data_2O2 # _chem_comp.id 2O2 _chem_comp.name "1-{2-deoxy-3,5-O-[phenyl(phosphono)methylidene]-beta-D-threo-pentofuranosyl}-5-[(E)-2-phosphonoethenyl]pyrimidine-2,4(1H,3H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 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 2013-12-12 _chem_comp.pdbx_modified_date 2015-09-04 _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 502.306 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2O2 _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 4NOP _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 2O2 CAV CAV C 0 1 Y N N -4.853 22.767 29.041 -1.016 0.608 0.990 CAV 2O2 1 2O2 CAW CAW C 0 1 Y N N -4.642 21.478 28.622 -0.239 0.074 2.001 CAW 2O2 2 2O2 CAX CAX C 0 1 Y N N -3.697 20.723 29.296 -0.757 -0.907 2.826 CAX 2O2 3 2O2 CAY CAY C 0 1 Y N N -2.981 21.227 30.376 -2.051 -1.355 2.639 CAY 2O2 4 2O2 CAZ CAZ C 0 1 Y N N -3.207 22.540 30.809 -2.828 -0.821 1.628 CAZ 2O2 5 2O2 CAU CAU C 0 1 Y N N -4.170 23.303 30.131 -2.310 0.160 0.803 CAU 2O2 6 2O2 CAB CAB C 0 1 N N R -4.519 24.749 30.530 -3.159 0.746 -0.296 CAB 2O2 7 2O2 PAA PAA P 0 1 N N N -5.818 24.692 31.876 -4.474 1.780 0.428 PAA 2O2 8 2O2 OBB OBB O 0 1 N N N -5.031 24.127 33.099 -3.809 2.973 1.282 OBB 2O2 9 2O2 OBC OBC O 0 1 N N N -6.433 26.147 32.090 -5.376 2.403 -0.751 OBC 2O2 10 2O2 OBA OBA O 0 1 N N N -6.871 23.681 31.561 -5.322 0.952 1.314 OBA 2O2 11 2O2 OAH OAH O 0 1 N N N -4.971 25.355 29.311 -3.741 -0.305 -1.068 OAH 2O2 12 2O2 OAD OAD O 0 1 N N N -3.359 25.407 30.966 -2.343 1.539 -1.166 OAD 2O2 13 2O2 CAC CAC C 0 1 N N N -3.473 26.855 31.048 -1.254 0.803 -1.724 CAC 2O2 14 2O2 CAE CAE C 0 1 N N R -4.073 27.439 29.909 -1.778 -0.380 -2.545 CAE 2O2 15 2O2 OAF OAF O 0 1 N N N -3.082 27.593 28.895 -0.685 -1.313 -2.689 OAF 2O2 16 2O2 CAG CAG C 0 1 N N R -5.172 26.750 29.280 -2.835 -1.159 -1.734 CAG 2O2 17 2O2 CAI CAI C 0 1 N N N -5.086 27.257 27.838 -1.945 -1.938 -0.739 CAI 2O2 18 2O2 CAJ CAJ C 0 1 N N R -3.618 27.843 27.731 -0.700 -2.247 -1.602 CAJ 2O2 19 2O2 N1 N1 N 0 1 N N N -2.824 27.089 26.720 0.514 -2.093 -0.798 N1 2O2 20 2O2 C6 C6 C 0 1 N N N -3.220 25.791 26.203 1.296 -0.988 -0.972 C6 2O2 21 2O2 C2 C2 C 0 1 N N N -1.725 27.655 26.245 0.832 -3.040 0.100 C2 2O2 22 2O2 O2 O2 O 0 1 N N N -1.377 28.756 26.665 0.102 -4.005 0.224 O2 2O2 23 2O2 N3 N3 N 0 1 N N N -1.018 27.096 25.285 1.933 -2.952 0.866 N3 2O2 24 2O2 C4 C4 C 0 1 N N N -1.357 25.860 24.769 2.761 -1.892 0.750 C4 2O2 25 2O2 O4 O4 O 0 1 N N N -0.644 25.440 23.872 3.760 -1.805 1.440 O4 2O2 26 2O2 C5 C5 C 0 1 N N N -2.463 25.171 25.214 2.428 -0.841 -0.223 C5 2O2 27 2O2 CAR CAR C 0 1 N N N -2.703 23.910 24.591 3.299 0.340 -0.390 CAR 2O2 28 2O2 CAS CAS C 0 1 N N N -2.977 22.728 25.227 4.448 0.415 0.268 CAS 2O2 29 2O2 PBD PBD P 0 1 N N N -3.121 21.203 24.447 5.583 1.795 -0.043 PBD 2O2 30 2O2 OBF OBF O 0 1 N N N -4.711 20.780 24.645 4.949 2.771 -1.155 OBF 2O2 31 2O2 OBG OBG O 0 1 N N N -2.898 21.298 22.841 5.798 2.550 1.211 OBG 2O2 32 2O2 OBE OBE O 0 1 N N N -2.197 20.152 25.029 6.992 1.223 -0.573 OBE 2O2 33 2O2 H1 H1 H 0 1 N N N -5.567 23.382 28.513 -0.613 1.378 0.348 H1 2O2 34 2O2 H2 H2 H 0 1 N N N -5.196 21.065 27.792 0.772 0.424 2.147 H2 2O2 35 2O2 H3 H3 H 0 1 N N N -3.510 19.710 28.972 -0.150 -1.324 3.616 H3 2O2 36 2O2 H4 H4 H 0 1 N N N -2.253 20.608 30.879 -2.455 -2.122 3.283 H4 2O2 37 2O2 H5 H5 H 0 1 N N N -2.656 22.953 31.641 -3.839 -1.170 1.482 H5 2O2 38 2O2 H6 H6 H 0 1 N N N -5.398 23.288 33.353 -3.239 3.557 0.764 H6 2O2 39 2O2 H7 H7 H 0 1 N N N -7.376 26.113 31.977 -6.098 2.966 -0.439 H7 2O2 40 2O2 H8 H8 H 0 1 N N N -2.464 27.278 31.165 -0.669 1.459 -2.369 H8 2O2 41 2O2 H9 H9 H 0 1 N N N -4.081 27.107 31.929 -0.622 0.429 -0.920 H9 2O2 42 2O2 H10 H10 H 0 1 N N N -4.426 28.442 30.189 -2.158 -0.055 -3.514 H10 2O2 43 2O2 H11 H11 H 0 1 N N N -6.136 27.037 29.726 -3.377 -1.842 -2.387 H11 2O2 44 2O2 H12 H12 H 0 1 N N N -5.835 28.041 27.653 -1.681 -1.317 0.117 H12 2O2 45 2O2 H13 H13 H 0 1 N N N -5.232 26.433 27.124 -2.434 -2.857 -0.415 H13 2O2 46 2O2 H14 H14 H 0 1 N N N -3.664 28.912 27.478 -0.762 -3.264 -1.990 H14 2O2 47 2O2 H15 H15 H 0 1 N N N -4.105 25.306 26.587 1.021 -0.236 -1.697 H15 2O2 48 2O2 H16 H16 H 0 1 N N N -0.219 27.576 24.922 2.134 -3.653 1.505 H16 2O2 49 2O2 H17 H17 H 0 1 N N N -2.665 23.885 23.512 3.000 1.143 -1.048 H17 2O2 50 2O2 H18 H18 H 0 1 N N N -3.113 22.756 26.298 4.708 -0.346 0.989 H18 2O2 51 2O2 H19 H19 H 0 1 N N N -5.124 20.691 23.794 4.781 2.342 -2.006 H19 2O2 52 2O2 H20 H20 H 0 1 N N N -1.678 19.766 24.333 7.649 1.907 -0.760 H20 2O2 53 # 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 2O2 OBG PBD DOUB N N 1 2O2 O4 C4 DOUB N N 2 2O2 PBD OBF SING N N 3 2O2 PBD OBE SING N N 4 2O2 PBD CAS SING N N 5 2O2 CAR C5 SING N N 6 2O2 CAR CAS DOUB N E 7 2O2 C4 C5 SING N N 8 2O2 C4 N3 SING N N 9 2O2 C5 C6 DOUB N N 10 2O2 N3 C2 SING N N 11 2O2 C6 N1 SING N N 12 2O2 C2 O2 DOUB N N 13 2O2 C2 N1 SING N N 14 2O2 N1 CAJ SING N N 15 2O2 CAJ CAI