data_3FP
# 
_chem_comp.id                                    3FP 
_chem_comp.name                                  (2R)-1-(DIMETHYLAMINO)-3-{4-[(6-{[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]AMINO}PYRIMIDIN-4-YL)AMINO]PHENOXY}PROPAN-2-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 F4 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         1-(DIMETHYLAMINO)-3-{4-[(6-{[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]AMINO}PYRIMIDIN-4-YL)AMINO]PHENOXY}PROPAN-2-OL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-11 
_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                        465.444 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3FP 
_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        ? 
_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 
3FP C1   C1   C 0 1 Y N N 13.511 -8.428  13.575 -1.445 0.208  -2.788 C1   3FP 1  
3FP N1   N1   N 0 1 Y N N 11.841 -10.454 14.542 -0.651 -0.219 -0.245 N1   3FP 2  
3FP C2   C2   C 0 1 Y N N 12.467 -8.987  12.728 -2.400 0.036  -1.790 C2   3FP 3  
3FP C7   C7   C 0 1 Y N N 14.299 -5.451  9.280  1.034  0.583  -7.121 C7   3FP 4  
3FP C6   C6   C 0 1 Y N N 13.283 -5.240  10.205 -0.195 1.188  -7.308 C6   3FP 5  
3FP C5   C5   C 0 1 Y N N 13.308 -5.879  11.434 -1.151 1.134  -6.311 C5   3FP 6  
3FP C4   C4   C 0 1 Y N N 14.395 -6.713  11.752 -0.870 0.483  -5.115 C4   3FP 7  
3FP C3   C3   C 0 1 Y N N 11.638 -10.031 13.277 -1.960 -0.185 -0.488 C3   3FP 8  
3FP C11  C11  C 0 1 Y N N 9.948  -9.216  10.494 -3.113 -1.299 2.755  C11  3FP 9  
3FP C10  C10  C 0 1 Y N N 10.026 -10.493 11.133 -2.420 -0.494 1.860  C10  3FP 10 
3FP C9   C9   C 0 1 Y N N 15.420 -6.875  10.770 0.365  -0.121 -4.932 C9   3FP 11 
3FP C8   C8   C 0 1 Y N N 15.413 -6.393  9.372  1.314  -0.070 -5.935 C8   3FP 12 
3FP C12  C12  C 0 1 Y N N 9.442  -9.087  9.192  -2.668 -1.427 4.056  C12  3FP 13 
3FP C16  C16  C 0 1 N N N 8.852  -10.608 5.890  0.052  -0.032 5.881  C16  3FP 14 
3FP C14  C14  C 0 1 Y N N 9.057  -11.518 9.078  -0.839 0.055  3.577  C14  3FP 15 
3FP C13  C13  C 0 1 Y N N 8.993  -10.220 8.470  -1.528 -0.752 4.469  C13  3FP 16 
3FP C15  C15  C 0 1 Y N N 9.574  -11.652 10.409 -1.280 0.180  2.275  C15  3FP 17 
3FP C    C    C 0 1 Y N N 12.830 -9.880  15.256 0.221  -0.056 -1.219 C    3FP 18 
3FP N    N    N 0 1 Y N N 13.662 -8.897  14.841 -0.154 0.155  -2.463 N    3FP 19 
3FP N2   N2   N 0 1 N N N 14.403 -7.350  13.073 -1.832 0.433  -4.100 N2   3FP 20 
3FP F1   F1   F 0 1 N N N 12.296 -5.649  12.335 -2.353 1.725  -6.494 F1   3FP 21 
3FP N3   N3   N 0 1 N N N 10.554 -10.662 12.503 -2.871 -0.363 0.541  N3   3FP 22 
3FP O    O    O 0 1 N N N 8.474  -10.026 7.179  -1.091 -0.879 5.750  O    3FP 23 
3FP C21  C21  C 0 1 N N N 16.618 -6.146  8.413  2.655  -0.727 -5.736 C21  3FP 24 
3FP F2   F2   F 0 1 N N N 17.693 -6.531  9.017  3.479  -0.444 -6.831 F2   3FP 25 
3FP F3   F3   F 0 1 N N N 16.542 -6.876  7.219  3.247  -0.235 -4.568 F3   3FP 26 
