data_4UV # _chem_comp.id 4UV _chem_comp.name "5'-O-[(R)-{[(2E)-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)prop-2-enoyl]oxy}(hydroxy)phosphoryl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N5 O10 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 507.347 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4UV _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 5BSU _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 4UV O1P O1 O 0 1 N N N -3.528 33.671 17.536 1.160 1.594 2.265 O1P 4UV 1 4UV P P1 P 0 1 N N N -2.939 32.978 16.347 1.310 1.868 0.685 P 4UV 2 4UV O3P O2 O 0 1 N N N -3.414 33.304 14.956 1.718 3.274 0.466 O3P 4UV 3 4UV O2P O3 O 0 1 N N N -1.362 33.311 16.488 2.428 0.884 0.073 O2P 4UV 4 4UV CAR C1 C 0 1 N N N -0.281 32.734 15.703 3.695 1.053 0.503 CAR 4UV 5 4UV CAQ C2 C 0 1 N N N 1.050 33.368 15.781 4.766 0.191 -0.011 CAQ 4UV 6 4UV CAP C3 C 0 1 N N N 2.140 32.625 15.577 6.035 0.361 0.419 CAP 4UV 7 4UV CAK C4 C 0 1 N N N 3.523 33.159 15.614 7.107 -0.501 -0.096 CAK 4UV 8 4UV CAH C5 C 0 1 N N N 3.823 34.462 16.028 6.783 -1.544 -1.080 CAH 4UV 9 4UV CAS C6 C 0 1 N N N 5.153 34.916 16.024 7.659 -2.520 -1.390 CAS 4UV 10 4UV CAC C7 C 0 1 N N N 6.173 34.056 15.595 8.974 -2.528 -0.719 CAC 4UV 11 4UV OBF O4 O 0 1 N N N 7.369 34.444 15.576 9.635 -3.540 -0.607 OBF 4UV 12 4UV CAD C8 C 0 1 N N N 5.872 32.769 15.181 9.448 -1.200 -0.181 CAD 4UV 13 4UV O35 O5 O 0 1 N N N 6.793 32.008 14.793 10.620 -0.881 -0.192 O35 4UV 14 4UV CAJ C9 C 0 1 N N N 4.553 32.314 15.189 8.399 -0.313 0.349 CAJ 4UV 15 4UV O34 O6 O 0 1 N N N -0.469 31.747 14.993 3.950 1.919 1.317 O34 4UV 16 4UV "O5'" O7 O 0 1 N N N -3.043 31.390 16.532 -0.100 1.598 -0.043 "O5'" 4UV 17 4UV "C5'" C10 C 0 1 N N N -2.363 30.757 17.621 -1.267 2.384 0.205 "C5'" 4UV 18 4UV "C4'" C11 C 0 1 N N R -2.505 29.253 17.490 -2.425 1.860 -0.647 "C4'" 4UV 19 4UV "O4'" O8 O 0 1 N N N -1.894 28.757 16.292 -2.856 0.567 -0.170 "O4'" 4UV 20 4UV "C1'" C12 C 0 1 N N R -1.304 27.474 16.544 -4.198 0.402 -0.677 "C1'" 4UV 21 4UV "C2'" C13 C 0 1 N N R -1.614 27.144 17.998 -4.856 1.790 -0.510 "C2'" 4UV 22 4UV "O2'" O9 O 0 1 N N N -2.842 26.412 18.032 -5.717 2.072 -1.615 "O2'" 4UV 23 4UV "C3'" C14 C 0 1 N N S -1.820 28.514 18.623 -3.663 2.771 -0.490 "C3'" 4UV 24 4UV "O3'" O10 O 0 1 N N N -2.646 28.460 19.787 -3.751 3.689 -1.582 "O3'" 4UV 25 4UV N9 N1 N 0 1 Y N N 0.167 27.538 16.324 -4.920 -0.602 0.108 N9 4UV 26 4UV C8 C15 C 0 1 Y N N 0.926 28.644 16.284 -4.644 -0.974 1.390 C8 4UV 27 4UV N7 N2 N 0 1 Y N N 2.219 28.292 16.057 -5.484 -1.891 1.777 N7 4UV 28 4UV C5 C16 C 0 1 Y N N 2.256 26.934 15.960 -6.348 -2.164 0.771 C5 4UV 29 4UV C4 C17 C 0 1 Y N N 0.956 26.480 16.130 -6.001 -1.336 -0.310 C4 4UV 30 4UV C6 C18 C 0 1 Y N N 3.258 25.990 15.736 -7.437 -3.039 0.613 C6 4UV 31 4UV N6 N3 N 0 1 N N N 4.549 26.350 15.550 -7.830 -3.873 1.645 N6 4UV 32 4UV N1 N4 N 0 1 Y N N 2.946 24.676 15.701 -8.081 -3.045 -0.550 N1 4UV 33 4UV C2 C19 C 0 1 Y N N 1.682 24.266 15.874 -7.713 -2.252 -1.539 C2 4UV 34 4UV N3 N5 N 0 1 Y N N 0.690 25.144 16.085 -6.705 -1.412 -1.435 N3 4UV 35 4UV H1 H1 H 0 1 N N N -4.190 34.289 17.248 0.895 0.690 2.483 H1 4UV 36 4UV H2 H2 H 0 1 N N N 1.141 34.422 16.001 4.540 -0.578 -0.734 H2 4UV 37 4UV H3 H3 H 0 1 N N N 2.007 31.573 15.373 6.261 1.131 1.143 H3 4UV 38 4UV H4 H4 H 0 1 N N N 3.030 35.120 16.351 5.819 -1.528 -1.566 H4 4UV 39 4UV H5 H5 H 0 1 N N N 5.387 35.919 16.349 7.404 -3.281 -2.112 H5 4UV 40 4UV H6 H6 H 0 1 N N N 4.327 31.308 14.867 8.632 0.457 1.069 H6 4UV 41 4UV H7 H7 H 0 1 N N N -1.298 31.029 17.598 -1.533 2.317 1.260 