data_KP3 # _chem_comp.id KP3 _chem_comp.name "5'-O-({1-[(2E)-4-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-methylbut-2-en-1-yl]-1H-1,2,3-triazol-4-yl}methyl)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H32 N8 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-12 _chem_comp.pdbx_modified_date 2015-06-12 _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 608.602 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KP3 _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 4ZQP _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 KP3 O2 O1 O 0 1 N N N -41.053 -20.012 1.452 7.823 3.659 2.183 O2 KP3 1 KP3 C7 C1 C 0 1 N N N -39.991 -19.426 1.474 8.356 3.111 1.238 C7 KP3 2 KP3 C6 C2 C 0 1 Y N N -39.630 -18.263 2.327 7.945 1.819 0.676 C6 KP3 3 KP3 C1 C3 C 0 1 Y N N -40.334 -17.598 3.303 6.924 0.918 1.017 C1 KP3 4 KP3 O3 O2 O 0 1 N N N -41.595 -18.002 3.617 6.092 1.191 2.053 O3 KP3 5 KP3 O1 O3 O 0 1 N N N -38.826 -19.759 0.676 9.404 3.606 0.556 O1 KP3 6 KP3 C9 C4 C 0 1 N N N -37.759 -18.781 0.848 9.763 2.674 -0.501 C9 KP3 7 KP3 C5 C5 C 0 1 Y N N -38.284 -17.879 1.955 8.795 1.521 -0.396 C5 KP3 8 KP3 C4 C6 C 0 1 Y N N -37.676 -16.814 2.595 8.636 0.359 -1.107 C4 KP3 9 KP3 C12 C7 C 0 1 N N N -36.281 -16.441 2.186 9.557 0.049 -2.259 C12 KP3 10 KP3 C3 C8 C 0 1 Y N N -38.397 -16.141 3.599 7.624 -0.535 -0.764 C3 KP3 11 KP3 O4 O4 O 0 1 N N N -37.845 -15.074 4.272 7.470 -1.684 -1.469 O4 KP3 12 KP3 C14 C9 C 0 1 N N N -37.852 -13.763 3.678 8.192 -2.829 -1.010 C14 KP3 13 KP3 C2 C10 C 0 1 Y N N -39.703 -16.531 3.943 6.770 -0.251 0.292 C2 KP3 14 KP3 C15 C11 C 0 1 N N N -40.439 -15.801 5.044 5.676 -1.221 0.654 C15 KP3 15 KP3 C16 C12 C 0 1 N N N -41.300 -14.689 4.517 4.425 -0.877 -0.112 C16 KP3 16 KP3 C17 C13 C 0 1 N N N -41.219 -13.462 5.058 3.297 -0.687 0.526 C17 KP3 17 KP3 C18 C14 C 0 1 N N N -40.260 -13.170 6.180 3.216 -0.949 2.008 C18 KP3 18 KP3 C19 C15 C 0 1 N N N -42.087 -12.362 4.495 2.079 -0.208 -0.222 C19 KP3 19 KP3 N1 N1 N 0 1 Y N N -41.314 -11.724 3.430 1.261 -1.358 -0.612 N1 KP3 20 KP3 C24 C16 C 0 1 Y N N -40.640 -10.578 3.367 -0.049 -1.535 -0.321 C24 KP3 21 KP3 C23 C17 C 0 1 Y N N -40.079 -10.517 2.092 -0.400 -2.721 -0.868 C23 KP3 22 KP3 N3 N2 N 0 1 Y N N -40.425 -11.631 1.390 0.697 -3.207 -1.460 N3 KP3 23 KP3 N2 N3 N 0 1 Y N N -41.208 -12.436 2.231 1.662 -2.373 -1.295 N2 KP3 24 KP3 C25 C18 C 0 1 N N N -39.245 -9.366 1.571 -1.760 -3.369 -0.821 C25 KP3 25 KP3 O5 O5 O 0 1 N N N -39.665 -9.097 0.236 -2.661 -2.532 -0.093 O5 KP3 26 KP3 C27 C19 C 0 1 N N N -41.053 -8.760 0.166 -3.986 -3.057 0.011 C27 KP3 27 KP3 C28 C20 C 0 1 N N R -41.452 -8.788 -1.303 -4.859 -2.083 0.806 C28 KP3 28 KP3 C32 C21 C 0 1 N N S -42.859 -8.278 -1.559 -6.274 -2.670 1.006 C32 KP3 29 KP3 O7 O6 O 0 1 N N N -42.815 -6.863 -1.765 -6.390 -3.267 2.299 O7 KP3 30 KP3 C31 C22 C 0 1 N N R -43.259 -9.034 -2.809 -7.209 -1.446 0.885 C31 KP3 31 KP3 O8 O7 O 0 1 N N N -42.779 -8.349 -3.970 -7.933 -1.246 2.101 O8 KP3 32 KP3 C30 C23 C 0 1 N N R -42.512 -10.355 -2.688 -6.248 -0.264 0.627 C30 KP3 33 KP3 O6 O8 O 0 1 N N N -41.386 -10.111 -1.851 -5.065 -0.866 0.056 O6 KP3 34 KP3 N4 N4 N 0 1 Y N N -43.345 -11.365 -2.003 -6.846 0.682 -0.318 N4 KP3 35 KP3 C39 C24 C 0 1 Y N N -44.505 -11.846 -2.474 -7.705 1.706 -0.008 C39 KP3 36 KP3 N6 N5 N 0 1 Y N N -45.206 -11.586 -3.611 -8.249 2.168 1.113 N6 KP3 37 KP3 C41 C25 C 0 1 Y N N -46.353 -12.204 -3.870 -9.062 3.202 1.088 C41 KP3 38 KP3 N7 N6 N 0 1 Y N N -46.855 -13.116 -3.016 -9.379 3.828 -0.031 N7 KP3 39 KP3 C43 C26 C 0 1 Y N N -46.242 -13.453 -1.863 -8.885 3.438 -1.201 C43 KP3 40 KP3 N8 N7 N 0 1 N N N -46.779 -14.364 -1.015 -9.223 4.100 -2.368 N8 KP3 41 KP3 C38 C27 C 0 1 Y N N -44.970 -12.774 -1.553 -8.011 2.338 -1.225 C38 KP3 42 KP3 N5 N8 N 0 1 Y N N -44.087 -12.835 -0.537 -7.335 1.679 -2.197 N5 KP3 43 KP3 C36 C28 C 0 1 Y N N -43.081 -11.963 -0.825 -6.647 0.710 -1.667 C36 KP3 44 KP3 H1 H1 H 0 1 N N N -41.944 -17.446 4.304 5.300 1.686 1.801 H1 KP3 45 KP3 H2 H2 H 0 1 N N N -36.821 -19.270 1.150 9.665 3.155 -1.474 H2 KP3 46 KP3 H3 H3 H 0 1 N N N -37.593 -18.212 -0.079 10.785 2.322 -0.358 H3 KP3 47 KP3 H4 H4 H 0 1 N N N -36.322 -15.701 1.373 10.420 -0.507 -1.894 H4 KP3 48 KP3 H5 H5 H 0 1 N N N -35.749 -16.010 3.047 9.024 -0.551 -2.998 H5 KP3 49 KP3 H6 H6 H 0 1 N N N -35.749 -17.338 1.838 9.890 0.979 -2.718 H6 KP3 50 KP3 H7 H7 H 0 1 N N N -37.370 -13.048 4.361 9.260 -2.616 -1.028 H7 KP3 51 KP3 H8 H8 H 0 1 N N N -37.301 -13.789 2.726 7.886 -3.067 0.009 H8 KP3 52 KP3 H9 H9 H 0 1 N N N -38.890 -13.450 3.492 7.979 -3.677 -1.660 H9 KP3 53 KP3 H10 H10 H 0 1 N N N -41.078 -16.519 5.579 5.989 -2.234 0.402 H10 KP3 54 KP3 H11 H11 H 0 1 N N N -39.701 -15.377 5.741 5.475 -1.159 1.724 H11 KP3 55 KP3 H12 H12 H 0 1 N N N -41.985 -14.876 3.703 4.458 -0.786 -1.188 H12 KP3 56 KP3 H13 H13 H 0 1 N N N -39.721 -14.090 6.451 3.551 -0.065 2.551 H13 KP3 57 KP3 H14 H14 H 0 1 N N N -39.539 -12.405 5.856 2.185 -1.175 2.281 H14 KP3 58 KP3 H15 H15 H 0 1 N N