data_A5T
# 
_chem_comp.id                                    A5T 
_chem_comp.name                                  "(1R,5S)-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                     A5T 
_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        3G70 
_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 
A5T CLA  CLA  CL 0 0 N N N -2.389 5.606 3.948  -6.722 -4.029 -1.227 CLA  A5T 1  
A5T C36  C36  C  0 1 Y N N -0.684 5.620 4.497  -6.700 -2.303 -1.048 C36  A5T 2  
A5T C33  C33  C  0 1 Y N N 0.319  5.444 3.560  -5.983 -1.722 -0.016 C33  A5T 3  
A5T CLR3 CLR3 CL 0 0 N N N -0.115 5.191 1.844  -5.106 -2.721 1.101  CLR3 A5T 4  
A5T C38  C38  C  0 1 Y N N -0.354 5.828 5.840  -7.394 -1.505 -1.941 C38  A5T 5  
A5T C37  C37  C  0 1 Y N N 0.981  5.831 6.245  -7.376 -0.131 -1.799 C37  A5T 6  
A5T C34  C34  C  0 1 Y N N 1.983  5.633 5.291  -6.664 0.448  -0.765 C34  A5T 7  
A5T C32  C32  C  0 1 Y N N 1.655  5.445 3.953  -5.966 -0.346 0.125  C32  A5T 8  
A5T C29  C29  C  0 1 N N N 2.691  5.233 2.878  -5.186 0.286  1.249  C29  A5T 9  
A5T N26  N26  N  0 1 N N N 4.051  5.696 3.127  -3.822 -0.248 1.258  N26  A5T 10 
A5T C28  C28  C  0 1 N N N 4.269  7.063 2.597  -3.465 -1.329 2.179  C28  A5T 11 
A5T C31  C31  C  0 1 N N N 3.404  8.069 3.363  -2.747 -2.547 1.594  C31  A5T 12 
A5T C30  C30  C  0 1 N N N 4.881  7.954 3.674  -1.979 -1.551 2.466  C30  A5T 13 
A5T C22  C22  C  0 1 N N N 4.968  4.877 3.699  -2.895 0.256  0.419  C22  A5T 14 
A5T O25  O25  O  0 1 N N N 4.641  3.732 4.083  -1.978 -0.445 0.033  O25  A5T 15 
A5T C20  C20  C  0 1 N N N 6.389  5.264 3.907  -2.993 1.646  -0.030 C20  A5T 16 
A5T C23  C23  C  0 1 N N S 6.896  5.282 5.331  -4.319 2.354  0.068  C23  A5T 17 
A5T N27  N27  N  0 1 N N N 8.053  6.167 5.480  -4.347 3.468  -0.893 N27  A5T 18 
A5T C24  C24  C  0 1 N N R 9.141  5.747 4.625  -3.207 4.364  -0.670 C24  A5T 19 
A5T C21  C21  C  0 1 N N N 8.722  5.890 3.152  -1.908 3.658  -1.033 C21  A5T 20 
A5T C    C    C  0 1 N N N 7.275  3.868 5.781  -4.434 2.944  1.484  C    A5T 21 
A5T NB   NB   N  0 1 N N N 8.387  3.388 4.960  -3.247 3.781  1.722  NB   A5T 22 
A5T CA   CA   C  0 1 N N N 9.538  4.301 4.980  -3.187 4.886  0.758  CA   A5T 23 
A5T C19  C19  C  0 1 N N N 7.250  5.537 2.878  -1.900 2.250  -0.509 C19  A5T 24 
A5T C18  C18  C  0 1 Y N N 6.872  5.541 1.405  -0.633 1.500  -0.529 C18  A5T 25 
A5T C16  C16  C  0 1 Y N N 6.047  4.567 0.831  -0.028 1.175  -1.747 C16  A5T 26 
A5T C14  C14  C  0 1 Y N N 5.735  4.615 -0.528 1.159  0.472  -1.757 C14  A5T 27 
A5T C17  C17  C  0 1 Y N N 7.392  6.544 0.578  -0.027 1.113  0.670  C17  A5T 28 
A5T C15  C15  C  0 1 Y N N 7.107  6.590 -0.781 1.160  0.411  0.643  C15  A5T 29 
A5T C13  C13  C  0 1 Y N N 6.278  5.618 -1.338 1.750  0.089  -0.566 C13  A5T 30 
A5T C12  C12  C  0 1 N N N 5.951  5.669 -2.784 3.047  -0.679 -0.586 C12  A5T 31 
A5T C10  C10  C  0 1 N N N 4.738  6.067 -3.199 4.221  0.302  -0.558 C10  A5T 32 
A5T C8   C8   C  0 1 N N N 3.859  6.963 -2.365 5.537  -0.477 -0.579 C8   A5T 33 
A5T O5   O5   O  0 1 N N N 3.218  8.001 -3.132 6.634  0.439  -0.553 O5   A5T 34 
A5T C3   C3   C  0 1 Y N N 1.861  8.041 -2.818 7.884  -0.095 -0.567 C3   A5T 35 
A5T C6   C6   C  0 1 Y N N 1.330  7.887 -1.534 8.525  -0.335 -1.776 C6   A5T 36 
