data_SG8 # _chem_comp.id SG8 _chem_comp.name "3-chloro-4,7-difluoro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(pyridin-4-yl)benzyl]-1-benzothiophene-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H26 Cl F2 N3 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-19 _chem_comp.pdbx_modified_date 2014-07-18 _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 526.040 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SG8 _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 4QIN _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 SG8 C4 C4 C 0 1 Y N N -21.066 67.055 -2.253 -4.575 0.252 -0.951 C4 SG8 1 SG8 C3 C3 C 0 1 Y N N -21.797 67.927 -1.477 -5.648 0.803 -0.289 C3 SG8 2 SG8 C2 C2 C 0 1 Y N N -22.142 67.576 -0.156 -5.446 1.790 0.668 C2 SG8 3 SG8 C1 C1 C 0 1 Y N N -21.751 66.336 0.353 -4.179 2.226 0.963 C1 SG8 4 SG8 O1 O1 O 0 1 N N N -18.099 62.005 -1.091 1.141 2.141 0.535 O1 SG8 5 SG8 CL1 CL1 CL 0 0 N N N -20.788 63.301 1.381 -1.148 3.184 1.584 CL1 SG8 6 SG8 F1 F1 F 0 1 N N N -20.721 67.385 -3.496 -4.780 -0.704 -1.884 F1 SG8 7 SG8 S1 S1 S 0 1 Y N N -19.801 64.571 -2.576 -1.729 0.168 -1.342 S1 SG8 8 SG8 N1 N1 N 0 1 N N N -20.158 60.873 -1.125 1.354 0.848 -1.259 N1 SG8 9 SG8 C10 C10 C 0 1 N N N -21.612 60.891 -1.192 0.706 0.181 -2.391 C10 SG8 10 SG8 C11 C11 C 0 1 N N N -19.539 59.498 -0.974 2.815 0.854 -1.151 C11 SG8 11 SG8 C12 C12 C 0 1 Y N N -22.108 61.817 -2.369 0.553 -1.288 -2.088 C12 SG8 12 SG8 C13 C13 C 0 1 Y N N -21.680 61.632 -3.672 0.580 -2.211 -3.117 C13 SG8 13 SG8 C14 C14 C 0 1 Y N N -22.108 62.579 -4.769 0.445 -3.561 -2.846 C14 SG8 14 SG8 C15 C15 C 0 1 Y N N -22.940 63.629 -4.443 0.285 -3.993 -1.545 C15 SG8 15 SG8 C16 C16 C 0 1 Y N N -23.370 63.890 -3.006 0.258 -3.067 -0.504 C16 SG8 16 SG8 C17 C17 C 0 1 Y N N -22.999 63.000 -2.027 0.393 -1.709 -0.783 C17 SG8 17 SG8 C18 C18 C 0 1 N N N -19.811 58.835 0.435 3.322 2.297 -1.161 C18 SG8 18 SG8 C19 C19 C 0 1 N N N -19.524 57.339 0.528 4.848 2.303 -1.048 C19 SG8 19 SG8 F2 F2 F 0 1 N N N -22.071 66.015 1.591 -4.000 3.186 1.896 F2 SG8 20 SG8 N2 N2 N 0 1 N N N -19.761 55.085 -0.465 6.730 1.631 0.367 N2 SG8 21 SG8 C20 C20 C 0 1 N N N -19.865 56.531 -0.733 5.265 1.625 0.259 C20 SG8 22 SG8 C21 C21 C 0 1 N N N -19.153 57.146 -1.937 4.759 0.182 0.269 C21 SG8 23 SG8 C22 C22 C 0 1 N N N -19.573 58.580 -2.211 3.233 0.176 0.156 C22 SG8 24 SG8 C23 C23 C 0 1 N N N -21.100 54.460 -0.388 7.154 1.558 1.772 C23 SG8 25 SG8 C24 C24 C 0 1 Y N N -24.594 65.339 -1.228 0.055 -2.611 1.953 C24 SG8 26 SG8 C25 C25 C 0 1 Y N N -25.345 66.424 -0.894 -0.108 -3.081 3.240 C25 SG8 27 SG8 C26 C26 C 0 1 Y N N -25.517 67.115 -3.252 -0.202 -5.268 2.512 C26 SG8 28 SG8 C27 C27 C 0 1 Y N N -24.672 65.933 -3.610 -0.053 -4.884 1.195 C27 SG8 29 SG8 C28 C28 C 0 1 Y N N -24.231 65.075 -2.643 0.085 -3.526 0.896 C28 SG8 30 SG8 N3 N3 N 0 1 Y N N -25.841 67.330 -1.970 -0.230 -4.372 3.480 N3 SG8 31 SG8 C5 C5 C 0 1 Y N N -20.706 65.801 -1.735 -3.272 0.680 -0.667 C5 SG8 32 SG8 C6 C6 C 0 1 Y N N -21.033 65.413 -0.426 -3.057 1.674 0.294 C6 SG8 33 SG8 C7 C7 C 0 1 Y N N -19.828 63.528 -1.198 -0.852 1.294 -0.320 C7 SG8 34 SG8 C8 C8 C 0 1 Y N N -20.517 64.111 -0.122 -1.697 1.985 0.455 C8 SG8 35 SG8 C9 C9 C 0 1 N N N -19.295 62.092 -1.133 0.607 1.457 -0.317 C9 SG8 36 SG8 H1 H1 H 0 1 N N N -22.106 68.880 -1.881 -6.649 0.467 -0.513 H1 SG8 37 SG8 H2 H2 H 0 1 N N N -22.705 68.262 0.459 -6.293 2.218 1.183 H2 SG8 38 SG8 H3 H3 H 0 1 N N N -22.012 61.272 -0.241 -0.276 0.621 -2.558 H3 SG8 39 SG8 H4 H4 H 0 1 N N N -21.978 59.867 -1.360 1.317 0.306 -3.285 H4 SG8 40 SG8 H5 H5 H 0 1 N N N -18.468 59.737 -0.901 3.244 0.312 -1.994 H5 SG8 41 SG8 H6 H6 H 0 1 N N N -21.032 60.801 -3.908 0.706 -1.877 -4.136 H6 SG8 42 SG8 H7 H7 H 0 1 N N N -21.770 62.437 -5.785 0.466 -4.278 -3.653 H7 SG8 43 SG8 H8 H8 H 0 1 N N N -23.295 64.282 -5.226 0.179 -5.047 -1.334 H8 SG8 44 SG8 H9 H9 H 0 1 N N N -23.341 63.141 -1.012 0.377 -0.987 0.020 H9 SG8 45 SG8 H10 H10 H 0 1 N N N -19.181 59.347 1.177 3.025 2.780 -2.092 H10 SG8 46 SG8 H11 H11 H 0 1 N N N -20.871 58.992 0.684 2.893 2.839 -0.317 H11 SG8 47 SG8 H12 H12 H 0 1 N N N -20.111 56.931 1.364 5.277 1.762 -1.891 H12 SG8 48 SG8 H13 H13 H 0 1 N N N -18.452 57.210 0.736 5.209 3.332 -1.055 H13 SG8 49 SG8 H14 H14 H 0 1 N N N -19.241 54.653 -1.202 7.135 0.881 -0.172 H14 SG8 50 SG8 H16 H16 H 0 1 N N N -20.934 56.721 -0.909 4.836 2.166 1.102 H16 SG8 51 SG8 H17 H17 H 0 1 N N N -19.381 56.539 -2.826 5.187 -0.360 -0.575 H17 SG8 52 SG8 H18 H18 H 0 1 N N N -18.069 57.129 -1.749 5.056 -0.301 1.199 H18 SG8 53 SG8 H19 H19 H 0 1 N N N -18.895 58.999 -2.969 2.804 0.717 0.999 H19 SG8 54 SG8 H20 H20 H 0 1 N N N -20.600 58.569 -2.604 2.872 -0.853 0.163 H20 SG8 55 SG8 H21 H21 H 0 1 N N N -20.992 53.384 -0.188 8.243 1.564 1.823 H21 SG8 56 SG8 H22 H22 H 0 1 N N N -21.677 54.928 0.424 6.760 2.417 2.315 H22 SG8 57 SG8 H23 H23 H 0 1 N N N -21.627 54.604 -1.343 6.774 0.640 2.219 H23 SG8 58 SG8 H24 H24 H 0 1 N N N -24.259 64.663 -0.455 0.154 -1.553 1.764 H24 SG8 59 SG8 H25 H25 H 0 1 N N N -25.580 66.627 0.141 -0.136 -2.381 4.063 H25 SG8 60 SG8 H26 H26 H 0 1 N N N -25.863 67.790 -4.021 -0.306 -6.316 2.753 H26 SG8 61 SG8 H27 H27 H 0 1 N N N -24.408 65.757 -4.642 -0.031 -5.623 0.408 H27 SG8 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 SG8 C14 C15 DOUB Y N 1 SG8 C14 C13 SING Y N 2 SG8 C15 C16 SING Y N 3 SG8 C13 C12 DOUB Y N 4 SG8 C27 C26 DOUB Y N 5 SG8 C27 C28 SING Y N 6 SG8 F1 C4 SING N N 7 SG8 C26 N3 SING Y N 8 SG8 C16 C28 SING N N 9 SG8 C16 C17 DOUB Y N 10 SG8 C28 C24 DOUB Y N 11 SG8 S1 C5 SING Y N 12 SG8 S1 C7 SING Y N 13 SG8 C12 C17 SING Y N 14 SG8 C12 C10 SING N N 15 SG8 C4 C5 DOUB Y N 16 SG8 C4 C3 SING Y N 17 SG8 C22 C21 SING N N 18 SG8 C22 C11 SING N N 19 SG8 N3 C25 DOUB Y N 20 SG8 C21 C20 SING N N 21 SG8 C5 C6 SING Y N 22 SG8 C3 C2 DOUB Y N 23 SG8 C24 C25 SING Y N 24 SG8 C7 C9 SING N N 25 SG8 C7 C8 DOUB Y N 26 SG8 C10 N1 SING N N 27 SG8 C9 N1 SING N N 28 SG8 C9 O1 DOUB N N 29 SG8 N1 C11 SING N N 30 SG8 C11 C18 SING N N 31 SG8 C20 N2 SING N N 32 SG8 C20 C19 SING N N 33 SG8 N2 C23 SING N N 34 SG8 C6 C8 SING Y N 35 SG8 C6 C1 DOUB Y N 36 SG8 C2 C1 SING Y N 37 SG8 C8 CL1 SING N N 38 SG8 C1 F2 SING N N 39 SG8 C18 C19 SING N N 40 SG8 C3 H1 SING N N 41 SG8 C2 H2 SING N N 42 SG8 C10 H3 SING N N 43 SG8 C10 H4 SING N N 44 SG8 C11 H5 SING N N 45 SG8 C13 H6 SING N N 46 SG8 C14 H7 SING N N 47 SG8 C15 H8 SING N N 48 SG8 C17 H9 SING N N 49 SG8 C18 H10 SING N N 50 SG8 C18 H11 SING N N 51 SG8 C19 H12 SING N N 52 SG8 C19 H13 SING N N 53 SG8 N2 H14 SING N N 54 SG8 C20 H16 SING N N 55 SG8 C21 H17 SING N N 56 SG8 C21 H18 SING N N 57 SG8 C22 H19 SING N N 58 SG8 C22 H20 SING N N 59 SG8 C23 H21 SING N N 60 SG8 C23 H22 SING N N 61 SG8 C23 H23 SING N N 62 SG8 C24 H24 SING N N 63 SG8 C25 H25 SING N N 64 SG8 C26 H26 SING N N 65 SG8 C27 H27 SING N N 66 # 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 SG8 SMILES ACDLabs 12.01 "Fc1ccc(F)c2sc(c(Cl)c12)C(=O)N(C3CCC(NC)CC3)Cc5cccc(c4ccncc4)c5" SG8 InChI InChI 1.03 "InChI=1S/C28H26ClF2N3OS/c1-32-20-5-7-21(8-6-20)34(16-17-3-2-4-19(15-17)18-11-13-33-14-12-18)28(35)27-25(29)24-22(30)9-10-23(31)26(24)36-27/h2-4,9-15,20-21,32H,5-8,16H2,1H3/t20-,21-" SG8 InChIKey InChI 1.03 RXZDWPYJFCAZCW-MEMLXQNLSA-N SG8 SMILES_CANONICAL CACTVS 3.385 "CN[C@H]1CC[C@@H](CC1)N(Cc2cccc(c2)c3ccncc3)C(=O)c4sc5c(F)ccc(F)c5c4Cl" SG8 SMILES CACTVS 3.385 "CN[CH]1CC[CH](CC1)N(Cc2cccc(c2)c3ccncc3)C(=O)c4sc5c(F)ccc(F)c5c4Cl" SG8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNC1CCC(CC1)N(Cc2cccc(c2)c3ccncc3)C(=O)c4c(c5c(ccc(c5s4)F)F)Cl" SG8 SMILES "OpenEye OEToolkits" 1.7.6 "CNC1CCC(CC1)N(Cc2cccc(c2)c3ccncc3)C(=O)c4c(c5c(ccc(c5s4)F)F)Cl" # 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 SG8 "SYSTEMATIC NAME" ACDLabs 12.01 "3-chloro-4,7-difluoro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(pyridin-4-yl)benzyl]-1-benzothiophene-2-carboxamide" SG8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-chloranyl-4,7-bis(fluoranyl)-N-[4-(methylamino)cyclohexyl]-N-[(3-pyridin-4-ylphenyl)methyl]-1-benzothiophene-2-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 SG8 "Create component" 2014-06-19 RCSB SG8 "Initial release" 2014-07-23 RCSB #