data_7LS # _chem_comp.id 7LS _chem_comp.name "2-[[1-[(2~{R},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-2-oxidanylidene-pyrimidin-4-yl]amino]-10~{H}-acridin-9-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N4 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-11-16 _chem_comp.pdbx_modified_date 2017-11-24 _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 466.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 7LS _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 5MEM _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 7LS C1 C4A C 0 1 Y N N 36.717 26.569 35.332 -4.660 1.143 -0.354 C1 7LS 1 7LS C2 C5A C 0 1 Y N N 37.660 27.712 37.165 -5.882 -0.934 -0.402 C2 7LS 2 7LS C3 C8A C 0 1 Y N N 38.910 27.747 36.548 -4.848 -1.619 0.260 C3 7LS 3 7LS C4 C2 C 0 1 N N N 33.983 24.126 29.907 1.338 0.751 -0.058 C4 7LS 4 7LS O1 O2 O 0 1 N N N 32.776 24.290 30.071 1.382 -0.433 -0.350 O1 7LS 5 7LS C5 C1* C 0 1 Y N N 38.033 25.978 33.398 -2.397 1.270 0.521 C5 7LS 6 7LS C6 C9A C 0 1 Y N N 37.948 26.570 34.666 -3.573 0.548 0.310 C6 7LS 7 7LS C7 C9* C 0 1 N N N 39.068 27.163 35.284 -3.700 -0.847 0.773 C7 7LS 8 7LS O2 O9* O 0 1 N N N 40.170 27.180 34.723 -2.894 -1.339 1.543 O2 7LS 9 7LS C8 C8* C 0 1 Y N N 39.977 28.361 37.214 -4.914 -3.003 0.421 C8 7LS 10 7LS C9 C7* C 0 1 Y N N 39.800 28.929 38.470 -5.986 -3.693 -0.071 C9 7LS 11 7LS C10 C6* C 0 1 Y N N 38.553 28.896 39.079 -7.010 -3.025 -0.729 C10 7LS 12 7LS C11 C5* C 0 1 Y N N 37.487 28.288 38.421 -6.965 -1.658 -0.897 C11 7LS 13 7LS N1 N10 N 0 1 N N N 36.607 27.130 36.552 -5.828 0.435 -0.558 N1 7LS 14 7LS C12 C4* C 0 1 Y N N 35.602 25.976 34.733 -4.549 2.458 -0.799 C12 7LS 15 7LS C13 C3* C 0 1 Y N N 35.699 25.384 33.471 -3.385 3.163 -0.589 C13 7LS 16 7LS C14 C2* C 0 1 Y N N 36.923 25.381 32.785 -2.307 2.573 0.069 C14 7LS 17 7LS N2 N4 N 0 1 N N N 37.145 24.843 31.561 -1.132 3.305 0.278 N2 7LS 18 7LS C15 C4 C 0 1 N N N 36.202 24.422 30.690 0.088 2.666 0.268 C15 7LS 19 7LS C16 C5 C 0 1 N N N 36.669 23.757 29.565 1.262 3.375 0.592 C16 7LS 20 7LS C17 C6 C 0 1 N N N 35.771 23.277 28.627 2.448 2.721 0.580 C17 7LS 21 7LS N3 N3 N 0 1 N N N 34.867 24.597 30.823 0.164 1.379 -0.046 N3 7LS 22 7LS N4 N1 N 0 1 N N N 34.401 23.486 28.802 2.476 1.399 0.251 N4 7LS 23 7LS C18 "C1'" C 0 1 N N R 33.416 22.951 27.825 3.752 0.679 0.235 C18 7LS 24 7LS O3 "O5'" O 0 1 N N N 33.392 21.525 28.114 3.937 0.065 -1.042 O3 7LS 25 7LS C19 "C5'" C 0 1 N N R 32.270 