data_U33 # _chem_comp.id U33 _chem_comp.name ;5-BROMO-2'-DEOXY URIDINE ; _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H11 Br N2 O5" _chem_comp.mon_nstd_parent_comp_id DU _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1993-07-15 _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 307.098 _chem_comp.one_letter_code U _chem_comp.three_letter_code U33 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 U33 N1 N1 N 0 1 N N N 8.294 0.126 8.731 -0.060 -0.189 0.199 N1 U33 1 U33 C2 C2 C 0 1 N N N 7.348 1.114 8.506 1.278 -0.077 0.272 C2 U33 2 U33 N3 N3 N 0 1 N N N 7.836 2.397 8.452 2.021 0.069 -0.839 N3 U33 3 U33 C4 C4 C 0 1 N N N 9.160 2.783 8.596 1.431 0.119 -2.051 C4 U33 4 U33 C5 C5 C 0 1 N N N 10.088 1.700 8.801 0.022 0.008 -2.142 C5 U33 5 U33 C6 C6 C 0 1 N N N 9.628 0.453 8.846 -0.699 -0.144 -1.010 C6 U33 6 U33 O2 O2 O 0 1 N N N 6.159 0.882 8.402 1.824 -0.120 1.357 O2 U33 7 U33 O4 O4 O 0 1 N N N 9.479 3.970 8.536 2.103 0.257 -3.057 O4 U33 8 U33 "C1'" C1* C 0 1 N N R 7.847 -1.280 8.781 -0.842 -0.354 1.427 "C1'" U33 9 U33 "C2'" C2* C 0 1 N N N 8.005 -1.974 7.283 -0.400 -1.631 2.166 "C2'" U33 10 U33 "C3'" C3* C 0 1 N N S 8.048 -3.440 7.707 0.050 -1.128 3.561 "C3'" U33 11 U33 "C4'" C4* C 0 1 N N R 8.778 -3.400 9.186 -0.668 0.240 3.658 "C4'" U33 12 U33 "O3'" O3* O 0 1 N N N 6.762 -4.078 7.812 -0.389 -2.016 4.590 "O3'" U33 13 U33 "O4'" O4* O 0 1 N N N 8.513 -2.119 9.840 -0.605 0.754 2.310 "O4'" U33 14 U33 "C5'" C5* C 0 1 N N N 10.249 -3.721 9.166 0.068 1.170 4.624 "C5'" U33 15 U33 "O5'" O5* O 0 1 N N N 10.916 -2.706 8.307 -0.585 2.440 4.656 "O5'" U33 16 U33 BR BR BR 0 0 N N N 11.853 2.011 9.031 -0.837 0.074 -3.825 BR U33 17 U33 H3 H3 H 0 1 N N N 7.156 3.140 8.290 2.986 0.144 -0.769 H3 U33 18 U33 H6 H6 H 0 1 N N N 10.355 -0.365 8.983 -1.774 -0.230 -1.060 H6 U33 19 U33 "H1'" H1* H 0 1 N N N 6.758 -1.265 9.018 -1.903 -0.415 1.185 "H1'" U33 20 U33 "H2'1" 1H2* H 0 0 N N N 7.232 -1.701 6.528 -1.236 -2.324 2.265 "H2'1" U33 21 U33 "H2'2" 2H2* H 0 0 N N N 8.856 -1.615 6.659 0.430 -2.106 1.644 "H2'2" U33 22 U33 "H3'" H3* H 0 1 N N N 8.687 -4.012 6.995 1.132 -0.999 3.597 "H3'" U33 23 U33 "H4'" H4* H 0 1 N N N 8.287 -4.185 9.807 -1.704 0.108 3.970 "H4'" U33 24 U33 HA HA H 0 1 N N N 6.342 -4.101 6.960 0.025 -2.872 4.417 HA U33 25 U33 "H5'1" 1H5* H 0 0 N N N 10.694 -3.787 10.186 1.097 1.299 4.289 "H5'1" U33 26 U33 "H5'2" 2H5* H 0 0 N N N 10.461 -4.768 8.847 0.064 0.733 5.623 "H5'2" U33 27 U33 "H5'" H5* H 0 1 N N N 11.844 -2.908 8.294 -0.089 2.994 5.275 "H5'" U33 28 # 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 U33 N1 C2 SING N N 1 U33 N1 C6 SING N N 2 U33 N1 "C1'" SING N N 3 U33 C2 N3 SING N N 4 U33 C2 O2 DOUB N N 5 U33 N3 C4 SING N N 6 U33 N3 H3 SING N N 7 U33 C4 C5 SING N N 8 U33 C4 O4 DOUB N N 9 U33 C5 C6 DOUB N N 10 U33 C5 BR SING N N 11 U33 C6 H6 SING N N 12 U33 "C1'" "C2'" SING N N 13 U33 "C1'" "O4'" SING N N 14 U33 "C1'" "H1'" SING N N 15 U33 "C2'" "C3'" SING N N 16 U33 "C2'" "H2'1" SING N N 17 U33 "C2'" "H2'2" SING N N 18 U33 "C3'" "C4'" SING N N 19 U33 "C3'" "O3'" SING N N 20 U33 "C3'" "H3'" SING N N 21 U33 "C4'" "O4'" SING N N 22 U33 "C4'" "C5'" SING N N 23 U33 "C4'" "H4'" SING N N 24 U33 "O3'" HA SING N N 25 U33 "C5'" "O5'" SING N N 26 U33 "C5'" "H5'1" SING N N 27 U33 "C5'" "H5'2" SING N N 28 U33 "O5'" "H5'" SING N N 29 # 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 U33 SMILES ACDLabs 10.04 "BrC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)CO" U33 SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(Br)C(=O)NC2=O" U33 SMILES CACTVS 3.341 "OC[CH]1O[CH](C[CH]1O)N2C=C(Br)C(=O)NC2=O" U33 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)Br)CO)O" U33 SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=O)NC2=O)Br)CO)O" U33 InChI InChI 1.03 "InChI=1S/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1" U33 InChIKey InChI 1.03 WOVKYSAHUYNSMH-RRKCRQDMSA-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 U33 "SYSTEMATIC NAME" ACDLabs 10.04 "5-bromo-2'-deoxyuridine" U33 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U33 "Create component" 1993-07-15 RCSB U33 "Modify descriptor" 2011-06-04 RCSB #