data_EB3 # _chem_comp.id EB3 _chem_comp.name "N-cyclohexyl-1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-29 _chem_comp.pdbx_modified_date 2016-01-08 _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 358.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EB3 _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 5CQT _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 EB3 CAU C1 C 0 1 N N N 5.690 9.234 -2.933 4.525 -0.712 0.007 CAU EB3 1 EB3 CAV C2 C 0 1 N N N 5.791 7.879 -3.559 4.835 -2.198 -0.183 CAV EB3 2 EB3 CAW C3 C 0 1 N N N 4.417 7.142 -3.450 4.314 -2.986 1.020 CAW EB3 3 EB3 CAX C4 C 0 1 N N N 3.935 6.999 -2.000 2.801 -2.792 1.141 CAX EB3 4 EB3 CAY C5 C 0 1 N N N 3.956 8.260 -1.197 2.491 -1.306 1.331 CAY EB3 5 EB3 CAT C6 C 0 1 N N N 4.565 9.453 -1.944 3.012 -0.518 0.127 CAT EB3 6 EB3 NAS N1 N 0 1 N N N 4.646 10.656 -1.062 2.715 0.905 0.309 NAS EB3 7 EB3 SAP S1 S 0 1 N N N 5.750 11.184 0.157 1.818 1.715 -0.822 SAP EB3 8 EB3 OAQ O1 O 0 1 N N N 7.170 11.167 -0.343 1.657 3.040 -0.334 OAQ EB3 9 EB3 OAR O2 O 0 1 N N N 5.173 12.527 0.536 2.400 1.418 -2.084 OAR EB3 10 EB3 CAH C7 C 0 1 Y N N 5.554 10.207 1.610 0.212 0.990 -0.831 CAH EB3 11 EB3 CAG C8 C 0 1 Y N N 6.716 9.682 2.207 -0.256 0.341 -1.941 CAG EB3 12 EB3 CAF C9 C 0 1 Y N N 6.619 8.912 3.377 -1.517 -0.251 -2.006 CAF EB3 13 EB3 CAE C10 C 0 1 Y N N 5.424 8.684 3.943 -2.362 -0.199 -0.913 CAE EB3 14 EB3 CAA C11 C 0 1 Y N N 4.312 9.194 3.356 -1.872 0.465 0.208 CAA EB3 15 EB3 CAI C12 C 0 1 Y N N 4.315 9.953 2.241 -0.614 1.060 0.303 CAI EB3 16 EB3 CAJ C13 C 0 1 Y N N 3.052 10.395 1.767 -0.287 1.681 1.520 CAJ EB3 17 EB3 CAK C14 C 0 1 Y N N 1.896 10.038 2.490 -1.203 1.665 2.539 CAK EB3 18 EB3 CAL C15 C 0 1 Y N N 2.028 9.245 3.657 -2.454 1.060 2.430 CAL EB3 19 EB3 CAB C16 C 0 1 Y N N 3.239 8.817 4.068 -2.819 0.448 1.243 CAB EB3 20 EB3 CAC C17 C 0 1 N N N 3.730 8.072 5.109 -3.958 -0.286 0.678 CAC EB3 21 EB3 OAN O3 O 0 1 N N N 3.118 7.401 5.946 -5.005 -0.530 1.249 OAN EB3 22 EB3 NAD N2 N 0 1 N N N 5.051 7.975 5.018 -3.638 -0.644 -0.593 NAD EB3 23 EB3 CAM C18 C 0 1 N N N 5.940 7.285 5.923 -4.514 -1.394 -1.497 CAM EB3 24 EB3 CAO C19 C 0 1 N N N 6.112 5.830 5.418 -4.264 -2.894 -1.322 CAO EB3 25 EB3 H1 H1 H 0 1 N N N 6.636 9.428 -2.407 5.011 -0.353 0.914 H1 EB3 26 EB3 H2 H2 H 0 1 N N N 5.565 9.966 -3.745 4.896 -0.151 -0.850 H2 EB3 27 EB3 H3 H3 H 0 1 N N N 6.562 7.293 -3.038 4.350 -2.557 -1.090 H3 EB3 28 EB3 H4 H4 H 0 1 N N N 6.065 7.986 -4.619 5.913 -2.336 -0.269 H4 EB3 29 EB3 H5 H5 H 0 1 N N N 3.666 7.712 -4.016 4.535 -4.045 0.885 H5 EB3 30 EB3 H6 H6 H 0 1 N N N 4.521 6.138 -3.887 4.799 -2.627 1.928 H6 EB3 31 EB3 H7 H7 H 0 1 N N N 2.901 6.625 -2.020 2.315 -3.151 0.233 H7 EB3 32 EB3 H8 H8 H 0 1 N N N 4.581 6.264 -1.497 2.430 -3.353 1.998 H8 EB3 33 EB3 H9 H9 H 0 1 N N N 2.922 8.514 -0.921 1.413 -1.167 1.416 H9 EB3 34 EB3 H10 H10 H 0 1 N N N 4.546 8.082 -0.286 2.977 -0.946 2.238 H10 EB3 35 EB3 H11 H11 H 0 1 N N N 3.738 9.729 -2.615 2.527 -0.877 -0.780 H11 EB3 36 EB3 H12 H12 H 0 1 N N N 4.654 11.413 -1.715 3.045 1.373 1.093 H12 EB3 37 EB3 