data_U4S # _chem_comp.id U4S _chem_comp.name "1-(5-deoxy-5-pyrrolidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-10 _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 297.307 _chem_comp.one_letter_code ? _chem_comp.three_letter_code U4S _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 3D7B _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 U4S C4 C4 C 0 1 N N N 34.788 -4.592 12.466 -3.967 1.633 -0.127 C4 U4S 1 U4S C5 C5 C 0 1 N N N 35.971 -4.496 13.188 -4.011 0.935 1.104 C5 U4S 2 U4S C6 C6 C 0 1 N N N 36.771 -3.364 13.040 -2.995 0.106 1.426 C6 U4S 3 U4S N1 N1 N 0 1 N N N 36.391 -2.305 12.184 -1.945 -0.047 0.562 N1 U4S 4 U4S N3 N3 N 0 1 N N N 34.407 -3.558 11.602 -2.914 1.454 -0.951 N3 U4S 5 U4S CAJ CAJ C 0 1 N N N 41.821 -1.033 13.649 4.469 0.641 1.061 CAJ U4S 6 U4S "C5'" "C5'" C 0 1 N N N 39.751 -0.622 14.761 2.700 -0.824 0.252 "C5'" U4S 7 U4S "C4'" "C4'" C 0 1 N N S 38.462 -0.761 13.931 1.234 -0.855 -0.184 "C4'" U4S 8 U4S "O4'" "O4'" O 0 1 N N N 38.566 -1.353 12.599 0.403 -0.248 0.819 "O4'" U4S 9 U4S "C3'" "C3'" C 0 1 N N R 37.934 0.598 13.564 0.735 -2.318 -0.290 "C3'" U4S 10 U4S "O3'" "O3'" O 0 1 N N N 37.446 1.331 14.678 1.018 -2.865 -1.580 "O3'" U4S 11 U4S "C2'" "C2'" C 0 1 N N R 36.775 0.218 12.676 -0.792 -2.124 -0.087 "C2'" U4S 12 U4S "O2'" "O2'" O 0 1 N N N 36.716 1.277 11.726 -1.383 -3.296 0.479 "O2'" U4S 13 U4S "C1'" "C1'" C 0 1 N N R 37.263 -1.093 12.012 -0.843 -0.947 0.911 "C1'" U4S 14 U4S O4 O4 O 0 1 N N N 34.070 -5.584 12.575 -4.873 2.382 -0.442 O4 U4S 15 U4S C2 C2 C 0 1 N N N 35.202 -2.412 11.457 -1.916 0.621 -0.606 C2 U4S 16 U4S O2 O2 O 0 1 N N N 34.845 -1.511 10.703 -0.973 0.470 -1.359 O2 U4S 17 U4S CAI CAI C 0 1 N N N 41.337 -2.122 15.704 3.335 1.221 -0.907 CAI U4S 18 U4S CAG CAG C 0 1 N N N 42.803 -1.682 15.686 4.267 2.417 -0.614 CAG U4S 19 U4S CAH CAH C 0 1 N N N 43.105 -1.643 14.199 5.013 2.035 0.681 CAH U4S 20 U4S NAT NAT N 0 1 N N N 40.737 -1.658 14.432 3.134 0.570 0.413 NAT U4S 21 U4S H5 H5 H 0 1 N N N 36.268 -5.290 13.857 -4.845 1.066 1.777 H5 U4S 22 U4S H6 H6 H 0 1 N N N 37.698 -3.295 13.589 -3.011 -0.434 2.361 H6 U4S 23 U4S HN3 HN3 H 0 1 N N N 33.557 -3.638 11.082 -2.877 1.928 -1.797 HN3 U4S 24 U4S HAJ HAJ H 0 1 N N N 41.818 0.060 13.774 5.122 -0.141 0.673 HAJ U4S 25 U4S HAJA HAJA H 0 0 N N N 41.708 -1.215 12.570 4.371 0.553 2.144 HAJA U4S 26 U4S "H5'" "H5'" H 0 1 N N N 40.196 0.363 14.555 2.809 -1.350 1.200 "H5'" U4S 27 U4S "H5'A" "H5'A" H 0 0 N N N 39.484 -0.733 15.822 3.315 -1.310 -0.506 "H5'A" U4S 28 U4S "H4'" "H4'" H 0 1 N N N 37.860 -1.397 14.597 1.112 -0.341 -1.137 "H4'" U4S 29 U4S "H3'" "H3'" H 0 1 N N N 38.704 1.245 13.119 1.162 -2.937 0.499 "H3'" U4S 30 U4S "HO3'" "HO3'" H 0 0 N N N 37.337 0.747 15.419 0.723 -3.780 -1.692 "HO3'" U4S 31 U4S "H2'" "H2'" H 0 1 N N N 35.794 0.078 13.154 -1.279 -1.862 -1.026 "H2'" U4S 32 U4S "HO2'" "HO2'" H 