data_8C6 # _chem_comp.id 8C6 _chem_comp.name "[(R)-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]-chloranyl-methyl]phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H16 Cl N5 O9 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-06-07 _chem_comp.pdbx_modified_date 2017-09-01 _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 459.673 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8C6 _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 5XP7 _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 8C6 PB P1 P 0 1 N N N 2.422 14.853 38.592 5.673 0.948 0.094 PB 8C6 1 8C6 O1B O1 O 0 1 N N N 2.302 14.164 37.291 5.534 1.524 -1.262 O1B 8C6 2 8C6 O2B O2 O 0 1 N N N 1.323 15.854 38.563 6.562 -0.392 0.019 O2B 8C6 3 8C6 O3B O3 O 0 1 N N N 1.986 13.854 39.589 6.392 2.016 1.060 O3B 8C6 4 8C6 PA P2 P 0 1 N N N 5.348 14.283 38.699 3.207 -0.663 -0.340 PA 8C6 5 8C6 O1A O4 O 0 1 N N N 5.145 13.171 39.653 3.069 -0.087 -1.696 O1A 8C6 6 8C6 O2A O5 O 0 1 N N N 5.188 13.577 37.413 4.096 -2.003 -0.414 O2A 8C6 7 8C6 "O5'" O6 O 0 1 N N N 6.837 14.907 38.845 1.749 -1.018 0.244 "O5'" 8C6 8 8C6 "C5'" C1 C 0 1 N N N 7.286 15.968 37.978 0.820 -1.859 -0.443 "C5'" 8C6 9 8C6 "C4'" C2 C 0 1 N N R 8.740 15.795 37.649 -0.460 -1.987 0.386 "C4'" 8C6 10 8C6 "O4'" O7 O 0 1 N N N 9.524 15.392 38.865 -1.128 -0.715 0.454 "O4'" 8C6 11 8C6 "C3'" C3 C 0 1 N N S 8.922 14.731 36.643 -1.427 -2.976 -0.293 "C3'" 8C6 12 8C6 "O3'" O8 O 0 1 N N N 8.976 15.295 35.299 -1.708 -4.076 0.574 "O3'" 8C6 13 8C6 "C2'" C4 C 0 1 N N R 10.171 14.055 36.967 -2.708 -2.143 -0.544 "C2'" 8C6 14 8C6 "C1'" C5 C 0 1 N N R 10.444 14.287 38.391 -2.546 -0.984 0.472 "C1'" 8C6 15 8C6 N9 N1 N 0 1 Y N N 10.245 13.117 39.128 -3.300 0.193 0.037 N9 8C6 16 8C6 C8 C6 C 0 1 Y N N 9.064 12.787 39.492 -2.811 1.246 -0.679 C8 8C6 17 8C6 N7 N2 N 0 1 Y N N 9.170 11.611 40.196 -3.755 2.115 -0.893 N7 8C6 18 8C6 C5 C7 C 0 1 Y N N 10.661 11.281 40.195 -4.907 1.678 -0.330 C5 8C6 19 8C6 C6 C8 C 0 1 Y N N 11.481 10.275 40.694 -6.216 2.181 -0.240 C6 8C6 20 8C6 N6 N3 N 0 1 N N N 10.915 9.158 41.436 -6.549 3.395 -0.815 N6 8C6 21 8C6 N1 N4 N 0 1 Y N N 12.802 10.348 40.479 -7.127 1.463 0.409 N1 8C6 22 8C6 C2 C9 C 0 1 Y N N 13.326 11.373 39.779 -6.818 0.304 0.960 C2 8C6 23 8C6 N3 N5 N 0 1 Y N N 12.594 12.380 39.255 -5.606 -0.206 0.901 N3 8C6 24 8C6 C4 C10 C 0 1 Y N N 11.261 12.389 39.431 -4.631 0.437 0.269 C4 8C6 25 8C6 O O9 O 0 1 N N N 11.258 14.623 36.166 -3.879 -2.911 -0.261 O 8C6 26 8C6 C3A C11 C 0 1 N N R 4.071 15.565 38.925 4.022 0.546 0.754 C3A 8C6 27 8C6 CL2 CL1 CL 0 0 N N N 4.134 16.150 40.554 3.026 2.047 0.838 CL2 8C6 28 8C6 H1 H1 H 0 1 N N N 0.852 15.785 37.741 6.694 -0.825 0.874 H1 8C6 29 8C6 H2 H2 H 0 1 N N N 1.747 13.048 39.147 7.277 2.276 0.769 H2 8C6 30 8C6 H4 H4 H 0 1 N N N 7.141 16.934 38.483 0.582 -1.422 -1.413 H4 8C6 31 8C6 H5 H5 H 0 1 N N N 6.699 15.949 37.048 1.260 -2.845 -0.587 H5 8C6 32 8C6 H6 H6 H 0 1 N N N 9.139 16.743 37.259 -0.218 -2.332 1.391 H6 8C6 33 8C6 H7 H7 H 