20.916 27.437 5.169 -0.645 -1.176 C19 7LS 26 7LS C20 "C6'" C 0 1 N N N 32.152 19.461 27.876 5.270 -1.232 -2.585 C20 7LS 27 7LS O4 "O6'" O 0 1 N N N 33.230 18.731 27.264 5.340 -0.171 -3.539 O4 7LS 28 7LS C21 "C4'" C 0 1 N N S 32.426 21.067 25.905 5.218 -1.777 -0.146 C21 7LS 29 7LS O5 "O4'" O 0 1 N N N 31.243 20.566 25.243 6.473 -2.454 -0.239 O5 7LS 30 7LS C22 "C3'" C 0 1 N N S 32.650 22.534 25.514 5.056 -1.187 1.258 C22 7LS 31 7LS O6 "O3'" O 0 1 N N N 33.015 22.610 24.134 5.027 -2.243 2.220 O6 7LS 32 7LS C23 "C2'" C 0 1 N N R 33.765 23.153 26.369 3.744 -0.400 1.321 C23 7LS 33 7LS O7 "O2'" O 0 1 N N N 33.904 24.553 26.103 3.617 0.216 2.605 O7 7LS 34 7LS H1 H1 H 0 1 N N N 38.980 25.982 32.879 -1.564 0.813 1.034 H1 7LS 35 7LS H2 H2 H 0 1 N N N 40.950 28.394 36.746 -4.120 -3.528 0.933 H2 7LS 36 7LS H3 H3 H 0 1 N N N 40.634 29.397 38.973 -6.038 -4.765 0.052 H3 7LS 37 7LS H4 H4 H 0 1 N N N 38.411 29.338 40.054 -7.851 -3.583 -1.114 H4 7LS 38 7LS H5 H5 H 0 1 N N N 36.515 28.263 38.890 -7.767 -1.149 -1.411 H5 7LS 39 7LS H6 H6 H 0 1 N N N 35.721 27.115 37.016 -6.631 0.913 -0.817 H6 7LS 40 7LS H7 H7 H 0 1 N N N 34.655 25.975 35.252 -5.378 2.926 -1.310 H7 7LS 41 7LS H8 H8 H 0 1 N N N 34.829 24.927 33.022 -3.307 4.182 -0.937 H8 7LS 42 7LS H9 H9 H 0 1 N N N 38.099 24.749 31.275 -1.176 4.262 0.429 H9 7LS 43 7LS H10 H10 H 0 1 N N N 37.730 23.614 29.422 1.217 4.423 0.850 H10 7LS 44 7LS H11 H11 H 0 1 N N N 36.129 22.741 27.760 3.361 3.241 0.829 H11 7LS 45 7LS H12 H12 H 0 1 N N N 32.427 23.390 28.023 4.567 1.379 0.423 H12 7LS 46 7LS H13 H13 H 0 1 N N N 31.347 21.436 27.733 6.002 0.037 -1.006 H13 7LS 47 7LS H14 H14 H 0 1 N N N 31.186 19.048 27.549 6.167 -1.848 -2.659 H14 7LS 48 7LS H15 H15 H 0 1 N N N 32.228 19.393 28.971 4.391 -1.845 -2.787 H15 7LS 49 7LS H16 H16 H 0 1 N N N 33.181 17.818 27.521 5.406 -0.471 -4.456 H16 7LS 50 7LS H17 H17 H 0 1 N N N 33.303 20.484 25.588 4.409 -2.481 -0.340 H17 7LS 51 7LS H18 H18 H 0 1 N N N 31.105 19.658 25.485 6.573 -3.185 0.386 H18 7LS 52 7LS H19 H19 H 0 1 N N N 31.719 23.092 25.691 5.892 -0.520 1.472 H19 7LS 53 7LS H20 H20 H 0 1 N N N 33.154 23.518 23.892 5.826 -2.788 2.231 H20 7LS 54 7LS H21 H21 H 0 1 N N N 34.708 22.631 26.151 2.905 -1.076 1.156 H21 7LS 55 7LS H22 H22 H 0 1 N N N 34.599 24.911 26.643 3.610 -0.410 3.342 H22 7LS 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 7LS O6 C22 SING N N 1 7LS O5 C21 SING N N 2 7LS C22 C21 SING N N 3 7LS C22 C23 SING N N 