data_BWP # _chem_comp.id BWP _chem_comp.name "(2S)-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 BWP _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 BWP C22 C22 C 0 1 N N N 8.663 -9.902 5.977 0.191 -0.083 5.626 C22 BWP 1 BWP N1 N1 N 0 1 Y N N 11.480 -10.726 14.204 -1.096 -0.004 -1.179 N1 BWP 2 BWP C2 C2 C 0 1 Y N N 12.581 -10.219 14.812 -1.985 0.121 -2.153 C2 BWP 3 BWP C6 C6 C 0 1 Y N N 11.256 -10.367 12.929 0.197 -0.108 -1.447 C6 BWP 4 BWP C4 C4 C 0 1 Y N N 13.127 -9.015 12.777 -0.183 0.032 -3.717 C4 BWP 5 BWP C3 C3 C 0 1 Y N N 13.466 -9.327 14.121 -1.553 0.144 -3.465 C3 BWP 6 BWP N5 N5 N 0 1 Y N N 12.031 -9.539 12.225 0.653 -0.085 -2.691 N5 BWP 7 BWP C11 C11 C 0 1 Y N N 13.990 -6.323 8.101 4.401 0.068 -5.722 C11 BWP 8 BWP C10 C10 C 0 1 Y N N 14.483 -5.615 9.226 3.552 -0.570 -6.607 C10 BWP 9 BWP C9 C9 C 0 1 Y N N 14.470 -6.225 10.510 2.190 -0.577 -6.377 C9 BWP 10 BWP C8 C8 C 0 1 Y N N 13.966 -7.549 10.679 1.674 0.056 -5.254 C8 BWP 11 BWP C12 C12 C 0 1 Y N N 13.483 -7.640 8.251 3.891 0.700 -4.603 C12 BWP 12 BWP C17 C17 C 0 1 Y N N 7.980 -11.630 9.203 -1.021 -1.168 2.458 C17 BWP 13 BWP C16 C16 C 0 1 Y N N 8.533 -11.750 10.506 -0.559 -1.043 1.163 C16 BWP 14 BWP C13 C13 C 0 1 Y N N 13.469 -8.253 9.534 2.529 0.701 -4.370 C13 BWP 15 BWP C15 C15 C 0 1 Y N N 9.491 -10.806 10.957 0.626 -0.365 0.912 C15 BWP 16 BWP C18 C18 C 0 1 Y N N 8.386 -10.557 8.336 -0.300 -0.619 3.508 C18 BWP 17 BWP C19 C19 C 0 1 Y N N 9.349 -9.610 8.797 0.881 0.061 3.258 C19 BWP 18 BWP C20 C20 C 0 1 Y N N 9.896 -9.732 10.093 1.347 0.184 1.963 C20 BWP 19 BWP O21 O21 O 0 1 N N N 7.809 -10.464 7.041 -0.755 -0.743 4.784 O21 BWP 20 BWP N7 N7 N 0 1 N N N 13.980 -8.105 12.026 0.296 0.050 -5.018 N7 BWP 21 BWP N14 N14 N 0 1 N N N 10.078 -10.925 12.294 1.095 -0.237 -0.401 N14 BWP 22 BWP BR BR BR 0 0 N N N 15.019 -8.608 14.972 -2.786 0.322 -4.887 BR BWP 23 BWP C23 C23 C 0 1 N N S 7.798 -9.468 4.759 -0.264 -0.186 7.083 C23 BWP 24 BWP C24 C24 C 0 1 N N N 6.762 -8.361 5.178 0.749 0.520 7.986 C24 BWP 25 BWP N25 N25 N 0 1 N N N 6.945 -6.943 4.641 0.312 0.420 9.385 N25 BWP 26 BWP C26 C26 C 0 1 N N N 8.343 -6.426 4.535 1.323 1.115 10.193 C26 BWP 27 BWP C27 C27 C 0 1 N N N 6.078 -6.565 3.488 -0.926 1.202 9.496 C27 BWP 28 BWP O28 O28 O 0 1 N N N 7.102 -10.614 4.277 -0.356 -1.562 7.457 O28 BWP 29 BWP H221 1H22 H 0 0 N N N 9.474 -10.607 5.680 1.167 -0.556 5.516 H221 BWP 30 BWP H222 2H22 H 0 0 N N N 9.299 -9.067 6.353 0.261 0.966 5.341 H222 BWP 31 BWP H2 H2 H 0 1 N N N 12.800 -10.498 15.857 -3.037 0.205 -1.923 H2 BWP 32 BWP H11 H11 H 0 1 N N N 14.000 -5.848 7.105 5.466 0.072 -5.905 H11 BWP 33 BWP H10 H10 H 0 1 N N N 14.876 -4.592 9.105 3.954 -1.063 -7.480 H10 BWP 34 BWP H9 H9 H 0 1 N N N 14.853 -5.670 11.383 1.528 -1.076 -7.069 H9 BWP 35 BWP H12 H12 H 0 1 N N N 13.100 -8.188 7.373 4.557 1.197 -3.914 H12 BWP 36 BWP H17 H17 H 0 1 N N N 7.235 -12.364 8.854 -1.943 -1.695 2.654 H17 BWP 37 BWP H16 H16 H 0 1 N N N 8.218 -12.576 11.166 -1.120 -1.471 0.346 H16 BWP 38 BWP H13 H13 H 0 1 N N N 13.073 -9.276 9.649 2.131 1.195 -3.496 H13 BWP 39 BWP H19 H19 H 0 1 N N N 9.666 -8.782 8.141 1.442 0.489 4.076 H19 BWP 40 BWP H20 H20 H 0 1 N N N 10.640 -8.997 10.445 2.270 0.710 1.769 H20 BWP 41 BWP H7 H7 H 0 1 N N