data_BYP # _chem_comp.id BYP _chem_comp.name "(2R)-1-{4-[(4-ANILINO-5-BROMOPYRIMIDIN-2-YL)AMINO]PHENOXY}-3-(DIMETHYLAMINO)PROPAN-2-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 Br N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-06-11 _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 458.352 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BYP _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 1H08 _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 BYP C22 C22 C 0 1 N N N 8.663 -9.902 5.977 0.142 -0.056 5.625 C22 BYP 1 BYP N1 N1 N 0 1 Y N N 11.480 -10.726 14.204 -1.094 -0.026 -1.186 N1 BYP 2 BYP C2 C2 C 0 1 Y N N 12.581 -10.219 14.812 -1.978 0.091 -2.166 C2 BYP 3 BYP C6 C6 C 0 1 Y N N 11.256 -10.367 12.929 0.201 -0.123 -1.446 C6 BYP 4 BYP C4 C4 C 0 1 Y N N 13.127 -9.015 12.777 -0.165 0.010 -3.718 C4 BYP 5 BYP C3 C3 C 0 1 Y N N 13.466 -9.327 14.121 -1.537 0.114 -3.476 C3 BYP 6 BYP N5 N5 N 0 1 Y N N 12.031 -9.539 12.225 0.665 -0.100 -2.687 N5 BYP 7 BYP C11 C11 C 0 1 Y N N 13.990 -6.323 8.101 4.432 0.072 -5.694 C11 BYP 8 BYP C10 C10 C 0 1 Y N N 14.483 -5.615 9.226 3.593 -0.578 -6.580 C10 BYP 9 BYP C9 C9 C 0 1 Y N N 14.470 -6.225 10.510 2.230 -0.594 -6.358 C9 BYP 10 BYP C8 C8 C 0 1 Y N N 13.966 -7.549 10.679 1.702 0.043 -5.244 C8 BYP 11 BYP C12 C12 C 0 1 Y N N 13.483 -7.640 8.251 3.909 0.709 -4.583 C12 BYP 12 BYP C17 C17 C 0 1 Y N N 7.980 -11.630 9.203 -1.028 -1.186 2.458 C17 BYP 13 BYP C16 C16 C 0 1 Y N N 8.533 -11.750 10.506 -0.559 -1.064 1.165 C16 BYP 14 BYP C13 C13 C 0 1 Y N N 13.469 -8.253 9.534 2.547 0.701 -4.358 C13 BYP 15 BYP C15 C15 C 0 1 Y N N 9.491 -10.806 10.957 0.617 -0.370 0.916 C15 BYP 16 BYP C18 C18 C 0 1 Y N N 8.386 -10.557 8.336 -0.324 -0.617 3.508 C18 BYP 17 BYP C19 C19 C 0 1 Y N N 9.349 -9.610 8.797 0.848 0.080 3.261 C19 BYP 18 BYP C20 C20 C 0 1 Y N N 9.896 -9.732 10.093 1.321 0.199 1.969 C20 BYP 19 BYP O21 O21 O 0 1 N N N 7.809 -10.464 7.041 -0.787 -0.738 4.781 O21 BYP 20 BYP N7 N7 N 0 1 N N N 13.980 -8.105 12.026 0.323 0.029 -5.016 N7 BYP 21 BYP N14 N14 N 0 1 N N N 10.078 -10.925 12.294 1.093 -0.245 -0.394 N14 BYP 22 BYP BR BR BR 0 0 N N N 15.019 -8.608 14.972 -2.762 0.282 -4.906 BR BYP 23 BYP C23 C23 C 0 1 N N R 7.759 -9.463 4.786 -0.321 -0.154 7.080 C23 BYP 24 BYP C24 C24 C 0 1 N N N 6.595 -10.498 4.581 0.673 0.574 7.984 C24 BYP 25 