data_QMD # _chem_comp.id QMD _chem_comp.name "2-[oxidanyl-[(2~{R},3~{S},4~{S})-2,3,4-tris(oxidanyl)-5-[2,4,8-tris(oxidanylidene)-1,9-dihydropyrimido[4,5-b]quinolin-10-yl]pentoxy]phosphoryl]oxyprop-2-enoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N3 O12 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-11-20 _chem_comp.pdbx_modified_date 2020-05-08 _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 513.349 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QMD _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 6UW7 _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 QMD C1 C1 C 0 1 N N R 42.782 18.171 14.454 1.281 0.167 0.079 C1 QMD 1 QMD O1 O1 O 0 1 N N N 42.919 16.897 13.836 1.213 -1.105 -0.568 O1 QMD 2 QMD C2 C2 C 0 1 N N N 43.544 19.247 13.736 2.598 0.275 0.852 C2 QMD 3 QMD O2 O2 O 0 1 N N N 43.939 18.861 12.417 3.692 0.260 -0.067 O2 QMD 4 QMD C3 C3 C 0 1 N N N 46.070 17.761 9.814 7.514 0.111 -0.573 C3 QMD 5 QMD O3 O3 O 0 1 N N N 45.677 17.707 13.598 5.496 1.795 1.074 O3 QMD 6 QMD C4 C4 C 0 1 N N N 44.904 17.990 9.067 8.052 1.004 0.259 C4 QMD 7 QMD O4 O4 O 0 1 N N N 44.287 16.514 11.832 5.516 -0.710 1.383 O4 QMD 8 QMD C5 C5 C 0 1 N N N 47.206 17.032 9.366 8.353 -0.948 -1.160 C5 QMD 9 QMD O5 O5 O 0 1 N N N 46.069 18.217 11.121 6.191 0.179 -0.881 O5 QMD 10 QMD C6 C6 C 0 1 N N S 43.222 18.016 15.907 0.107 0.308 1.050 C6 QMD 11 QMD O6 O6 O 0 1 N N N 47.031 16.089 8.565 7.863 -1.762 -1.919 O6 QMD 12 QMD C7 C7 C 0 1 N N S 41.982 18.029 16.788 -1.209 0.199 0.278 C7 QMD 13 QMD C8 C8 C 0 1 N N N 40.970 16.980 16.339 -2.383 0.341 1.248 C8 QMD 14 QMD C9 C9 C 0 1 N N N 38.721 17.725 16.964 -4.228 -0.982 0.335 C9 QMD 15 QMD O8 O7 O 0 1 N N N 44.114 19.025 16.304 0.176 1.580 1.698 O8 QMD 16 QMD C10 C10 C 0 1 N N N 37.702 17.844 17.908 -5.489 -1.084 -0.404 C10 QMD 17 QMD C11 C11 C 0 1 N N N 37.857 17.276 19.165 -6.079 0.053 -0.923 C11 QMD 18 QMD C12 C12 C 0 1 Y N N 39.001 16.596 19.497 -5.445 1.299 -0.724 C12 QMD 19 QMD C13 C13 C 0 1 Y N N 39.167 15.996 20.755 -6.023 2.473 -1.241 C13 QMD 20 QMD C14 C14 C 0 1 Y N N 40.304 15.323 21.069 -5.410 3.674 -1.049 C14 QMD 21 QMD C15 C15 C 0 1 Y N N 41.316 15.202 20.147 -4.209 3.751 -0.343 C15 QMD 22 QMD C16 C16 C 0 1 Y N N 41.173 15.785 18.856 -3.622 2.609 0.174 C16 QMD 23 QMD C17 C17 C 0 1 Y N N 40.007 16.479 18.538 -4.231 1.373 -0.008 C17 QMD 24 QMD C18 C18 C 0 1 N N N 36.494 18.559 17.541 -6.082 -2.420 -0.566 C18 QMD 25 QMD C19 C19 C 0 1 N N N 37.465 18.958 15.362 -4.265 -3.278 0.646 