data_53T # _chem_comp.id 53T _chem_comp.name "5-[(3R)-3-(5-methoxy-3',5'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-15 _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 386.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 53T _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 3EEL _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 53T N2 N2 N 0 1 Y N N 16.437 -10.151 -1.819 6.335 -0.956 0.447 N2 53T 1 53T C8 C8 C 0 1 N N N 14.548 -8.746 -5.417 2.928 1.264 1.568 C8 53T 2 53T C10 C10 C 0 1 N N N 14.360 -7.269 -2.713 2.849 -0.597 -0.649 C10 53T 3 53T C11 C11 C 0 1 N N N 13.729 -6.262 -2.549 1.850 -0.738 -1.250 C11 53T 4 53T C12 C12 C 0 1 N N S 13.072 -4.976 -2.246 0.598 -0.915 -2.003 C12 53T 5 53T C13 C13 C 0 1 N N N 12.009 -4.975 -1.125 0.828 -0.545 -3.469 C13 53T 6 53T C1 C1 C 0 1 Y N N 15.761 -9.003 -1.694 5.227 -1.147 -0.260 C1 53T 7 53T C2 C2 C 0 1 N N N 14.718 -0.813 -4.714 -2.132 4.309 -0.287 C2 53T 8 53T C3 C3 C 0 1 Y N N 16.533 -10.777 -2.989 6.353 -0.100 1.459 C3 53T 9 53T C5 C5 C 0 1 Y N N 15.199 -9.176 -4.068 4.138 0.465 1.157 C5 53T 10 53T C6 C6 C 0 1 Y N N 15.106 -8.485 -2.841 4.067 -0.424 0.084 C6 53T 11 53T C26 C26 C 0 1 N N N 6.954 -6.574 -6.003 -7.077 0.806 1.794 C26 53T 12 53T C21 C21 C 0 1 Y N N 8.101 -5.776 -6.662 -6.007 -0.082 1.211 C21 53T 13 53T C20 C20 C 0 1 Y N N 9.097 -5.269 -5.825 -4.850 0.475 0.706 C20 53T 14 53T C22 C22 C 0 1 Y N N 8.146 -5.554 -8.053 -6.186 -1.453 1.189 C22 53T 15 53T C23 C23 C 0 1 Y N N 9.224 -4.814 -8.596 -5.208 -2.274 0.656 C23 53T 16 53T C27 C27 C 0 1 N N N 9.321 -4.556 -10.114 -5.410 -3.767 0.635 C27 53T 17 53T C24 C24 C 0 1 Y N N 10.231 -4.315 -7.751 -4.049 -1.728 0.143 C24 53T 18 53T C25 C25 C 0 1 Y N N 10.177 -4.546 -6.351 -3.862 -0.347 0.168 C25 53T 19 53T C18 C18 C 0 1 Y N N 11.187 -4.067 -5.493 -2.615 0.245 -0.377 C18 53T 20 53T C19 C19 C 0 1 Y N N 11.594 -4.788 -4.352 -1.628 -0.578 -0.915 C19 53T 21 53T C17 C17 C 0 1 Y N N 11.832 -2.852 -5.777 -2.431 1.625 -0.356 C17 53T 22 53T C16 C16 C 0 1 Y N N 12.850 -2.346 -4.973 -1.265 2.172 -0.865 C16 53T 23 53T O17 O17 O 0 1 N N N 13.434 -1.143 -5.349 -1.081 3.519 -0.847 O17 53T 24 53T C15 C15 C 0 1 Y N N 13.236 -3.058 -3.816 -0.284 1.345 -1.395 C15 53T 25 53T C14 C14 C 0 1 Y N N 12.606 -4.266 -3.512 -0.468 -0.024 -1.421 C14 53T 26 53T N4 N4 N 0 1 Y N N 15.925 -10.307 -4.095 5.282 0.596 1.809 N4 53T 27 53T N7 