data_L50 # _chem_comp.id L50 _chem_comp.name "[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-(4-methylphenyl)pentyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 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 2016-04-29 _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 329.329 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L50 _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 5JMW _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 L50 O8 O1 O 0 1 N N N -1.091 16.546 20.136 -1.990 2.159 0.957 O8 L50 1 L50 P5 P1 P 0 1 N N N -0.994 16.022 21.519 -1.003 1.957 -0.127 P5 L50 2 L50 O7 O2 O 0 1 N N N -0.072 16.878 22.324 -1.065 3.201 -1.148 O7 L50 3 L50 O6 O3 O 0 1 N N N -2.356 16.022 22.149 0.475 1.855 0.504 O6 L50 4 L50 C1 C1 C 0 1 N N N -0.367 14.306 21.484 -1.389 0.417 -1.022 C1 L50 5 L50 C2 C2 C 0 1 N N R 0.706 14.180 20.396 -1.413 -0.753 -0.037 C2 L50 6 L50 C3 C3 C 0 1 N N N 1.943 13.420 20.929 -2.746 -1.495 -0.159 C3 L50 7 L50 C4 C4 C 0 1 N N N 3.177 14.035 20.319 -3.865 -0.598 0.302 C4 L50 8 L50 N9 N1 N 0 1 N N N 3.759 13.500 19.207 -5.146 -0.987 0.152 N9 L50 9 L50 C11 C5 C 0 1 N N N 3.282 12.245 18.600 -6.234 -0.115 0.601 C11 L50 10 L50 O10 O4 O 0 1 N N N 4.845 14.148 18.630 -5.441 -2.240 -0.440 O10 L50 11 L50 O12 O5 O 0 1 N N N 3.580 15.083 20.792 -3.612 0.474 0.809 O12 L50 12 L50 C13 C6 C 0 1 N N N 0.125 13.506 19.102 -0.264 -1.712 -0.354 C13 L50 13 L50 C14 C7 C 0 1 N N N -0.250 12.006 19.314 1.071 -1.006 -0.112 C14 L50 14 L50 C15 C8 C 0 1 N N N -0.786 11.397 17.989 2.220 -1.965 -0.429 C15 L50 15 L50 C16 C9 C 0 1 Y N N 0.348 11.189 16.999 3.536 -1.269 -0.190 C16 L50 16 L50 C18 C10 C 0 1 Y N N 0.550 12.102 15.963 4.141 -0.564 -1.213 C18 L50 17 L50 C20 C11 C 0 1 Y N N 1.597 11.933 15.064 5.345 0.079 -0.992 C20 L50 18 L50 C21 C12 C 0 1 Y N N 2.443 10.838 15.197 5.943 0.016 0.252 C21 L50 19 L50 C19 C13 C 0 1 Y N N 2.242 9.917 16.227 5.338 -0.689 1.276 C19 L50 20 L50 C17 C14 C 0 1 Y N N 1.193 10.088 17.124 4.134 -1.332 1.054 C17 L50 21 L50 C22 C15 C 0 1 N N N 3.586 10.647 14.228 7.256 0.715 0.493 C22 L50 22 L50 H1 H1 H 0 1 N N N 0.262 17.582 21.781 -0.870 4.055 -0.739 H1 L50 23 L50 H2 H2 H 0 1 N N N -2.992 16.358 21.529 1.174 1.723 -0.150 H2 L50 24 L50 H3 H3 H 0 1 N N N -1.196 13.617 21.264 -2.364 0.509 -1.501 H3 L50 25 L50 H4 H4 H 0 1 N N N 0.070 14.055 22.462 -0.627 0.237 -1.781 H4 L50 26 L50 H5 H5 H 0 1 N N N 1.029 15.195 20.122 -1.300 -0.375 0.979 H5 L50 27 L50 H6 H6 H 0 1 N N N 1.878 12.359 20.646 -2.911 -1.776 -1.199 H6 L50 28 L50 H7 H7 H 0 1 N N N 1.988 13.505 22.025 -2.720 -2.392 0.460 H7 L50 29 L50 H8 H8 H 0 1 N N N 2.423 11.864 19.172 -6.183 0.834 0.067 H8 L50 30 L50 H9 H9 H 0 1 N N N 2.975 12.434 17.561 -7.192 -0.595 0.398 H9 L50 31 L50 H10 H10 H 0 1 N N N 4.092 11.500 18.614 -6.138 0.065 1.671 H10 L50 32 L50 H11 H11 H 0 1 N N N 5.040 14.938 19.120 -6.387 -2.431 -0.505 H11 L50 33 L50 H12 H12 H 0 1 N N N 0.880 13.570 18.304 -0.334 -2.589 0.289 H12 L50 34 L50 H13 H13 H 0 1 N N N -0.779 14.054 18.797 -0.327 -2.021 -1.398 H13 