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 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 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 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" P3F InChI InChI 1.03 "InChI=1S/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+" P3F InChIKey InChI 1.03 MCLYFEQPXXDFPI-HCBMXOAHSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site P3F "Create component" 2006-01-31 RCSB P3F "Modify descriptor" 2011-06-04 RCSB #