A5T F1   F1   F  0 1 N N N 2.124  7.674 -0.484 7.906  -0.038 -2.939 F1   A5T 37 
A5T C2   C2   C  0 1 Y N N 0.977  8.253 -3.847 8.524  -0.395 0.626  C2   A5T 38 
A5T CL11 CL11 CL 0 0 N N N 1.712  8.462 -5.475 7.730  -0.091 2.139  CL11 A5T 39 
A5T C4   C4   C  0 1 Y N N -0.399 8.300 -3.614 9.799  -0.938 0.609  C4   A5T 40 
A5T F2   F2   F  0 1 N N N -1.269 8.513 -4.611 10.423 -1.230 1.771  F2   A5T 41 
A5T C7   C7   C  0 1 Y N N -0.917 8.146 -2.341 10.432 -1.181 -0.597 C7   A5T 42 
A5T C9   C9   C  0 1 Y N N -0.042 7.925 -1.296 9.797  -0.877 -1.788 C9   A5T 43 
A5T H38  H38  H  0 1 N N N -1.136 5.987 6.567  -7.950 -1.957 -2.749 H38  A5T 44 
A5T H37  H37  H  0 1 N N N 1.237  5.984 7.283  -7.917 0.491  -2.496 H37  A5T 45 
A5T H34  H34  H  0 1 N N N 3.019  5.626 5.595  -6.650 1.523  -0.655 H34  A5T 46 
A5T H29  H29  H  0 1 N N N 2.754  4.148 2.711  -5.152 1.366  1.105  H29  A5T 47 
A5T H29A H29A H  0 0 N N N 2.341  5.844 2.033  -5.671 0.061  2.199  H29A A5T 48 
A5T H28  H28  H  0 1 N N N 4.479  6.848 1.539  -4.167 -1.503 2.995  H28  A5T 49 
A5T H31  H31  H  0 1 N N N 2.808  8.923 3.007  -2.975 -3.522 2.026  H31  A5T 50 
A5T H31A H31A H  0 0 N N N 2.469  8.028 3.941  -2.540 -2.544 0.524  H31A A5T 51 
A5T H30  H30  H  0 1 N N N 5.397  7.694 4.610  -1.266 -0.893 1.969  H30  A5T 52 
A5T H30A H30A H  0 0 N N N 5.730  8.651 3.731  -1.702 -1.871 3.471  H30A A5T 53 
A5T H23  H23  H  0 1 N N N 6.082  5.665 5.964  -5.134 1.659  -0.135 H23  A5T 54 
A5T HN27 HN27 H  0 0 N N N 7.785  7.097 5.231  -4.359 3.126  -1.842 HN27 A5T 55 
A5T H24  H24  H  0 1 N N N 10.023 6.385 4.781  -3.313 5.218  -1.340 H24  A5T 56 
A5T H21  H21  H  0 1 N N N 8.880  6.937 2.855  -1.800 3.641  -2.117 H21  A5T 57 
A5T H21A H21A H  0 0 N N N 9.333  5.179 2.576  -1.070 4.203  -0.598 H21A A5T 58 
A5T H    H    H  0 1 N N N 7.577  3.886 6.838  -5.335 3.552  1.558  H    A5T 59 
A5T HA   HA   H  0 1 N N N 6.411  3.197 5.664  -4.471 2.138  2.217  HA   A5T 60 
A5T HNB  HNB  H  0 1 N N N 8.681  2.500 5.314  -3.232 4.126  2.669  HNB  A5T 61 
A5T HAA  HAA  H  0 1 N N N 10.276 3.950 4.244  -2.270 5.452  0.919  HAA  A5T 62 
A5T HAB  HAB  H  0 1 N N N 9.951  4.304 6.000  -4.044 5.542  0.912  HAB  A5T 63 
A5T H16  H16  H  0 1 N N N 5.649  3.772 1.445  -0.488 1.473  -2.677 H16  A5T 64 
A5T H14  H14  H  0 1 N N N 5.073  3.876 -0.955 1.627  0.221  -2.697 H14  A5T 65 
A5T H17  H17  H  0 1 N N N 8.031  7.301 1.008  -0.486 1.364  1.615  H17  A5T 66 
A5T H15  H15  H  0 1 N N N 7.524  7.371 -1.400 1.629  0.112  1.569  H15  A5T 67 
A5T H12  H12  H  0 1 N N N 6.668  6.374 -3.230 3.097  -1.330 0.286  H12  A5T 68 
A5T H12A H12A H  0 0 N N N 5.988  4.613 -3.088 3.098  -1.281 -1.493 H12A A5T 69 
A5T H10  H10  H  0 1 N N N 4.915  6.618 -4.134 4.170  0.953  -1.431 H10  A5T 70 
A5T H10A H10A H  0 0 N N N 4.171  5.125 -3.213 4.169  0.905  0.348  H10A A5T 71 
A5T H8   H8   H  0 1 N N N 3.077  6.344 -1.901 5.587  -1.129 0.294  H8   A5T 72 
A5T H8A  H8A  H  0 1 N N N 4.502  7.454 -1.619 5.589  -1.080 -1.486 H8A  A5T 73 
A5T H7   H7   H  0 1 N N N -1.982 8.197 -2.168 11.425 -1.604 -0.609 H7   A5T 74 
A5T H9   H9   H  0 1 N N N -0.421 7.782 -0.295 10.295 -1.063 -2.728 H9   A5T 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 
A5T CLA  C36  SING N N 1  
A5T C33  C36  DOUB Y N 2  
A5T C36  C38  SING Y N 3  
