data_UVX # _chem_comp.id UVX _chem_comp.name "[(1R,3R,4R,7S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-hydroxy-5-methylidene-2-oxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H15 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id DU _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-11 _chem_comp.pdbx_modified_date 2011-06-04 _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 346.230 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UVX _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 3OZ3 _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 UVX P P P 0 1 N N N 10.441 4.573 4.239 4.301 0.969 0.207 P UVX 1 UVX N1 N1 N 0 1 N N N 6.247 6.097 7.457 -2.428 0.246 0.365 N1 UVX 2 UVX C2 C2 C 0 1 N N N 5.282 6.236 8.360 -3.700 -0.013 0.721 C2 UVX 3 UVX O2 O2 O 0 1 N N N 4.530 7.223 8.310 -3.958 -1.040 1.318 O2 UVX 4 UVX N3 N3 N 0 1 N N N 5.116 5.311 9.311 -4.690 0.849 0.424 N3 UVX 5 UVX C4 C4 C 0 1 N N N 5.886 4.253 9.400 -4.421 1.992 -0.238 C4 UVX 6 UVX O4 O4 O 0 1 N N N 5.684 3.431 10.337 -5.317 2.773 -0.506 O4 UVX 7 UVX C5 C5 C 0 1 N N N 6.896 4.069 8.486 -3.088 2.277 -0.619 C5 UVX 8 UVX C6 C6 C 0 1 N N N 7.059 5.009 7.495 -2.113 1.395 -0.308 C6 UVX 9 UVX "C1'" "C1'" C 0 1 N N R 6.348 7.130 6.405 -1.371 -0.708 0.707 "C1'" UVX 10 UVX "C2'" "C2'" C 0 1 N N R 7.142 8.356 6.821 -1.275 -1.822 -0.383 "C2'" UVX 11 UVX "C3'" "C3'" C 0 1 N N S 8.483 7.832 6.438 -0.299 -1.101 -1.382 "C3'" UVX 12 UVX "O3'" "O3'" O 0 1 N N N 9.463 8.880 6.488 0.235 -1.995 -2.361 "O3'" UVX 13 UVX "C4'" "C4'" C 0 1 N N R 8.148 7.488 5.053 0.751 -0.733 -0.274 "C4'" UVX 14 UVX "O4'" "O4'" O 0 1 N N N 7.035 6.597 5.255 -0.088 -0.053 0.701 "O4'" UVX 15 UVX "C5'" "C5'" C 0 1 N N N 9.290 6.843 4.286 1.983 0.042 -0.747 "C5'" UVX 16 UVX "O5'" "O5'" O 0 1 N N N 9.681 5.690 4.997 2.893 0.200 0.344 "O5'" UVX 17 UVX "C6'" "C6'" C 0 1 N N N 6.878 9.313 5.689 -0.346 -2.871 0.250 "C6'" UVX 18 UVX "C7'" "C7'" C 0 1 N N N 6.122 10.589 5.789 -0.643 -4.096 0.606 "C7'" UVX 19 UVX "C8'" "C8'" C 0 1 N N N 7.587 8.786 4.449 1.011 -2.139 0.346 "C8'" UVX 20 UVX OP1 OP1 O 0 1 N N N 11.473 5.205 3.188 5.089 0.364 -0.891 OP1 UVX 21 UVX OP2 OP2 O 0 1 N N N 11.072 3.622 5.289 4.034 2.523 -0.118 OP2 UVX 22 UVX OP3 OP3 O 0 1 N Y N 9.333 3.815 3.437 5.119 0.841 1.588 OP3 UVX 23 UVX H5 H5 H 0 1 N N N 7.545 3.208 8.544 -2.853 3.187 -1.150 H5 UVX 24 UVX H6 H6 H 0 1 N N N 7.830 4.882 6.750 -1.090 1.595 -0.590 H6 UVX 25 UVX "H1'" "H1'" H 0 1 N N N 5.308 7.422 6.195 -1.565 -1.151 1.684 "H1'" UVX 26 UVX "H2'" "H2'" H 0 1 N N N 6.983 8.767 7.829 -2.217 -2.189 -0.791 "H2'" UVX 27 UVX "H3'" "H3'" H 0 1 N N N 8.906 7.028 7.058 -0.749 -0.219 -1.837 "H3'" UVX 28 UVX "HO3'" "HO3'" H 0 0 N Y N 10.312 8.532 6.242 -0.434 -2.401 -2.929 "HO3'" UVX 29 UVX "H5'" "H5'" H 0 1 N N N 8.959 6.569 3.273 2.471 -0.508 -1.551 "H5'" UVX 30 UVX "H5'A" "H5'A" H 0 0 N N N 10.135 7.543 4.206 1.678 1.023 -1.110 "H5'A" UVX 