data_2E2 # _chem_comp.id 2E2 _chem_comp.name "1-{3,5-O-[(4-carboxyphenyl)(phosphono)methylidene]-2-deoxy-beta-D-threo-pentofuranosyl}-5-methylpyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 N2 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-26 _chem_comp.pdbx_modified_date 2014-09-05 _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 454.325 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2E2 _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 4MWO _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 2E2 O2 O2 O 0 1 N N N -29.328 1.750 -27.940 2.686 -0.579 2.450 O2 2E2 1 2E2 C2 C2 C 0 1 N N N -28.467 2.501 -28.383 2.815 -0.792 1.260 C2 2E2 2 2E2 N3 N3 N 0 1 N N N -28.477 2.661 -29.731 3.849 -0.244 0.596 N3 2E2 3 2E2 C4 C4 C 0 1 N N N -27.570 3.476 -30.374 4.006 -0.470 -0.724 C4 2E2 4 2E2 O4 O4 O 0 1 N N N -27.698 3.503 -31.577 4.942 0.025 -1.326 O4 2E2 5 2E2 C5 C5 C 0 1 N N N -26.575 4.142 -29.649 3.072 -1.288 -1.405 C5 2E2 6 2E2 CAR CAR C 0 1 N N N -25.610 4.977 -30.215 3.225 -1.557 -2.880 CAR 2E2 7 2E2 C6 C6 C 0 1 N N N -26.578 3.969 -28.262 2.044 -1.825 -0.714 C6 2E2 8 2E2 N1 N1 N 0 1 N N N -27.526 3.156 -27.629 1.923 -1.575 0.626 N1 2E2 9 2E2 CAJ CAJ C 0 1 N N R -27.468 2.971 -26.161 0.811 -2.163 1.376 CAJ 2E2 10 2E2 OAF OAF O 0 1 N N N -26.899 4.141 -25.632 0.180 -3.183 0.592 OAF 2E2 11 2E2 CAI CAI C 0 1 N N N -26.429 1.899 -25.827 -0.252 -1.079 1.673 CAI 2E2 12 2E2 CAG CAG C 0 1 N N R -25.209 2.649 -25.146 -1.568 -1.859 1.457 CAG 2E2 13 2E2 OAH OAH O 0 1 N N N -24.184 2.834 -26.092 -2.637 -0.999 1.123 OAH 2E2 14 2E2 CAE CAE C 0 1 N N R -25.860 3.962 -24.680 -1.181 -2.799 0.296 CAE 2E2 15 2E2 CAC CAC C 0 1 N N N -24.985 5.224 -24.775 -1.152 -2.019 -1.022 CAC 2E2 16 2E2 OAD OAD O 0 1 N N N -24.160 5.122 -25.906 -2.340 -1.240 -1.162 OAD 2E2 17 2E2 CAB CAB C 0 1 N N R -23.271 3.905 -25.971 -2.503 -0.285 -0.106 CAB 2E2 18 2E2 PAA PAA P 0 1 N N N -22.091 3.781 -24.671 -4.000 0.712 -0.405 PAA 2E2 19 2E2 OBB OBB O 0 1 N N N -21.712 5.255 -24.442 -5.283 -0.257 -0.488 OBB 2E2 20 2E2 OBA OBA O 0 1 N N N -21.025 3.018 -25.273 -4.181 1.675 0.705 OBA 2E2 21 2E2 OBC OBC O 0 1 N N N -22.633 3.059 -23.449 -3.843 1.515 -1.791 OBC 2E2 22 2E2 CAU CAU C 0 1 Y N N -22.685 4.058 -27.282 -1.296 0.615 -0.043 CAU 2E2 23 2E2 CAV CAV C 0 1 Y N N -22.351 2.954 -28.085 -0.368 0.595 -1.069 CAV 2E2 24 2E2 