data_AK6
# 
_chem_comp.id                                    AK6 
_chem_comp.name                                  "4-methoxy-N-phenyl-3-({3-[(1H-pyrrolo[2,3-b]pyridin-5-ylmethyl)sulfanyl]propanoyl}amino)benzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-24 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        460.548 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AK6 
_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        3DJ6 
_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 
AK6 C30  C30  C 0 1 Y N N -2.126 46.218 -4.664  -6.696  1.400  0.560  C30  AK6 1  
AK6 C28  C28  C 0 1 Y N N -4.155 46.481 -3.424  -8.804  0.752  -0.441 C28  AK6 2  
AK6 C26  C26  C 0 1 Y N N -4.167 45.042 -5.241  -6.837  0.307  -1.561 C26  AK6 3  
AK6 C24  C24  C 0 1 N N N -2.152 44.609 -6.680  -4.569  0.915  -0.673 C24  AK6 4  
AK6 C23  C23  C 0 1 N N N -2.370 37.637 -8.097  3.440   -5.654 -0.156 C23  AK6 5  
AK6 C22  C22  C 0 1 Y N N 6.054  36.279 -11.566 6.197   3.059  -0.509 C22  AK6 6  
AK6 C17  C17  C 0 1 Y N N 5.511  37.566 -11.498 6.894   1.919  -0.131 C17  AK6 7  
AK6 C20  C20  C 0 1 Y N N 7.987  37.142 -12.735 8.113   4.398  0.009  C20  AK6 8  
AK6 C12  C12  C 0 1 Y N N -0.142 38.648 -8.504  3.163   -3.308 0.104  C12  AK6 9  
AK6 C14  C14  C 0 1 N N N 3.739  38.851 -10.360 4.963   0.542  0.054  C14  AK6 10 
AK6 C11  C11  C 0 1 Y N N 0.149  37.829 -9.605  4.518   -3.179 -0.166 C11  AK6 11 
AK6 C10  C10  C 0 1 Y N N 1.404  37.877 -10.218 5.105   -1.932 -0.183 C10  AK6 12 
AK6 C9   C9   C 0 1 Y N N 2.371  38.763 -9.738  4.335   -0.794 0.071  C9   AK6 13 
AK6 C8   C8   C 0 1 Y N N 2.069  39.571 -8.641  2.971   -0.922 0.343  C8   AK6 14 
AK6 C7   C7   C 0 1 Y N N 0.814  39.530 -8.030  2.388   -2.176 0.359  C7   AK6 15 
AK6 C3   C3   C 0 1 N N N 1.212  41.443 -6.567  0.154   -1.368 0.196  C3   AK6 16 
AK6 C2   C2   C 0 1 N N N -0.523 42.899 -5.480  -2.079  -0.356 -0.180 C2   AK6 17 
AK6 C1   C1   C 0 1 N N N 0.794  42.170 -5.306  -1.328  -1.560 0.392  C1   AK6 18 
AK6 O15  O15  O 0 1 N N N 4.324  39.928 -10.346 4.292   1.532  0.275  O15  AK6 19 
AK6 N16  N16  N 0 1 N N N 4.253  37.722 -10.875 6.279   0.665  -0.208 N16  AK6 20 
AK6 C21  C21  C 0 1 Y N N 7.291  36.065 -12.184 6.809   4.295  -0.437 C21  AK6 21 
AK6 C19  C19  C 0 1 Y N N 7.451  38.431 -12.672 8.806   3.266  0.396  C19  AK6 22 
AK6 C18  C18  C 0 1 Y N N 6.212  38.640 -12.060 8.202   2.026  0.322  C18  AK6 23 
AK6 O13  O13  O 0 1 N N N -1.367 38.628 -7.875  2.589   -4.539 0.114  O13  AK6 24 
AK6 N5   N5   N 0 1 N N N 0.530  40.341 -6.909  1.018   -2.309 0.625  N5   AK6 25 
AK6 O6   O6   O 0 1 N N N 2.145  41.910 -7.191  0.569   -0.366 -0.347 O6   AK6 26 
AK6 S4   S4   S 0 1 N N N -0.413 44.287 -6.565  -3.862  -0.588 0.056  S4   AK6 27 
AK6 C25  C25  C 0 1 Y N N -2.809 45.308 -5.487  -6.070  0.874  -0.554 C25  AK6 28 
AK6 C29  C29  C 0 1 Y N N -2.830 46.805 -3.610  -8.090  1.337  0.622  C29  AK6 29 
AK6 C33  C33  C 0 1 Y N N -2.431 47.736 -2.604  -9.091  1.763  1.601  C33  AK6 30 