SING N N 16 2O2 CAJ OAF SING N N 17 2O2 CAI CAG SING N N 18 2O2 CAW CAV DOUB Y N 19 2O2 CAW CAX SING Y N 20 2O2 OAF CAE SING N N 21 2O2 CAV CAU SING Y N 22 2O2 CAG OAH SING N N 23 2O2 CAG CAE SING N N 24 2O2 CAX CAY DOUB Y N 25 2O2 OAH CAB SING N N 26 2O2 CAE CAC SING N N 27 2O2 CAU CAB SING N N 28 2O2 CAU CAZ DOUB Y N 29 2O2 CAY CAZ SING Y N 30 2O2 CAB OAD SING N N 31 2O2 CAB PAA SING N N 32 2O2 OAD CAC SING N N 33 2O2 OBA PAA DOUB N N 34 2O2 PAA OBC SING N N 35 2O2 PAA OBB SING N N 36 2O2 CAV H1 SING N N 37 2O2 CAW H2 SING N N 38 2O2 CAX H3 SING N N 39 2O2 CAY H4 SING N N 40 2O2 CAZ H5 SING N N 41 2O2 OBB H6 SING N N 42 2O2 OBC H7 SING N N 43 2O2 CAC H8 SING N N 44 2O2 CAC H9 SING N N 45 2O2 CAE H10 SING N N 46 2O2 CAG H11 SING N N 47 2O2 CAI H12 SING N N 48 2O2 CAI H13 SING N N 49 2O2 CAJ H14 SING N N 50 2O2 C6 H15 SING N N 51 2O2 N3 H16 SING N N 52 2O2 CAR H17 SING N N 53 2O2 CAS H18 SING N N 54 2O2 OBF H19 SING N N 55 2O2 OBE H20 SING N N 56 # 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 2O2 SMILES ACDLabs 12.01 "O=P(O)(O)/C=C/C1=CN(C(=O)NC1=O)C4OC2C(OC(OC2)(c3ccccc3)P(=O)(O)O)C4" 2O2 InChI InChI 1.03 "InChI=1S/C18H20N2O11P2/c21-16-11(6-7-32(23,24)25)9-20(17(22)19-16)15-8-13-14(30-15)10-29-18(31-13,33(26,27)28)12-4-2-1-3-5-12/h1-7,9,13-15H,8,10H2,(H,19,21,22)(H2,23,24,25)(H2,26,27,28)/b7-6+/t13-,14-,15-,18-/m1/s1" 2O2 InChIKey InChI 1.03 AYSYVLQGVXZPIY-OAIWFRFLSA-N 2O2 SMILES_CANONICAL CACTVS 3.385 "O[P](O)(=O)/C=C/C1=CN([C@H]2C[C@H]3O[C@](OC[C@H]3O2)(c4ccccc4)[P](O)(O)=O)C(=O)NC1=O" 2O2 SMILES CACTVS 3.385 "O[P](O)(=O)C=CC1=CN([CH]2C[CH]3O[C](OC[CH]3O2)(c4ccccc4)[P](O)(O)=O)C(=O)NC1=O" 2O2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@]2(OC[C@@H]3[C@H](O2)C[C@@H](O3)N4C=C(C(=O)NC4=O)/C=C/P(=O)(O)O)P(=O)(O)O" 2O2 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2(OCC3C(O2)CC(O3)N4C=C(C(=O)NC4=O)C=CP(=O)(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 2O2 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{2-deoxy-3,5-O-[phenyl(phosphono)methylidene]-beta-D-threo-pentofuranosyl}-5-[(E)-2-phosphonoethenyl]pyrimidine-2,4(1H,3H)-dione" 2O2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,4aR,6R,7aR)-6-[2,4-bis(oxidanylidene)-5-[(E)-2-phosphonoethenyl]pyrimidin-1-yl]-2-phenyl-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3]dioxin-2-yl]phosphonic 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 2O2 "Create component" 2013-12-12 RCSB 2O2 "Initial release" 2015-09-09 RCSB #