data_FLW
# 
_chem_comp.id                                    FLW 
_chem_comp.name                                  "6-(2,4-difluorophenoxy)-2-{[3-hydroxy-1-(2-hydroxyethyl)propyl]amino}-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 F2 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-12-30 
_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                        406.383 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FLW 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3FLW 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
FLW C14  C14  C 0 1 Y N N 15.900 10.623 32.100 -6.453 0.182  0.630  C14  FLW 1  
FLW C15  C15  C 0 1 Y N N 15.165 10.885 30.943 -6.078 1.511  0.730  C15  FLW 2  
FLW C20  C20  C 0 1 N N N 27.133 7.697  32.705 5.810  -1.181 0.199  C20  FLW 3  
FLW C21  C21  C 0 1 N N N 27.116 8.320  34.092 4.749  -2.239 0.510  C21  FLW 4  
FLW C23  C23  C 0 1 N N N 27.014 8.608  30.412 6.336  1.260  0.285  C23  FLW 5  
FLW C29  C29  C 0 1 N N N 23.767 12.634 32.191 -0.115 0.870  -2.880 C29  FLW 6  
FLW F28  F28  F 0 1 N N N 17.875 10.910 33.378 -5.863 -2.088 0.304  F28  FLW 7  
FLW C13  C13  C 0 1 Y N N 17.169 11.181 32.260 -5.497 -0.791 0.402  C13  FLW 8  
FLW F27  F27  F 0 1 N N N 13.946 10.348 30.783 -7.013 2.461  0.953  F27  FLW 9  
FLW C16  C16  C 0 1 Y N N 15.688 11.706 29.944 -4.746 1.868  0.602  C16  FLW 10 
FLW C17  C17  C 0 1 Y N N 16.952 12.265 30.110 -3.789 0.898  0.374  C17  FLW 11 
FLW C12  C12  C 0 1 Y N N 17.697 11.998 31.259 -4.161 -0.434 0.273  C12  FLW 12 
FLW O11  O11  O 0 1 N N N 18.943 12.569 31.368 -3.220 -1.389 0.050  O11  FLW 13 
FLW C9   C9   C 0 1 N N N 20.132 11.861 31.439 -1.943 -0.984 -0.184 C9   FLW 14 
FLW C10  C10  C 0 1 N N N 20.205 10.480 31.211 -0.964 -1.265 0.719  C10  FLW 15 
FLW C5   C5   C 0 1 Y N N 21.423 9.802  31.299 0.395  -0.813 0.431  C5   FLW 16 
FLW C4   C4   C 0 1 Y N N 21.499 8.426  31.068 1.458  -1.060 1.305  C4   FLW 17 
FLW N1   N1   N 0 1 Y N N 22.679 7.791  31.164 2.660  -0.620 0.975  N1   FLW 18 
FLW C8   C8   C 0 1 N N N 21.293 12.562 31.759 -1.632 -0.276 -1.370 C8   FLW 19 
FLW O26  O26  O 0 1 N N N 21.220 13.795 31.964 -2.521 -0.037 -2.169 O26  FLW 20 
FLW N7   N7   N 0 1 N N N 22.543 11.891 31.854 -0.382 0.141  -1.637 N7   FLW 21 
FLW C6   C6   C 0 1 Y N N 22.594 10.495 31.620 0.647  -0.105 -0.765 C6   FLW 22 
FLW N3   N3   N 0 1 Y N N 23.765 9.817  31.704 1.886  0.300  -1.016 N3   FLW 23 
FLW C2   C2   C 0 1 Y N N 23.813 8.478  31.480 2.862  0.043  -0.158 C2   FLW 24 
FLW N18  N18  N 0 1 N N N 24.991 7.818  31.562 4.139  0.481  -0.454 N18  FLW 25 
FLW C19  C19  C 0 1 N N N 26.267 8.495  31.739 5.239  0.211  0.475  C19  FLW 26 
FLW C24  C24  C 0 1 N N N 26.392 9.607  29.439 5.800  2.637  0.681  C24  FLW 27 
FLW O25  O25  O 0 1 N N N 26.476 10.927 29.988 6.825  3.617  0.503  O25  FLW 28 
FLW O22  O22  O 0 1 N N N 26.807 7.313  35.061 5.283  -3.539 0.252  O22  FLW 29 
FLW H14  H14  H 0 1 N N N 15.487 9.989  32.871 -7.492 -0.095 0.735  H14  FLW 30 
FLW H20  H20  H 0 1 N N N 28.167 7.684  32.331 6.684  -1.347 0.829  H20  FLW 31 
FLW H20A H20A H 0 0 N N N 26.733 6.675  32.774 6.099  -1.253 -0.850 H20A FLW 32 
FLW H21  H21  H 0 1 N N N 28.103 8.752  34.313 4.460  -2.166 1.558  H21  FLW 33 
FLW H21A H21A H 0 0 N N N 26.354 9.113  34.130 3.875  -2.073 -0.120 H21A FLW 34 
FLW H23  H23  H 0 1 N N N 28.042 8.935  30.626 7.192  1.009  0.912  H23  FLW 35 
FLW H23A H23A H 0 0 N N N 26.971 7.619  29.932 6.644  1.277  -0.761 H23A FLW 36 
FLW H29  H29  H 0 1 N N N 24.348 12.819 31.275 -1.040 0.974  -3.446 H29  FLW 37 
FLW H29A H29A H 0 0 N N N 23.497 13.594 32.655 0.279  1.859  -2.644 H29A FLW 38 
FLW H29B H29B H 0 0 N N N 24.372 12.044 32.895 0.615  0.320  -3.474 H29B FLW 39 
FLW H16  H16  H 0 1 N N N 15.117 11.906 29.049 -4.456 2.905  0.681  H16  FLW 40 
FLW H17  H17  H 0 1 N N N 17.359 12.909 29.345 -2.750 1.178  0.274  H17  FLW 41 
FLW H10  H10  H 0 1 N N N 19.307 9.933  30.964 -1.186 -1.808 1.625  H10  FLW 42 
