data_76U # _chem_comp.id 76U _chem_comp.name "(4S)-5-fluoro-4-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H20 F N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-08 _chem_comp.pdbx_modified_date 2017-03-24 _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 366.279 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 76U _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 5T4K _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 76U C1 C1 C 0 1 Y N N -23.763 -11.100 8.984 0.961 1.564 0.055 C1 76U 1 76U C3 C2 C 0 1 Y N N -25.852 -12.504 10.103 0.110 3.985 0.967 C3 76U 2 76U C4 C3 C 0 1 N N N -27.036 -13.312 10.675 -0.343 5.327 1.480 C4 76U 3 76U C2 C4 C 0 1 Y N N -24.573 -11.907 8.229 1.783 2.413 0.772 C2 76U 4 76U C5 C5 C 0 1 Y N N -25.076 -11.708 10.960 -0.774 3.188 0.255 C5 76U 5 76U C6 C6 C 0 1 Y N N -24.013 -10.991 10.421 -0.342 1.951 -0.213 C6 76U 6 76U O1 O1 O 0 1 N N N -20.755 -8.333 7.298 5.148 -1.127 0.334 O1 76U 7 76U O2 O2 O 0 1 N N N -22.628 -6.935 6.540 3.915 -1.324 -1.979 O2 76U 8 76U C11 C7 C 0 1 N N N -24.434 -8.953 15.025 -1.844 -2.768 0.173 C11 76U 9 76U C12 C8 C 0 1 N N N -25.490 -8.312 16.094 -2.087 -4.011 0.990 C12 76U 10 76U O O3 O 0 1 N N N -22.132 -9.148 5.479 3.005 -2.439 0.094 O 76U 11 76U P P1 P 0 1 N N N -22.115 -8.381 6.779 3.711 -1.230 -0.385 P 76U 12 76U O3 O4 O 0 1 N N N -23.041 -9.095 7.807 2.839 0.077 -0.032 O3 76U 13 76U C C9 C 0 1 N N N -22.595 -10.342 8.329 1.478 0.236 -0.436 C 76U 14 76U N N1 N 0 1 Y N N -25.576 -12.575 8.779 1.343 3.580 1.201 N 76U 15 76U O4 O5 O 0 1 N N N -25.390 -11.635 12.433 -2.044 3.610 0.017 O4 76U 16 76U C7 C10 C 0 1 N N N -23.107 -10.084 11.327 -1.269 1.054 -0.992 C7 76U 17 76U N1 N2 N 0 1 N N N -23.888 -9.210 12.087 -1.989 0.170 -0.065 N1 76U 18 76U C8 C11 C 0 1 N N S -23.021 -8.423 12.938 -2.904 -0.721 -0.791 C8 76U 19 76U C9 C12 C 0 1 N N N -21.976 -9.324 13.534 -4.232 -0.001 -1.031 C9 76U 20 76U F1 F1 F 0 1 N N N -20.950 -8.547 14.048 -4.007 1.153 -1.789 F1 76U 21 76U C10 C13 C 0 1 N N N -23.818 -7.828 14.022 -3.151 -1.983 0.038 C10 76U 22 76U O5 O6 O 0 1 N N N -26.257 -7.311 15.731 -3.192 -4.246 1.419 O5 76U 23 76U O6 O7 O 0 1 N N N -25.569 -8.804 17.316 -1.076 -4.858 1.240 O6 76U 24 76U H1 H1 H 0 1 N N N -27.524 -13.873 9.864 -0.763 5.212 2.480 H1 76U 25 76U H2 H2 H 0 1 N N N -26.666 -14.015 11.436 0.508 6.008 1.520 H2 76U 26 76U H3 H3 H 0 1 N N N -27.762 -12.624 11.133 -1.103 5.734 0.812 H3 76U 27 76U H4 H4 H 0 1 N N N -24.391 -12.000 7.169 2.800 2.117 0.984 H4 76U 28 76U H5 H5 H 0 1 N N N -20.173 -8.795 6.706 5.728 -1.882 0.165 H5 76U 29 76U H6 H6 H 0 1 N N N -22.849 -6.825 5.623 4.372 -0.564 -2.363 H6 76U 30 76U H7 H7 H 0 1 N N N -24.954 -9.715 14.426 -1.097 -2.148 0.669 H7 76U 31 76U H8 H8 H 0 1 N N N -23.609 -9.423 15.580 -1.484 -3.048 -0.817 H8 76U 32 76U H9 H9 H 0 1 N N N -22.182 -10.950 7.511 0.876 -0.567 -0.011 H9 76U 33 76U H10 H10 H 0 1 N N N -21.813 -10.161 9.082 1.415 0.201 -1.523 