H7 4UV 42 4UV H8 H8 H 0 1 N N N -2.805 31.087 18.573 -1.066 3.424 -0.054 H8 4UV 43 4UV H9 H9 H 0 1 N N N -3.575 28.997 17.497 -2.128 1.801 -1.694 H9 4UV 44 4UV H10 H10 H 0 1 N N N -1.747 26.707 15.892 -4.174 0.117 -1.729 H10 4UV 45 4UV H11 H11 H 0 1 N N N -0.781 26.605 18.474 -5.410 1.840 0.427 H11 4UV 46 4UV H12 H12 H 0 1 N N N -3.057 26.194 18.931 -6.157 2.931 -1.562 H12 4UV 47 4UV H13 H13 H 0 1 N N N -0.847 28.978 18.843 -3.625 3.307 0.458 H13 4UV 48 4UV H14 H14 H 0 1 N N N -2.191 27.992 20.477 -4.510 4.286 -1.534 H14 4UV 49 4UV H15 H15 H 0 1 N N N 0.566 29.654 16.412 -3.847 -0.569 1.995 H15 4UV 50 4UV H16 H16 H 0 1 N N N 5.106 25.532 15.406 -7.352 -3.859 2.489 H16 4UV 51 4UV H17 H17 H 0 1 N N N 4.617 26.945 14.749 -8.583 -4.472 1.524 H17 4UV 52 4UV H18 H18 H 0 1 N N N 1.458 23.210 15.843 -8.264 -2.290 -2.468 H18 4UV 53 # 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 4UV O35 CAD DOUB N N 1 4UV O3P P DOUB N N 2 4UV O34 CAR DOUB N N 3 4UV CAD CAJ SING N N 4 4UV CAD CAC SING N N 5 4UV CAJ CAK DOUB N N 6 4UV N6 C6 SING N N 7 4UV OBF CAC DOUB N N 8 4UV CAP CAK SING N N 9 4UV CAP CAQ DOUB N E 10 4UV CAC CAS SING N N 11 4UV CAK CAH SING N N 12 4UV N1 C6 DOUB Y N 13 4UV N1 C2 SING Y N 14 4UV CAR CAQ SING N N 15 4UV CAR O2P SING N N 16 4UV C6 C5 SING Y N 17 4UV C2 N3 DOUB Y N 18 4UV C5 N7 SING Y N 19 4UV C5 C4 DOUB Y N 20 4UV CAS CAH DOUB N N 21 4UV N7 C8 DOUB Y N 22 4UV N3 C4 SING Y N 23 4UV C4 N9 SING Y N 24 4UV C8 N9 SING Y N 25 4UV "O4'" "C1'" SING N N 26 4UV "O4'" "C4'" SING N N 27 4UV N9 "C1'" SING N N 28 4UV P O2P SING N N 29 4UV P "O5'" SING N N 30 4UV P O1P SING N N 31 4UV "O5'" "C5'" SING N N 32 4UV "C1'" "C2'" SING N N 33 4UV "C4'" "C5'" SING N N 34 4UV "C4'" "C3'" SING N N 35 4UV "C2'" "O2'" SING N N 36 4UV "C2'" "C3'" SING N N 37 4UV "C3'" "O3'" SING N N 38 4UV O1P H1 SING N N 39 4UV CAQ H2 SING N N 40 4UV CAP H3 SING N N 41 4UV CAH H4 SING N N 42 4UV CAS H5 SING N N 43 4UV CAJ H6 SING N N 44 4UV "C5'" H7 SING N N 45 4UV "C5'" H8 SING N N 46 4UV "C4'" H9 SING N N 47 4UV "C1'" H10 SING N N 48 4UV "C2'" H11 SING N N 49 4UV "O2'" H12 SING N N 50 4UV "C3'" H13 SING N N 51 4UV "O3'" H14 SING N N 52 4UV C8 H15 SING N N 53 4UV N6 H16 SING N N 54 4UV N6 H17 SING N N 55 4UV C2 H18 SING N N 56 # 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 4UV SMILES ACDLabs 12.01 "OP(OC([C@H]=CC=1C=CC(=O)C(C=1)=O)=O)(OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)O)=O" 4UV InChI InChI 1.03 "InChI=1S/C19H18N5O10P/c20-17-14-18(22-7-21-17)24(8-23-14)19-16(29)15(28)12(33-19)6-32-35(30,31)34-13(27)4-2-9-1-3-10(25)11(26)5-9/h1-5,7-8,12,15-16,19,28-29H,6H2,(H,30,31)(H2,20,21,22)/b4-2+/t12-,15-,16-,19-/m1/s1" 4UV InChIKey InChI 1.03 SRUDBSRTEMWJHC-LNTBVICDSA-N 4UV SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OC(=O)/C=C/C4=CC(=O)C(=O)C=C4)[C@@H](O)[C@H]3O" 4UV SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)C=CC4=CC(=O)C(=O)C=C4)[CH](O)[CH]3O" 4UV 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=CC(=O)C(=O)C=C4)O)O)N" 4UV SMILES "OpenEye OEToolkits" 1.9.2 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)C=CC4=CC(=O)C(=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 4UV "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-{[(2E)-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)prop-2-enoyl]oxy}(hydroxy)phosphoryl]adenosine" 4UV "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-[3,4-bis(oxidanylidene)cyclohexa-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 4UV "Create component" 2015-06-02 RCSB 4UV "Initial release" 2016-05-11 RCSB #