31 UVX "H7'" "H7'" H 0 1 N N N 6.040 11.237 4.929 -1.646 -4.472 0.461 "H7'" UVX 32 UVX "H7'A" "H7'A" H 0 0 N N N 5.655 10.868 6.722 0.113 -4.731 1.043 "H7'A" UVX 33 UVX "H8'" "H8'" H 0 1 N N N 8.366 9.464 4.069 1.774 -2.670 -0.223 "H8'" UVX 34 UVX "H8'A" "H8'A" H 0 0 N N N 6.911 8.616 3.598 1.311 -2.045 1.390 "H8'A" UVX 35 UVX HOP2 HOP2 H 0 0 N N N 12.008 3.560 5.139 3.522 2.984 0.561 HOP2 UVX 36 UVX HOP3 HOP3 H 0 0 N Y N 9.507 3.891 2.506 5.979 1.282 1.577 HOP3 UVX 37 UVX HN3 HN3 H 0 1 N N N 4.380 5.430 9.977 -5.602 0.647 0.688 HN3 UVX 38 # 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 UVX OP1 P DOUB N N 1 UVX OP3 P SING N N 2 UVX P "O5'" SING N N 3 UVX P OP2 SING N N 4 UVX "C1'" N1 SING N N 5 UVX N1 C6 SING N N 6 UVX N1 C2 SING N N 7 UVX O2 C2 DOUB N N 8 UVX C2 N3 SING N N 9 UVX N3 C4 SING N N 10 UVX C5 C4 SING N N 11 UVX C4 O4 DOUB N N 12 UVX C6 C5 DOUB N N 13 UVX C5 H5 SING N N 14 UVX C6 H6 SING N N 15 UVX "O4'" "C1'" SING N N 16 UVX "C1'" "C2'" SING N N 17 UVX "C1'" "H1'" SING N N 18 UVX "C6'" "C2'" SING N N 19 UVX "C3'" "C2'" SING N N 20 UVX "C2'" "H2'" SING N N 21 UVX "C4'" "C3'" SING N N 22 UVX "C3'" "O3'" SING N N 23 UVX "C3'" "H3'" SING N N 24 UVX "O3'" "HO3'" SING N N 25 UVX "C5'" "C4'" SING N N 26 UVX "C8'" "C4'" SING N N 27 UVX "C4'" "O4'" SING N N 28 UVX "C5'" "O5'" SING N N 29 UVX "C5'" "H5'" SING N N 30 UVX "C5'" "H5'A" SING N N 31 UVX "C8'" "C6'" SING N N 32 UVX "C6'" "C7'" DOUB N N 33 UVX "C7'" "H7'" SING N N 34 UVX "C7'" "H7'A" SING N N 35 UVX "C8'" "H8'" SING N N 36 UVX "C8'" "H8'A" SING N N 37 UVX OP2 HOP2 SING N N 38 UVX OP3 HOP3 SING N N 39 UVX N3 HN3 SING N N 40 # 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 UVX SMILES ACDLabs 12.01 "O=P(O)(O)OCC23OC(N1C(=O)NC(=O)C=C1)C(C(=C)\C2)C3O" UVX SMILES_CANONICAL CACTVS 3.370 "O[C@H]1[C@@H]2[C@@H](O[C@@]1(CO[P](O)(O)=O)CC2=C)N3C=CC(=O)NC3=O" UVX SMILES CACTVS 3.370 "O[CH]1[CH]2[CH](O[C]1(CO[P](O)(O)=O)CC2=C)N3C=CC(=O)NC3=O" UVX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C=C1C[C@]2([C@H]([C@@H]1[C@@H](O2)N3C=CC(=O)NC3=O)O)COP(=O)(O)O" UVX SMILES "OpenEye OEToolkits" 1.7.0 "C=C1CC2(C(C1C(O2)N3C=CC(=O)NC3=O)O)COP(=O)(O)O" UVX InChI InChI 1.03 "InChI=1S/C12H15N2O8P/c1-6-4-12(5-21-23(18,19)20)9(16)8(6)10(22-12)14-3-2-7(15)13-11(14)17/h2-3,8-10,16H,1,4-5H2,(H,13,15,17)(H2,18,19,20)/t8-,9+,10-,12-/m1/s1" UVX InChIKey InChI 1.03 OJPKMNNCEVWWCI-DTHBNOIPSA-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 UVX "SYSTEMATIC NAME" ACDLabs 12.01 "[(1R,3R,4R,7S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-7-hydroxy-5-methylidene-2-oxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate" UVX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(1R,4R,6R,7S)-6-(2,4-dioxopyrimidin-1-yl)-7-hydroxy-2-methylidene-5-oxabicyclo[2.2.1]heptan-4-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UVX "Create component" 2010-10-11 RCSB UVX "Modify descriptor" 2011-06-04 RCSB #