data_L9W # _chem_comp.id L9W _chem_comp.name "N-(2,3-dihydro-1-benzofuran-4-ylmethyl)-8-(4-methylsulfonylphenyl)-[1,2,4]triazolo[4,3-c]pyrimidin-5-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-08-01 _chem_comp.pdbx_modified_date 2021-07-07 _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 421.472 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L9W _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 6SFC _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 L9W C1 C1 C 0 1 Y N N 33.941 30.941 24.261 -5.435 -0.361 0.043 C1 L9W 1 L9W C2 C2 C 0 1 Y N N 33.327 31.419 25.411 -4.642 -0.936 1.021 C2 L9W 2 L9W C3 C3 C 0 1 Y N N 33.685 32.659 25.911 -3.268 -0.842 0.943 C3 L9W 3 L9W C4 C4 C 0 1 Y N N 34.674 33.425 25.290 -2.678 -0.166 -0.126 C4 L9W 4 L9W C5 C5 C 0 1 Y N N 35.313 32.907 24.157 -3.482 0.410 -1.109 C5 L9W 5 L9W C6 C6 C 0 1 Y N N 34.949 31.671 23.640 -4.855 0.310 -1.019 C6 L9W 6 L9W C7 C7 C 0 1 Y N N 34.989 34.785 25.792 -1.203 -0.061 -0.215 C7 L9W 7 L9W C8 C8 C 0 1 Y N N 33.964 35.677 26.057 -0.414 -1.185 -0.394 C8 L9W 8 L9W C11 C9 C 0 1 Y N N 37.813 36.684 26.758 1.199 2.567 -0.101 C11 L9W 9 L9W C12 C10 C 0 1 N N N 34.517 39.481 27.611 3.650 -1.121 -0.660 C12 L9W 10 L9W C15 C11 C 0 1 Y N N 33.676 38.956 31.284 7.113 -0.463 -2.012 C15 L9W 11 L9W C16 C12 C 0 1 Y N N 32.330 38.603 31.238 7.829 -0.246 -0.853 C16 L9W 12 L9W C17 C13 C 0 1 Y N N 31.738 38.455 29.994 7.196 -0.312 0.385 C17 L9W 13 L9W C18 C14 C 0 1 Y N N 32.423 38.722 28.822 5.835 -0.591 0.429 C18 L9W 14 L9W C19 C15 C 0 1 N N N 31.516 38.513 27.637 5.426 -0.580 1.889 C19 L9W 15 L9W O1 O1 O 0 1 N N N 34.481 28.968 22.650 -7.628 -0.387 -1.201 O1 L9W 16 L9W S S1 S 0 1 N N N 33.534 29.324 23.669 -7.189 -0.491 0.147 S L9W 17 L9W O O2 O 0 1 N N N 33.402 28.454 24.802 -7.409 -1.676 0.899 O L9W 18 L9W C C16 C 0 1 N N N 31.956 29.508 22.927 -7.696 0.969 1.096 C L9W 19 L9W C10 C17 C 0 1 Y N N 36.316 35.231 26.092 -0.529 1.234 -0.124 C10 L9W 20 L9W N2 N1 N 0 1 Y N N 37.514 34.687 25.948 -0.925 2.478 0.035 N2 L9W 21 L9W N3 N2 N 0 1 Y N N 38.464 35.626 26.360 0.100 3.258 0.048 N3 L9W 22 L9W N1 N3 N 0 1 Y N N 36.469 36.501 26.616 0.845 1.256 -0.216 N1 L9W 23 L9W C9 C18 C 0 1 Y N N 35.410 37.329 26.820 1.528 0.088 -0.387 C9 L9W 24 L9W N N4 N 0 1 Y N N 34.171 36.927 26.572 0.910 -1.067 -0.473 N L9W 25 L9W N4 N5 N 0 1 N N N 35.609 38.568 27.327 2.897 0.122 -0.477 N4 L9W 26 L9W C13 C19 C 0 1 Y N N 33.762 39.131 28.866 5.123 -0.811 -0.729 C13 L9W 27 L9W C20 C20 C 0 1 N N N 30.212 38.091 28.313 6.632 0.125 2.554 C20 L9W 28 L9W O2 O3 O 0 1 N N N 30.431 38.089 29.756 7.706 -0.152 1.637 O2 L9W 29 L9W C14 C21 C 0 1 Y N N 34.373 39.250 30.117 5.760 -0.742 -1.956 C14 L9W 30 L9W H1 H1 H 0 1 N N N 32.575 30.827 25.912 -5.101 -1.458 1.847 H1 L9W 31 L9W H2 H2 H 0 1 N N N 33.193 33.040 26.794 -2.651 -1.290 1.707 H2 L9W 32 L9W H3 H3 H 0 1 N N N 36.098 33.475 23.680 -3.031 0.935 -1.938 H3 L9W 33 L9W H4 H4 H 0 1 N N N 35.444 31.280 22.763 -5.479 0.756 -1.780 H4 L9W 34 L9W H5 H5 H 0 1 N N N 32.950 35.370 25.847 -0.874 -2.159 -0.471 H5 L9W 35 L9W H6 H6 H 0 1 N N N 38.274 37.580 27.146 2.204 2.962 -0.128 H6 L9W 36 L9W H7 H7 H 0 1 N N N 34.929 40.495 27.722 3.458 -1.789 0.179 H7 L9W 37 L9W H8 H8 H 0 1 N N N 