data_O84 # _chem_comp.id O84 _chem_comp.name "[(2~{R},4~{a}~{R},6~{R},7~{a}~{R})-6-[2,4-bis(oxidanylidene)-5-[(~{E})-3-phosphonoprop-1-enyl]pyrimidin-1-yl]-2-phenyl-4~{a},6,7,7~{a}-tetrahydro-4~{H}-furo[3,2-d][1,3]dioxin-2-yl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N2 O11 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-23 _chem_comp.pdbx_modified_date 2018-07-06 _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 516.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O84 _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 6G2M _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 O84 OP2 O1 O 0 1 N N N -6.211 26.205 32.409 -5.477 2.528 -0.914 OP2 O84 1 O84 P P1 P 0 1 N N N -5.782 24.842 32.049 -4.372 2.221 0.215 P O84 2 O84 OP1 O2 O 0 1 N N N -6.919 23.970 31.662 -3.564 3.437 0.459 OP1 O84 3 O84 OP3 O3 O 0 1 N N N -5.013 24.182 33.218 -5.106 1.782 1.579 OP3 O84 4 O84 CAB C1 C 0 1 N N R -4.561 24.828 30.704 -3.283 0.872 -0.350 CAB O84 5 O84 C2 C2 C 0 1 Y N N -4.313 23.400 30.282 -2.335 0.486 0.756 C2 O84 6 O84 CAA C3 C 0 1 Y N N -3.343 22.683 30.952 -0.992 0.795 0.654 CAA O84 7 O84 C9 C4 C 0 1 Y N N -3.113 21.338 30.600 -0.122 0.441 1.668 C9 O84 8 O84 C10 C5 C 0 1 Y N N -3.879 20.736 29.608 -0.595 -0.222 2.784 C10 O84 9 O84 C11 C6 C 0 1 Y N N -4.815 21.468 28.901 -1.939 -0.531 2.887 C11 O84 10 O84 C12 C7 C 0 1 Y N N -5.040 22.801 29.261 -2.810 -0.171 1.875 C12 O84 11 O84 "O3'" O4 O 0 1 N N N -5.018 25.468 29.495 -4.072 -0.257 -0.726 "O3'" O84 12 O84 O7 O5 O 0 1 N N N -3.362 25.417 31.068 -2.540 1.300 -1.498 O7 O84 13 O84 "C5'" C8 C 0 1 N N N -3.242 26.806 31.294 -1.622 0.309 -1.960 "C5'" O84 14 O84 "C4'" C9 C 0 1 N N R -3.948 27.554 30.170 -2.373 -0.967 -2.354 "C4'" O84 15 O84 "O4'" O6 O 0 1 N N N -2.978 27.587 29.110 -1.406 -2.040 -2.369 "O4'" O84 16 O84 "C3'" C10 C 0 1 N N R -5.166 26.896 29.539 -3.361 -1.365 -1.238 "C3'" O84 17 O84 "C2'" C11 C 0 1 N N N -5.137 27.376 28.096 -2.406 -1.969 -0.183 "C2'" O84 18 O84 "C1'" C12 C 0 1 N N R -3.623 27.718 27.899 -1.342 -2.651 -1.073 "C1'" O84 19 O84 N9 N1 N 0 1 N N N -3.019 26.890 26.852 -0.010 -2.454 -0.496 N9 O84 20 O84 C4 C13 C 0 1 N N N -3.394 25.557 26.672 0.835 -1.543 -1.061 C4 O84 21 O84 C8 C14 C 0 1 N N N -2.086 27.434 26.026 0.352 -3.168 0.582 C8 O84 22 O84 O2 O7 O 0 1 N N N -1.602 28.599 26.221 -0.437 -3.965 1.054 O2 O84 23 O84 N1 N2 N 0 1 N N N -1.646 26.699 24.962 1.560 -3.029 1.154 N1 O84 24 O84 C6 C15 C 0 1 N N N -2.130 25.433 24.692 2.455 -2.153 0.651 C6 O84 25 O84 O6 O8 O 