BYP N25 N25 N 0 1 N N N 5.932 -10.525 3.222 0.258 0.432 9.385 N25 BYP 26 BYP C26 C26 C 0 1 N N N 6.798 -10.933 2.078 0.618 -0.931 9.796 C26 BYP 27 BYP C27 C27 C 0 1 N N N 5.038 -9.371 2.919 1.099 1.345 10.170 C27 BYP 28 BYP O28 O28 O 0 1 N N N 7.213 -8.178 5.069 -1.612 0.445 7.210 O28 BYP 29 BYP H221 1H22 H 0 0 N N N 9.470 -10.605 5.663 0.198 0.991 5.332 H221 BYP 30 BYP H222 2H22 H 0 0 N N N 9.313 -9.075 6.345 1.126 -0.514 5.526 H222 BYP 31 BYP H2 H2 H 0 1 N N N 12.800 -10.498 15.857 -3.032 0.169 -1.944 H2 BYP 32 BYP H11 H11 H 0 1 N N N 14.000 -5.848 7.105 5.498 0.083 -5.870 H11 BYP 33 BYP H10 H10 H 0 1 N N N 14.876 -4.592 9.105 4.005 -1.074 -7.447 H10 BYP 34 BYP H9 H9 H 0 1 N N N 14.853 -5.670 11.383 1.576 -1.103 -7.051 H9 BYP 35 BYP H12 H12 H 0 1 N N N 13.100 -8.188 7.373 4.567 1.216 -3.893 H12 BYP 36 BYP H17 H17 H 0 1 N N N 7.235 -12.364 8.854 -1.944 -1.725 2.651 H17 BYP 37 BYP H16 H16 H 0 1 N N N 8.218 -12.576 11.166 -1.107 -1.507 0.347 H16 BYP 38 BYP H13 H13 H 0 1 N N N 13.073 -9.276 9.649 2.139 1.199 -3.491 H13 BYP 39 BYP H19 H19 H 0 1 N N N 9.666 -8.782 8.141 1.396 0.523 4.079 H19 BYP 40 BYP H20 H20 H 0 1 N N N 10.640 -8.997 10.445 2.237 0.738 1.777 H20 BYP 41 BYP H7 H7 H 0 1 N N N 14.777 -7.779 12.573 -0.291 0.032 -5.766 H7 BYP 42 BYP H14 H14 H 0 1 N N N 9.541 -11.533 12.913 2.048 -0.244 -0.565 H14 BYP 43 BYP H23 H23 H 0 1 N N N 8.373 -9.408 3.857 -0.378 -1.203 7.373 H23 BYP 44 BYP H241 1H24 H 0 0 N N N 5.821 -10.348 5.370 0.698 1.631 7.718 H241 BYP 45 BYP H242 2H24 H 0 0 N N N 6.957 -11.521 4.839 1.666 0.143 7.853 H242 BYP 46 BYP H261 1H26 H 0 0 N N N 6.309 -10.953 1.076 0.328 -1.086 10.835 H261 BYP 47 BYP H262 2H26 H 0 0 N N N 7.264 -11.923 2.291 0.099 -1.650 9.163 H262 BYP 48 BYP H263 3H26 H 0 0 N N N 7.706 -10.287 2.043 1.695 -1.068 9.695 H263 BYP 49 BYP H271 1H27 H 0 0 N N N 4.549 -9.391 1.917 0.929 2.370 9.840 H271 BYP 50 BYP H272 2H27 H 0 0 N N N 5.593 -8.413 3.053 0.845 1.257 11.226 H272 BYP 51 BYP H273 3H27 H 0 0 N N N 4.267 -9.267 3.717 2.148 1.087 10.026 H273 BYP 52 BYP H28 H28 H 0 1 N N N 6.662 -7.910 4.343 -1.518 1.370 6.941 H28 BYP 53 # 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 BYP C22 O21 SING N N 1 BYP C22 C23 SING N N 2 BYP C22 H221 SING N N 3 BYP C22 H222 SING N N 4 BYP N1 C2 DOUB Y N 5 BYP N1 C6 SING Y N 6 BYP C2 C3 SING Y N 7 BYP C2 H2 SING N N 8 