0 1 N N N 8.087 14.018 36.711 -1.011 -3.329 -1.237 H7 8C6 34 8C6 H8 H8 H 0 1 N N N 8.155 15.731 35.105 -2.357 -4.700 0.221 H8 8C6 35 8C6 H9 H9 H 0 1 N N N 10.081 12.976 36.771 -2.731 -1.763 -1.566 H9 8C6 36 8C6 H10 H10 H 0 1 N N N 11.483 14.629 38.504 -2.864 -1.299 1.466 H10 8C6 37 8C6 H11 H11 H 0 1 N N N 8.154 13.330 39.285 -1.790 1.343 -1.018 H11 8C6 38 8C6 H12 H12 H 0 1 N N N 11.647 8.536 41.713 -5.875 3.910 -1.286 H12 8C6 39 8C6 H13 H13 H 0 1 N N N 10.444 9.502 42.249 -7.456 3.732 -0.746 H13 8C6 40 8C6 H14 H14 H 0 1 N N N 14.395 11.391 39.628 -7.589 -0.247 1.479 H14 8C6 41 8C6 H15 H15 H 0 1 N N N 12.072 14.182 36.378 -3.977 -3.698 -0.813 H15 8C6 42 8C6 H16 H16 H 0 1 N N N 4.257 16.388 38.219 4.123 0.122 1.753 H16 8C6 43 8C6 H3 H3 H 0 1 N N N 5.010 12.658 37.576 4.228 -2.436 0.441 H3 8C6 44 # 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 8C6 "O3'" "C3'" SING N N 1 8C6 O "C2'" SING N N 2 8C6 "C3'" "C2'" SING N N 3 8C6 "C3'" "C4'" SING N N 4 8C6 "C2'" "C1'" SING N N 5 8C6 O1B PB DOUB N N 6 8C6 O2A PA SING N N 7 8C6 "C4'" "C5'" SING N N 8 8C6 "C4'" "O4'" SING N N 9 8C6 "C5'" "O5'" SING N N 10 8C6 "C1'" "O4'" SING N N 11 8C6 "C1'" N9 SING N N 12 8C6 O2B PB SING N N 13 8C6 PB C3A SING N N 14 8C6 PB O3B SING N N 15 8C6 PA "O5'" SING N N 16 8C6 PA C3A SING N N 17 8C6 PA O1A DOUB N N 18 8C6 C3A CL2 SING N N 19 8C6 N9 C4 SING Y N 20 8C6 N9 C8 SING Y N 21 8C6 N3 C4 DOUB Y N 22 8C6 N3 C2 SING Y N 23 8C6 C4 C5 SING Y N 24 8C6 C8 N7 DOUB Y N 25 8C6 C2 N1 DOUB Y N 26 8C6 C5 N7 SING Y N 27 8C6 C5 C6 DOUB Y N 28 8C6 N1 C6 SING Y N 29 8C6 C6 N6 SING N N 30 8C6 O2B H1 SING N N 31 8C6 O3B H2 SING N N 32 8C6 "C5'" H4 SING N N 33 8C6 "C5'" H5 SING N N 34 8C6 "C4'" H6 SING N N 35 8C6 "C3'" H7 SING N N 36 8C6 "O3'" H8 SING N N 37 8C6 "C2'" H9 SING N N 38 8C6 "C1'" H10 SING N N 39 8C6 C8 H11 SING N N 40 8C6 N6 H12 SING N N 41 8C6 N6 H13 SING N N 42 8C6 C2 H14 SING N N 43 8C6 O H15 SING N N 44 8C6 C3A H16 SING N N 45 8C6 O2A H3 SING N N 46 # 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 8C6 InChI InChI 1.03 "InChI=1S/C11H16ClN5O9P2/c12-11(27(20,21)22)28(23,24)25-1-4-6(18)7(19)10(26-4)17-3-16-5-8(13)14-2-15-9(5)17/h2-4,6-7,10-11,18-19H,1H2,(H,23,24)(H2,13,14,15)(H2,20,21,22)/t4-,6-,7-,10-,11-/m1/s1" 8C6 InChIKey InChI 1.03 OGUHYAYICMXXAF-IFWOQMCBSA-N 8C6 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)[C@H](Cl)[P](O)(O)=O)[C@@H](O)[C@H]3O" 8C6 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)[CH](Cl)[P](O)(O)=O)[CH](O)[CH]3O" 8C6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([C@@H](P(=O)(O)O)Cl)O)O)O)N" 8C6 SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(C(P(=O)(O)O)Cl)O)O)O)N" # 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 8C6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(~{R})-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]-chloranyl-methyl]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 8C6 "Create component" 2017-06-07 PDBJ 8C6 "Initial release" 2017-09-06 RCSB #