data_A6T
# 
_chem_comp.id                                    A6T 
_chem_comp.name                                  "(1S,5R)-7-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-N-cyclopropyl-N-(2,3-dichlorobenzyl)-3,9-diazabicyclo[3.3.1]non-6-ene-6-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H32 Cl3 F2 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-02-18 
_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                        646.982 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A6T 
_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        3G72 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
A6T C    C    C  0 1 N N N 7.187  5.319 6.165  4.555   2.326  0.463  C    A6T 1  
A6T CLA  CLA  CL 0 0 N N N -2.245 5.166 3.845  9.654   -2.066 0.079  CLA  A6T 2  
A6T C36  C36  C  0 1 Y N N -0.576 5.319 4.424  8.055   -1.752 0.678  C36  A6T 3  
A6T C33  C33  C  0 1 Y N N 0.424  5.250 3.504  7.125   -1.119 -0.130 C33  A6T 4  
A6T CLR3 CLR3 CL 0 0 N N N 0.058  4.952 1.781  7.557   -0.640 -1.742 CLR3 A6T 5  
A6T C38  C38  C  0 1 Y N N -0.313 5.537 5.770  7.707   -2.138 1.960  C38  A6T 6  
A6T C37  C37  C  0 1 Y N N 1.002  5.651 6.171  6.434   -1.888 2.436  C37  A6T 7  
A6T C34  C34  C  0 1 Y N N 2.024  5.568 5.226  5.507   -1.252 1.631  C34  A6T 8  
A6T C32  C32  C  0 1 Y N N 1.738  5.349 3.892  5.851   -0.870 0.348  C32  A6T 9  
A6T C29  C29  C  0 1 N N N 2.788  5.234 2.795  4.838   -0.181 -0.530 C29  A6T 10 
A6T N26  N26  N  0 1 N N N 4.194  5.494 3.097  3.523   -0.795 -0.332 N26  A6T 11 
A6T C28  C28  C  0 1 N N N 4.697  6.842 2.658  3.411   -2.244 -0.148 C28  A6T 12 
A6T C31  C31  C  0 1 N N N 3.872  7.959 3.288  2.613   -2.744 1.058  C31  A6T 13 
A6T C30  C30  C  0 1 N N N 5.281  7.745 3.778  2.033   -2.878 -0.352 C30  A6T 14 
A6T C22  C22  C  0 1 N N N 4.927  4.476 3.602  2.415   -0.027 -0.320 C22  A6T 15 
A6T O25  O25  O  0 1 N N N 4.404  3.387 3.866  1.329   -0.529 -0.099 O25  A6T 16 
A6T C20  C20  C  0 1 N N N 6.359  4.519 3.864  2.519   1.411  -0.573 C20  A6T 17 
A6T C23  C23  C  0 1 N N R 6.861  4.142 5.234  3.872   2.003  -0.876 C23  A6T 18 
A6T N27  N27  N  0 1 N N N 8.050  3.315 4.984  3.694   3.265  -1.613 N27  A6T 19 
A6T C24  C24  C  0 1 N N S 9.145  4.080 4.384  2.829   4.180  -0.861 C24  A6T 20 
A6T C21  C21  C  0 1 N N N 8.739  4.721 3.055  1.409   3.634  -0.809 C21  A6T 21 
A6T NB   NB   N  0 1 N N N 8.430  6.014 5.782  3.645   3.184  1.239  NB   A6T 22 
A6T CA   CA   C  0 1 N N N 9.537  5.181 5.358  3.384   4.443  0.531  CA   A6T 23 
A6T C19  C19  C  0 1 N N N 7.220  4.756 2.853  1.411   2.159  -0.528 C19  A6T 24 
A6T C18  C18  C  0 1 Y N N 6.853  5.052 1.430  0.136   1.507  -0.186 C18  A6T 25 
