data_8FN # _chem_comp.id 8FN _chem_comp.name "5-cyclopropyl-2-(5-pyrazin-2-yl-1,2,4-oxadiazol-3-yl)benzo[b][1,4]benzothiazepin-6-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H15 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-06 _chem_comp.pdbx_modified_date 2017-05-26 _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 413.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8FN _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 5N16 _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 8FN O1 O1 O 0 1 N N N -12.159 23.905 12.739 -5.205 1.385 -0.633 O1 8FN 1 8FN O2 O2 O 0 1 Y N N -16.775 30.804 7.617 3.918 -1.310 1.030 O2 8FN 2 8FN N1 N1 N 0 1 N N N -13.793 24.963 11.659 -3.101 1.406 -0.265 N1 8FN 3 8FN N3 N2 N 0 1 Y N N -16.419 29.532 7.797 2.711 -1.223 1.114 N3 8FN 4 8FN N4 N3 N 0 1 Y N N -16.684 35.001 10.091 8.066 -0.742 0.045 N4 8FN 5 8FN N5 N4 N 0 1 Y N N -17.329 33.683 7.783 6.129 0.851 -0.993 N5 8FN 6 8FN C1 C1 C 0 1 Y N N -9.489 27.070 12.324 -5.333 -2.613 -1.725 C1 8FN 7 8FN C2 C2 C 0 1 Y N N -9.951 28.286 12.796 -4.705 -3.476 -0.841 C2 8FN 8 8FN C3 C3 C 0 1 Y N N -11.302 28.445 13.111 -3.913 -2.974 0.171 C3 8FN 9 8FN C4 C4 C 0 1 Y N N -12.182 27.377 12.954 -3.740 -1.602 0.307 C4 8FN 10 8FN C5 C5 C 0 1 Y N N -11.719 26.162 12.467 -4.365 -0.724 -0.587 C5 8FN 11 8FN C6 C6 C 0 1 Y N N -10.371 26.005 12.165 -5.170 -1.251 -1.606 C6 8FN 12 8FN C7 C7 C 0 1 N N N -12.606 24.957 12.289 -4.194 0.725 -0.489 C7 8FN 13 8FN C8 C8 C 0 1 Y N N -14.321 26.116 11.055 -1.796 0.975 -0.083 C8 8FN 14 8FN C9 C9 C 0 1 Y N N -14.776 26.002 9.740 -0.776 1.649 -0.756 C9 8FN 15 8FN C12 C10 C 0 1 Y N N -14.928 28.439 11.045 -0.153 -0.493 0.891 C12 8FN 16 8FN C13 C11 C 0 1 Y N N -14.411 27.348 11.714 -1.473 -0.098 0.741 C13 8FN 17 8FN C14 C12 C 0 1 Y N N -15.941 29.497 9.061 2.274 -0.236 0.374 C14 8FN 18 8FN C15 C13 C 0 1 Y N N -16.537 31.573 8.705 4.388 -0.361 0.206 C15 8FN 19 8FN C16 C14 C 0 1 Y N N -16.795 33.021 8.834 5.804 -0.133 -0.158 C16 8FN 20 8FN C10 C15 C 0 1 Y N N -15.324 27.096 9.080 0.537 1.260 -0.609 C10 8FN 21 8FN C11 C16 C 0 1 Y N N -15.391 28.300 9.744 0.860 0.185 0.216 C11 8FN 22 8FN S1 S1 S 0 1 N N N -13.826 27.558 13.294 -2.734 -0.972 1.607 S1 8FN 23 8FN N2 N5 N 0 1 Y N N -15.987 30.743 9.613 3.348 0.329 -0.218 N2 8FN 24 8FN C19 C17 C 0 1 Y N N -17.540 34.997 7.884 7.392 1.050 -1.314 C19 8FN 25 8FN C18 C18 C 0 1 Y N N -17.218 35.658 9.061 8.382 0.237 -0.784 C18 8FN 26 8FN C17 C19 C 0 1 Y N N -16.460 33.688 10.002 6.804 -0.949 0.373 C17 8FN 27 8FN C20 C20 C 0 1 N N N -14.473 23.656 11.496 -3.284 2.858 -0.203 C20 8FN 28 8FN C22 C21 C 0 1 N N N -15.103 23.253 12.833 -4.411 3.391 0.684 C22 8FN 29 8FN C21 C22 C 0 1 N N N -15.982 23.789 11.716 -2.953 3.556 1.118 C21 8FN 30 8FN H1 H1 H 0 1 N N N -8.444 26.947 12.079 -5.954 -3.011 -2.514 H1 8FN 31 8FN H2 H2 H 0 1 N N N -9.267 29.112 12.921 -4.836 -4.543 -0.945 H2 8FN 32 8FN H3 H3 H 0 1 N N N -11.664 29.395 13.476 -3.426 -3.649 0.860 H3 8FN 33 8FN H4 H4 H 0 1 N N N -10.007 25.054 