data_QCQ # _chem_comp.id QCQ _chem_comp.name "[[(2~{R},3~{R},4~{S},5~{R})-5-[2-chloranyl-6-[(phenylmethyl)amino]purin-9-yl]-4-fluoranyl-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]methylphosphonic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 Cl F N5 O8 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-06-05 _chem_comp.pdbx_modified_date 2020-07-17 _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 551.787 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QCQ _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 6Z9B _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 QCQ "O3'" O1 O 0 1 N N N -16.364 16.298 -36.216 -1.878 4.624 -0.481 "O3'" QCQ 1 QCQ "C3'" C1 C 0 1 N N R -15.904 16.799 -34.966 -1.746 3.304 -1.012 "C3'" QCQ 2 QCQ "C2'" C2 C 0 1 N N S -14.865 17.896 -35.129 -0.255 2.891 -1.072 "C2'" QCQ 3 QCQ F04 F1 F 0 1 N N N -14.100 17.979 -33.964 0.002 2.111 -2.204 F04 QCQ 4 QCQ "C4'" C3 C 0 1 N N R -17.009 17.489 -34.163 -2.385 2.274 -0.061 "C4'" QCQ 5 QCQ "C5'" C4 C 0 1 N N N -17.036 17.116 -32.704 -3.509 1.527 -0.782 "C5'" QCQ 6 QCQ "O5'" O2 O 0 1 N N N -18.083 17.863 -32.058 -4.171 0.658 0.139 "O5'" QCQ 7 QCQ PA P1 P 0 1 N N N -18.726 17.318 -30.731 -5.408 -0.284 -0.279 PA QCQ 8 QCQ C3A C5 C 0 1 N N N -17.484 17.569 -29.453 -5.871 -1.340 1.132 C3A QCQ 9 QCQ PB P2 P 0 1 N N N -16.925 19.262 -29.323 -7.272 -2.407 0.659 PB QCQ 10 QCQ O1B O3 O 0 1 N N N -16.321 19.668 -30.633 -6.879 -3.258 -0.486 O1B QCQ 11 QCQ O2B O4 O 0 1 N N N -15.937 19.398 -28.144 -7.681 -3.339 1.906 O2B QCQ 12 QCQ O3B O5 O 0 1 N N N -18.194 20.065 -28.960 -8.528 -1.489 0.241 O3B QCQ 13 QCQ O1A O6 O 0 1 N N N -19.914 18.297 -30.464 -6.663 0.633 -0.698 O1A QCQ 14 QCQ O2A O7 O 0 1 N N N -19.266 15.897 -30.767 -5.015 -1.135 -1.424 O2A QCQ 15 QCQ "O4'" O8 O 0 1 N N N -16.787 18.913 -34.294 -1.353 1.350 0.324 "O4'" QCQ 16 QCQ "C1'" C6 C 0 1 N N R -15.728 19.142 -35.201 -0.097 2.055 0.223 "C1'" QCQ 17 QCQ N9 N1 N 0 1 Y N N -15.043 20.376 -34.843 1.016 1.111 0.096 N9 QCQ 18 QCQ C8 C7 C 0 1 Y N N -14.851 20.901 -33.592 0.927 -0.194 -0.289 C8 QCQ 19 QCQ N7 N2 N 0 1 Y N N -14.186 22.031 -33.583 2.109 -0.738 -0.294 N7 QCQ 20 QCQ C5 C8 C 0 1 Y N N -13.925 22.271 -34.925 3.029 0.181 0.087 C5 QCQ 21 QCQ C4 C9 C 0 1 Y N N -14.460 21.267 -35.714 2.340 1.379 0.336 C4 QCQ 22 QCQ N3 N3 N 0 1 Y N N -14.476 21.228 -37.054 3.024 2.449 0.728 N3 QCQ 23 QCQ C2 C10 C 0 1 Y N N -13.912 22.312 -37.563 4.331 2.390 0.883 C2 QCQ 24 QCQ CL1 CL1 CL 0 0 N N N -14.033 22.456 -39.298 5.177 3.816 1.398 CL1 QCQ 