data_SK6
# 
_chem_comp.id                                    SK6 
_chem_comp.name                                  "3-[2-(6-amino-4-methylpyridin-2-yl)ethyl]-5-{[2-(pyridin-2-yl)ethyl]amino}benzonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-10-23 
_chem_comp.pdbx_modified_date                    2015-01-09 
_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                        357.452 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SK6 
_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        4D3N 
_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 
SK6 N01  N01  N 0 1 Y N N 3.033  16.311 25.461 -5.439 -0.475 0.156  N01  SK6 1  
SK6 C02  C02  C 0 1 Y N N 2.320  17.317 25.955 -6.709 -0.200 0.408  C02  SK6 2  
SK6 C03  C03  C 0 1 Y N N 2.219  18.511 25.232 -7.229 1.061  0.134  C03  SK6 3  
SK6 C04  C04  C 0 1 Y N N 2.887  18.601 24.009 -6.399 2.027  -0.406 C04  SK6 4  
SK6 C05  C05  C 0 1 Y N N 3.634  17.516 23.532 -5.073 1.698  -0.655 C05  SK6 5  
SK6 C06  C06  C 0 1 Y N N 3.700  16.350 24.298 -4.625 0.427  -0.359 C06  SK6 6  
SK6 N07  N07  N 0 1 N N N 1.717  17.138 27.144 -7.531 -1.181 0.951  N07  SK6 7  
SK6 C08  C08  C 0 1 N N N 2.814  19.783 23.277 -6.923 3.405  -0.718 C08  SK6 8  
SK6 C09  C09  C 0 1 N N N 4.390  15.165 23.921 -3.187 0.064  -0.627 C09  SK6 9  
SK6 C10  C10  C 0 1 N N N 5.803  15.364 23.374 -2.546 -0.465 0.658  C10  SK6 10 
SK6 C11  C11  C 0 1 Y N N 6.436  14.133 23.011 -1.108 -0.827 0.390  C11  SK6 11 
SK6 C12  C12  C 0 1 Y N N 6.131  12.881 23.578 -0.116 0.120  0.559  C12  SK6 12 
SK6 C13  C13  C 0 1 Y N N 6.793  11.722 23.156 1.213  -0.207 0.314  C13  SK6 13 
SK6 C14  C14  C 0 1 Y N N 7.822  11.819 22.214 1.547  -1.487 -0.101 C14  SK6 14 
SK6 C15  C15  C 0 1 Y N N 8.141  13.056 21.653 0.545  -2.443 -0.271 C15  SK6 15 
SK6 C16  C16  C 0 1 Y N N 7.450  14.187 22.059 -0.786 -2.106 -0.017 C16  SK6 16 
SK6 N17  N17  N 0 1 N N N 6.465  10.539 23.706 2.211  0.755  0.486  N17  SK6 17 
SK6 C18  C18  C 0 1 N N N 7.070  9.214  23.384 3.612  0.411  0.227  C18  SK6 18 
SK6 C19  C19  C 0 1 N N N 5.830  8.395  22.945 4.494  1.633  0.488  C19  SK6 19 
SK6 C20  C20  C 0 1 Y N N 5.980  7.054  22.551 5.935  1.279  0.223  C20  SK6 20 
SK6 N21  N21  N 0 1 Y N N 4.850  6.364  22.310 6.478  0.250  0.844  N21  SK6 21 
SK6 C22  C22  C 0 1 Y N N 4.873  5.023  21.900 7.734  -0.096 0.642  C22  SK6 22 
SK6 C23  C23  C 0 1 Y N N 6.097  4.390  21.746 8.532  0.614  -0.234 C23  SK6 23 
SK6 C24  C24  C 0 1 Y N N 7.264  5.101  22.000 7.996  1.702  -0.906 C24  SK6 24 
SK6 C25  C25  C 0 1 Y N N 7.209  6.430  22.399 6.669  2.033  -0.673 C25  SK6 25 
