data_72W # _chem_comp.id 72W _chem_comp.name "~{N}-[(~{E})-3-[(2~{R},3~{S},4~{R},5~{R})-5-(6-ethylpurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]prop-2-enyl]-5-(4-fluorophenyl)-2,3-bis(oxidanyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H26 F N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-18 _chem_comp.pdbx_modified_date 2016-09-30 _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 535.524 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 72W _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 5LQR _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 72W C6 C1 C 0 1 N N R -5.238 21.807 15.094 3.277 -2.101 1.416 C6 72W 1 72W C7 C2 C 0 1 Y N N -0.668 14.343 14.279 -4.344 -1.252 -0.316 C7 72W 2 72W C8 C3 C 0 1 Y N N -6.527 20.832 12.410 2.656 0.126 -1.070 C8 72W 3 72W C10 C4 C 0 1 N N S -3.858 21.446 15.708 2.664 -3.519 1.503 C10 72W 4 72W C13 C5 C 0 1 N N R -3.238 20.807 14.439 2.231 -3.833 0.058 C13 72W 5 72W C17 C6 C 0 1 Y N N 1.728 14.184 14.060 -6.446 -0.088 -0.054 C17 72W 6 72W C21 C7 C 0 1 Y N N -6.933 24.880 10.731 6.815 1.164 0.026 C21 72W 7 72W C22 C8 C 0 1 Y N N 0.537 11.098 15.980 -3.641 2.383 0.393 C22 72W 8 72W C14 C9 C 0 1 N N N -1.961 15.013 14.108 -3.595 -2.499 -0.568 C14 72W 9 72W C11 C10 C 0 1 Y N N 0.534 14.879 13.812 -5.744 -1.265 -0.298 C11 72W 10 72W C2 C11 C 0 1 N N R -4.944 22.312 13.695 3.623 -1.988 -0.091 C2 72W 11 72W C3 C12 C 0 1 Y N N -6.475 23.003 11.876 4.752 0.257 -0.397 C3 72W 12 72W C23 C13 C 0 1 N N N -3.612 19.338 14.362 0.752 -4.118 0.016 C23 72W 13 72W C19 C14 C 0 1 Y N N -7.991 22.960 9.976 5.250 2.546 -0.948 C19 72W 14 72W N15 N1 N 0 1 Y N N -6.270 24.327 11.696 5.990 0.139 0.061 N15 72W 15 72W N1 N2 N 0 1 Y N N -6.022 22.066 12.739 3.673 -0.584 -0.506 N1 72W 16 72W C4 C15 C 0 1 Y N N -7.303 22.276 10.935 4.335 1.493 -0.930 C4 72W 17 72W N5 N3 N 0 1 Y N N -7.304 20.962 11.360 3.045 1.343 -1.319 N5 72W 18 72W O9 O1 O 0 1 N N N -3.785 21.552 13.306 2.530 -2.674 -0.739 O9 72W 19 72W C12 C16 C 0 1 Y N N -0.612 13.138 14.991 -3.659 -0.058 -0.088 C12 72W 20 72W C16 C17 C 0 1 Y N N 0.534 12.409 15.208 -4.368 1.112 0.150 C16 72W 21 72W C18 C18 C 0 1 Y N N 1.779 12.950 14.729 -5.764 1.095 0.161 C18 72W 22 72W N20 N4 N 0 1 Y N N -7.765 24.271 9.855 6.460 2.341 -0.456 N20 72W 23 72W O24 O2 O 0 1 N N N -3.019 14.411 14.376 -4.194 -3.538 -0.767 O24 72W 24 72W O25 O3 O 0 1 N N N -5.996 22.796 15.855 4.456 -2.005 2.217 O25 72W 25 72W N26 N5 N 0 1 N N N -1.955 16.269 13.727 -2.247 -2.485 -0.579 N26 72W 26 72W C27 C19 C 0 1 N N N -2.876 18.491 13.717 -0.025 -3.437 -0.789 C27 72W 27 72W C28 C20 C 0 1 Y N N 1.384 10.086 15.575 -2.248 2.405 0.378 C28 72W 28 72W C29 C21 C 0 1 Y N N -0.361 10.935 16.990 -4.350 3.559 0.632 C29 72W 29 72W O30 O4 O 0 1 N N N -3.136 22.575 16.129 