data_FBL
# 
_chem_comp.id                                    FBL 
_chem_comp.name                                  (2S)-1-[4-({4-[(2,5-DICHLOROPHENYL)AMINO]PYRIMIDIN-2-YL}AMINO)PHENOXY]-3-(DIMETHYLAMINO)PROPAN-2-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 Cl2 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                        448.346 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FBL 
_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        1H01 
_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 
FBL C22  C22  C  0 1 N N N 3.869  22.360 7.918  0.116  0.049  5.668  C22  FBL 1  
FBL N1   N1   N  0 1 Y N N 1.545  30.683 6.643  -2.192 -0.279 -0.855 N1   FBL 2  
FBL C2   C2   C  0 1 Y N N 0.446  31.334 7.119  -3.226 -0.377 -1.678 C2   FBL 3  
FBL C6   C6   C  0 1 Y N N 1.712  29.410 7.010  -0.966 -0.090 -1.321 C6   FBL 4  
FBL C4   C4   C  0 1 Y N N -0.205 29.331 8.299  -1.715 -0.081 -3.502 C4   FBL 5  
FBL C3   C3   C  0 1 Y N N -0.501 30.690 7.987  -3.018 -0.280 -3.040 C3   FBL 6  
FBL N5   N5   N  0 1 Y N N 0.888  28.742 7.809  -0.725 0.013  -2.620 N5   FBL 7  
FBL C11  C11  C  0 1 Y N N -0.826 24.491 10.495 2.471  0.211  -6.232 C11  FBL 8  
FBL C10  C10  C  0 1 Y N N -1.177 25.516 11.407 1.437  0.647  -7.039 C10  FBL 9  
FBL C9   C9   C  0 1 Y N N -1.259 26.864 10.966 0.131  0.581  -6.590 C9   FBL 10 
FBL C8   C8   C  0 1 Y N N -0.996 27.189 9.607  -0.140 0.086  -5.320 C8   FBL 11 
FBL C12  C12  C  0 1 Y N N -0.561 24.817 9.148  2.203  -0.287 -4.969 C12  FBL 12 
FBL C17  C17  C  0 1 Y N N 3.446  25.362 8.124  -1.295 -1.331 2.704  C17  FBL 13 
FBL C16  C16  C  0 1 Y N N 2.997  26.668 7.869  -1.080 -1.125 1.356  C16  FBL 14 
FBL C13  C13  C  0 1 Y N N -0.646 26.145 8.712  0.900  -0.351 -4.511 C13  FBL 15 
FBL C15  C15  C  0 1 Y N N 3.414  27.373 6.698  -0.130 -0.202 0.938  C15  FBL 16 
FBL C18  C18  C  0 1 Y N N 4.340  24.722 7.215  -0.563 -0.616 3.641  C18  FBL 17 
FBL C19  C19  C  0 1 Y N N 4.768  25.413 6.050  0.381  0.309  3.224  C19  FBL 18 
FBL C20  C20  C  0 1 Y N N 4.313  26.735 5.792  0.601  0.512  1.876  C20  FBL 19 
FBL O21  O21  O  0 1 N N N 4.775  23.418 7.473  -0.775 -0.820 4.969  O21  FBL 20 
FBL N7   N7   N  0 1 N N N -1.078 28.569 9.156  -1.459 0.022  -4.860 N7   FBL 21 
FBL N14  N14  N  0 1 N N N 2.882  28.726 6.518  0.087  0.007  -0.429 N14  FBL 22 
FBL CL29 CL29 CL 0 0 N N N -1.682 28.100 12.132 -1.165 1.129  -7.605 CL29 FBL 23 
FBL CL30 CL30 CL 0 0 N N N -0.110 23.585 7.998  3.504  -0.834 -3.959 CL30 FBL 24 
FBL C23  C23  C  0 1 N N S 4.606  21.055 8.263  -0.072 -0.130 7.175  C23  FBL 25 
FBL C24  C24  C  0 1 N N N 5.848  21.133 9.242  0.883  0.801  7.924  C24  FBL 26 
FBL N25  N25  N  0 1 N N N 5.581  21.272 10.738 0.701  0.628  9.371  N25  FBL 27 
