data_U3H # _chem_comp.id U3H _chem_comp.name ;3'-DEOXY-URIDINE 5'-TRIPHOSPHATE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H17 N2 O14 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-10-29 _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 470.158 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U3H _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1N38 _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 U3H N1 N1 N 0 1 N N N -6.942 90.522 18.839 -3.631 1.935 -0.629 N1 U3H 1 U3H C6 C6 C 0 1 N N N -7.598 91.303 19.767 -3.536 3.307 -0.788 C6 U3H 2 U3H C2 C2 C 0 1 N N R -7.271 88.957 19.130 -4.956 1.312 -0.632 C2 U3H 3 U3H O2 O2 O 0 1 N N N -6.790 88.068 18.427 -4.923 0.043 -1.276 O2 U3H 4 U3H N3 N3 N 0 1 N N N -8.122 88.668 20.193 -5.944 2.140 -1.314 N3 U3H 5 U3H C4 C4 C 0 1 N N N -8.721 89.585 21.059 -5.844 3.504 -1.502 C4 U3H 6 U3H O4 O4 O 0 1 N N N -9.450 89.170 21.964 -6.751 4.203 -1.948 O4 U3H 7 U3H C5 C5 C 0 1 N N N -8.422 90.980 20.793 -4.534 4.112 -1.164 C5 U3H 8 U3H "C1'" C1* C 0 1 N N R -6.002 90.824 17.673 -2.520 1.128 -0.211 "C1'" U3H 9 U3H "C2'" C2* C 0 1 N N R -6.572 90.563 16.265 -1.308 1.289 -1.113 "C2'" U3H 10 U3H "O2'" O2* O 0 1 N N N -5.733 89.653 15.572 -1.310 0.329 -2.151 "O2'" U3H 11 U3H "C3'" C3* C 0 1 N N N -6.708 91.889 15.575 -0.167 1.075 -0.146 "C3'" U3H 12 U3H "C4'" C4* C 0 1 N N S -5.806 92.800 16.375 -0.692 1.703 1.132 "C4'" U3H 13 U3H "O4'" O4* O 0 1 N N N -5.469 92.185 17.638 -2.120 1.530 1.107 "O4'" U3H 14 U3H "C5'" C5* C 0 1 N N N -6.331 94.247 16.275 -0.387 3.192 1.237 "C5'" U3H 15 U3H "O5'" O5* O 0 1 N N N -6.510 95.009 17.455 1.018 3.377 1.218 "O5'" U3H 16 U3H PA PA P 0 1 N N S -7.740 96.126 17.478 1.637 4.869 1.315 PA U3H 17 U3H O1A O1A O 0 1 N N N -7.160 97.538 17.132 3.137 4.932 1.284 O1A U3H 18 U3H O2A O2A O 0 1 N N N -8.341 96.105 18.911 0.970 5.495 2.649 O2A U3H 19 U3H O3A O3A O 0 1 N N N -8.749 95.515 16.260 0.916 5.687 0.123 O3A U3H 20 U3H PB PB P 0 1 N N R -9.071 96.346 14.858 1.005 5.534 -1.482 PB U3H 21 U3H O1B O1B O 0 1 N N N -10.009 95.415 13.995 0.582 4.204 -2.032 O1B U3H 22 U3H O2B O2B O 0 1 N N N -7.751 96.634 14.057 2.522 5.964 -1.839 O2B U3H 23 U3H O3B O3B O 0 1 N N N -9.988 97.703 15.261 0.120 6.792 -1.978 O3B U3H 24 U3H PG PG P 0 1 N N N -10.180 99.007 14.272 -1.454 7.128 -1.827 PG U3H 25 U3H O1G O1G O 0 1 N N N -9.417 99.212 12.919 -1.939 7.228 -0.411 O1G U3H 26 U3H O2G O2G O 0 1 N N N -11.102 100.171 14.871 -1.627 8.471 -2.709 O2G U3H 27 U3H O3G O3G O 0 1 N N N -8.895 99.598 14.993 -2.173 5.993 -2.725 O3G U3H 28 U3H H6 H6 H 0 1 N N N -7.432 92.389 19.670 -2.550 3.705 -0.578 H6 U3H 29 U3H "H2'" H2* H 0 1 N N N -6.764 88.038 18.751 -5.317 1.164 0.391 "H2'" U3H 30 U3H H3 H3 H 0 1 N N N -8.328 87.682 20.354 -6.771 1.677 -1.678 H3 U3H 31 U3H H5 H5 H 0 1 N N N -8.831 91.815 21.385 -4.405 5.181 -1.276 H5 U3H 32 U3H "H1'" H1* H 0 1 N N N -5.194 90.089 17.900 -2.844 0.082 -0.159 "H1'" U3H 33 U3H "H2''" *H2* H 0 0 N N N -7.579 90.087 16.305 -1.258 2.290 -1.557 "H2''" U3H 34 U3H HA HA H 0 1 N N N -6.084 89.492 14.704 -1.758 -0.457 -1.800 HA U3H 35 U3H "H3'" H3* H 0 1 N N N -6.487 91.865 14.482 0.001 0.000 -0.001 "H3'" U3H 36 U3H "H3'2" 2H3* H 0 0 N N N -7.757 92.251 15.474 0.779 1.503 -0.494 "H3'2" U3H 37 U3H "H4'" H4* H 0 1 N N N -4.777 