data_UFB # _chem_comp.id UFB _chem_comp.name ;2'-F,4'-beta-OMe Uridine 5'-(dihydrogen phosphate) ; _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H14 F N2 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-06 _chem_comp.pdbx_modified_date 2018-08-24 _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 356.198 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UFB _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 6CY0 _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 UFB "C1'" C1 C 0 1 N N R 15.452 -14.588 4.405 1.373 -1.192 -0.894 "C1'" UFB 1 UFB C2 C2 C 0 1 N N N 13.172 -14.412 5.278 2.926 0.648 -1.231 C2 UFB 2 UFB "C2'" C3 C 0 1 N N R 16.205 -15.751 5.055 1.304 -2.412 0.051 "C2'" UFB 3 UFB "C3'" C4 C 0 1 N N R 16.121 -16.769 3.964 0.100 -2.108 0.970 "C3'" UFB 4 UFB C4 C5 C 0 1 N N N 11.210 -14.668 3.885 4.093 1.648 0.528 C4 UFB 5 UFB "C4'" C6 C 0 1 N N S 16.460 -15.910 2.735 -0.417 -0.740 0.471 "C4'" UFB 6 UFB C5 C7 C 0 1 N N N 12.033 -14.893 2.790 3.461 0.765 1.436 C5 UFB 7 UFB "C5'" C8 C 0 1 N N N 17.979 -15.755 2.543 -1.944 -0.693 0.534 "C5'" UFB 8 UFB C6 C9 C 0 1 N N N 13.415 -14.874 2.954 2.586 -0.148 0.962 C6 UFB 9 UFB CM C10 C 0 1 N N N 15.973 -15.753 0.385 -0.097 1.622 0.720 CM UFB 10 UFB "F2'" F1 F 0 1 N N N 17.484 -15.377 5.244 1.081 -3.585 -0.679 "F2'" UFB 11 UFB N1 N1 N 0 1 N N N 13.973 -14.650 4.226 2.322 -0.201 -0.380 N1 UFB 12 UFB N3 N2 N 0 1 N N N 11.782 -14.426 5.133 3.806 1.564 -0.786 N3 UFB 13 UFB O2 O1 O 0 1 N N N 13.651 -14.195 6.390 2.676 0.584 -2.419 O2 UFB 14 UFB "O3'" O2 O 0 1 N N N 17.130 -17.802 4.091 -0.909 -3.109 0.820 "O3'" UFB 15 UFB O4 O3 O 0 1 N N N 9.986 -14.678 3.765 4.889 2.477 0.932 O4 UFB 16 UFB "O4'" O4 O 0 1 N N N 15.997 -14.552 3.049 0.033 -0.653 -0.898 "O4'" UFB 17 UFB "O5'" O5 O 0 1 N N N 18.581 -15.182 3.700 -2.409 0.513 -0.076 "O5'" UFB 18 UFB OM O6 O 0 1 N N N 15.919 -16.562 1.564 0.147 0.318 1.249 OM UFB 19 UFB OP1 O7 O 0 1 N N N 20.966 -15.220 4.638 -4.131 2.249 -1.042 OP1 UFB 20 UFB OP2 O8 O 0 1 N N N 20.560 -14.900 2.115 -4.699 -0.204 -0.860 OP2 UFB 21 UFB P P1 P 0 1 N N N 20.074 -14.613 3.622 -3.969 0.894 -0.187 P UFB 22 UFB OP3 O9 O 0 1 N Y N 19.916 -13.034 3.874 -4.575 1.116 1.288 OP3 UFB 23 UFB "H1'" H1 H 0 1 N N N 15.714 -13.659 4.933 1.659 -1.505 -1.898 "H1'" UFB 24 UFB "H2'" H2 H 0 1 N N N 15.696 -16.092 5.968 2.221 -2.495 0.634 "H2'" UFB 25 UFB "H3'" H3 H 0 1 N N N 15.107 -17.187 3.881 0.420 -2.042 2.009 "H3'" UFB 26 UFB H5 H4 H 0 1 N N N 11.604 -15.082 1.817 3.678 0.817 2.492 H5 UFB 27 UFB "H5'" H5 H 0 1 N N N 18.422 -16.745 2.359 -2.357 -1.551 0.003 "H5'" UFB 28 UFB H5S H6 H 0 1 N N N 18.168 -15.102 1.678 -2.266 -0.721 1.575 H5S UFB 29 UFB H6 H7 H 0 1 N N N 14.061 -15.032 2.103 2.094 -0.831 1.639 H6 UFB 30 UFB HM3 H8 H 