data_P3F
# 
_chem_comp.id                                    P3F 
_chem_comp.name                                  "PHOSPHORIC ACID MONO-(5-HYDROXY-6-METHYL-4-{[2-(2-TRIFLUOROMETHYL-BENZOYLAMINO)-ACETYL]-HYDRAZONOMETHYL}-PYRIDIN-3-YLMETHYL)ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 F3 N4 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-31 
_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                        490.327 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P3F 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
P3F O4   O4  O 0 1 N N N -5.119  10.426 46.597 6.175  -3.110 -1.172 O4   P3F 1  
P3F P1   P1  P 0 1 N N N -5.243  11.458 47.701 6.908  -2.522 -0.029 P1   P3F 2  
P3F O2   O2  O 0 1 N N N -6.659  11.880 47.999 8.476  -2.860 -0.164 O2   P3F 3  
P3F O3   O3  O 0 1 N N N -4.209  12.577 47.686 6.342  -3.140 1.346  O3   P3F 4  
P3F O1   O1  O 0 1 N N N -4.796  10.603 49.003 6.702  -0.925 -0.023 O1   P3F 5  
P3F C5   C5  C 0 1 N N N -5.565  9.454  49.388 5.292  -0.690 -0.020 C5   P3F 6  
P3F C4   C4  C 0 1 Y N N -5.400  9.183  50.879 5.030  0.794  -0.015 C4   P3F 7  
P3F C3   C3  C 0 1 Y N N -4.288  8.434  51.257 6.079  1.689  -0.014 C3   P3F 8  
P3F N1   N1  N 0 1 Y N N -4.053  8.109  52.537 5.862  2.991  -0.010 N1   P3F 9  
P3F C2   C2  C 0 1 Y N N -4.875  8.520  53.528 4.645  3.500  -0.006 C2   P3F 10 
P3F C1   C1  C 0 1 N N N -4.585  8.130  54.972 4.464  4.996  -0.001 C1   P3F 11 
P3F C17  C17 C 0 1 Y N N -6.015  9.269  53.181 3.531  2.676  -0.001 C17  P3F 12 
P3F O9   O9  O 0 1 N N N -6.841  9.661  54.182 2.281  3.206  0.004  O9   P3F 13 
P3F C6   C6  C 0 1 Y N N -6.281  9.670  51.849 3.718  1.283  -0.011 C6   P3F 14 
P3F C7   C7  C 0 1 N N N -7.601  10.385 51.585 2.566  0.364  -0.012 C7   P3F 15 
P3F N2   N2  N 0 1 N N N -8.318  11.456 51.571 1.357  0.838  -0.008 N2   P3F 16 
P3F N3   N3  N 0 1 N N N -9.673  11.000 51.378 0.262  -0.035 -0.009 N3   P3F 17 
P3F C8   C8  C 0 1 N N N -10.814 10.891 52.204 -0.993 0.457  -0.005 C8   P3F 18 
P3F O5   O5  O 0 1 N N N -11.116 11.281 53.332 -1.174 1.656  -0.001 O5   P3F 19 
P3F C9   C9  C 0 1 N N N -12.030 10.212 51.637 -2.171 -0.483 -0.006 C9   P3F 20 
P3F N4   N4  N 0 1 N N N -11.913 9.531  50.363 -3.414 0.292  -0.002 N4   P3F 21 
P3F C10  C10 C 0 1 N N N -12.525 8.370  50.037 -4.603 -0.341 -0.002 C10  P3F 22 
P3F O6   O6  O 0 1 N N N -13.224 7.708  50.811 -4.645 -1.556 -0.006 O6   P3F 23 
P3F C11  C11 C 0 1 Y N N -12.336 7.880  48.628 -5.858 0.441  0.003  C11  P3F 24 
P3F C16  C16 C 0 1 Y N N -12.705 8.691  47.550 -7.091 -0.212 -0.002 C16  P3F 25 
P3F C18  C18 C 0 1 N N N -13.315 10.039 47.782 -7.148 -1.718 -0.007 C18  P3F 26 
P3F F2   F2  F 0 1 N N N -14.489 9.821  48.363 -8.484 -2.134 -0.001 F2   P3F 27 