92.932 15.965 -0.294 1.196 2.016 "H4'" U3H 38 U3H "H5'1" 1H5* H 0 0 N N N -5.670 94.817 15.580 -0.784 3.600 2.171 "H5'1" U3H 39 U3H "H5'2" 2H5* H 0 0 N N N -7.291 94.238 15.708 -0.826 3.734 0.394 "H5'2" U3H 40 U3H HO1 HO1 H 0 1 N N N -7.949 96.692 13.130 2.829 5.896 -2.768 HO1 U3H 41 U3H HO2 HO2 H 0 1 N N N -8.200 99.716 14.356 -3.152 5.937 -2.726 HO2 U3H 42 U3H HO3 HO3 H 0 1 N N N -11.285 99.992 15.786 -2.492 8.935 -2.704 HO3 U3H 43 U3H HO4 HO4 H 0 1 N N N -7.638 96.101 19.550 1.344 5.254 3.524 HO4 U3H 44 U3H HO5 HO5 H 0 1 N N N -6.666 88.394 17.544 -4.103 0.016 -1.796 HO5 U3H 45 # 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 U3H N1 C6 SING N N 1 U3H N1 C2 SING N N 2 U3H N1 "C1'" SING N N 3 U3H C6 C5 DOUB N N 4 U3H C6 H6 SING N N 5 U3H C2 O2 SING N N 6 U3H C2 N3 SING N N 7 U3H C2 "H2'" SING N N 8 U3H N3 C4 SING N N 9 U3H N3 H3 SING N N 10 U3H C4 O4 DOUB N N 11 U3H C4 C5 SING N N 12 U3H C5 H5 SING N N 13 U3H "C1'" "C2'" SING N N 14 U3H "C1'" "O4'" SING N N 15 U3H "C1'" "H1'" SING N N 16 U3H "C2'" "O2'" SING N N 17 U3H "C2'" "C3'" SING N N 18 U3H "C2'" "H2''" SING N N 19 U3H "O2'" HA SING N N 20 U3H "C3'" "C4'" SING N N 21 U3H "C3'" "H3'" SING N N 22 U3H "C3'" "H3'2" SING N N 23 U3H "C4'" "O4'" SING N N 24 U3H "C4'" "C5'" SING N N 25 U3H "C4'" "H4'" SING N N 26 U3H "C5'" "O5'" SING N N 27 U3H "C5'" "H5'1" SING N N 28 U3H "C5'" "H5'2" SING N N 29 U3H "O5'" PA SING N N 30 U3H PA O1A DOUB N N 31 U3H PA O2A SING N N 32 U3H PA O3A SING N N 33 U3H O3A PB SING N N 34 U3H PB O1B DOUB N N 35 U3H PB O2B SING N N 36 U3H PB O3B SING N N 37 U3H O3B PG SING N N 38 U3H PG O1G DOUB N N 39 U3H PG O2G SING N N 40 U3H PG O3G SING N N 41 U3H HO1 O2B SING N N 42 U3H HO2 O3G SING N N 43 U3H HO3 O2G SING N N 44 U3H HO4 O2A SING N N 45 U3H HO5 O2 SING N N 46 # 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 U3H SMILES ACDLabs 10.04 "O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC2OC(N1C=CC(=O)NC1O)C(O)C2" U3H SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1C[C@@H](CO[P@@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)O[C@H]1N2C=CC(=O)N[C@H]2O" U3H SMILES CACTVS 3.341 "O[CH]1C[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)O[CH]1N2C=CC(=O)N[CH]2O" U3H SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@H](O[C@H]([C@@H]1O)N2C=CC(=O)NC2O)CO[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O" U3H SMILES "OpenEye OEToolkits" 1.5.0 "C1C(OC(C1O)N2C=CC(=O)NC2O)COP(=O)(O)OP(=O)(O)OP(=O)(O)O" U3H InChI InChI 1.03 "InChI=1S/C9H17N2O14P3/c12-6-3-5(23-8(6)11-2-1-7(13)10-9(11)14)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8-9,12,14H,3-4H2,(H,10,13)(H,18,19)(H,20,21)(H2,15,16,17)/t5-,6+,8+,9+/m0/s1" U3H InChIKey InChI 1.03 CVEDUOUYNXHQBA-HIORRCEOSA-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 U3H "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-1-{3-deoxy-5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-erythro-pentofuranosyl}-2-hydroxy-2,3-dihydropyrimidin-4(1H)-one" U3H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,4R,5R)-4-hydroxy-5-(2-hydroxy-4-oxo-2,3-dihydropyrimidin-1-yl)oxolan-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen 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 U3H "Create component" 2002-10-29 RCSB U3H "Modify descriptor" 2011-06-04 RCSB #