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 
# 
