data_N3C
# 
_chem_comp.id                                    N3C 
_chem_comp.name                                  "4-{4-[(4'-CHLOROBIPHENYL-2-YL)METHYL]PIPERAZIN-1-YL}-N-{[4-({(1R)-3-(DIMETHYLAMINO)-1-[(PHENYLTHIO)METHYL]PROPYL}AMINO)-3-NITROPHENYL]SULFONYL}BENZAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C42 H45 Cl N6 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ABT-737 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-01 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        813.427 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N3C 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
N3C O34  O34  O  0  1 N N N -6.821  -9.349  7.891  3.984   -0.123 -3.210 O34  N3C 1   
N3C N33  N33  N  1  1 N N N -7.996  -9.665  8.116  4.920   -0.373 -2.472 N33  N3C 2   
N3C O33  O33  O  -1 1 N N N -8.591  -10.268 7.232  6.060   -0.142 -2.835 O33  N3C 3   
N3C C33  C33  C  0  1 Y N N -8.705  -9.352  9.311  4.673   -0.952 -1.132 C33  N3C 4   
N3C C32  C32  C  0  1 Y N N -8.115  -8.800  10.473 5.440   -0.547 -0.047 C32  N3C 5   
N3C N35  N35  N  0  1 N N N -6.753  -8.616  10.515 6.445   0.408  -0.218 N35  N3C 6   
N3C C36  C36  C  0  1 N N R -5.950  -8.331  11.723 7.163   0.932  0.947  C36  N3C 7   
N3C C41  C41  C  0  1 N N N -5.872  -9.519  12.708 8.543   1.431  0.513  C41  N3C 8   
N3C S42  S42  S  0  1 N N N -5.262  -10.977 11.901 9.483   0.058  -0.209 S42  N3C 9   
N3C C43  C43  C  0  1 Y N N -6.558  -11.927 11.324 11.016  0.811  -0.641 C43  N3C 10  
N3C C48  C48  C  0  1 Y N N -7.551  -12.399 12.202 11.226  2.160  -0.384 C48  N3C 11  
N3C C47  C47  C  0  1 Y N N -8.604  -13.167 11.708 12.429  2.747  -0.724 C47  N3C 12  
N3C C46  C46  C  0  1 Y N N -8.675  -13.476 10.348 13.424  1.994  -1.320 C46  N3C 13  
N3C C45  C45  C  0  1 Y N N -7.696  -13.002 9.477  13.218  0.651  -1.578 C45  N3C 14  
N3C C44  C44  C  0  1 Y N N -6.637  -12.229 9.963  12.020  0.056  -1.235 C44  N3C 15  
N3C C37  C37  C  0  1 N N N -4.522  -7.930  11.301 6.370   2.090  1.556  C37  N3C 16  
N3C C38  C38  C  0  1 N N N -4.442  -6.413  11.104 5.041   1.566  2.102  C38  N3C 17  
N3C N39  N39  N  0  1 N N N -3.255  -6.019  10.304 4.279   2.678  2.687  N39  N3C 18  
N3C C40  C40  C  0  1 N N N -3.328  -4.560  10.032 3.877   3.642  1.653  C40  N3C 19  
N3C C39  C39  C  0  1 N N N -1.981  -6.361  10.984 3.112   2.184  3.428  C39  N3C 20  
N3C C31  C31  C  0  1 Y N N -8.939  -8.537  11.580 5.204   -1.092 1.208  C31  N3C 21  
N3C C30  C30  C  0  1 Y N N -10.320 -8.793  11.534 4.209   -2.035 1.374  C30  N3C 22  
N3C C34  C34  C  0  1 Y N N -10.084 -9.586  9.280  3.676   -1.891 -0.959 C34  N3C 23  
N3C C29  C29  C  0  1 Y N N -10.926 -9.306  10.364 3.448   -2.437 0.291  C29  N3C 24  
N3C S28  S28  S  0  1 N N N -12.522 -9.656  10.232 2.179   -3.641 0.507  S28  N3C 25  