3FP F4   F4   F 0 1 N N N 16.947 -4.820  8.234  2.485  -2.111 -5.626 F4   3FP 27 
3FP C17  C17  C 0 1 N N R 8.188  -9.718  4.798  0.527  -0.038 7.336  C17  3FP 28 
3FP C18  C18  C 0 1 N N N 7.390  -10.492 3.717  1.752  0.867  7.476  C18  3FP 29 
3FP C19  C19  C 0 1 N N N 6.575  -12.548 2.615  2.877  -0.519 9.014  C19  3FP 30 
3FP C20  C20  C 0 1 N N N 5.864  -12.097 4.896  3.334  1.792  8.959  C20  3FP 31 
3FP N4   N4   N 0 1 N N N 6.975  -11.930 3.908  2.254  0.801  8.855  N4   3FP 32 
3FP O1   O1   O 0 1 N N N 7.328  -8.741  5.394  -0.519 0.441  8.181  O1   3FP 33 
3FP H2   H2   H 0 1 N N N 12.315 -8.623  11.698 -3.454 0.073  -2.019 H2   3FP 34 
3FP H7   H7   H 0 1 N N N 14.260 -4.833  8.367  1.778  0.621  -7.903 H7   3FP 35 
3FP H6   H6   H 0 1 N N N 12.451 -4.559  9.959  -0.409 1.698  -8.236 H6   3FP 36 
3FP H11  H11  H 0 1 N N N 10.291 -8.318  11.034 -4.000 -1.825 2.433  H11  3FP 37 
3FP H9   H9   H 0 1 N N N 16.321 -7.423  11.092 0.585  -0.631 -4.006 H9   3FP 38 
3FP H12  H12  H 0 1 N N N 9.393  -8.089  8.724  -3.207 -2.052 4.752  H12  3FP 39 
3FP H161 1H16 H 0 0 N N N 8.593  -11.689 5.799  -0.212 0.984  5.590  H161 3FP 40 
3FP H162 2H16 H 0 0 N N N 9.954  -10.720 5.760  0.851  -0.398 5.237  H162 3FP 41 
3FP H14  H14  H 0 1 N N N 8.711  -12.407 8.525  0.047  0.580  3.900  H14  3FP 42 
3FP H15  H15  H 0 1 N N N 9.625  -12.648 10.880 -0.740 0.806  1.579  H15  3FP 43 
3FP H    H    H 0 1 N N N 12.976 -10.250 16.285 1.276  -0.094 -0.989 H    3FP 44 
3FP HA   HA   H 0 1 N N N 15.108 -7.011  13.728 -2.770 0.555  -4.315 HA   3FP 45 
3FP H3   H3   H 0 1 N N N 10.056 -11.377 13.033 -3.821 -0.397 0.348  H3   3FP 46 
3FP H17  H17  H 0 1 N N N 9.005  -9.167  4.277  0.792  -1.055 7.627  H17  3FP 47 
3FP H181 1H18 H 0 0 N N N 7.960  -10.427 2.761  1.473  1.894  7.240  H181 3FP 48 
3FP H182 2H18 H 0 0 N N N 6.474  -9.902  3.483  2.530  0.535  6.789  H182 3FP 49 
3FP H191 1H19 H 0 0 N N N 6.268  -13.611 2.756  3.268  -0.616 10.027 H191 3FP 50 
3FP H192 2H19 H 0 0 N N N 7.378  -12.451 1.848  2.134  -1.295 8.835  H192 3FP 51 
3FP H193 3H19 H 0 0 N N N 5.780  -11.955 2.105  3.693  -0.624 8.299  H193 3FP 52 
3FP H201 1H20 H 0 0 N N N 5.557  -13.160 5.037  2.934  2.787  8.760  H201 3FP 53 
3FP H202 2H20 H 0 0 N N N 4.988  -11.465 4.619  3.757  1.765  9.963  H202 3FP 54 
3FP H203 3H20 H 0 0 N N N 6.128  -11.627 5.872  4.111  1.561  8.230  H203 3FP 55 
3FP H1   H1   H 0 1 N N N 6.923  -8.198  4.728  -0.723 1.340  7.890  H1   3FP 56 
# 
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 
3FP C1  C2   DOUB Y N 1  
3FP C1  N    SING Y N 2  
3FP C1  N2   SING N N 3  
3FP N1  C3   DOUB Y N 4  
3FP N1  C    SING Y N 5  
3FP C2  C3   SING Y N 6  
3FP C2  H2   SING N N 7  
3FP C7  C6   DOUB Y N 8  
3FP C7  C8   SING Y N 9  
3FP C7  H7   SING N N 10 
3FP C6  C5   SING Y N 11 
3FP C6  H6   SING N N 12 
3FP C5  C4   DOUB Y N 13 
3FP C5  F1   SING N N 14 
3FP C4  C9   SING Y N 15 
3FP C4  N2   SING N N 16 
3FP C3  N3   SING N N 17 
3FP C11 C10  DOUB Y N 18 
3FP C11 C12  SING Y N 19 
3FP C11 H11  SING N N 20 