H10 76U 34 76U H11 H11 H 0 1 N N N -24.771 -11.055 12.861 -2.145 4.110 -0.804 H11 76U 35 76U H12 H12 H 0 1 N N N -22.518 -10.722 12.002 -1.986 1.663 -1.543 H12 76U 36 76U H13 H13 H 0 1 N N N -22.428 -9.500 10.689 -0.689 0.452 -1.692 H13 76U 37 76U H14 H14 H 0 1 N N N -24.401 -8.604 11.479 -1.344 -0.359 0.504 H14 76U 38 76U H16 H16 H 0 1 N N N -22.532 -7.630 12.354 -2.461 -0.996 -1.748 H16 76U 39 76U H17 H17 H 0 1 N N N -22.423 -9.925 14.340 -4.911 -0.662 -1.570 H17 76U 40 76U H18 H18 H 0 1 N N N -21.578 -9.992 12.756 -4.675 0.273 -0.074 H18 76U 41 76U H19 H19 H 0 1 N N N -23.175 -7.150 14.603 -3.897 -2.603 -0.458 H19 76U 42 76U H20 H20 H 0 1 N N N -24.647 -7.257 13.579 -3.510 -1.703 1.028 H20 76U 43 76U H21 H21 H 0 1 N N N -26.226 -8.326 17.808 -1.281 -5.642 1.768 H21 76U 44 # 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 76U O P DOUB N N 1 76U O2 P SING N N 2 76U P O1 SING N N 3 76U P O3 SING N N 4 76U O3 C SING N N 5 76U C2 N DOUB Y N 6 76U C2 C1 SING Y N 7 76U C C1 SING N N 8 76U N C3 SING Y N 9 76U C1 C6 DOUB Y N 10 76U C3 C4 SING N N 11 76U C3 C5 DOUB Y N 12 76U C6 C5 SING Y N 13 76U C6 C7 SING N N 14 76U C5 O4 SING N N 15 76U C7 N1 SING N N 16 76U N1 C8 SING N N 17 76U C8 C9 SING N N 18 76U C8 C10 SING N N 19 76U C9 F1 SING N N 20 76U C10 C11 SING N N 21 76U C11 C12 SING N N 22 76U O5 C12 DOUB N N 23 76U C12 O6 SING N N 24 76U C4 H1 SING N N 25 76U C4 H2 SING N N 26 76U C4 H3 SING N N 27 76U C2 H4 SING N N 28 76U O1 H5 SING N N 29 76U O2 H6 SING N N 30 76U C11 H7 SING N N 31 76U C11 H8 SING N N 32 76U C H9 SING N N 33 76U C H10 SING N N 34 76U O4 H11 SING N N 35 76U C7 H12 SING N N 36 76U C7 H13 SING N N 37 76U N1 H14 SING N N 38 76U C8 H16 SING N N 39 76U C9 H17 SING N N 40 76U C9 H18 SING N N 41 76U C10 H19 SING N N 42 76U C10 H20 SING N N 43 76U O6 H21 SING N N 44 # 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 76U SMILES ACDLabs 12.01 "c1(c(c(c(C)nc1)O)CNC(CF)CCC(O)=O)COP(O)(O)=O" 76U InChI InChI 1.03 "InChI=1S/C13H20FN2O7P/c1-8-13(19)11(6-16-10(4-14)2-3-12(17)18)9(5-15-8)7-23-24(20,21)22/h5,10,16,19H,2-4,6-7H2,1H3,(H,17,18)(H2,20,21,22)/t10-/m0/s1" 76U InChIKey InChI 1.03 QWMIOBWBDTXOII-JTQLQIEISA-N 76U SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(CN[C@H](CF)CCC(O)=O)c1O" 76U SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](CF)CCC(O)=O)c1O" 76U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](CCC(=O)O)CF)O" 76U SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(CCC(=O)O)CF)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 76U "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-5-fluoro-4-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]pentanoic acid" 76U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(4~{S})-5-fluoranyl-4-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]pentanoic 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 76U "Create component" 2016-09-08 RCSB 76U "Initial release" 2017-03-29 RCSB #