data_BGJ
# 
_chem_comp.id                                    BGJ 
_chem_comp.name                                  "1-{4-[(2-chloro-5-{1-[3-(4-cyclopropylpiperazin-1-yl)propyl]-5-(methylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl}phenyl)ethynyl]phenyl}-N-[(4-chlorophenyl)methyl]methanamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C39 H44 Cl2 N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-08-08 
_chem_comp.pdbx_modified_date                    2017-12-15 
_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                        731.777 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BGJ 
_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        5QCA 
_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 
BGJ C1   C1  C  0 1 N N N 62.949 -11.562 21.054 10.735  -5.512 -0.195 C1   BGJ 1  
BGJ C2   C2  C  0 1 N N N 62.208 -12.067 22.242 9.326   -5.875 -0.668 C2   BGJ 2  
BGJ C3   C3  C  0 1 N N N 61.639 -12.251 20.877 10.038  -4.651 -1.250 C3   BGJ 3  
BGJ C9   C4  C  0 1 N N N 62.455 -9.877  23.375 8.033   -4.197 0.506  C9   BGJ 4  
BGJ C12  C5  C  0 1 N N N 59.579 -9.687  23.626 5.862   -6.041 0.801  C12  BGJ 5  
BGJ C13  C6  C  0 1 N N N 60.236 -10.635 22.641 6.973   -6.244 -0.232 C13  BGJ 6  
BGJ C20  C7  C  0 1 N N N 59.859 -8.539  25.778 5.204   -3.921 -0.167 C20  BGJ 7  
BGJ C22  C8  C  0 1 N N N 59.372 -7.181  25.347 4.790   -2.490 0.183  C22  BGJ 8  
BGJ C10  C9  C  0 1 N N N 61.708 -8.821  24.181 6.922   -3.994 1.538  C10  BGJ 9  
BGJ C24  C10 C  0 1 N N N 59.037 -6.322  26.561 4.295   -1.779 -1.078 C24  BGJ 10 
BGJ C29  C11 C  0 1 Y N N 56.233 -7.872  28.085 2.653   1.304  -0.132 C29  BGJ 11 
BGJ C30  C12 C  0 1 Y N N 57.114 -7.943  29.195 3.957   1.746  -0.397 C30  BGJ 12 
BGJ C31  C13 C  0 1 Y N N 58.267 -7.370  28.770 4.698   0.673  -0.766 C31  BGJ 13 
BGJ C37  C14 C  0 1 N N N 59.507 -7.207  29.599 6.161   0.730  -1.129 C37  BGJ 14 
BGJ C38  C15 C  0 1 N N N 59.325 -7.958  30.912 6.535   2.183  -1.449 C38  BGJ 15 
BGJ C40  C16 C  0 1 N N N 56.946 -8.478  30.567 4.497   3.153  -0.309 C40  BGJ 16 
BGJ C46  C17 C  0 1 Y N N 54.837 -8.341  27.959 1.515   2.150  0.305  C46  BGJ 17 
BGJ C48  C18 C  0 1 Y N N 53.855 -7.520  27.416 1.737   3.238  1.149  C48  BGJ 18 
BGJ C49  C19 C  0 1 Y N N 52.562 -7.966  27.305 0.681   4.028  1.559  C49  BGJ 19 
BGJ C50  C20 C  0 1 Y N N 52.237 -9.240  27.736 -0.604  3.747  1.135  C50  BGJ 20 
