data_8JN # _chem_comp.id 8JN _chem_comp.name "1-butyl-3-[(~{E})-3-oxidanylprop-1-enyl]-8-[(1~{R},5~{S})-3-tricyclo[3.3.1.0^{3,7}]nonanyl]-7~{H}-purine-2,6-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-08 _chem_comp.pdbx_modified_date 2017-07-21 _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 384.472 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8JN _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 5N2R _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 8JN C10 C1 C 0 1 N N N 22.190 171.293 15.602 -0.056 -3.114 -0.154 C10 8JN 1 8JN C13 C2 C 0 1 Y N N 20.304 172.803 17.581 0.438 -0.412 -0.245 C13 8JN 2 8JN C14 C3 C 0 1 Y N N 19.389 173.610 18.283 0.739 0.940 -0.351 C14 8JN 3 8JN C16 C4 C 0 1 Y N N 18.363 171.597 17.809 -1.422 0.682 -0.087 C16 8JN 4 8JN C18 C5 C 0 1 N N N 17.288 170.444 17.727 -2.892 0.971 0.070 C18 8JN 5 8JN C21 C6 C 0 1 N N N 15.447 169.654 19.346 -4.668 -0.367 1.159 C21 8JN 6 8JN C22 C7 C 0 1 N N N 16.960 169.580 19.024 -3.800 -0.278 -0.131 C22 8JN 7 8JN C23 C8 C 0 1 N N N 17.209 168.182 18.548 -4.841 0.139 -1.212 C23 8JN 8 8JN C24 C9 C 0 1 N N R 16.490 168.166 17.105 -4.955 1.665 -0.945 C24 8JN 9 8JN C25 C10 C 0 1 N N N 17.369 169.284 16.538 -3.432 2.038 -0.928 C25 8JN 10 8JN C26 C11 C 0 1 N N N 15.022 168.649 17.123 -5.536 1.876 0.456 C26 8JN 11 8JN C27 C12 C 0 1 N N N 19.737 175.014 18.756 2.084 1.333 -0.529 C27 8JN 12 8JN C01 C13 C 0 1 N N N 22.172 179.345 15.781 7.205 1.638 1.768 C01 8JN 13 8JN C02 C14 C 0 1 N N N 22.414 178.165 16.774 6.553 1.423 0.401 C02 8JN 14 8JN C03 C15 C 0 1 N N N 21.273 178.010 17.829 5.094 1.004 0.592 C03 8JN 15 8JN C04 C16 C 0 1 N N N 21.513 176.886 18.886 4.441 0.789 -0.775 C04 8JN 16 8JN N05 N1 N 0 1 N N N 21.078 175.446 18.422 3.044 0.388 -0.591 N05 8JN 17 8JN C06 C17 C 0 1 N N N 22.057 174.651 17.703 2.739 -0.917 -0.487 C06 8JN 18 8JN O07 O1 O 0 1 N N N 23.147 175.068 17.463 3.631 -1.741 -0.548 O07 8JN 19 8JN N08 N2 N 0 1 N N N 21.624 173.294 17.284 1.470 -1.335 -0.317 N08 8JN 20 8JN C09 C18 C 0 1 N N N 22.714 172.478 16.511 1.194 -2.697 -0.212 C09 8JN 21 8JN C11 C19 C 0 1 N N N 23.267 170.451 14.824 -0.358 -4.590 -0.150 C11 8JN 22 8JN O12 O2 O 0 1 N N N 24.236 171.315 14.282 -1.340 -4.873 0.849 O12 8JN 23 8JN N15 N3 N 0 1 Y N N 18.205 172.848 18.410 -0.461 1.613 -0.247 N15 8JN 24 8JN N17 N4 N 0 1 Y N N 19.646 171.569 17.303 -0.885 -0.511 -0.091 N17 8JN 25 8JN C19 C20 C 0 1 N N N 15.843 170.854 