data_LHF # _chem_comp.id LHF _chem_comp.name "5-[[2-[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]ethylamino]methyl]-4-azanyl-1-[2-(4-bromanylphenoxy)ethyl]pyrimidin-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 Br N9 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-13 _chem_comp.pdbx_modified_date 2017-09-15 _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 602.440 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LHF _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 5LV3 _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 LHF "C1'" C1 C 0 1 N N R 24.720 23.637 117.553 4.732 1.109 -0.613 "C1'" LHF 1 LHF C2 C2 C 0 1 Y N N 22.834 26.302 114.643 8.597 -0.883 0.502 C2 LHF 2 LHF "C2'" C3 C 0 1 N N R 26.151 23.481 118.069 4.444 0.428 -1.975 "C2'" LHF 3 LHF "C3'" C4 C 0 1 N N S 26.137 22.001 118.445 3.508 1.454 -2.659 "C3'" LHF 4 LHF C32 C5 C 0 1 N N N 23.523 21.002 123.944 -1.185 3.904 0.644 C32 LHF 5 LHF C36 C6 C 0 1 N N N 26.150 18.479 126.258 -5.384 3.598 0.567 C36 LHF 6 LHF C38 C7 C 0 1 N N N 25.328 20.639 125.648 -3.319 2.931 1.466 C38 LHF 7 LHF C39 C8 C 0 1 N N N 24.461 20.124 124.755 -2.687 3.785 0.626 C39 LHF 8 LHF C4 C9 C 0 1 Y N N 23.617 25.719 116.620 6.352 -0.403 0.611 C4 LHF 9 LHF "C4'" C10 C 0 1 N N R 24.770 21.871 119.097 2.941 2.285 -1.492 "C4'" LHF 10 LHF C40 C11 C 0 1 N N N 24.487 18.694 124.618 -3.455 4.553 -0.272 C40 LHF 11 LHF C47 C12 C 0 1 N N N 27.212 20.511 127.229 -5.374 1.924 2.332 C47 LHF 12 LHF C5 C13 C 0 1 Y N N 23.214 26.922 117.190 6.219 -1.317 1.670 C5 LHF 13 LHF "C5'" C14 C 0 1 N N N 24.742 22.258 120.560 1.414 2.191 -1.479 "C5'" LHF 14 LHF C50 C15 C 0 1 N N N 27.785 21.766 126.605 -5.523 0.560 1.656 C50 LHF 15 LHF C54 C16 C 0 1 Y N N 31.069 25.316 125.560 -4.090 -3.723 -0.350 C54 LHF 16 LHF C55 C17 C 0 1 Y N N 29.760 25.087 125.199 -2.918 -3.095 0.029 C55 LHF 17 LHF C56 C18 C 0 1 Y N N 29.127 23.944 125.649 -2.962 -1.853 0.633 C56 LHF 18 LHF C57 C19 C 0 1 Y N N 29.813 23.042 126.452 -4.184 -1.237 0.859 C57 LHF 19 LHF C58 C20 C 0 1 Y N N 31.138 23.275 126.783 -5.359 -1.869 0.479 C58 LHF 20 LHF C59 C21 C 0 1 Y N N 31.771 24.417 126.332 -5.310 -3.111 -0.124 C59 LHF 21 LHF C6 C22 C 0 1 Y N N 22.586 27.850 116.341 7.367 -2.001 2.104 C6 LHF 22 LHF C65 C23 C 0 1 N N N 24.117 21.226 121.478 0.855 3.117 -0.397 C65 LHF 23 LHF C8 C24 C 0 1 Y N N 24.071 25.773 118.762 4.256 -0.475 1.293 C8 LHF 24 LHF N1 N1 N 0 1 Y N N 22.399 27.499 115.051 8.521 -1.751 1.494 N1 LHF 25 LHF N3 N2 N 0 1 Y N N 23.457 25.351 115.345 7.548 -0.220 0.062 N3 LHF 26 LHF N31 N3 N 0 1 N N N 24.284 21.629 122.878 -0.611 3.026 -0.385 N31 LHF 27 LHF N37 N4 N 0 1 N N N 26.190 19.869 126.383 -4.678 2.843 1.429 N37 LHF 28 LHF N41 N5 N 0 1 N N N 25.288 17.927 125.363 -4.777 4.438 -0.269 N41 LHF 29 LHF N43 N6 N 0 1 N N N 23.745 18.105 123.675 -2.838 5.422 -1.143 N43 LHF 30 LHF N6 N7 N 0 1 N N N 22.199 29.070 116.727 7.298 -2.913 3.143 N6 LHF 31 LHF N7 