data_4UU # _chem_comp.id 4UU _chem_comp.name "5'-O-[(R)-hydroxy{[(2E)-3-(4-oxocyclohexa-1,5-dien-1-yl)prop-2-enoyl]oxy}phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-02 _chem_comp.pdbx_modified_date 2016-05-06 _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 493.364 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4UU _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 5BST _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 4UU C2 C1 C 0 1 Y N N 1.414 24.131 15.818 7.508 -2.141 1.537 C2 4UU 1 4UU O34 O1 O 0 1 N N N -0.667 31.573 14.971 -4.191 1.770 -1.344 O34 4UU 2 4UU CAR C2 C 0 1 N N N -0.395 32.530 15.689 -3.972 0.886 -0.538 CAR 4UU 3 4UU CAQ C3 C 0 1 N N N 0.972 33.069 15.808 -5.064 0.027 -0.080 CAQ 4UU 4 4UU CAP C4 C 0 1 N N N 2.020 32.316 15.483 -6.314 0.216 -0.552 CAP 4UU 5 4UU CAK C5 C 0 1 N N N 3.412 32.816 15.575 -7.413 -0.648 -0.091 CAK 4UU 6 4UU CAJ C6 C 0 1 N N N 4.452 31.938 15.250 -7.136 -1.705 0.885 CAJ 4UU 7 4UU CAD C7 C 0 1 N N N 5.778 32.368 15.311 -8.092 -2.533 1.350 CAD 4UU 8 4UU CAH C8 C 0 1 N N N 3.701 34.124 15.962 -8.663 -0.448 -0.573 CAH 4UU 9 4UU CAS C9 C 0 1 N N N 5.025 34.559 16.017 -9.779 -1.346 -0.087 CAS 4UU 10 4UU CAC C10 C 0 1 N N N 6.065 33.682 15.694 -9.429 -2.424 0.916 CAC 4UU 11 4UU OBF O2 O 0 1 N N N 7.261 34.079 15.748 -10.283 -3.175 1.342 OBF 4UU 12 4UU O2P O3 O 0 1 N N N -1.443 33.174 16.452 -2.723 0.697 -0.067 O2P 4UU 13 4UU P P1 P 0 1 N N N -3.015 32.826 16.330 -1.635 1.721 -0.666 P 4UU 14 4UU O1P O4 O 0 1 N N N -3.596 33.543 17.513 -1.473 1.467 -2.248 O1P 4UU 15 4UU O3P O5 O 0 1 N N N -3.518 33.161 14.955 -2.085 3.111 -0.434 O3P 4UU 16 4UU "O5'" O6 O 0 1 N N N -3.191 31.250 16.517 -0.218 1.487 0.062 "O5'" 4UU 17 4UU "C5'" C11 C 0 1 N N N -2.536 30.610 17.603 0.925 2.311 -0.175 "C5'" 4UU 18 4UU "C4'" C12 C 0 1 N N R -2.734 29.123 17.464 2.097 1.815 0.674 "C4'" 4UU 19 4UU "C3'" C13 C 0 1 N N S -1.996 28.401 18.568 3.306 2.764 0.529 "C3'" 4UU 20 4UU "O3'" O7 O 0 1 N N N -2.686 28.449 19.817 3.364 3.674 1.630 "O3'" 4UU 21 4UU "C2'" C14 C 0 1 N N R -1.870 27.016 17.968 4.529 1.820 0.542 "C2'" 4UU 22 4UU "O2'" O8 O 0 1 N N N -3.118 26.296 18.011 5.379 2.117 1.651 "O2'" 4UU 23 4UU "O4'" O9 O 0 1 N N N -2.122 28.631 16.267 2.568 0.540 0.185 "O4'" 4UU 24 4UU "C1'" C15 C 0 1 N N R -1.536 27.351 16.521 3.914 0.411 0.693 "C1'" 4UU 25 4UU N9 N1 N 0 1 Y N N -0.066 27.405 16.316 