data_LU1 # _chem_comp.id LU1 _chem_comp.name "4'-fluoro-4,5-dihydroxy-N-{(2E)-3-[(2S,4R,5R)-4-hydroxy-5-(6-methyl-9H-purin-9-yl)tetrahydrofuran-2-yl]prop-2-en-1-yl}biphenyl-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 F N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-21 _chem_comp.pdbx_modified_date 2012-01-27 _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 505.498 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LU1 _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 3R6T _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 LU1 O14 O14 O 0 1 N N N -2.941 13.625 24.643 -3.849 -3.701 -0.592 O14 LU1 1 LU1 C6 C6 C 0 1 N N N -1.893 13.069 24.899 -3.310 -2.621 -0.444 C6 LU1 2 LU1 C2 C2 C 0 1 Y N N -0.561 13.728 24.739 -4.129 -1.405 -0.272 C2 LU1 3 LU1 C3 C3 C 0 1 Y N N 0.650 13.197 25.232 -5.527 -1.493 -0.278 C3 LU1 4 LU1 O20 O20 O 0 1 N N N 0.737 12.085 25.971 -6.132 -2.697 -0.442 O20 LU1 5 LU1 C9 C9 C 0 1 Y N N 1.839 13.907 24.968 -6.295 -0.343 -0.115 C9 LU1 6 LU1 O21 O21 O 0 1 N N N 2.982 13.387 25.453 -7.653 -0.428 -0.120 O21 LU1 7 LU1 C10 C10 C 0 1 Y N N 1.801 15.091 24.249 -5.681 0.884 0.053 C10 LU1 8 LU1 C4 C4 C 0 1 Y N N -0.574 14.917 24.017 -3.513 -0.165 -0.096 C4 LU1 9 LU1 C7 C7 C 0 1 Y N N 0.584 15.640 23.758 -4.289 0.977 0.060 C7 LU1 10 LU1 C13 C13 C 0 1 Y N N 0.572 16.908 22.984 -3.635 2.297 0.240 C13 LU1 11 LU1 C17 C17 C 0 1 Y N N 1.413 17.958 23.366 -4.410 3.444 0.403 C17 LU1 12 LU1 C24 C24 C 0 1 Y N N 1.402 19.164 22.640 -3.799 4.669 0.571 C24 LU1 13 LU1 C18 C18 C 0 1 Y N N -0.280 17.091 21.893 -2.245 2.393 0.254 C18 LU1 14 LU1 C25 C25 C 0 1 Y N N -0.290 18.242 21.169 -1.642 3.622 0.422 C25 LU1 15 LU1 C23 C23 C 0 1 Y N N 0.557 19.269 21.552 -2.417 4.761 0.578 C23 LU1 16 LU1 F26 F26 F 0 1 N N N 0.559 20.400 20.858 -1.822 5.962 0.743 F26 LU1 17 LU1 N16 N16 N 0 1 N N N -1.885 11.816 25.322 -1.965 -2.534 -0.432 N16 LU1 18 LU1 C27 C27 C 0 1 N N N -3.138 11.053 25.391 -1.152 -3.742 -0.598 C27 LU1 19 LU1 C19 C19 C 0 1 N N N -2.785 9.590 25.323 0.308 -3.375 -0.547 C19 LU1 20 LU1 C15 C15 C 0 1 N N N -3.380 8.695 24.585 1.103 -3.966 0.310 C15 LU1 21 LU1 C12 C12 C 0 1 N N S -3.038 7.243 24.569 2.564 -3.599 0.360 C12 LU1 22 LU1 C11 C11 C 0 1 N N N -3.660 6.547 23.366 2.945 -3.068 1.765 C11 LU1 23 LU1 C8 C8 C 0 1 N N R -5.069 6.278 23.918 4.184 -2.192 1.456 C8 LU1 24 LU1 O22 O22 O 0 1 N N N -5.812 5.330 23.179 5.387 -2.919 1.716 O22 LU1 25 LU1 C1 C1 C 0 1 N N R -4.701 5.810 25.337 4.058 -1.877 -0.047 C1 LU1 26 LU1 O5 O5 O 0 1 N N N -3.570 6.565 25.740 2.837 -2.479 -0.509 O5 LU1 27 LU1 N28 N28 N 0 1 Y N N -5.775 6.021 26.321 4.006 -0.427 -0.249 N28 LU1 28 LU1 C29 C29 C 0 1 Y N N -6.234 5.134 27.227 5.083 0.416 -0.358 C29 LU1 29 LU1 C30 C30 C 0 1 Y N N -7.170 5.858 28.011 4.548 