17.252 -3.275 1.538 1.469 C19 8JN 26 8JN C20 C21 C 0 1 N N S 14.875 169.875 17.986 -4.773 1.131 1.554 C20 8JN 27 8JN O28 O3 O 0 1 N N N 19.015 175.726 19.342 2.373 2.513 -0.625 O28 8JN 28 8JN H1 H1 H 0 1 N N N 21.136 171.072 15.519 -0.862 -2.397 -0.105 H1 8JN 29 8JN H2 H2 H 0 1 N N N 15.218 170.492 20.021 -5.651 -0.785 0.942 H2 8JN 30 8JN H3 H3 H 0 1 N N N 15.082 168.716 19.790 -4.162 -0.943 1.934 H3 8JN 31 8JN H4 H4 H 0 1 N N N 17.588 169.869 19.879 -3.249 -1.191 -0.357 H4 8JN 32 8JN H5 H5 H 0 1 N N N 16.754 167.445 19.226 -4.464 -0.056 -2.216 H5 8JN 33 8JN H6 H6 H 0 1 N N N 18.286 167.980 18.457 -5.796 -0.360 -1.050 H6 8JN 34 8JN H7 H7 H 0 1 N N N 16.621 167.204 16.588 -5.519 2.189 -1.717 H7 8JN 35 8JN H8 H8 H 0 1 N N N 18.403 168.940 16.388 -3.278 3.042 -0.532 H8 8JN 36 8JN H9 H9 H 0 1 N N N 16.967 169.662 15.586 -2.992 1.937 -1.919 H9 8JN 37 8JN H10 H10 H 0 1 N N N 14.709 168.890 16.097 -5.522 2.942 0.682 H10 8JN 38 8JN H11 H11 H 0 1 N N N 14.383 167.848 17.522 -6.572 1.536 0.458 H11 8JN 39 8JN H12 H12 H 0 1 N N N 23.007 179.401 15.067 8.245 1.937 1.631 H12 8JN 40 8JN H13 H13 H 0 1 N N N 21.232 179.177 15.234 6.670 2.420 2.307 H13 8JN 41 8JN H14 H14 H 0 1 N N N 22.106 180.289 16.342 7.166 0.710 2.339 H14 8JN 42 8JN H15 H15 H 0 1 N N N 22.487 177.231 16.197 6.592 2.351 -0.170 H15 8JN 43 8JN H16 H16 H 0 1 N N N 23.361 178.343 17.305 7.088 0.642 -0.139 H16 8JN 44 8JN H17 H17 H 0 1 N N N 21.167 178.966 18.363 5.055 0.076 1.164 H17 8JN 45 8JN H18 H18 H 0 1 N N N 20.339 177.784 17.294 4.559 1.786 1.132 H18 8JN 46 8JN H19 H19 H 0 1 N N N 22.587 176.861 19.122 4.480 1.717 -1.346 H19 8JN 47 8JN H20 H20 H 0 1 N N N 20.944 177.141 19.793 4.976 0.008 -1.314 H20 8JN 48 8JN H21 H21 H 0 1 N N N 23.765 172.711 16.594 2.004 -3.411 -0.179 H21 8JN 49 8JN H22 H22 H 0 1 N N N 22.779 169.892 14.012 -0.740 -4.886 -1.128 H22 8JN 50 8JN H23 H23 H 0 1 N N N 23.751 169.746 15.516 0.553 -5.147 0.068 H23 8JN 51 8JN H24 H24 H 0 1 N N N 24.887 170.807 13.812 -1.583 -5.807 0.908 H24 8JN 52 8JN H25 H25 H 0 1 N N N 17.372 173.161 18.866 -0.589 2.574 -0.283 H25 8JN 53 8JN H27 H27 H 0 1 N N N 15.625 171.895 17.534 -2.705 1.051 2.260 H27 8JN 54 8JN H28 H28 H 0 1 N N N 15.750 170.743 16.162 -3.145 2.620 1.503 H28 8JN 55 8JN H29 H29 H 0 1 N N N 13.844 170.257 18.010 -5.201 1.292 2.544 H29 8JN 56 # 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 8JN O12 C11 SING N N 1 8JN C11 C10 SING N N 2 8JN C10 C09 DOUB