data_BQ1
#

_chem_comp.id                                   BQ1
_chem_comp.name                                 Bedaquiline
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C32 H31 Br N2 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2014-09-26
_chem_comp.pdbx_modified_date                   2015-05-15
_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                       555.505
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BQ1
_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       4V1F
_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
BQ1  BR    BR    BR  0  0  N  N  N  -172.630  51.623  29.667  -6.376  -0.321   1.093  BR    BQ1   1  
BQ1  O02   O02   O   0  1  N  N  N  -167.598  56.919  31.311   0.711  -0.211   1.818  O02   BQ1   2  
BQ1  O03   O03   O   0  1  N  N  N  -168.270  58.143  27.090   0.492   0.842  -3.066  O03   BQ1   3  
BQ1  N04   N04   N   0  1  N  N  N  -164.164  57.129  29.216   1.475  -4.101   0.252  N04   BQ1   4  
BQ1  N05   N05   N   0  1  Y  N  N  -169.417  56.033  27.027  -1.749   0.509  -2.647  N05   BQ1   5  
BQ1  C06   C06   C   0  1  N  N  S  -167.533  58.190  30.605   1.515  -0.330   0.643  C06   BQ1   6  
BQ1  C07   C07   C   0  1  N  N  R  -168.875  58.491  29.872   1.168   0.800  -0.329  C07   BQ1   7  
BQ1  C08   C08   C   0  1  N  N  N  -166.428  58.004  29.571   1.245  -1.679  -0.026  C08   BQ1   8  
BQ1  C09   C09   C   0  1  Y  N  N  -167.131  59.263  31.660   2.971  -0.239   1.020  C09   BQ1   9  
BQ1  C10   C10   C   0  1  Y  N  N  -169.351  57.259  29.100  -0.247   0.627  -0.816  C10   BQ1  10  
BQ1  C11   C11   C   0  1  N  N  N  -165.057  57.698  30.229   1.615  -2.809   0.937  C11   BQ1  11  
BQ1  C12   C12   C   0  1  Y  N  N  -169.980  59.063  30.748   1.299   2.126   0.375  C12   BQ1  12  
BQ1  C13   C13   C   0  1  Y  N  N  -166.872  60.643  31.390   3.964  -0.335   0.030  C13   BQ1  13  
BQ1  C14   C14   C   0  1  Y  N  N  -167.010  58.802  32.953   3.331  -0.058   2.319  C14   BQ1  14  
BQ1  C15   C15   C   0  1  Y  N  N  -170.085  56.260  29.704  -1.259   0.441   0.078  C15   BQ1  15  
BQ1  C16   C16   C   0  1  Y  N  N  -166.507  61.499  32.456   5.329  -0.248   0.404  C16   BQ1  16  
BQ1  C17   C17   C   0  1  Y  N  N  -169.026  57.134  27.741  -0.525   0.656  -2.188  C17   BQ1  17  
BQ1  C18   C18   C   0  1  Y  N  N  -170.745  60.138  30.233   2.213   3.060  -0.075  C18   BQ1  18  
BQ1  C19   C19   C   0  1  Y  N  N  -170.269  58.565  32.010   0.500   2.410   1.466  C19   BQ1  19  
BQ1  C20   C20   C   0  1  Y  N  N  -166.650  59.662  34.005   4.673   0.029   2.687  C20   BQ1  20  
BQ1  C21   C21   C   0  1  Y  N  N  -166.964  61.184  30.114   3.631  -0.517  -1.324  C21   BQ1  21  
BQ1  C22   C22   C   0  1  Y  N  N  -170.476  55.162  28.983  -2.569   0.283  -0.419  C22   BQ1  22  