25 QCQ N1 N4 N 0 1 Y N N -13.315 23.332 -36.958 5.022 1.285 0.662 N1 QCQ 26 QCQ C6 C11 C 0 1 Y N N -13.297 23.338 -35.610 4.424 0.168 0.261 C6 QCQ 27 QCQ N6 N5 N 0 1 N N N -12.745 24.397 -34.980 5.155 -0.984 0.032 N6 QCQ 28 QCQ C29 C12 C 0 1 N N N -12.249 24.357 -33.613 6.607 -0.981 0.231 C29 QCQ 29 QCQ C30 C13 C 0 1 Y N N -10.942 25.076 -33.388 7.160 -2.347 -0.084 C30 QCQ 30 QCQ C31 C14 C 0 1 Y N N -9.731 24.401 -33.512 7.252 -3.302 0.911 C31 QCQ 31 QCQ C32 C15 C 0 1 Y N N -8.529 25.053 -33.278 7.759 -4.555 0.623 C32 QCQ 32 QCQ C33 C16 C 0 1 Y N N -8.522 26.386 -32.904 8.173 -4.854 -0.662 C33 QCQ 33 QCQ C34 C17 C 0 1 Y N N -9.719 27.067 -32.775 8.079 -3.899 -1.658 C34 QCQ 34 QCQ C35 C18 C 0 1 Y N N -10.922 26.417 -33.020 7.569 -2.648 -1.370 C35 QCQ 35 QCQ H1 H1 H 0 1 N N N -17.009 15.617 -36.067 -1.493 5.313 -1.040 H1 QCQ 36 QCQ H2 H2 H 0 1 N N N -15.477 15.986 -34.360 -2.200 3.244 -2.001 H2 QCQ 37 QCQ H3 H3 H 0 1 N N N -14.268 17.760 -36.043 0.393 3.768 -1.051 H3 QCQ 38 QCQ H4 H4 H 0 1 N N N -17.979 17.227 -34.611 -2.781 2.778 0.820 H4 QCQ 39 QCQ H5 H5 H 0 1 N N N -17.232 16.038 -32.601 -4.224 2.246 -1.183 H5 QCQ 40 QCQ H6 H6 H 0 1 N N N -16.068 17.359 -32.241 -3.089 0.939 -1.599 H6 QCQ 41 QCQ H7 H7 H 0 1 N N N -17.914 17.269 -28.486 -5.022 -1.961 1.416 H7 QCQ 42 QCQ H8 H8 H 0 1 N N N -16.616 16.933 -29.681 -6.161 -0.713 1.976 H8 QCQ 43 QCQ H9 H9 H 0 1 N N N -15.103 19.722 -28.465 -8.422 -3.934 1.726 H9 QCQ 44 QCQ H10 H10 H 0 1 N N N -18.378 20.694 -29.647 -8.839 -0.904 0.945 H10 QCQ 45 QCQ H11 H11 H 0 1 N N N -20.720 17.802 -30.381 -6.975 1.219 0.006 H11 QCQ 46 QCQ H12 H12 H 0 1 N N N -16.125 19.231 -36.223 0.051 2.706 1.085 H12 QCQ 47 QCQ H13 H13 H 0 1 N N N -15.215 20.426 -32.693 0.010 -0.701 -0.552 H13 QCQ 48 QCQ H14 H14 H 0 1 N N N -11.967 24.673 -35.544 4.707 -1.793 -0.260 H14 QCQ 49 QCQ H15 H15 H 0 1 N N N -13.007 24.815 -32.961 7.063 -0.243 -0.430 H15 QCQ 50 QCQ H16 H16 H 0 1 N N N -12.112 23.303 -33.330 6.832 -0.728 1.267 H16 QCQ 51 QCQ H17 H17 H 0 1 N N N -9.727 23.358 -33.793 6.929 -3.068 1.915 H17 QCQ 52 QCQ H18 H18 H 0 1 N N N -7.596 24.519 -33.388 7.832 -5.300 1.401 H18 QCQ 53 QCQ H19 H19 H 0 1 N N N -7.587 26.892 -32.714 8.569 -5.832 -0.888 H19 QCQ 54 QCQ H20 H20 H 0 1 N N N -9.718 28.107 -32.483 8.403 -4.133 -2.662 H20 QCQ 55 QCQ H21 H21 H 0 1 N N N -11.851 26.959 -32.924 7.492 -1.903 -2.149 H21 QCQ 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 QCQ CL1 C2 SING N N 1 QCQ C2 N3 DOUB Y N 2 QCQ C2 N1 SING Y N 3 QCQ N3 C4 SING Y N 4 QCQ N1 C6 DOUB Y N 5 QCQ "O3'" "C3'" SING N N 6 QCQ C4 C5 DOUB Y N 7 QCQ C4 N9 SING Y N 8 QCQ C6 N6 SING N N 9 QCQ C6 C5 SING Y N 10 QCQ "C1'" "C2'" SING N N 11 QCQ "C1'" N9 SING N N 12 QCQ "C1'" "O4'" SING N N 13 QCQ "C2'" "C3'" SING N N 14 QCQ "C2'" F04 SING N N 15 QCQ N6 C29 SING N N 16 QCQ "C3'" "C4'" SING N N 17 QCQ C5 N7 SING Y N 18 QCQ N9 C8 SING Y N 19 QCQ "O4'" "C4'" SING N N 20 QCQ "C4'" "C5'" SING N N 21 QCQ C29 C30 SING N N 22 QCQ C8 N7 DOUB Y N 23 QCQ C31 C30 DOUB Y N 24 QCQ C31 C32 SING Y N 25 QCQ C30 C35 SING Y N 26 QCQ C32 C33 DOUB Y N 27 QCQ C35 C34 DOUB Y N 28 QCQ C33 C34 SING Y N 29 QCQ "C5'" "O5'" SING N N 30 QCQ "O5'" PA SING N N 31 QCQ O2A PA DOUB N N 32 QCQ PA O1A SING N N 33 QCQ PA C3A SING N N 34 QCQ O1B PB DOUB N N 35 QCQ C3A PB SING N N 36 QCQ PB O3B SING N N 37 QCQ PB O2B SING N N 38 QCQ "O3'" H1 SING N N 39 QCQ "C3'" H2 SING N N 40 QCQ "C2'" H3 SING N N 41 QCQ "C4'" H4 SING N N 42 QCQ "C5'" H5 SING N N 43 QCQ "C5'" H6 SING N N 44 QCQ C3A H7 SING N N 45 QCQ C3A H8 SING N N 46 QCQ O2B H9 SING N N 47 QCQ O3B H10 SING N N 48 QCQ O1A H11 SING N N 49 QCQ "C1'" H12 SING N N 50 QCQ C8 H13 SING N N 51 QCQ N6 H14 SING N N 52 QCQ C29 H15 SING N N 53 QCQ C29 H16 SING N N 54 QCQ C31 H17 SING N N 55 QCQ C32 H18 SING N N 56 QCQ C33 H19 SING N N 57 QCQ C34 H20 SING N N 58 QCQ C35 H21 SING N N 59 # # 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 QCQ InChI InChI 1.03 "InChI=1S/C18H21ClFN5O8P2/c19-18-23-15(21-6-10-4-2-1-3-5-10)13-16(24-18)25(8-22-13)17-12(20)14(26)11(33-17)7-32-35(30,31)9-34(27,28)29/h1-5,8,11-12,14,17,26H,6-7,9H2,(H,30,31)(H,21,23,24)(H2,27,28,29)/t11-,12+,14-,17-/m1/s1" QCQ InChIKey InChI 1.03 PPWDVNAHTXSWKW-DMVWFOPNSA-N QCQ SMILES_CANONICAL CACTVS 3.385 "O[C@H]1[C@H](F)[C@@H](O[C@@H]1CO[P](O)(=O)C[P](O)(O)=O)n2cnc3c(NCc4ccccc4)nc(Cl)nc23" QCQ SMILES CACTVS 3.385 "O[CH]1[CH](F)[CH](O[CH]1CO[P](O)(=O)C[P](O)(O)=O)n2cnc3c(NCc4ccccc4)nc(Cl)nc23" QCQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CNc2c3c(nc(n2)Cl)n(cn3)[C@H]4[C@H]([C@@H]([C@H](O4)COP(=O)(CP(=O)(O)O)O)O)F" QCQ SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CNc2c3c(nc(n2)Cl)n(cn3)C4C(C(C(O4)COP(=O)(CP(=O)(O)O)O)O)F" # _pdbx_chem_comp_identifier.comp_id QCQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "[[(2~{R},3~{R},4~{S},5~{R})-5-[2-chloranyl-6-[(phenylmethyl)amino]purin-9-yl]-4-fluoranyl-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]methylphosphonic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QCQ "Create component" 2020-06-05 PDBE QCQ "Initial release" 2020-07-22 RCSB ##