N E 3 8JN C01 C02 SING N N 4 8JN C09 N08 SING N N 5 8JN C25 C24 SING N N 6 8JN C25 C18 SING N N 7 8JN C02 C03 SING N N 8 8JN C24 C26 SING N N 9 8JN C24 C23 SING N N 10 8JN C26 C20 SING N N 11 8JN C19 C18 SING N N 12 8JN C19 C20 SING N N 13 8JN N08 C13 SING N N 14 8JN N08 C06 SING N N 15 8JN N17 C13 SING Y N 16 8JN N17 C16 DOUB Y N 17 8JN O07 C06 DOUB N N 18 8JN C13 C14 DOUB Y N 19 8JN C06 N05 SING N N 20 8JN C18 C16 SING N N 21 8JN C18 C22 SING N N 22 8JN C16 N15 SING Y N 23 8JN C03 C04 SING N N 24 8JN C20 C21 SING N N 25 8JN C14 N15 SING Y N 26 8JN C14 C27 SING N N 27 8JN N05 C27 SING N N 28 8JN N05 C04 SING N N 29 8JN C23 C22 SING N N 30 8JN C27 O28 DOUB N N 31 8JN C22 C21 SING N N 32 8JN C10 H1 SING N N 33 8JN C21 H2 SING N N 34 8JN C21 H3 SING N N 35 8JN C22 H4 SING N N 36 8JN C23 H5 SING N N 37 8JN C23 H6 SING N N 38 8JN C24 H7 SING N N 39 8JN C25 H8 SING N N 40 8JN C25 H9 SING N N 41 8JN C26 H10 SING N N 42 8JN C26 H11 SING N N 43 8JN C01 H12 SING N N 44 8JN C01 H13 SING N N 45 8JN C01 H14 SING N N 46 8JN C02 H15 SING N N 47 8JN C02 H16 SING N N 48 8JN C03 H17 SING N N 49 8JN C03 H18 SING N N 50 8JN C04 H19 SING N N 51 8JN C04 H20 SING N N 52 8JN C09 H21 SING N N 53 8JN C11 H22 SING N N 54 8JN C11 H23 SING N N 55 8JN O12 H24 SING N N 56 8JN N15 H25 SING N N 57 8JN C19 H27 SING N N 58 8JN C19 H28 SING N N 59 8JN C20 H29 SING N N 60 # 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 8JN InChI InChI 1.03 "InChI=1S/C21H28N4O3/c1-2-3-5-25-18(27)16-17(24(20(25)28)6-4-7-26)23-19(22-16)21-11-13-8-14(12-21)10-15(21)9-13/h4,6,13-15,26H,2-3,5,7-12H2,1H3,(H,22,23)/b6-4+/t13-,14+,15-,21-" 8JN InChIKey InChI 1.03 BPTHCTUXQADTJT-ZKQWZTGNSA-N 8JN SMILES_CANONICAL CACTVS 3.385 "CCCCN1C(=O)N(/C=C/CO)c2nc([nH]c2C1=O)C34C[C@H]5C[C@H](CC3C5)C4" 8JN SMILES CACTVS 3.385 "CCCCN1C(=O)N(C=CCO)c2nc([nH]c2C1=O)C34C[CH]5C[CH](CC3C5)C4" 8JN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCCCN1C(=O)c2c(nc([nH]2)C34C[C@@H]5C[C@H](C3)CC4C5)N(C1=O)/C=C/CO" 8JN SMILES "OpenEye OEToolkits" 2.0.6 "CCCCN1C(=O)c2c(nc([nH]2)C34CC5CC(C3)CC4C5)N(C1=O)C=CCO" # 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 8JN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-butyl-3-[(~{E})-3-oxidanylprop-1-enyl]-8-[(1~{R},5~{S})-3-tricyclo[3.3.1.0^{3,7}]nonanyl]-7~{H}-purine-2,6-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8JN "Create component" 2017-02-08 EBI 8JN "Initial release" 2017-07-26 RCSB #