N8 N 0 1 Y N N 23.507 26.937 118.542 4.916 -1.313 2.040 N7 LHF 32 LHF N9 N9 N 0 1 Y N N 24.170 24.991 117.640 5.098 0.111 0.396 N9 LHF 33 LHF "O2'" O1 O 0 1 N N N 27.117 23.784 117.071 5.648 0.257 -2.724 "O2'" LHF 34 LHF "O3'" O2 O 0 1 N N N 26.284 21.150 117.316 4.248 2.287 -3.553 "O3'" LHF 35 LHF "O4'" O3 O 0 1 N N N 23.922 22.773 118.346 3.474 1.734 -0.276 "O4'" LHF 36 LHF O42 O4 O 0 1 N N N 26.879 17.794 126.975 -6.601 3.506 0.547 O42 LHF 37 LHF O53 O5 O 0 1 N N N 29.168 21.934 126.950 -4.230 -0.015 1.454 O53 LHF 38 LHF BR1 BR1 BR 0 0 N N N 31.911 26.931 125.021 -4.026 -5.419 -1.184 BR1 LHF 39 LHF "H1'" H1 H 0 1 N N N 24.695 23.306 116.504 5.519 1.856 -0.716 "H1'" LHF 40 LHF H2 H2 H 0 1 N N N 22.657 26.072 113.603 9.556 -0.707 0.037 H2 LHF 41 LHF "H2'" H3 H 0 1 N N N 26.294 24.096 118.970 3.937 -0.527 -1.833 "H2'" LHF 42 LHF "H3'" H4 H 0 1 N N N 26.921 21.805 119.191 2.704 0.943 -3.189 "H3'" LHF 43 LHF H34 H5 H 0 1 N N N 23.086 21.776 124.592 -0.900 4.936 0.442 H34 LHF 44 LHF H35 H6 H 0 1 N N N 22.719 20.387 123.514 -0.808 3.609 1.624 H35 LHF 45 LHF H46 H7 H 0 1 N N N 25.344 21.709 125.791 -2.752 2.325 2.157 H46 LHF 46 LHF "H4'" H8 H 0 1 N N N 24.414 20.836 118.988 3.247 3.326 -1.595 "H4'" LHF 47 LHF H48 H9 H 0 1 N N N 26.754 20.775 128.194 -6.361 2.323 2.566 H48 LHF 48 LHF H49 H10 H 0 1 N N N 28.031 19.796 127.395 -4.799 1.813 3.251 H49 LHF 49 LHF "H5'2" H11 H 0 0 N N N 25.778 22.427 120.889 1.024 2.492 -2.452 "H5'2" LHF 50 LHF "H5'1" H12 H 0 0 N N N 24.170 23.193 120.656 1.115 1.164 -1.269 "H5'1" LHF 51 LHF H52 H13 H 0 1 N N N 27.217 22.637 126.965 -6.118 -0.097 2.290 H52 LHF 52 LHF H51 H14 H 0 1 N N N 27.694 21.696 125.511 -6.020 0.683 0.694 H51 LHF 53 LHF H61 H15 H 0 1 N N N 29.235 25.792 124.572 -1.967 -3.575 -0.148 H61 LHF 54 LHF H62 H16 H 0 1 N N N 28.100 23.752 125.377 -2.047 -1.363 0.929 H62 LHF 55 LHF H63 H17 H 0 1 N N N 31.676 22.564 127.393 -6.311 -1.391 0.655 H63 LHF 56 LHF H64 H18 H 0 1 N N N 32.805 24.603 126.582 -6.224 -3.603 -0.421 H64 LHF 57 LHF H67 H19 H 0 1 N N N 23.044 21.139 121.250 1.245 2.816 0.575 H67 LHF 58 LHF H66 H20 H 0 1 N N N 24.606 20.254 121.319 1.154 4.144 -0.607 H66 LHF 59 LHF H8 H21 H 0 1 N N N 24.424 25.461 119.734 3.198 -0.275 1.373 H8 LHF 60 LHF H33 H22 H 0 1 N N N 25.249 21.487 123.099 -0.994 3.238 -1.295 H33 LHF 61 LHF H44 H24 H 0 1 N N N 23.799 17.115 123.542 -1.872 5.506 -1.140 H44 LHF 62 LHF H45 H25 H 0 1 N N N 23.136 18.654 123.102 -3.370 5.949 -1.760 H45 LHF 63 LHF HN62 H26 H 0 0 N N N 21.808 29.558 115.947 6.450 -3.086 3.580 HN62 LHF 64 LHF HN61 H27 H 0 0 N N N 21.511 28.989 117.448 8.098 -3.378 3.433 HN61 LHF 65 LHF "HO2'" H28 H 0 0 N N N 27.989 23.675 117.431 5.520 -0.165 -3.585 "HO2'" LHF 66 LHF H3 H29 H 0 1 N N N 26.269 20.243 117.598 4.676 1.807 -4.275 H3 LHF 67 # 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 LHF C2 N1 DOUB Y N 1 LHF C2 N3 SING Y N 2 LHF N1 C6 SING Y N 3 LHF N3 C4 DOUB Y N 4 LHF C6 N6 SING