AK6 C32  C32  C 0 1 Y N N -3.581 47.901 -1.902  -10.292 1.429  1.102  C32  AK6 31 
AK6 N31  N31  N 0 1 Y N N -4.585 47.185 -2.348  -10.138 0.825  -0.117 N31  AK6 32 
AK6 N27  N27  N 0 1 Y N N -4.837 45.625 -4.223  -8.150  0.267  -1.488 N27  AK6 33 
AK6 H30  H30  H 0 1 N N N -1.088 46.457 -4.841  -6.124  1.843  1.362  H30  AK6 34 
AK6 H26  H26  H 0 1 N N N -4.691 44.351 -5.885  -6.345  -0.099 -2.433 H26  AK6 35 
AK6 H24  H24  H 0 1 N N N -2.303 45.257 -7.556  -4.187  1.789  -0.146 H24  AK6 36 
AK6 H24A H24A H 0 0 N N N -2.628 43.619 -6.735  -4.289  0.975  -1.725 H24A AK6 37 
AK6 H23  H23  H 0 1 N N N -2.852 37.382 -7.142  3.880   -5.544 -1.147 H23  AK6 38 
AK6 H23A H23A H 0 0 N N N -3.124 38.029 -8.795  4.233   -5.695 0.591  H23A AK6 39 
AK6 H23B H23B H 0 0 N N N -1.906 36.736 -8.525  2.857   -6.574 -0.117 H23B AK6 40 
AK6 H22  H22  H 0 1 N N N 5.516  35.446 -11.139 5.179   2.979  -0.862 H22  AK6 41 
AK6 H20  H20  H 0 1 N N N 8.942  36.979 -13.211 8.588   5.367  0.068  H20  AK6 42 
AK6 H11  H11  H 0 1 N N N -0.605 37.154 -9.983  5.114   -4.057 -0.363 H11  AK6 43 
AK6 H10  H10  H 0 1 N N N 1.624  37.234 -11.057 6.160   -1.834 -0.393 H10  AK6 44 
AK6 H8   H8   H 0 1 N N N 2.822  40.243 -8.256  2.373   -0.045 0.540  H8   AK6 45 
AK6 H2   H2   H 0 1 N N N -0.850 43.259 -4.493  -1.759  0.550  0.335  H2   AK6 46 
AK6 H2A  H2A  H 0 1 N N N -1.235 42.189 -5.926  -1.861  -0.264 -1.244 H2A  AK6 47 
AK6 H1   H1   H 0 1 N N N 0.684  41.434 -4.496  -1.648  -2.466 -0.123 H1   AK6 48 
AK6 H1A  H1A  H 0 1 N N N 1.568  42.916 -5.070  -1.545  -1.652 1.456  H1A  AK6 49 
AK6 HN16 HN16 H 0 0 N N N 3.683  36.903 -10.810 6.801   -0.117 -0.450 HN16 AK6 50 
AK6 H21  H21  H 0 1 N N N 7.706  35.069 -12.234 6.268   5.183  -0.731 H21  AK6 51 
AK6 H19  H19  H 0 1 N N N 7.993  39.264 -13.095 9.825   3.349  0.744  H19  AK6 52 
AK6 H18  H18  H 0 1 N N N 5.793  39.635 -12.020 8.744   1.142  0.625  H18  AK6 53 
AK6 HN5  HN5  H 0 1 N N N -0.238 40.073 -6.327  0.692   -3.078 1.117  HN5  AK6 54 
AK6 H33  H33  H 0 1 N N N -1.465 48.191 -2.443  -8.900  2.252  2.545  H33  AK6 55 
AK6 H32  H32  H 0 1 N N N -3.662 48.563 -1.052  -11.238 1.611  1.589  H32  AK6 56 
AK6 HN31 HN31 H 0 0 N N N -5.507 47.162 -1.962  -10.864 0.496  -0.671 HN31 AK6 57 
# 
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 
AK6 C25 C30  DOUB Y N 1  
AK6 C30 C29  SING Y N 2  
AK6 C30 H30  SING N N 3  
AK6 N27 C28  SING Y N 4  
AK6 C29 C28  DOUB Y N 5  
AK6 C28 N31  SING Y N 6  
AK6 C25 C26  SING Y N 7  
AK6 C26 N27  DOUB Y N 8  
AK6 C26 H26  SING N N 9  
AK6 C24 S4   SING N N 10 
AK6 C24 C25  SING N N 11 
AK6 C24 H24  SING N N 12 
AK6 C24 H24A SING N N 13 
AK6 C23 O13  SING N N 14 
AK6 C23 H23  SING N N 15 
AK6 C23 H23A SING N N 16 
AK6 C23 H23B SING N N 17 
AK6 C21 C22  DOUB Y N 18 
AK6 C22 C17  SING Y N 19 
AK6 C22 H22  SING N N 20 
AK6 C18 C17  DOUB Y N 21 
AK6 C17 N16  SING N N 22 
AK6 C20 C19  DOUB Y N 23 
AK6 C20 C21  SING Y N 24 
AK6 C20 H20  SING N N 25 
