data_IW8 # _chem_comp.id IW8 _chem_comp.name "1-[(1-acetyl-5-bromo-1H-indol-6-yl)sulfonyl]-N-ethyl-N-(3-methylphenyl)piperidine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 Br N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-17 _chem_comp.pdbx_modified_date 2015-05-15 _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 546.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IW8 _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 4TOR _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 IW8 C01 C1 C 0 1 Y N N -94.558 141.858 34.138 2.717 -0.702 0.048 C01 IW8 1 IW8 C02 C2 C 0 1 Y N N -94.032 142.517 35.181 2.140 -0.548 1.301 C02 IW8 2 IW8 C03 C3 C 0 1 Y N N -93.366 143.624 35.083 2.485 0.521 2.100 C03 IW8 3 IW8 C04 C4 C 0 1 Y N N -93.155 144.159 33.920 3.420 1.451 1.642 C04 IW8 4 IW8 C05 C5 C 0 1 Y N N -93.602 143.608 32.858 4.003 1.293 0.373 C05 IW8 5 IW8 C06 C6 C 0 1 Y N N -94.312 142.439 32.998 3.645 0.206 -0.414 C06 IW8 6 IW8 C07 C7 C 0 1 Y N N -92.424 145.383 33.708 4.002 2.671 2.211 C07 IW8 7 IW8 C08 C8 C 0 1 Y N N -92.552 145.426 32.236 4.860 3.160 1.305 C08 IW8 8 IW8 N01 N1 N 0 1 Y N N -93.313 144.252 31.828 4.880 2.348 0.195 N01 IW8 9 IW8 BR BR1 BR 0 0 N N N -94.517 142.410 36.976 0.875 -1.812 1.916 BR IW8 10 IW8 S S1 S 0 1 N N N -95.475 140.300 34.290 2.263 -2.075 -0.959 S IW8 11 IW8 N02 N2 N 0 1 N N N -95.344 139.593 32.842 0.694 -1.839 -1.431 N02 IW8 12 IW8 O01 O1 O 0 1 N N N -96.792 140.434 34.703 3.054 -1.988 -2.136 O01 IW8 13 IW8 O02 O2 O 0 1 N N N -94.646 139.594 35.089 2.259 -3.213 -0.107 O02 IW8 14 IW8 C09 C9 C 0 1 N N N -93.536 144.110 30.659 5.636 2.553 -0.902 C09 IW8 15 IW8 O03 O3 O 0 1 N N N -94.135 143.207 30.241 5.581 1.775 -1.830 O03 IW8 16 IW8 C10 C10 C 0 1 N N N -93.097 145.017 29.509 6.550 3.749 -0.975 C10 IW8 17 IW8 C11 C11 C 0 1 N N N -96.453 139.661 31.942 0.378 -0.969 -2.572 C11 IW8 18 IW8 C12 C12 C 0 1 N N N -96.651 138.252 31.474 -0.646 0.079 -2.124 C12 IW8 19 IW8 C13 C13 C 0 1 N N N -95.352 137.775 30.744 -1.861 -0.627 -1.518 C13 IW8 20 IW8 C14 C14 C 0 1 N N N -94.415 137.641 32.026 -1.425 -1.432 -0.292 C14 IW8 21 IW8 C15 C15 C 0 1 N N N -94.094 138.963 32.640 -0.410 -2.501 -0.722 C15 IW8 22 IW8 C16 C16 C 0 1 N N N -95.577 136.290 30.356 -2.885 0.399 -1.108 C16 IW8 23 IW8 N N3 N 0 1 N N N -94.819 135.887 29.242 -4.122 0.008 -0.742 N IW8 24 IW8 O O4 O 0 1 N N N -96.288 135.521 30.932 -2.596 1.577 -1.106 O IW8 25 IW8 C17 C17 C 0 1 Y N N -93.930 136.657 28.478 -5.072 0.961 -0.358 C17 IW8 26 IW8 C18 C18 C 0 1 N N N -94.957 134.478 28.807 -4.471 -1.415 -0.746 C18 IW8 27 IW8 C19 C19 C 0 1 N N N -95.631 134.393 27.502 -4.462 -1.946 0.688 C19 IW8 28 IW8 C20 C20 C 0 1 Y N N -94.128 137.730 27.780 -6.294 0.554 0.160 C20 