N3C O28  O28  O  0  1 N N N -13.301 -8.893  11.158 1.973   -4.239 -0.766 O28  N3C 26  
N3C O29  O29  O  0  1 N N N -12.961 -9.401  8.878  2.524   -4.384 1.668  O29  N3C 27  
N3C N27  N27  N  0  1 N N N -12.622 -11.163 10.549 0.785   -2.825 0.872  N27  N3C 28  
N3C C26  C26  C  0  1 N N N -12.302 -11.729 11.729 0.228   -2.003 -0.040 C26  N3C 29  
N3C O26  O26  O  0  1 N N N -11.893 -11.127 12.717 0.748   -1.860 -1.129 O26  N3C 30  
N3C C23  C23  C  0  1 Y N N -12.346 -13.218 11.850 -1.014  -1.275 0.285  C23  N3C 31  
N3C C22  C22  C  0  1 Y N N -11.828 -13.834 12.990 -1.610  -1.433 1.540  C22  N3C 32  
N3C C21  C21  C  0  1 Y N N -11.818 -15.221 13.095 -2.769  -0.754 1.840  C21  N3C 33  
N3C C24  C24  C  0  1 Y N N -12.805 -14.003 10.809 -1.593  -0.422 -0.659 C24  N3C 34  
N3C C25  C25  C  0  1 Y N N -12.790 -15.394 10.906 -2.752  0.255  -0.352 C25  N3C 35  
N3C C20  C20  C  0  1 Y N N -12.293 -16.033 12.046 -3.347  0.090  0.895  C20  N3C 36  
N3C N17  N17  N  0  1 N N N -12.281 -17.441 12.144 -4.518  0.775  1.201  N17  N3C 37  
N3C C16  C16  C  0  1 N N N -11.789 -18.046 13.381 -5.580  -0.155 1.609  C16  N3C 38  
N3C C15  C15  C  0  1 N N N -12.166 -19.506 13.510 -6.824  0.641  2.012  C15  N3C 39  
N3C C18  C18  C  0  1 N N N -12.711 -18.201 10.977 -4.953  1.605  0.069  C18  N3C 40  
N3C C19  C19  C  0  1 N N N -12.917 -19.668 11.222 -6.197  2.401  0.473  C19  N3C 41  
N3C N14  N14  N  0  1 N N N -12.059 -20.250 12.252 -7.259  1.471  0.880  N14  N3C 42  
N3C C13  C13  C  0  1 N N N -12.347 -21.688 12.530 -8.497  2.195  1.203  C13  N3C 43  
N3C C12  C12  C  0  1 Y N N -13.152 -22.379 11.465 -9.045  2.835  -0.046 C12  N3C 44  
N3C C11  C11  C  0  1 Y N N -14.556 -22.398 11.651 -8.947  4.201  -0.222 C11  N3C 45  
N3C C10  C10  C  0  1 Y N N -15.374 -22.993 10.700 -9.450  4.790  -1.368 C10  N3C 46  
N3C C9   C9   C  0  1 Y N N -14.800 -23.564 9.574  -10.053 4.016  -2.343 C9   N3C 47  
N3C C8   C8   C  0  1 Y N N -13.428 -23.582 9.400  -10.155 2.650  -2.177 C8   N3C 48  
N3C C7   C7   C  0  1 Y N N -12.566 -22.983 10.337 -9.645  2.050  -1.027 C7   N3C 49  
N3C C4   C4   C  0  1 Y N N -11.199 -23.045 10.042 -9.748  0.581  -0.846 C4   N3C 50  
N3C C3   C3   C  0  1 Y N N -10.340 -23.809 10.826 -9.222  -0.280 -1.807 C3   N3C 51  
N3C C2   C2   C  0  1 Y N N -8.983  -23.897 10.519 -9.319  -1.646 -1.633 C2   N3C 52  
N3C C5   C5   C  0  1 Y N N -10.685 -22.407 8.908  -10.364 0.058  0.289  C5   N3C 53  
N3C C6   C6   C  0  1 Y N N -9.325  -22.503 8.601  -10.456 -1.309 0.453  C6   N3C 54  
N3C C1   C1   C  0  1 Y N N -8.469  -23.255 9.405  -9.937  -2.161 -0.507 C1   N3C 55  
N3C CL1  CL1  CL 0  0 N N N -6.718  -23.383 8.991  -10.057 -3.880 -0.295 CL1  N3C 56  
N3C HN35 HN35 H  0  0 N N N -6.377  -9.475  10.166 6.668   0.724  -1.107 HN35 N3C 57  