33.815 39.461 26.764 3.337 -1.602 -1.587 H8 L9W 38 L9W H9 H9 H 0 1 N N N 34.184 39.002 32.236 7.611 -0.410 -2.969 H9 L9W 39 L9W H10 H10 H 0 1 N N N 31.764 38.449 32.145 8.885 -0.024 -0.906 H10 L9W 40 L9W H11 H11 H 0 1 N N N 31.898 37.722 26.975 4.512 -0.003 2.030 H11 L9W 41 L9W H12 H12 H 0 1 N N N 31.218 29.781 23.696 -8.780 0.970 1.210 H12 L9W 42 L9W H13 H13 H 0 1 N N N 32.000 30.299 22.164 -7.227 0.943 2.080 H13 L9W 43 L9W H14 H14 H 0 1 N N N 31.660 28.559 22.455 -7.385 1.871 0.569 H14 L9W 44 L9W H15 H15 H 0 1 N N N 36.095 38.439 28.192 3.366 0.969 -0.420 H15 L9W 45 L9W H16 H16 H 0 1 N N N 29.412 38.802 28.058 6.456 1.197 2.635 H16 L9W 46 L9W H17 H17 H 0 1 N N N 35.401 39.575 30.179 5.203 -0.910 -2.866 H17 L9W 47 L9W H18 H18 H 0 1 N N N 31.387 39.442 27.062 5.308 -1.594 2.272 H18 L9W 48 L9W H19 H19 H 0 1 N N N 29.927 37.083 27.977 6.842 -0.308 3.532 H19 L9W 49 # # 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 L9W O1 S DOUB N N 1 L9W C S SING N N 2 L9W C6 C5 DOUB Y N 3 L9W C6 C1 SING Y N 4 L9W S C1 SING N N 5 L9W S O DOUB N N 6 L9W C5 C4 SING Y N 7 L9W C1 C2 DOUB Y N 8 L9W C4 C7 SING N N 9 L9W C4 C3 DOUB Y N 10 L9W C2 C3 SING Y N 11 L9W C7 C8 DOUB Y N 12 L9W C7 C10 SING Y N 13 L9W N2 C10 DOUB Y N 14 L9W N2 N3 SING Y N 15 L9W C8 N SING Y N 16 L9W C10 N1 SING Y N 17 L9W N3 C11 DOUB Y N 18 L9W N C9 DOUB Y N 19 L9W N1 C11 SING Y N 20 L9W N1 C9 SING Y N 21 L9W C9 N4 SING N N 22 L9W N4 C12 SING N N 23 L9W C12 C13 SING N N 24 L9W C19 C20 SING N N 25 L9W C19 C18 SING N N 26 L9W C20 O2 SING N N 27 L9W C18 C13 DOUB Y N 28 L9W C18 C17 SING Y N 29 L9W C13 C14 SING Y N 30 L9W O2 C17 SING N N 31 L9W C17 C16 DOUB Y N 32 L9W C14 C15 DOUB Y N 33 L9W C16 C15 SING Y N 34 L9W C2 H1 SING N N 35 L9W C3 H2 SING N N 36 L9W C5 H3 SING N N 37 L9W C6 H4 SING N N 38 L9W C8 H5 SING N N 39 L9W C11 H6 SING N N 40 L9W C12 H7 SING N N 41 L9W C12 H8 SING N N 42 L9W C15 H9 SING N N 43 L9W C16 H10 SING N N 44 L9W C19 H11 SING N N 45 L9W C H12 SING N N 46 L9W C H13 SING N N 47 L9W C H14 SING N N 48 L9W N4 H15 SING N N 49 L9W C20 H16 SING N N 50 L9W C14 H17 SING N N 51 L9W C19 H18 SING N N 52 L9W C20 H19 SING N N 53 # # 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 L9W InChI InChI 1.03 "InChI=1S/C21H19N5O3S/c1-30(27,28)16-7-5-14(6-8-16)18-12-23-21(26-13-24-25-20(18)26)22-11-15-3-2-4-19-17(15)9-10-29-19/h2-8,12-13H,9-11H2,1H3,(H,22,23)" L9W InChIKey InChI 1.03 GDDMEOORUYUIJL-UHFFFAOYSA-N L9W SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)c1ccc(cc1)c2cnc(NCc3cccc4OCCc34)n5cnnc25" L9W SMILES CACTVS 3.385 "C[S](=O)(=O)c1ccc(cc1)c2cnc(NCc3cccc4OCCc34)n5cnnc25" L9W SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)c1ccc(cc1)c2cnc(n3c2nnc3)NCc4cccc5c4CCO5" L9W SMILES "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)c1ccc(cc1)c2cnc(n3c2nnc3)NCc4cccc5c4CCO5" # _pdbx_chem_comp_identifier.comp_id L9W _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 "~{N}-(2,3-dihydro-1-benzofuran-4-ylmethyl)-8-(4-methylsulfonylphenyl)-[1,2,4]triazolo[4,3-c]pyrimidin-5-amine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L9W "Create component" 2019-08-01 PDBE L9W "Initial release" 2019-09-25 RCSB L9W "Modify name" 2021-07-07 PDBE L9W "Modify aromatic_flag" 2021-07-07 PDBE ##