data_YQK # _chem_comp.id YQK _chem_comp.name "(2~{E})-2-[(~{Z})-[2-methyl-3-oxidanyl-5-[[oxidanyl-bis(oxidanylidene)-$l^{6}-phosphanyl]oxymethyl]-1~{H}-pyridin-4-ylidene]methyl]imino-3-[(3~{S})-3-oxidanyl-2-oxidanylidene-1~{H}-indol-3-yl]propanoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N3 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2023-12-11 _chem_comp.pdbx_modified_date 2023-12-15 _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 465.351 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YQK _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 8V9P _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 YQK C10 C1 C 0 1 N N N N N N 16.956 36.492 25.119 3.886 -0.123 0.803 C10 YQK 1 YQK C01 C2 C 0 1 N N N N N N 14.930 34.878 21.102 -2.448 0.572 -0.183 C01 YQK 2 YQK C02 C3 C 0 1 N N N N N N 13.744 35.772 21.348 -2.660 -0.904 0.038 C02 YQK 3 YQK C03 C4 C 0 1 N N N N N N 13.322 36.005 22.665 -1.571 -1.802 -0.044 C03 YQK 4 YQK C04 C5 C 0 1 N N N N N N 14.018 35.389 23.803 -0.272 -1.333 -0.332 C04 YQK 5 YQK C05 C6 C 0 1 N N N N N N 14.315 35.340 26.123 1.932 -1.760 -0.790 C05 YQK 6 YQK C06 C7 C 0 1 N N N N N N 15.619 34.566 26.088 2.176 -0.290 -1.015 C06 YQK 7 YQK C07 C8 C 0 1 N N S N N N 16.885 35.441 26.197 2.543 0.375 0.313 C07 YQK 8 YQK C08 C9 C 0 1 Y N N N N N 16.938 36.218 27.491 2.748 1.860 0.123 C08 YQK 9 YQK C09 C10 C 0 1 Y N N N N N 17.043 37.558 27.131 4.067 2.121 0.476 C09 YQK 10 YQK C11 C11 C 0 1 Y N N N N N 17.120 38.527 28.131 4.540 3.429 0.396 C11 YQK 11 YQK C12 C12 C 0 1 Y N N N N N 17.093 38.152 29.460 3.706 4.443 -0.028 C12 YQK 12 YQK C13 C13 C 0 1 Y N N N N N 16.988 36.816 29.809 2.396 4.171 -0.376 C13 YQK 13 YQK C14 C14 C 0 1 Y N N N N N 16.914 35.847 28.818 1.918 2.873 -0.300 C14 YQK 14 YQK C15 C15 C 0 1 N N N N N N 13.767 35.751 27.323 2.965 -2.678 -0.985 C15 YQK 15 YQK C16 C16 C 0 1 N N N N N N 12.209 36.853 22.861 -1.812 -3.182 0.170 C16 YQK 16 YQK C17 C17 C 0 1 N N N N N N 11.588 37.418 21.757 -3.074 -3.599 0.446 C17 YQK 17 YQK C18 C18 C 0 1 N N N N N N 10.400 38.325 21.951 -3.343 -5.064 0.676 C18 YQK 18 YQK C19 C19 C 0 1 N N N N N N 13.068 36.379 20.309 -3.894 -1.382 0.322 C19 YQK 19 YQK N20 N1 N 0 1 N N N N N N 13.744 35.824 25.010 0.733 -2.182 -0.405 N20 YQK 20 YQK N21 N2 N 0 1 N N N N N N 17.059 37.680 25.740 4.701 0.943 0.873 N21 YQK 21 YQK N22 N3 N 0 1 N N N N N N 12.026 37.165 20.535 -4.096 -2.708 0.516 N22 YQK 22 YQK O23 O1 O 0 1 N N N N N N 14.758 30.931 21.514 -3.304 3.260 -1.529 O23 YQK 23 YQK O24 O2 O 0 1 N N N N N N 16.726 32.370 20.853 -5.394 3.262 -0.113 