data_FAP # _chem_comp.id FAP _chem_comp.name "(2S)-1-[4-({6-[(2,6-DIFLUOROPHENYL)AMINO]PYRIMIDIN-4-YL}AMINO)PHENOXY]-3-(DIMETHYLAMINO)PROPAN-2-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 F2 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-06-10 _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 415.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FAP _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 1H00 _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 FAP C22 C22 C 0 1 Y N N 3.795 28.597 6.010 0.926 -0.279 1.471 C22 FAP 1 FAP C1 C1 C 0 1 Y N N 0.326 33.100 7.856 -2.836 -0.366 -2.274 C1 FAP 2 FAP C5 C5 C 0 1 Y N N 1.614 31.197 7.689 -0.608 -0.037 -1.784 C5 FAP 3 FAP C4 C4 C 0 1 Y N N 0.713 30.517 8.579 -0.317 -0.039 -3.145 C4 FAP 4 FAP C3 C3 C 0 1 Y N N -0.401 31.277 9.066 -1.366 -0.215 -4.043 C3 FAP 5 FAP C17 C17 C 0 1 Y N N 3.412 29.238 7.219 0.084 0.261 0.508 C17 FAP 6 FAP C18 C18 C 0 1 Y N N 3.648 28.575 8.468 -1.071 0.928 0.892 C18 FAP 7 FAP C19 C19 C 0 1 Y N N 4.248 27.299 8.501 -1.382 1.053 2.231 C19 FAP 8 FAP C20 C20 C 0 1 Y N N 4.628 26.656 7.293 -0.541 0.513 3.193 C20 FAP 9 FAP N2 N2 N 0 1 Y N N -0.569 32.563 8.689 -2.601 -0.374 -3.570 N2 FAP 10 FAP N6 N6 N 0 1 Y N N 1.396 32.484 7.345 -1.869 -0.208 -1.392 N6 FAP 11 FAP N7 N7 N 0 1 N N N -1.398 30.732 9.980 -1.129 -0.226 -5.409 N7 FAP 12 FAP N16 N16 N 0 1 N N N 2.794 30.557 7.126 0.401 0.134 -0.849 N16 FAP 13 FAP C21 C21 C 0 1 Y N N 4.399 27.314 6.042 0.616 -0.148 2.810 C21 FAP 14 FAP O23 O23 O 0 1 N N N 5.207 25.398 7.440 -0.849 0.636 4.512 O23 FAP 15 FAP C24 C24 C 0 1 N N N 4.464 24.159 7.617 0.193 -0.012 5.242 C24 FAP 16 FAP C11 C11 C 0 1 Y N N -1.734 27.448 12.792 2.750 0.272 -6.856 C11 FAP 17 FAP C10 C10 C 0 1 Y N N -2.864 27.937 12.091 2.049 -0.884 -7.146 C10 FAP 18 FAP C9 C9 C 0 1 Y N N -2.731 29.015 11.177 0.762 -1.053 -6.667 C9 FAP 19 FAP C8 C8 C 0 1 Y N N -1.454 29.617 10.947 0.174 -0.059 -5.895 C8 FAP 20 FAP C12 C12 C 0 1 Y N N -0.462 28.028 12.584 2.168 1.263 -6.088 C12 FAP 21 FAP C13 C13 C 0 1 Y N N -0.309 29.105 11.674 0.879 1.104 -5.611 C13 FAP 22 FAP F14 F14 F 0 1 N N N -3.849 29.459 10.521 0.079 -2.183 -6.951 F14 FAP 23 FAP F15 F15 F 0 1 N N N 0.945 29.621 11.516 0.311 2.073 -4.860 F15 FAP 24 FAP C25 C25 C 0 1 N N S 5.396 22.935 7.662 -0.092 0.090 6.741 C25 FAP 25 FAP C26 C26 C 0 1 N N N 4.767 21.537 7.444 1.024 -0.604 7.523 C26 FAP 26 FAP N27 N27 N 0 1 N N N 5.617 20.341 7.761 0.748 -0.505 8.962 N27 FAP 27 FAP C28 C28 C 0 1 N N N 6.442 19.881 6.612 1.852 -1.188 9.651 C28 FAP 28 FAP C29 C29 C 0 1 N N N 4.805 19.205 8.291 0.848 0.917 9.314 C29 FAP 29 FAP O30 O30 O 0 1 N N N 6.251 22.972 8.754 -1.341 -0.540 7.032 O30 FAP 30 FAP H22 H22 H 0 1 N N N 3.622 29.099 5.043 1.825 -0.797 1.173 H22 FAP 31 FAP H1L H1L H 0 1 N N N 0.167 34.151 7.562 -3.849 -0.497 -1.923 H1L FAP 32 FAP H4 H4 H 0 1 N N N 0.870 29.465 8.872 0.695 0.091 -3.496 H4 FAP 33 FAP H18 H18 H 0 1 N N N 3.358 29.067 9.411 -1.726 1.348 0.143 H18 FAP 34 FAP H19 H19 H 0 1 N N N 4.423 26.799 9.468 -2.281 1.571 2.530 H19 FAP 35 FAP H7 H7 H 0 1 N N N -2.276 31.250 9.942 -1.865 -0.349 -6.028 H7 FAP 36 FAP H16 H16 H 0 1 N N N 3.318 31.185 6.516 1.327 0.166 -1.136 H16 FAP 37 FAP H21 H21 H 0 1 N N N 4.693 26.822 5.100 1.270 -0.568 3.560 H21 FAP 38 FAP H241 1H24 H 0 0 N N N 3.678 24.042 6.835 1.146 0.468 5.020 H241 FAP 39 FAP H242 2H24 H 0 0 N N N 3.809 24.204 8.518 0.240 -1.062 4.952 H242 FAP 40 FAP H11 H11 H 0 1 N N N -1.847 26.612 