data_5AP # _chem_comp.id 5AP _chem_comp.name "5-(AMINOMETHYL)-6-(2,4-DICHLOROPHENYL)-2-(3,5-DIMETHOXYPHENYL)PYRIMIDIN-4-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 Cl2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-12-22 _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 405.278 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5AP _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 1RWQ _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 5AP CL2 CL2 CL 0 0 N N N 49.712 53.403 37.316 1.410 -1.894 -1.431 CL2 5AP 1 5AP C17 C17 C 0 1 Y N N 49.003 51.889 37.715 0.965 -0.709 -2.619 C17 5AP 2 5AP C16 C16 C 0 1 Y N N 48.958 51.498 38.999 1.682 -0.605 -3.795 C16 5AP 3 5AP C14 C14 C 0 1 Y N N 48.402 50.283 39.168 1.327 0.339 -4.743 C14 5AP 4 5AP CL1 CL1 CL 0 0 N N N 48.271 49.689 40.798 2.237 0.471 -6.215 CL1 5AP 5 5AP C13 C13 C 0 1 Y N N 47.894 49.536 38.153 0.249 1.180 -4.520 C13 5AP 6 5AP C12 C12 C 0 1 Y N N 47.961 49.974 36.846 -0.477 1.080 -3.352 C12 5AP 7 5AP C11 C11 C 0 1 Y N N 48.541 51.190 36.658 -0.124 0.131 -2.393 C11 5AP 8 5AP C10 C10 C 0 1 Y N N 48.676 51.749 35.372 -0.902 0.019 -1.136 C10 5AP 9 5AP C19 C19 C 0 1 Y N N 47.775 52.844 34.985 -2.283 -0.168 -1.173 C19 5AP 10 5AP C20 C20 C 0 1 N N N 46.603 53.177 35.797 -3.013 -0.261 -2.488 C20 5AP 11 5AP N21 N21 N 0 1 N N N 46.759 53.968 36.843 -3.556 1.056 -2.841 N21 5AP 12 5AP C22 C22 C 0 1 Y N N 48.105 53.544 33.751 -2.971 -0.268 0.035 C22 5AP 13 5AP N23 N23 N 0 1 N N N 47.351 54.596 33.324 -4.344 -0.455 0.048 N23 5AP 14 5AP N9 N9 N 0 1 Y N N 49.721 51.444 34.640 -0.292 0.102 0.045 N9 5AP 15 5AP C2 C2 C 0 1 Y N N 49.973 52.107 33.525 -0.979 -0.002 1.172 C2 5AP 16 5AP N1 N1 N 0 1 Y N N 49.188 53.104 33.097 -2.293 -0.181 1.175 N1 5AP 17 5AP C3 C3 C 0 1 Y N N 51.155 51.675 32.730 -0.261 0.089 2.467 C3 5AP 18 5AP C4 C4 C 0 1 Y N N 51.965 50.628 33.098 1.118 0.283 2.487 C4 5AP 19 5AP C5 C5 C 0 1 Y N N 53.075 50.285 32.298 1.786 0.364 3.698 C5 5AP 20 5AP O25 O25 O 0 1 N N N 53.877 49.244 32.621 3.133 0.548 3.719 O25 5AP 21 5AP C28 C28 C 0 1 N N N 53.469 48.331 33.629 3.522 0.596 5.093 C28 5AP 22 5AP C6 C6 C 0 1 Y N N 53.393 50.966 31.150 1.082 0.262 4.889 C6 5AP 23 5AP C7 C7 C 0 1 Y N N 52.555 52.000 30.797 -0.291 0.074 4.872 C7 5AP 24 5AP C8 C8 C 0 1 Y N N 51.471 52.363 31.588 -0.965 -0.011 3.664 C8 5AP 25 5AP O26 O26 O 0 1 N N N 52.814 52.763 29.700 -0.977 -0.024 6.041 O26 5AP 26 5AP C29 C29 C 0 1 N N N 53.681 53.853 29.987 -0.019 0.101 7.094 C29 5AP 27 5AP H16 H16 H 0 1 N N N 49.340 52.113 39.831 2.523 -1.258 -3.974 H16 5AP 28 5AP H13 H13 H 0 1 N N N 47.424 48.567 38.392 -0.022 1.915 -5.263 H13 5AP 29 5AP H12 H12 H 0 1 N N N 47.572 49.385 35.998 -1.317 1.735 -3.180 H12 5AP 30 5AP H201 1H20 H 0 0 N N N 46.114 52.232 36.130 -3.830 -0.978 -2.400 H201 5AP 31 5AP H202 2H20 H 0 0 N N N 45.815 53.606 35.135 -2.323 -0.590 -3.265 H202 5AP 32 5AP H211 1H21 H 0 0 N N N 47.206 54.833 36.539 -4.034 0.947 -3.723 H211 5AP 33 5AP H212 2H21 H 0 0 N N N 45.943 54.200 37.409 -4.262 1.273 -2.153 H212 5AP 34 5AP H231 1H23 H 0 0 N N N 47.307 55.282 34.077 -4.817 -0.523 0.892 H231 5AP 