data_LC5 # _chem_comp.id LC5 _chem_comp.name "[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-(naphthalen-1-yl)pentyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 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 2016-04-13 _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 365.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LC5 _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 5JAZ _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 LC5 O12 O1 O 0 1 N N N 3.764 15.194 20.821 -1.987 2.380 -0.348 O12 LC5 1 LC5 C4 C1 C 0 1 N N N 3.332 14.150 20.382 -3.005 1.924 0.127 C4 LC5 2 LC5 N9 N1 N 0 1 N N N 3.902 13.567 19.295 -4.111 2.690 0.214 N9 LC5 3 LC5 O10 O2 O 0 1 N N N 4.995 14.183 18.689 -5.300 2.158 0.769 O10 LC5 4 LC5 C11 C2 C 0 1 N N N 3.409 12.303 18.739 -4.082 4.074 -0.267 C11 LC5 5 LC5 C3 C3 C 0 1 N N N 2.080 13.588 21.008 -3.037 0.499 0.616 C3 LC5 6 LC5 C2 C4 C 0 1 N N R 0.863 14.382 20.470 -1.698 -0.176 0.308 C2 LC5 7 LC5 C1 C5 C 0 1 N N N -0.225 14.509 21.544 -1.786 -1.664 0.651 C1 LC5 8 LC5 P5 P1 P 0 1 N N N -0.904 16.202 21.557 -2.744 -2.529 -0.636 P5 LC5 9 LC5 O6 O3 O 0 1 N N N -2.281 16.140 22.191 -2.758 -4.109 -0.324 O6 LC5 10 LC5 O7 O4 O 0 1 N N N -0.013 17.109 22.384 -4.255 -1.971 -0.647 O7 LC5 11 LC5 O8 O5 O 0 1 N N N -1.020 16.716 20.150 -2.122 -2.293 -1.957 O8 LC5 12 LC5 C13 C6 C 0 1 N N N 0.301 13.758 19.142 -0.595 0.476 1.143 C13 LC5 13 LC5 C14 C7 C 0 1 N N N -0.283 12.328 19.347 0.761 -0.112 0.745 C14 LC5 14 LC5 C15 C8 C 0 1 N N N -0.693 11.707 17.982 1.865 0.540 1.580 C15 LC5 15 LC5 C16 C9 C 0 1 Y N N 0.533 11.214 17.198 3.200 -0.039 1.188 C16 LC5 16 LC5 C17 C10 C 0 1 Y N N 1.222 10.033 17.573 3.904 0.489 0.092 C17 LC5 17 LC5 C23 C11 C 0 1 Y N N 0.821 9.283 18.698 3.390 1.559 -0.659 C23 LC5 18 LC5 C25 C12 C 0 1 Y N N 1.512 8.132 19.043 4.101 2.045 -1.713 C25 LC5 19 LC5 C24 C13 C 0 1 Y N N 2.612 7.740 18.307 5.334 1.497 -2.060 C24 LC5 20 LC5 C22 C14 C 0 1 Y N N 3.014 8.476 17.193 5.864 0.459 -1.356 C22 LC5 21 LC5 C19 C15 C 0 1 Y N N 2.326 9.619 16.829 5.159 -0.069 -0.261 C19 LC5 22 LC5 C21 C16 C 0 1 Y N N 2.751 10.364 15.725 5.673 -1.139 0.491 C21 LC5 23 LC5 C20 C17 C 0 1 Y N N 2.068 11.503 15.350 4.963 -1.624 1.546 C20 LC5 24 LC5 C18 C18 C 0 1 Y N N 0.954 11.925 16.073 3.731 -1.072 1.896 C18 LC5 25 LC5 H1 H1 H 0 1 N N N 5.205 14.985 19.154 -6.038 2.782 0.788 H1 LC5 26 LC5 H2 H2 H 0 1 N N N 2.549 11.953 19.329 -4.368 4.099 -1.319 H2 LC5 27 LC5 H3 H3 H 0 1 N N N 3.099 12.458 17.695 -4.781 4.675 0.314 H3 LC5 28 LC5 H4 H4 H 0 1 N N N 4.210 11.550 18.775 -3.076 4.477 -0.154 H4 LC5 29 LC5 H5 H5 H 0 1 N N N 1.977 12.526 20.742 -3.210 0.487 1.692 H5 LC5 30 LC5 H6 H6 H 0 1 N N N 2.135 13.689 22.102 -3.839 -0.040 0.113 H6 LC5 31 LC5 H7 H7 H 0 1 N N N 1.213 15.397 20.229 -1.469 -0.060 -0.751 H7 LC5 32 LC5 H8 H8 H 0 1 N N N -1.034 13.795 21.328 -0.782 -2.085 0.701 H8 LC5 33 LC5 H9 H9 H 0 1 N N N 0.209 14.284 22.529 -2.280 -1.786 1.615 H9 LC5 34 LC5 H10 H10 H 0 1 N N N -2.931 16.439 21.567 -3.252 -4.633 -0.970 H10 LC5 35 LC5 H11 H11 H 0 1 N N N 0.297 17.827 21.844 -4.725 -2.093 0.189 H11 LC5 36 LC5 H12 H12 H 0 1 N N N 1.117 13.702 18.407 -0.591 1.551 0.964 H12 LC5 37 LC5 H13 H13 