N N 5 LHF C6 C5 DOUB Y N 6 LHF C4 C5 SING Y N 7 LHF C4 N9 SING Y N 8 LHF "O2'" "C2'" SING N N 9 LHF C5 N7 SING Y N 10 LHF "O3'" "C3'" SING N N 11 LHF "C1'" N9 SING N N 12 LHF "C1'" "C2'" SING N N 13 LHF "C1'" "O4'" SING N N 14 LHF N9 C8 SING Y N 15 LHF "C2'" "C3'" SING N N 16 LHF "O4'" "C4'" SING N N 17 LHF "C3'" "C4'" SING N N 18 LHF N7 C8 DOUB Y N 19 LHF "C4'" "C5'" SING N N 20 LHF "C5'" C65 SING N N 21 LHF C65 N31 SING N N 22 LHF N31 C32 SING N N 23 LHF N43 C40 SING N N 24 LHF C32 C39 SING N N 25 LHF C40 C39 SING N N 26 LHF C40 N41 DOUB N N 27 LHF C39 C38 DOUB N N 28 LHF BR1 C54 SING N N 29 LHF C55 C54 DOUB Y N 30 LHF C55 C56 SING Y N 31 LHF N41 C36 SING N N 32 LHF C54 C59 SING Y N 33 LHF C38 N37 SING N N 34 LHF C56 C57 DOUB Y N 35 LHF C36 N37 SING N N 36 LHF C36 O42 DOUB N N 37 LHF C59 C58 DOUB Y N 38 LHF N37 C47 SING N N 39 LHF C57 C58 SING Y N 40 LHF C57 O53 SING N N 41 LHF C50 O53 SING N N 42 LHF C50 C47 SING N N 43 LHF "C1'" "H1'" SING N N 44 LHF C2 H2 SING N N 45 LHF "C2'" "H2'" SING N N 46 LHF "C3'" "H3'" SING N N 47 LHF C32 H34 SING N N 48 LHF C32 H35 SING N N 49 LHF C38 H46 SING N N 50 LHF "C4'" "H4'" SING N N 51 LHF C47 H48 SING N N 52 LHF C47 H49 SING N N 53 LHF "C5'" "H5'2" SING N N 54 LHF "C5'" "H5'1" SING N N 55 LHF C50 H52 SING N N 56 LHF C50 H51 SING N N 57 LHF C55 H61 SING N N 58 LHF C56 H62 SING N N 59 LHF C58 H63 SING N N 60 LHF C59 H64 SING N N 61 LHF C65 H67 SING N N 62 LHF C65 H66 SING N N 63 LHF C8 H8 SING N N 64 LHF N31 H33 SING N N 65 LHF N43 H44 SING N N 66 LHF N43 H45 SING N N 67 LHF N6 HN62 SING N N 68 LHF N6 HN61 SING N N 69 LHF "O2'" "HO2'" SING N N 70 LHF "O3'" H3 SING N N 71 # 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 LHF InChI InChI 1.03 "InChI=1S/C24H28BrN9O5/c25-14-1-3-15(4-2-14)38-8-7-33-10-13(20(26)32-24(33)37)9-28-6-5-16-18(35)19(36)23(39-16)34-12-31-17-21(27)29-11-30-22(17)34/h1-4,10-12,16,18-19,23,28,35-36H,5-9H2,(H2,26,32,37)(H2,27,29,30)/t16-,18-,19-,23-/m1/s1" LHF InChIKey InChI 1.03 AFEXDGZCVHONJJ-DYVMYPEFSA-N LHF SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)N(CCOc2ccc(Br)cc2)C=C1CNCC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45" LHF SMILES CACTVS 3.385 "NC1=NC(=O)N(CCOc2ccc(Br)cc2)C=C1CNCC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45" LHF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1OCCN2C=C(C(=NC2=O)N)CNCC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)O)Br" LHF SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1OCCN2C=C(C(=NC2=O)N)CNCCC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)Br" # 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 LHF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-[[2-[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]ethylamino]methyl]-4-azanyl-1-[2-(4-bromanylphenoxy)ethyl]pyrimidin-2-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 LHF "Create component" 2016-09-13 EBI LHF "Initial release" 2017-09-20 RCSB #