C19 QMD 26 QMD N1 N1 N 0 1 N N N 39.841 17.017 17.272 -3.643 0.237 0.508 N1 QMD 27 QMD N2 N2 N 0 1 N N N 36.461 19.074 16.274 -5.416 -3.463 -0.016 N2 QMD 28 QMD N3 N3 N 0 1 N N N 38.583 18.276 15.732 -3.685 -2.094 0.814 N3 QMD 29 QMD O10 O8 O 0 1 N N N 42.348 14.595 20.435 -3.612 4.956 -0.161 O10 QMD 30 QMD O11 O9 O 0 1 N N N 35.543 18.723 18.277 -7.128 -2.582 -1.167 O11 QMD 31 QMD O12 O10 O 0 1 N N N 37.373 19.447 14.265 -3.710 -4.257 1.113 O12 QMD 32 QMD O7 O11 O 0 1 N N N 48.299 17.377 9.781 9.665 -1.015 -0.856 O7 QMD 33 QMD O9 O12 O 0 1 N N N 41.392 19.295 16.743 -1.277 -1.072 -0.370 O9 QMD 34 QMD P1 P1 P 0 1 N N N 45.032 17.728 12.264 5.230 0.357 0.399 P1 QMD 35 QMD H2 H1 H 0 1 N N N 41.719 18.454 14.457 1.232 0.958 -0.668 H2 QMD 36 QMD H1 H2 H 0 1 N N N 43.489 16.971 13.080 1.251 -1.858 0.038 H1 QMD 37 QMD H4 H3 H 0 1 N N N 44.447 19.486 14.317 2.611 1.207 1.417 H4 QMD 38 QMD H3 H4 H 0 1 N N N 42.907 20.141 13.665 2.687 -0.567 1.538 H3 QMD 39 QMD H19 H5 H 0 1 N N N 45.514 16.870 14.016 5.328 2.543 0.484 H19 QMD 40 QMD H6 H6 H 0 1 N N N 44.065 18.499 9.518 9.108 0.965 0.484 H6 QMD 41 QMD H5 H7 H 0 1 N N N 44.846 17.657 8.041 7.432 1.765 0.709 H5 QMD 42 QMD H7 H8 H 0 1 N N N 43.705 17.033 16.013 0.156 -0.483 1.798 H7 QMD 43 QMD H9 H9 H 0 1 N N N 42.288 17.793 17.818 -1.258 0.991 -0.470 H9 QMD 44 QMD H11 H10 H 0 1 N N N 40.621 17.208 15.321 -2.334 -0.450 1.996 H11 QMD 45 QMD H12 H11 H 0 1 N N N 41.434 15.983 16.353 -2.331 1.311 1.742 H12 QMD 46 QMD H8 H12 H 0 1 N N N 44.361 18.891 17.211 0.137 2.333 1.092 H8 QMD 47 QMD H13 H13 H 0 1 N N N 37.065 17.371 19.893 -7.008 -0.010 -1.470 H13 QMD 48 QMD H14 H14 H 0 1 N N N 38.376 16.071 21.487 -6.952 2.421 -1.789 H14 QMD 49 QMD H15 H15 H 0 1 N N N 40.414 14.881 22.048 -5.857 4.573 -1.448 H15 QMD 50 QMD H16 H16 H 0 1 N N N 41.964 15.690 18.127 -2.692 2.679 0.720 H16 QMD 51 QMD H17 H17 H 0 1 N N N 35.639 19.572 15.998 -5.780 -4.358 -0.099 H17 QMD 52 QMD H21 H21 H 0 1 N N N 48.971 16.823 9.402 10.174 -1.728 -1.265 H21 QMD 53 QMD H10 H19 H 0 1 N N N 40.618 19.304 17.293 -1.239 -1.825 0.236 H10 QMD 54 QMD H18 H18 H 0 1 N N N 42.286 14.269 21.325 -3.889 5.415 0.644 H18 QMD 55 # # 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 QMD O6 C5 DOUB N N 1 QMD C4 C3 DOUB N N 2 QMD C5 O7 SING N N 3 QMD C5 C3 SING N N 4 QMD C3 O5 SING N N 5 QMD O5 P1 SING N N 6 QMD O4 P1 DOUB N N 7 QMD P1 O2 SING N N 8 QMD P1 O3 SING N N 9 QMD O2 C2 SING N N 10 QMD C2 C1 SING N N 11 QMD O1 C1 SING N N 12 QMD O12 C19 DOUB N