data_4EY # _chem_comp.id 4EY _chem_comp.name "3-methanethioyl-1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H15 N O8 P S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Dithiodinicotinic acid mononucleotide" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-03-13 _chem_comp.pdbx_modified_date 2024-04-25 _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 396.353 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EY _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 4YNS _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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 4EY C2 C1 C 0 1 Y N N N N N -64.377 18.066 -12.432 -1.198 0.527 -0.595 C2 4EY 1 4EY C3 C2 C 0 1 Y N N N N N -64.282 19.266 -11.774 -2.340 1.330 -0.688 C3 4EY 2 4EY C1 C3 C 0 1 N N N N N N -60.838 20.203 -12.895 -4.738 -0.848 1.231 C1 4EY 3 4EY C4 C4 C 0 1 Y N N N N N -63.117 19.982 -11.896 -3.528 0.891 -0.088 C4 4EY 4 4EY C5 C5 C 0 1 Y N N N N N -62.108 19.462 -12.700 -3.514 -0.335 0.579 C5 4EY 5 4EY C6 C6 C 0 1 Y N N N N N -62.266 18.256 -13.344 -2.328 -1.072 0.622 C6 4EY 6 4EY O2 O1 O 0 1 N N N N N N -59.944 19.752 -13.588 -4.717 -1.917 1.810 O2 4EY 7 4EY O2P O2 O 0 1 N N N N N N -65.716 15.858 -10.223 4.839 2.465 -0.092 O2P 4EY 8 4EY P P1 P 0 1 N N N N N N -66.916 15.046 -10.634 5.231 1.117 0.696 P 4EY 9 4EY O3P O3 O 0 1 N N N N N N -68.225 15.787 -10.596 6.383 0.472 0.027 O3P 4EY 10 4EY O1P O4 O 0 1 N N N N N N -66.923 13.541 -10.373 5.625 1.478 2.214 O1P 4EY 11 4EY O5R O5 O 0 1 N N N N N N -66.799 14.791 -12.205 3.976 0.109 0.693 O5R 4EY 12 4EY C5R C7 C 0 1 N N N N N N -66.814 15.698 -13.292 3.453 -0.480 -0.500 C5R 4EY 13 4EY C4R C8 C 0 1 N N R N N N -65.659 15.243 -14.168 2.268 -1.381 -0.147 C4R 4EY 14 4EY O4R O6 O 0 1 N N N N N N -64.886 16.374 -14.493 1.143 -0.586 0.286 O4R 4EY 15 4EY C3R C9 C 0 1 N N S N N N -64.693 14.282 -13.492 1.765 -2.126 -1.403 C3R 4EY 16 4EY O3R O7 O 0 1 N N N N N N -64.219 13.343 -14.454 2.296 -3.452 -1.445 O3R 4EY 17 4EY C2R C10 C 0 1 N N R N N N -63.587 15.169 -12.953 0.230 -2.162 -1.230 C2R 4EY 18 4EY O2R O8 O 0 1 N N N N N N -62.253 14.682 -13.065 -0.235 -3.511 -1.162 O2R 4EY 19 4EY C1R C11 C 0 1 N N R N N N -63.603 16.341 -13.868 -0.013 -1.434 0.111 C1R 4EY 20 4EY N1 N1 N 1 1 Y N N N N N -63.397 17.596 -13.178 -1.233 -0.627 0.040 N1 4EY 21 4EY C7 C12 C 0 1 N N N N N N -65.416 19.721 -10.913 -2.295 2.613 -1.403 C7 4EY 22 4EY S7 S1 S 0 1 N N N N N N -65.310 21.121 -10.271 -3.607 3.521 -1.501 S7 4EY 23 4EY S2 S2 S 0 1 N N N N N N -60.720 21.590 -12.191 -6.228 0.092 1.170 S2 4EY 24 4EY H1 H1 H 0 1 N N N N N N -65.284 17.488 -12.336 -0.277 0.855 -1.054 H1 4EY 25 4EY H2 H2 H 0 1 N N N N N N -62.988 20.923 -11.382 -4.428 1.486 -0.139 H2 4EY 26 4EY H3 H3 H 0 1 N N N N N N -61.482 17.858 -13.971 -2.310 -2.024 1.131 H3 4EY 27 4EY H4 H4 H 0 1 N N N N N N -65.991 16.739 -9.998 4.089 2.941 0.292 H4 4EY 28 4EY H5 H5 H 0 1 N N N N N N -67.813 13.252 -10.210 6.376 2.083 2.292 H5 4EY 29 4EY H6 H6 H 0 1 N N N N N N -66.657 16.729 -12.943 3.122 0.306 -1.178 H6 4EY 30 4EY H7 H7 H 0 1 N N N N N N -67.767 15.637 -13.839 4.229 -1.074 -0.982 H7 4EY 31 4EY H8 H8 H 