data_44P # _chem_comp.id 44P _chem_comp.name "5'-O-[(S)-HYDROXY(PHOSPHONOMETHYL)PHOSPHORYL]URIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H16 N2 O11 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-07 _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 402.188 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 44P _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 2XGS _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 44P N1 N1 N 0 1 N N N -12.238 7.069 3.097 -3.618 0.417 0.174 N1 44P 1 44P C2 C2 C 0 1 N N N -11.835 7.467 4.436 -4.630 0.798 0.975 C2 44P 2 44P O2 O2 O 0 1 N N N -11.907 8.621 4.864 -4.896 0.137 1.960 O2 44P 3 44P N3 N3 N 0 1 N N N -11.330 6.500 5.325 -5.350 1.902 0.701 N3 44P 4 44P C4 C4 C 0 1 N N N -11.206 5.157 4.956 -5.067 2.646 -0.387 C4 44P 5 44P O4 O4 O 0 1 N N N -10.760 4.348 5.778 -5.718 3.645 -0.635 O4 44P 6 44P C5 C5 C 0 1 N N N -11.601 4.767 3.677 -4.005 2.256 -1.238 C5 44P 7 44P C6 C6 C 0 1 N N N -12.114 5.695 2.753 -3.299 1.144 -0.940 C6 44P 8 44P PA PA P 0 1 N N N -15.930 6.239 -2.657 2.903 -0.349 -0.317 PA 44P 9 44P PB PB P 0 1 N N N -15.220 7.704 -5.246 5.483 0.973 0.360 PB 44P 10 44P "C1'" "C1'" C 0 1 N N R -12.820 8.042 2.095 -2.848 -0.786 0.500 "C1'" 44P 11 44P O1A O1A O 0 1 N N N -17.365 6.278 -2.284 2.729 0.637 -1.578 O1A 44P 12 44P O1B O1B O 0 1 N N N -15.725 6.314 -5.982 5.323 1.879 -0.798 O1B 44P 13 44P "C2'" "C2'" C 0 1 N N R -12.002 8.718 0.953 -3.006 -1.854 -0.612 "C2'" 44P 14 44P "O2'" "O2'" O 0 1 N N N -11.243 9.864 1.358 -4.167 -2.657 -0.386 "O2'" 44P 15 44P O2A O2A O 0 1 N N N -15.372 5.040 -3.337 3.636 -1.564 -0.739 O2A 44P 16 44P O2B O2B O 0 1 N N N -13.758 7.894 -5.406 6.310 1.724 1.519 O2B 44P 17 44P "C3'" "C3'" C 0 1 N N S -13.122 9.178 0.038 -1.715 -2.691 -0.443 "C3'" 44P 18 44P "O3'" "O3'" O 0 1 N N N -13.773 10.321 0.573 -1.977 -3.865 0.329 "O3'" 44P 19 44P C3A C3A C 0 1 N N N -15.604 7.773 -3.497 3.840 0.501 0.995 C3A 44P 20 44P O3B O3B O 0 1 N N N -16.122 8.924 -5.898 6.280 -0.349 -0.098 O3B 44P 21 44P "C4'" "C4'" C 0 1 N N R -14.117 8.015 0.089 -0.752 -1.753 0.311 "C4'" 44P 22 44P "O4'" "O4'" O 0 1 N N N -13.866 7.296 1.336 -1.433 -0.499 0.498 "O4'" 44P 23 44P "C5'" "C5'" C 0 1 N N N -13.933 7.113 -1.130 0.519 -1.540 -0.513 "C5'" 44P 24 44P "O5'" "O5'" O 0 1 N N N -15.131 6.401 -1.293 1.452 -0.766 0.243 "O5'" 44P 25 44P H5 H5 H 0 1 N N N -11.511 3.730 3.390 -3.764 2.839 -2.115 H5 44P 26 44P H6 H6 H 0 1 N N N -12.417 5.360 1.772 -2.485 0.831 -1.578 H6 44P 27 44P "H1'" "H1'" H 0 1 N N N -13.064 8.873 2.773 -3.157 -1.188 1.465 "H1'" 44P 28 44P HO1A HO1A H 0 0 N N N -17.447 6.286 -1.338 2.256 1.456 -1.374 HO1A 44P 29 44P "H2'" "H2'" H 0 1 N N N -11.252 8.033 0.531 -3.043 -1.388 -1.596 "H2'" 44P 30 44P "HO2'" "HO2'" H 0 0 N N N -11.075 9.819 2.292 -4.309 -3.340 -1.056 "HO2'" 44P 31 44P HO2B HO2B H 0 0 N N N -13.543 7.935 -6.330 7.196 2.004 1.252 HO2B 44P 32 44P "H3'" "H3'" H 0 1 N N N -12.755 9.434 -0.967 -1.303 -2.957 -1.417 "H3'" 44P 33 44P "HO3'" "HO3'" H 0 0 N N N -13.918 10.197 1.504 -2.622 -4.464 -0.073 "HO3'" 44P 34 44P H3A H3A H 0 1 N N N -16.509 8.390 -3.395 3.300 1.396 1.305 H3A 44P 35 44P H3AA H3AA H 0 0 N N N -14.692 8.165 -3.024 3.958 -0.167 1.848 H3AA 44P 36 44P HO3B HO3B H 0 0 N N N -16.295 9.580 -5.233 6.422 -0.989 0.612 HO3B 44P 37 44P "H4'" "H4'" H 0 1 N N N -15.157 8.372 0.065 -0.500 -2.183 1.281 "H4'" 44P 38 44P "H5'" "H5'" H 0 1 N N N -13.722 7.717 -2.025 0.961 -2.506 -0.756 "H5'" 44P 39 44P "H5'A" "H5'A" H 0 0 N N N -13.085 6.428 -0.987 0.270 -1.013 -1.434 "H5'A" 44P 40 44P HN3 HN3 H 0 1 N N N -11.053 6.780 6.244 -6.076 2.162 1.289 HN3 44P 41 # 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 44P "C1'" N1 SING N N 1 44P C6 N1 SING N N 2 44P N1 C2 SING N N 3 44P C2 O2 DOUB N N 4 44P C2 N3 SING N N 5 44P C4 N3 SING N N 6 44P C5 C4 SING N N 7 44P C4 O4 DOUB N N 8 44P C6 C5 DOUB N N 9 44P C5 H5 SING N N 10 44P C6 H6 SING N N 11 44P C3A PA SING N N 12 44P O2A PA DOUB N N 13 44P PA O1A SING N N 14 44P PA "O5'" SING N N 15 44P O1B PB DOUB N N 16 44P O3B PB SING N N 17 44P O2B PB SING N N 18 44P PB C3A SING N N 19 44P "C2'" "C1'" SING N N 20 44P "O4'" "C1'" SING N N 21 44P "C1'" "H1'" SING N N 22 44P O1A HO1A SING N N 23 44P "C3'" "C2'" SING N N 24 44P "C2'" "O2'" SING N N 25 44P "C2'" "H2'" SING N N 26 44P "O2'" "HO2'" SING N N 27 44P O2B HO2B SING N N 28 44P "C3'" "C4'" SING N N 29 44P "C3'" "O3'" SING N N 30 44P "C3'" "H3'" SING N N 31 44P "O3'" "HO3'" SING N N 32 44P C3A H3A SING N N 33 44P C3A H3AA SING N N 34 44P O3B HO3B SING N N 35 44P "C5'" "C4'" SING N N 36 44P "C4'" "O4'" SING N N 37 44P "C4'" "H4'" SING N N 38 44P "O5'" "C5'" SING N N 39 44P "C5'" "H5'" SING N N 40 44P "C5'" "H5'A" SING N N 41 44P N3 HN3 SING N N 42 # 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 44P SMILES ACDLabs 10.04 "O=P(O)(O)CP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O" 44P SMILES_CANONICAL CACTVS 3.352 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(=O)C[P](O)(O)=O)N2C=CC(=O)NC2=O" 44P SMILES CACTVS 3.352 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)C[P](O)(O)=O)N2C=CC(=O)NC2=O" 44P SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@](=O)(CP(=O)(O)O)O)O)O" 44P SMILES "OpenEye OEToolkits" 1.6.1 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(CP(=O)(O)O)O)O)O" 44P InChI InChI 1.03 "InChI=1S/C10H16N2O11P2/c13-6-1-2-12(10(16)11-6)9-8(15)7(14)5(23-9)3-22-25(20,21)4-24(17,18)19/h1-2,5,7-9,14-15H,3-4H2,(H,20,21)(H,11,13,16)(H2,17,18,19)/t5-,7-,8-,9-/m1/s1" 44P InChIKey InChI 1.03 PDEGDTTUBZXACY-ZOQUXTDFSA-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 44P "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(S)-hydroxy(phosphonomethyl)phosphoryl]uridine" 44P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]methylphosphonic 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 44P "Create component" 2010-06-07 EBI 44P "Modify descriptor" 2011-06-04 RCSB #