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 2021-03-01 _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 Y 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 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" N3C InChI InChI 1.03 "InChI=1S/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" N3C InChIKey InChI 1.03 HPLNQCPCUACXLM-PGUFJCEWSA-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 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N3C "Create component" 2007-05-01 RCSB N3C "Modify aromatic_flag" 2011-06-04 RCSB N3C "Modify descriptor" 2011-06-04 RCSB N3C "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id N3C _pdbx_chem_comp_synonyms.name ABT-737 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##