data_UNP # _chem_comp.id UNP _chem_comp.name "5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]uridine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H16 N3 O14 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-30 _chem_comp.pdbx_modified_date 2013-07-12 _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 483.156 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UNP _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 3DIU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 UNP O2G O2G O 0 1 N N N 13.818 38.685 34.513 -6.744 -1.741 -0.592 O2G UNP 1 UNP PG PG P 0 1 N N N 14.409 37.462 35.157 -6.340 -1.326 0.770 PG UNP 2 UNP O3G O3G O 0 1 N N N 14.244 37.348 36.649 -7.061 0.064 1.143 O3G UNP 3 UNP O1G O1G O 0 1 N N N 15.867 37.233 34.715 -6.778 -2.458 1.828 O1G UNP 4 UNP N2B N2B N 0 1 N N N 13.726 36.073 34.536 -4.670 -1.125 0.823 N2B UNP 5 UNP PB PB P 0 1 N N S 12.441 35.123 35.024 -4.170 0.052 -0.271 PB UNP 6 UNP O1B O1B O 0 1 N N N 11.652 36.042 35.985 -4.590 -0.387 -1.762 O1B UNP 7 UNP O3B O3B O 0 1 N N N 11.815 34.552 33.778 -4.814 1.342 0.063 O3B UNP 8 UNP O3A O3A O 0 1 N N N 12.950 33.717 35.802 -2.570 0.215 -0.190 O3A UNP 9 UNP PA PA P 0 1 N N R 13.092 33.392 37.458 -1.500 1.145 -0.953 PA UNP 10 UNP O1A O1A O 0 1 N N N 14.225 32.388 37.549 -1.278 0.592 -2.448 O1A UNP 11 UNP O2A O2A O 0 1 N N N 13.169 34.759 38.084 -2.008 2.534 -1.011 O2A UNP 12 UNP "O5'" "O5'" O 0 1 N N N 11.752 32.639 38.032 -0.101 1.118 -0.156 "O5'" UNP 13 UNP "C5'" "C5'" C 0 1 N N N 11.638 31.238 38.319 1.019 1.926 -0.523 "C5'" UNP 14 UNP "C4'" "C4'" C 0 1 N N R 10.754 30.509 37.314 2.179 1.655 0.437 "C4'" UNP 15 UNP "C3'" "C3'" C 0 1 N N S 11.212 30.739 35.880 3.358 2.608 0.137 "C3'" UNP 16 UNP "O3'" "O3'" O 0 1 N N N 11.071 29.526 35.166 3.347 3.717 1.038 "O3'" UNP 17 UNP "C2'" "C2'" C 0 1 N N R 10.246 31.813 35.363 4.613 1.736 0.368 "C2'" UNP 18 UNP "O2'" "O2'" O 0 1 N N N 10.037 31.689 33.970 5.415 2.280 1.418 "O2'" UNP 19 UNP "O4'" "O4'" O 0 1 N N N 9.408 31.055 37.400 2.711 0.330 0.221 "O4'" UNP 20 UNP "C1'" "C1'" C 0 1 N N R 8.944 31.645 36.189 4.043 0.360 0.779 "C1'" UNP 21 UNP N1 N1 N 0 1 N N N 8.151 32.891 36.494 4.857 -0.719 0.213 N1 UNP 22 UNP C2 C2 C 0 1 N N N 6.817 32.894 36.213 5.542 -1.538 1.032 C2 UNP 23 UNP O2 O2 O 0 1 N N N 6.238 31.894 35.678 5.477 -1.373 2.235 O2 UNP 24 UNP C6 C6 C 0 1 N N N 8.714 33.993 37.067 4.910 -0.888 -1.144 C6 UNP 25 UNP C5 C5 C 0 1 N N N 7.959 35.127 37.367 5.660 -1.882 -1.666 C5 UNP 26 UNP C4 C4 C 0 1 N N N 6.580 35.113 37.001 6.380 -2.733 -0.792 C4 UNP 27 UNP N3 N3 N 0 1 N N N 6.056 34.001 36.461 6.297 -2.537 0.539 N3 UNP 28 UNP O4 O4 O 0 1 N N N 5.790 36.072 37.211 7.062 -3.636 -1.239 O4 UNP 29 UNP HO3G HO3G H 0 0 N N N 15.099 37.324 37.062 -6.841 0.397 2.024 HO3G UNP 30 UNP HO1G HO1G H 0 0 N N N 15.907 37.186 33.767 -7.730 -2.627 1.852 HO1G UNP 31 UNP HN2B HN2B H 0 0 N N N 13.441 36.365 33.623 -4.362 -0.904 1.758 HN2B UNP 32 UNP HO1B HO1B H 0 0 N N N 11.490 35.583 36.801 -4.203 -1.226 -2.049 HO1B UNP 33 UNP HO1A HO1A H 0 0 N N N 14.534 32.178 36.675 -0.945 -0.315 -2.487 HO1A UNP 34 UNP "H5'" "H5'" H 0 1 N N N 12.643 30.792 38.288 