O24 YQK 24 YQK O25 O3 O 0 1 N N N N N N 14.522 33.513 21.161 -3.693 1.258 -0.041 O25 YQK 25 YQK O26 O4 O 0 1 N N N N N N 16.952 36.296 23.919 4.172 -1.267 1.084 O26 YQK 26 YQK O27 O5 O 0 1 N N N N N N 13.081 36.757 27.357 4.038 -2.303 -1.428 O27 YQK 27 YQK O28 O6 O 0 1 N N N N N N 13.980 35.054 28.460 2.777 -3.983 -0.684 O28 YQK 28 YQK O29 O7 O 0 1 N N N N N N 11.767 37.102 24.116 -0.791 -4.078 0.100 O29 YQK 29 YQK O30 O8 O 0 1 N N N N N N 15.886 32.607 23.210 -3.015 3.595 0.956 O30 YQK 30 YQK O32 O9 O 0 1 N N N N N N 18.060 34.644 26.071 1.531 0.128 1.292 O32 YQK 31 YQK P31 P1 P 0 1 N N N N N N 15.492 32.346 21.671 -3.840 2.853 -0.211 P31 YQK 32 YQK H011 H1 H 0 0 N N N N N N 15.695 35.065 21.870 -1.738 0.951 0.552 H011 YQK 33 YQK H012 H2 H 0 0 N N N N N N 15.349 35.092 20.108 -2.055 0.736 -1.186 H012 YQK 34 YQK H041 H3 H 0 0 N N N N N N 14.737 34.598 23.650 -0.101 -0.279 -0.493 H041 YQK 35 YQK H061 H5 H 0 0 N N N N N N 15.619 33.855 26.927 2.995 -0.162 -1.723 H061 YQK 36 YQK H062 H6 H 0 0 N N N N N N 15.665 34.012 25.139 1.274 0.171 -1.415 H062 YQK 37 YQK H111 H7 H 0 0 N N N N N N 17.201 39.571 27.866 5.562 3.649 0.666 H111 YQK 38 YQK H121 H8 H 0 0 N N N N N N 17.154 38.905 30.232 4.078 5.455 -0.088 H121 YQK 39 YQK H131 H9 H 0 0 N N N N N N 16.964 36.529 30.850 1.747 4.968 -0.707 H131 YQK 40 YQK H141 H10 H 0 0 N N N N N N 16.838 34.804 29.086 0.896 2.657 -0.572 H141 YQK 41 YQK H182 H11 H 0 0 N N N N N N 10.042 38.676 20.972 -3.230 -5.292 1.736 H182 YQK 42 YQK H181 H12 H 0 0 N N N N N N 9.596 37.772 22.458 -4.359 -5.301 0.360 H181 YQK 43 YQK H183 H13 H 0 0 N N N N N N 10.695 39.189 22.565 -2.635 -5.659 0.098 H183 YQK 44 YQK H191 H14 H 0 0 N N N N N N 13.394 36.210 19.293 -4.728 -0.699 0.390 H191 YQK 45 YQK H211 H15 H 0 0 N N N N N N 17.138 38.553 25.259 5.626 0.899 1.164 H211 YQK 46 YQK H2 H16 H 0 1 N N N N N N 13.531 35.479 29.181 3.548 -4.541 -0.853 H2 YQK 47 YQK H3 H17 H 0 1 N N N N N N 11.018 37.685 24.079 -1.059 -4.993 0.261 H3 YQK 48 YQK H4 H18 H 0 1 N N N N N N 15.607 31.868 23.738 -3.313 3.375 1.849 H4 YQK 49 YQK H321 H19 H 0 0 N N N N N N 18.414 34.737 25.194 1.381 -0.809 1.474 H321 YQK 50 YQK H221 H21 H 0 0 N N N N N N 11.555 37.580 19.757 -4.991 -3.027 0.715 H221 YQK 51 YQK H1 H20 H 0 1 N N N N N N 16.825 31.539 20.404 -5.557 4.211 -0.207 H1 YQK 52 # 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 YQK C01 O25 SING N N 1 YQK C01 C02 SING N N 2 YQK C02 C19 DOUB N N 3 YQK C02 C03 SING N N 4 YQK C03 C04 DOUB N Z 5 YQK C03 C16 SING N N 6 YQK C04 N20 SING N N 7 YQK C05 C06 SING N N 8 YQK C05 N20 DOUB N