0 1 N N N 15.547 -16.310 -0.462 0.469 2.358 1.290 HM3 UFB 31 UFB HM1 H9 H 0 1 N N N 15.394 -14.831 0.546 0.213 1.655 -0.325 HM1 UFB 32 UFB HM2 H10 H 0 1 N N N 17.019 -15.495 0.165 -1.161 1.849 0.790 HM2 UFB 33 UFB H3 H11 H 0 1 N N N 11.196 -14.262 5.927 4.236 2.165 -1.414 H3 UFB 34 UFB H1 H12 H 0 1 N N N 16.936 -18.344 4.847 -0.618 -4.000 1.062 H1 UFB 35 UFB H2 H13 H 0 1 N N N 21.677 -15.677 4.204 -5.047 2.539 -1.150 H2 UFB 36 UFB HOP3 H14 H 0 0 N Y N 20.141 -12.562 3.081 -4.143 1.822 1.788 HOP3 UFB 37 # 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 UFB CM OM SING N N 1 UFB OM "C4'" SING N N 2 UFB OP2 P DOUB N N 3 UFB "C5'" "C4'" SING N N 4 UFB "C5'" "O5'" SING N N 5 UFB "C4'" "O4'" SING N N 6 UFB "C4'" "C3'" SING N N 7 UFB C5 C6 DOUB N N 8 UFB C5 C4 SING N N 9 UFB C6 N1 SING N N 10 UFB "O4'" "C1'" SING N N 11 UFB P "O5'" SING N N 12 UFB P OP1 SING N N 13 UFB O4 C4 DOUB N N 14 UFB C4 N3 SING N N 15 UFB "C3'" "O3'" SING N N 16 UFB "C3'" "C2'" SING N N 17 UFB N1 "C1'" SING N N 18 UFB N1 C2 SING N N 19 UFB "C1'" "C2'" SING N N 20 UFB "C2'" "F2'" SING N N 21 UFB N3 C2 SING N N 22 UFB C2 O2 DOUB N N 23 UFB P OP3 SING N N 24 UFB "C1'" "H1'" SING N N 25 UFB "C2'" "H2'" SING N N 26 UFB "C3'" "H3'" SING N N 27 UFB C5 H5 SING N N 28 UFB "C5'" "H5'" SING N N 29 UFB "C5'" H5S SING N N 30 UFB C6 H6 SING N N 31 UFB CM HM3 SING N N 32 UFB CM HM1 SING N N 33 UFB CM HM2 SING N N 34 UFB N3 H3 SING N N 35 UFB "O3'" H1 SING N N 36 UFB OP1 H2 SING N N 37 UFB OP3 HOP3 SING N N 38 # 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 UFB SMILES ACDLabs 12.01 "C1(C(F)C(O)C(O1)(COP(O)(=O)O)OC)N2C(=O)NC(C=C2)=O" UFB InChI InChI 1.03 "InChI=1S/C10H14FN2O9P/c1-20-10(4-21-23(17,18)19)7(15)6(11)8(22-10)13-3-2-5(14)12-9(13)16/h2-3,6-8,15H,4H2,1H3,(H,12,14,16)(H2,17,18,19)/t6-,7+,8-,10+/m1/s1" UFB InChIKey InChI 1.03 ZYOWQXVTIIKUDO-JIOCBJNQSA-N UFB SMILES_CANONICAL CACTVS 3.385 "CO[C@@]1(CO[P](O)(O)=O)O[C@H]([C@H](F)[C@@H]1O)N2C=CC(=O)NC2=O" UFB SMILES CACTVS 3.385 "CO[C]1(CO[P](O)(O)=O)O[CH]([CH](F)[CH]1O)N2C=CC(=O)NC2=O" UFB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CO[C@@]1([C@H]([C@H]([C@@H](O1)N2C=CC(=O)NC2=O)F)O)COP(=O)(O)O" UFB SMILES "OpenEye OEToolkits" 2.0.6 "COC1(C(C(C(O1)N2C=CC(=O)NC2=O)F)O)COP(=O)(O)O" # 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 UFB "SYSTEMATIC NAME" ACDLabs 12.01 "[(2S,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-2-methoxytetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)" UFB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{S},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-3-oxidanyl-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 UFB "Create component" 2018-04-06 RCSB UFB "Modify name" 2018-04-12 RCSB UFB "Initial release" 2018-08-29 RCSB #