data_UCL # _chem_comp.id UCL _chem_comp.name ;5-CHLORO-2'-DEOXYURIDINE 5'-(DIHYDROGEN PHOSPHATE) ; _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H12 Cl 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 2006-09-07 _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 342.627 _chem_comp.one_letter_code U _chem_comp.three_letter_code UCL _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 UCL O3P O3P O 0 1 N Y N -6.120 12.318 25.549 -5.526 0.037 -0.092 O3P UCL 1 UCL P P P 0 1 N N N -6.568 12.635 27.040 -4.538 -1.004 0.268 P UCL 2 UCL O1P O1P O 0 1 N N N -5.683 11.818 27.900 -4.158 -1.860 -1.041 O1P UCL 3 UCL O2P O2P O 0 1 N N N -6.453 14.121 27.257 -5.170 -1.980 1.382 O2P UCL 4 UCL "O5'" O5* O 0 1 N N N -8.104 12.165 27.123 -3.213 -0.305 0.857 "O5'" UCL 5 UCL "C5'" C5* C 0 1 N N N -8.467 10.813 27.534 -2.768 0.631 -0.127 "C5'" UCL 6 UCL "C4'" C4* C 0 1 N N R -9.799 10.881 28.236 -1.504 1.334 0.373 "C4'" UCL 7 UCL "O4'" O4* O 0 1 N N N -9.711 11.337 29.573 -0.410 0.393 0.470 "O4'" UCL 8 UCL "C3'" C3* C 0 1 N N S -10.746 11.956 27.606 -1.026 2.387 -0.651 "C3'" UCL 9 UCL "O3'" O3* O 0 1 N N N -12.086 11.570 27.823 -1.464 3.693 -0.268 "O3'" UCL 10 UCL "C2'" C2* C 0 1 N N N -10.162 13.116 28.368 0.515 2.296 -0.596 "C2'" UCL 11 UCL "C1'" C1* C 0 1 N N R -10.282 12.700 29.798 0.789 1.198 0.456 "C1'" UCL 12 UCL N1 N1 N 0 1 N N N -9.317 13.297 30.657 1.945 0.389 0.060 N1 UCL 13 UCL C2 C2 C 0 1 N N N -9.674 13.302 32.044 1.878 -0.371 -1.048 C2 UCL 14 UCL O2 O2 O 0 1 N N N -10.709 12.877 32.548 0.859 -0.374 -1.712 O2 UCL 15 UCL N3 N3 N 0 1 N N N -8.827 13.878 32.953 2.926 -1.120 -1.438 N3 UCL 16 UCL C4 C4 C 0 1 N N N -7.606 14.437 32.667 4.063 -1.128 -0.713 C4 UCL 17 UCL O4 O4 O 0 1 N N N -6.881 14.935 33.516 5.009 -1.810 -1.063 O4 UCL 18 UCL C5 C5 C 0 1 N N N -7.260 14.396 31.289 4.145 -0.337 0.459 C5 UCL 19 UCL C6 C6 C 0 1 N N N -8.159 13.858 30.498 3.081 0.409 0.824 C6 UCL 20 UCL CL CL CL 0 0 N N N -5.695 15.031 30.820 5.596 -0.327 1.413 CL UCL 21 UCL HO1P HO1P H 0 0 N N N -4.869 11.643 27.442 -3.514 -2.525 -0.763 HO1P UCL 22 UCL HO2P HO2P H 0 0 N N N -6.429 14.304 28.189 -5.960 -2.377 0.990 HO2P UCL 23 UCL "H5'1" 1H5* H 0 0 N N N -8.540 10.159 26.652 -3.549 1.370 -0.303 "H5'1" UCL 24 UCL "H5'2" 2H5* H 0 0 N N N -7.701 10.401 28.208 -2.549 0.105 -1.056 "H5'2" UCL 25 UCL "H4'" H4* H 0 1 N N N -10.165 9.847 28.154 -1.688 1.803 1.339 "H4'" UCL 26 UCL "H3'" H3* H 0 1 N N N -10.790 12.150 26.524 -1.388 2.142 -1.649 "H3'" UCL 27 UCL "HO3'" HO3* H 0 0 N N N -12.244 11.483 28.756 -1.112 4.309 -0.924 "HO3'" UCL 28 UCL "H2'1" 1H2* H 0 0 N N N -9.113 13.293 28.088 0.915 2.003 -1.567 "H2'1" UCL 29 UCL "H2'2" 2H2* H 0 0 N N N -10.680 14.063 28.158 0.944 3.246 -0.277 "H2'2" UCL 30 UCL "H1'" H1* H 0 1 N N N -11.274 12.886 30.236 0.958 1.645 1.435 "H1'" UCL 31 UCL HN3 HN3 H 0 1 N N N -9.124 13.893 33.908 2.861 -1.660 -2.242 HN3 UCL 32 UCL H6 H6 H 0 1 N N N -7.861 13.891 29.460 3.125 1.019 1.714 H6 UCL 33 # 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 UCL O3P P DOUB N N 1 UCL P O1P SING N N 2 UCL P O2P SING N N 3 UCL P "O5'" SING N N 4 UCL O1P HO1P SING N N 5 UCL O2P HO2P SING N N 6 UCL "O5'" "C5'" SING N N 7 UCL "C5'" "C4'" SING N N 8 UCL "C5'" "H5'1" SING N N 9 UCL "C5'" "H5'2" SING N N 10 UCL "C4'" "O4'" SING N N 11 UCL "C4'" "C3'" SING N N 12 UCL "C4'" "H4'" SING N N 13 UCL "O4'" "C1'" SING N N 14 UCL "C3'" "O3'" SING N N 15 UCL "C3'" "C2'" SING N N 16 UCL "C3'" "H3'" SING N N 17 UCL "O3'" "HO3'" SING N N 18 UCL "C2'" "C1'" SING N N 19 UCL "C2'" "H2'1" SING N N 20 UCL "C2'" "H2'2" SING N N 21 UCL "C1'" N1 SING N N 22 UCL "C1'" "H1'" SING N N 23 UCL N1 C2 SING N N 24 UCL N1 C6 SING N N 25 UCL C2 O2 DOUB N N 26 UCL C2 N3 SING N N 27 UCL N3 C4 SING N N 28 UCL N3 HN3 SING N N 29 UCL C4 O4 DOUB N N 30 UCL C4 C5 SING N N 31 UCL C5 C6 DOUB N N 32 UCL C5 CL SING N N 33 UCL C6 H6 SING N N 34 # 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 UCL SMILES ACDLabs 10.04 "ClC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O" UCL SMILES_CANONICAL CACTVS 3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(Cl)C(=O)NC2=O" UCL SMILES CACTVS 3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C(Cl)C(=O)NC2=O" UCL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)Cl)COP(=O)(O)O)O" UCL SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=O)NC2=O)Cl)COP(=O)(O)O)O" UCL InChI InChI 1.03 "InChI=1S/C9H12ClN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1" UCL InChIKey InChI 1.03 RBQXEHDSKLSKLJ-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 UCL "SYSTEMATIC NAME" ACDLabs 10.04 ;5-chloro-2'-deoxyuridine 5'-(dihydrogen phosphate) ; UCL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(5-chloro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-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 UCL "Create component" 2006-09-07 RCSB UCL "Modify descriptor" 2011-06-04 RCSB #