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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h26-27H 
FAP InChIKey         InChI                1.02b ZVSBKYYVBCKDBO-NBINBSMZDO                                                                                                                                                           
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                                                                                                                                      
# 
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  
# 