4.667 -0.563 -0.100 N9 4UU 26 4UU C4 C16 C 0 1 Y N N 0.714 26.339 16.113 5.766 -1.272 0.315 C4 4UU 27 4UU N3 N2 N 0 1 Y N N 0.429 25.013 16.034 6.470 -1.337 1.441 N3 4UU 28 4UU C8 C17 C 0 1 Y N N 0.728 28.495 16.307 4.405 -0.931 -1.386 C8 4UU 29 4UU N7 N3 N 0 1 Y N N 2.012 28.124 16.087 5.273 -1.817 -1.780 N7 4UU 30 4UU C5 C18 C 0 1 Y N N 2.019 26.784 15.964 6.144 -2.074 -0.774 C5 4UU 31 4UU C6 C19 C 0 1 Y N N 3.022 25.838 15.734 7.266 -2.908 -0.627 C6 4UU 32 4UU N1 N4 N 0 1 Y N N 2.685 24.536 15.664 7.905 -2.909 0.539 N1 4UU 33 4UU N6 N5 N 0 1 N N N 4.312 26.209 15.584 7.694 -3.710 -1.670 N6 4UU 34 4UU H1 H1 H 0 1 N N N 1.182 23.077 15.767 8.059 -2.170 2.466 H1 4UU 35 4UU H2 H2 H 0 1 N N N 1.123 34.079 16.160 -4.869 -0.758 0.636 H2 4UU 36 4UU H3 H3 H 0 1 N N N 1.850 31.306 15.140 -6.508 1.001 -1.268 H3 4UU 37 4UU H4 H4 H 0 1 N N N 4.228 30.925 14.951 -6.125 -1.826 1.245 H4 4UU 38 4UU H5 H5 H 0 1 N N N 6.580 31.688 15.063 -7.829 -3.295 2.069 H5 4UU 39 4UU H6 H6 H 0 1 N N N 2.899 34.800 16.219 -8.858 0.337 -1.288 H6 4UU 40 4UU H7 H7 H 0 1 N N N 5.205 34.898 17.048 -10.546 -0.713 0.358 H7 4UU 41 4UU H8 H8 H 0 1 N N N 5.107 35.414 15.330 -10.218 -1.833 -0.958 H8 4UU 42 4UU H9 H9 H 0 1 N N N -4.254 34.161 17.217 -1.180 0.573 -2.475 H9 4UU 43 4UU H10 H10 H 0 1 N N N -1.462 30.846 17.581 1.195 2.262 -1.230 H10 4UU 44 4UU H11 H11 H 0 1 N N N -2.968 30.956 18.554 0.692 3.341 0.093 H11 4UU 45 4UU H12 H12 H 0 1 N N N -3.805 28.876 17.498 1.800 1.736 1.720 H12 4UU 46 4UU H13 H13 H 0 1 N N N -0.992 28.838 18.673 3.253 3.310 -0.413 H13 4UU 47 4UU H14 H14 H 0 1 N N N -2.183 27.983 20.475 4.105 4.293 1.589 H14 4UU 48 4UU H15 H15 H 0 1 N N N -1.051 26.454 18.440 5.082 1.898 -0.394 H15 4UU 49 4UU H16 H16 H 0 1 N N N -3.331 26.084 18.912 5.745 3.012 1.638 H16 4UU 50 4UU H17 H17 H 0 1 N N N -1.975 26.588 15.862 3.896 0.116 1.742 H17 4UU 51 4UU H18 H18 H 0 1 N N N 0.391 29.511 16.453 3.597 -0.545 -1.989 H18 4UU 52 4UU H19 H19 H 0 1 N N N 4.877 25.398 15.430 7.219 -3.700 -2.516 H19 4UU 53 4UU H20 H20 H 0 1 N N N 4.393 26.825 14.800 8.469 -4.281 -1.556 H20 4UU 54 # 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 4UU O3P P DOUB N N 1 4UU O34 CAR DOUB N N 2 4UU CAJ CAD DOUB N N 3 4UU CAJ CAK SING N N 4 4UU CAD CAC SING N N 5 4UU CAP CAK SING N N 6 4UU CAP CAQ DOUB N E 7 4UU CAK CAH DOUB N N 8 4UU N6 C6 SING N N 9 4UU N1 C6 DOUB Y N 10 4UU N1 C2 SING