0 1 N N N -1.687 24.965 23.624 3.552 -2.022 1.164 O6 O84 26 O84 C5 C16 C 0 1 N N N -2.976 24.803 25.645 2.077 -1.356 -0.525 C5 O84 27 O84 C17 C17 C 0 1 N N N -3.513 23.425 25.590 3.018 -0.383 -1.115 C17 O84 28 O84 C18 C18 C 0 1 N N N -3.542 22.585 24.652 4.257 -0.291 -0.648 C18 O84 29 O84 C19 C19 C 0 1 N N N -4.174 21.251 24.783 5.251 0.617 -1.325 C19 O84 30 O84 P2 P2 P 0 1 N N N -3.193 20.038 23.989 5.944 1.778 -0.102 P2 O84 31 O84 O11 O9 O 0 1 N N N -2.920 20.475 22.521 6.515 1.017 1.032 O11 O84 32 O84 O9 O10 O 0 1 N N N -4.034 18.773 23.936 7.100 2.659 -0.793 O9 O84 33 O84 O10 O11 O 0 1 N N N -1.901 19.831 24.741 4.778 2.749 0.437 O10 O84 34 O84 H1 H1 H 0 1 N N N -7.155 26.273 32.325 -6.092 3.237 -0.681 H1 O84 35 O84 H2 H2 H 0 1 N N N -5.427 23.358 33.445 -5.654 0.990 1.494 H2 O84 36 O84 H3 H3 H 0 1 N N N -2.766 23.148 31.738 -0.622 1.313 -0.219 H3 O84 37 O84 H4 H4 H 0 1 N N N -2.341 20.774 31.102 0.928 0.682 1.587 H4 O84 38 O84 H5 H5 H 0 1 N N N -3.742 19.688 29.388 0.084 -0.499 3.577 H5 O84 39 O84 H6 H6 H 0 1 N N N -5.363 21.019 28.086 -2.310 -1.044 3.761 H6 O84 40 O84 H7 H7 H 0 1 N N N -5.791 23.374 28.737 -3.860 -0.412 1.956 H7 O84 41 O84 H8 H8 H 0 1 N N N -2.178 27.086 31.312 -1.083 0.693 -2.827 H8 O84 42 O84 H9 H9 H 0 1 N N N -3.706 27.064 32.257 -0.911 0.077 -1.167 H9 O84 43 O84 H10 H10 H 0 1 N N N -4.204 28.571 30.503 -2.864 -0.858 -3.321 H10 O84 44 O84 H11 H11 H 0 1 N N N -6.092 27.208 30.043 -4.058 -2.117 -1.607 H11 O84 45 O84 H12 H12 H 0 1 N N N -5.769 28.265 27.958 -1.958 -1.187 0.431 H12 O84 46 O84 H13 H13 H 0 1 N N N -5.461 26.584 27.405 -2.923 -2.701 0.438 H13 O84 47 O84 H14 H14 H 0 1 N N N -3.573 28.768 27.574 -1.556 -3.716 -1.156 H14 O84 48 O84 H15 H15 H 0 1 N N N -4.056 25.110 27.399 0.524 -0.975 -1.926 H15 O84 49 O84 H16 H16 H 0 1 N N N -0.951 27.090 24.359 1.790 -3.561 1.931 H16 O84 50 O84 H17 H17 H 0 1 N N N -3.956 23.081 26.513 2.698 0.254 -1.927 H17 O84 51 O84 H18 H18 H 0 1 N N N -3.086 22.849 23.709 4.552 -0.866 0.216 H18 O84 52 O84 H19 H19 H 0 1 N N N -5.171 21.274 24.318 6.055 0.019 -1.754 H19 O84 53 O84 H20 H20 H 0 1 N N N -4.272 20.998 25.849 4.753 1.177 -2.116 H20 O84 54 O84 H21 H21 H 0 1 N N N -4.200 18.540 23.030 7.514 3.300 -0.199 H21 O84 55 O84 H22 H22 H 0 1 N N N -1.167 20.010 24.165 4.358 3.280 -0.254 H22 O84 56 # 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 O84 O11 P2 DOUB N N 1 O84 O6 C6 DOUB N N 2 O84 O9 P2 SING N N 3 O84 P2 O10 SING N N 4 O84 P2 C19 SING N N 5 O84 C18 C19 SING N N 6 O84 C18 C17 DOUB N E 7 