N7 N 0 1 N N N 17.201 -11.918 -3.071 7.527 0.071 2.170 N7 53T 28 53T N9 N9 N 0 1 N N N 15.699 -8.402 -0.498 5.212 -2.041 -1.315 N9 53T 29 53T H8 H8 H 0 1 N N N 13.461 -8.645 -5.284 2.357 0.704 2.308 H8 53T 30 53T H8A H8A H 0 1 N N N 14.970 -7.782 -5.736 3.249 2.213 1.997 H8A 53T 31 53T H8B H8B H 0 1 N N N 14.754 -9.508 -6.183 2.304 1.453 0.694 H8B 53T 32 53T H12 H12 H 0 1 N N N 13.877 -4.381 -1.791 0.278 -1.955 -1.937 H12 53T 33 53T H13 H13 H 0 1 N N N 12.509 -4.975 -0.145 1.600 -1.190 -3.890 H13 53T 34 53T H13A H13A H 0 0 N N N 11.381 -4.077 -1.216 -0.099 -0.676 -4.027 H13A 53T 35 53T H13B H13B H 0 0 N N N 11.380 -5.873 -1.215 1.148 0.495 -3.536 H13B 53T 36 53T H2 H2 H 0 1 N N N 15.498 -0.731 -5.485 -2.289 4.021 0.752 H2 53T 37 53T H2A H2A H 0 1 N N N 14.627 0.145 -4.180 -1.858 5.363 -0.334 H2A 53T 38 53T H2B H2B H 0 1 N N N 14.989 -1.606 -4.002 -3.050 4.147 -0.852 H2B 53T 39 53T H26 H26 H 0 1 N N N 7.198 -6.764 -4.947 -7.775 1.097 1.009 H26 53T 40 53T H26A H26A H 0 0 N N N 6.021 -5.994 -6.065 -7.612 0.266 2.575 H26A 53T 41 53T H26B H26B H 0 0 N N N 6.826 -7.532 -6.527 -6.616 1.698 2.220 H26B 53T 42 53T H20 H20 H 0 1 N N N 9.035 -5.436 -4.760 -4.710 1.545 0.728 H20 53T 43 53T H22 H22 H 0 1 N N N 7.370 -5.943 -8.695 -7.091 -1.885 1.589 H22 53T 44 53T H27 H27 H 0 1 N N N 9.344 -3.472 -10.302 -5.901 -4.055 -0.295 H27 53T 45 53T H27A H27A H 0 0 N N N 10.240 -5.015 -10.506 -4.442 -4.265 0.703 H27A 53T 46 53T H27B H27B H 0 0 N N N 8.447 -4.996 -10.617 -6.030 -4.062 1.481 H27B 53T 47 53T H24 H24 H 0 1 N N N 11.052 -3.752 -8.170 -3.287 -2.370 -0.273 H24 53T 48 53T H19 H19 H 0 1 N N N 11.134 -5.737 -4.119 -1.769 -1.648 -0.936 H19 53T 49 53T H17 H17 H 0 1 N N N 11.528 -2.291 -6.649 -3.195 2.268 0.056 H17 53T 50 53T H15 H15 H 0 1 N N N 14.012 -2.671 -3.172 0.625 1.774 -1.792 H15 53T 51 53T HN7 HN7 H 0 1 N N N 17.369 -12.138 -4.032 8.320 -0.431 1.926 HN7 53T 52 53T HN7A HN7A H 0 0 N N N 18.074 -11.828 -2.592 7.557 0.694 2.914 HN7A 53T 53 53T HN9 HN9 H 0 1 N N N 15.684 -9.095 0.223 6.015 -2.534 -1.545 HN9 53T 54 53T HN9A HN9A H 0 0 N N N 16.499 -7.814 -0.379 4.398 -2.175 -1.826 HN9A 53T 55 # 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 53T N2 C1 DOUB Y N 1 53T N2 C3 SING Y N 2 53T C8 C5 SING N N 3 53T C10 C11 TRIP N N 4 53T C10 C6 SING N N 5 53T C11 C12 SING N N 6 53T C12 C13 SING N N 7 53T C12 C14 SING N N 8 53T C1 C6 SING Y N 9 53T C1 