N3C H36  H36  H  0  1 N N N -6.456  -7.511  12.253 7.279   0.141  1.688  H36  N3C 58  
N3C H411 1H41 H  0  0 N N N -5.192  -9.256  13.532 8.427   2.221  -0.228 H411 N3C 59  
N3C H412 2H41 H  0  0 N N N -6.883  -9.726  13.089 9.077   1.821  1.380  H412 N3C 60  
N3C H48  H48  H  0  1 N N N -7.497  -12.167 13.255 10.450  2.749  0.082  H48  N3C 61  
N3C H47  H47  H  0  1 N N N -9.369  -13.525 12.381 12.593  3.796  -0.524 H47  N3C 62  
N3C H46  H46  H  0  1 N N N -9.487  -14.081 9.972  14.364  2.456  -1.585 H46  N3C 63  
N3C H45  H45  H  0  1 N N N -7.755  -13.232 8.424  13.997  0.066  -2.044 H45  N3C 64  
N3C H44  H44  H  0  1 N N N -5.879  -11.865 9.285  11.862  -0.994 -1.432 H44  N3C 65  
N3C H371 1H37 H  0  0 N N N -3.812  -8.233  12.085 6.945   2.537  2.366  H371 N3C 66  
N3C H372 2H37 H  0  0 N N N -4.270  -8.432  10.355 6.178   2.841  0.789  H372 N3C 67  
N3C H381 1H38 H  0  0 N N N -5.348  -6.078  10.577 4.465   1.119  1.291  H381 N3C 68  
N3C H382 2H38 H  0  0 N N N -4.357  -5.944  12.095 5.233   0.815  2.868  H382 N3C 69  
N3C H401 1H40 H  0  0 N N N -3.346  -4.009  10.984 3.253   3.142  0.913  H401 N3C 70  
N3C H402 2H40 H  0  0 N N N -2.449  -4.252  9.447  3.315   4.455  2.113  H402 N3C 71  
N3C H403 3H40 H  0  0 N N N -4.243  -4.339  9.463  4.766   4.044  1.166  H403 N3C 72  
N3C H391 1H39 H  0  0 N N N -1.178  -6.446  10.237 3.443   1.527  4.232  H391 N3C 73  
N3C H392 2H39 H  0  0 N N N -1.728  -5.571  11.707 2.566   3.028  3.851  H392 N3C 74  
N3C H393 3H39 H  0  0 N N N -2.093  -7.320  11.512 2.459   1.631  2.753  H393 N3C 75  
N3C H31  H31  H  0  1 N N N -8.504  -8.131  12.481 5.798   -0.779 2.054  H31  N3C 76  
N3C H30  H30  H  0  1 N N N -10.927 -8.595  12.405 4.025   -2.460 2.350  H30  N3C 77  
N3C H34  H34  H  0  1 N N N -10.518 -10.000 8.382  3.077   -2.204 -1.801 H34  N3C 78  
N3C HN27 HN27 H  0  0 N N N -12.950 -11.766 9.822  0.370   -2.938 1.741  HN27 N3C 79  
N3C H22  H22  H  0  1 N N N -11.433 -13.231 13.794 -1.163  -2.088 2.273  H22  N3C 80  
N3C H21  H21  H  0  1 N N N -11.440 -15.683 13.995 -3.230  -0.875 2.809  H21  N3C 81  
N3C H24  H24  H  0  1 N N N -13.179 -13.534 9.911  -1.132  -0.294 -1.627 H24  N3C 82  
N3C H25  H25  H  0  1 N N N -13.169 -15.988 10.087 -3.200  0.914  -1.081 H25  N3C 83  
N3C H161 1H16 H  0  0 N N N -10.692 -17.969 13.392 -5.825  -0.814 0.776  H161 N3C 84  
N3C H162 2H16 H  0  0 N N N -12.250 -17.507 14.222 -5.238  -0.749 2.456  H162 N3C 85  
N3C H151 1H15 H  0  0 N N N -11.490 -19.971 14.242 -7.623  -0.047 2.287  H151 N3C 86  
N3C H152 2H15 H  0  0 N N N -13.220 -19.544 13.823 -6.586  1.281  2.862  H152 N3C 87  
N3C H181 1H18 H  0  0 N N N -13.669 -17.780 10.637 -4.154  2.294  -0.205 H181 N3C 88  
N3C H182 2H18 H  0  0 N N N -11.903 -18.118 10.235 -5.191  0.965  -0.780 H182 N3C 89  
N3C H191 1H19 H  0  0 N N N -13.961 -19.810 11.538 -5.952  3.061  1.305  H191 N3C 90  
