data_73W # _chem_comp.id 73W _chem_comp.name "5'-O-[(dithiophosphono)]cytidine" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H14 N3 O6 P S2" _chem_comp.mon_nstd_parent_comp_id C _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-19 _chem_comp.pdbx_modified_date 2017-02-03 _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 355.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 73W _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 5T16 _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 73W O2 O1 O 0 1 N N N 6.746 -5.964 80.079 1.745 0.878 1.198 O2 73W 1 73W C2 C1 C 0 1 N N N 5.742 -5.751 80.734 2.748 0.868 0.504 C2 73W 2 73W P P1 P 0 1 N N N -0.635 -4.927 78.656 -3.618 0.881 -0.299 P 73W 3 73W C4 C2 C 0 1 N N N 4.588 -5.513 82.774 4.778 1.818 -0.057 C4 73W 4 73W C5 C3 C 0 1 N N N 3.362 -5.236 82.097 4.964 0.830 -1.046 C5 73W 5 73W C6 C4 C 0 1 N N N 3.363 -5.227 80.738 4.007 -0.112 -1.220 C6 73W 6 73W "C1'" C5 C 0 1 N N R 4.481 -5.463 78.514 1.852 -1.099 -0.612 "C1'" 73W 7 73W "C2'" C6 C 0 1 N N R 4.680 -6.919 77.941 1.700 -1.957 0.670 "C2'" 73W 8 73W "C3'" C7 C 0 1 N N S 3.214 -7.333 77.677 0.243 -2.466 0.549 "C3'" 73W 9 73W "C4'" C8 C 0 1 N N R 2.752 -5.982 77.038 -0.426 -1.470 -0.418 "C4'" 73W 10 73W "C5'" C9 C 0 1 N N N 1.264 -5.831 76.970 -1.623 -0.806 0.264 "C5'" 73W 11 73W N1 N1 N 0 1 N N N 4.484 -5.479 80.026 2.894 -0.085 -0.434 N1 73W 12 73W N3 N2 N 0 1 N N N 5.749 -5.763 82.137 3.677 1.805 0.684 N3 73W 13 73W N4 N3 N 0 1 N N N 4.587 -5.522 84.136 5.731 2.790 0.138 N4 73W 14 73W "O2'" O2 O 0 1 N N N 5.314 -6.735 76.714 2.624 -3.047 0.667 "O2'" 73W 15 73W "O3'" O3 O 0 1 N N N 3.114 -8.417 76.808 0.219 -3.788 0.007 "O3'" 73W 16 73W "O4'" O4 O 0 1 N N N 3.262 -5.002 77.942 0.557 -0.477 -0.760 "O4'" 73W 17 73W "O5'" O5 O 0 1 N N N 0.936 -5.467 78.281 -2.306 0.026 -0.676 "O5'" 73W 18 73W SP1 S1 S 0 1 N N N -1.740 -5.986 77.382 -5.289 -0.416 -0.159 SP1 73W 19 73W SP2 S2 S 0 1 N N N -1.028 -5.455 80.558 -3.355 1.735 1.336 SP2 73W 20 73W H1 H1 H 0 1 N N N 2.456 -5.039 82.651 5.854 0.828 -1.657 H1 73W 21 73W H2 H2 H 0 1 N N N 2.444 -5.013 80.213 4.127 -0.879 -1.971 H2 73W 22 73W H3 H3 H 0 1 N N N 5.319 -4.843 78.164 2.075 -1.730 -1.472 H3 73W 23 73W H4 H4 H 0 1 N N N 5.195 -7.585 78.650 1.826 -1.345 1.564 H4 73W 24 73W H5 H5 H 0 1 N N N 2.687 -7.501 78.628 -0.250 -2.443 1.521 H5 73W 25 73W H6 H6 H 0 1 N N N 3.196 -5.877 76.037 -0.752 -1.991 -1.319 H6 73W 26 73W H7 H7 H 0 1 N N N 0.976 -5.046 76.256 -2.304 -1.574 0.631 H7 73W 27 73W H8 H8 H 0 1 N N N 0.781 -6.778 76.688 -1.275 -0.200 1.100 H8 73W 28 73W H9 H9 H 0 1 N N N 5.433 -5.711 84.635 6.535 2.797 -0.405 H9 73W 29 73W H10 H10 H 0 1 N N N 3.741 -5.340 84.637 5.600 3.469 0.819 H10 73W 30 73W H11 H11 H 0 1 N N N 6.218 -6.480 76.859 2.568 -3.612 1.449 H11 73W 31 73W H12 H12 H 0 1 N N N 3.407 -9.205 77.250 0.677 -4.444 0.550 H12 73W 32 73W H13 H13 H 0 1 N N N -2.942 -5.578 77.663 -6.295 0.420 0.155 H13 73W 33 73W O1 O6 O 0 1 N Y N -0.716 -3.356 78.506 -3.887 1.982 -1.443 O1 73W 34 73W H16 H16 H 0 1 N Y N -0.935 -2.968 79.345 -4.032 1.608 -2.323 H16 73W 35 # 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 73W "O2'" "C2'" SING N N 1 73W "O3'" "C3'" SING N N 2 73W "C5'" "C4'" SING N N 3 73W "C5'" "O5'" SING N N 4 73W "C4'" "C3'" SING N N 5 73W "C4'" "O4'" SING N N 6 73W SP1 P SING N N 7 73W "C3'" "C2'" SING N N 8 73W "C2'" "C1'" SING N N 9 73W "O4'" "C1'" SING N N 10 73W "O5'" P SING N N 11 73W "C1'" N1 SING N N 12 73W P SP2 DOUB N N 13 73W N1 C2 SING N N 14 73W N1 C6 SING N N 15 73W O2 C2 DOUB N N 16 73W C2 N3 SING N N 17 73W C6 C5 DOUB N N 18 73W C5 C4 SING N N 19 73W N3 C4 DOUB N N 20 73W C4 N4 SING N N 21 73W C5 H1 SING N N 22 73W C6 H2 SING N N 23 73W "C1'" H3 SING N N 24 73W "C2'" H4 SING N N 25 73W "C3'" H5 SING N N 26 73W "C4'" H6 SING N N 27 73W "C5'" H7 SING N N 28 73W "C5'" H8 SING N N 29 73W N4 H9 SING N N 30 73W N4 H10 SING N N 31 73W "O2'" H11 SING N N 32 73W "O3'" H12 SING N N 33 73W SP1 H13 SING N N 34 73W P O1 SING N N 35 73W O1 H16 SING N N 36 # 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 73W SMILES ACDLabs 12.01 "O=C1N=C(N)C=CN1C2C(C(C(O2)COP(=S)(O)S)O)O" 73W InChI InChI 1.03 "InChI=1S/C9H14N3O6PS2/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(18-8)3-17-19(16,20)21/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,20,21)/t4-,6-,7-,8-/m1/s1" 73W InChIKey InChI 1.03 GHDZYAHUSKICEF-XVFCMESISA-N 73W SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO[P](O)(S)=S)[C@@H](O)[C@H]2O" 73W SMILES CACTVS 3.385 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO[P](O)(S)=S)[CH](O)[CH]2O" 73W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=S)(O)S)O)O" 73W SMILES "OpenEye OEToolkits" 2.0.5 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=S)(O)S)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 73W "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(dithiophosphono)]cytidine" 73W "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "4-azanyl-1-[(2~{R},3~{R},4~{S},5~{R})-3,4-bis(oxidanyl)-5-[[oxidanyl(sulfanyl)phosphinothioyl]oxymethyl]oxolan-2-yl]pyrimidin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 73W "Create component" 2016-08-19 RCSB 73W "Modify parent residue" 2016-11-01 RCSB 73W "Initial release" 2017-02-08 RCSB #