data_8O4 # _chem_comp.id 8O4 _chem_comp.name "7-(cyclopropylmethyl)-2-methyl-10-[(methylsulfonyl)methyl]-2,4,6,7-tetrahydro-3H-2,4,7-triazadibenzo[cd,f]azulen-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-22 _chem_comp.pdbx_modified_date 2017-06-16 _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 397.491 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8O4 _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 5UVU _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 8O4 C4 C1 C 0 1 Y N N 17.088 11.303 21.711 3.746 -0.012 2.185 C4 8O4 1 8O4 C5 C2 C 0 1 Y N N 14.519 7.690 21.160 -0.130 -0.075 -0.026 C5 8O4 2 8O4 C6 C3 C 0 1 Y N N 16.460 9.338 20.873 2.260 0.582 0.668 C6 8O4 3 8O4 C7 C4 C 0 1 Y N N 16.114 10.333 21.817 2.530 -0.330 1.675 C7 8O4 4 8O4 C8 C5 C 0 1 Y N N 12.444 6.463 20.831 -2.461 -0.332 -0.588 C8 8O4 5 8O4 C10 C6 C 0 1 Y N N 17.620 9.712 20.235 3.373 1.437 0.543 C10 8O4 6 8O4 C13 C7 C 0 1 N N N 18.301 8.937 19.245 3.346 2.467 -0.419 C13 8O4 7 8O4 C15 C8 C 0 1 N N N 15.278 7.216 26.217 2.229 -4.593 -1.711 C15 8O4 8 8O4 C17 C9 C 0 1 N N N 15.558 7.070 24.753 1.342 -3.833 -0.723 C17 8O4 9 8O4 C20 C10 C 0 1 N N N 11.610 5.563 19.973 -3.770 0.252 -1.053 C20 8O4 10 8O4 C21 C11 C 0 1 N N N 15.918 8.275 23.960 1.949 -2.615 -0.021 C21 8O4 11 8O4 C1 C12 C 0 1 Y N N 12.012 6.860 22.074 -2.359 -1.679 -0.286 C1 8O4 12 8O4 C2 C13 C 0 1 Y N N 12.822 7.666 22.846 -1.175 -2.201 0.169 C2 8O4 13 8O4 C3 C14 C 0 1 Y N N 13.688 6.877 20.398 -1.345 0.466 -0.457 C3 8O4 14 8O4 C9 C15 C 0 1 Y N N 14.065 8.100 22.415 -0.026 -1.396 0.346 C9 8O4 15 8O4 C11 C16 C 0 1 N N N 16.461 7.362 19.665 1.104 1.842 -1.014 C11 8O4 16 8O4 C12 C17 C 0 1 N N N 15.820 8.120 20.580 1.060 0.798 -0.140 C12 8O4 17 8O4 C14 C18 C 0 1 N N N 14.979 10.262 22.746 1.685 -1.508 2.097 C14 8O4 18 8O4 C16 C19 C 0 1 N N N 16.558 6.586 25.749 1.080 -3.724 -2.226 C16 8O4 19 8O4 C18 C20 C 0 1 N N N 18.205 6.784 18.082 2.171 3.719 -2.116 C18 8O4 20 8O4 C19 C21 C 0 1 N N N 10.018 5.280 17.716 -6.227 1.468 -0.398 C19 8O4 21 8O4 N22 N1 N 0 1 Y N N 17.978 10.933 20.735 4.269 1.045 1.490 N22 8O4 22 8O4 N23 N2 N 0 1 N N N 14.756 8.939 23.345 0.994 -2.093 0.965 N23 8O4 23 8O4 N24 N3 N 0 1 N N N 17.655 7.720 19.042 2.212 2.628 -1.138 N24 8O4 24 8O4 O25 O1 O 0 1 N N N 19.345 9.294 18.699 4.314 3.188 -0.597 O25 8O4 25 8O4 O26 O2 O 0 1 N N N 9.489 6.974 19.645 -5.075 -0.314 1.168 O26 8O4 26 8O4 O27 O3 O 0 1 N N N 11.485 7.399 18.113 -4.028 1.895 0.993 O27 8O4 27 8O4 S28 S1 S 0 1 N N N 10.607 6.509 18.849 -4.724 0.817 0.383 S28 8O4 28 8O4 H4 H1 H 0 1 N N N 17.142 12.207 22.300 4.224 -0.512 3.014 H4 8O4 29 8O4 H151 H2 H 0 0 N N N 15.293 8.212 26.684 3.244 -4.226 -1.862 H151 8O4 30 8O4 H152 H3 H 0 0 N N N 14.502 6.599 26.694 2.107 -5.674 -1.768 H152 8O4 31 8O4 H17 H4 H 0 1 N N N 14.983 6.294 24.226 0.637 -4.414 -0.129 H17 8O4 32 8O4 H211 H7 H 0 0 N N N 16.418 8.994 24.626 2.869 -2.908 0.484 H211 8O4 33 8O4 H212 H8 H 0 0 N N N 16.610 7.972 23.160 2.168 -1.843 -0.759 H212 8O4 34 8O4 H1 H9 H 0 1 N N N 11.047 6.544 22.443 -3.217 -2.323 -0.410 H1 8O4 35 8O4 H2 H10 H 0 1 N N N 12.475 7.970 23.822 -1.119 -3.255 0.399 H2 8O4 36 8O4 H3 H11 H 0 1 N N N 14.030 6.555 19.425 -1.410 1.519 -0.689 H3 8O4 37 8O4 H11 H12 H 0 1 N N N 16.018 6.414 19.398 0.238 2.053 -1.625 H11 8O4 38 8O4 H142 H13 H 0 0 N N N 15.157 10.981 23.560 2.327 -2.263 2.552 H142 8O4 39 8O4 H141 H14 H 0 0 N N N 14.069 10.547 22.197 0.950 -1.176 2.831 H141 8O4 40 8O4 H162 H15 H 0 0 N N N 17.512 7.120 25.875 1.339 -2.785 -2.715 H162 8O4 41 8O4 H161 H16 H 0 0 N N N 16.721 5.507 25.884 0.201 -4.234 -2.622 H161 8O4 42 8O4 H183 H17 H 0 0 N N N 17.576 5.882 18.047 3.120 4.255 -2.102 H183 8O4 43 8O4 H181 H18 H 0 0 N N N 18.231 7.252 17.087 1.999 3.309 -3.111 H181 8O4 44 8O4 H182 H19 H 0 0 N N N 19.226 6.507 18.383 1.362 4.404 -1.861 H182 8O4 45 8O4 H22 H23 H 0 1 N N N 18.765 11.472 20.436 5.137 1.449 1.647 H22 8O4 46 8O4 H7 H24 H 0 1 N N N 12.272 4.901 19.395 -3.577 1.095 -1.715 H7 8O4 47 8O4 H8 H25 H 0 1 N N N 10.956 4.957 20.617 -4.338 -0.509 -1.589 H8 8O4 48 8O4 H9 H26 H 0 1 N N N 9.375 5.755 16.961 -6.722 0.671 -0.953 H9 8O4 49 8O4 H10 H27 H 0 1 N N N 10.874 4.799 17.219 -6.900 1.848 0.371 H10 8O4 50 8O4 H12 H28 H 0 1 N N N 9.440 4.522 18.265 -5.961 2.276 -1.080 H12 8O4 51 # 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 8O4 C4 C7 DOUB Y N 1 8O4 C4 N22 SING Y N 2 8O4 C5 C3 DOUB Y N 3 8O4 C5 C9 SING Y N 4 8O4 C5 C12 SING N N 5 8O4 C6 C7 SING Y N 6 8O4 C6 C10 DOUB Y