data_LSH # _chem_comp.id LSH _chem_comp.name "[(1R,5R,7R,8S)-7-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-8-oxidanyl-3,3-bis(oxidanylidene)-6-oxa-3$l^{6}-thia-2-azabicyclo[3.2.1]octan-5-yl]methyl dihydrogen phosphate" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H16 N3 O10 P S" _chem_comp.mon_nstd_parent_comp_id DT _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-05 _chem_comp.pdbx_modified_date 2016-07-15 _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 413.298 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5AXE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 LSH P P1 P 0 1 N N N 11.134 46.787 46.532 3.934 -1.812 -0.252 P LSH 1 LSH OP1 O1 O 0 1 N N N 12.450 47.144 45.966 4.787 -1.615 0.941 OP1 LSH 2 LSH OP2 O2 O 0 1 N N N 11.005 46.176 47.858 3.278 -3.282 -0.206 OP2 LSH 3 LSH "O5'" O3 O 0 1 N N N 10.089 48.060 46.451 2.767 -0.704 -0.267 "O5'" LSH 4 LSH "C5'" C1 C 0 1 N N N 9.972 48.785 45.259 1.867 -0.507 0.826 "C5'" LSH 5 LSH "C4'" C2 C 0 1 N N R 8.814 49.751 45.415 0.889 0.619 0.485 "C4'" LSH 6 LSH "C6'" C3 C 0 1 N N N 8.528 50.427 44.059 1.633 1.908 0.098 "C6'" LSH 7 LSH S S1 S 0 1 N N N 7.126 51.364 44.079 0.411 3.121 -0.493 S LSH 8 LSH "O7'" O4 O 0 1 N N N 7.197 52.423 43.116 0.894 4.446 -0.322 "O7'" LSH 9 LSH "O8'" O5 O 0 1 N N N 5.994 50.476 43.936 -0.163 2.698 -1.722 "O8'" LSH 10 LSH "N2'" N1 N 0 1 N N N 7.094 52.025 45.557 -0.826 2.980 0.615 "N2'" LSH 11 LSH "C2'" C4 C 0 1 N N R 7.599 51.267 46.713 -1.244 1.603 0.967 "C2'" LSH 12 LSH "C1'" C5 C 0 1 N N R 6.948 49.927 46.768 -1.297 0.810 -0.361 "C1'" LSH 13 LSH "O4'" O6 O 0 1 N N N 7.659 49.049 45.878 0.020 0.246 -0.594 "O4'" LSH 14 LSH N1 N2 N 0 1 N N N 6.755 49.254 48.055 -2.284 -0.268 -0.257 N1 LSH 15 LSH C2 C6 C 0 1 N N N 5.736 49.656 48.849 -3.577 -0.016 -0.532 C2 LSH 16 LSH O2 O7 O 0 1 N N N 5.088 50.700 48.594 -3.912 1.105 -0.863 O2 LSH 17 LSH N3 N3 N 0 1 N N N 5.457 48.907 49.951 -4.504 -0.988 -0.445 N3 LSH 18 LSH C4 C7 C 0 1 N N N 6.129 47.771 50.273 -4.148 -2.236 -0.080 C4 LSH 19 LSH O4 O8 O 0 1 N N N 5.775 47.108 51.281 -4.986 -3.116 -0.002 O4 LSH 20 LSH C5 C8 C 0 1 N N N 7.189 47.383 49.464 -2.791 -2.514 0.212 C5 LSH 21 LSH C7 C9 C 0 1 N N N 7.982 46.142 49.778 -2.367 -3.901 0.623 C7 LSH 22 LSH C6 C10 C 0 1 N N N 7.467 48.147 48.347 -1.881 -1.522 0.112 C6 LSH 23 LSH "C3'" C11 C 0 1 N N S 9.017 50.811 46.487 -0.047 0.934 1.676 "C3'" LSH 24 LSH "O3'" O9 O 0 1 N N N 9.879 51.845 46.034 0.560 1.868 2.572 "O3'" LSH 25 LSH H2 H2 H 0 1 N N N 11.867 46.067 48.242 2.705 -3.481 -0.960 H2 LSH 26 LSH H3 H3 H 0 1 N N N 9.777 48.099 44.422 1.313 -1.427 1.010 H3 LSH 27 LSH H4 H4 H 0 1 N N N 10.901 49.342 45.067 2.433 -0.238 1.718 H4 LSH 28 LSH H5 H5 H 0 1 N N N 8.417 49.645 43.293 2.154 2.307 0.969 H5 LSH 29 LSH H6 H6 H 0 1 N N N 9.380 51.074 43.802 2.351 1.695 -0.694 H6 LSH 30 LSH H7 H7 H 0 1 N N N 7.630 52.868 45.508 -1.249 3.759 1.010 H7 LSH 31 LSH H8 H8 H 0 1 N N N 7.491 51.820 47.658 -2.174 1.565 1.533 H8 LSH 32 LSH H9 