0 0 N N N 36.703 2.111 12.181 -1.297 -4.085 -0.073 "HO2'" U4S 33 U4S "H1'" "H1'" H 0 1 N N N 37.261 -0.934 10.924 -0.982 -1.325 1.924 "H1'" U4S 34 U4S HAI HAI H 0 1 N N N 41.266 -3.217 15.784 2.383 1.570 -1.308 HAI U4S 35 U4S HAIA HAIA H 0 0 N N N 40.808 -1.694 16.568 3.810 0.530 -1.603 HAIA U4S 36 U4S HAG HAG H 0 1 N N N 42.945 -0.700 16.161 4.974 2.555 -1.432 HAG U4S 37 U4S HAGA HAGA H 0 0 N N N 43.469 -2.349 16.253 3.682 3.324 -0.461 HAGA U4S 38 U4S HAH HAH H 0 1 N N N 43.301 -2.644 13.787 4.794 2.755 1.470 HAH U4S 39 U4S HAHA HAHA H 0 0 N N N 44.014 -1.079 13.942 6.086 1.986 0.499 HAHA U4S 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 U4S C4 C5 SING N N 1 U4S C4 N3 SING N N 2 U4S C4 O4 DOUB N N 3 U4S C5 C6 DOUB N N 4 U4S C6 N1 SING N N 5 U4S N1 "C1'" SING N N 6 U4S N1 C2 SING N N 7 U4S N3 C2 SING N N 8 U4S CAJ CAH SING N N 9 U4S CAJ NAT SING N N 10 U4S "C5'" "C4'" SING N N 11 U4S "C5'" NAT SING N N 12 U4S "C4'" "O4'" SING N N 13 U4S "C4'" "C3'" SING N N 14 U4S "O4'" "C1'" SING N N 15 U4S "C3'" "O3'" SING N N 16 U4S "C3'" "C2'" SING N N 17 U4S "C2'" "O2'" SING N N 18 U4S "C2'" "C1'" SING N N 19 U4S C2 O2 DOUB N N 20 U4S CAI CAG SING N N 21 U4S CAI NAT SING N N 22 U4S CAG CAH SING N N 23 U4S C5 H5 SING N N 24 U4S C6 H6 SING N N 25 U4S N3 HN3 SING N N 26 U4S CAJ HAJ SING N N 27 U4S CAJ HAJA SING N N 28 U4S "C5'" "H5'" SING N N 29 U4S "C5'" "H5'A" SING N N 30 U4S "C4'" "H4'" SING N N 31 U4S "C3'" "H3'" SING N N 32 U4S "O3'" "HO3'" SING N N 33 U4S "C2'" "H2'" SING N N 34 U4S "O2'" "HO2'" SING N N 35 U4S "C1'" "H1'" SING N N 36 U4S CAI HAI SING N N 37 U4S CAI HAIA SING N N 38 U4S CAG HAG SING N N 39 U4S CAG HAGA SING N N 40 U4S CAH HAH SING N N 41 U4S CAH HAHA 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 U4S SMILES ACDLabs 10.04 "O=C1NC(=O)N(C=C1)C2OC(C(O)C2O)CN3CCCC3" U4S SMILES_CANONICAL CACTVS 3.341 "O[C@@H]1[C@@H](O)[C@@H](O[C@H]1CN2CCCC2)N3C=CC(=O)NC3=O" U4S SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CN2CCCC2)N3C=CC(=O)NC3=O" U4S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CCN(C1)C[C@H]2[C@@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O" U4S SMILES "OpenEye OEToolkits" 1.5.0 "C1CCN(C1)CC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O" U4S InChI InChI 1.03 "InChI=1S/C13H19N3O5/c17-9-3-6-16(13(20)14-9)12-11(19)10(18)8(21-12)7-15-4-1-2-5-15/h3,6,8,10-12,18-19H,1-2,4-5,7H2,(H,14,17,20)/t8-,10-,11+,12+/m0/s1" U4S InChIKey InChI 1.03 RPODXOXNOBCNGM-OHBODLIOSA-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 U4S "SYSTEMATIC NAME" ACDLabs 10.04 "1-(5-deoxy-5-pyrrolidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione" U4S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(pyrrolidin-1-ylmethyl)oxolan-2-yl]pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U4S "Create component" 2008-06-10 RCSB U4S "Modify descriptor" 2011-06-04 RCSB #