4 7LS C21 C19 SING N N 5 7LS O7 C23 SING N N 6 7LS C23 C18 SING N N 7 7LS O4 C20 SING N N 8 7LS C19 C20 SING N N 9 7LS C19 O3 SING N N 10 7LS C18 O3 SING N N 11 7LS C18 N4 SING N N 12 7LS C17 N4 SING N N 13 7LS C17 C16 DOUB N N 14 7LS N4 C4 SING N N 15 7LS C16 C15 SING N N 16 7LS C4 O1 DOUB N N 17 7LS C4 N3 SING N N 18 7LS C15 N3 DOUB N N 19 7LS C15 N2 SING N N 20 7LS N2 C14 SING N N 21 7LS C14 C5 DOUB Y N 22 7LS C14 C13 SING Y N 23 7LS C5 C6 SING Y N 24 7LS C13 C12 DOUB Y N 25 7LS C6 C7 SING N N 26 7LS C6 C1 DOUB Y N 27 7LS O2 C7 DOUB N N 28 7LS C12 C1 SING Y N 29 7LS C7 C3 SING N N 30 7LS C1 N1 SING N N 31 7LS C3 C2 DOUB Y N 32 7LS C3 C8 SING Y N 33 7LS N1 C2 SING N N 34 7LS C2 C11 SING Y N 35 7LS C8 C9 DOUB Y N 36 7LS C11 C10 DOUB Y N 37 7LS C9 C10 SING Y N 38 7LS C5 H1 SING N N 39 7LS C8 H2 SING N N 40 7LS C9 H3 SING N N 41 7LS C10 H4 SING N N 42 7LS C11 H5 SING N N 43 7LS N1 H6 SING N N 44 7LS C12 H7 SING N N 45 7LS C13 H8 SING N N 46 7LS N2 H9 SING N N 47 7LS C16 H10 SING N N 48 7LS C17 H11 SING N N 49 7LS C18 H12 SING N N 50 7LS C19 H13 SING N N 51 7LS C20 H14 SING N N 52 7LS C20 H15 SING N N 53 7LS O4 H16 SING N N 54 7LS C21 H17 SING N N 55 7LS O5 H18 SING N N 56 7LS C22 H19 SING N N 57 7LS O6 H20 SING N N 58 7LS C23 H21 SING N N 59 7LS O7 H22 SING N N 60 # 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 7LS InChI InChI 1.03 "InChI=1S/C23H22N4O7/c28-10-16-19(30)20(31)21(32)22(34-16)27-8-7-17(26-23(27)33)24-11-5-6-15-13(9-11)18(29)12-3-1-2-4-14(12)25-15/h1-9,16,19-22,28,30-32H,10H2,(H,25,29)(H,24,26,33)/t16-,19-,20+,21-,22-/m1/s1" 7LS InChIKey InChI 1.03 GFASNZAXNSUSSV-RECXWPGBSA-N 7LS SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N2C=CC(=NC2=O)Nc3ccc4Nc5ccccc5C(=O)c4c3" 7LS SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)N2C=CC(=NC2=O)Nc3ccc4Nc5ccccc5C(=O)c4c3" 7LS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)c3cc(ccc3N2)NC4=NC(=O)N(C=C4)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O" 7LS SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)c3cc(ccc3N2)NC4=NC(=O)N(C=C4)C5C(C(C(C(O5)CO)O)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 7LS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[[1-[(2~{R},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]-2-oxidanylidene-pyrimidin-4-yl]amino]-10~{H}-acridin-9-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 7LS "Create component" 2016-11-16 EBI 7LS "Initial release" 2017-11-29 RCSB #