AK6 C11 C12  DOUB Y N 26 
AK6 C12 C7   SING Y N 27 
AK6 C12 O13  SING N N 28 
AK6 N16 C14  SING N N 29 
AK6 C14 O15  DOUB N N 30 
AK6 C14 C9   SING N N 31 
AK6 C10 C11  SING Y N 32 
AK6 C11 H11  SING N N 33 
AK6 C10 C9   DOUB Y N 34 
AK6 C10 H10  SING N N 35 
AK6 C9  C8   SING Y N 36 
AK6 C8  C7   DOUB Y N 37 
AK6 C8  H8   SING N N 38 
AK6 C7  N5   SING N N 39 
AK6 O6  C3   DOUB N N 40 
AK6 N5  C3   SING N N 41 
AK6 C3  C1   SING N N 42 
AK6 S4  C2   SING N N 43 
AK6 C2  C1   SING N N 44 
AK6 C2  H2   SING N N 45 
AK6 C2  H2A  SING N N 46 
AK6 C1  H1   SING N N 47 
AK6 C1  H1A  SING N N 48 
AK6 N16 HN16 SING N N 49 
AK6 C21 H21  SING N N 50 
AK6 C19 C18  SING Y N 51 
AK6 C19 H19  SING N N 52 
AK6 C18 H18  SING N N 53 
AK6 N5  HN5  SING N N 54 
AK6 C29 C33  SING Y N 55 
AK6 C33 C32  DOUB Y N 56 
AK6 C33 H33  SING N N 57 
AK6 N31 C32  SING Y N 58 
AK6 C32 H32  SING N N 59 
AK6 N31 HN31 SING N N 60 
# 
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 
AK6 SMILES           ACDLabs              10.04 "O=C(Nc1ccccc1)c2cc(c(OC)cc2)NC(=O)CCSCc3cc4c(nc3)ncc4"                                                                                                                                 
AK6 SMILES_CANONICAL CACTVS               3.341 "COc1ccc(cc1NC(=O)CCSCc2cnc3[nH]ccc3c2)C(=O)Nc4ccccc4"                                                                                                                                  
AK6 SMILES           CACTVS               3.341 "COc1ccc(cc1NC(=O)CCSCc2cnc3[nH]ccc3c2)C(=O)Nc4ccccc4"                                                                                                                                  
AK6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSCc2cc3cc[nH]c3nc2)C(=O)Nc4ccccc4"                                                                                                                                  
AK6 SMILES           "OpenEye OEToolkits" 1.5.0 "COc1ccc(cc1NC(=O)CCSCc2cc3cc[nH]c3nc2)C(=O)Nc4ccccc4"                                                                                                                                  
AK6 InChI            InChI                1.03  "InChI=1S/C25H24N4O3S/c1-32-22-8-7-19(25(31)28-20-5-3-2-4-6-20)14-21(22)29-23(30)10-12-33-16-17-13-18-9-11-26-24(18)27-15-17/h2-9,11,13-15H,10,12,16H2,1H3,(H,26,27)(H,28,31)(H,29,30)" 
AK6 InChIKey         InChI                1.03  NNMDRKWRQGOYCR-UHFFFAOYSA-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 
AK6 "SYSTEMATIC NAME" ACDLabs              10.04 "4-methoxy-N-phenyl-3-({3-[(1H-pyrrolo[2,3-b]pyridin-5-ylmethyl)sulfanyl]propanoyl}amino)benzamide" 
AK6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-methoxy-N-phenyl-3-[3-(1H-pyrrolo[3,2-e]pyridin-5-ylmethylsulfanyl)propanoylamino]benzamide"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AK6 "Create component"     2008-06-24 RCSB 
AK6 "Modify aromatic_flag" 2011-06-04 RCSB 
AK6 "Modify descriptor"    2011-06-04 RCSB 
# 
