data_OK8 # _chem_comp.id OK8 _chem_comp.name ;(2~{S})-2-[[5-azanyl-1-[(2~{R},3~{R},4~{S},5~{R})-3,4-bis(oxidanyl)-5-(phosphonooxymethyl)oxolan-2-yl]imidazol-4-yl]car bonylamino]butanedioic acid ; _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N4 O12 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SAICAR _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-03-17 _chem_comp.pdbx_modified_date 2020-07-03 _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 454.283 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OK8 _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 6YB8 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 OK8 C10 C1 C 0 1 N N N 10.438 61.754 60.990 3.435 0.449 0.330 C10 OK8 1 OK8 C20 C2 C 0 1 N N R 5.702 61.782 56.087 -3.750 1.085 0.295 C20 OK8 2 OK8 C21 C3 C 0 1 N N S 5.311 60.266 56.454 -3.352 2.365 -0.472 C21 OK8 3 OK8 O01 O1 O 0 1 N N N 12.971 62.224 63.983 5.115 -2.336 1.456 O01 OK8 4 OK8 C02 C4 C 0 1 N N N 11.909 62.734 64.446 5.878 -2.672 0.581 C02 OK8 5 OK8 O03 O2 O 0 1 N N N 11.808 63.924 64.849 6.313 -3.940 0.520 O03 OK8 6 OK8 C04 C5 C 0 1 N N N 10.727 61.863 64.525 6.341 -1.666 -0.440 C04 OK8 7 OK8 C05 C6 C 0 1 N N S 10.795 60.814 63.429 5.702 -0.307 -0.145 C05 OK8 8 OK8 C06 C7 C 0 1 N N N 9.817 59.650 63.749 6.259 0.726 -1.091 C06 OK8 9 OK8 O07 O3 O 0 1 N N N 8.887 59.840 64.594 7.576 0.983 -1.103 O07 OK8 10 OK8 O08 O4 O 0 1 N N N 9.902 58.663 62.986 5.520 1.322 -1.837 O08 OK8 11 OK8 N09 N1 N 0 1 N N N 10.133 61.186 62.178 4.251 -0.401 -0.324 N09 OK8 12 OK8 O11 O5 O 0 1 N N N 11.486 62.195 60.620 3.904 1.295 1.069 O11 OK8 13 OK8 C12 C8 C 0 1 Y N N 9.329 61.707 60.091 1.985 0.359 0.146 C12 OK8 14 OK8 N13 N2 N 0 1 Y N N 8.012 62.052 60.513 1.325 -0.528 -0.648 N13 OK8 15 OK8 C14 C9 C 0 1 Y N N 7.215 61.786 59.547 0.047 -0.311 -0.561 C14 OK8 16 OK8 N15 N3 N 0 1 Y N N 7.966 61.189 58.506 -0.182 0.727 0.294 N15 OK8 17 OK8 C16 C10 C 0 1 Y N N 9.277 61.096 58.865 1.027 1.158 0.754 C16 OK8 18 OK8 N17 N4 N 0 1 N N N 10.213 60.540 58.072 1.254 2.191 1.641 N17 OK8 19 OK8 C18 C11 C 0 1 N N R 7.397 60.775 57.278 -1.491 1.273 0.659 C18 OK8 20 OK8 O19 O6 O 0 1 N N N 6.977 61.924 56.576 -2.533 0.312 0.381 O19 OK8 21 OK8 O22 O7 O 0 1 N N N 5.624 59.464 55.374 -4.041 3.500 0.056 O22 OK8 22 OK8 C23 C12 C 0 1 N N R 6.230 59.873 57.665 -1.832 2.492 -0.227 C23 OK8 23 OK8 O24 O8 O 0 1 N N N 6.732 58.560 57.688 -1.536 3.710 0.460 O24 OK8 24 OK8 C25 C13 C 0 1 N N N 4.781 62.798 56.769 -4.819 0.310 -0.479 C25 OK8 25 OK8 O26 O9 O 0 1 N N N 4.327 62.266 57.921 -5.256 -0.805 0.299 O26 OK8 26 OK8 P27 P1 P 0 1 N N N 3.549 63.365 59.091 -6.379 -1.842 -0.208 P27 OK8 27 OK8 O28 O10 O 0 1 N N N 3.879 62.683 60.389 -5.830 -2.640 -1.495 O28 OK8 28 OK8 O29 O11 O 0 1 N N N 4.085 64.726 58.792 -6.715 -2.888 0.969 O29 OK8 29 OK8 O30 O12 O 0 1 N N N 2.154 63.230 58.642 -7.606 -1.100 -0.574 O30 OK8 30 OK8 H1 H1 H 0 1 N N N 5.656 61.908 54.995 -4.111 1.337 1.292 H1 OK8 31 OK8 H2 H2 H 0 1 N N N 4.251 60.212 56.744 -3.559 2.253 -1.537 H2 OK8 32 OK8 H3 H3 H 0 1 N N N 12.644 64.365 64.749 5.988 -4.549 1.197 H3 OK8 33 OK8 H4 H4 H 0 1 N N N 9.817 62.468 64.397 7.426 -1.574 -0.394 H4 OK8 34 OK8 H5 H5 H 0 1 N N N 10.703 61.367 65.506 6.047 -1.997 -1.436 H5 OK8 35 OK8 H6 H6 H 0 1 N N N 11.820 60.446 63.276 5.924 -0.017 0.882 H6 OK8 36 OK8 H7 H7 H 0 1 N N N 8.270 59.118 64.555 