SK6 C26  C26  C 0 1 N N N 9.201  13.208 20.635 0.882  -3.767 -0.699 C26  SK6 26 
SK6 N27  N27  N 0 1 N N N 10.071 13.352 19.801 1.149  -4.818 -1.039 N27  SK6 27 
SK6 H03  H03  H 0 1 N N N 1.640  19.341 25.610 -8.265 1.283  0.340  H03  SK6 28 
SK6 H05  H05  H 0 1 N N N 4.151  17.580 22.586 -4.400 2.430  -1.077 H05  SK6 29 
SK6 HN07 HN07 H 0 0 N N N 1.916  16.219 27.484 -7.174 -2.061 1.144  HN07 SK6 30 
SK6 HN0A HN0A H 0 0 N N N 2.058  17.816 27.796 -8.463 -0.984 1.138  HN0A SK6 31 
SK6 H08  H08  H 0 1 N N N 3.636  20.451 23.575 -6.795 4.048  0.153  H08  SK6 32 
SK6 H08A H08A H 0 0 N N N 2.898  19.555 22.204 -6.371 3.821  -1.561 H08A SK6 33 
SK6 H08B H08B H 0 0 N N N 1.851  20.277 23.473 -7.981 3.343  -0.972 H08B SK6 34 
SK6 H09  H09  H 0 1 N N N 4.459  14.518 24.808 -3.144 -0.705 -1.398 H09  SK6 35 
SK6 H09A H09A H 0 0 N N N 3.796  14.661 23.145 -2.646 0.948  -0.965 H09A SK6 36 
SK6 H10  H10  H 0 1 N N N 5.748  16.007 22.483 -2.589 0.305  1.429  H10  SK6 37 
SK6 H10A H10A H 0 0 N N N 6.412  15.858 24.145 -3.087 -1.348 0.997  H10A SK6 38 
SK6 H12  H12  H 0 1 N N N 5.377  12.814 24.348 -0.374 1.118  0.882  H12  SK6 39 
SK6 H14  H14  H 0 1 N N N 8.370  10.936 21.921 2.578  -1.742 -0.292 H14  SK6 40 
SK6 H16  H16  H 0 1 N N N 7.707  15.141 21.623 -1.564 -2.844 -0.144 H16  SK6 41 
SK6 HN17 HN17 H 0 0 N N N 6.610  10.660 24.688 1.978  1.651  0.775  HN17 SK6 42 
SK6 H18  H18  H 0 1 N N N 7.804  9.297  22.569 3.914  -0.403 0.887  H18  SK6 43 
SK6 H18A H18A H 0 0 N N N 7.551  8.769  24.267 3.724  0.097  -0.811 H18A SK6 44 
SK6 H19  H19  H 0 1 N N N 5.129  8.401  23.792 4.192  2.447  -0.171 H19  SK6 45 
SK6 H19A H19A H 0 0 N N N 5.382  8.928  22.094 4.383  1.947  1.526  H19A SK6 46 
SK6 H22  H22  H 0 1 N N N 3.952  4.492  21.707 8.145  -0.945 1.169  H22  SK6 47 
SK6 H23  H23  H 0 1 N N N 6.143  3.357  21.433 9.560  0.326  -0.394 H23  SK6 48 
SK6 H24  H24  H 0 1 N N N 8.222  4.616  21.886 8.595  2.276  -1.596 H24  SK6 49 
SK6 H25  H25  H 0 1 N N N 8.121  6.976  22.590 6.218  2.871  -1.182 H25  SK6 50 
# 
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 
SK6 N01 C02  DOUB Y N 1  
SK6 N01 C06  SING Y N 2  
SK6 C02 C03  SING Y N 3  
SK6 C02 N07  SING N N 4  
SK6 C03 C04  DOUB Y N 5  
SK6 C04 C05  SING Y N 6  
SK6 C04 C08  SING N N 7  
SK6 C05 C06  DOUB Y N 8  
SK6 C06 C09  SING N N 9  
SK6 C09 C10  SING N N 10 
SK6 C10 C11  SING N N 11 
SK6 C11 C12  DOUB Y N 12 
SK6 C11 C16  SING Y N 13 
SK6 C12 C13  SING Y N 14 
SK6 C13 C14  DOUB Y N 15 
SK6 C13 N17  SING N N 16 
SK6 C14 C15  SING Y N 17 
SK6 C15 C16  DOUB Y N 18 
SK6 C15 C26  SING N N 19 
SK6 N17 C18  SING N N 20 
SK6 C18 C19  SING N N 21 
SK6 C19 C20  SING N N 22 