FBL C26  C26  C  0 1 N N N 6.741  20.909 11.597 1.643  1.545  10.027 C26  FBL 28 
FBL C27  C27  C  0 1 N N N 4.381  20.496 11.186 -0.648 1.111  9.688  C27  FBL 29 
FBL O28  O28  O  0 1 N N N 5.022  20.530 7.018  0.206  -1.485 7.532  O28  FBL 30 
FBL H221 1H22 H  0 0 N N N 3.065  22.179 7.167  -0.095 1.083  5.396  H221 FBL 31 
FBL H222 2H22 H  0 0 N N N 3.242  22.704 8.774  1.145  -0.192 5.399  H222 FBL 32 
FBL H2   H2   H  0 1 N N N 0.279  32.385 6.830  -4.221 -0.532 -1.287 H2   FBL 33 
FBL H3   H3   H  0 1 N N N -1.391 31.209 8.382  -3.843 -0.357 -3.732 H3   FBL 34 
FBL H11  H11  H  0 1 N N N -0.760 23.444 10.836 3.489  0.261  -6.587 H11  FBL 35 
FBL H10  H10  H  0 1 N N N -1.387 25.267 12.461 1.649  1.037  -8.024 H10  FBL 36 
FBL H17  H17  H  0 1 N N N 3.107  24.830 9.029  -2.033 -2.049 3.030  H17  FBL 37 
FBL H16  H16  H  0 1 N N N 2.313  27.157 8.583  -1.650 -1.681 0.627  H16  FBL 38 
FBL H13  H13  H  0 1 N N N -0.438 26.383 7.655  0.692  -0.740 -3.526 H13  FBL 39 
FBL H19  H19  H  0 1 N N N 5.457  24.922 5.342  0.951  0.865  3.954  H19  FBL 40 
FBL H20  H20  H  0 1 N N N 4.656  27.269 4.890  1.340  1.230  1.552  H20  FBL 41 
FBL H7   H7   H  0 1 N N N -1.888 29.083 9.504  -2.194 0.051  -5.492 H7   FBL 42 
FBL H14  H14  H  0 1 N N N 3.464  29.309 5.916  0.977  0.222  -0.751 H14  FBL 43 
FBL H23  H23  H  0 1 N N N 3.865  20.348 8.704  -1.100 0.112  7.444  H23  FBL 44 
FBL H241 1H24 H  0 0 N N N 6.519  21.961 8.914  0.670  1.834  7.652  H241 FBL 45 
FBL H242 2H24 H  0 0 N N N 6.503  20.247 9.070  1.911  0.558  7.655  H242 FBL 46 
FBL H261 1H26 H  0 0 N N N 6.546  21.011 12.690 1.546  1.453  11.109 H261 FBL 47 
FBL H262 2H26 H  0 0 N N N 7.643  21.495 11.304 2.661  1.293  9.731  H262 FBL 48 
FBL H263 3H26 H  0 0 N N N 7.099  19.881 11.357 1.420  2.569  9.728  H263 FBL 49 
FBL H271 1H27 H  0 0 N N N 4.186  20.598 12.279 -1.386 0.460  9.221  H271 FBL 50 
FBL H272 2H27 H  0 0 N N N 4.466  19.424 10.893 -0.792 1.107  10.769 H272 FBL 51 
FBL H273 3H27 H  0 0 N N N 3.480  20.775 10.591 -0.769 2.127  9.310  H273 FBL 52 
FBL H28  H28  H  0 1 N N N 5.477  19.724 7.231  1.123  -1.658 7.278  H28  FBL 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 
FBL C22 O21  SING N N 1  
FBL C22 C23  SING N N 2  
FBL C22 H221 SING N N 3  
FBL C22 H222 SING N N 4  
FBL N1  C2   DOUB Y N 5  
FBL N1  C6   SING Y N 6  
FBL C2  C3   SING Y N 7  
FBL C2  H2   SING N N 8  
FBL C6  N5   DOUB Y N 9  
FBL C6  N14  SING N N 10 
FBL C4  C3   DOUB Y N 11 
FBL C4  N5   SING Y N 12 
FBL C4  N7   SING N N 13 
FBL C3  H3   SING N N 14 
FBL C11 C10  DOUB Y N 15 
FBL C11 C12  SING Y N 16 
FBL C11 H11  SING N N 17 
FBL C10 C9   SING Y N 18 
FBL C10 H10  SING N N 19 
FBL C9  C8   DOUB Y N 20 
FBL C9  CL29 SING N N 21 