7.886 1.654 -1.727 H7 OK8 37 OK8 H8 H8 H 0 1 N N N 9.162 60.948 62.212 3.878 -1.075 -0.913 H8 OK8 38 OK8 H9 H9 H 0 1 N N N 6.153 61.983 59.529 -0.717 -0.867 -1.085 H9 OK8 39 OK8 H10 H10 H 0 1 N N N 11.102 60.576 58.529 0.507 2.693 2.002 H10 OK8 40 OK8 H11 H11 H 0 1 N N N 9.971 59.587 57.889 2.161 2.416 1.902 H11 OK8 41 OK8 H12 H12 H 0 1 N N N 8.122 60.197 56.686 -1.504 1.555 1.712 H12 OK8 42 OK8 H13 H13 H 0 1 N N N 5.399 58.563 55.573 -3.828 4.332 -0.389 H13 OK8 43 OK8 H14 H14 H 0 1 N N N 5.777 60.185 58.618 -1.288 2.443 -1.170 H14 OK8 44 OK8 H15 H15 H 0 1 N N N 7.270 58.440 58.461 -1.786 4.507 -0.027 H15 OK8 45 OK8 H16 H16 H 0 1 N N N 5.341 63.720 56.983 -5.666 0.965 -0.684 H16 OK8 46 OK8 H17 H17 H 0 1 N N N 3.932 63.030 56.109 -4.399 -0.045 -1.421 H17 OK8 47 OK8 H18 H18 H 0 1 N N N 3.102 62.255 60.729 -5.026 -3.150 -1.328 H18 OK8 48 OK8 H19 H19 H 0 1 N N N 3.413 65.245 58.365 -7.385 -3.544 0.733 H19 OK8 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 OK8 O22 C21 SING N N 1 OK8 C20 C21 SING N N 2 OK8 C20 O19 SING N N 3 OK8 C20 C25 SING N N 4 OK8 C21 C23 SING N N 5 OK8 O19 C18 SING N N 6 OK8 C25 O26 SING N N 7 OK8 C18 C23 SING N N 8 OK8 C18 N15 SING N N 9 OK8 C23 O24 SING N N 10 OK8 O26 P27 SING N N 11 OK8 N17 C16 SING N N 12 OK8 N15 C16 SING Y N 13 OK8 N15 C14 SING Y N 14 OK8 O30 P27 DOUB N N 15 OK8 O29 P27 SING N N 16 OK8 C16 C12 DOUB Y N 17 OK8 P27 O28 SING N N 18 OK8 C14 N13 DOUB Y N 19 OK8 C12 N13 SING Y N 20 OK8 C12 C10 SING N N 21 OK8 O11 C10 DOUB N N 22 OK8 C10 N09 SING N N 23 OK8 N09 C05 SING N N 24 OK8 O08 C06 DOUB N N 25 OK8 C05 C06 SING N N 26 OK8 C05 C04 SING N N 27 OK8 C06 O07 SING N N 28 OK8 O01 C02 DOUB N N 29 OK8 C02 C04 SING N N 30 OK8 C02 O03 SING N N 31 OK8 C20 H1 SING N N 32 OK8 C21 H2 SING N N 33 OK8 O03 H3 SING N N 34 OK8 C04 H4 SING N N 35 OK8 C04 H5 SING N N 36 OK8 C05 H6 SING N N 37 OK8 O07 H7 SING N N 38 OK8 N09 H8 SING N N 39 OK8 C14 H9 SING N N 40 OK8 N17 H10 SING N N 41 OK8 N17 H11 SING N N 42 OK8 C18 H12 SING N N 43 OK8 O22 H13 SING N N 44 OK8 C23 H14 SING N N 45 OK8 O24 H15 SING N N 46 OK8 C25 H16 SING N N 47 OK8 C25 H17 SING N N 48 OK8 O28 H18 SING N N 49 OK8 O29 H19 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 OK8 InChI InChI 1.03 "InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1" OK8 InChIKey InChI 1.03 NAQGHJTUZRHGAC-ZZZDFHIKSA-N OK8 SMILES_CANONICAL CACTVS 3.385 "Nc1n(cnc1C(=O)N[C@@H](CC(O)=O)C(O)=O)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O" OK8 SMILES CACTVS 3.385 "Nc1n(cnc1C(=O)N[CH](CC(O)=O)C(O)=O)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O" OK8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc(c(n1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)N[C@@H](CC(=O)O)C(=O)O" OK8 SMILES "OpenEye OEToolkits" 2.0.7 "c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)N)C(=O)NC(CC(=O)O)C(=O)O" # _pdbx_chem_comp_identifier.comp_id OK8 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(2~{S})-2-[[5-azanyl-1-[(2~{R},3~{R},4~{S},5~{R})-3,4-bis(oxidanyl)-5-(phosphonooxymethyl)oxolan-2-yl]imidazol-4-yl]carbonylamino]butanedioic acid" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OK8 _pdbx_chem_comp_synonyms.name SAICAR _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 OK8 "Create component" 2020-03-17 PDBE OK8 "Modify synonyms" 2020-06-05 PDBE OK8 "Initial release" 2020-07-08 RCSB ##