data_L54 # _chem_comp.id L54 _chem_comp.name "{(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-[4-(trifluoromethyl)phenyl]pentyl}phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H21 F3 N O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-30 _chem_comp.pdbx_modified_date 2016-08-18 _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 383.300 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L54 _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 5JNL _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 L54 O12 O1 O 0 1 N N N 3.710 14.930 20.808 -3.162 2.257 -0.846 O12 L54 1 L54 C4 C1 C 0 1 N N N 3.290 13.889 20.326 -4.064 1.734 -0.227 C4 L54 2 L54 N9 N1 N 0 1 N N N 3.841 13.380 19.191 -5.283 2.309 -0.197 N9 L54 3 L54 O10 O2 O 0 1 N N N 4.909 14.045 18.600 -6.336 1.699 0.525 O10 L54 4 L54 C11 C2 C 0 1 N N N 3.338 12.138 18.568 -5.517 3.566 -0.913 C11 L54 5 L54 C3 C3 C 0 1 N N N 2.087 13.229 20.977 -3.825 0.438 0.504 C3 L54 6 L54 C2 C4 C 0 1 N N R 0.807 13.983 20.547 -2.402 -0.050 0.224 C2 L54 7 L54 C1 C5 C 0 1 N N N -0.098 14.258 21.745 -2.213 -1.443 0.827 C1 L54 8 L54 P5 P1 P 0 1 N N N -0.832 15.907 21.585 -3.055 -2.677 -0.218 P5 L54 9 L54 O7 O3 O 0 1 N N N 0.005 16.886 22.350 -2.778 -4.152 0.365 O7 L54 10 L54 O6 O4 O 0 1 N N N -2.216 15.871 22.146 -4.639 -2.389 -0.218 O6 L54 11 L54 O8 O5 O 0 1 N N N -0.889 16.306 20.146 -2.536 -2.588 -1.601 O8 L54 12 L54 C13 C6 C 0 1 N N N 0.044 13.224 19.425 -1.397 0.918 0.852 C13 L54 13 L54 C14 C7 C 0 1 N N N -0.559 11.881 19.926 0.023 0.500 0.467 C14 L54 14 L54 C15 C8 C 0 1 N N N -1.119 11.057 18.753 1.028 1.469 1.095 C15 L54 15 L54 C16 C9 C 0 1 Y N N -0.034 10.796 17.741 2.427 1.057 0.716 C16 L54 16 L54 C17 C10 C 0 1 Y N N 0.911 9.815 17.982 3.009 1.561 -0.432 C17 L54 17 L54 C19 C11 C 0 1 Y N N 1.922 9.588 17.066 4.292 1.183 -0.780 C19 L54 18 L54 C18 C12 C 0 1 Y N N 0.037 11.565 16.585 3.130 0.179 1.519 C18 L54 19 L54 C20 C13 C 0 1 Y N N 1.051 11.346 15.669 4.416 -0.194 1.175 C20 L54 20 L54 C21 C14 C 0 1 Y N N 1.993 10.351 15.904 4.993 0.300 0.020 C21 L54 21 L54 C22 C15 C 0 1 N N N 3.104 10.105 14.908 6.395 -0.107 -0.355 C22 L54 22 L54 F25 F1 F 0 1 N N N 3.407 8.799 14.894 7.006 0.930 -1.070 F25 L54 23 L54 F23 F2 F 0 1 N N N 2.710 10.492 13.674 7.131 -0.370 0.805 F23 L54 24 L54 F24 F3 F 0 1 N N N 4.186 10.804 15.268 6.350 -1.257 -1.150 F24 L54 25 L54 H1 H1 H 0 1 N N N 5.115 14.824 19.103 -7.172 2.184 0.488 H1 L54 26 L54 H2 H2 H 0 1 N N N 2.498 11.745 19.159 -5.845 3.349 -1.930 H2 L54 27 L54 H3 H3 H 0 1 N N N 2.997 12.353 17.545 -6.287 4.139 -0.397 H3 L54 28 L54 H4 H4 H 0 1 N N N 4.145 11.391 18.536 -4.594 4.144 -0.944 H4 L54 29 L54 H5 H5 H 0 1 N N N 2.023 12.179 20.655 -3.950 0.597 1.575 H5 L54 30 L54 H6 H6 H 0 1 N N N 2.190 13.271 22.071 -4.540 -0.310 0.162 H6 L54 31 L54 H7 H7 H 0 1 N N N 1.119 14.954 20.134 -2.239 -0.095 -0.853 H7 L54 32 L54 H8 H8 H 0 1 N N N -0.897 13.503 21.781 -1.149 -1.676 0.879 H8 L54 33 L54 H9 H9 H 0 1 N N N 0.495 14.209 22.670 -2.638 -1.466 1.831 H9 L54 34 L54 H10 H10 H 0 1 N N N 0.326 17.558 21.760 -3.197 -4.861 -0.142 H10 L54 35 L54 H11 H11 H 0 1 