A5T CLR3 C33  SING N N 4  
A5T C33  C32  SING Y N 5  
A5T C38  C37  DOUB Y N 6  
A5T C38  H38  SING N N 7  
A5T C34  C37  SING Y N 8  
A5T C37  H37  SING N N 9  
A5T C32  C34  DOUB Y N 10 
A5T C34  H34  SING N N 11 
A5T C29  C32  SING N N 12 
A5T C29  N26  SING N N 13 
A5T C29  H29  SING N N 14 
A5T C29  H29A SING N N 15 
A5T C28  N26  SING N N 16 
A5T N26  C22  SING N N 17 
A5T C28  C31  SING N N 18 
A5T C28  C30  SING N N 19 
A5T C28  H28  SING N N 20 
A5T C31  C30  SING N N 21 
A5T C31  H31  SING N N 22 
A5T C31  H31A SING N N 23 
A5T C30  H30  SING N N 24 
A5T C30  H30A SING N N 25 
A5T C22  C20  SING N N 26 
A5T C22  O25  DOUB N N 27 
A5T C19  C20  DOUB N N 28 
A5T C20  C23  SING N N 29 
A5T C23  N27  SING N N 30 
A5T C23  C    SING N N 31 
A5T C23  H23  SING N N 32 
A5T C24  N27  SING N N 33 
A5T N27  HN27 SING N N 34 
A5T C21  C24  SING N N 35 
A5T C24  CA   SING N N 36 
A5T C24  H24  SING N N 37 
A5T C19  C21  SING N N 38 
A5T C21  H21  SING N N 39 
A5T C21  H21A SING N N 40 
A5T NB   C    SING N N 41 
A5T C    H    SING N N 42 
A5T C    HA   SING N N 43 
A5T NB   CA   SING N N 44 
A5T NB   HNB  SING N N 45 
A5T CA   HAA  SING N N 46 
A5T CA   HAB  SING N N 47 
A5T C18  C19  SING N N 48 
A5T C17  C18  DOUB Y N 49 
A5T C16  C18  SING Y N 50 
A5T C14  C16  DOUB Y N 51 
A5T C16  H16  SING N N 52 
A5T C13  C14  SING Y N 53 
A5T C14  H14  SING N N 54 
A5T C15  C17  SING Y N 55 
A5T C17  H17  SING N N 56 
A5T C13  C15  DOUB Y N 57 
A5T C15  H15  SING N N 58 
A5T C12  C13  SING N N 59 
A5T C10  C12  SING N N 60 
A5T C12  H12  SING N N 61 
A5T C12  H12A SING N N 62 
A5T C10  C8   SING N N 63 
A5T C10  H10  SING N N 64 
A5T C10  H10A SING N N 65 
A5T O5   C8   SING N N 66 
A5T C8   H8   SING N N 67 
A5T C8   H8A  SING N N 68 
A5T O5   C3   SING N N 69 
A5T C2   C3   DOUB Y N 70 
A5T C3   C6   SING Y N 71 
A5T C6   C9   DOUB Y N 72 
A5T C6   F1   SING N N 73 
A5T CL11 C2   SING N N 74 
A5T C2   C4   SING Y N 75 
A5T F2   C4   SING N N 76 
A5T C4   C7   DOUB Y N 77 
A5T C7   C9   SING Y N 78 
A5T C7   H7   SING N N 79 
A5T 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 
A5T SMILES           ACDLabs              10.04 "Clc1cccc(c1Cl)CN(C(=O)C4=C(c2ccc(cc2)CCCOc3c(F)ccc(F)c3Cl)CC5NC4CNC5)C6CC6" 
A5T 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" 
A5T SMILES           CACTVS               3.341 "Fc1ccc(F)c(OCCCc2ccc(cc2)C3=C([CH]4CNC[CH](C3)N4)C(=O)N(Cc5cccc(Cl)c5Cl)C6CC6)c1Cl" 
A5T 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" 
A5T 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" 
A5T 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-/m1/s1" 
A5T InChIKey         InChI                1.03  SXZFQYPWEANJGQ-SKCUWOTOSA-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 
A5T "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,5S)-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"          
A5T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,5R)-7-[4-[3-(2-chloro-3,6-difluoro-phenoxy)propyl]phenyl]-N-cyclopropyl-N-[(2,3-dichlorophenyl)methyl]-3,9-diazabicyclo[3.3.1]non-7-ene-8-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 
A5T "Create component"     2009-02-18 PDBJ 
A5T "Modify aromatic_flag" 2011-06-04 RCSB 
A5T "Modify descriptor"    2011-06-04 RCSB 
# 