IW8 29 IW8 C21 C21 C 0 1 Y N N -93.129 138.255 27.154 -7.231 1.497 0.538 C21 IW8 30 IW8 C22 C22 C 0 1 Y N N -91.870 137.868 27.081 -6.951 2.844 0.400 C22 IW8 31 IW8 C23 C23 C 0 1 Y N N -91.668 136.770 27.785 -5.734 3.252 -0.115 C23 IW8 32 IW8 C24 C24 C 0 1 Y N N -92.743 136.199 28.473 -4.792 2.315 -0.489 C24 IW8 33 IW8 C C25 C 0 1 N N N -93.438 139.459 26.412 -8.558 1.057 1.100 C IW8 34 IW8 H1 H1 H 0 1 N N N -92.985 144.103 35.973 2.035 0.638 3.074 H1 IW8 35 IW8 H2 H2 H 0 1 N N N -94.692 141.970 32.102 4.088 0.077 -1.391 H2 IW8 36 IW8 H3 H3 H 0 1 N N N -91.939 146.053 34.402 3.781 3.096 3.179 H3 IW8 37 IW8 H4 H4 H 0 1 N N N -92.154 146.188 31.582 5.449 4.056 1.429 H4 IW8 38 IW8 H5 H5 H 0 1 N N N -93.453 144.599 28.556 7.274 3.704 -0.162 H5 IW8 39 IW8 H6 H6 H 0 1 N N N -93.523 146.021 29.651 7.075 3.747 -1.930 H6 IW8 40 IW8 H7 H7 H 0 1 N N N -91.999 145.083 29.493 5.961 4.662 -0.887 H7 IW8 41 IW8 H8 H8 H 0 1 N N N -96.224 140.323 31.094 1.286 -0.470 -2.913 H8 IW8 42 IW8 H9 H9 H 0 1 N N N -97.351 140.027 32.461 -0.038 -1.566 -3.384 H9 IW8 43 IW8 H10 H10 H 0 1 N N N -97.502 138.210 30.779 -0.195 0.733 -1.378 H10 IW8 44 IW8 H11 H11 H 0 1 N N N -96.850 137.600 32.338 -0.960 0.671 -2.984 H11 IW8 45 IW8 H12 H12 H 0 1 N N N -94.975 138.435 29.948 -2.296 -1.299 -2.258 H12 IW8 46 IW8 H13 H13 H 0 1 N N N -94.928 137.020 32.775 -0.967 -0.764 0.438 H13 IW8 47 IW8 H14 H14 H 0 1 N N N -93.475 137.154 31.727 -2.295 -1.916 0.153 H14 IW8 48 IW8 H15 H15 H 0 1 N N N -93.572 138.826 33.598 -0.895 -3.222 -1.381 H15 IW8 49 IW8 H16 H16 H 0 1 N N N -93.466 139.560 31.963 -0.021 -3.012 0.159 H16 IW8 50 IW8 H17 H17 H 0 1 N N N -95.548 133.927 29.554 -5.465 -1.544 -1.175 H17 IW8 51 IW8 H18 H18 H 0 1 N N N -93.957 134.027 28.725 -3.744 -1.966 -1.342 H18 IW8 52 IW8 H19 H19 H 0 1 N N N -95.720 133.338 27.203 -4.502 -3.036 0.673 H19 IW8 53 IW8 H20 H20 H 0 1 N N N -96.634 134.839 27.578 -3.550 -1.623 1.190 H20 IW8 54 IW8 H21 H21 H 0 1 N N N -95.043 134.939 26.749 -5.329 -1.559 1.225 H21 IW8 55 IW8 H22 H22 H 0 1 N N N -95.110 138.176 27.723 -6.514 -0.498 0.267 H22 IW8 56 IW8 H23 H23 H 0 1 N N N -91.105 138.382 26.519 -7.685 3.580 0.696 H23 IW8 57 IW8 H24 H24 H 0 1 N N N -90.687 136.320 27.829 -5.519 4.305 -0.221 H24 IW8 58 IW8 H25 H25 H 0 1 N N N -92.551 135.302 29.043 -3.842 2.634 -0.891 H25 IW8 59 IW8 H26 H26 H 0 1 N N N -93.740 139.192 25.388 -8.481 0.965 2.183 H26 IW8 60 IW8 H27 H27 H 0 1 N N N -94.260 139.995 26.909 -9.320 1.795 0.851 H27 IW8 61 IW8 H28 H28 H 0 1 N N N -92.549 140.105 26.375 -8.832 0.093 0.672 H28 IW8 62 # 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 IW8 C C21 SING N N 1 IW8 C22 C21 DOUB Y N 2 IW8 C22 C23 SING Y N 3 IW8 C21 C20 SING Y N 4 IW8 C19 C18 SING N N 5 IW8 C20 