data_HEU # _chem_comp.id HEU _chem_comp.name "3-(2-HYDROXYETHYL)-2'-DEOXYURIDINE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H17 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id DU _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-02-15 _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 352.234 _chem_comp.one_letter_code U _chem_comp.three_letter_code HEU _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1KXS _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 HEU P P P 0 1 N N N 2.544 9.583 0.888 -3.968 -1.665 3.118 P HEU 1 HEU OP2 O2P O 0 1 N N N 1.348 9.812 0.047 -3.912 -2.311 1.636 OP2 HEU 2 HEU OP1 O1P O 0 1 N N N 3.412 10.725 1.257 -4.406 -2.599 4.208 OP1 HEU 3 HEU "O5'" O5* O 0 1 N N N 3.456 8.474 0.156 -2.493 -1.028 3.315 "O5'" HEU 4 HEU "C5'" C5* C 0 1 N N N 4.726 8.121 0.670 -2.005 -0.136 2.327 "C5'" HEU 5 HEU "C4'" C4* C 0 1 N N R 5.230 6.831 0.017 -0.611 0.328 2.728 "C4'" HEU 6 HEU "O4'" O4* O 0 1 N N N 4.212 5.851 0.139 0.247 -0.829 2.764 "O4'" HEU 7 HEU "C1'" C1* C 0 1 N N R 3.939 5.304 -1.134 1.157 -0.778 1.657 "C1'" HEU 8 HEU N1 N1 N 0 1 N N N 2.507 4.885 -1.208 1.164 -2.047 0.989 N1 HEU 9 HEU C2 C2 C 0 1 N N N 2.198 3.551 -0.931 2.355 -2.515 0.384 C2 HEU 10 HEU O2 O2 O 0 1 N N N 3.067 2.734 -0.627 3.405 -1.864 0.404 O2 HEU 11 HEU N3 N3 N 0 1 N N N 0.851 3.190 -0.991 2.256 -3.784 -0.249 N3 HEU 12 HEU C7 C7 C 0 1 N N N 0.529 1.737 -0.975 3.462 -4.315 -0.877 C7 HEU 13 HEU C8 C8 C 0 1 N N N 0.766 1.176 -2.379 3.524 -3.860 -2.323 C8 HEU 14 HEU O9 O9 O 0 1 N N N 2.091 0.710 -2.476 2.397 -4.367 -3.027 O9 HEU 15 HEU C4 C4 C 0 1 N N N -0.201 4.071 -1.237 1.097 -4.568 -0.319 C4 HEU 16 HEU O4 O4 O 0 1 N N N -1.369 3.691 -1.284 0.995 -5.660 -0.874 O4 HEU 17 HEU C5 C5 C 0 1 N N N 0.202 5.442 -1.442 -0.088 -3.989 0.346 C5 HEU 18 HEU C6 C6 C 0 1 N N N 1.504 5.799 -1.430 0.004 -2.803 0.943 C6 HEU 19 HEU "C3'" C3* C 0 1 N N S 5.580 6.984 -1.472 0.008 1.286 1.720 "C3'" HEU 20 HEU "C2'" C2* C 0 1 N N N 4.366 6.363 -2.156 0.710 0.360 0.754 "C2'" HEU 21 HEU "O3'" O3* O 0 1 N N N 6.775 6.265 -1.724 0.965 2.121 2.368 "O3'" HEU 22 HEU OP3 O3P O 0 1 N Y N ? ? ? -4.901 -0.360 2.920 OP3 HEU 23 HEU HOP2 2HOP H 0 0 N N N 0.791 9.079 -0.189 -4.684 -2.823 1.313 HOP2 HEU 24 HEU "H5'" 1H5* H 0 1 N N N 4.645 7.941 1.744 -1.971 -0.654 1.366 "H5'" HEU 25 HEU "H5''" 2H5* H 0 0 N N N 5.439 8.929 0.503 -2.683 0.718 2.254 "H5''" HEU 26 HEU "H4'" H4* H 0 1 N N N 6.114 6.502 0.565 -0.644 0.753 3.736 "H4'" HEU 27 HEU "H1'" H1* H 0 1 N N N 4.615 4.460 -1.282 2.163 -0.604 2.054 "H1'" HEU 28 HEU H71 1H7 H 0 1 N N N -0.511 1.567 -0.702 3.434 -5.406 -0.805 H71 HEU 29 HEU H72 2H7 H 0 1 N N N 1.138 1.202 -0.248 4.328 -3.941 -0.322 H72 HEU 30 HEU H81 1H8 H 0 1 N N N 0.590 1.954 -3.123 4.426 -4.254 -2.802 H81 HEU 31 HEU H82 2H8 H 0 1 N N N 0.087 0.351 -2.583 3.526 -2.768 -2.402 