FLW H4   H4   H 0 1 N N N 20.608 7.872  30.812 1.301  -1.598 2.228  H4   FLW 43 
FLW HN18 HN18 H 0 0 N N N 24.900 7.217  32.356 4.306  0.967  -1.276 HN18 FLW 44 
FLW H19  H19  H 0 1 N N N 26.068 9.503  32.132 4.868  0.255  1.500  H19  FLW 45 
FLW H24  H24  H 0 1 N N N 26.935 9.573  28.483 4.944  2.888  0.054  H24  FLW 46 
FLW H24A H24A H 0 0 N N N 25.336 9.347  29.273 5.491  2.620  1.726  H24A FLW 47 
FLW HO25 HO25 H 0 0 N N N 26.495 10.875 30.936 6.554  4.516  0.735  HO25 FLW 48 
FLW HO22 HO22 H 0 0 N N N 26.739 6.469  34.630 4.664  -4.260 0.428  HO22 FLW 49 
# 
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 
FLW C14 C15  DOUB Y N 1  
FLW C14 C13  SING Y N 2  
FLW C15 F27  SING N N 3  
FLW C15 C16  SING Y N 4  
FLW C20 C21  SING N N 5  
FLW C20 C19  SING N N 6  
FLW C21 O22  SING N N 7  
FLW C23 C19  SING N N 8  
FLW C23 C24  SING N N 9  
FLW C29 N7   SING N N 10 
FLW F28 C13  SING N N 11 
FLW C13 C12  DOUB Y N 12 
FLW C16 C17  DOUB Y N 13 
FLW C17 C12  SING Y N 14 
FLW C12 O11  SING N N 15 
FLW O11 C9   SING N N 16 
FLW C9  C10  DOUB N N 17 
FLW C9  C8   SING N N 18 
FLW C10 C5   SING N N 19 
FLW C5  C4   DOUB Y N 20 
FLW C5  C6   SING Y N 21 
FLW C4  N1   SING Y N 22 
FLW N1  C2   DOUB Y N 23 
FLW C8  O26  DOUB N N 24 
FLW C8  N7   SING N N 25 
FLW N7  C6   SING N N 26 
FLW C6  N3   DOUB Y N 27 
FLW N3  C2   SING Y N 28 
FLW C2  N18  SING N N 29 
FLW N18 C19  SING N N 30 
FLW C24 O25  SING N N 31 
FLW C14 H14  SING N N 32 
FLW C20 H20  SING N N 33 
FLW C20 H20A SING N N 34 
FLW C21 H21  SING N N 35 
FLW C21 H21A SING N N 36 
FLW C23 H23  SING N N 37 
FLW C23 H23A SING N N 38 
FLW C29 H29  SING N N 39 
FLW C29 H29A SING N N 40 
FLW C29 H29B SING N N 41 
FLW C16 H16  SING N N 42 
FLW C17 H17  SING N N 43 
FLW C10 H10  SING N N 44 
FLW C4  H4   SING N N 45 
FLW N18 HN18 SING N N 46 
FLW C19 H19  SING N N 47 
FLW C24 H24  SING N N 48 
FLW C24 H24A SING N N 49 
FLW O25 HO25 SING N N 50 
FLW O22 HO22 SING N N 51 
# 
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 
FLW SMILES           ACDLabs              10.04 "Fc3ccc(OC2=Cc1c(nc(nc1)NC(CCO)CCO)N(C2=O)C)c(F)c3"                                                                                                        
FLW SMILES_CANONICAL CACTVS               3.341 "CN1C(=O)C(=Cc2cnc(NC(CCO)CCO)nc12)Oc3ccc(F)cc3F"                                                                                                          
FLW SMILES           CACTVS               3.341 "CN1C(=O)C(=Cc2cnc(NC(CCO)CCO)nc12)Oc3ccc(F)cc3F"                                                                                                          
FLW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1c2c(cnc(n2)NC(CCO)CCO)C=C(C1=O)Oc3ccc(cc3F)F"                                                                                                          
FLW SMILES           "OpenEye OEToolkits" 1.5.0 "CN1c2c(cnc(n2)NC(CCO)CCO)C=C(C1=O)Oc3ccc(cc3F)F"                                                                                                          
FLW InChI            InChI                1.03  "InChI=1S/C19H20F2N4O4/c1-25-17-11(10-22-19(24-17)23-13(4-6-26)5-7-27)8-16(18(25)28)29-15-3-2-12(20)9-14(15)21/h2-3,8-10,13,26-27H,4-7H2,1H3,(H,22,23,24)" 
FLW InChIKey         InChI                1.03  JYYLVUFNAHSSFE-UHFFFAOYSA-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 
FLW "SYSTEMATIC NAME" ACDLabs              10.04 "6-(2,4-difluorophenoxy)-2-{[3-hydroxy-1-(2-hydroxyethyl)propyl]amino}-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one" 
FLW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-difluorophenoxy)-2-(1,5-dihydroxypentan-3-ylamino)-8-methyl-pyrido[6,5-d]pyrimidin-7-one"                
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FLW "Create component"     2008-12-30 RCSB 
FLW "Modify aromatic_flag" 2011-06-04 RCSB 
FLW "Modify descriptor"    2011-06-04 RCSB 
# 
