data_LJS # _chem_comp.id LJS _chem_comp.name "(2E,3Z)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}-5-phosphonopent-3-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H18 N2 O10 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-25 _chem_comp.pdbx_modified_date 2019-03-08 _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 424.237 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LJS _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 6NMX _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 LJS N1 N1 N 0 1 N N N -13.838 5.329 -19.841 -1.671 -3.466 1.359 N1 LJS 1 LJS C2 C1 C 0 1 N N N -14.651 6.269 -20.327 -0.344 -3.734 1.252 C2 LJS 2 LJS C2A C2 C 0 1 N N N -15.463 7.124 -19.394 0.228 -4.955 1.926 C2A LJS 3 LJS C3 C3 C 0 1 N N N -14.755 6.487 -21.796 0.472 -2.912 0.542 C3 LJS 4 LJS O3 O1 O 0 1 N N N -15.591 7.452 -22.263 1.800 -3.185 0.436 O3 LJS 5 LJS C4 C4 C 0 1 N N N -13.945 5.634 -22.706 -0.078 -1.768 -0.087 C4 LJS 6 LJS C4A C5 C 0 1 N N N -13.980 5.767 -24.192 0.743 -0.888 -0.828 C4A LJS 7 LJS C5 C6 C 0 1 N N N -13.085 4.626 -22.036 -1.462 -1.521 0.047 C5 LJS 8 LJS C6 C7 C 0 1 N N N -13.089 4.540 -20.635 -2.223 -2.382 0.763 C6 LJS 9 LJS C5A C8 C 0 1 N N N -12.191 3.709 -22.855 -2.087 -0.315 -0.606 C5A LJS 10 LJS OP4 O2 O 0 1 N N N -10.968 4.396 -23.206 -3.466 -0.234 -0.238 OP4 LJS 11 LJS P P1 P 0 1 N N N -10.108 3.987 -24.527 -4.415 0.995 -0.660 P LJS 12 LJS OP1 O3 O 0 1 N N N -11.139 4.045 -25.655 -3.800 2.267 -0.220 OP1 LJS 13 LJS OP2 O4 O 0 1 N N N -9.611 2.595 -24.195 -4.595 1.011 -2.260 OP2 LJS 14 LJS OP3 O5 O 0 1 N N N -9.047 5.047 -24.643 -5.855 0.826 0.040 OP3 LJS 15 LJS N4A N2 N 0 1 N N N -14.702 6.657 -24.750 2.041 -1.094 -0.889 N4A LJS 16 LJS CAI C9 C 0 1 N N N -14.827 6.855 -26.007 2.835 -0.189 -1.472 CAI LJS 17 LJS CBC C10 C 0 1 N N N -15.710 7.973 -26.385 4.198 -0.481 -1.688 CBC LJS 18 LJS O2B O6 O 0 1 N N N -16.029 8.801 -25.508 4.702 -1.675 -1.305 O2B LJS 19 LJS O3B O7 O 0 1 N N N -16.160 8.106 -27.537 4.922 0.343 -2.219 O3B LJS 20 LJS CBI C11 C 0 1 N N N -14.165 5.924 -26.960 2.287 1.110 -1.888 CBI LJS 21 LJS CGI C12 C 0 1 N N N -13.663 6.149 -28.185 1.525 1.811 -1.050 CGI LJS 22 LJS CEI C13 C 0 1 N N N -13.543 7.465 -28.936 1.372 1.365 0.381 CEI LJS 23 LJS PG P2 P 0 1 N N N -11.779 7.909 -29.003 1.802 2.741 1.496 PG LJS 24 LJS OG1 O8 O 0 1 N N N -11.557 8.814 -30.185 3.198 3.162 1.245 OG1 LJS 25 LJS OG2 O9 O 0 1 N N N -11.566 8.637 -27.682 0.811 3.981 1.225 OG2 LJS 26 LJS OG3 O10 O 0 1 N N N -11.057 6.582 -29.102 1.653 2.260 3.025 OG3 LJS 27 LJS H1 H1 H 0 1 N N N -15.262 6.826 -18.354 -0.568 -5.490 2.444 H1 LJS 28 LJS H2 H2 H 0 1 N N N -15.188 8.180 -19.532 0.676 -5.607 1.176 H2 LJS 29 LJS H3 H3 H 0 1 N N N -16.533 6.992 -19.613 0.988 -4.650 2.645 H3 LJS 30 LJS H4 H4 H 0 1 N N N -16.016 7.884 -21.532 2.075 -3.987 0.901 H4 LJS 31 LJS H5 H5 H 0 1 N N N -13.387 5.102 -24.802 0.305 -0.047 -1.345 H5 LJS 32 LJS H6 H6 H 0 1 N N N -12.456 3.800 -20.168 -3.282 -2.197 0.868 H6 LJS 33 LJS H7 H7 H 0 1 N N N -12.718 3.411 -23.773 -1.570 0.586 -0.275 H7 LJS 34 LJS H8 H8 H 0 1 N N N -11.949 2.813 -22.264 -2.004 -0.404 -1.689 H8 LJS 35 LJS H9 H9 H 0 1 N N N -10.036 1.963 -24.762 -4.994 0.206 -2.618 H9 LJS 36 LJS H10 H10 H 0 1 N N N -9.210 5.576 -25.415 -6.480 1.533 -0.170 H10 LJS 37 LJS H12 H12 H 0 1 N N N -16.609 9.453 -25.883 5.644 -1.783 -1.494 H12 LJS 38 LJS H13 H13 H 0 1 N N N -14.074 4.906 -26.611 2.502 1.497 -2.873 H13 LJS 39 LJS H14 H14 H 0 1 N N N -13.295 5.278 -28.707 1.017 2.699 -1.396 H14 LJS 40 LJS H15 H15 H 0 1 N N N -14.106 8.249 -28.409 0.340 1.062 0.559 H15 LJS 41 LJS H16 H16 H 0 1 N N N -13.939 7.351 -29.956 2.035 0.522 0.572 H16 LJS 42 LJS H17 H17 H 0 1 N N N -11.329 9.541 -27.853 -0.114 3.801 1.444 H17 LJS 43 LJS H18 H18 H 0 1 N N N -10.572 6.545 -29.918 1.867 2.943 3.675 H18 LJS 44 LJS H19 H19 H 0 1 N N N -13.783 5.206 -18.850 -2.236 -4.066 1.870 H19 LJS 45 # # 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 LJS OG1 PG DOUB N N 1 LJS OG3 PG SING N N 2 LJS PG CEI SING N N 3 LJS PG OG2 SING N N 4 LJS CEI CGI SING N N 5 LJS CGI CBI DOUB N Z 6 LJS O3B CBC DOUB N N 7 LJS CBI CAI SING N N 8 LJS CBC CAI SING N N 9 LJS CBC O2B SING N N 10 LJS CAI N4A DOUB N N 11 LJS OP1 P DOUB N N 12 LJS N4A C4A SING N N 13 LJS OP3 P SING N N 14 LJS P OP2 SING N N 15 LJS P OP4 SING N N 16 LJS C4A C4 DOUB N Z 17 LJS OP4 C5A SING N N 18 LJS C5A C5 SING N N 19 LJS C4 C5 SING N N 20 LJS C4 C3 SING N N 21 LJS O3 C3 SING N N 22 LJS C5 C6 DOUB N N 23 LJS C3 C2 DOUB N N 24 LJS C6 N1 SING N N 25 LJS C2 N1 SING N N 26 LJS C2 C2A SING N N 27 LJS C2A H1 SING N N 28 LJS C2A H2 SING N N 29 LJS C2A H3 SING N N 30 LJS O3 H4 SING N N 31 LJS C4A H5 SING N N 32 LJS C6 H6 SING N N 33 LJS C5A H7 SING N N 34 LJS C5A H8 SING N N 35 LJS OP2 H9 SING N N 36 LJS OP3 H10 SING N N 37 LJS O2B H12 SING N N 38 LJS CBI H13 SING N N 39 LJS CGI H14 SING N N 40 LJS CEI H15 SING N N 41 LJS CEI H16 SING N N 42 LJS OG2 H17 SING N N 43 LJS OG3 H18 SING N N 44 LJS N1 H19 SING N N 45 # # 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 LJS SMILES ACDLabs 12.01 "N1C(C)=C(O)C(C(=C1)COP(O)(=O)O)=[C@H]\N=C(\C(O)=O)[C@H]=[C@H]CP(O)(=O)O" LJS InChI InChI 1.03 "InChI=1S/C13H18N2O10P2/c1-8-12(16)10(9(5-14-8)7-25-27(22,23)24)6-15-11(13(17)18)3-2-4-26(19,20)21/h2-3,5-6,14,16H,4,7H2,1H3,(H,17,18)(H2,19,20,21)(H2,22,23,24)/b3-2-,10-6-,15-11+" LJS InChIKey InChI 1.03 XGSUDZJIHIXLDE-NTUDHWJFSA-N LJS SMILES_CANONICAL CACTVS 3.385 "CC1=C(O)\C(=C/N=C(\C=C/C[P](O)(O)=O)C(O)=O)C(=CN1)CO[P](O)(O)=O" LJS SMILES CACTVS 3.385 "CC1=C(O)C(=CN=C(C=CC[P](O)(O)=O)C(O)=O)C(=CN1)CO[P](O)(O)=O" LJS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=C(/C(=C\N=C(/C=C\CP(=O)(O)O)\C(=O)O)/C(=CN1)COP(=O)(O)O)O" LJS SMILES "OpenEye OEToolkits" 2.0.7 "CC1=C(C(=CN=C(C=CCP(=O)(O)O)C(=O)O)C(=CN1)COP(=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 LJS "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,3Z)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}-5-phosphonopent-3-enoic acid" LJS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(~{Z},2~{E})-2-[(~{Z})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)-1~{H}-pyridin-4-ylidene]methyl]imino-5-phosphono-pent-3-enoic 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 LJS "Create component" 2019-02-25 RCSB LJS "Initial release" 2019-03-13 RCSB ##