FBL C8  C13  SING Y N 22 
FBL C8  N7   SING N N 23 
FBL C12 C13  DOUB Y N 24 
FBL C12 CL30 SING N N 25 
FBL C17 C16  DOUB Y N 26 
FBL C17 C18  SING Y N 27 
FBL C17 H17  SING N N 28 
FBL C16 C15  SING Y N 29 
FBL C16 H16  SING N N 30 
FBL C13 H13  SING N N 31 
FBL C15 C20  DOUB Y N 32 
FBL C15 N14  SING N N 33 
FBL C18 C19  DOUB Y N 34 
FBL C18 O21  SING N N 35 
FBL C19 C20  SING Y N 36 
FBL C19 H19  SING N N 37 
FBL C20 H20  SING N N 38 
FBL N7  H7   SING N N 39 
FBL N14 H14  SING N N 40 
FBL C23 C24  SING N N 41 
FBL C23 O28  SING N N 42 
FBL C23 H23  SING N N 43 
FBL C24 N25  SING N N 44 
FBL C24 H241 SING N N 45 
FBL C24 H242 SING N N 46 
FBL N25 C26  SING N N 47 
FBL N25 C27  SING N N 48 
FBL C26 H261 SING N N 49 
FBL C26 H262 SING N N 50 
FBL C26 H263 SING N N 51 
FBL C27 H271 SING N N 52 
FBL C27 H272 SING N N 53 
FBL C27 H273 SING N N 54 
FBL 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 
FBL SMILES           ACDLabs              10.04 Clc1cc(c(Cl)cc1)Nc2nc(ncc2)Nc3ccc(OCC(O)CN(C)C)cc3                                                                                                                                
FBL InChI            InChI                1.02b InChI=1/C21H23Cl2N5O2/c1-28(2)12-16(29)13-30-17-6-4-15(5-7-17)25-21-24-10-9-20(27-21)26-19-11-14(22)3-8-18(19)23/h3-11,16,29H,12-13H2,1-2H3,(H2,24,25,26,27)/t16-/m0/s1/f/h25-26H 
FBL InChIKey         InChI                1.02b GNLAGGCSJGJECE-WFQRFGCKDZ                                                                                                                                                         
FBL SMILES_CANONICAL CACTVS               3.341 CN(C)C[C@H](O)COc1ccc(Nc2nccc(Nc3cc(Cl)ccc3Cl)n2)cc1                                                                                                                              
FBL SMILES           CACTVS               3.341 CN(C)C[CH](O)COc1ccc(Nc2nccc(Nc3cc(Cl)ccc3Cl)n2)cc1                                                                                                                               
FBL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)C[C@@H](COc1ccc(cc1)Nc2nccc(n2)Nc3cc(ccc3Cl)Cl)O                                                                                                                             
FBL SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)CC(COc1ccc(cc1)Nc2nccc(n2)Nc3cc(ccc3Cl)Cl)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 
FBL "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-[4-({4-[(2,5-dichlorophenyl)amino]pyrimidin-2-yl}amino)phenoxy]-3-(dimethylamino)propan-2-ol 
FBL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-1-[4-[[4-[(2,5-dichlorophenyl)amino]pyrimidin-2-yl]amino]phenoxy]-3-dimethylamino-propan-2-ol  
# 