O84 C6 N1 SING N N 8 O84 C6 C5 SING N N 9 O84 N1 C8 SING N N 10 O84 C17 C5 SING N N 11 O84 C5 C4 DOUB N N 12 O84 C8 O2 DOUB N N 13 O84 C8 N9 SING N N 14 O84 C4 N9 SING N N 15 O84 N9 "C1'" SING N N 16 O84 "C1'" "C2'" SING N N 17 O84 "C1'" "O4'" SING N N 18 O84 "C2'" "C3'" SING N N 19 O84 C11 C12 DOUB Y N 20 O84 C11 C10 SING Y N 21 O84 "O4'" "C4'" SING N N 22 O84 C12 C2 SING Y N 23 O84 "O3'" "C3'" SING N N 24 O84 "O3'" CAB SING N N 25 O84 "C3'" "C4'" SING N N 26 O84 C10 C9 DOUB Y N 27 O84 "C4'" "C5'" SING N N 28 O84 C2 CAB SING N N 29 O84 C2 CAA DOUB Y N 30 O84 C9 CAA SING Y N 31 O84 CAB O7 SING N N 32 O84 CAB P SING N N 33 O84 O7 "C5'" SING N N 34 O84 OP1 P DOUB N N 35 O84 P OP2 SING N N 36 O84 P OP3 SING N N 37 O84 OP2 H1 SING N N 38 O84 OP3 H2 SING N N 39 O84 CAA H3 SING N N 40 O84 C9 H4 SING N N 41 O84 C10 H5 SING N N 42 O84 C11 H6 SING N N 43 O84 C12 H7 SING N N 44 O84 "C5'" H8 SING N N 45 O84 "C5'" H9 SING N N 46 O84 "C4'" H10 SING N N 47 O84 "C3'" H11 SING N N 48 O84 "C2'" H12 SING N N 49 O84 "C2'" H13 SING N N 50 O84 "C1'" H14 SING N N 51 O84 C4 H15 SING N N 52 O84 N1 H16 SING N N 53 O84 C17 H17 SING N N 54 O84 C18 H18 SING N N 55 O84 C19 H19 SING N N 56 O84 C19 H20 SING N N 57 O84 O9 H21 SING N N 58 O84 O10 H22 SING N N 59 # 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 O84 InChI InChI 1.03 "InChI=1S/C19H22N2O11P2/c22-17-12(5-4-8-33(24,25)26)10-21(18(23)20-17)16-9-14-15(31-16)11-30-19(32-14,34(27,28)29)13-6-2-1-3-7-13/h1-7,10,14-16H,8-9,11H2,(H,20,22,23)(H2,24,25,26)(H2,27,28,29)/b5-4+/t14-,15-,16-,19-/m1/s1" O84 InChIKey InChI 1.03 TZXVMSWLUKAZDT-PDBOZARJSA-N O84 SMILES_CANONICAL CACTVS 3.385 "O[P](O)(=O)C\C=C\C1=CN([C@H]2C[C@H]3O[C@](OC[C@H]3O2)(c4ccccc4)[P](O)(O)=O)C(=O)NC1=O" O84 SMILES CACTVS 3.385 "O[P](O)(=O)CC=CC1=CN([CH]2C[CH]3O[C](OC[CH]3O2)(c4ccccc4)[P](O)(O)=O)C(=O)NC1=O" O84 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)[C@]2(OC[C@@H]3[C@H](O2)C[C@@H](O3)N4C=C(C(=O)NC4=O)/C=C/CP(=O)(O)O)P(=O)(O)O" O84 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)C2(OCC3C(O2)CC(O3)N4C=C(C(=O)NC4=O)C=CCP(=O)(O)O)P(=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 O84 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},4~{a}~{R},6~{R},7~{a}~{R})-6-[2,4-bis(oxidanylidene)-5-[(~{E})-3-phosphonoprop-1-enyl]pyrimidin-1-yl]-2-phenyl-4~{a},6,7,7~{a}-tetrahydro-4~{H}-furo[3,2-d][1,3]dioxin-2-yl]phosphonic 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 O84 "Create component" 2018-03-23 EBI O84 "Initial release" 2018-07-11 RCSB #