data_8AF # _chem_comp.id 8AF _chem_comp.name "[(2~{R},3~{S},5~{R})-5-[2-azanyl-8-(9~{H}-fluoren-3-ylamino)-6-oxidanylidene-3~{H}-purin-9-yl]-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphite" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 N6 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-22 _chem_comp.pdbx_modified_date 2017-05-05 _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 510.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8AF _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 5LCL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8AF P P1 P 0 1 N N N 24.084 60.972 -24.031 5.460 2.859 1.090 P 8AF 1 8AF OP1 O1 O 0 1 N N N 24.612 62.057 -23.139 6.964 2.878 0.514 OP1 8AF 2 8AF "O5'" O2 O 0 1 N N N 22.540 61.203 -24.277 4.897 1.467 0.508 "O5'" 8AF 3 8AF "C5'" C1 C 0 1 N N N 21.786 60.045 -24.546 4.245 1.361 -0.759 "C5'" 8AF 4 8AF "C4'" C2 C 0 1 N N R 21.086 60.332 -25.857 3.837 -0.094 -1.002 "C4'" 8AF 5 8AF "C3'" C3 C 0 1 N N S 19.920 59.480 -25.663 3.243 -0.257 -2.419 "C3'" 8AF 6 8AF "O3'" O3 O 0 1 N N N 18.799 60.316 -25.675 4.231 -0.759 -3.321 "O3'" 8AF 7 8AF "C2'" C4 C 0 1 N N N 19.784 58.486 -26.748 2.104 -1.283 -2.232 "C2'" 8AF 8 8AF "C1'" C5 C 0 1 N N R 20.811 58.872 -27.735 2.144 -1.620 -0.725 "C1'" 8AF 9 8AF "O4'" O4 O 0 1 N N N 21.628 59.880 -27.105 2.768 -0.473 -0.108 "O4'" 8AF 10 8AF N9 N1 N 0 1 Y N N 21.705 57.776 -28.125 0.786 -1.802 -0.206 N9 8AF 11 8AF C4 C6 C 0 1 Y N N 22.590 57.109 -27.377 0.215 -2.986 0.163 C4 8AF 12 8AF C5 C7 C 0 1 Y N N 23.273 56.211 -28.341 -1.071 -2.688 0.590 C5 8AF 13 8AF N7 N2 N 0 1 Y N N 22.770 56.416 -29.596 -1.241 -1.347 0.469 N7 8AF 14 8AF C8 C8 C 0 1 Y N N 21.865 57.397 -29.402 -0.139 -0.816 0.002 C8 8AF 15 8AF N3 N3 N 0 1 N N N 22.933 57.092 -26.058 0.636 -4.291 0.187 N3 8AF 16 8AF C2 C9 C 0 1 N N N 23.907 56.254 -25.627 -0.192 -5.275 0.623 C2 8AF 17 8AF N2 N4 N 0 1 N N N 24.268 56.215 -24.334 0.266 -6.566 0.633 N2 8AF 18 8AF N1 N5 N 0 1 N N N 24.551 55.422 -26.442 -1.418 -5.036 1.036 N1 8AF 19 8AF C6 C10 C 0 1 N N N 24.317 55.353 -27.758 -1.920 -3.791 1.049 C6 8AF 20 8AF O6 O5 O 0 1 N N N 24.974 54.573 -28.484 -3.059 -3.581 1.435 O6 8AF 21 8AF OP2 O6 O 0 1 N N N 24.284 59.546 -23.575 5.700 2.501 2.641 OP2 8AF 22 8AF N4 N6 N 0 1 N N N 21.020 58.122 -30.198 0.056 0.531 -0.251 N4 8AF 23 8AF C12 C11 C 0 1 Y N N 20.697 58.229 -31.530 -1.009 1.428 -0.119 C12 8AF 24 8AF C13 C12 C 0 1 Y N N 19.324 58.156 -31.643 -0.758 2.767 0.156 C13 8AF 25 8AF C14 C13 C 0 1 Y N N 18.665 58.072 -32.842 -1.809 3.655 0.286 C14 8AF 26 8AF C15 C14 C 0 1 Y N N 19.389 58.079 -33.990 -3.109 3.216 