3.642 -4.461 1.947 O30 72W 30 72W O31 O5 O 0 1 N N N 0.650 15.958 13.079 -6.416 -2.424 -0.519 O31 72W 31 72W O32 O6 O 0 1 N N N 2.919 14.724 13.587 -7.806 -0.099 -0.041 O32 72W 32 72W C33 C22 C 0 1 Y N N 0.458 8.800 17.347 -2.285 4.757 0.836 C33 72W 33 72W C34 C23 C 0 1 Y N N 1.368 8.890 16.332 -1.577 3.590 0.599 C34 72W 34 72W C35 C24 C 0 1 Y N N -0.357 9.735 17.752 -3.671 4.738 0.858 C35 72W 35 72W F36 F1 F 0 1 N N N 0.495 7.568 18.015 -1.624 5.913 1.058 F36 72W 36 72W C37 C25 C 0 1 N N N -3.232 17.031 13.580 -1.504 -3.722 -0.830 C37 72W 37 72W C38 C26 C 0 1 N N N -8.950 22.267 9.036 4.862 3.894 -1.500 C38 72W 38 72W C39 C27 C 0 1 N N N -10.268 22.008 9.838 4.287 4.759 -0.377 C39 72W 39 72W H1 H1 H 0 1 N N N -5.828 20.882 15.014 2.549 -1.343 1.706 H1 72W 40 72W H2 H2 H 0 1 N N N -6.319 19.908 12.929 1.673 -0.265 -1.285 H2 72W 41 72W H3 H3 H 0 1 N N N -3.974 20.694 16.502 1.802 -3.522 2.171 H3 72W 42 72W H4 H4 H 0 1 N N N -2.144 20.911 14.477 2.785 -4.694 -0.317 H4 72W 43 72W H5 H5 H 0 1 N N N -6.808 25.946 10.612 7.818 1.039 0.407 H5 72W 44 72W H6 H6 H 0 1 N N N -4.707 23.386 13.734 4.569 -2.484 -0.306 H6 72W 45 72W H7 H7 H 0 1 N N N -4.509 18.993 14.855 0.332 -4.885 0.651 H7 72W 46 72W H8 H8 H 0 1 N N N -1.535 12.754 15.399 -2.579 -0.044 -0.096 H8 72W 47 72W H9 H9 H 0 1 N N N 2.713 12.429 14.878 -6.312 2.006 0.351 H9 72W 48 72W H10 H10 H 0 1 N N N -6.169 22.461 16.727 4.305 -2.158 3.160 H10 72W 49 72W H11 H11 H 0 1 N N N -1.085 16.722 13.533 -1.770 -1.656 -0.421 H11 72W 50 72W H12 H12 H 0 1 N N N -1.966 18.845 13.256 0.395 -2.670 -1.423 H12 72W 51 72W H13 H13 H 0 1 N N N 2.031 10.202 14.718 -1.695 1.496 0.193 H13 72W 52 72W H14 H14 H 0 1 N N N -1.074 11.715 17.212 -5.430 3.547 0.640 H14 72W 53 72W H15 H15 H 0 1 N N N -3.543 22.940 16.906 3.312 -5.367 2.020 H15 72W 54 72W H16 H16 H 0 1 N N N -0.204 16.358 12.966 -6.623 -2.587 -1.450 H16 72W 55 72W H17 H17 H 0 1 N N N 3.642 14.155 13.824 -8.209 0.061 -0.906 H17 72W 56 72W H18 H18 H 0 1 N N N 2.049 8.080 16.116 -0.497 3.608 0.587 H18 72W 57 72W H19 H19 H 0 1 N N N -0.992 9.605 18.616 -4.219 5.650 1.043 H19 72W 58 72W H20 H20 H 0 1 N N N -3.943 16.737 14.367 -1.754 -4.457 -0.065 H20 72W 59 72W H21 H21 H 0 1 N N N -3.678 16.839 12.593 -1.771 -4.114 -1.811 H21 72W 60 72W H22 H22 H 0 1 N N N -8.522 21.313 8.695 5.742 4.382 -1.920 H22 72W 61 72W H23 H23 H 0 1 N N N -9.157 22.908 8.166 4.111 3.765 -2.280 H23 72W 62 72W H24 H24 H 0 1 N N N -10.999 21.502 9.190 3.408 4.271 0.043 H24 72W 63 72W H25 H25 H 0 1 N N N -10.048 21.372 10.708 5.038 4.888 0.403 H25 72W 64 72W H26 H26 H 0 1 N N N -10.683 22.967 10.180 4.007 5.733 -0.776 H26 72W 65 # 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 72W C38 C39 SING N N 1 72W C38 C19 SING N N 2 72W N20 C19 DOUB Y N 3 72W N20 C21 SING Y N 4 72W C19 C4 