N3C H192 2H19 H  0  0 N N N -12.662 -20.178 10.281 -6.539  2.996  -0.374 H192 N3C 91  
N3C H131 1H13 H  0  0 N N N -11.385 -22.213 12.619 -9.231  1.497  1.606  H131 N3C 92  
N3C H132 2H13 H  0  0 N N N -12.949 -21.718 13.450 -8.284  2.966  1.944  H132 N3C 93  
N3C H11  H11  H  0  1 N N N -14.990 -21.950 12.532 -8.478  4.810  0.536  H11  N3C 94  
N3C H10  H10  H  0  1 N N N -16.445 -23.011 10.836 -9.373  5.859  -1.501 H10  N3C 95  
N3C H9   H9   H  0  1 N N N -15.436 -24.003 8.819  -10.444 4.481  -3.235 H9   N3C 96  
N3C H8   H8   H  0  1 N N N -13.011 -24.065 8.529  -10.626 2.046  -2.939 H8   N3C 97  
N3C H3   H3   H  0  1 N N N -10.729 -24.340 11.682 -8.740  0.120  -2.686 H3   N3C 98  
N3C H2   H2   H  0  1 N N N -8.327  -24.471 11.156 -8.912  -2.314 -2.378 H2   N3C 99  
N3C H5   H5   H  0  1 N N N -11.342 -21.838 8.267  -10.769 0.721  1.039  H5   N3C 100 
N3C H6   H6   H  0  1 N N N -8.934  -21.991 7.734  -10.934 -1.716 1.333  H6   N3C 101 
# 
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 
N3C O34 N33  DOUB N N 1   
N3C N33 O33  SING N N 2   
N3C N33 C33  SING N N 3   
N3C C33 C34  DOUB Y N 4   
N3C C33 C32  SING Y N 5   
N3C C32 N35  SING N N 6   
N3C C32 C31  DOUB Y N 7   
N3C N35 C36  SING N N 8   
N3C N35 HN35 SING N N 9   
N3C C36 C37  SING N N 10  
N3C C36 C41  SING N N 11  
N3C C36 H36  SING N N 12  
N3C C41 S42  SING N N 13  
N3C C41 H411 SING N N 14  
N3C C41 H412 SING N N 15  
N3C S42 C43  SING N N 16  
N3C C43 C44  SING Y N 17  
N3C C43 C48  DOUB Y N 18  
N3C C48 C47  SING Y N 19  
N3C C48 H48  SING N N 20  
N3C C47 C46  DOUB Y N 21  
N3C C47 H47  SING N N 22  
N3C C46 C45  SING Y N 23  
N3C C46 H46  SING N N 24  
N3C C45 C44  DOUB Y N 25  
N3C C45 H45  SING N N 26  
N3C C44 H44  SING N N 27  
N3C C37 C38  SING N N 28  
N3C C37 H371 SING N N 29  
N3C C37 H372 SING N N 30  
N3C C38 N39  SING N N 31  
N3C C38 H381 SING N N 32  
N3C C38 H382 SING N N 33  
N3C N39 C40  SING N N 34  
N3C N39 C39  SING N N 35  
N3C C40 H401 SING N N 36  
N3C C40 H402 SING N N 37  
N3C C40 H403 SING N N 38  
N3C C39 H391 SING N N 39  
N3C C39 H392 SING N N 40  
N3C C39 H393 SING N N 41  
N3C C31 C30  SING Y N 42  
N3C C31 H31  SING N N 43  
N3C C30 C29  DOUB Y N 44  
N3C C30 H30  SING N N 45  
N3C C34 C29  SING Y N 46  
N3C C34 H34  SING N N 47  
N3C C29 S28  SING N N 48  
N3C S28 O29  DOUB N N 49  
N3C S28 N27  SING N N 50  
N3C S28 O28  DOUB N N 51  
N3C N27 C26  SING N N 52  
N3C N27 HN27 SING N N 53  
N3C C26 C23  SING N N 54  
N3C C26 O26  DOUB N N 55  
N3C C23 C24  SING Y N 56  
N3C C23 C22  DOUB Y N 57  
N3C C22 C21  SING Y N 58  
N3C C22 H22  SING N N 59  
N3C C21 C20  DOUB Y N 60  
N3C C21 H21  SING N N 61  
N3C C24 C25  DOUB Y N 62  
N3C C24 H24  SING N N 63  
N3C C25 C20  SING Y N 64  
N3C C25 H25  SING N N 65  