11.806 -5.663 -0.587 -2.300 H4 8FN 34 8FN H5 H5 H 0 1 N N N -14.701 25.053 9.230 -1.019 2.483 -1.397 H5 8FN 35 8FN H6 H6 H 0 1 N N N -14.972 29.401 11.534 0.091 -1.327 1.531 H6 8FN 36 8FN H7 H7 H 0 1 N N N -15.689 27.003 8.068 1.318 1.790 -1.135 H7 8FN 37 8FN H8 H8 H 0 1 N N N -17.960 35.544 7.053 7.656 1.849 -1.992 H8 8FN 38 8FN H9 H9 H 0 1 N N N -17.402 36.719 9.144 9.415 0.404 -1.051 H9 8FN 39 8FN H10 H10 H 0 1 N N N -16.023 33.151 10.831 6.545 -1.750 1.051 H10 8FN 40 8FN H11 H11 H 0 1 N N N -14.078 22.887 10.816 -3.070 3.398 -1.125 H11 8FN 41 8FN H12 H12 H 0 1 N N N -15.160 22.191 13.116 -4.939 4.282 0.345 H12 8FN 42 8FN H13 H13 H 0 1 N N N -14.923 23.862 13.731 -5.016 2.661 1.221 H13 8FN 43 8FN H14 H14 H 0 1 N N N -16.438 24.786 11.806 -2.599 2.934 1.940 H14 8FN 44 8FN H15 H15 H 0 1 N N N -16.675 23.115 11.191 -2.522 4.556 1.064 H15 8FN 45 # 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 8FN O2 N3 SING Y N 1 8FN O2 C15 SING Y N 2 8FN N5 C19 DOUB Y N 3 8FN N5 C16 SING Y N 4 8FN N3 C14 DOUB Y N 5 8FN C19 C18 SING Y N 6 8FN C15 C16 SING N N 7 8FN C15 N2 DOUB Y N 8 8FN C16 C17 DOUB Y N 9 8FN C14 N2 SING Y N 10 8FN C14 C11 SING N N 11 8FN C18 N4 DOUB Y N 12 8FN C10 C9 DOUB Y N 13 8FN C10 C11 SING Y N 14 8FN C9 C8 SING Y N 15 8FN C11 C12 DOUB Y N 16 8FN C17 N4 SING Y N 17 8FN C12 C13 SING Y N 18 8FN C8 N1 SING N N 19 8FN C8 C13 DOUB Y N 20 8FN C20 N1 SING N N 21 8FN C20 C21 SING N N 22 8FN C20 C22 SING N N 23 8FN N1 C7 SING N N 24 8FN C13 S1 SING N N 25 8FN C21 C22 SING N N 26 8FN C6 C1 DOUB Y N 27 8FN C6 C5 SING Y N 28 8FN C7 C5 SING N N 29 8FN C7 O1 DOUB N N 30 8FN C1 C2 SING Y N 31 8FN C5 C4 DOUB Y N 32 8FN C2 C3 DOUB Y N 33 8FN C4 C3 SING Y N 34 8FN C4 S1 SING N N 35 8FN C1 H1 SING N N 36 8FN C2 H2 SING N N 37 8FN C3 H3 SING N N 38 8FN C6 H4 SING N N 39 8FN C9 H5 SING N N 40 8FN C12 H6 SING N N 41 8FN C10 H7 SING N N 42 8FN C19 H8 SING N N 43 8FN C18 H9 SING N N 44 8FN C17 H10 SING N N 45 8FN C20 H11 SING N N 46 8FN C22 H12 SING N N 47 8FN C22 H13 SING N N 48 8FN C21 H14 SING N N 49 8FN C21 H15 SING N N 50 # 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 8FN InChI InChI 1.03 "InChI=1S/C22H15N5O2S/c28-22-15-3-1-2-4-18(15)30-19-11-13(5-8-17(19)27(22)14-6-7-14)20-25-21(29-26-20)16-12-23-9-10-24-16/h1-5,8-12,14H,6-7H2" 8FN InChIKey InChI 1.03 ASTXHKRSUWDWQE-UHFFFAOYSA-N 8FN SMILES_CANONICAL CACTVS 3.385 "O=C1N(C2CC2)c3ccc(cc3Sc4ccccc14)c5noc(n5)c6cnccn6" 8FN SMILES CACTVS 3.385 "O=C1N(C2CC2)c3ccc(cc3Sc4ccccc14)c5noc(n5)c6cnccn6" 8FN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)N(c3ccc(cc3S2)c4nc(on4)c5cnccn5)C6CC6" 8FN SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)N(c3ccc(cc3S2)c4nc(on4)c5cnccn5)C6CC6" # 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 8FN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-cyclopropyl-2-(5-pyrazin-2-yl-1,2,4-oxadiazol-3-yl)benzo[b][1,4]benzothiazepin-6-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 8FN "Create component" 2017-02-06 EBI 8FN "Initial release" 2017-05-31 RCSB #