data_LC7 # _chem_comp.id LC7 _chem_comp.name "[(2R)-5-(3-fluorophenyl)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}pentyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 F 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 2016-04-29 _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 333.292 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LC7 _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 5JMP _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 LC7 O12 O1 O 0 1 N N N 3.812 14.837 20.673 -1.875 2.335 -0.702 O12 LC7 1 LC7 C4 C1 C 0 1 N N N 3.374 13.820 20.166 -2.816 1.867 -0.096 C4 LC7 2 LC7 N9 N1 N 0 1 N N N 3.969 13.288 19.056 -3.978 2.545 -0.027 N9 LC7 3 LC7 O10 O2 O 0 1 N N N 5.091 13.917 18.521 -5.076 1.998 0.681 O10 LC7 4 LC7 C11 C2 C 0 1 N N N 3.483 12.039 18.421 -4.107 3.848 -0.684 C11 LC7 5 LC7 C3 C3 C 0 1 N N N 2.105 13.222 20.749 -2.686 0.524 0.575 C3 LC7 6 LC7 C2 C4 C 0 1 N N R 0.889 14.022 20.211 -1.315 -0.076 0.256 C2 LC7 7 LC7 C1 C5 C 0 1 N N N -0.239 14.064 21.257 -1.247 -1.508 0.790 C1 LC7 8 LC7 P5 P1 P 0 1 N N N -0.868 15.781 21.427 -2.195 -2.611 -0.308 P5 LC7 9 LC7 O7 O3 O 0 1 N N N 0.057 16.582 22.290 -1.554 -2.580 -1.785 O7 LC7 10 LC7 O6 O4 O 0 1 N N N -2.239 15.728 22.065 -2.144 -4.114 0.267 O6 LC7 11 LC7 O8 O5 O 0 1 N N N -0.974 16.415 20.086 -3.602 -2.155 -0.371 O8 LC7 12 LC7 C13 C6 C 0 1 N N N 0.379 13.444 18.849 -0.223 0.768 0.917 C13 LC7 13 LC7 C14 C7 C 0 1 N N N -0.122 11.973 18.970 1.151 0.243 0.497 C14 LC7 14 LC7 C15 C8 C 0 1 N N N -0.590 11.440 17.598 2.243 1.087 1.158 C15 LC7 15 LC7 C16 C9 C 0 1 Y N N 0.608 11.092 16.732 3.597 0.571 0.744 C16 LC7 16 LC7 C17 C10 C 0 1 Y N N 1.341 9.954 16.999 4.214 1.076 -0.385 C17 LC7 17 LC7 C18 C11 C 0 1 Y N N 0.964 11.913 15.665 4.224 -0.404 1.497 C18 LC7 18 LC7 C20 C12 C 0 1 Y N N 2.064 11.594 14.881 5.469 -0.875 1.122 C20 LC7 19 LC7 C21 C13 C 0 1 Y N N 2.800 10.456 15.160 6.087 -0.371 -0.007 C21 LC7 20 LC7 C19 C14 C 0 1 Y N N 2.437 9.638 16.223 5.457 0.601 -0.765 C19 LC7 21 LC7 F22 F1 F 0 1 N N N 3.143 8.527 16.489 6.061 1.095 -1.868 F22 LC7 22 LC7 H1 H1 H 0 1 N N N 5.299 14.687 19.037 -5.866 2.556 0.674 H1 LC7 23 LC7 H2 H2 H 0 1 N N N 2.597 11.674 18.960 -3.931 3.734 -1.754 H2 LC7 24 LC7 H3 H3 H 0 1 N N N 3.217 12.240 17.373 -5.110 4.240 -0.520 H3 LC7 25 LC7 H4 H4 H 0 1 N N N 4.275 11.277 18.458 -3.374 4.539 -0.267 H4 LC7 26 LC7 H5 H5 H 0 1 N N N 2.019 12.168 20.446 -2.787 0.645 1.653 H5 LC7 27 LC7 H6 H6 H 0 1 N N N 2.135 13.287 21.847 -3.467 -0.142 0.209 H6 LC7 28 LC7 H7 H7 H 0 1 N N N 1.221 15.055 20.030 -1.164 -0.083 -0.824 H7 LC7 29 LC7 H8 H8 H 0 1 N N N -1.059 13.405 20.936 -0.207 -1.834 0.824 H8 LC7 30 LC7 H9 H9 H 0 1 N N N 0.150 13.720 22.227 -1.671 -1.541 1.793 H9 LC7 31 LC7 H10 H10 H 0 1 N N N 0.382 17.328 21.799 -0.631 -2.867 -1.819 H10 LC7 32 LC7 H11 H11 H 0 1 N N N -2.878 16.110 21.475 -2.628 -4.757 -0.269 H11 LC7 33 LC7 H12 H12 