6.177 -0.025 -0.566 C23 MUJ 23 MUJ O24 O24 O 0 1 N N N -20.369 29.705 -19.704 -7.807 0.645 1.032 O24 MUJ 24 MUJ C25 C25 C 0 1 N N N -20.927 29.287 -20.946 -8.743 -0.131 0.280 C25 MUJ 25 MUJ N26 N26 N 0 1 N N N -10.227 28.723 -14.893 4.593 -1.785 0.828 N26 MUJ 26 MUJ N27 N27 N 0 1 N N N -8.301 25.504 -12.283 6.794 2.240 1.810 N27 MUJ 27 MUJ H4 H4 H 0 1 N N N -7.403 25.628 -16.549 4.574 1.785 -1.992 H4 MUJ 28 MUJ H71C H71C H 0 0 N N N -8.359 28.708 -17.346 3.807 -0.394 -2.710 H71C MUJ 29 MUJ H72C H72C H 0 0 N N N -8.415 27.058 -18.054 3.973 -1.811 -1.645 H72C MUJ 30 MUJ H261 H261 H 0 0 N N N -10.601 28.931 -13.989 4.892 -2.152 1.675 H261 MUJ 31 MUJ H262 H262 H 0 0 N N N -9.713 29.511 -15.231 4.049 -2.323 0.231 H262 MUJ 32 MUJ H271 H271 H 0 0 N N N -8.853 26.011 -11.621 7.086 1.860 2.653 H271 MUJ 33 MUJ H272 H272 H 0 0 N N N -8.601 24.550 -12.307 7.046 3.147 1.574 H272 MUJ 34 MUJ H10 H10 H 0 1 N N N -10.029 30.055 -18.182 1.880 1.067 -2.542 H10 MUJ 35 MUJ H12 H12 H 0 1 N N N -10.926 25.951 -17.463 2.273 -2.334 0.001 H12 MUJ 36 MUJ H9 H9 H 0 1 N N N -12.341 30.456 -18.900 -0.491 1.274 -1.912 H9 MUJ 37 MUJ H151 H151 H 0 0 N N N -14.015 24.204 -17.889 1.482 -2.877 1.861 H151 MUJ 38 MUJ H152 H152 H 0 0 N N N -12.336 24.494 -18.458 0.087 -3.970 2.022 H152 MUJ 39 MUJ H153 H153 H 0 0 N N N -12.792 24.890 -16.766 1.024 -3.940 0.509 H153 MUJ 40 MUJ H171 H171 H 0 0 N N N -14.443 30.559 -18.488 -2.039 1.720 -0.574 H171 MUJ 41 MUJ H172 H172 H 0 0 N N N -14.301 30.190 -20.241 -2.491 0.654 -1.925 H172 MUJ 42 MUJ H20 H20 H 0 1 N N N -16.236 29.141 -21.421 -3.516 2.010 1.328 H20 MUJ 43 MUJ H22 H22 H 0 1 N N N -16.573 30.488 -17.399 -4.602 -0.538 -1.915 H22 MUJ 44 MUJ H19 H19 H 0 1 N N N -18.683 29.072 -21.609 -5.836 1.958 2.151 H19 MUJ 45 MUJ H23 H23 H 0 1 N N N -19.020 30.422 -17.575 -6.923 -0.597 -1.098 H23 MUJ 46 MUJ H251 H251 H 0 0 N N N -22.025 29.307 -20.880 -8.800 0.255 -0.737 H251 MUJ 47 MUJ H252 H252 H 0 0 N N N -20.595 29.967 -21.744 -8.416 -1.171 0.257 H252 MUJ 48 MUJ H253 H253 H 0 0 N N N -20.591 28.264 -21.173 -9.725 -0.069 0.749 H253 MUJ 49 # 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 MUJ N1 C3 DOUB Y N 1 MUJ N1 C5 SING Y N 2 MUJ C2 C3 SING Y N 3 MUJ C2 C4 DOUB Y N 4 MUJ C2 C7 SING N N 5 MUJ C3 N26 SING N N 6 MUJ C4 N6 SING Y N 7 MUJ C5 N6 DOUB Y N 8 MUJ C5 N27 SING N N 9 MUJ C7 C8 SING N N 10 MUJ C8 C10 SING Y N 11 MUJ C8 C12 DOUB Y N 12 MUJ C9 C10 DOUB Y N 13 MUJ C9 C11 SING Y N 14 MUJ C11 C13 DOUB Y N 15 MUJ C11 O16 SING N N 16 MUJ C12 C13 SING Y N 17 MUJ C13 O14 SING N N 18 MUJ O14 C15 SING N N 19 MUJ O16 C17 SING N N 20 MUJ C17 C18 SING N N 21 MUJ C18 C20 SING Y N 22 MUJ C18 C22 DOUB Y N 23 MUJ C19 C20 DOUB Y N 24 MUJ C19 C21 SING Y N 25 MUJ C21 C23 DOUB Y N 26 MUJ C21 O24 SING N N 27 MUJ C22 C23 SING Y N 28 MUJ O24 C25 SING N N 29 MUJ C4 H4 SING N N 30 MUJ C7 H71C SING N N 31 MUJ C7 H72C SING N N 32 MUJ N26 H261 SING N N 33 MUJ N26 H262 SING N N 34 MUJ N27 H271 SING N N 35 MUJ N27 H272 SING N N 36 MUJ C10 H10 SING N N 37 MUJ C12 H12 SING N N 38 MUJ C9 H9 SING N N 39 MUJ C15 H151 SING N N 40 MUJ C15 H152 SING N N 41 MUJ C15 H153 SING N N 42 MUJ C17 H171 SING N N 43 MUJ C17 H172 SING N N 44 MUJ C20 H20 SING N N 45 MUJ C22 H22 SING N N 46 MUJ C19 H19 SING N N 47 MUJ C23 H23 SING N N 48 MUJ C25 H251 SING N N 49 MUJ C25 H252 SING N N 50 MUJ C25 H253 SING N N 51 # 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 MUJ SMILES ACDLabs 12.01 "n1c(N)c(cnc1N)Cc3ccc(OCc2ccc(OC)cc2)c(OC)c3" MUJ InChI InChI 1.03 "InChI=1S/C20H22N4O3/c1-25-16-6-3-13(4-7-16)12-27-17-8-5-14(10-18(17)26-2)9-15-11-23-20(22)24-19(15)21/h3-8,10-11H,9,12H2,1-2H3,(H4,21,22,23,24)" MUJ InChIKey InChI 1.03 MYQAUKPBNJWPIE-UHFFFAOYSA-N MUJ SMILES_CANONICAL CACTVS 3.385 "COc1ccc(COc2ccc(Cc3cnc(N)nc3N)cc2OC)cc1" MUJ SMILES CACTVS 3.385 "COc1ccc(COc2ccc(Cc3cnc(N)nc3N)cc2OC)cc1" MUJ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "COc1ccc(cc1)COc2ccc(cc2OC)Cc3cnc(nc3N)N" MUJ SMILES "OpenEye OEToolkits" 1.9.2 "COc1ccc(cc1)COc2ccc(cc2OC)Cc3cnc(nc3N)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 MUJ "SYSTEMATIC NAME" ACDLabs 12.01 "5-{3-methoxy-4-[(4-methoxybenzyl)oxy]benzyl}pyrimidine-2,4-diamine" MUJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[[3-methoxy-4-[(4-methoxyphenyl)methoxy]phenyl]methyl]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MUJ "Create component" 2012-05-03 EBI MUJ "Modify descriptor" 2014-09-05 RCSB #