0.143 C15 8AF 27 8AF C16 C15 C 0 1 Y N N 20.772 58.174 -33.942 -3.374 1.876 -0.133 C16 8AF 28 8AF C17 C16 C 0 1 Y N N 21.493 58.257 -32.714 -2.313 0.982 -0.269 C17 8AF 29 8AF C18 C17 C 0 1 N N N 18.869 57.995 -35.332 -4.434 3.932 0.234 C18 8AF 30 8AF C19 C18 C 0 1 Y N N 19.967 58.059 -36.238 -5.492 2.885 -0.014 C19 8AF 31 8AF C20 C19 C 0 1 Y N N 21.185 58.156 -35.385 -4.841 1.674 -0.236 C20 8AF 32 8AF C1 C20 C 0 1 Y N N 20.064 58.046 -37.624 -6.868 2.952 -0.059 C1 8AF 33 8AF C3 C21 C 0 1 Y N N 21.354 58.109 -38.178 -7.609 1.814 -0.326 C3 8AF 34 8AF C7 C22 C 0 1 Y N N 22.502 58.191 -37.373 -6.971 0.607 -0.548 C7 8AF 35 8AF C9 C23 C 0 1 Y N N 22.431 58.227 -35.971 -5.595 0.528 -0.495 C9 8AF 36 8AF H1 H1 H 0 1 N N N 25.540 61.921 -22.989 7.022 3.081 -0.429 H1 8AF 37 8AF H2 H2 H 0 1 N N N 21.052 59.867 -23.746 3.357 1.993 -0.765 H2 8AF 38 8AF H3 H3 H 0 1 N N N 22.444 59.169 -24.642 4.926 1.683 -1.546 H3 8AF 39 8AF H4 H4 H 0 1 N N N 20.795 61.392 -25.907 4.695 -0.754 -0.872 H4 8AF 40 8AF H5 H5 H 0 1 N N N 20.000 58.958 -24.698 2.847 0.693 -2.778 H5 8AF 41 8AF H6 H6 H 0 1 N N N 18.876 60.960 -24.981 3.911 -0.880 -4.226 H6 8AF 42 8AF H7 H7 H 0 1 N N N 18.780 58.532 -27.194 1.144 -0.841 -2.499 H7 8AF 43 8AF H8 H8 H 0 1 N N N 19.971 57.470 -26.370 2.292 -2.175 -2.830 H8 8AF 44 8AF H9 H9 H 0 1 N N N 20.324 59.288 -28.629 2.741 -2.515 -0.552 H9 8AF 45 8AF H10 H10 H 0 1 N N N 22.468 57.696 -25.411 1.533 -4.513 -0.109 H10 8AF 46 8AF H11 H11 H 0 1 N N N 24.984 55.585 -24.034 1.167 -6.763 0.332 H11 8AF 47 8AF H12 H12 H 0 1 N N N 23.821 56.816 -23.672 -0.310 -7.283 0.940 H12 8AF 48 8AF H13 H13 H 0 1 N N N 25.208 59.389 -23.422 6.047 3.236 3.165 H13 8AF 49 8AF H14 H14 H 0 1 N N N 20.479 58.761 -29.651 0.931 0.853 -0.519 H14 8AF 50 8AF H15 H15 H 0 1 N N N 18.736 58.166 -30.737 0.259 3.113 0.269 H15 8AF 51 8AF H16 H16 H 0 1 N N N 17.588 58.001 -32.873 -1.612 4.695 0.500 H16 8AF 52 8AF H17 H17 H 0 1 N N N 22.570 58.336 -32.682 -2.507 -0.059 -0.484 H17 8AF 53 8AF H18 H18 H 0 1 N N N 18.182 58.834 -35.519 -4.560 4.364 1.227 H18 8AF 54 8AF H19 H19 H 0 1 N N N 18.331 57.045 -35.465 -4.492 4.712 -0.525 H19 8AF 55 8AF H20 H20 H 0 1 N N N 19.185 57.990 -38.249 -7.368 3.893 0.114 H20 8AF 56 8AF H21 H21 H 0 1 N N N 21.466 58.094 -39.252 -8.687 1.868 -0.360 H21 8AF 57 8AF H22 H22 H 0 1 N N N 23.471 58.228 -37.848 -7.553 -0.279 -0.755 H22 8AF 58 8AF H23 H23 H 0 1 N N N 23.325 58.308 -35.370 -5.100 -0.416 -0.669 H23 8AF 59 # 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 8AF C3 C1 SING Y N 1 8AF C3 C7 DOUB Y N 2 8AF C1 C19 DOUB Y N 3 8AF C7 C9 SING Y N 4 8AF C19 C20 SING Y N 5 8AF C19 