H82 HEU 32 HEU H9 H9 H 0 1 N N N 2.188 -0.035 -1.876 2.095 -3.659 -3.619 H9 HEU 33 HEU H5 H5 H 0 1 N N N -0.554 6.194 -1.615 -1.015 -4.549 0.331 H5 HEU 34 HEU H6 H6 H 0 1 N N N 1.724 6.847 -1.562 -0.860 -2.367 1.434 H6 HEU 35 HEU "H3'" H3* H 0 1 N N N 5.709 8.032 -1.750 -0.722 1.941 1.236 "H3'" HEU 36 HEU "H2'" 1H2* H 0 1 N N N 3.643 7.163 -2.287 -0.003 -0.001 0.003 "H2'" HEU 37 HEU "H2''" 2H2* H 0 0 N N N 4.587 5.917 -3.126 1.556 0.818 0.232 "H2''" HEU 38 HEU "HO3'" H3T H 0 0 N Y N 6.991 6.359 -2.644 0.737 3.043 2.154 "HO3'" HEU 39 HEU HOP3 3HOP H 0 0 N N N 0.767 -0.147 0.539 -5.874 -0.475 2.871 HOP3 HEU 40 # 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 HEU P OP2 SING N N 1 HEU P OP1 DOUB N N 2 HEU P "O5'" SING N N 3 HEU P OP3 SING N N 4 HEU OP2 HOP2 SING N N 5 HEU "O5'" "C5'" SING N N 6 HEU "C5'" "C4'" SING N N 7 HEU "C5'" "H5'" SING N N 8 HEU "C5'" "H5''" SING N N 9 HEU "C4'" "O4'" SING N N 10 HEU "C4'" "C3'" SING N N 11 HEU "C4'" "H4'" SING N N 12 HEU "O4'" "C1'" SING N N 13 HEU "C1'" N1 SING N N 14 HEU "C1'" "C2'" SING N N 15 HEU "C1'" "H1'" SING N N 16 HEU N1 C2 SING N N 17 HEU N1 C6 SING N N 18 HEU C2 O2 DOUB N N 19 HEU C2 N3 SING N N 20 HEU N3 C7 SING N N 21 HEU N3 C4 SING N N 22 HEU C7 C8 SING N N 23 HEU C7 H71 SING N N 24 HEU C7 H72 SING N N 25 HEU C8 O9 SING N N 26 HEU C8 H81 SING N N 27 HEU C8 H82 SING N N 28 HEU O9 H9 SING N N 29 HEU C4 O4 DOUB N N 30 HEU C4 C5 SING N N 31 HEU C5 C6 DOUB N N 32 HEU C5 H5 SING N N 33 HEU C6 H6 SING N N 34 HEU "C3'" "C2'" SING N N 35 HEU "C3'" "O3'" SING N N 36 HEU "C3'" "H3'" SING N N 37 HEU "C2'" "H2'" SING N N 38 HEU "C2'" "H2''" SING N N 39 HEU "O3'" "HO3'" SING N N 40 HEU OP3 HOP3 SING N N 41 # 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 HEU SMILES ACDLabs 10.04 "O=C1N(C(=O)N(C=C1)C2OC(C(O)C2)COP(=O)(O)O)CCO" HEU SMILES_CANONICAL CACTVS 3.341 "OCCN1C(=O)C=CN([C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2)C1=O" HEU SMILES CACTVS 3.341 "OCCN1C(=O)C=CN([CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2)C1=O" HEU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)N(C2=O)CCO)COP(=O)(O)O)O" HEU SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=CC(=O)N(C2=O)CCO)COP(=O)(O)O)O" HEU InChI InChI 1.03 "InChI=1S/C11H17N2O9P/c14-4-3-12-9(16)1-2-13(11(12)17)10-5-7(15)8(22-10)6-21-23(18,19)20/h1-2,7-8,10,14-15H,3-6H2,(H2,18,19,20)/t7-,8+,10+/m0/s1" HEU InChIKey InChI 1.03 GBGSUYUQSAGQFW-QXFUBDJGSA-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 HEU "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-3-(2-hydroxyethyl)uridine 5'-(dihydrogen phosphate) ; HEU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[3-(2-hydroxyethyl)-2,4-dioxo-pyrimidin-1-yl]oxolan-2-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 HEU "Create component" 2002-02-15 RCSB HEU "Modify descriptor" 2011-06-04 RCSB #