CAW CAW C 0 1 Y N N -21.826 3.159 -29.374 0.740 1.416 -1.018 CAW 2E2 25 2E2 CAX CAX C 0 1 Y N N -21.622 4.420 -29.911 0.923 2.268 0.073 CAX 2E2 26 2E2 CCA CCA C 0 1 N N N -21.085 4.569 -31.242 2.106 3.150 0.135 CCA 2E2 27 2E2 OCB OCB O 0 1 N N N -20.794 5.693 -31.752 2.280 3.971 1.189 OCB 2E2 28 2E2 OCA OCA O 0 1 N N N -20.895 3.538 -31.974 2.923 3.135 -0.764 OCA 2E2 29 2E2 CAY CAY C 0 1 Y N N -21.968 5.505 -29.106 -0.018 2.283 1.105 CAY 2E2 30 2E2 CAZ CAZ C 0 1 Y N N -22.504 5.327 -27.830 -1.123 1.461 1.038 CAZ 2E2 31 2E2 H1 H1 H 0 1 N N N -29.162 2.174 -30.273 4.485 0.316 1.069 H1 2E2 32 2E2 H2 H2 H 0 1 N N N -24.954 5.369 -29.424 4.109 -1.040 -3.254 H2 2E2 33 2E2 H3 H3 H 0 1 N N N -25.010 4.406 -30.939 3.334 -2.628 -3.045 H3 2E2 34 2E2 H4 H4 H 0 1 N N N -26.105 5.814 -30.729 2.342 -1.196 -3.408 H4 2E2 35 2E2 H5 H5 H 0 1 N N N -25.833 4.474 -27.665 1.322 -2.452 -1.217 H5 2E2 36 2E2 H6 H6 H 0 1 N N N -28.451 2.728 -25.732 1.178 -2.587 2.311 H6 2E2 37 2E2 H7 H7 H 0 1 N N N -26.856 1.160 -25.133 -0.171 -0.726 2.702 H7 2E2 38 2E2 H8 H8 H 0 1 N N N -26.098 1.392 -26.745 -0.170 -0.250 0.971 H8 2E2 39 2E2 H9 H9 H 0 1 N N N -24.865 2.070 -24.276 -1.807 -2.443 2.346 H9 2E2 40 2E2 H10 H10 H 0 1 N N N -26.253 3.849 -23.659 -1.840 -3.666 0.247 H10 2E2 41 2E2 H11 H11 H 0 1 N N N -24.364 5.311 -23.872 -0.284 -1.359 -1.032 H11 2E2 42 2E2 H12 H12 H 0 1 N N N -25.627 6.112 -24.865 -1.082 -2.719 -1.854 H12 2E2 43 2E2 H13 H13 H 0 1 N N N -20.824 5.405 -24.744 -6.116 0.206 -0.645 H13 2E2 44 2E2 H14 H14 H 0 1 N N N -22.159 2.245 -23.325 -3.721 0.946 -2.563 H14 2E2 45 2E2 H15 H15 H 0 1 N N N -22.497 1.951 -27.713 -0.511 -0.064 -1.913 H15 2E2 46 2E2 H16 H16 H 0 1 N N N -21.571 2.296 -29.971 1.464 1.400 -1.819 H16 2E2 47 2E2 H17 H17 H 0 1 N N N -20.469 5.566 -32.635 3.069 4.530 1.185 H17 2E2 48 2E2 H18 H18 H 0 1 N N N -21.817 6.507 -29.479 0.118 2.940 1.952 H18 2E2 49 2E2 H19 H19 H 0 1 N N N -22.786 6.195 -27.252 -1.852 1.472 1.835 H19 2E2 50 # 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 2E2 OCA CCA DOUB N N 1 2E2 OCB CCA SING N N 2 2E2 O4 C4 DOUB N N 3 2E2 CCA CAX SING N N 4 2E2 C4 N3 SING N N 5 2E2 C4 C5 SING N N 6 2E2 CAR C5 SING N N 7 2E2 CAX CAW DOUB Y N 8 2E2 CAX CAY SING Y N 9 2E2 N3 C2 SING N N 10 2E2 C5 C6 DOUB N N 11 2E2 CAW CAV SING Y N 12 2E2 CAY CAZ DOUB Y N 13 2E2 C2 O2 DOUB N N 14 2E2 C2 N1 SING N N 15 