N 13 QMD C1 C6 SING N N 14 QMD C19 N3 SING N N 15 QMD C19 N2 SING N N 16 QMD N3 C9 DOUB N N 17 QMD C6 O8 SING N N 18 QMD C6 C7 SING N N 19 QMD N2 C18 SING N N 20 QMD C8 C7 SING N N 21 QMD C8 N1 SING N N 22 QMD O9 C7 SING N N 23 QMD C9 N1 SING N N 24 QMD C9 C10 SING N N 25 QMD N1 C17 SING N N 26 QMD C18 C10 SING N N 27 QMD C18 O11 DOUB N N 28 QMD C10 C11 DOUB N N 29 QMD C17 C16 DOUB Y N 30 QMD C17 C12 SING Y N 31 QMD C16 C15 SING Y N 32 QMD C11 C12 SING N N 33 QMD C12 C13 DOUB Y N 34 QMD C15 O10 SING N N 35 QMD C15 C14 DOUB Y N 36 QMD C13 C14 SING Y N 37 QMD C1 H2 SING N N 38 QMD O1 H1 SING N N 39 QMD C2 H4 SING N N 40 QMD C2 H3 SING N N 41 QMD O3 H19 SING N N 42 QMD C4 H6 SING N N 43 QMD C4 H5 SING N N 44 QMD C6 H7 SING N N 45 QMD C7 H9 SING N N 46 QMD C8 H11 SING N N 47 QMD C8 H12 SING N N 48 QMD O8 H8 SING N N 49 QMD C11 H13 SING N N 50 QMD C13 H14 SING N N 51 QMD C14 H15 SING N N 52 QMD C16 H16 SING N N 53 QMD N2 H17 SING N N 54 QMD O7 H21 SING N N 55 QMD O9 H10 SING N N 56 QMD O10 H18 SING N N 57 # # 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 QMD SMILES ACDLabs 12.01 "C(C(O)C(CN2C=3C(=Cc1ccc(O)cc12)C(=O)NC(N=3)=O)O)(O)COP(O)(=O)O\C(=C)C(O)=O" QMD InChI InChI 1.03 "InChI=1S/C19H20N3O12P/c1-8(18(28)29)34-35(31,32)33-7-14(25)15(26)13(24)6-22-12-5-10(23)3-2-9(12)4-11-16(22)20-19(30)21-17(11)27/h2-5,13-15,23-26H,1,6-7H2,(H,28,29)(H,31,32)(H,21,27,30)/t13-,14+,15-/m0/s1" QMD InChIKey InChI 1.03 QMXZMTIOXGWNQW-ZNMIVQPWSA-N QMD SMILES_CANONICAL CACTVS 3.385 "O[C@H](CO[P](O)(=O)OC(=C)C(O)=O)[C@@H](O)[C@@H](O)CN1c2cc(O)ccc2C=C3C(=O)NC(=O)N=C13" QMD SMILES CACTVS 3.385 "O[CH](CO[P](O)(=O)OC(=C)C(O)=O)[CH](O)[CH](O)CN1c2cc(O)ccc2C=C3C(=O)NC(=O)N=C13" QMD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C=C(C(=O)O)OP(=O)(O)OC[C@H]([C@H]([C@H](CN1c2cc(ccc2C=C3C1=NC(=O)NC3=O)O)O)O)O" QMD SMILES "OpenEye OEToolkits" 2.0.7 "C=C(C(=O)O)OP(=O)(O)OCC(C(C(CN1c2cc(ccc2C=C3C1=NC(=O)NC3=O)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 QMD "SYSTEMATIC NAME" ACDLabs 12.01 "5-O-[(S)-[(1-carboxyethenyl)oxy](hydroxy)phosphoryl]-1-deoxy-1-(8-hydroxy-2,4-dioxo-3,4-dihydropyrimido[4,5-b]quinolin-10(2H)-yl)-D-ribitol" QMD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[oxidanyl-[(2~{R},3~{S},4~{S})-2,3,4-tris(oxidanyl)-5-[8-oxidanyl-2,4-bis(oxidanylidene)pyrimido[4,5-b]quinolin-10-yl]pentoxy]phosphoryl]oxyprop-2-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 QMD "Create component" 2019-11-20 RCSB QMD "Initial release" 2020-05-13 RCSB ##