BQ1  C23   C23   C   0  1  Y  N  N  -166.403  61.019  33.745   5.662  -0.066   1.757  C23   BQ1  23  
BQ1  C24   C24   C   0  1  Y  N  N  -170.138  55.052  27.635  -2.784   0.324  -1.818  C24   BQ1  24  
BQ1  C25   C25   C   0  1  N  N  N  -162.962  56.603  29.839   2.044  -5.189   1.059  C25   BQ1  25  
BQ1  C26   C26   C   0  1  N  N  N  -163.822  58.143  28.264   0.071  -4.372  -0.081  C26   BQ1  26  
BQ1  C27   C27   C   0  1  Y  N  N  -166.256  62.859  32.225   6.322  -0.344  -0.586  C27   BQ1  27  
BQ1  C28   C28   C   0  1  Y  N  N  -171.763  60.697  30.975   2.333   4.276   0.571  C28   BQ1  28  
BQ1  C29   C29   C   0  1  Y  N  N  -171.293  59.128  32.755   0.619   3.626   2.112  C29   BQ1  29  
BQ1  C30   C30   C   0  1  Y  N  N  -166.710  62.550  29.878   4.620  -0.607  -2.254  C30   BQ1  30  
BQ1  C31   C31   C   0  1  Y  N  N  -172.045  60.196  32.242   1.538   4.559   1.666  C31   BQ1  31  
BQ1  C32   C32   C   0  1  Y  N  N  -166.351  63.384  30.949   5.962  -0.520  -1.887  C32   BQ1  32  
BQ1  C33   C33   C   0  1  Y  N  N  -171.212  54.154  29.585  -3.657   0.089   0.445  C33   BQ1  33  
BQ1  C34   C34   C   0  1  Y  N  N  -170.544  53.921  26.881  -4.089   0.167  -2.314  C34   BQ1  34  
BQ1  C35   C35   C   0  1  Y  N  N  -171.615  53.021  28.829  -4.910  -0.059  -0.072  C35   BQ1  35  
BQ1  C36   C36   C   0  1  Y  N  N  -171.279  52.912  27.497  -5.123  -0.020  -1.449  C36   BQ1  36  
BQ1  C37   C37   C   0  1  N  N  N  -167.791  57.767  25.778   0.155   0.864  -4.454  C37   BQ1  37  
BQ1  H02   H02   H   0  1  N  N  N  -166.771  56.757  31.749   0.941   0.543   2.378  H02   BQ1  38  
BQ1  H371  H371  H   0  0  N  N  N  -167.218  58.599  25.344   1.058   1.019  -5.045  H371  BQ1  39  
BQ1  H372  H372  H   0  0  N  N  N  -167.144  56.882  25.864  -0.303  -0.086  -4.732  H372  BQ1  40  
BQ1  H373  H373  H   0  0  N  N  N  -168.647  57.534  25.128  -0.548   1.675  -4.645  H373  BQ1  41  
BQ1  H111  H111  H   0  0  N  N  N  -165.193  56.977  31.049   0.951  -2.782   1.801  H111  BQ1  42  
BQ1  H112  H112  H   0  0  N  N  N  -164.622  58.627  30.626   2.646  -2.682   1.266  H112  BQ1  43  
BQ1  H251  H251  H   0  0  N  N  N  -162.303  56.180  29.066   1.524  -5.242   2.015  H251  BQ1  44  
BQ1  H252  H252  H   0  0  N  N  N  -162.437  57.414  30.365   1.928  -6.134   0.529  H252  BQ1  45  
BQ1  H253  H253  H   0  0  N  N  N  -163.236  55.817  30.558   3.103  -4.997   1.232  H253  BQ1  46  
BQ1  H261  H261  H   0  0  N  N  N  -163.152  57.720  27.502  -0.306  -3.587  -0.736  H261  BQ1  47  
BQ1  H262  H262  H   0  0  N  N  N  -164.737  58.516  27.781  -0.004  -5.335  -0.587  H262  BQ1  48  
BQ1  H263  H263  H   0  0  N  N  N  -163.315  58.973  28.778  -0.521  -4.396   0.834  H263  BQ1  49  
BQ1  H07   H07   H   0  1  N  N  N  -168.645  59.259  29.119   1.851   0.771  -1.179  H07   BQ1  50  