P3F F1   F1  F 0 1 N N N -13.441 10.658 46.613 -6.514 -2.205 -1.155 F1   P3F 28 
P3F F3   F3  F 0 1 N N N -12.561 10.785 48.567 -6.500 -2.213 1.129  F3   P3F 29 
P3F C12  C12 C 0 1 Y N N -11.799 6.627  48.374 -5.814 1.836  0.008  C12  P3F 30 
P3F C13  C13 C 0 1 Y N N -11.638 6.203  47.052 -6.988 2.560  0.012  C13  P3F 31 
P3F C14  C14 C 0 1 Y N N -12.007 7.010  45.990 -8.207 1.906  0.012  C14  P3F 32 
P3F C15  C15 C 0 1 Y N N -12.548 8.259  46.234 -8.258 0.524  0.008  C15  P3F 33 
P3F HO4  HO4 H 0 1 N N N -5.093  10.864 45.755 ?      ?      ?      HO4  P3F 34 
P3F HO2  HO2 H 0 1 N N N -6.772  11.969 48.938 8.555  -3.824 -0.164 HO2  P3F 35 
P3F H51  1H5 H 0 1 N N N -5.210  8.579  48.823 4.851  -1.140 0.869  H51  P3F 36 
P3F H52  2H5 H 0 1 N N N -6.627  9.640  49.169 4.848  -1.135 -0.911 H52  P3F 37 
P3F H3   H3  H 0 1 N N N -3.595  8.105  50.497 7.093  1.320  -0.017 H3   P3F 38 
P3F H11  1H1 H 0 1 N N N -5.397  8.492  55.619 4.419  5.360  -1.027 H11  P3F 39 
P3F H12A 2H1 H 0 0 N N N -3.633  8.581  55.290 3.538  5.248  0.516  H12A P3F 40 
P3F H13A 3H1 H 0 0 N N N -4.515  7.035  55.050 5.305  5.462  0.513  H13A P3F 41 
P3F HO9  HO9 H 0 1 N N N -6.343  9.753  54.986 2.024  3.308  0.931  HO9  P3F 42 
P3F H7   H7  H 0 1 N N N -8.266  9.608  51.237 2.727  -0.704 -0.016 H7   P3F 43 
P3F HN3  HN3 H 0 1 N N N -9.844  10.689 50.443 0.407  -0.995 -0.013 HN3  P3F 44 
P3F H91  1H9 H 0 1 N N N -12.738 11.032 51.445 -2.136 -1.108 -0.899 H91  P3F 45 
P3F H92  2H9 H 0 1 N N N -12.335 9.452  52.371 -2.133 -1.114 0.881  H92  P3F 46 
P3F HN4  HN4 H 0 1 N N N -11.332 9.954  49.668 -3.381 1.262  0.002  HN4  P3F 47 
P3F H12  H12 H 0 1 N N N -11.508 5.984  49.191 -4.863 2.348  0.009  H12  P3F 48 
P3F H13  H13 H 0 1 N N N -11.218 5.228  46.856 -6.955 3.640  0.016  H13  P3F 49 
P3F H14  H14 H 0 1 N N N -11.873 6.666  44.975 -9.124 2.478  0.016  H14  P3F 50 
P3F H15  H15 H 0 1 N N N -12.846 8.894  45.413 -9.213 0.020  0.008  H15  P3F 51 
# 
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 
P3F O4  P1   SING N N 1  
P3F O4  HO4  SING N N 2  
P3F P1  O2   SING N N 3  
P3F P1  O3   DOUB N N 4  
P3F P1  O1   SING N N 5  
P3F O2  HO2  SING N N 6  
P3F O1  C5   SING N N 7  
P3F C5  C4   SING N N 8  
P3F C5  H51  SING N N 9  
P3F C5  H52  SING N N 10 
P3F C4  C3   SING Y N 11 
P3F C4  C6   DOUB Y N 12 
P3F C3  N1   DOUB Y N 13 
P3F C3  H3   SING N N 14 
P3F N1  C2   SING Y N 15 
P3F C2  C1   SING N N 16 
P3F C2  C17  DOUB Y N 17 
P3F C1  H11  SING N N 18 
P3F C1  H12A SING N N 19 
P3F C1  H13A SING N N 20 
P3F C17 O9   SING N N 21 
P3F C17 C6   SING Y N 22 
P3F O9  HO9  SING N N 23 
P3F C6  C7   SING N N 24 
P3F C7  N2   DOUB N E 25 
P3F C7  H7   SING N N 26 