N9 SING N N 10 53T C2 O17 SING N N 11 53T C3 N4 DOUB Y N 12 53T C3 N7 SING N N 13 53T C5 C6 DOUB Y N 14 53T C5 N4 SING Y N 15 53T C26 C21 SING N N 16 53T C21 C20 DOUB Y N 17 53T C21 C22 SING Y N 18 53T C20 C25 SING Y N 19 53T C22 C23 DOUB Y N 20 53T C23 C27 SING N N 21 53T C23 C24 SING Y N 22 53T C24 C25 DOUB Y N 23 53T C25 C18 SING Y N 24 53T C18 C19 DOUB Y N 25 53T C18 C17 SING Y N 26 53T C19 C14 SING Y N 27 53T C17 C16 DOUB Y N 28 53T C16 O17 SING N N 29 53T C16 C15 SING Y N 30 53T C15 C14 DOUB Y N 31 53T C8 H8 SING N N 32 53T C8 H8A SING N N 33 53T C8 H8B SING N N 34 53T C12 H12 SING N N 35 53T C13 H13 SING N N 36 53T C13 H13A SING N N 37 53T C13 H13B SING N N 38 53T C2 H2 SING N N 39 53T C2 H2A SING N N 40 53T C2 H2B SING N N 41 53T C26 H26 SING N N 42 53T C26 H26A SING N N 43 53T C26 H26B SING N N 44 53T C20 H20 SING N N 45 53T C22 H22 SING N N 46 53T C27 H27 SING N N 47 53T C27 H27A SING N N 48 53T C27 H27B SING N N 49 53T C24 H24 SING N N 50 53T C19 H19 SING N N 51 53T C17 H17 SING N N 52 53T C15 H15 SING N N 53 53T N7 HN7 SING N N 54 53T N7 HN7A SING N N 55 53T N9 HN9 SING N N 56 53T N9 HN9A SING N N 57 # 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 53T SMILES ACDLabs 10.04 "C(#CC(c2cc(c1cc(cc(c1)C)C)cc(OC)c2)C)c3c(nc(nc3C)N)N" 53T SMILES_CANONICAL CACTVS 3.341 "COc1cc(cc(c1)c2cc(C)cc(C)c2)[C@@H](C)C#Cc3c(C)nc(N)nc3N" 53T SMILES CACTVS 3.341 "COc1cc(cc(c1)c2cc(C)cc(C)c2)[CH](C)C#Cc3c(C)nc(N)nc3N" 53T SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc(cc(c1)c2cc(cc(c2)OC)[C@@H](C)C#Cc3c(nc(nc3N)N)C)C" 53T SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc(cc(c1)c2cc(cc(c2)OC)C(C)C#Cc3c(nc(nc3N)N)C)C" 53T InChI InChI 1.03 "InChI=1S/C24H26N4O/c1-14-8-15(2)10-19(9-14)20-11-18(12-21(13-20)29-5)16(3)6-7-22-17(4)27-24(26)28-23(22)25/h8-13,16H,1-5H3,(H4,25,26,27,28)/t16-/m0/s1" 53T InChIKey InChI 1.03 ATFDKOLABYIYCC-INIZCTEOSA-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 53T "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(3R)-3-(5-methoxy-3',5'-dimethylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine" 53T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(3R)-3-[3-(3,5-dimethylphenyl)-5-methoxy-phenyl]but-1-ynyl]-6-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 53T "Create component" 2008-09-15 RCSB 53T "Modify aromatic_flag" 2011-06-04 RCSB 53T "Modify descriptor" 2011-06-04 RCSB #