data_GK6
# 
_chem_comp.id                                    GK6 
_chem_comp.name                                  "N-{4'-[(cyclopropylmethyl)carbamoyl]-6-methylbiphenyl-3-yl}-2-morpholin-4-ylpyridine-4-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H30 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-(4'-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-3-biphenylyl)-2-(4-morpholinyl)-4-pyridinecarboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        470.563 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GK6 
_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        3D83 
_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 
GK6 O3   O3   O 0 1 N N N 46.293 34.818 30.977 6.890   -2.023 1.664  O3   GK6 1  
GK6 C24  C24  C 0 1 N N N 46.001 33.685 30.574 6.793   -1.102 0.876  C24  GK6 2  
GK6 N4   N4   N 0 1 N N N 46.775 33.042 29.677 7.884   -0.655 0.224  N4   GK6 3  
GK6 C25  C25  C 0 1 N N N 47.987 33.621 29.097 9.188   -1.278 0.465  C25  GK6 4  
GK6 C26  C26  C 0 1 N N N 49.069 32.561 28.847 10.250  -0.588 -0.394 C26  GK6 5  
GK6 C28  C28  C 0 1 N N N 50.423 33.126 29.281 11.705  -1.018 -0.199 C28  GK6 6  
GK6 C27  C27  C 0 1 N N N 49.713 32.097 30.154 10.949  -1.429 -1.464 C27  GK6 7  
GK6 C21  C21  C 0 1 Y N N 44.713 33.005 31.055 5.477   -0.477 0.628  C21  GK6 8  
GK6 C20  C20  C 0 1 Y N N 44.399 31.712 30.636 4.344   -0.944 1.300  C20  GK6 9  
GK6 C19  C19  C 0 1 Y N N 43.219 31.071 31.075 3.119   -0.361 1.069  C19  GK6 10 
GK6 C22  C22  C 0 1 Y N N 43.832 33.667 31.915 5.366   0.585  -0.273 C22  GK6 11 
GK6 C23  C23  C 0 1 Y N N 42.654 33.028 32.352 4.139   1.166  -0.502 C23  GK6 12 
GK6 C18  C18  C 0 1 Y N N 42.346 31.722 31.944 3.008   0.696  0.165  C18  GK6 13 
GK6 C17  C17  C 0 1 Y N N 41.122 31.128 32.335 1.687   1.323  -0.084 C17  GK6 14 
GK6 C2   C2   C 0 1 Y N N 39.964 31.526 31.645 1.549   2.709  -0.022 C2   GK6 15 
GK6 C1   C1   C 0 1 N N N 40.047 32.566 30.552 2.742   3.572  0.297  C1   GK6 16 
GK6 C16  C16  C 0 1 Y N N 40.990 30.150 33.336 0.583   0.529  -0.385 C16  GK6 17 
GK6 C5   C5   C 0 1 Y N N 39.724 29.613 33.676 -0.649  1.122  -0.616 C5   GK6 18 
GK6 C4   C4   C 0 1 Y N N 38.579 30.037 32.991 -0.779  2.504  -0.547 C4   GK6 19 
GK6 C3   C3   C 0 1 Y N N 38.705 30.995 31.966 0.319   3.291  -0.254 C3   GK6 20 
GK6 N1   N1   N 0 1 N N N 39.581 28.685 34.669 -1.761  0.330  -0.919 N1   GK6 21 
GK6 C6   C6   C 0 1 N N N 40.202 28.710 35.876 -2.983  0.685  -0.476 C6   GK6 22 
GK6 O1   O1   O 0 1 N N N 41.120 29.470 36.168 -3.133  1.736  0.115  O1   GK6 23 
GK6 C7   C7   C 0 1 Y N N 39.799 27.713 36.957 -4.143  -0.206 -0.709 C7   GK6 24 
GK6 C11  C11  C 0 1 Y N N 40.100 27.985 38.311 -5.417  0.144  -0.258 C11  GK6 25 
GK6 C10  C10  C 0 1 Y N N 39.745 27.041 39.298 -6.477  -0.723 -0.499 C10  GK6 26 
GK6 N2   N2   N 0 1 Y N N 39.150 25.884 38.914 -6.286  -1.862 -1.144 N2   GK6 27 
GK6 C9   C9   C 0 1 Y N N 38.861 25.597 37.623 -5.096  -2.224 -1.584 C9   GK6 28 
GK6 C8   C8   C 0 1 Y N N 39.185 26.500 36.604 -3.993  -1.418 -1.393 C8   GK6 29 
GK6 N3   N3   N 0 1 N N N 40.060 27.277 40.659 -7.752  -0.389 -0.056 N3   GK6 30 
GK6 C15  C15  C 0 1 N N N 39.984 26.146 41.584 -8.724  -1.435 -0.410 C15  GK6 31 
GK6 C14  C14  C 0 1 N N N 39.854 26.637 43.027 -10.120 -1.000 0.042  C14  GK6 32 