N -40.819 -12.802 7.053 3.853 -1.795 2.263 H15 KP3 59 KP3 H16 H16 H 0 1 N N N -42.328 -11.630 5.280 1.496 0.453 0.419 H16 KP3 60 KP3 H17 H17 H 0 1 N N N -43.018 -12.784 4.088 2.391 0.335 -1.114 H17 KP3 61 KP3 H18 H18 H 0 1 N N N -40.546 -9.840 4.150 -0.686 -0.864 0.237 H18 KP3 62 KP3 H19 H19 H 0 1 N N N -38.180 -9.641 1.581 -2.132 -3.508 -1.836 H19 KP3 63 KP3 H20 H20 H 0 1 N N N -39.400 -8.476 2.199 -1.684 -4.338 -0.326 H20 KP3 64 KP3 H21 H21 H 0 1 N N N -41.218 -7.755 0.582 -4.405 -3.189 -0.986 H21 KP3 65 KP3 H22 H22 H 0 1 N N N -41.647 -9.493 0.732 -3.957 -4.019 0.523 H22 KP3 66 KP3 H23 H23 H 0 1 N N N -40.754 -8.139 -1.853 -4.400 -1.863 1.769 H23 KP3 67 KP3 H24 H24 H 0 1 N N N -43.520 -8.545 -0.722 -6.498 -3.400 0.228 H24 KP3 68 KP3 H25 H25 H 0 1 N N N -42.561 -6.433 -0.957 -7.259 -3.652 2.478 H25 KP3 69 KP3 H26 H26 H 0 1 N N N -44.346 -9.199 -2.840 -7.895 -1.571 0.047 H26 KP3 70 KP3 H27 H27 H 0 1 N N N -43.235 -7.521 -4.061 -8.552 -1.958 2.312 H27 KP3 71 KP3 H28 H28 H 0 1 N N N -42.207 -10.710 -3.683 -6.005 0.239 1.563 H28 KP3 72 KP3 H29 H29 H 0 1 N N N -46.890 -11.972 -4.778 -9.487 3.552 2.018 H29 KP3 73 KP3 H30 H30 H 0 1 N N N -47.643 -14.700 -1.390 -9.827 4.858 -2.338 H30 KP3 74 KP3 H31 H31 H 0 1 N N N -46.144 -15.129 -0.902 -8.855 3.806 -3.216 H31 KP3 75 KP3 H32 H32 H 0 1 N N N -42.213 -11.781 -0.209 -6.014 0.027 -2.214 H32 KP3 76 # 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 KP3 O8 C31 SING N N 1 KP3 C41 N6 DOUB Y N 2 KP3 C41 N7 SING Y N 3 KP3 N6 C39 SING Y N 4 KP3 N7 C43 DOUB Y N 5 KP3 C31 C30 SING N N 6 KP3 C31 C32 SING N N 7 KP3 C30 N4 SING N N 8 KP3 C30 O6 SING N N 9 KP3 C39 N4 SING Y N 10 KP3 C39 C38 DOUB Y N 11 KP3 N4 C36 SING Y N 12 KP3 C43 C38 SING Y N 13 KP3 C43 N8 SING N N 14 KP3 O6 C28 SING N N 15 KP3 O7 C32 SING N N 16 KP3 C32 C28 SING N N 17 KP3 C38 N5 SING Y N 18 KP3 C28 C27 SING N N 19 KP3 C36 N5 DOUB Y N 20 KP3 C27 O5 SING N N 21 KP3 O5 C25 SING N N 22 KP3 O1 C9 SING N N 23 KP3 O1 C7 SING N N 24 KP3 C9 C5 SING N N 25 KP3 N3 C23 SING Y N 26 KP3 N3 N2 DOUB Y N 27 KP3 O2 C7 DOUB N N 28 KP3 C7 C6 SING N N 29 KP3 C25 C23 SING N N 30 KP3 C5 C6 DOUB Y N 31 KP3 C5 C4 SING Y N 32 KP3 C23 C24 DOUB Y N 33 KP3 C12 C4 SING N N 34 KP3 N2 N1 SING Y N 35 KP3 C6 C1 SING Y N 36 KP3 C4 C3 DOUB Y N 37 KP3 C1 O3 SING N N 38 KP3 C1 C2 DOUB Y N 39 KP3 C24 N1 SING Y N 40 KP3 N1 C19 SING N N 41 KP3 C3 C2 SING Y N 42 KP3 C3 O4 SING N N 43 KP3 C14 O4 SING N N 44 KP3 C2 C15 SING N N 45 KP3 C19 C17 SING N N 46 