data_FCP
# 
_chem_comp.id                                    FCP 
_chem_comp.name                                  (2R)-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                     FCP 
_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 
FCP C22 C22 C 0 1 Y N N 3.795  28.597 6.010  0.935  -0.220 1.473  C22 FCP 1  
FCP C1  C1  C 0 1 Y N N 0.326  33.100 7.856  -2.837 -0.473 -2.282 C1  FCP 2  
FCP C5  C5  C 0 1 Y N N 1.614  31.197 7.689  -0.621 -0.075 -1.787 C5  FCP 3  
FCP C4  C4  C 0 1 Y N N 0.713  30.517 8.579  -0.327 -0.070 -3.148 C4  FCP 4  
FCP C3  C3  C 0 1 Y N N -0.401 31.277 9.066  -1.368 -0.279 -4.048 C3  FCP 5  
FCP C17 C17 C 0 1 Y N N 3.412  29.238 7.219  0.055  0.246  0.506  C17 FCP 6  
FCP C18 C18 C 0 1 Y N N 3.648  28.575 8.468  -1.145 0.831  0.885  C18 FCP 7  
FCP C19 C19 C 0 1 Y N N 4.248  27.299 8.501  -1.464 0.947  2.224  C19 FCP 8  
FCP C20 C20 C 0 1 Y N N 4.628  26.656 7.293  -0.584 0.480  3.189  C20 FCP 9  
FCP N2  N2  N 0 1 Y N N -0.569 32.563 8.689  -2.599 -0.475 -3.578 N2  FCP 10 
FCP N6  N6  N 0 1 Y N N 1.396  32.484 7.345  -1.878 -0.283 -1.398 N6  FCP 11 
FCP N7  N7  N 0 1 N N N -1.398 30.732 9.980  -1.127 -0.285 -5.413 N7  FCP 12 
FCP N16 N16 N 0 1 N N N 2.794  30.557 7.126  0.380  0.128  -0.850 N16 FCP 13 
FCP C21 C21 C 0 1 Y N N 4.399  27.314 6.042  0.617  -0.098 2.812  C21 FCP 14 
FCP O23 O23 O 0 1 N N N 5.207  25.398 7.440  -0.899 0.594  4.507  O23 FCP 15 
FCP C24 C24 C 0 1 N N N 4.464  24.159 7.617  0.188  0.031  5.242  C24 FCP 16 
FCP C11 C11 C 0 1 Y N N -3.041 27.009 11.520 2.738  0.330  -6.851 C11 FCP 17 
FCP C10 C10 C 0 1 Y N N -3.716 28.243 11.675 2.074  -0.847 -7.141 C10 FCP 18 
FCP C9  C9  C 0 1 Y N N -3.152 29.440 11.159 0.792  -1.055 -6.666 C9  FCP 19 
FCP C8  C8  C 0 1 Y N N -1.893 29.420 10.473 0.171  -0.078 -5.896 C8  FCP 20 
FCP C12 C12 C 0 1 Y N N -1.799 26.959 10.848 2.124  1.304  -6.086 C12 FCP 21 
FCP C13 C13 C 0 1 Y N N -1.216 28.142 10.324 0.839  1.106  -5.612 C13 FCP 22 
FCP F14 F14 F 0 1 N N N -3.841 30.610 11.334 0.144  -2.206 -6.949 F14 FCP 23 
FCP F15 F15 F 0 1 N N N -0.018 28.009 9.692  0.240  2.058  -4.864 F15 FCP 24 
FCP C25 C25 C 0 1 N N R 5.335  22.902 7.825  -0.103 0.128  6.741  C25 FCP 25 
FCP C26 C26 C 0 1 N N N 6.525  22.691 6.860  1.062  -0.474 7.528  C26 FCP 26 
FCP N27 N27 N 0 1 N N N 6.435  21.515 5.936  0.771  -0.402 8.966  N27 FCP 27 
FCP C28 C28 C 0 1 N N N 6.833  20.233 6.579  -0.195 -1.468 9.256  C28 FCP 28 
FCP C29 C29 C 0 1 N N N 7.222  21.726 4.686  2.013  -0.756 9.666  C29 FCP 29 
FCP O30 O30 O 0 1 N N N 5.756  22.824 9.185  -0.264 1.500  7.107  O30 FCP 30 
FCP H22 H22 H 0 1 N N N 3.622  29.099 5.043  1.869  -0.675 1.179  H22 FCP 31 
FCP HL  HL  H 0 1 N N N 0.167  34.151 7.562  -3.846 -0.634 -1.934 HL  FCP 32 
FCP HB  HB  H 0 1 N N N 0.870  29.465 8.872  0.681  0.091  -3.496 HB  FCP 33 
FCP HE  HE  H 0 1 N N N 3.358  29.067 9.411  -1.830 1.194  0.133  HE  FCP 34 
FCP HF  HF  H 0 1 N N N 4.423  26.799 9.468  -2.398 1.401  2.519  HF  FCP 35 
FCP HD  HD  H 0 1 N N N -1.920 31.490 10.420 -1.858 -0.431 -6.034 HD  FCP 36 
FCP HC  HC  H 0 1 N N N 3.318  31.185 6.516  1.305  0.190  -1.135 HC  FCP 37 
FCP HA  HA  H 0 1 N N N 4.693  26.822 5.100  1.302  -0.462 3.564  HA  FCP 38 
FCP HA1 1HA H 0 1 N N N 3.763  24.005 6.764  1.103  0.578  5.014  HA1 FCP 39 
FCP HB2 2HB H 0 1 N N N 3.733  24.264 8.453  0.312  -1.015 4.964  HB2 FCP 40 
FCP HH  HH  H 0 1 N N N -3.485 26.084 11.925 3.739  0.489  -7.223 HH  FCP 41 
FCP HI  HI  H 0 1 N N N -4.686 28.275 12.200 2.557  -1.606 -7.739 HI  FCP 42 
FCP HJ  HJ  H 0 1 N N N -1.279 25.993 10.730 2.646  2.222  -5.861 HJ  FCP 43 
FCP HG  HG  H 0 1 N N N 4.656  22.032 7.666  -1.017 -0.418 6.970  HG  FCP 44 
FCP HB1 1HB H 0 1 N N N 7.475  22.640 7.441  1.973  0.083  7.313  HB1 FCP 45 