H13 H13 H 0 1 N N N 7.683 9.872 1.765 0.383 0.284 -2.810 H13 EB3 38 EB3 H14 H14 H 0 1 N N N 7.512 8.501 3.824 -1.834 -0.750 -2.910 H14 EB3 39 EB3 H15 H15 H 0 1 N N N 2.978 10.993 0.871 0.671 2.162 1.651 H15 EB3 40 EB3 H16 H16 H 0 1 N N N 0.921 10.365 2.159 -0.943 2.145 3.471 H16 EB3 41 EB3 H17 H17 H 0 1 N N N 1.148 8.980 4.224 -3.139 1.077 3.264 H17 EB3 42 EB3 H18 H18 H 0 1 N N N 6.917 7.790 5.943 -5.555 -1.170 -1.263 H18 EB3 43 EB3 H19 H19 H 0 1 N N N 5.510 7.279 6.935 -4.303 -1.109 -2.527 H19 EB3 44 EB3 H20 H20 H 0 1 N N N 6.787 5.284 6.094 -4.915 -3.452 -1.994 H20 EB3 45 EB3 H21 H21 H 0 1 N N N 5.132 5.331 5.397 -3.223 -3.118 -1.556 H21 EB3 46 EB3 H22 H22 H 0 1 N N N 6.539 5.842 4.404 -4.474 -3.180 -0.292 H22 EB3 47 # 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 EB3 CAV CAW SING N N 1 EB3 CAV CAU SING N N 2 EB3 CAW CAX SING N N 3 EB3 CAU CAT SING N N 4 EB3 CAX CAY SING N N 5 EB3 CAT CAY SING N N 6 EB3 CAT NAS SING N N 7 EB3 NAS SAP SING N N 8 EB3 OAQ SAP DOUB N N 9 EB3 SAP OAR DOUB N N 10 EB3 SAP CAH SING N N 11 EB3 CAH CAG DOUB Y N 12 EB3 CAH CAI SING Y N 13 EB3 CAJ CAI DOUB Y N 14 EB3 CAJ CAK SING Y N 15 EB3 CAG CAF SING Y N 16 EB3 CAI CAA SING Y N 17 EB3 CAK CAL DOUB Y N 18 EB3 CAA CAE SING Y N 19 EB3 CAA CAB DOUB Y N 20 EB3 CAF CAE DOUB Y N 21 EB3 CAL CAB SING Y N 22 EB3 CAE NAD SING N N 23 EB3 CAB CAC SING N N 24 EB3 NAD CAC SING N N 25 EB3 NAD CAM SING N N 26 EB3 CAC OAN DOUB N N 27 EB3 CAO CAM SING N N 28 EB3 CAU H1 SING N N 29 EB3 CAU H2 SING N N 30 EB3 CAV H3 SING N N 31 EB3 CAV H4 SING N N 32 EB3 CAW H5 SING N N 33 EB3 CAW H6 SING N N 34 EB3 CAX H7 SING N N 35 EB3 CAX H8 SING N N 36 EB3 CAY H9 SING N N 37 EB3 CAY H10 SING N N 38 EB3 CAT H11 SING N N 39 EB3 NAS H12 SING N N 40 EB3 CAG H13 SING N N 41 EB3 CAF H14 SING N N 42 EB3 CAJ H15 SING N N 43 EB3 CAK H16 SING N N 44 EB3 CAL H17 SING N N 45 EB3 CAM H18 SING N N 46 EB3 CAM H19 SING N N 47 EB3 CAO H20 SING N N 48 EB3 CAO H21 SING N N 49 EB3 CAO H22 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 EB3 SMILES ACDLabs 12.01 "C1C(CCCC1)NS(=O)(c3ccc2N(C(c4c2c3ccc4)=O)CC)=O" EB3 InChI InChI 1.03 "InChI=1S/C19H22N2O3S/c1-2-21-16-11-12-17(14-9-6-10-15(18(14)16)19(21)22)25(23,24)20-13-7-4-3-5-8-13/h6,9-13,20H,2-5,7-8H2,1H3" EB3 InChIKey InChI 1.03 JFSBLFHOLQSPDO-UHFFFAOYSA-N EB3 SMILES_CANONICAL CACTVS 3.385 "CCN1C(=O)c2cccc3c(ccc1c23)[S](=O)(=O)NC4CCCCC4" EB3 SMILES CACTVS 3.385 "CCN1C(=O)c2cccc3c(ccc1c23)[S](=O)(=O)NC4CCCCC4" EB3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCN1c2ccc(c3c2c(ccc3)C1=O)S(=O)(=O)NC4CCCCC4" EB3 SMILES "OpenEye OEToolkits" 1.9.2 "CCN1c2ccc(c3c2c(ccc3)C1=O)S(=O)(=O)NC4CCCCC4" # 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 EB3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-cyclohexyl-1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide" EB3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-cyclohexyl-1-ethyl-2-oxidanylidene-benzo[cd]indole-6-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EB3 "Create component" 2015-07-29 RCSB EB3 "Initial release" 2016-01-13 RCSB #