H9 H 0 1 N N N 5.944 50.062 46.339 -1.564 1.478 -1.180 H9 LSH 33 LSH H10 H10 H 0 1 N N N 4.719 49.209 50.555 -5.432 -0.790 -0.647 H10 LSH 34 LSH H11 H11 H 0 1 N N N 7.600 45.687 50.704 -3.237 -4.557 0.641 H11 LSH 35 LSH H12 H12 H 0 1 N N N 7.884 45.425 48.950 -1.638 -4.285 -0.091 H12 LSH 36 LSH H13 H13 H 0 1 N N N 9.041 46.407 49.910 -1.919 -3.865 1.616 H13 LSH 37 LSH H14 H14 H 0 1 N N N 8.273 47.851 47.693 -0.840 -1.717 0.326 H14 LSH 38 LSH H15 H15 H 0 1 N N N 9.408 50.342 47.402 -0.335 0.023 2.200 H15 LSH 39 LSH H16 H16 H 0 1 N N N 9.988 52.491 46.722 0.011 2.096 3.335 H16 LSH 40 LSH OP3 OP3 O 0 1 N N N 10.520 45.784 45.437 4.830 -1.666 -1.582 OP3 LSH 41 LSH H1 H1 H 0 1 N N N 11.138 45.676 44.724 5.554 -2.304 -1.641 H1 LSH 42 # 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 LSH "O7'" S DOUB N N 1 LSH "O8'" S DOUB N N 2 LSH "C6'" S SING N N 3 LSH "C6'" "C4'" SING N N 4 LSH S "N2'" SING N N 5 LSH "C5'" "C4'" SING N N 6 LSH "C5'" "O5'" SING N N 7 LSH "C4'" "O4'" SING N N 8 LSH "C4'" "C3'" SING N N 9 LSH "N2'" "C2'" SING N N 10 LSH "O4'" "C1'" SING N N 11 LSH OP1 P DOUB N N 12 LSH "O3'" "C3'" SING N N 13 LSH "O5'" P SING N N 14 LSH "C3'" "C2'" SING N N 15 LSH P OP2 SING N N 16 LSH "C2'" "C1'" SING N N 17 LSH "C1'" N1 SING N N 18 LSH N1 C6 SING N N 19 LSH N1 C2 SING N N 20 LSH C6 C5 DOUB N N 21 LSH O2 C2 DOUB N N 22 LSH C2 N3 SING N N 23 LSH C5 C7 SING N N 24 LSH C5 C4 SING N N 25 LSH N3 C4 SING N N 26 LSH C4 O4 DOUB N N 27 LSH OP2 H2 SING N N 28 LSH "C5'" H3 SING N N 29 LSH "C5'" H4 SING N N 30 LSH "C6'" H5 SING N N 31 LSH "C6'" H6 SING N N 32 LSH "N2'" H7 SING N N 33 LSH "C2'" H8 SING N N 34 LSH "C1'" H9 SING N N 35 LSH N3 H10 SING N N 36 LSH C7 H11 SING N N 37 LSH C7 H12 SING N N 38 LSH C7 H13 SING N N 39 LSH C6 H14 SING N N 40 LSH "C3'" H15 SING N N 41 LSH "O3'" H16 SING N N 42 LSH P OP3 SING N N 43 LSH OP3 H1 SING N N 44 # 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 LSH InChI InChI 1.03 "InChI=1S/C11H16N3O10PS/c1-5-2-14(10(17)12-8(5)16)9-6-7(15)11(24-9,3-23-25(18,19)20)4-26(21,22)13-6/h2,6-7,9,13,15H,3-4H2,1H3,(H,12,16,17)(H2,18,19,20)/t6-,7+,9-,11+/m1/s1" LSH InChIKey InChI 1.03 BWIQWTUDCFCICX-SZVQBCOZSA-N LSH SMILES_CANONICAL CACTVS 3.385 "CC1=CN([C@@H]2O[C@@]3(CO[P](O)(O)=O)C[S](=O)(=O)N[C@@H]2[C@@H]3O)C(=O)NC1=O" LSH SMILES CACTVS 3.385 "CC1=CN([CH]2O[C]3(CO[P](O)(O)=O)C[S](=O)(=O)N[CH]2[CH]3O)C(=O)NC1=O" LSH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC1=CN(C(=O)NC1=O)[C@H]2[C@H]3[C@@H]([C@@](O2)(CS(=O)(=O)N3)COP(=O)(O)O)O" LSH SMILES "OpenEye OEToolkits" 1.9.2 "CC1=CN(C(=O)NC1=O)C2C3C(C(O2)(CS(=O)(=O)N3)COP(=O)(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 LSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(1R,5R,7R,8S)-7-[5-methyl-2,4-bis(oxidanylidene)pyrimidin-1-yl]-8-oxidanyl-3,3-bis(oxidanylidene)-6-oxa-3$l^{6}-thia-2-azabicyclo[3.2.1]octan-5-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 LSH "Create component" 2015-08-05 PDBJ LSH "Initial release" 2016-07-20 RCSB #