L50 35 L50 H14 H14 H 0 1 N N N -1.027 11.931 20.089 1.141 -0.129 -0.755 H14 L50 36 L50 H15 H15 H 0 1 N N N 0.643 11.450 19.635 1.134 -0.697 0.932 H15 L50 37 L50 H16 H16 H 0 1 N N N -1.528 12.081 17.551 2.151 -2.842 0.214 H16 L50 38 L50 H17 H17 H 0 1 N N N -1.262 10.428 18.203 2.158 -2.274 -1.473 H17 L50 39 L50 H18 H18 H 0 1 N N N -0.113 12.948 15.859 3.673 -0.515 -2.185 H18 L50 40 L50 H19 H19 H 0 1 N N N 1.752 12.647 14.269 5.818 0.629 -1.792 H19 L50 41 L50 H20 H20 H 0 1 N N N 2.903 9.069 16.327 5.806 -0.738 2.248 H20 L50 42 L50 H21 H21 H 0 1 N N N 1.034 9.370 17.915 3.659 -1.879 1.855 H21 L50 43 L50 H22 H22 H 0 1 N N N 4.482 11.156 14.612 7.069 1.732 0.836 H22 L50 44 L50 H23 H23 H 0 1 N N N 3.795 9.573 14.115 7.823 0.174 1.251 H23 L50 45 L50 H24 H24 H 0 1 N N N 3.313 11.073 13.251 7.828 0.745 -0.435 H24 L50 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 L50 C22 C21 SING N N 1 L50 C20 C21 DOUB Y N 2 L50 C20 C18 SING Y N 3 L50 C21 C19 SING Y N 4 L50 C18 C16 DOUB Y N 5 L50 C19 C17 DOUB Y N 6 L50 C16 C17 SING Y N 7 L50 C16 C15 SING N N 8 L50 C15 C14 SING N N 9 L50 C11 N9 SING N N 10 L50 O10 N9 SING N N 11 L50 C13 C14 SING N N 12 L50 C13 C2 SING N N 13 L50 N9 C4 SING N N 14 L50 O8 P5 DOUB N N 15 L50 C4 O12 DOUB N N 16 L50 C4 C3 SING N N 17 L50 C2 C3 SING N N 18 L50 C2 C1 SING N N 19 L50 C1 P5 SING N N 20 L50 P5 O6 SING N N 21 L50 P5 O7 SING N N 22 L50 O7 H1 SING N N 23 L50 O6 H2 SING N N 24 L50 C1 H3 SING N N 25 L50 C1 H4 SING N N 26 L50 C2 H5 SING N N 27 L50 C3 H6 SING N N 28 L50 C3 H7 SING N N 29 L50 C11 H8 SING N N 30 L50 C11 H9 SING N N 31 L50 C11 H10 SING N N 32 L50 O10 H11 SING N N 33 L50 C13 H12 SING N N 34 L50 C13 H13 SING N N 35 L50 C14 H14 SING N N 36 L50 C14 H15 SING N N 37 L50 C15 H16 SING N N 38 L50 C15 H17 SING N N 39 L50 C18 H18 SING N N 40 L50 C20 H19 SING N N 41 L50 C19 H20 SING N N 42 L50 C17 H21 SING N N 43 L50 C22 H22 SING N N 44 L50 C22 H23 SING N N 45 L50 C22 H24 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 L50 SMILES ACDLabs 12.01 "O=P(O)(O)CC(CC(=O)N(C)O)CCCc1ccc(cc1)C" L50 InChI InChI 1.03 "InChI=1S/C15H24NO5P/c1-12-6-8-13(9-7-12)4-3-5-14(11-22(19,20)21)10-15(17)16(2)18/h6-9,14,18H,3-5,10-11H2,1-2H3,(H2,19,20,21)/t14-/m1/s1" L50 InChIKey InChI 1.03 PCPXBXKPZNRAMA-CQSZACIVSA-N L50 SMILES_CANONICAL CACTVS 3.385 "CN(O)C(=O)C[C@@H](CCCc1ccc(C)cc1)C[P](O)(O)=O" L50 SMILES CACTVS 3.385 "CN(O)C(=O)C[CH](CCCc1ccc(C)cc1)C[P](O)(O)=O" L50 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1)CCC[C@H](CC(=O)N(C)O)CP(=O)(O)O" L50 SMILES "OpenEye OEToolkits" 2.0.4 "Cc1ccc(cc1)CCCC(CC(=O)N(C)O)CP(=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 L50 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R)-2-{2-[hydroxy(methyl)amino]-2-oxoethyl}-5-(4-methylphenyl)pentyl]phosphonic acid" L50 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R})-2-[2-[methyl(oxidanyl)amino]-2-oxidanylidene-ethyl]-5-(4-methylphenyl)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 L50 "Create component" 2016-04-29 EBI L50 "Initial release" 2016-08-23 RCSB #