13.502 3.755 0.401 -7.231 H11 FAP 41 FAP H10 H10 H 0 1 N N N -3.853 27.477 12.256 2.507 -1.656 -7.746 H10 FAP 42 FAP H12 H12 H 0 1 N N N 0.414 27.642 13.131 2.718 2.165 -5.863 H12 FAP 43 FAP H25 H25 H 0 1 N N N 6.069 23.072 6.784 -0.139 1.140 7.031 H25 FAP 44 FAP H261 1H26 H 0 0 N N N 4.395 21.459 6.396 1.976 -0.123 7.301 H261 FAP 45 FAP H262 2H26 H 0 0 N N N 3.809 21.470 8.011 1.071 -1.654 7.233 H262 FAP 46 FAP H281 1H28 H 0 0 N N N 7.073 18.993 6.847 1.692 -1.142 10.728 H281 FAP 47 FAP H282 2H28 H 0 0 N N N 7.066 20.715 6.214 1.888 -2.231 9.334 H282 FAP 48 FAP H283 3H28 H 0 0 N N N 5.803 19.686 5.719 2.794 -0.700 9.402 H283 FAP 49 FAP H291 1H29 H 0 0 N N N 5.436 18.317 8.526 0.046 1.469 8.825 H291 FAP 50 FAP H292 2H29 H 0 0 N N N 3.976 18.940 7.594 0.760 1.031 10.395 H292 FAP 51 FAP H293 3H29 H 0 0 N N N 4.199 19.517 9.174 1.811 1.306 8.985 H293 FAP 52 FAP H30 H30 H 0 1 N N N 6.826 22.216 8.782 -1.257 -1.464 6.762 H30 FAP 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 FAP C22 C17 DOUB Y N 1 FAP C22 C21 SING Y N 2 FAP C22 H22 SING N N 3 FAP C1 N2 DOUB Y N 4 FAP C1 N6 SING Y N 5 FAP C1 H1L SING N N 6 FAP C5 C4 SING Y N 7 FAP C5 N6 DOUB Y N 8 FAP C5 N16 SING N N 9 FAP C4 C3 DOUB Y N 10 FAP C4 H4 SING N N 11 FAP C3 N2 SING Y N 12 FAP C3 N7 SING N N 13 FAP C17 C18 SING Y N 14 FAP C17 N16 SING N N 15 FAP C18 C19 DOUB Y N 16 FAP C18 H18 SING N N 17 FAP C19 C20 SING Y N 18 FAP C19 H19 SING N N 19 FAP C20 C21 DOUB Y N 20 FAP C20 O23 SING N N 21 FAP N7 C8 SING N N 22 FAP N7 H7 SING N N 23 FAP N16 H16 SING N N 24 FAP C21 H21 SING N N 25 FAP O23 C24 SING N N 26 FAP C24 C25 SING N N 27 FAP C24 H241 SING N N 28 FAP C24 H242 SING N N 29 FAP C11 C10 DOUB Y N 30 FAP C11 C12 SING Y N 31 FAP C11 H11 SING N N 32 FAP C10 C9 SING Y N 33 FAP C10 H10 SING N N 34 FAP C9 C8 DOUB Y N 35 FAP C9 F14 SING N N 36 FAP C8 C13 SING Y N 37 FAP C12 C13 DOUB Y N 38 FAP C12 H12 SING N N 39 FAP C13 F15 SING N N 40 FAP C25 C26 SING N N 41 FAP C25 O30 SING N N 42 FAP C25 H25 SING N N 43 FAP C26 N27 SING N N 44 FAP C26 H261 SING N N 45 FAP C26 H262 SING N N 46 FAP N27 C28 SING N N 47 FAP N27 C29 SING N N 48 FAP C28 H281 SING N N 49 FAP C28 H282 SING N N 50 FAP C28 H283 SING N N 51 FAP C29 H291 SING N N 52 FAP C29 H292 SING N N 53 FAP C29 H293 SING N N 54 FAP O30 H30 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 FAP SMILES ACDLabs 10.04 "Fc1cccc(F)c1Nc3ncnc(Nc2ccc(OCC(O)CN(C)C)cc2)c3" FAP SMILES_CANONICAL CACTVS 3.341 "CN(C)C[C@H](O)COc1ccc(Nc2cc(Nc3c(F)cccc3F)ncn2)cc1" FAP SMILES CACTVS 3.341 "CN(C)C[CH](O)COc1ccc(Nc2cc(Nc3c(F)cccc3F)ncn2)cc1" FAP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)C[C@@H](COc1ccc(cc1)Nc2cc(ncn2)Nc3c(cccc3F)F)O" FAP SMILES "OpenEye OEToolkits" 1.5.0 "CN(C)CC(COc1ccc(cc1)Nc2cc(ncn2)Nc3c(cccc3F)F)O" FAP InChI InChI 1.03 "InChI=1S/C21H23F2N5O2/c1-28(2)11-15(29)12-30-16-8-6-14(7-9-16)26-19-10-20(25-13-24-19)27-21-17(22)4-3-5-18(21)23/h3-10,13,15,29H,11-12H2,1-2H3,(H2,24,25,26,27)/t15-/m0/s1" FAP InChIKey InChI 1.03 ZVSBKYYVBCKDBO-HNNXBMFYSA-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 FAP "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-1-[4-({6-[(2,6-difluorophenyl)amino]pyrimidin-4-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol" FAP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[4-[[6-[(2,6-difluorophenyl)amino]pyrimidin-4-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 FAP "Create component" 2002-06-10 EBI FAP "Modify descriptor" 2011-06-04 RCSB #