FCP HC2 2HC H 0 1 N N N 6.698  23.620 6.269  1.196  -1.516 7.237  HC2 FCP 46 
FCP HC1 1HC H 0 1 N N N 6.766  19.358 5.891  -0.444 -1.455 10.317 HC1 FCP 47 
FCP HD2 2HD H 0 1 N N N 6.242  20.054 7.507  -1.100 -1.308 8.669  HD2 FCP 48 
FCP HE3 3HE H 0 1 N N N 7.853  20.312 7.023  0.239  -2.434 8.996  HE3 FCP 49 
FCP HD1 1HD H 0 1 N N N 7.155  20.851 3.998  2.790  -0.035 9.415  HD1 FCP 50 
FCP HE2 2HE H 0 1 N N N 8.283  21.982 4.914  1.840  -0.744 10.742 HE2 FCP 51 
FCP HF3 3HF H 0 1 N N N 6.921  22.669 4.172  2.330  -1.753 9.361  HF3 FCP 52 
FCP HK  HK  H 0 1 N N N 6.292  22.050 9.313  0.564  1.947  6.889  HK  FCP 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 
FCP C22 C17 DOUB Y N 1  
FCP C22 C21 SING Y N 2  
FCP C22 H22 SING N N 3  
FCP C1  N2  DOUB Y N 4  
FCP C1  N6  SING Y N 5  
FCP C1  HL  SING N N 6  
FCP C5  C4  SING Y N 7  
FCP C5  N6  DOUB Y N 8  
FCP C5  N16 SING N N 9  
FCP C4  C3  DOUB Y N 10 
FCP C4  HB  SING N N 11 
FCP C3  N2  SING Y N 12 
FCP C3  N7  SING N N 13 
FCP C17 C18 SING Y N 14 
FCP C17 N16 SING N N 15 
FCP C18 C19 DOUB Y N 16 
FCP C18 HE  SING N N 17 
FCP C19 C20 SING Y N 18 
FCP C19 HF  SING N N 19 
FCP C20 C21 DOUB Y N 20 
FCP C20 O23 SING N N 21 
FCP N7  C8  SING N N 22 
FCP N7  HD  SING N N 23 
FCP N16 HC  SING N N 24 
FCP C21 HA  SING N N 25 
FCP O23 C24 SING N N 26 
FCP C24 C25 SING N N 27 
FCP C24 HA1 SING N N 28 
FCP C24 HB2 SING N N 29 
FCP C11 C10 DOUB Y N 30 
FCP C11 C12 SING Y N 31 
FCP C11 HH  SING N N 32 
FCP C10 C9  SING Y N 33 
FCP C10 HI  SING N N 34 
FCP C9  C8  DOUB Y N 35 
FCP C9  F14 SING N N 36 
FCP C8  C13 SING Y N 37 
FCP C12 C13 DOUB Y N 38 
FCP C12 HJ  SING N N 39 
FCP C13 F15 SING N N 40 
FCP C25 C26 SING N N 41 
FCP C25 O30 SING N N 42 
FCP C25 HG  SING N N 43 
FCP C26 N27 SING N N 44 
FCP C26 HB1 SING N N 45 
FCP C26 HC2 SING N N 46 
FCP N27 C28 SING N N 47 
FCP N27 C29 SING N N 48 
FCP C28 HC1 SING N N 49 
FCP C28 HD2 SING N N 50 
FCP C28 HE3 SING N N 51 
FCP C29 HD1 SING N N 52 
FCP C29 HE2 SING N N 53 
FCP C29 HF3 SING N N 54 
FCP O30 HK  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 
FCP SMILES           ACDLabs              10.04 Fc1cccc(F)c1Nc3ncnc(Nc2ccc(OCC(O)CN(C)C)cc2)c3                                                                                                                                      
FCP 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-/m1/s1/f/h26-27H 
FCP InChIKey         InChI                1.02b ZVSBKYYVBCKDBO-WVOMSJRSDG                                                                                                                                                           
FCP SMILES_CANONICAL CACTVS               3.341 CN(C)C[C@@H](O)COc1ccc(Nc2cc(Nc3c(F)cccc3F)ncn2)cc1                                                                                                                                 
FCP SMILES           CACTVS               3.341 CN(C)C[CH](O)COc1ccc(Nc2cc(Nc3c(F)cccc3F)ncn2)cc1                                                                                                                                   
FCP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)C[C@H](COc1ccc(cc1)Nc2cc(ncn2)Nc3c(cccc3F)F)O                                                                                                                                  
FCP 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 
FCP "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-1-[4-({6-[(2,6-difluorophenyl)amino]pyrimidin-4-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol 
FCP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-1-[4-[[6-[(2,6-difluorophenyl)amino]pyrimidin-4-yl]amino]phenoxy]-3-dimethylamino-propan-2-ol  
# 