BYP C6 N5 DOUB Y N 9 BYP C6 N14 SING N N 10 BYP C4 C3 DOUB Y N 11 BYP C4 N5 SING Y N 12 BYP C4 N7 SING N N 13 BYP C3 BR SING N N 14 BYP C11 C10 DOUB Y N 15 BYP C11 C12 SING Y N 16 BYP C11 H11 SING N N 17 BYP C10 C9 SING Y N 18 BYP C10 H10 SING N N 19 BYP C9 C8 DOUB Y N 20 BYP C9 H9 SING N N 21 BYP C8 C13 SING Y N 22 BYP C8 N7 SING N N 23 BYP C12 C13 DOUB Y N 24 BYP C12 H12 SING N N 25 BYP C17 C16 DOUB Y N 26 BYP C17 C18 SING Y N 27 BYP C17 H17 SING N N 28 BYP C16 C15 SING Y N 29 BYP C16 H16 SING N N 30 BYP C13 H13 SING N N 31 BYP C15 C20 DOUB Y N 32 BYP C15 N14 SING N N 33 BYP C18 C19 DOUB Y N 34 BYP C18 O21 SING N N 35 BYP C19 C20 SING Y N 36 BYP C19 H19 SING N N 37 BYP C20 H20 SING N N 38 BYP N7 H7 SING N N 39 BYP N14 H14 SING N N 40 BYP C23 C24 SING N N 41 BYP C23 O28 SING N N 42 BYP C23 H23 SING N N 43 BYP C24 N25 SING N N 44 BYP C24 H241 SING N N 45 BYP C24 H242 SING N N 46 BYP N25 C26 SING N N 47 BYP N25 C27 SING N N 48 BYP C26 H261 SING N N 49 BYP C26 H262 SING N N 50 BYP C26 H263 SING N N 51 BYP C27 H271 SING N N 52 BYP C27 H272 SING N N 53 BYP C27 H273 SING N N 54 BYP O28 H28 SING N N 55 # 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 BYP SMILES ACDLabs 10.04 "Brc1cnc(nc1Nc2ccccc2)Nc3ccc(OCC(O)CN(C)C)cc3" BYP SMILES_CANONICAL CACTVS 3.341 "CN(C)C[C@@H](O)COc1ccc(Nc2ncc(Br)c(Nc3ccccc3)n2)cc1" BYP SMILES CACTVS 3.341 "CN(C)C[CH](O)COc1ccc(Nc2ncc(Br)c(Nc3ccccc3)n2)cc1" BYP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)C[C@H](COc1ccc(cc1)Nc2ncc(c(n2)Nc3ccccc3)Br)O" BYP SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)CC(COc1ccc(cc1)Nc2ncc(c(n2)Nc3ccccc3)Br)O" BYP InChI InChI 1.03 "InChI=1S/C21H24BrN5O2/c1-27(2)13-17(28)14-29-18-10-8-16(9-11-18)25-21-23-12-19(22)20(26-21)24-15-6-4-3-5-7-15/h3-12,17,28H,13-14H2,1-2H3,(H2,23,24,25,26)/t17-/m1/s1" BYP InChIKey InChI 1.03 MEIJADBULOETOV-QGZVFWFLSA-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 BYP "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-1-(4-{[5-bromo-4-(phenylamino)pyrimidin-2-yl]amino}phenoxy)-3-(dimethylamino)propan-2-ol" BYP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-1-[4-[(5-bromo-4-phenylazanyl-pyrimidin-2-yl)amino]phenoxy]-3-dimethylamino-propan-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BYP "Create component" 2002-06-11 EBI BYP "Modify descriptor" 2011-06-04 RCSB #