N 14.777 -7.779 12.573 -0.323 0.059 -5.763 H7 BWP 42 BWP H14 H14 H 0 1 N N N 9.541 -11.533 12.913 2.049 -0.239 -0.578 H14 BWP 43 BWP H23 H23 H 0 1 N N N 8.461 -9.071 3.955 -1.240 0.286 7.194 H23 BWP 44 BWP H241 1H24 H 0 0 N N N 6.707 -8.321 6.291 0.819 1.569 7.701 H241 BWP 45 BWP H242 2H24 H 0 0 N N N 5.735 -8.713 4.924 1.725 0.047 7.876 H242 BWP 46 BWP H261 1H26 H 0 0 N N N 8.477 -5.391 4.143 1.041 1.069 11.245 H261 BWP 47 BWP H262 2H26 H 0 0 N N N 8.954 -7.134 3.928 2.291 0.635 10.055 H262 BWP 48 BWP H263 3H26 H 0 0 N N N 8.846 -6.514 5.526 1.386 2.157 9.879 H263 BWP 49 BWP H271 1H27 H 0 0 N N N 6.212 -5.530 3.096 -1.711 0.724 8.910 H271 BWP 50 BWP H272 2H27 H 0 0 N N N 5.007 -6.737 3.747 -1.232 1.251 10.541 H272 BWP 51 BWP H273 3H27 H 0 0 N N N 6.205 -7.302 2.661 -0.755 2.210 9.120 H273 BWP 52 BWP H28 H28 H 0 1 N N N 6.574 -10.349 3.533 0.525 -1.942 7.346 H28 BWP 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 BWP C22 O21 SING N N 1 BWP C22 C23 SING N N 2 BWP C22 H221 SING N N 3 BWP C22 H222 SING N N 4 BWP N1 C2 DOUB Y N 5 BWP N1 C6 SING Y N 6 BWP C2 C3 SING Y N 7 BWP C2 H2 SING N N 8 BWP C6 N5 DOUB Y N 9 BWP C6 N14 SING N N 10 BWP C4 C3 DOUB Y N 11 BWP C4 N5 SING Y N 12 BWP C4 N7 SING N N 13 BWP C3 BR SING N N 14 BWP C11 C10 DOUB Y N 15 BWP C11 C12 SING Y N 16 BWP C11 H11 SING N N 17 BWP C10 C9 SING Y N 18 BWP C10 H10 SING N N 19 BWP C9 C8 DOUB Y N 20 BWP C9 H9 SING N N 21 BWP C8 C13 SING Y N 22 BWP C8 N7 SING N N 23 BWP C12 C13 DOUB Y N 24 BWP C12 H12 SING N N 25 BWP C17 C16 DOUB Y N 26 BWP C17 C18 SING Y N 27 BWP C17 H17 SING N N 28 BWP C16 C15 SING Y N 29 BWP C16 H16 SING N N 30 BWP C13 H13 SING N N 31 BWP C15 C20 DOUB Y N 32 BWP C15 N14 SING N N 33 BWP C18 C19 DOUB Y N 34 BWP C18 O21 SING N N 35 BWP C19 C20 SING Y N 36 BWP C19 H19 SING N N 37 BWP C20 H20 SING N N 38 BWP N7 H7 SING N N 39 BWP N14 H14 SING N N 40 BWP C23 C24 SING N N 41 BWP C23 O28 SING N N 42 BWP C23 H23 SING N N 43 BWP C24 N25 SING N N 44 BWP C24 H241 SING N N 45 BWP C24 H242 SING N N 46 BWP N25 C26 SING N N 47 BWP N25 C27 SING N N 48 BWP C26 H261 SING N N 49 BWP C26 H262 SING N N 50 BWP C26 H263 SING N N 51 BWP C27 H271 SING N N 52 BWP C27 H272 SING N N 53 BWP C27 H273 SING N N 54 BWP 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 BWP SMILES ACDLabs 10.04 "Brc1cnc(nc1Nc2ccccc2)Nc3ccc(OCC(O)CN(C)C)cc3" BWP SMILES_CANONICAL CACTVS 3.341 "CN(C)C[C@H](O)COc1ccc(Nc2ncc(Br)c(Nc3ccccc3)n2)cc1" BWP SMILES CACTVS 3.341 "CN(C)C[CH](O)COc1ccc(Nc2ncc(Br)c(Nc3ccccc3)n2)cc1" BWP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)C[C@@H](COc1ccc(cc1)Nc2ncc(c(n2)Nc3ccccc3)Br)O" BWP SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)CC(COc1ccc(cc1)Nc2ncc(c(n2)Nc3ccccc3)Br)O" BWP 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-/m0/s1" BWP InChIKey InChI 1.03 MEIJADBULOETOV-KRWDZBQOSA-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 BWP "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-(4-{[5-bromo-4-(phenylamino)pyrimidin-2-yl]amino}phenoxy)-3-(dimethylamino)propan-2-ol" BWP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-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 BWP "Create component" 2002-06-11 EBI BWP "Modify descriptor" 2011-06-04 RCSB #