P3F N2  N3   SING N N 27 
P3F N3  C8   SING N N 28 
P3F N3  HN3  SING N N 29 
P3F C8  O5   DOUB N N 30 
P3F C8  C9   SING N N 31 
P3F C9  N4   SING N N 32 
P3F C9  H91  SING N N 33 
P3F C9  H92  SING N N 34 
P3F N4  C10  SING N N 35 
P3F N4  HN4  SING N N 36 
P3F C10 O6   DOUB N N 37 
P3F C10 C11  SING N N 38 
P3F C11 C16  SING Y N 39 
P3F C11 C12  DOUB Y N 40 
P3F C16 C18  SING N N 41 
P3F C16 C15  DOUB Y N 42 
P3F C18 F2   SING N N 43 
P3F C18 F1   SING N N 44 
P3F C18 F3   SING N N 45 
P3F C12 C13  SING Y N 46 
P3F C12 H12  SING N N 47 
P3F C13 C14  DOUB Y N 48 
P3F C13 H13  SING N N 49 
P3F C14 C15  SING Y N 50 
P3F C14 H14  SING N N 51 
P3F C15 H15  SING N N 52 
# 
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 
P3F SMILES           ACDLabs              10.04 FC(F)(F)c1ccccc1C(=O)NCC(=O)N/N=C/c2c(cnc(c2O)C)COP(=O)(O)O                                                                                                                                      
P3F InChI            InChI                1.02b InChI=1/C18H18F3N4O7P/c1-10-16(27)13(11(6-22-10)9-32-33(29,30)31)7-24-25-15(26)8-23-17(28)12-4-2-3-5-14(12)18(19,20)21/h2-7,27H,8-9H2,1H3,(H,23,28)(H,25,26)(H2,29,30,31)/b24-7+/f/h23,25,29-30H 
P3F InChIKey         InChI                1.02b MCLYFEQPXXDFPI-MAJSFIGKDW                                                                                                                                                                        
P3F SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(\C=N\NC(=O)CNC(=O)c2ccccc2C(F)(F)F)c1O                                                                                                                                    
P3F SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=NNC(=O)CNC(=O)c2ccccc2C(F)(F)F)c1O                                                                                                                                      
P3F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)\C=N\NC(=O)CNC(=O)c2ccccc2C(F)(F)F)O                                                                                                                                    
P3F SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NNC(=O)CNC(=O)c2ccccc2C(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 
P3F "SYSTEMATIC NAME" ACDLabs              10.04 "{5-hydroxy-6-methyl-4-[(E)-{[({[2-(trifluoromethyl)phenyl]carbonyl}amino)acetyl]hydrazono}methyl]pyridin-3-yl}methyl dihydrogen phosphate (non-preferred name)" 
P3F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[5-hydroxy-6-methyl-4-[(E)-[2-[[2-(trifluoromethyl)phenyl]carbonylamino]ethanoylhydrazinylidene]methyl]pyridin-3-yl]methyl dihydrogen phosphate"                
# 