A6T C16  C16  C  0 1 Y N N 6.008  4.172 0.756  -0.533  1.846  0.994  C16  A6T 26 
A6T C14  C14  C  0 1 Y N N 5.689  4.366 -0.579 -1.727  1.231  1.306  C14  A6T 27 
A6T C17  C17  C  0 1 Y N N 7.433  6.139 0.738  -0.414  0.548  -1.043 C17  A6T 28 
A6T C15  C15  C  0 1 Y N N 7.117  6.342 -0.611 -1.609  -0.058 -0.716 C15  A6T 29 
A6T C13  C13  C  0 1 Y N N 6.260  5.438 -1.276 -2.263  0.280  0.456  C13  A6T 30 
A6T C12  C12  C  0 1 N N N 5.911  5.608 -2.710 -3.568  -0.388 0.805  C12  A6T 31 
A6T C10  C10  C  0 1 N N N 5.237  6.692 -3.080 -4.727  0.420  0.219  C10  A6T 32 
A6T C8   C8   C  0 1 N N N 3.778  6.637 -2.746 -6.052  -0.258 0.574  C8   A6T 33 
A6T O5   O5   O  0 1 N N N 3.184  7.877 -3.107 -7.135  0.497  0.026  O5   A6T 34 
A6T C3   C3   C  0 1 Y N N 1.841  7.844 -2.807 -8.391  0.028  0.251  C3   A6T 35 
A6T C6   C6   C  0 1 Y N N 1.363  7.655 -1.514 -9.094  0.435  1.378  C6   A6T 36 
A6T F1   F1   F  0 1 N N N 2.212  7.462 -0.491 -8.530  1.298  2.251  F1   A6T 37 
A6T C2   C2   C  0 1 Y N N 0.955  8.044 -3.835 -8.974  -0.854 -0.646 C2   A6T 38 
A6T CL11 CL11 CL 0 0 N N N 1.667  8.327 -5.469 -8.101  -1.361 -2.059 CL11 A6T 39 
A6T C4   C4   C  0 1 Y N N -0.408 8.015 -3.569 -10.254 -1.330 -0.414 C4   A6T 40 
A6T F2   F2   F  0 1 N N N -1.303 8.206 -4.542 -10.824 -2.189 -1.288 F2   A6T 41 
A6T C7   C7   C  0 1 Y N N -0.893 7.821 -2.290 -10.950 -0.927 0.712  C7   A6T 42 
A6T C9   C9   C  0 1 Y N N 0.002  7.648 -1.260 -10.372 -0.043 1.605  C9   A6T 43 
A6T H    H    H  0 1 N N N 6.357  6.039 6.120  4.749   1.404  1.010  H    A6T 44 
A6T HA   HA   H  0 1 N N N 7.326  4.917 7.179  5.492   2.852  0.281  HA   A6T 45 
A6T H38  H38  H  0 1 N N N -1.118 5.615 6.485  8.431   -2.635 2.589  H38  A6T 46 
A6T H37  H37  H  0 1 N N N 1.239  5.804 7.213  6.163   -2.190 3.437  H37  A6T 47 
A6T H34  H34  H  0 1 N N N 3.052  5.676 5.541  4.512   -1.057 2.004  H34  A6T 48 
A6T H29  H29  H  0 1 N N N 2.741  4.195 2.436  4.788   0.876  -0.267 H29  A6T 49 
A6T H29A H29A H  0 0 N N N 2.520  6.039 2.095  5.133   -0.283 -1.574 H29A A6T 50 
A6T H28  H28  H  0 1 N N N 5.047  6.549 1.657  4.282   -2.825 -0.451 H28  A6T 51 
A6T H31  H31  H  0 1 N N N 3.411  8.844 2.826  2.959   -3.654 1.548  H31  A6T 52 
A6T H31A H31A H  0 0 N N N 2.882  8.024 3.764  2.171   -1.994 1.714  H31A A6T 53 
A6T H30  H30  H  0 1 N N N 5.668  7.497 4.777  1.210   -2.217 -0.622 H30  A6T 54 
A6T H30A H30A H  0 0 N N N 6.179  8.368 3.907  1.998   -3.876 -0.788 H30A A6T 55 
A6T H23  H23  H  0 1 N N N 6.065  3.617 5.781  4.474   1.297  -1.447 H23  A6T 56 
A6T HN27 HN27 H  0 0 N N N 8.365  2.940 5.856  4.585   3.694  -1.816 HN27 A6T 57 
A6T H24  H24  H  0 1 N N N 9.981  3.394 4.183  2.795   5.129  -1.396 H24  A6T 58 