N 7 8O4 C6 C12 SING N N 8 8O4 C7 C14 SING N N 9 8O4 C8 C20 SING N N 10 8O4 C8 C1 DOUB Y N 11 8O4 C8 C3 SING Y N 12 8O4 C10 C13 SING N N 13 8O4 C10 N22 SING Y N 14 8O4 C13 N24 SING N N 15 8O4 C13 O25 DOUB N N 16 8O4 C15 C17 SING N N 17 8O4 C15 C16 SING N N 18 8O4 C17 C21 SING N N 19 8O4 C17 C16 SING N N 20 8O4 C20 S28 SING N N 21 8O4 C21 N23 SING N N 22 8O4 C1 C2 SING Y N 23 8O4 C2 C9 DOUB Y N 24 8O4 C9 N23 SING N N 25 8O4 C11 C12 DOUB N N 26 8O4 C11 N24 SING N N 27 8O4 C14 N23 SING N N 28 8O4 C18 N24 SING N N 29 8O4 C19 S28 SING N N 30 8O4 O26 S28 DOUB N N 31 8O4 O27 S28 DOUB N N 32 8O4 C4 H4 SING N N 33 8O4 C15 H151 SING N N 34 8O4 C15 H152 SING N N 35 8O4 C17 H17 SING N N 36 8O4 C21 H211 SING N N 37 8O4 C21 H212 SING N N 38 8O4 C1 H1 SING N N 39 8O4 C2 H2 SING N N 40 8O4 C3 H3 SING N N 41 8O4 C11 H11 SING N N 42 8O4 C14 H142 SING N N 43 8O4 C14 H141 SING N N 44 8O4 C16 H162 SING N N 45 8O4 C16 H161 SING N N 46 8O4 C18 H183 SING N N 47 8O4 C18 H181 SING N N 48 8O4 C18 H182 SING N N 49 8O4 N22 H22 SING N N 50 8O4 C20 H7 SING N N 51 8O4 C20 H8 SING N N 52 8O4 C19 H9 SING N N 53 8O4 C19 H10 SING N N 54 8O4 C19 H12 SING N N 55 # 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 8O4 SMILES ACDLabs 12.01 "c5c3c4c(C(N(C=C4c1cc(CS(C)(=O)=O)ccc1N(CC2CC2)C3)C)=O)n5" 8O4 InChI InChI 1.03 "InChI=1S/C21H23N3O3S/c1-23-11-17-16-7-14(12-28(2,26)27)5-6-18(16)24(9-13-3-4-13)10-15-8-22-20(19(15)17)21(23)25/h5-8,11,13,22H,3-4,9-10,12H2,1-2H3" 8O4 InChIKey InChI 1.03 AGRVPCMMHQFJTH-UHFFFAOYSA-N 8O4 SMILES_CANONICAL CACTVS 3.385 "CN1C=C2c3cc(C[S](C)(=O)=O)ccc3N(CC4CC4)Cc5c[nH]c(C1=O)c25" 8O4 SMILES CACTVS 3.385 "CN1C=C2c3cc(C[S](C)(=O)=O)ccc3N(CC4CC4)Cc5c[nH]c(C1=O)c25" 8O4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1C=C2c3cc(ccc3N(Cc4c2c([nH]c4)C1=O)CC5CC5)CS(=O)(=O)C" 8O4 SMILES "OpenEye OEToolkits" 2.0.6 "CN1C=C2c3cc(ccc3N(Cc4c2c([nH]c4)C1=O)CC5CC5)CS(=O)(=O)C" # 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 8O4 "SYSTEMATIC NAME" ACDLabs 12.01 "7-(cyclopropylmethyl)-2-methyl-10-[(methylsulfonyl)methyl]-2,4,6,7-tetrahydro-3H-2,4,7-triazadibenzo[cd,f]azulen-3-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 8O4 "Create component" 2017-02-22 RCSB 8O4 "Initial release" 2017-06-21 RCSB #