SK6 C20 N21  DOUB Y N 23 
SK6 C20 C25  SING Y N 24 
SK6 N21 C22  SING Y N 25 
SK6 C22 C23  DOUB Y N 26 
SK6 C23 C24  SING Y N 27 
SK6 C24 C25  DOUB Y N 28 
SK6 C26 N27  TRIP N N 29 
SK6 C03 H03  SING N N 30 
SK6 C05 H05  SING N N 31 
SK6 N07 HN07 SING N N 32 
SK6 N07 HN0A SING N N 33 
SK6 C08 H08  SING N N 34 
SK6 C08 H08A SING N N 35 
SK6 C08 H08B SING N N 36 
SK6 C09 H09  SING N N 37 
SK6 C09 H09A SING N N 38 
SK6 C10 H10  SING N N 39 
SK6 C10 H10A SING N N 40 
SK6 C12 H12  SING N N 41 
SK6 C14 H14  SING N N 42 
SK6 C16 H16  SING N N 43 
SK6 N17 HN17 SING N N 44 
SK6 C18 H18  SING N N 45 
SK6 C18 H18A SING N N 46 
SK6 C19 H19  SING N N 47 
SK6 C19 H19A SING N N 48 
SK6 C22 H22  SING N N 49 
SK6 C23 H23  SING N N 50 
SK6 C24 H24  SING N N 51 
SK6 C25 H25  SING N N 52 
# 
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 
SK6 SMILES           ACDLabs              12.01 "N#Cc2cc(cc(NCCc1ncccc1)c2)CCc3nc(N)cc(c3)C"                                                                                                  
SK6 InChI            InChI                1.03  "InChI=1S/C22H23N5/c1-16-10-20(27-22(24)11-16)6-5-17-12-18(15-23)14-21(13-17)26-9-7-19-4-2-3-8-25-19/h2-4,8,10-14,26H,5-7,9H2,1H3,(H2,24,27)" 
SK6 InChIKey         InChI                1.03  MPQMVSXQSZLJJB-UHFFFAOYSA-N                                                                                                                   
SK6 SMILES_CANONICAL CACTVS               3.385 "Cc1cc(N)nc(CCc2cc(NCCc3ccccn3)cc(c2)C#N)c1"                                                                                                  
SK6 SMILES           CACTVS               3.385 "Cc1cc(N)nc(CCc2cc(NCCc3ccccn3)cc(c2)C#N)c1"                                                                                                  
SK6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cc(cc(c2)NCCc3ccccn3)C#N"                                                                                                  
SK6 SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1cc(nc(c1)N)CCc2cc(cc(c2)NCCc3ccccn3)C#N"                                                                                                  
# 
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 
SK6 "SYSTEMATIC NAME" ACDLabs              12.01 "3-[2-(6-amino-4-methylpyridin-2-yl)ethyl]-5-{[2-(pyridin-2-yl)ethyl]amino}benzonitrile"      
SK6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[2-(6-azanyl-4-methyl-pyridin-2-yl)ethyl]-5-(2-pyridin-2-ylethylamino)benzenecarbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
SK6 "Create component" 2014-10-23 EBI  
SK6 "Initial release"  2015-01-14 RCSB 
# 