A6T H21  H21  H  0 1 N N N 9.115  5.755 3.039  0.855   4.148  -0.024 H21  A6T 59 
A6T H21A H21A H  0 0 N N N 9.169  4.112 2.246  0.921   3.814  -1.768 H21A A6T 60 
A6T HNB  HNB  H  0 1 N N N 8.206  6.618 5.017  2.784   2.702  1.448  HNB  A6T 61 
A6T HAA  HAA  H  0 1 N N N 9.967  4.706 6.252  4.314   5.005  0.446  HAA  A6T 62 
A6T HAB  HAB  H  0 1 N N N 10.248 5.835 4.833  2.662   5.030  1.099  HAB  A6T 63 
A6T H16  H16  H  0 1 N N N 5.595  3.325 1.283  -0.116  2.588  1.658  H16  A6T 64 
A6T H14  H14  H  0 1 N N N 5.005  3.695 -1.078 -2.245  1.492  2.217  H14  A6T 65 
A6T H17  H17  H  0 1 N N N 8.114  6.807 1.245  0.095   0.284  -1.958 H17  A6T 66 
A6T H15  H15  H  0 1 N N N 7.528  7.188 -1.142 -2.035  -0.799 -1.377 H15  A6T 67 
A6T H12  H12  H  0 1 N N N 6.862  5.628 -3.262 -3.582  -1.397 0.392  H12  A6T 68 
A6T H12A H12A H  0 0 N N N 5.225  4.775 -2.924 -3.672  -0.438 1.889  H12A A6T 69 
A6T H10  H10  H  0 1 N N N 5.673  7.559 -2.562 -4.713  1.429  0.632  H10  A6T 70 
A6T H10A H10A H  0 0 N N N 5.316  6.765 -4.175 -4.623  0.470  -0.865 H10A A6T 71 
A6T H8   H8   H  0 1 N N N 3.299  5.819 -3.304 -6.066  -1.266 0.160  H8   A6T 72 
A6T H8A  H8A  H  0 1 N N N 3.646  6.456 -1.669 -6.156  -0.308 1.658  H8A  A6T 73 
A6T H7   H7   H  0 1 N N N -1.956 7.805 -2.102 -11.948 -1.299 0.892  H7   A6T 74 
A6T H9   H9   H  0 1 N N N -0.357 7.506 -0.251 -10.918 0.273  2.481  H9   A6T 75 
# 
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 
A6T C23  C    SING N N 1  
A6T NB   C    SING N N 2  
A6T C    H    SING N N 3  
A6T C    HA   SING N N 4  
A6T CLA  C36  SING N N 5  
A6T C33  C36  DOUB Y N 6  
A6T C36  C38  SING Y N 7  
A6T CLR3 C33  SING N N 8  
A6T C33  C32  SING Y N 9  
A6T C38  C37  DOUB Y N 10 
A6T C38  H38  SING N N 11 
A6T C34  C37  SING Y N 12 
A6T C37  H37  SING N N 13 
A6T C32  C34  DOUB Y N 14 
A6T C34  H34  SING N N 15 
A6T C29  C32  SING N N 16 
A6T C29  N26  SING N N 17 
A6T C29  H29  SING N N 18 
A6T C29  H29A SING N N 19 
A6T C28  N26  SING N N 20 
A6T N26  C22  SING N N 21 
A6T C28  C31  SING N N 22 
A6T C28  C30  SING N N 23 
A6T C28  H28  SING N N 24 
A6T C31  C30  SING N N 25 
A6T C31  H31  SING N N 26 
A6T C31  H31A SING N N 27 
A6T C30  H30  SING N N 28 
A6T C30  H30A SING N N 29 
A6T C22  C20  SING N N 30 
A6T C22  O25  DOUB N N 31 
A6T C19  C20  DOUB N N 32 
A6T C20  C23  SING N N 33 
A6T N27  C23  SING N N 34 
A6T C23  H23  SING N N 35 
A6T C24  N27  SING N N 36 
A6T N27  HN27 SING N N 37 
A6T C21  C24  SING N N 38 
A6T C24  CA   SING N N 39 
A6T C24  H24  SING N N 40 
A6T C19  C21  SING N N 41 
A6T C21  H21  SING N N 42 
A6T C21  H21A SING N N 43 
A6T CA   NB   SING N N 44 
A6T NB   HNB  SING N N 45 