GK6 O2   O2   O 0 1 N N N 40.774 27.698 43.270 -10.100 -0.734 1.447  O2   GK6 33 
GK6 C13  C13  C 0 1 N N N 40.355 28.840 42.526 -9.165  0.279  1.827  C13  GK6 34 
GK6 C12  C12  C 0 1 N N N 40.592 28.605 41.032 -7.759  -0.142 1.393  C12  GK6 35 
GK6 HN4  HN4  H 0 1 N N N 46.507 32.121 29.393 7.807   0.080  -0.405 HN4  GK6 36 
GK6 H25  H25  H 0 1 N N N 47.727 34.091 28.137 9.450   -1.177 1.518  H25  GK6 37 
GK6 H25A H25A H 0 0 N N N 48.388 34.356 29.810 9.139   -2.335 0.203  H25A GK6 38 
GK6 H26  H26  H 0 1 N N N 48.661 32.048 27.964 10.061  0.461  -0.621 H26  GK6 39 
GK6 H28  H28  H 0 1 N N N 51.406 33.096 28.789 12.474  -0.252 -0.299 H28  GK6 40 
GK6 H28A H28A H 0 0 N N N 50.850 34.129 29.429 11.906  -1.793 0.541  H28A GK6 41 
GK6 H27  H27  H 0 1 N N N 49.357 32.159 31.193 10.652  -2.474 -1.556 H27  GK6 42 
GK6 H27A H27A H 0 0 N N N 49.975 31.129 30.606 11.220  -0.933 -2.396 H27A GK6 43 
GK6 H20  H20  H 0 1 N N N 45.068 31.193 29.966 4.430   -1.762 1.999  H20  GK6 44 
GK6 H19  H19  H 0 1 N N N 42.993 30.071 30.735 2.243   -0.722 1.587  H19  GK6 45 
GK6 H22  H22  H 0 1 N N N 44.054 34.671 32.246 6.242   0.949  -0.789 H22  GK6 46 
GK6 H23  H23  H 0 1 N N N 41.978 33.552 33.011 4.053   1.987  -1.198 H23  GK6 47 
GK6 H1   H1   H 0 1 N N N 40.067 33.570 31.001 3.250   3.846  -0.627 H1   GK6 48 
GK6 H1A  H1A  H 0 1 N N N 40.964 32.409 29.965 2.411   4.474  0.812  H1A  GK6 49 
GK6 H1B  H1B  H 0 1 N N N 39.170 32.477 29.894 3.429   3.019  0.939  H1B  GK6 50 
GK6 H16  H16  H 0 1 N N N 41.870 29.801 33.856 0.686   -0.544 -0.439 H16  GK6 51 
GK6 H4   H4   H 0 1 N N N 37.610 29.634 33.246 -1.739  2.965  -0.727 H4   GK6 52 
GK6 H3   H3   H 0 1 N N N 37.829 31.322 31.425 0.214   4.365  -0.206 H3   GK6 53 
GK6 HN1  HN1  H 0 1 N N N 38.964 27.919 34.491 -1.652  -0.476 -1.449 HN1  GK6 54 
GK6 H11  H11  H 0 1 N N N 40.596 28.904 38.587 -5.576  1.073  0.270  H11  GK6 55 
GK6 H9   H9   H 0 1 N N N 38.376 24.664 37.377 -4.985  -3.162 -2.107 H9   GK6 56 
GK6 H8   H8   H 0 1 N N N 38.968 26.270 35.571 -3.024  -1.722 -1.761 H8   GK6 57 
GK6 H15  H15  H 0 1 N N N 39.106 25.534 41.332 -8.720  -1.583 -1.490 H15  GK6 58 
GK6 H15A H15A H 0 0 N N N 40.905 25.551 41.493 -8.453  -2.366 0.087  H15A GK6 59 
GK6 H14  H14  H 0 1 N N N 38.829 27.000 43.195 -10.413 -0.098 -0.495 H14  GK6 60 
GK6 H14A H14A H 0 0 N N N 40.076 25.805 43.711 -10.835 -1.797 -0.167 H14A GK6 61 
GK6 H13  H13  H 0 1 N N N 39.283 29.015 42.701 -9.430  1.219  1.342  H13  GK6 62 
GK6 H13A H13A H 0 0 N N N 40.935 29.717 42.851 -9.189  0.408  2.910  H13A GK6 63 
GK6 H12  H12  H 0 1 N N N 41.671 28.643 40.820 -7.473  -1.053 1.919  H12  GK6 64 
GK6 H12A H12A H 0 0 N N N 40.080 29.385 40.449 -7.051  0.653  1.630  H12A GK6 65 
# 
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 
GK6 O3  C24  DOUB N N 1  
GK6 C24 N4   SING N N 2  
GK6 C24 C21  SING N N 3  
GK6 N4  C25  SING N N 4  
GK6 C25 C26  SING N N 5  
GK6 C26 C28  SING N N 6  
GK6 C26 C27  SING N N 7  
GK6 C28 C27  SING N N 8  
GK6 C21 C20  DOUB N N 9  
GK6 C21 C22  SING N N 10 
GK6 C20 C19  SING N N 11 
GK6 C19 C18  DOUB N N 12 
GK6 C22 C23  DOUB N N 13 
GK6 C23 C18  SING N N 14 
GK6 C18 C17  SING N N 15 
GK6 C17 C2   DOUB N N 16 
GK6 C17 C16  SING Y N 17 
GK6 C2  C1   SING Y N 18 
GK6 C2  C3   SING Y N 19 
GK6 C16 C5   DOUB N N 20 
GK6 C5  C4   SING Y N 21 
GK6 C5  N1   SING N N 22 