1.707 -0.542 C30 LU1 30 LU1 N31 N31 N 0 1 Y N N -7.201 7.157 27.610 3.198 1.581 -0.535 N31 LU1 31 LU1 C32 C32 C 0 1 Y N N -6.350 7.245 26.621 2.880 0.330 -0.370 C32 LU1 32 LU1 N33 N33 N 0 1 Y N N -5.968 3.822 27.365 6.400 0.265 -0.326 N33 LU1 33 LU1 C36 C36 C 0 1 Y N N -6.649 3.250 28.357 7.195 1.306 -0.464 C36 LU1 34 LU1 N35 N35 N 0 1 Y N N -7.595 3.835 29.121 6.733 2.531 -0.638 N35 LU1 35 LU1 C34 C34 C 0 1 Y N N -7.884 5.144 28.936 5.435 2.776 -0.683 C34 LU1 36 LU1 C37 C37 C 0 1 N N N -8.964 5.763 29.738 4.923 4.179 -0.882 C37 LU1 37 LU1 HO20 HO20 H 0 0 N N N 1.647 11.919 26.189 -6.303 -3.167 0.385 HO20 LU1 38 LU1 HO21 HO21 H 0 0 N N N 3.711 13.947 25.215 -8.041 -0.574 0.753 HO21 LU1 39 LU1 H10 H10 H 0 1 N N N 2.726 15.614 24.055 -6.281 1.773 0.179 H10 LU1 40 LU1 H4 H4 H 0 1 N N N -1.516 15.291 23.645 -2.435 -0.093 -0.086 H4 LU1 41 LU1 H17 H17 H 0 1 N N N 2.069 17.844 24.216 -5.488 3.373 0.397 H17 LU1 42 LU1 H24 H24 H 0 1 N N N 2.039 19.988 22.927 -4.399 5.558 0.697 H24 LU1 43 LU1 H18 H18 H 0 1 N N N -0.953 16.293 21.615 -1.641 1.506 0.132 H18 LU1 44 LU1 H25 H25 H 0 1 N N N -0.943 18.353 20.316 -0.565 3.697 0.433 H25 LU1 45 LU1 HN16 HN16 H 0 0 N N N -1.024 11.387 25.595 -1.536 -1.673 -0.315 HN16 LU1 46 LU1 H27 H27 H 0 1 N N N -3.662 11.272 26.333 -1.378 -4.444 0.205 H27 LU1 47 LU1 H27A H27A H 0 0 N N N -3.792 11.324 24.549 -1.378 -4.203 -1.559 H27A LU1 48 LU1 H19 H19 H 0 1 N N N -1.966 9.252 25.941 0.700 -2.624 -1.218 H19 LU1 49 LU1 H15 H15 H 0 1 N N N -4.178 9.029 23.939 0.712 -4.717 0.980 H15 LU1 50 LU1 H12 H12 H 0 1 N N N -1.940 7.188 24.540 3.183 -4.454 0.090 H12 LU1 51 LU1 H11 H11 H 0 1 N N N -3.668 7.178 22.465 2.139 -2.467 2.186 H11 LU1 52 LU1 H11A H11A H 0 0 N N N -3.129 5.626 23.084 3.206 -3.888 2.434 H11A LU1 53 LU1 H8 H8 H 0 1 N N N -5.749 7.141 23.875 4.158 -1.274 2.042 H8 LU1 54 LU1 HO22 HO22 H 0 0 N N N -6.667 5.217 23.578 5.489 -3.194 2.637 HO22 LU1 55 LU1 H1 H1 H 0 1 N N N -4.512 4.727 25.303 4.906 -2.299 -0.587 H1 LU1 56 LU1 H32 H32 H 0 1 N N N -6.122 8.163 26.100 1.871 -0.052 -0.331 H32 LU1 57 LU1 H36 H36 H 0 1 N N N -6.421 2.216 28.571 8.264 1.152 -0.433 H36 LU1 58 LU1 H37 H37 H 0 1 N N N -9.399 5.010 30.411 4.791 4.659 0.088 H37 LU1 59 LU1 H37A H37A H 0 0 N N N -8.550 6.591 30.333 5.641 4.747 -1.474 H37A LU1 60 LU1 H37B H37B H 0 0 N N N -9.745 6.148 29.066 3.967 4.146 -1.405 H37B LU1 61 # 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 LU1 O14 C6 DOUB N N 1 LU1 C2 C6 SING N N 2 LU1 C6 N16 SING N N 3 LU1 C4 C2 DOUB Y N 4 LU1 C2 C3 SING Y N 5 LU1 C9 C3 DOUB Y N 6 LU1 C3 O20 SING N N 7 LU1 O20 HO20 SING N N 8 LU1 C10 C9 SING Y N 9 LU1 C9 O21 SING N N 10 LU1 O21 HO21 SING N N 11 LU1 C7 C10 DOUB Y N 12 LU1 C10 H10 SING N N 13 LU1 C7 C4 SING Y N 14 LU1 C4 H4 SING N N 15 LU1 C13 C7 SING