KP3 C16 C15 SING N N 47 KP3 C16 C17 DOUB N E 48 KP3 C17 C18 SING N N 49 KP3 O3 H1 SING N N 50 KP3 C9 H2 SING N N 51 KP3 C9 H3 SING N N 52 KP3 C12 H4 SING N N 53 KP3 C12 H5 SING N N 54 KP3 C12 H6 SING N N 55 KP3 C14 H7 SING N N 56 KP3 C14 H8 SING N N 57 KP3 C14 H9 SING N N 58 KP3 C15 H10 SING N N 59 KP3 C15 H11 SING N N 60 KP3 C16 H12 SING N N 61 KP3 C18 H13 SING N N 62 KP3 C18 H14 SING N N 63 KP3 C18 H15 SING N N 64 KP3 C19 H16 SING N N 65 KP3 C19 H17 SING N N 66 KP3 C24 H18 SING N N 67 KP3 C25 H19 SING N N 68 KP3 C25 H20 SING N N 69 KP3 C27 H21 SING N N 70 KP3 C27 H22 SING N N 71 KP3 C28 H23 SING N N 72 KP3 C32 H24 SING N N 73 KP3 O7 H25 SING N N 74 KP3 C31 H26 SING N N 75 KP3 O8 H27 SING N N 76 KP3 C30 H28 SING N N 77 KP3 C41 H29 SING N N 78 KP3 N8 H30 SING N N 79 KP3 N8 H31 SING N N 80 KP3 C36 H32 SING N N 81 # 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 KP3 SMILES ACDLabs 12.01 "O=C2c1c(O)c(c(c(c1CO2)C)OC)C\C=C(/C)Cn3cc(nn3)COCC6C(O)C(C(n4cnc5c4ncnc5N)O6)O" KP3 InChI InChI 1.03 "InChI=1S/C28H32N8O8/c1-13(4-5-16-21(37)19-17(9-43-28(19)40)14(2)24(16)41-3)6-35-7-15(33-34-35)8-42-10-18-22(38)23(39)27(44-18)36-12-32-20-25(29)30-11-31-26(20)36/h4,7,11-12,18,22-23,27,37-39H,5-6,8-10H2,1-3H3,(H2,29,30,31)/b13-4+/t18-,22-,23-,27-/m1/s1" KP3 InChIKey InChI 1.03 KHAINKCXZBTBIV-WDLZNNHFSA-N KP3 SMILES_CANONICAL CACTVS 3.385 "COc1c(C)c2COC(=O)c2c(O)c1C\C=C(/C)Cn3cc(COC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)nn3" KP3 SMILES CACTVS 3.385 "COc1c(C)c2COC(=O)c2c(O)c1CC=C(C)Cn3cc(COC[CH]4O[CH]([CH](O)[CH]4O)n5cnc6c(N)ncnc56)nn3" KP3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c2c(c(c(c1OC)C/C=C(\C)/Cn3cc(nn3)COC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)C(=O)OC2" KP3 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c2c(c(c(c1OC)CC=C(C)Cn3cc(nn3)COCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)C(=O)OC2" # 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 KP3 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-({1-[(2E)-4-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-methylbut-2-en-1-yl]-1H-1,2,3-triazol-4-yl}methyl)adenosine" KP3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-[(E)-4-[4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxymethyl]-1,2,3-triazol-1-yl]-3-methyl-but-2-enyl]-5-methoxy-4-methyl-7-oxidanyl-3H-2-benzofuran-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KP3 "Create component" 2015-05-12 RCSB KP3 "Initial release" 2015-06-17 RCSB #