BQ1  H081  H081  H   0  0  N  N  N  -166.698  57.168  28.910   0.188  -1.752  -0.283  H081  BQ1  51  
BQ1  H082  H082  H   0  0  N  N  N  -166.339  58.926  28.978   1.845  -1.763  -0.932  H082  BQ1  52  
BQ1  H14   H14   H   0  1  N  N  N  -167.196  57.759  33.162   2.566   0.020   3.077  H14   BQ1  53  
BQ1  H15   H15   H   0  1  N  N  N  -170.352  56.343  30.747  -1.062   0.415   1.140  H15   BQ1  54  
BQ1  H18   H18   H   0  1  N  N  N  -170.528  60.524  29.248   2.835   2.839  -0.930  H18   BQ1  55  
BQ1  H19   H19   H   0  1  N  N  N  -169.698  57.741  32.411  -0.218   1.682   1.814  H19   BQ1  56  
BQ1  H21   H21   H   0  1  N  N  N  -167.236  60.545  29.286   2.596  -0.586  -1.623  H21   BQ1  57  
BQ1  H20   H20   H   0  1  N  N  N  -166.564  59.279  35.011   4.932   0.174   3.725  H20   BQ1  58  
BQ1  H23   H23   H   0  1  N  N  N  -166.133  61.685  34.551   6.697   0.002   2.056  H23   BQ1  59  
BQ1  H27   H27   H   0  1  N  N  N  -165.986  63.502  33.050   7.365  -0.279  -0.316  H27   BQ1  60  
BQ1  H28   H28   H   0  1  N  N  N  -172.338  61.519  30.575   3.048   5.006   0.221  H28   BQ1  61  
BQ1  H29   H29   H   0  1  N  N  N  -171.514  58.741  33.739  -0.005   3.849   2.965  H29   BQ1  62  
BQ1  H30   H30   H   0  1  N  N  N  -166.791  62.953  28.879   4.361  -0.746  -3.293  H30   BQ1  63  
BQ1  H33   H33   H   0  1  N  N  N  -171.479  54.230  30.629  -3.504   0.057   1.513  H33   BQ1  64  
BQ1  H34   H34   H   0  1  N  N  N  -170.284  53.843  25.836  -4.271   0.196  -3.378  H34   BQ1  65  
BQ1  H32   H32   H   0  1  N  N  N  -166.150  64.431  30.777   6.727  -0.594  -2.645  H32   BQ1  66  
BQ1  H31   H31   H   0  1  N  N  N  -172.841  60.628  32.830   1.631   5.509   2.171  H31   BQ1  67  
BQ1  H36   H36   H   0  1  N  N  N  -171.586  52.044  26.931  -6.125  -0.139  -1.835  H36   BQ1  68  
#   #
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
BQ1  BR   C35   SING  N  N   1  
BQ1  O02  C06   SING  N  N   2  
BQ1  O03  C17   SING  N  N   3  
BQ1  O03  C37   SING  N  N   4  
BQ1  N04  C11   SING  N  N   5  
BQ1  N04  C25   SING  N  N   6  
BQ1  N04  C26   SING  N  N   7  
BQ1  N05  C17   DOUB  Y  N   8  
BQ1  N05  C24   SING  Y  N   9  
BQ1  C06  C07   SING  N  N  10  
BQ1  C06  C08   SING  N  N  11  
BQ1  C06  C09   SING  N  N  12  
BQ1  C07  C10   SING  N  N  13  
BQ1  C07  C12   SING  N  N  14  
BQ1  C08  C11   SING  N  N  15  
BQ1  C09  C13   SING  Y  N  16  
BQ1  C09  C14   DOUB  Y  N  17  
BQ1  C10  C15   DOUB  Y  N  18  
BQ1  C10  C17   SING  Y  N  19  
BQ1  C12  C18   SING  Y  N  20  
BQ1  C12  C19   DOUB  Y  N  21  
BQ1  C13  C16   DOUB  Y  N  22  
BQ1  C13  C21   SING  Y  N  23  
BQ1  C14  C20   SING  Y  N  24  
BQ1  C15  C22   SING  Y  N  25  
BQ1  C16  C23   SING  Y  N  26  
BQ1  C16  C27   SING  Y  N  27  
BQ1  C18  C28   DOUB  Y  N  28  
BQ1  C19  C29   SING  Y  N  29  