SING Y N 5 72W C21 N15 DOUB Y N 6 72W C4 N5 SING Y N 7 72W C4 C3 DOUB Y N 8 72W N5 C8 DOUB Y N 9 72W N15 C3 SING Y N 10 72W C3 N1 SING Y N 11 72W C8 N1 SING Y N 12 72W N1 C2 SING N N 13 72W O31 C11 SING N N 14 72W O9 C2 SING N N 15 72W O9 C13 SING N N 16 72W C37 C27 SING N N 17 72W C37 N26 SING N N 18 72W O32 C17 SING N N 19 72W C2 C6 SING N N 20 72W C27 C23 DOUB N E 21 72W N26 C14 SING N N 22 72W C11 C17 DOUB Y N 23 72W C11 C7 SING Y N 24 72W C17 C18 SING Y N 25 72W C14 C7 SING N N 26 72W C14 O24 DOUB N N 27 72W C7 C12 DOUB Y N 28 72W C23 C13 SING N N 29 72W C13 C10 SING N N 30 72W C18 C16 DOUB Y N 31 72W C12 C16 SING Y N 32 72W C6 C10 SING N N 33 72W C6 O25 SING N N 34 72W C16 C22 SING N N 35 72W C28 C22 DOUB Y N 36 72W C28 C34 SING Y N 37 72W C10 O30 SING N N 38 72W C22 C29 SING Y N 39 72W C34 C33 DOUB Y N 40 72W C29 C35 DOUB Y N 41 72W C33 C35 SING Y N 42 72W C33 F36 SING N N 43 72W C6 H1 SING N N 44 72W C8 H2 SING N N 45 72W C10 H3 SING N N 46 72W C13 H4 SING N N 47 72W C21 H5 SING N N 48 72W C2 H6 SING N N 49 72W C23 H7 SING N N 50 72W C12 H8 SING N N 51 72W C18 H9 SING N N 52 72W O25 H10 SING N N 53 72W N26 H11 SING N N 54 72W C27 H12 SING N N 55 72W C28 H13 SING N N 56 72W C29 H14 SING N N 57 72W O30 H15 SING N N 58 72W O31 H16 SING N N 59 72W O32 H17 SING N N 60 72W C34 H18 SING N N 61 72W C35 H19 SING N N 62 72W C37 H20 SING N N 63 72W C37 H21 SING N N 64 72W C38 H22 SING N N 65 72W C38 H23 SING N N 66 72W C39 H24 SING N N 67 72W C39 H25 SING N N 68 72W C39 H26 SING N N 69 # 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 72W InChI InChI 1.03 "InChI=1S/C27H26FN5O6/c1-2-18-21-25(31-12-30-18)33(13-32-21)27-24(37)23(36)20(39-27)4-3-9-29-26(38)17-10-15(11-19(34)22(17)35)14-5-7-16(28)8-6-14/h3-8,10-13,20,23-24,27,34-37H,2,9H2,1H3,(H,29,38)/b4-3+/t20-,23-,24-,27-/m1/s1" 72W InChIKey InChI 1.03 XTRPLJQALBTCJE-ZYNJZHFOSA-N 72W SMILES_CANONICAL CACTVS 3.385 "CCc1ncnc2n(cnc12)[C@@H]3O[C@H](/C=C/CNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[C@@H](O)[C@H]3O" 72W SMILES CACTVS 3.385 "CCc1ncnc2n(cnc12)[CH]3O[CH](C=CCNC(=O)c4cc(cc(O)c4O)c5ccc(F)cc5)[CH](O)[CH]3O" 72W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CCc1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)/C=C/CNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)O)O" 72W SMILES "OpenEye OEToolkits" 2.0.5 "CCc1c2c(ncn1)n(cn2)C3C(C(C(O3)C=CCNC(=O)c4cc(cc(c4O)O)c5ccc(cc5)F)O)O" # 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 72W "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[(~{E})-3-[(2~{R},3~{S},4~{R},5~{R})-5-(6-ethylpurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]prop-2-enyl]-5-(4-fluorophenyl)-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 72W "Create component" 2016-08-18 RCSB 72W "Initial release" 2016-10-05 RCSB #