C17 DOUB Y N 6 IW8 C23 C24 DOUB Y N 7 IW8 C24 C17 SING Y N 8 IW8 C17 N SING N N 9 IW8 C18 N SING N N 10 IW8 N C16 SING N N 11 IW8 C10 C09 SING N N 12 IW8 O03 C09 DOUB N N 13 IW8 C16 C13 SING N N 14 IW8 C16 O DOUB N N 15 IW8 C09 N01 SING N N 16 IW8 C13 C12 SING N N 17 IW8 C13 C14 SING N N 18 IW8 C12 C11 SING N N 19 IW8 N01 C08 SING Y N 20 IW8 N01 C05 SING Y N 21 IW8 C11 N02 SING N N 22 IW8 C14 C15 SING N N 23 IW8 C08 C07 DOUB Y N 24 IW8 C15 N02 SING N N 25 IW8 N02 S SING N N 26 IW8 C05 C06 DOUB Y N 27 IW8 C05 C04 SING Y N 28 IW8 C06 C01 SING Y N 29 IW8 C07 C04 SING Y N 30 IW8 C04 C03 DOUB Y N 31 IW8 C01 S SING N N 32 IW8 C01 C02 DOUB Y N 33 IW8 S O01 DOUB N N 34 IW8 S O02 DOUB N N 35 IW8 C03 C02 SING Y N 36 IW8 C02 BR SING N N 37 IW8 C03 H1 SING N N 38 IW8 C06 H2 SING N N 39 IW8 C07 H3 SING N N 40 IW8 C08 H4 SING N N 41 IW8 C10 H5 SING N N 42 IW8 C10 H6 SING N N 43 IW8 C10 H7 SING N N 44 IW8 C11 H8 SING N N 45 IW8 C11 H9 SING N N 46 IW8 C12 H10 SING N N 47 IW8 C12 H11 SING N N 48 IW8 C13 H12 SING N N 49 IW8 C14 H13 SING N N 50 IW8 C14 H14 SING N N 51 IW8 C15 H15 SING N N 52 IW8 C15 H16 SING N N 53 IW8 C18 H17 SING N N 54 IW8 C18 H18 SING N N 55 IW8 C19 H19 SING N N 56 IW8 C19 H20 SING N N 57 IW8 C19 H21 SING N N 58 IW8 C20 H22 SING N N 59 IW8 C22 H23 SING N N 60 IW8 C23 H24 SING N N 61 IW8 C24 H25 SING N N 62 IW8 C H26 SING N N 63 IW8 C H27 SING N N 64 IW8 C H28 SING N N 65 # 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 IW8 SMILES ACDLabs 12.01 "O=S(=O)(c2cc1n(C(=O)C)ccc1cc2Br)N4CCC(C(=O)N(c3cc(ccc3)C)CC)CC4" IW8 InChI InChI 1.03 "InChI=1S/C25H28BrN3O4S/c1-4-28(21-7-5-6-17(2)14-21)25(31)19-8-11-27(12-9-19)34(32,33)24-16-23-20(15-22(24)26)10-13-29(23)18(3)30/h5-7,10,13-16,19H,4,8-9,11-12H2,1-3H3" IW8 InChIKey InChI 1.03 PCDHUAUNNCKKQB-UHFFFAOYSA-N IW8 SMILES_CANONICAL CACTVS 3.385 "CCN(C(=O)C1CCN(CC1)[S](=O)(=O)c2cc3n(ccc3cc2Br)C(C)=O)c4cccc(C)c4" IW8 SMILES CACTVS 3.385 "CCN(C(=O)C1CCN(CC1)[S](=O)(=O)c2cc3n(ccc3cc2Br)C(C)=O)c4cccc(C)c4" IW8 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN(c1cccc(c1)C)C(=O)C2CCN(CC2)S(=O)(=O)c3cc4c(ccn4C(=O)C)cc3Br" IW8 SMILES "OpenEye OEToolkits" 1.9.2 "CCN(c1cccc(c1)C)C(=O)C2CCN(CC2)S(=O)(=O)c3cc4c(ccn4C(=O)C)cc3Br" # 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 IW8 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(1-acetyl-5-bromo-1H-indol-6-yl)sulfonyl]-N-ethyl-N-(3-methylphenyl)piperidine-4-carboxamide" IW8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-(5-bromanyl-1-ethanoyl-indol-6-yl)sulfonyl-N-ethyl-N-(3-methylphenyl)piperidine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IW8 "Create component" 2014-06-17 RCSB IW8 "Modify descriptor" 2014-09-05 RCSB IW8 "Initial release" 2015-05-20 RCSB #