Y N 11 4UU CAR CAQ SING N N 12 4UU CAR O2P SING N N 13 4UU CAC OBF DOUB N N 14 4UU CAC CAS SING N N 15 4UU C6 C5 SING Y N 16 4UU C2 N3 DOUB Y N 17 4UU CAH CAS SING N N 18 4UU C5 N7 SING Y N 19 4UU C5 C4 DOUB Y N 20 4UU N3 C4 SING Y N 21 4UU N7 C8 DOUB Y N 22 4UU C4 N9 SING Y N 23 4UU "O4'" "C1'" SING N N 24 4UU "O4'" "C4'" SING N N 25 4UU C8 N9 SING Y N 26 4UU N9 "C1'" SING N N 27 4UU P O2P SING N N 28 4UU P "O5'" SING N N 29 4UU P O1P SING N N 30 4UU "O5'" "C5'" SING N N 31 4UU "C1'" "C2'" SING N N 32 4UU "C4'" "C5'" SING N N 33 4UU "C4'" "C3'" SING N N 34 4UU "C2'" "O2'" SING N N 35 4UU "C2'" "C3'" SING N N 36 4UU "C3'" "O3'" SING N N 37 4UU C2 H1 SING N N 38 4UU CAQ H2 SING N N 39 4UU CAP H3 SING N N 40 4UU CAJ H4 SING N N 41 4UU CAD H5 SING N N 42 4UU CAH H6 SING N N 43 4UU CAS H7 SING N N 44 4UU CAS H8 SING N N 45 4UU O1P H9 SING N N 46 4UU "C5'" H10 SING N N 47 4UU "C5'" H11 SING N N 48 4UU "C4'" H12 SING N N 49 4UU "C3'" H13 SING N N 50 4UU "O3'" H14 SING N N 51 4UU "C2'" H15 SING N N 52 4UU "O2'" H16 SING N N 53 4UU "C1'" H17 SING N N 54 4UU C8 H18 SING N N 55 4UU N6 H19 SING N N 56 4UU N6 H20 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 4UU SMILES ACDLabs 12.01 "c4nc3n(C2C(C(C(COP(OC(=O)[C@H]=CC1=CCC(C=C1)=O)(O)=O)O2)O)O)cnc3c(n4)N" 4UU InChI InChI 1.03 "InChI=1S/C19H20N5O9P/c20-17-14-18(22-8-21-17)24(9-23-14)19-16(28)15(27)12(32-19)7-31-34(29,30)33-13(26)6-3-10-1-4-11(25)5-2-10/h1-4,6,8-9,12,15-16,19,27-28H,5,7H2,(H,29,30)(H2,20,21,22)/b6-3+/t12-,15-,16-,19-/m1/s1" 4UU InChIKey InChI 1.03 LAVNRUWSPLMSNH-PFQVGCJCSA-N 4UU SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OC(=O)/C=C/C4=CCC(=O)C=C4)[C@@H](O)[C@H]3O" 4UU SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)C=CC4=CCC(=O)C=C4)[CH](O)[CH]3O" 4UU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OC(=O)/C=C/C4=CCC(=O)C=C4)O)O)N" 4UU SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)C=CC4=CCC(=O)C=C4)O)O)N" # 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 4UU "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-hydroxy{[(2E)-3-(4-oxocyclohexa-1,5-dien-1-yl)prop-2-enoyl]oxy}phosphoryl]adenosine" 4UU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] (E)-3-(4-oxidanylidenecyclohexa-1,5-dien-1-yl)prop-2-enoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4UU "Create component" 2015-06-02 RCSB 4UU "Initial release" 2016-05-11 RCSB #