1.325 1.683 -1.541 "H5'" UNP 35 UNP "H5'A" "H5'A" H 0 0 N N N 11.176 31.134 39.312 0.741 2.978 -0.470 "H5'A" UNP 36 UNP "H4'" "H4'" H 0 1 N N N 10.801 29.436 37.552 1.851 1.771 1.470 "H4'" UNP 37 UNP "H3'" "H3'" H 0 1 N N N 12.261 31.053 35.778 3.316 2.955 -0.895 "H3'" UNP 38 UNP "HO3'" "HO3'" H 0 0 N N N 11.039 29.708 34.234 4.067 4.347 0.895 "HO3'" UNP 39 UNP "H2'" "H2'" H 0 1 N N N 10.651 32.827 35.494 5.194 1.652 -0.551 "H2'" UNP 40 UNP "HO2'" "HO2'" H 0 0 N N N 9.105 31.661 33.790 5.749 3.169 1.237 "HO2'" UNP 41 UNP "H1'" "H1'" H 0 1 N N N 8.222 31.058 35.602 4.002 0.275 1.865 "H1'" UNP 42 UNP H6 H6 H 0 1 N N N 9.770 33.988 37.294 4.354 -0.229 -1.795 H6 UNP 43 UNP H5 H5 H 0 1 N N N 8.401 35.982 37.857 5.710 -2.026 -2.735 H5 UNP 44 UNP HN3 HN3 H 0 1 N N N 5.082 33.983 36.234 6.784 -3.118 1.144 HN3 UNP 45 # 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 UNP O2G PG DOUB N N 1 UNP PG O3G SING N N 2 UNP PG O1G SING N N 3 UNP PG N2B SING N N 4 UNP N2B PB SING N N 5 UNP PB O1B SING N N 6 UNP PB O3B DOUB N N 7 UNP PB O3A SING N N 8 UNP O3A PA SING N N 9 UNP PA O1A SING N N 10 UNP PA O2A DOUB N N 11 UNP PA "O5'" SING N N 12 UNP "O5'" "C5'" SING N N 13 UNP "C5'" "C4'" SING N N 14 UNP "C4'" "C3'" SING N N 15 UNP "C4'" "O4'" SING N N 16 UNP "C3'" "O3'" SING N N 17 UNP "C3'" "C2'" SING N N 18 UNP "C2'" "O2'" SING N N 19 UNP "C2'" "C1'" SING N N 20 UNP "O4'" "C1'" SING N N 21 UNP "C1'" N1 SING N N 22 UNP N1 C2 SING N N 23 UNP N1 C6 SING N N 24 UNP C2 O2 DOUB N N 25 UNP C2 N3 SING N N 26 UNP C6 C5 DOUB N N 27 UNP C5 C4 SING N N 28 UNP C4 N3 SING N N 29 UNP C4 O4 DOUB N N 30 UNP O3G HO3G SING N N 31 UNP O1G HO1G SING N N 32 UNP N2B HN2B SING N N 33 UNP O1B HO1B SING N N 34 UNP O1A HO1A SING N N 35 UNP "C5'" "H5'" SING N N 36 UNP "C5'" "H5'A" SING N N 37 UNP "C4'" "H4'" SING N N 38 UNP "C3'" "H3'" SING N N 39 UNP "O3'" "HO3'" SING N N 40 UNP "C2'" "H2'" SING N N 41 UNP "O2'" "HO2'" SING N N 42 UNP "C1'" "H1'" SING N N 43 UNP C6 H6 SING N N 44 UNP C5 H5 SING N N 45 UNP N3 HN3 SING N N 46 # 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 UNP SMILES ACDLabs 10.04 "O=P(O)(O)NP(=O)(O)OP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O" UNP SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P@](O)(=O)O[P@](O)(=O)N[P](O)(O)=O)N2C=CC(=O)NC2=O" UNP SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)N2C=CC(=O)NC2=O" UNP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@](=O)(NP(=O)(O)O)O)O)O" UNP SMILES "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O" UNP InChI InChI 1.03 "InChI=1S/C9H16N3O14P3/c13-5-1-2-12(9(16)10-5)8-7(15)6(14)4(25-8)3-24-29(22,23)26-28(20,21)11-27(17,18)19/h1-2,4,6-8,14-15H,3H2,(H,22,23)(H,10,13,16)(H4,11,17,18,19,20,21)/t4-,6-,7-,8-/m1/s1" UNP InChIKey InChI 1.03 MCBVWUSULWKVON-XVFCMESISA-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 UNP "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]uridine" UNP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]amino]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 UNP "Create component" 2008-06-30 PDBJ UNP "Modify descriptor" 2011-06-04 RCSB UNP "Initial release" 2013-07-17 RCSB #