C18 SING N N 6 8AF C9 C20 DOUB Y N 7 8AF C20 C16 SING N N 8 8AF C18 C15 SING N N 9 8AF C15 C16 SING Y N 10 8AF C15 C14 DOUB Y N 11 8AF C16 C17 DOUB Y N 12 8AF C14 C13 SING Y N 13 8AF C17 C12 SING Y N 14 8AF C13 C12 DOUB Y N 15 8AF C12 N4 SING N N 16 8AF N4 C8 SING N N 17 8AF N7 C8 DOUB Y N 18 8AF N7 C5 SING Y N 19 8AF C8 N9 SING Y N 20 8AF O6 C6 DOUB N N 21 8AF C5 C6 SING N N 22 8AF C5 C4 DOUB Y N 23 8AF N9 "C1'" SING N N 24 8AF N9 C4 SING Y N 25 8AF C6 N1 SING N N 26 8AF "C1'" "O4'" SING N N 27 8AF "C1'" "C2'" SING N N 28 8AF C4 N3 SING N N 29 8AF "O4'" "C4'" SING N N 30 8AF "C2'" "C3'" SING N N 31 8AF N1 C2 DOUB N N 32 8AF N3 C2 SING N N 33 8AF "C4'" "C3'" SING N N 34 8AF "C4'" "C5'" SING N N 35 8AF "O3'" "C3'" SING N N 36 8AF C2 N2 SING N N 37 8AF "C5'" "O5'" SING N N 38 8AF "O5'" P SING N N 39 8AF P OP2 SING N N 40 8AF P OP1 SING N N 41 8AF OP1 H1 SING N N 42 8AF "C5'" H2 SING N N 43 8AF "C5'" H3 SING N N 44 8AF "C4'" H4 SING N N 45 8AF "C3'" H5 SING N N 46 8AF "O3'" H6 SING N N 47 8AF "C2'" H7 SING N N 48 8AF "C2'" H8 SING N N 49 8AF "C1'" H9 SING N N 50 8AF N3 H10 SING N N 51 8AF N2 H11 SING N N 52 8AF N2 H12 SING N N 53 8AF OP2 H13 SING N N 54 8AF N4 H14 SING N N 55 8AF C13 H15 SING N N 56 8AF C14 H16 SING N N 57 8AF C17 H17 SING N N 58 8AF C18 H18 SING N N 59 8AF C18 H19 SING N N 60 8AF C1 H20 SING N N 61 8AF C3 H21 SING N N 62 8AF C7 H22 SING N N 63 8AF C9 H23 SING N N 64 # 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 8AF InChI InChI 1.03 "InChI=1S/C23H23N6O6P/c24-22-27-20-19(21(31)28-22)26-23(29(20)18-9-16(30)17(35-18)10-34-36(32)33)25-13-6-5-12-7-11-3-1-2-4-14(11)15(12)8-13/h1-6,8,16-18,30,32-33H,7,9-10H2,(H,25,26)(H3,24,27,28,31)/t16-,17+,18+/m0/s1" 8AF InChIKey InChI 1.03 VSBNWWDZIACPPS-RCCFBDPRSA-N 8AF SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2nc(Nc3ccc4Cc5ccccc5c4c3)n([C@H]6C[C@H](O)[C@@H](COP(O)O)O6)c2N1" 8AF SMILES CACTVS 3.385 "NC1=NC(=O)c2nc(Nc3ccc4Cc5ccccc5c4c3)n([CH]6C[CH](O)[CH](COP(O)O)O6)c2N1" 8AF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1ccc-2c(c1)Cc3c2cc(cc3)Nc4nc5c(n4[C@H]6C[C@@H]([C@H](O6)COP(O)O)O)NC(=NC5=O)N" 8AF SMILES "OpenEye OEToolkits" 2.0.5 "c1ccc-2c(c1)Cc3c2cc(cc3)Nc4nc5c(n4C6CC(C(O6)COP(O)O)O)NC(=NC5=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 8AF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "[(2~{R},3~{S},5~{R})-5-[2-azanyl-8-(9~{H}-fluoren-3-ylamino)-6-oxidanylidene-3~{H}-purin-9-yl]-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphite" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8AF "Create component" 2016-06-22 EBI 8AF "Initial release" 2017-05-10 RCSB #