data_L8S # _chem_comp.id L8S _chem_comp.name "9-{5-O-[(S)-hydroxy{[(R)-hydroxy(thiophosphonooxy)phosphoryl]oxy}phosphoryl]-alpha-L-arabinofuranosyl}-3,9-dihydro-1H-purine-2,6-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H15 N4 O14 P3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-14 _chem_comp.pdbx_modified_date 2019-11-01 _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 540.231 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8S _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 6NZD _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 L8S N1 N1 N 0 1 N N N 224.686 209.092 203.019 7.382 2.568 0.016 N1 L8S 1 L8S N3 N2 N 0 1 N N N 224.413 207.640 204.856 6.369 0.708 -1.013 N3 L8S 2 L8S C4 C1 C 0 1 Y N N 224.420 206.584 204.009 5.207 0.886 -0.299 C4 L8S 3 L8S C5 C2 C 0 1 Y N N 224.556 206.760 202.655 5.117 1.945 0.597 C5 L8S 4 L8S C6 C3 C 0 1 N N N 224.699 208.054 202.085 6.280 2.821 0.755 C6 L8S 5 L8S C8 C4 C 0 1 Y N N 224.376 204.639 203.026 3.227 0.893 0.657 C8 L8S 6 L8S "C1'" C5 C 0 1 N N R 224.142 204.626 205.565 3.634 -0.941 -1.030 "C1'" L8S 7 L8S C2 C6 C 0 1 N N N 224.547 208.916 204.374 7.415 1.537 -0.844 C2 L8S 8 L8S "C2'" C7 C 0 1 N N R 222.748 204.729 206.172 4.211 -2.221 -0.387 "C2'" L8S 9 L8S "C3'" C8 C 0 1 N N R 222.881 203.651 207.248 3.058 -2.750 0.496 "C3'" L8S 10 L8S "C4'" C9 C 0 1 N N S 223.625 202.544 206.486 1.921 -1.726 0.282 "C4'" L8S 11 L8S "C5'" C10 C 0 1 N N N 224.542 201.680 207.316 0.565 -2.434 0.254 "C5'" L8S 12 L8S N7 N3 N 0 1 Y N N 224.527 205.506 202.044 3.883 1.901 1.154 N7 L8S 13 L8S N9 N4 N 0 1 Y N N 224.300 205.238 204.260 4.013 0.238 -0.248 N9 L8S 14 L8S O1A O1 O 0 1 N N N 222.559 199.630 207.488 -2.348 -2.659 -1.236 O1A L8S 15 L8S O1B O2 O 0 1 N N N 226.732 198.051 206.072 -4.616 -0.132 2.147 O1B L8S 16 L8S O1G O3 O 0 1 N N N 226.663 194.147 207.394 -7.072 2.142 1.053 O1G L8S 17 L8S O2 O4 O 0 1 N N N 224.542 209.865 205.141 8.425 1.347 -1.494 O2 L8S 18 L8S "O2'" O5 O 0 1 N N N 222.461 206.016 206.674 4.550 -3.177 -1.393 "O2'" L8S 19 L8S O2A O6 O 0 1 N N N 223.305 199.127 205.078 -2.372 -2.703 1.288 O2A L8S 20 L8S O2B O7 O 0 1 N N N 225.107 196.102 205.595 -5.332 -1.272 0.012 O2B L8S 21 L8S O2G O8 O 0 1 N N N 228.417 195.896 207.521 -6.065 3.368 -1.043 O2G L8S 22 L8S "O3'" O9 O 0 1 N N N 221.647 203.208 207.799 3.453 -2.780 1.869 "O3'" L8S 23 L8S O3A O10 O 0 1 N N N 224.419 198.033 207.058 -2.930 -0.512 0.166 O3A L8S 24 L8S O3B O11 O 0 1 N N N 226.095 196.438 207.878 -4.897 1.212 -0.095 O3B L8S 25 L8S "O4'" O12 O 0 1 N N N 224.390 203.238 205.464 2.202 -1.126 -1.002 "O4'" L8S 26 L8S "O5'" O13 O 0 1 N N N 224.812 200.429 206.635 -0.478 -1.462 0.172 "O5'" L8S 27 L8S O6 O14 O 0 1 N N N 224.830 208.325 200.888 6.253 3.756 1.534 O6 L8S 28 L8S PA P1 P 0 1 N N N 223.650 199.329 206.515 -2.039 -1.853 0.123 PA L8S 29 L8S PB P2 P 0 1 N N N 225.635 197.146 206.519 -4.463 -0.200 0.545 PB L8S 30 L8S PG P3 P 0 1 N N N 227.202 195.309 208.182 -6.312 1.936 -0.352 PG L8S 31 L8S S3G S1 S 0 1 N N N 227.317 195.052 210.106 -7.358 0.877 -1.474 S3G L8S 32 L8S H1 H1 H 0 1 N N N 224.785 210.027 202.678 8.159 3.141 0.106 H1 L8S 33 L8S H2 H2 H 0 1 N N N 224.309 207.488 205.839 6.435 -0.024 -1.646 H2 L8S 34 L8S H3 H3 H 0 1 N N N 224.318 203.571 202.876 2.217 0.616 0.919 H3 L8S 35 L8S H4 H4 H 0 1 N N N 224.857 205.080 206.266 3.983 -0.841 -2.058 H4 L8S 36 L8S H5 H5 H 0 1 N N N 221.999 204.416 205.430 5.083 -1.983 0.222 H5 L8S 37 L8S H6 H6 H 0 1 N N N 223.537 204.029 208.046 2.749 -3.742 0.166 H6 L8S 38 L8S H7 H7 H 0 1 N N N 222.877 201.897 206.003 1.938 -0.971 1.067 H7 L8S 39 L8S H8 H8 H 0 1 N N N 225.489 202.213 207.483 0.517 -3.093 -0.614 H8 L8S 40 L8S H9 H9 H 0 1 N N N 224.064 201.470 208.284 0.444 -3.023 1.163 H9 L8S 41 L8S H10 H10 H 0 1 N N N 221.726 199.656 207.032 -2.153 -2.162 -2.042 H10 L8S 42 L8S H11 H11 H 0 1 N N N 226.980 197.833 205.181 -4.074 0.550 2.565 H11 L8S 43 L8S H12 H12 H 0 1 N N N 221.584 206.026 207.039 4.917 -4.001 -1.045 H12 L8S 44 L8S H13 H13 H 0 1 N N N 229.086 196.059 208.175 -6.876 3.862 -1.227 H13 L8S 45 L8S H14 H14 H 0 1 N N N 221.814 202.542 208.456 4.204 -3.362 2.049 H14 L8S 46 L8S H16 H16 H 0 1 N N N 226.452 193.434 207.985 -6.585 2.685 1.688 H16 L8S 47 # # 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 L8S O6 C6 DOUB N N 1 L8S N7 C5 SING Y N 2 L8S N7 C8 DOUB Y N 3 L8S C6 C5 SING N N 4 L8S C6 N1 SING N N 5 L8S C5 C4 DOUB Y N 6 L8S N1 C2 SING N N 7 L8S C8 N9 SING Y N 8 L8S C4 N9 SING Y N 9 L8S C4 N3 SING N N 10 L8S N9 "C1'" SING N N 11 L8S C2 N3 SING N N 12 L8S C2 O2 DOUB N N 13 L8S O2A PA DOUB N N 14 L8S "O4'" "C1'" SING N N 15 L8S "O4'" "C4'" SING N N 16 L8S "C1'" "C2'" SING N N 17 L8S O2B PB DOUB N N 18 L8S O1B PB SING N N 19 L8S "C2'" "O2'" SING N N 20 L8S "C2'" "C3'" SING N N 21 L8S "C4'" "C3'" SING N N 22 L8S "C4'" "C5'" SING N N 23 L8S PA "O5'" SING N N 24 L8S PA O3A SING N N 25 L8S PA O1A SING N N 26 L8S PB O3A SING N N 27 L8S PB O3B SING N N 28 L8S "O5'" "C5'" SING N N 29 L8S "C3'" "O3'" SING N N 30 L8S O1G PG SING N N 31 L8S O2G PG SING N N 32 L8S O3B PG SING N N 33 L8S PG S3G DOUB N N 34 L8S N1 H1 SING N N 35 L8S N3 H2 SING N N 36 L8S C8 H3 SING N N 37 L8S "C1'" H4 SING N N 38 L8S "C2'" H5 SING N N 39 L8S "C3'" H6 SING N N 40 L8S "C4'" H7 SING N N 41 L8S "C5'" H8 SING N N 42 L8S "C5'" H9 SING N N 43 L8S O1A H10 SING N N 44 L8S O1B H11 SING N N 45 L8S "O2'" H12 SING N N 46 L8S O2G H13 SING N N 47 L8S "O3'" H14 SING N N 48 L8S O1G H16 SING N N 49 # # 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 L8S SMILES ACDLabs 12.01 "N2C(Nc1n(cnc1C2=O)C3C(O)C(O)C(COP(O)(=O)OP(O)(=O)OP(O)(O)=S)O3)=O" L8S InChI InChI 1.03 "InChI=1S/C10H15N4O14P3S/c15-5-3(1-25-29(19,20)27-30(21,22)28-31(23,24)32)26-9(6(5)16)14-2-11-4-7(14)12-10(18)13-8(4)17/h2-3,5-6,9,15-16H,1H2,(H,19,20)(H,21,22)(H2,23,24,32)(H2,12,13,17,18)/t3-,5-,6+,9+/m0/s1" L8S InChIKey InChI 1.03 IAOZVDCRMYYKMQ-BZKDHIKHSA-N L8S SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1[C@@H](O)[C@@H](O[C@H]1CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=S)n2cnc3C(=O)NC(=O)Nc23" L8S SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=S)n2cnc3C(=O)NC(=O)Nc23" L8S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1[C@H]3[C@@H]([C@H]([C@@H](O3)COP(=O)(O)OP(=O)(O)OP(=S)(O)O)O)O)NC(=O)NC2=O" L8S SMILES "OpenEye OEToolkits" 2.0.7 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=S)(O)O)O)O)NC(=O)NC2=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 L8S "SYSTEMATIC NAME" ACDLabs 12.01 "9-{5-O-[(S)-hydroxy{[(R)-hydroxy(thiophosphonooxy)phosphoryl]oxy}phosphoryl]-alpha-L-arabinofuranosyl}-3,9-dihydro-1H-purine-2,6-dione" L8S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[[(2~{S},3~{R},4~{R},5~{R})-5-[2,6-bis(oxidanylidene)-3~{H}-purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] bis(oxidanyl)phosphinothioyl hydrogen 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 L8S "Create component" 2019-02-14 RCSB L8S "Modify name" 2019-02-14 RCSB L8S "Initial release" 2019-11-06 RCSB ##