N 9 YQK C05 C15 SING N N 10 YQK C06 C07 SING N N 11 YQK C07 C08 SING N N 12 YQK C07 C10 SING N N 13 YQK C07 O32 SING N N 14 YQK C08 C14 DOUB Y N 15 YQK C08 C09 SING Y N 16 YQK C09 N21 SING N N 17 YQK C09 C11 DOUB Y N 18 YQK C10 O26 DOUB N N 19 YQK C10 N21 SING N N 20 YQK C11 C12 SING Y N 21 YQK C12 C13 DOUB Y N 22 YQK C13 C14 SING Y N 23 YQK C15 O27 DOUB N N 24 YQK C15 O28 SING N N 25 YQK C16 C17 DOUB N N 26 YQK C16 O29 SING N N 27 YQK C17 N22 SING N N 28 YQK C17 C18 SING N N 29 YQK C19 N22 SING N N 30 YQK O23 P31 DOUB N N 31 YQK O24 P31 SING N N 32 YQK O25 P31 SING N N 33 YQK O30 P31 SING N N 34 YQK C01 H011 SING N N 35 YQK C01 H012 SING N N 36 YQK C04 H041 SING N N 37 YQK C06 H061 SING N N 38 YQK C06 H062 SING N N 39 YQK C11 H111 SING N N 40 YQK C12 H121 SING N N 41 YQK C13 H131 SING N N 42 YQK C14 H141 SING N N 43 YQK C18 H182 SING N N 44 YQK C18 H181 SING N N 45 YQK C18 H183 SING N N 46 YQK C19 H191 SING N N 47 YQK N21 H211 SING N N 48 YQK O28 H2 SING N N 49 YQK O29 H3 SING N N 50 YQK O30 H4 SING N N 51 YQK O32 H321 SING N N 52 YQK N22 H221 SING N N 53 YQK O24 H1 SING N N 54 # 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 YQK SMILES ACDLabs 12.01 "O=P(O)(O)OCC/1=CNC(C)=C(O)C\1=C\N=C(/CC1(O)c2ccccc2NC1=O)C(=O)O" YQK InChI InChI 1.06 "InChI=1S/C19H20N3O9P/c1-10-16(23)12(11(7-20-10)9-31-32(28,29)30)8-21-15(17(24)25)6-19(27)13-4-2-3-5-14(13)22-18(19)26/h2-5,7-8,20,23,27H,6,9H2,1H3,(H,22,26)(H,24,25)(H2,28,29,30)/b12-8-,21-15+/t19-/m0/s1" YQK InChIKey InChI 1.06 MNDDBLQWOZGYHE-LDSSDFKRSA-N YQK SMILES_CANONICAL CACTVS 3.385 "CC1=C(O)C(=C\N=C(C[C@@]2(O)C(=O)Nc3ccccc23)C(O)=O)/C(=CN1)CO[P](O)(O)=O" YQK SMILES CACTVS 3.385 "CC1=C(O)C(=CN=C(C[C]2(O)C(=O)Nc3ccccc23)C(O)=O)C(=CN1)CO[P](O)(O)=O" YQK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1=C(/C(=C\N=C(/C[C@@]2(c3ccccc3NC2=O)O)\C(=O)O)/C(=CN1)COP(=O)(O)O)O" YQK SMILES "OpenEye OEToolkits" 2.0.7 "CC1=C(C(=CN=C(CC2(c3ccccc3NC2=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 YQK "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-2-{[(Z)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4(1H)-ylidene}methyl]imino}-3-[(3S)-3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl]propanoic acid" YQK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{E})-2-[(~{Z})-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)-1~{H}-pyridin-4-ylidene]methyl]imino-3-[(3~{S})-3-oxidanyl-2-oxidanylidene-1~{H}-indol-3-yl]propanoic 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 YQK "Create component" 2023-12-11 RCSB YQK "Initial release" 2023-12-20 RCSB #