H 0 1 N N N 1.204 13.476 18.122 -0.327 1.807 0.604 H12 LC7 34 LC7 H13 H13 H 0 1 N N N -0.451 14.070 18.490 -0.321 0.703 2.001 H13 LC7 35 LC7 H14 H14 H 0 1 N N N -0.963 11.935 19.678 1.255 -0.795 0.810 H14 LC7 36 LC7 H15 H15 H 0 1 N N N 0.699 11.342 19.342 1.249 0.308 -0.587 H15 LC7 37 LC7 H16 H16 H 0 1 N N N -1.190 12.212 17.094 2.139 2.126 0.846 H16 LC7 38 LC7 H17 H17 H 0 1 N N N -1.203 10.539 17.748 2.146 1.022 2.242 H17 LC7 39 LC7 H18 H18 H 0 1 N N N 1.056 9.309 17.817 3.725 1.841 -0.970 H18 LC7 40 LC7 H19 H19 H 0 1 N N N 0.384 12.798 15.448 3.742 -0.799 2.379 H19 LC7 41 LC7 H20 H20 H 0 1 N N N 2.345 12.232 14.056 5.960 -1.634 1.713 H20 LC7 42 LC7 H21 H21 H 0 1 N N N 3.656 10.204 14.552 7.060 -0.739 -0.300 H21 LC7 43 # 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 LC7 C20 C21 DOUB Y N 1 LC7 C20 C18 SING Y N 2 LC7 C21 C19 SING Y N 3 LC7 C18 C16 DOUB Y N 4 LC7 C19 F22 SING N N 5 LC7 C19 C17 DOUB Y N 6 LC7 C16 C17 SING Y N 7 LC7 C16 C15 SING N N 8 LC7 C15 C14 SING N N 9 LC7 C11 N9 SING N N 10 LC7 O10 N9 SING N N 11 LC7 C13 C14 SING N N 12 LC7 C13 C2 SING N N 13 LC7 N9 C4 SING N N 14 LC7 O8 P5 DOUB N N 15 LC7 C4 O12 DOUB N N 16 LC7 C4 C3 SING N N 17 LC7 C2 C3 SING N N 18 LC7 C2 C1 SING N N 19 LC7 C1 P5 SING N N 20 LC7 P5 O6 SING N N 21 LC7 P5 O7 SING N N 22 LC7 O10 H1 SING N N 23 LC7 C11 H2 SING N N 24 LC7 C11 H3 SING N N 25 LC7 C11 H4 SING N N 26 LC7 C3 H5 SING N N 27 LC7 C3 H6 SING N N 28 LC7 C2 H7 SING N N 29 LC7 C1 H8 SING N N 30 LC7 C1 H9 SING N N 31 LC7 O7 H10 SING N N 32 LC7 O6 H11 SING N N 33 LC7 C13 H12 SING N N 34 LC7 C13 H13 SING N N 35 LC7 C14 H14 SING N N 36 LC7 C14 H15 SING N N 37 LC7 C15 H16 SING N N 38 LC7 C15 H17 SING N N 39 LC7 C17 H18 SING N N 40 LC7 C18 H19 SING N N 41 LC7 C20 H20 SING N N 42 LC7 C21 H21 SING N N 43 # 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 LC7 SMILES ACDLabs 12.01 "O=C(CC(CP(O)(O)=O)CCCc1cc(ccc1)F)N(O)C" LC7 InChI InChI 1.03 "InChI=1S/C14H21FNO5P/c1-16(18)14(17)9-12(10-22(19,20)21)6-2-4-11-5-3-7-13(15)8-11/h3,5,7-8,12,18H,2,4,6,9-10H2,1H3,(H2,19,20,21)/t12-/m1/s1" LC7 InChIKey InChI 1.03 HGIGLZBKPPPKTL-GFCCVEGCSA-N LC7 SMILES_CANONICAL CACTVS 3.385 "CN(O)C(=O)C[C@@H](CCCc1cccc(F)c1)C[P](O)(O)=O" LC7 SMILES CACTVS 3.385 "CN(O)C(=O)C[CH](CCCc1cccc(F)c1)C[P](O)(O)=O" LC7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(C(=O)C[C@@H](CCCc1cccc(c1)F)CP(=O)(O)O)O" LC7 SMILES "OpenEye OEToolkits" 2.0.4 "CN(C(=O)CC(CCCc1cccc(c1)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 LC7 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R)-5-(3-fluorophenyl)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}pentyl]phosphonic acid" LC7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R})-5-(3-fluorophenyl)-2-[2-[methyl(oxidanyl)amino]-2-oxidanylidene-ethyl]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 LC7 "Create component" 2016-04-29 EBI LC7 "Initial release" 2016-08-23 RCSB #