A6T CA   HAA  SING N N 46 
A6T CA   HAB  SING N N 47 
A6T C18  C19  SING N N 48 
A6T C17  C18  DOUB Y N 49 
A6T C16  C18  SING Y N 50 
A6T C14  C16  DOUB Y N 51 
A6T C16  H16  SING N N 52 
A6T C13  C14  SING Y N 53 
A6T C14  H14  SING N N 54 
A6T C15  C17  SING Y N 55 
A6T C17  H17  SING N N 56 
A6T C13  C15  DOUB Y N 57 
A6T C15  H15  SING N N 58 
A6T C12  C13  SING N N 59 
A6T C10  C12  SING N N 60 
A6T C12  H12  SING N N 61 
A6T C12  H12A SING N N 62 
A6T C10  C8   SING N N 63 
A6T C10  H10  SING N N 64 
A6T C10  H10A SING N N 65 
A6T O5   C8   SING N N 66 
A6T C8   H8   SING N N 67 
A6T C8   H8A  SING N N 68 
A6T O5   C3   SING N N 69 
A6T C2   C3   DOUB Y N 70 
A6T C3   C6   SING Y N 71 
A6T C6   C9   DOUB Y N 72 
A6T C6   F1   SING N N 73 
A6T CL11 C2   SING N N 74 
A6T C2   C4   SING Y N 75 
A6T F2   C4   SING N N 76 
A6T C4   C7   DOUB Y N 77 
A6T C7   C9   SING Y N 78 
A6T C7   H7   SING N N 79 
A6T C9   H9   SING N N 80 
# 
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 
A6T SMILES           ACDLabs              10.04 "Clc1cccc(c1Cl)CN(C(=O)C4=C(c2ccc(cc2)CCCOc3c(F)ccc(F)c3Cl)CC5NC4CNC5)C6CC6" 
A6T SMILES_CANONICAL CACTVS               3.341 "Fc1ccc(F)c(OCCCc2ccc(cc2)C3=C([C@@H]4CNC[C@H](C3)N4)C(=O)N(Cc5cccc(Cl)c5Cl)C6CC6)c1Cl" 
A6T SMILES           CACTVS               3.341 "Fc1ccc(F)c(OCCCc2ccc(cc2)C3=C([CH]4CNC[CH](C3)N4)C(=O)N(Cc5cccc(Cl)c5Cl)C6CC6)c1Cl" 
A6T SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)Cl)Cl)CN(C2CC2)C(=O)C3=C(C[C@H]4CNC[C@@H]3N4)c5ccc(cc5)CCCOc6c(ccc(c6Cl)F)F" 
A6T SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(c(c(c1)Cl)Cl)CN(C2CC2)C(=O)C3=C(CC4CNCC3N4)c5ccc(cc5)CCCOc6c(ccc(c6Cl)F)F" 
A6T InChI            InChI                1.03  
"InChI=1S/C33H32Cl3F2N3O2/c34-25-5-1-4-21(30(25)35)18-41(23-10-11-23)33(42)29-24(15-22-16-39-17-28(29)40-22)20-8-6-19(7-9-20)3-2-14-43-32-27(38)13-12-26(37)31(32)36/h1,4-9,12-13,22-23,28,39-40H,2-3,10-11,14-18H2/t22-,28-/m0/s1" 
A6T InChIKey         InChI                1.03  SXZFQYPWEANJGQ-DWACAAAGSA-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 
A6T "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,5R)-7-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-N-cyclopropyl-N-(2,3-dichlorobenzyl)-3,9-diazabicyclo[3.3.1]non-6-ene-6-carboxamide"          
A6T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,5S)-3-[4-[3-(2-chloro-3,6-difluoro-phenoxy)propyl]phenyl]-N-cyclopropyl-N-[(2,3-dichlorophenyl)methyl]-7,9-diazabicyclo[3.3.1]non-2-ene-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 
A6T "Create component"     2009-02-18 PDBJ 
A6T "Modify aromatic_flag" 2011-06-04 RCSB 
A6T "Modify descriptor"    2011-06-04 RCSB 
# 