N3C C20 N17  SING N N 66  
N3C N17 C18  SING N N 67  
N3C N17 C16  SING N N 68  
N3C C16 C15  SING N N 69  
N3C C16 H161 SING N N 70  
N3C C16 H162 SING N N 71  
N3C C15 N14  SING N N 72  
N3C C15 H151 SING N N 73  
N3C C15 H152 SING N N 74  
N3C C18 C19  SING N N 75  
N3C C18 H181 SING N N 76  
N3C C18 H182 SING N N 77  
N3C C19 N14  SING N N 78  
N3C C19 H191 SING N N 79  
N3C C19 H192 SING N N 80  
N3C N14 C13  SING N N 81  
N3C C13 C12  SING N N 82  
N3C C13 H131 SING N N 83  
N3C C13 H132 SING N N 84  
N3C C12 C7   DOUB Y N 85  
N3C C12 C11  SING Y N 86  
N3C C11 C10  DOUB Y N 87  
N3C C11 H11  SING N N 88  
N3C C10 C9   SING Y N 89  
N3C C10 H10  SING N N 90  
N3C C9  C8   DOUB Y N 91  
N3C C9  H9   SING N N 92  
N3C C8  C7   SING Y N 93  
N3C C8  H8   SING N N 94  
N3C C7  C4   SING N N 95  
N3C C4  C5   SING Y N 96  
N3C C4  C3   DOUB Y N 97  
N3C C3  C2   SING Y N 98  
N3C C3  H3   SING N N 99  
N3C C2  C1   DOUB Y N 100 
N3C C2  H2   SING N N 101 
N3C C5  C6   DOUB Y N 102 
N3C C5  H5   SING N N 103 
N3C C6  C1   SING Y N 104 
N3C C6  H6   SING N N 105 
N3C C1  CL1  SING N N 106 
# 
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 
N3C SMILES           ACDLabs              10.04 [O-][N+](=O)c2cc(ccc2NC(CCN(C)C)CSc1ccccc1)S(=O)(=O)NC(=O)c6ccc(N5CCN(Cc4c(c3ccc(Cl)cc3)cccc4)CC5)cc6 
N3C InChI            InChI                1.02b 
;InChI=1/C42H45ClN6O5S2/c1-46(2)23-22-35(30-55-37-9-4-3-5-10-37)44-40-21-20-38(28-41(40)49(51)52)56(53,54)45-42(50)32-14-18-36(19-15-32)48-26-24-47(25-27-48)29-33-8-6-7-11-39(33)31-12-16-34(43)17-13-31/h3-21,28,35,44H,22-27,29-30H2,1-2H3,(H,45,50)/t35-/m1/s1/f/h45H
;
N3C InChIKey         InChI                1.02b HPLNQCPCUACXLM-XCQVAURPDL 
N3C SMILES_CANONICAL CACTVS               3.341 CN(C)CC[C@H](CSc1ccccc1)Nc2ccc(cc2[N+]([O-])=O)[S](=O)(=O)NC(=O)c3ccc(cc3)N4CCN(CC4)Cc5ccccc5c6ccc(Cl)cc6 
N3C SMILES           CACTVS               3.341 CN(C)CC[CH](CSc1ccccc1)Nc2ccc(cc2[N+]([O-])=O)[S](=O)(=O)NC(=O)c3ccc(cc3)N4CCN(CC4)Cc5ccccc5c6ccc(Cl)cc6 
N3C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)CC[C@H](CSc1ccccc1)Nc2ccc(cc2[N+](=O)[O-])S(=O)(=O)NC(=O)c3ccc(cc3)N4CCN(CC4)Cc5ccccc5c6ccc(cc6)Cl 
N3C SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)CCC(CSc1ccccc1)Nc2ccc(cc2[N+](=O)[O-])S(=O)(=O)NC(=O)c3ccc(cc3)N4CCN(CC4)Cc5ccccc5c6ccc(cc6)Cl 
# 
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 
N3C "SYSTEMATIC NAME" ACDLabs              10.04 "4-{4-[(4'-chlorobiphenyl-2-yl)methyl]piperazin-1-yl}-N-{[4-({(1R)-3-(dimethylamino)-1-[(phenylsulfanyl)methyl]propyl}amino)-3-nitrophenyl]sulfonyl}benzamide" 
N3C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[4-[[2-(4-chlorophenyl)phenyl]methyl]piperazin-1-yl]-N-[4-[[(2R)-4-dimethylamino-1-phenylsulfanyl-butan-2-yl]amino]-3-nitro-phenyl]sulfonyl-benzamide        
# 