3FP C10 C15  SING Y N 21 
3FP C10 N3   SING N N 22 
3FP C9  C8   DOUB Y N 23 
3FP C9  H9   SING N N 24 
3FP C8  C21  SING N N 25 
3FP C12 C13  DOUB Y N 26 
3FP C12 H12  SING N N 27 
3FP C16 O    SING N N 28 
3FP C16 C17  SING N N 29 
3FP C16 H161 SING N N 30 
3FP C16 H162 SING N N 31 
3FP C14 C13  SING Y N 32 
3FP C14 C15  DOUB Y N 33 
3FP C14 H14  SING N N 34 
3FP C13 O    SING N N 35 
3FP C15 H15  SING N N 36 
3FP C   N    DOUB Y N 37 
3FP C   H    SING N N 38 
3FP N2  HA   SING N N 39 
3FP N3  H3   SING N N 40 
3FP C21 F2   SING N N 41 
3FP C21 F3   SING N N 42 
3FP C21 F4   SING N N 43 
3FP C17 C18  SING N N 44 
3FP C17 O1   SING N N 45 
3FP C17 H17  SING N N 46 
3FP C18 N4   SING N N 47 
3FP C18 H181 SING N N 48 
3FP C18 H182 SING N N 49 
3FP C19 N4   SING N N 50 
3FP C19 H191 SING N N 51 
3FP C19 H192 SING N N 52 
3FP C19 H193 SING N N 53 
3FP C20 N4   SING N N 54 
3FP C20 H201 SING N N 55 
3FP C20 H202 SING N N 56 
3FP C20 H203 SING N N 57 
3FP O1  H1   SING N N 58 
# 
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 
3FP SMILES           ACDLabs              10.04 FC(F)(F)c1cc(c(F)cc1)Nc3ncnc(Nc2ccc(OCC(O)CN(C)C)cc2)c3                                                                                                                                      
3FP InChI            InChI                1.02b InChI=1/C22H23F4N5O2/c1-31(2)11-16(32)12-33-17-6-4-15(5-7-17)29-20-10-21(28-13-27-20)30-19-9-14(22(24,25)26)3-8-18(19)23/h3-10,13,16,32H,11-12H2,1-2H3,(H2,27,28,29,30)/t16-/m1/s1/f/h29-30H 
3FP InChIKey         InChI                1.02b OSCWQKTUILTARV-NHFBNGIHDZ                                                                                                                                                                    
3FP SMILES_CANONICAL CACTVS               3.341 CN(C)C[C@@H](O)COc1ccc(Nc2cc(Nc3cc(ccc3F)C(F)(F)F)ncn2)cc1                                                                                                                                   
3FP SMILES           CACTVS               3.341 CN(C)C[CH](O)COc1ccc(Nc2cc(Nc3cc(ccc3F)C(F)(F)F)ncn2)cc1                                                                                                                                     
3FP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)C[C@H](COc1ccc(cc1)Nc2cc(ncn2)Nc3cc(ccc3F)C(F)(F)F)O                                                                                                                                    
3FP SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)CC(COc1ccc(cc1)Nc2cc(ncn2)Nc3cc(ccc3F)C(F)(F)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 
3FP "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-1-(dimethylamino)-3-{4-[(6-{[2-fluoro-5-(trifluoromethyl)phenyl]amino}pyrimidin-4-yl)amino]phenoxy}propan-2-ol 
3FP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-1-dimethylamino-3-[4-[[6-[[2-fluoro-5-(trifluoromethyl)phenyl]amino]pyrimidin-4-yl]amino]phenoxy]propan-2-ol   
# 