GK6 C4  C3   DOUB Y N 23 
GK6 N1  C6   SING N N 24 
GK6 C6  O1   DOUB Y N 25 
GK6 C6  C7   SING N N 26 
GK6 C7  C11  DOUB N N 27 
GK6 C7  C8   SING Y N 28 
GK6 C11 C10  SING Y N 29 
GK6 C10 N2   DOUB N N 30 
GK6 C10 N3   SING Y N 31 
GK6 N2  C9   SING N N 32 
GK6 C9  C8   DOUB N N 33 
GK6 N3  C15  SING N N 34 
GK6 N3  C12  SING Y N 35 
GK6 C15 C14  SING N N 36 
GK6 C14 O2   SING Y N 37 
GK6 O2  C13  SING N N 38 
GK6 C13 C12  SING Y N 39 
GK6 N4  HN4  SING N N 40 
GK6 C25 H25  SING N N 41 
GK6 C25 H25A SING N N 42 
GK6 C26 H26  SING N N 43 
GK6 C28 H28  SING N N 44 
GK6 C28 H28A SING N N 45 
GK6 C27 H27  SING Y N 46 
GK6 C27 H27A SING Y N 47 
GK6 C20 H20  SING Y N 48 
GK6 C19 H19  SING N N 49 
GK6 C22 H22  SING Y N 50 
GK6 C23 H23  SING N N 51 
GK6 C1  H1   SING Y N 52 
GK6 C1  H1A  SING Y N 53 
GK6 C1  H1B  SING N N 54 
GK6 C16 H16  SING N N 55 
GK6 C4  H4   SING N N 56 
GK6 C3  H3   SING N N 57 
GK6 N1  HN1  SING N N 58 
GK6 C11 H11  SING N N 59 
GK6 C9  H9   SING N N 60 
GK6 C8  H8   SING N N 61 
GK6 C15 H15  SING N N 62 
GK6 C15 H15A SING N N 63 
GK6 C14 H14  SING N N 64 
GK6 C14 H14A SING N N 65 
GK6 C13 H13  SING N N 66 
GK6 C13 H13A SING N N 67 
GK6 C12 H12  SING N N 68 
GK6 C12 H12A SING N N 69 
# 
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 
GK6 SMILES           ACDLabs              10.04 O=C(NCC1CC1)c2ccc(cc2)c3c(ccc(c3)NC(=O)c4cc(ncc4)N5CCOCC5)C                                                                                                                                          
GK6 InChI            InChI                1.02b InChI=1/C28H30N4O3/c1-19-2-9-24(31-28(34)23-10-11-29-26(16-23)32-12-14-35-15-13-32)17-25(19)21-5-7-22(8-6-21)27(33)30-18-20-3-4-20/h2,5-11,16-17,20H,3-4,12-15,18H2,1H3,(H,30,33)(H,31,34)/f/h30-31H 
GK6 InChIKey         InChI                1.02b BOQNSWFZUHQNRG-PUXXYCQMCB                                                                                                                                                                            
GK6 SMILES_CANONICAL CACTVS               3.341 Cc1ccc(NC(=O)c2ccnc(c2)N3CCOCC3)cc1c4ccc(cc4)C(=O)NCC5CC5                                                                                                                                            
GK6 SMILES           CACTVS               3.341 Cc1ccc(NC(=O)c2ccnc(c2)N3CCOCC3)cc1c4ccc(cc4)C(=O)NCC5CC5                                                                                                                                            
GK6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)NC(=O)c4ccnc(c4)N5CCOCC5                                                                                                                                            
GK6 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)NC(=O)c4ccnc(c4)N5CCOCC5                                                                                                                                            
# 
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 
GK6 "SYSTEMATIC NAME" ACDLabs              10.04 "N-{4'-[(cyclopropylmethyl)carbamoyl]-6-methylbiphenyl-3-yl}-2-morpholin-4-ylpyridine-4-carboxamide" 
GK6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-[4-(cyclopropylmethylcarbamoyl)phenyl]-4-methyl-phenyl]-2-morpholin-4-yl-pyridine-4-carboxamide 
# 