N N N -2.839 16.109 21.469 -5.046 -2.431 0.658 H11 L54 36 L54 H12 H12 H 0 1 N N N 0.743 13.013 18.602 -1.590 1.928 0.488 H12 L54 37 L54 H13 H13 H 0 1 N N N -0.772 13.863 19.058 -1.501 0.897 1.937 H13 L54 38 L54 H14 H14 H 0 1 N N N -1.371 12.094 20.636 0.216 -0.509 0.831 H14 L54 39 L54 H15 H15 H 0 1 N N N 0.227 11.300 20.431 0.127 0.522 -0.618 H15 L54 40 L54 H16 H16 H 0 1 N N N -1.937 11.615 18.274 0.835 2.478 0.732 H16 L54 41 L54 H17 H17 H 0 1 N N N -1.502 10.098 19.132 0.924 1.447 2.180 H17 L54 42 L54 H18 H18 H 0 1 N N N 0.859 9.226 18.886 2.461 2.250 -1.057 H18 L54 43 L54 H19 H19 H 0 1 N N N 2.657 8.819 17.252 4.747 1.577 -1.677 H19 L54 44 L54 H20 H20 H 0 1 N N N -0.699 12.334 16.402 2.675 -0.216 2.416 H20 L54 45 L54 H21 H21 H 0 1 N N N 1.110 11.947 14.774 4.964 -0.884 1.800 H21 L54 46 # 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 L54 F23 C22 SING N N 1 L54 F25 C22 SING N N 2 L54 C22 F24 SING N N 3 L54 C22 C21 SING N N 4 L54 C20 C21 DOUB Y N 5 L54 C20 C18 SING Y N 6 L54 C21 C19 SING Y N 7 L54 C18 C16 DOUB Y N 8 L54 C19 C17 DOUB Y N 9 L54 C16 C17 SING Y N 10 L54 C16 C15 SING N N 11 L54 C11 N9 SING N N 12 L54 O10 N9 SING N N 13 L54 C15 C14 SING N N 14 L54 N9 C4 SING N N 15 L54 C13 C14 SING N N 16 L54 C13 C2 SING N N 17 L54 O8 P5 DOUB N N 18 L54 C4 O12 DOUB N N 19 L54 C4 C3 SING N N 20 L54 C2 C3 SING N N 21 L54 C2 C1 SING N N 22 L54 P5 C1 SING N N 23 L54 P5 O6 SING N N 24 L54 P5 O7 SING N N 25 L54 O10 H1 SING N N 26 L54 C11 H2 SING N N 27 L54 C11 H3 SING N N 28 L54 C11 H4 SING N N 29 L54 C3 H5 SING N N 30 L54 C3 H6 SING N N 31 L54 C2 H7 SING N N 32 L54 C1 H8 SING N N 33 L54 C1 H9 SING N N 34 L54 O7 H10 SING N N 35 L54 O6 H11 SING N N 36 L54 C13 H12 SING N N 37 L54 C13 H13 SING N N 38 L54 C14 H14 SING N N 39 L54 C14 H15 SING N N 40 L54 C15 H16 SING N N 41 L54 C15 H17 SING N N 42 L54 C17 H18 SING N N 43 L54 C19 H19 SING N N 44 L54 C18 H20 SING N N 45 L54 C20 H21 SING N N 46 # 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 L54 SMILES ACDLabs 12.01 "O=C(CC(CP(O)(O)=O)CCCc1ccc(cc1)C(F)(F)F)N(O)C" L54 InChI InChI 1.03 "InChI=1S/C15H21F3NO5P/c1-19(21)14(20)9-12(10-25(22,23)24)4-2-3-11-5-7-13(8-6-11)15(16,17)18/h5-8,12,21H,2-4,9-10H2,1H3,(H2,22,23,24)/t12-/m1/s1" L54 InChIKey InChI 1.03 QJHOMBPUEUGKSC-GFCCVEGCSA-N L54 SMILES_CANONICAL CACTVS 3.385 "CN(O)C(=O)C[C@@H](CCCc1ccc(cc1)C(F)(F)F)C[P](O)(O)=O" L54 SMILES CACTVS 3.385 "CN(O)C(=O)C[CH](CCCc1ccc(cc1)C(F)(F)F)C[P](O)(O)=O" L54 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(C(=O)C[C@@H](CCCc1ccc(cc1)C(F)(F)F)CP(=O)(O)O)O" L54 SMILES "OpenEye OEToolkits" 2.0.4 "CN(C(=O)CC(CCCc1ccc(cc1)C(F)(F)F)CP(=O)(O)O)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 L54 "SYSTEMATIC NAME" ACDLabs 12.01 "{(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-[4-(trifluoromethyl)phenyl]pentyl}phosphonic acid" L54 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R})-2-[2-[methyl(oxidanyl)amino]-2-oxidanylidene-ethyl]-5-[4-(trifluoromethyl)phenyl]pentyl]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L54 "Create component" 2016-04-30 EBI L54 "Initial release" 2016-08-23 RCSB #