BQ1  C20  C23   DOUB  Y  N  30  
BQ1  C21  C30   DOUB  Y  N  31  
BQ1  C22  C24   SING  Y  N  32  
BQ1  C22  C33   DOUB  Y  N  33  
BQ1  C24  C34   DOUB  Y  N  34  
BQ1  C27  C32   DOUB  Y  N  35  
BQ1  C28  C31   SING  Y  N  36  
BQ1  C29  C31   DOUB  Y  N  37  
BQ1  C30  C32   SING  Y  N  38  
BQ1  C33  C35   SING  Y  N  39  
BQ1  C34  C36   SING  Y  N  40  
BQ1  C35  C36   DOUB  Y  N  41  
BQ1  O02  H02   SING  N  N  42  
BQ1  C37  H371  SING  N  N  43  
BQ1  C37  H372  SING  N  N  44  
BQ1  C37  H373  SING  N  N  45  
BQ1  C11  H111  SING  N  N  46  
BQ1  C11  H112  SING  N  N  47  
BQ1  C25  H251  SING  N  N  48  
BQ1  C25  H252  SING  N  N  49  
BQ1  C25  H253  SING  N  N  50  
BQ1  C26  H261  SING  N  N  51  
BQ1  C26  H262  SING  N  N  52  
BQ1  C26  H263  SING  N  N  53  
BQ1  C07  H07   SING  N  N  54  
BQ1  C08  H081  SING  N  N  55  
BQ1  C08  H082  SING  N  N  56  
BQ1  C14  H14   SING  N  N  57  
BQ1  C15  H15   SING  N  N  58  
BQ1  C18  H18   SING  N  N  59  
BQ1  C19  H19   SING  N  N  60  
BQ1  C21  H21   SING  N  N  61  
BQ1  C20  H20   SING  N  N  62  
BQ1  C23  H23   SING  N  N  63  
BQ1  C27  H27   SING  N  N  64  
BQ1  C28  H28   SING  N  N  65  
BQ1  C29  H29   SING  N  N  66  
BQ1  C30  H30   SING  N  N  67  
BQ1  C33  H33   SING  N  N  68  
BQ1  C34  H34   SING  N  N  69  
BQ1  C32  H32   SING  N  N  70  
BQ1  C31  H31   SING  N  N  71  
BQ1  C36  H36   SING  N  N  72  
#   #
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
BQ1  SMILES            ACDLabs               12.01  "Brc1ccc2nc(OC)c(cc2c1)C(c3ccccc3)C(O)(c5c4ccccc4ccc5)CCN(C)C"  
BQ1  InChI             InChI                 1.03   "InChI=1S/C32H31BrN2O2/c1-35(2)19-18-32(36,28-15-9-13-22-10-7-8-14-26(22)28)30(23-11-5-4-6-12-23)27-21-24-20-25(33)16-17-29(24)34-31(27)37-3/h4-17,20-21,30,36H,18-19H2,1-3H3/t30-,32-/m1/s1"  
BQ1  InChIKey          InChI                 1.03   QUIJNHUBAXPXFS-XLJNKUFUSA-N  
BQ1  SMILES_CANONICAL  CACTVS                3.385  "COc1nc2ccc(Br)cc2cc1[C@@H](c3ccccc3)[C@@](O)(CCN(C)C)c4cccc5ccccc45"  
BQ1  SMILES            CACTVS                3.385  "COc1nc2ccc(Br)cc2cc1[CH](c3ccccc3)[C](O)(CCN(C)C)c4cccc5ccccc45"  
BQ1  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CN(C)CC[C@@](c1cccc2c1cccc2)([C@H](c3ccccc3)c4cc5cc(ccc5nc4OC)Br)O"  
BQ1  SMILES            "OpenEye OEToolkits"  1.7.6  "CN(C)CCC(c1cccc2c1cccc2)(C(c3ccccc3)c4cc5cc(ccc5nc4OC)Br)O"  
#   #
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
BQ1  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol"  
BQ1  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(1R,2S)-1-(6-bromanyl-2-methoxy-quinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenyl-butan-2-ol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BQ1  "Create component"  2014-09-26  EBI   
BQ1  "Initial release"   2015-05-20  RCSB  
##