Y N 16 LU1 C18 C13 DOUB Y N 17 LU1 C13 C17 SING Y N 18 LU1 C24 C17 DOUB Y N 19 LU1 C17 H17 SING N N 20 LU1 C23 C24 SING Y N 21 LU1 C24 H24 SING N N 22 LU1 C25 C18 SING Y N 23 LU1 C18 H18 SING N N 24 LU1 C25 C23 DOUB Y N 25 LU1 C25 H25 SING N N 26 LU1 F26 C23 SING N N 27 LU1 N16 C27 SING N N 28 LU1 N16 HN16 SING N N 29 LU1 C19 C27 SING N N 30 LU1 C27 H27 SING N N 31 LU1 C27 H27A SING N N 32 LU1 C15 C19 DOUB N N 33 LU1 C19 H19 SING N E 34 LU1 C12 C15 SING N N 35 LU1 C15 H15 SING N N 36 LU1 C11 C12 SING N N 37 LU1 C12 O5 SING N N 38 LU1 C12 H12 SING N N 39 LU1 C11 C8 SING N N 40 LU1 C11 H11 SING N N 41 LU1 C11 H11A SING N N 42 LU1 O22 C8 SING N N 43 LU1 C8 C1 SING N N 44 LU1 C8 H8 SING N N 45 LU1 O22 HO22 SING N N 46 LU1 C1 O5 SING N N 47 LU1 C1 N28 SING N N 48 LU1 C1 H1 SING N N 49 LU1 N28 C32 SING Y N 50 LU1 N28 C29 SING Y N 51 LU1 C29 N33 SING Y N 52 LU1 C29 C30 DOUB Y N 53 LU1 N31 C30 SING Y N 54 LU1 C30 C34 SING Y N 55 LU1 C32 N31 DOUB Y N 56 LU1 C32 H32 SING N N 57 LU1 N33 C36 DOUB Y N 58 LU1 C36 N35 SING Y N 59 LU1 C36 H36 SING N N 60 LU1 C34 N35 DOUB Y N 61 LU1 C34 C37 SING N N 62 LU1 C37 H37 SING N N 63 LU1 C37 H37A SING N N 64 LU1 C37 H37B SING N N 65 # 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 LU1 SMILES ACDLabs 12.01 "Fc1ccc(cc1)c2cc(c(O)c(O)c2)C(=O)NC/C=C/C5OC(n4cnc3c(ncnc34)C)C(O)C5" LU1 SMILES_CANONICAL CACTVS 3.370 "Cc1ncnc2n(cnc12)[C@@H]3O[C@@H](C[C@H]3O)\C=C\CNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5" LU1 SMILES CACTVS 3.370 "Cc1ncnc2n(cnc12)[CH]3O[CH](C[CH]3O)C=CCNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5" LU1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c2c(ncn1)n(cn2)[C@H]3[C@@H](C[C@H](O3)/C=C/CNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)O" LU1 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1c2c(ncn1)n(cn2)C3C(CC(O3)C=CCNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)O" LU1 InChI InChI 1.03 "InChI=1S/C26H24FN5O5/c1-14-22-24(30-12-29-14)32(13-31-22)26-21(34)11-18(37-26)3-2-8-28-25(36)19-9-16(10-20(33)23(19)35)15-4-6-17(27)7-5-15/h2-7,9-10,12-13,18,21,26,33-35H,8,11H2,1H3,(H,28,36)/b3-2+/t18-,21-,26-/m1/s1" LU1 InChIKey InChI 1.03 NFOSSDOJFGCEOO-DEAZYUCPSA-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 LU1 "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-{(2E)-3-[(2S,4R,5R)-4-hydroxy-5-(6-methyl-9H-purin-9-yl)tetrahydrofuran-2-yl]prop-2-en-1-yl}biphenyl-3-carboxamide" LU1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "5-(4-fluorophenyl)-N-[(E)-3-[(2S,4R,5R)-5-(6-methylpurin-9-yl)-4-oxidanyl-oxolan-2-yl]prop-2-enyl]-2,3-bis(oxidanyl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LU1 "Create component" 2011-04-21 RCSB LU1 "Modify aromatic_flag" 2011-06-04 RCSB LU1 "Modify descriptor" 2011-06-04 RCSB #