2E2 C6 N1 SING N N 16 2E2 CAV CAU DOUB Y N 17 2E2 CAZ CAU SING Y N 18 2E2 N1 CAJ SING N N 19 2E2 CAU CAB SING N N 20 2E2 CAJ CAI SING N N 21 2E2 CAJ OAF SING N N 22 2E2 OAH CAB SING N N 23 2E2 OAH CAG SING N N 24 2E2 CAB OAD SING N N 25 2E2 CAB PAA SING N N 26 2E2 OAD CAC SING N N 27 2E2 CAI CAG SING N N 28 2E2 OAF CAE SING N N 29 2E2 OBA PAA DOUB N N 30 2E2 CAG CAE SING N N 31 2E2 CAC CAE SING N N 32 2E2 PAA OBB SING N N 33 2E2 PAA OBC SING N N 34 2E2 N3 H1 SING N N 35 2E2 CAR H2 SING N N 36 2E2 CAR H3 SING N N 37 2E2 CAR H4 SING N N 38 2E2 C6 H5 SING N N 39 2E2 CAJ H6 SING N N 40 2E2 CAI H7 SING N N 41 2E2 CAI H8 SING N N 42 2E2 CAG H9 SING N N 43 2E2 CAE H10 SING N N 44 2E2 CAC H11 SING N N 45 2E2 CAC H12 SING N N 46 2E2 OBB H13 SING N N 47 2E2 OBC H14 SING N N 48 2E2 CAV H15 SING N N 49 2E2 CAW H16 SING N N 50 2E2 OCB H17 SING N N 51 2E2 CAY H18 SING N N 52 2E2 CAZ H19 SING N N 53 # 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 2E2 SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)C3(OCC4OC(N2C=C(C(=O)NC2=O)C)CC4O3)P(=O)(O)O" 2E2 InChI InChI 1.03 "InChI=1S/C18H19N2O10P/c1-9-7-20(17(24)19-15(9)21)14-6-12-13(29-14)8-28-18(30-12,31(25,26)27)11-4-2-10(3-5-11)16(22)23/h2-5,7,12-14H,6,8H2,1H3,(H,22,23)(H,19,21,24)(H2,25,26,27)/t12-,13-,14-,18-/m1/s1" 2E2 InChIKey InChI 1.03 FUFYAXRWQXEVGS-UHQDVWGKSA-N 2E2 SMILES_CANONICAL CACTVS 3.385 "CC1=CN([C@H]2C[C@H]3O[C@](OC[C@H]3O2)(c4ccc(cc4)C(O)=O)[P](O)(O)=O)C(=O)NC1=O" 2E2 SMILES CACTVS 3.385 "CC1=CN([CH]2C[CH]3O[C](OC[CH]3O2)(c4ccc(cc4)C(O)=O)[P](O)(O)=O)C(=O)NC1=O" 2E2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]3[C@H](O2)CO[C@@](O3)(c4ccc(cc4)C(=O)O)P(=O)(O)O" 2E2 SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN(C(=O)NC1=O)C2CC3C(O2)COC(O3)(c4ccc(cc4)C(=O)O)P(=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 2E2 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{3,5-O-[(4-carboxyphenyl)(phosphono)methylidene]-2-deoxy-beta-D-threo-pentofuranosyl}-5-methylpyrimidine-2,4(1H,3H)-dione" 2E2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[(2R,4aR,6R,7aR)-6-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-2-phosphono-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3]dioxin-2-yl]benzoic 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 2E2 "Create component" 2013-09-26 RCSB 2E2 "Initial release" 2014-09-10 RCSB #