H 0 1 N N N -0.496 14.411 18.756 -0.777 0.284 2.200 H13 LC5 38 LC5 H14 H14 H 0 1 N N N -1.168 12.388 19.998 0.757 -1.187 0.923 H14 LC5 39 LC5 H15 H15 H 0 1 N N N 0.478 11.691 19.821 0.944 0.080 -0.312 H15 LC5 40 LC5 H16 H16 H 0 1 N N N -1.216 12.469 17.385 1.868 1.615 1.401 H16 LC5 41 LC5 H17 H17 H 0 1 N N N -1.367 10.857 18.164 1.682 0.348 2.637 H17 LC5 42 LC5 H18 H18 H 0 1 N N N -0.023 9.605 19.290 2.436 1.994 -0.401 H18 LC5 43 LC5 H19 H19 H 0 1 N N N 1.190 7.542 19.888 3.704 2.867 -2.289 H19 LC5 44 LC5 H20 H20 H 0 1 N N N 3.165 6.858 18.596 5.878 1.900 -2.902 H20 LC5 45 LC5 H21 H21 H 0 1 N N N 3.865 8.152 16.613 6.820 0.044 -1.637 H21 LC5 46 LC5 H22 H22 H 0 1 N N N 3.617 10.047 15.163 6.628 -1.574 0.234 H22 LC5 47 LC5 H23 H23 H 0 1 N N N 2.398 12.070 14.492 5.361 -2.446 2.122 H23 LC5 48 LC5 H24 H24 H 0 1 N N N 0.414 12.807 15.761 3.188 -1.476 2.737 H24 LC5 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 LC5 C20 C21 DOUB Y N 1 LC5 C20 C18 SING Y N 2 LC5 C21 C19 SING Y N 3 LC5 C18 C16 DOUB Y N 4 LC5 C19 C22 DOUB Y N 5 LC5 C19 C17 SING Y N 6 LC5 C22 C24 SING Y N 7 LC5 C16 C17 SING Y N 8 LC5 C16 C15 SING N N 9 LC5 C17 C23 DOUB Y N 10 LC5 C15 C14 SING N N 11 LC5 C24 C25 DOUB Y N 12 LC5 O10 N9 SING N N 13 LC5 C23 C25 SING Y N 14 LC5 C11 N9 SING N N 15 LC5 C13 C14 SING N N 16 LC5 C13 C2 SING N N 17 LC5 N9 C4 SING N N 18 LC5 O8 P5 DOUB N N 19 LC5 C4 O12 DOUB N N 20 LC5 C4 C3 SING N N 21 LC5 C2 C3 SING N N 22 LC5 C2 C1 SING N N 23 LC5 C1 P5 SING N N 24 LC5 P5 O6 SING N N 25 LC5 P5 O7 SING N N 26 LC5 O10 H1 SING N N 27 LC5 C11 H2 SING N N 28 LC5 C11 H3 SING N N 29 LC5 C11 H4 SING N N 30 LC5 C3 H5 SING N N 31 LC5 C3 H6 SING N N 32 LC5 C2 H7 SING N N 33 LC5 C1 H8 SING N N 34 LC5 C1 H9 SING N N 35 LC5 O6 H10 SING N N 36 LC5 O7 H11 SING N N 37 LC5 C13 H12 SING N N 38 LC5 C13 H13 SING N N 39 LC5 C14 H14 SING N N 40 LC5 C14 H15 SING N N 41 LC5 C15 H16 SING N N 42 LC5 C15 H17 SING N N 43 LC5 C23 H18 SING N N 44 LC5 C25 H19 SING N N 45 LC5 C24 H20 SING N N 46 LC5 C22 H21 SING N N 47 LC5 C21 H22 SING N N 48 LC5 C20 H23 SING N N 49 LC5 C18 H24 SING N N 50 # 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 LC5 SMILES ACDLabs 12.01 "O=C(CC(CP(O)(O)=O)CCCc2c1ccccc1ccc2)N(O)C" LC5 InChI InChI 1.03 "InChI=1S/C18H24NO5P/c1-19(21)18(20)12-14(13-25(22,23)24)6-4-8-16-10-5-9-15-7-2-3-11-17(15)16/h2-3,5,7,9-11,14,21H,4,6,8,12-13H2,1H3,(H2,22,23,24)/t14-/m1/s1" LC5 InChIKey InChI 1.03 HUBGFLNAUJJVOG-CQSZACIVSA-N LC5 SMILES_CANONICAL CACTVS 3.385 "CN(O)C(=O)C[C@@H](CCCc1cccc2ccccc12)C[P](O)(O)=O" LC5 SMILES CACTVS 3.385 "CN(O)C(=O)C[CH](CCCc1cccc2ccccc12)C[P](O)(O)=O" LC5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(C(=O)C[C@@H](CCCc1cccc2c1cccc2)CP(=O)(O)O)O" LC5 SMILES "OpenEye OEToolkits" 2.0.4 "CN(C(=O)CC(CCCc1cccc2c1cccc2)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 LC5 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-(naphthalen-1-yl)pentyl]phosphonic acid" LC5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R})-2-[2-[methyl(oxidanyl)amino]-2-oxidanylidene-ethyl]-5-naphthalen-1-yl-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 LC5 "Create component" 2016-04-13 EBI LC5 "Initial release" 2016-08-23 RCSB #