35 5AP H232 2H23 H 0 0 N N N 47.582 55.086 32.460 -4.833 -0.518 -0.787 H232 5AP 36 5AP H4 H4 H 0 1 N N N 51.728 50.072 34.021 1.666 0.363 1.560 H4 5AP 37 5AP H281 1H28 H 0 0 N N N 52.462 47.934 33.362 4.600 0.743 5.161 H281 5AP 38 5AP H282 2H28 H 0 0 N N N 54.130 47.473 33.895 3.010 1.422 5.587 H282 5AP 39 5AP H283 3H28 H 0 0 N N N 53.241 48.905 34.557 3.252 -0.341 5.580 H283 5AP 40 5AP H6 H6 H 0 1 N N N 54.274 50.697 30.544 1.606 0.329 5.832 H6 5AP 41 5AP H8 H8 H 0 1 N N N 50.843 53.223 31.301 -2.035 -0.158 3.652 H8 5AP 42 5AP H291 1H29 H 0 0 N N N 54.626 53.500 30.462 -0.526 0.027 8.056 H291 5AP 43 5AP H292 2H29 H 0 0 N N N 53.893 54.478 29.088 0.719 -0.695 7.010 H292 5AP 44 5AP H293 3H29 H 0 0 N N N 53.282 54.474 30.822 0.478 1.068 7.018 H293 5AP 45 # 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 5AP CL2 C17 SING N N 1 5AP C17 C16 DOUB Y N 2 5AP C17 C11 SING Y N 3 5AP C16 C14 SING Y N 4 5AP C16 H16 SING N N 5 5AP C14 CL1 SING N N 6 5AP C14 C13 DOUB Y N 7 5AP C13 C12 SING Y N 8 5AP C13 H13 SING N N 9 5AP C12 C11 DOUB Y N 10 5AP C12 H12 SING N N 11 5AP C11 C10 SING Y N 12 5AP C10 C19 DOUB Y N 13 5AP C10 N9 SING Y N 14 5AP C19 C20 SING N N 15 5AP C19 C22 SING Y N 16 5AP C20 N21 SING N N 17 5AP C20 H201 SING N N 18 5AP C20 H202 SING N N 19 5AP N21 H211 SING N N 20 5AP N21 H212 SING N N 21 5AP C22 N23 SING N N 22 5AP C22 N1 DOUB Y N 23 5AP N23 H231 SING N N 24 5AP N23 H232 SING N N 25 5AP N9 C2 DOUB Y N 26 5AP C2 N1 SING Y N 27 5AP C2 C3 SING Y N 28 5AP C3 C4 SING Y N 29 5AP C3 C8 DOUB Y N 30 5AP C4 C5 DOUB Y N 31 5AP C4 H4 SING N N 32 5AP C5 O25 SING N N 33 5AP C5 C6 SING Y N 34 5AP O25 C28 SING N N 35 5AP C28 H281 SING N N 36 5AP C28 H282 SING N N 37 5AP C28 H283 SING N N 38 5AP C6 C7 DOUB Y N 39 5AP C6 H6 SING N N 40 5AP C7 C8 SING Y N 41 5AP C7 O26 SING N N 42 5AP C8 H8 SING N N 43 5AP O26 C29 SING N N 44 5AP C29 H291 SING N N 45 5AP C29 H292 SING N N 46 5AP C29 H293 SING N N 47 # 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 5AP SMILES ACDLabs 10.04 "Clc3ccc(c1nc(nc(c1CN)N)c2cc(OC)cc(OC)c2)c(Cl)c3" 5AP SMILES_CANONICAL CACTVS 3.341 "COc1cc(OC)cc(c1)c2nc(N)c(CN)c(n2)c3ccc(Cl)cc3Cl" 5AP SMILES CACTVS 3.341 "COc1cc(OC)cc(c1)c2nc(N)c(CN)c(n2)c3ccc(Cl)cc3Cl" 5AP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc(cc(c1)OC)c2nc(c(c(n2)N)CN)c3ccc(cc3Cl)Cl" 5AP SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc(cc(c1)OC)c2nc(c(c(n2)N)CN)c3ccc(cc3Cl)Cl" 5AP InChI InChI 1.03 "InChI=1S/C19H18Cl2N4O2/c1-26-12-5-10(6-13(8-12)27-2)19-24-17(15(9-22)18(23)25-19)14-4-3-11(20)7-16(14)21/h3-8H,9,22H2,1-2H3,(H2,23,24,25)" 5AP InChIKey InChI 1.03 RCJFINNFYUNFGH-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 5AP "SYSTEMATIC NAME" ACDLabs 10.04 "5-(aminomethyl)-6-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidin-4-amine" 5AP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-(aminomethyl)-6-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidin-4-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5AP "Create component" 2003-12-22 RCSB 5AP "Modify aromatic_flag" 2011-06-04 RCSB 5AP "Modify descriptor" 2011-06-04 RCSB #