0 1 N N N N N N -66.060 14.771 -15.077 2.551 -2.093 0.628 H8 4EY 32 4EY H9 H9 H 0 1 N N N N N N -65.200 13.773 -12.659 2.035 -1.577 -2.306 H9 4EY 33 4EY H10 H10 H 0 1 N N N N N N -63.615 12.740 -14.037 2.012 -3.965 -2.214 H10 4EY 34 4EY H11 H11 H 0 1 N N N N N N -63.818 15.479 -11.923 -0.259 -1.631 -2.046 H11 4EY 35 4EY H12 H12 H 0 1 N N N N N N -62.145 13.921 -12.507 -0.053 -4.030 -1.958 H12 4EY 36 4EY H13 H13 H 0 1 N N N N N N -62.821 16.209 -14.631 -0.082 -2.154 0.928 H13 4EY 37 4EY H14 H14 H 0 1 N N N N N N -66.279 19.093 -10.746 -1.374 2.943 -1.862 H14 4EY 38 4EY H15 H15 H 0 1 N N N N N N -59.538 21.982 -12.564 -7.085 -0.761 1.897 H15 4EY 39 # 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 4EY O4R C4R SING N N 1 4EY O4R C1R SING N N 2 4EY O3R C3R SING N N 3 4EY C4R C3R SING N N 4 4EY C4R C5R SING N N 5 4EY C1R N1 SING N N 6 4EY C1R C2R SING N N 7 4EY O2 C1 DOUB N N 8 4EY C3R C2R SING N N 9 4EY C6 N1 DOUB Y N 10 4EY C6 C5 SING Y N 11 4EY C5R O5R SING N N 12 4EY N1 C2 SING Y N 13 4EY O2R C2R SING N N 14 4EY C1 C5 SING N N 15 4EY C1 S2 SING N N 16 4EY C5 C4 DOUB Y N 17 4EY C2 C3 DOUB Y N 18 4EY O5R P SING N N 19 4EY C4 C3 SING Y N 20 4EY C3 C7 SING N N 21 4EY C7 S7 DOUB N N 22 4EY P O3P DOUB N N 23 4EY P O1P SING N N 24 4EY P O2P SING N N 25 4EY C2 H1 SING N N 26 4EY C4 H2 SING N N 27 4EY C6 H3 SING N N 28 4EY O2P H4 SING N N 29 4EY O1P H5 SING N N 30 4EY C5R H6 SING N N 31 4EY C5R H7 SING N N 32 4EY C4R H8 SING N N 33 4EY C3R H9 SING N N 34 4EY O3R H10 SING N N 35 4EY C2R H11 SING N N 36 4EY O2R H12 SING N N 37 4EY C1R H13 SING N N 38 4EY C7 H14 SING N N 39 4EY S2 H15 SING N N 40 # 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 4EY SMILES ACDLabs 12.01 "O=C(S)c1cc(c[n+](c1)C1OC(COP(=O)(O)O)C(O)C1O)C=S" 4EY InChI InChI 1.06 "InChI=1S/C12H14NO8PS2/c14-9-8(4-20-22(17,18)19)21-11(10(9)15)13-2-6(5-23)1-7(3-13)12(16)24/h1-3,5,8-11,14-15H,4H2,(H2-,16,17,18,19,24)/p+1/t8-,9-,10-,11-/m1/s1" 4EY InChIKey InChI 1.06 NSIYRWZYSRADIJ-GWOFURMSSA-O 4EY SMILES_CANONICAL CACTVS 3.385 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)[n+]2cc(C=S)cc(c2)C(S)=O" 4EY SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)[n+]2cc(C=S)cc(c2)C(S)=O" 4EY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(c[n+](cc1C(=O)S)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)C=S" 4EY SMILES "OpenEye OEToolkits" 2.0.7 "c1c(c[n+](cc1C(=O)S)C2C(C(C(O2)COP(=O)(O)O)O)O)C=S" # 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 4EY "SYSTEMATIC NAME" ACDLabs 12.01 "3-methanethioyl-1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium" 4EY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[(2~{R},3~{R},4~{S},5~{R})-3,4-bis(oxidanyl)-5-(phosphonooxymethyl)oxolan-2-yl]-5-methanethioyl-pyridin-1-ium-3-carbothioic S-acid" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4EY _pdbx_chem_comp_synonyms.name "Dithiodinicotinic acid mononucleotide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4EY "Create component" 2015-03-13 RCSB 4EY "Modify synonyms" 2015-04-23 RCSB 4EY "Initial release" 2015-07-15 RCSB 4EY "Modify synonyms" 2021-03-01 PDBE 4EY "Modify charge" 2024-04-25 RCSB #