BGJ C51  C21 C  0 1 Y N N 53.188 -10.089 28.285 -0.840  2.659  0.288  C51  BGJ 21 
BGJ C52  C22 C  0 1 Y N N 54.495 -9.624  28.391 0.226   1.862  -0.131 C52  BGJ 22 
BGJ C61  C23 C  0 1 N N N 52.836 -11.405 28.731 -2.171  2.366  -0.151 C61  BGJ 23 
BGJ C63  C24 C  0 1 N N N 52.447 -12.489 29.057 -3.263  2.126  -0.512 C63  BGJ 24 
BGJ C65  C25 C  0 1 Y N N 52.034 -13.806 29.460 -4.594  1.834  -0.951 C65  BGJ 25 
BGJ C67  C26 C  0 1 Y N N 52.758 -14.508 30.416 -4.831  0.747  -1.797 C67  BGJ 26 
BGJ C68  C27 C  0 1 Y N N 52.354 -15.772 30.810 -6.116  0.472  -2.216 C68  BGJ 27 
BGJ C69  C28 C  0 1 Y N N 51.227 -16.372 30.268 -7.168  1.268  -1.801 C69  BGJ 28 
BGJ C70  C29 C  0 1 Y N N 50.503 -15.668 29.311 -6.941  2.346  -0.964 C70  BGJ 29 
BGJ C71  C30 C  0 1 Y N N 50.898 -14.396 28.905 -5.663  2.630  -0.531 C71  BGJ 30 
BGJ C78  C31 C  0 1 N N N 50.802 -17.760 30.721 -8.569  0.961  -2.264 C78  BGJ 31 
BGJ C82  C32 C  0 1 N N N 50.532 -19.020 32.826 -10.579 -0.280 -1.732 C82  BGJ 32 
BGJ C84  C33 C  0 1 Y N N 50.053 -20.247 32.065 -11.202 -1.222 -0.733 C84  BGJ 33 
BGJ C86  C34 C  0 1 Y N N 48.693 -20.483 31.873 -11.899 -0.719 0.349  C86  BGJ 34 
BGJ C87  C35 C  0 1 Y N N 48.250 -21.600 31.177 -12.470 -1.582 1.265  C87  BGJ 35 
BGJ C88  C36 C  0 1 Y N N 49.181 -22.488 30.671 -12.344 -2.950 1.099  C88  BGJ 36 
BGJ C89  C37 C  0 1 Y N N 50.536 -22.282 30.848 -11.646 -3.453 0.015  C89  BGJ 37 
BGJ C90  C38 C  0 1 Y N N 50.964 -21.162 31.542 -11.080 -2.589 -0.904 C90  BGJ 38 
BGJ C91  C39 C  0 1 N N N 58.090 -8.580  33.984 7.207   5.509  -0.283 C91  BGJ 39 
BGJ N11  N1  N  0 1 N N N 60.483 -9.388  24.725 5.680   -4.603 1.044  N11  BGJ 40 
BGJ N26  N2  N  0 1 Y N N 58.085 -6.991  27.481 3.898   -0.409 -0.743 N26  BGJ 41 
BGJ N28  N3  N  0 1 Y N N 56.827 -7.289  27.033 2.618   0.004  -0.347 N28  BGJ 42 
BGJ N39  N4  N  0 1 N N N 57.950 -7.787  31.384 5.964   3.065  -0.420 N39  BGJ 43 
BGJ N7   N5  N  0 1 N N N 61.575 -11.064 23.107 8.215   -5.635 0.263  N7   BGJ 44 
BGJ N80  N6  N  0 1 N N N 50.264 -17.753 32.099 -9.209  0.043  -1.312 N80  BGJ 45 
BGJ O13  O1  O  0 1 N N N 58.721 -6.230  33.116 8.152   3.190  0.638  O13  BGJ 46 
BGJ O15  O2  O  0 1 N N N 56.366 -6.907  33.033 6.160   4.141  1.754  O15  BGJ 47 
BGJ S99  S1  S  0 1 N N N 57.745 -7.250  32.907 6.946   3.939  0.587  S99  BGJ 48 
BGJ CL59 CL1 CL 0 0 N N N 50.618 -9.798  27.594 -1.926  4.744  1.655  CL59 BGJ 49 
BGJ CL97 CL2 CL 0 0 N N N 48.631 -23.906 29.786 -13.054 -4.034 2.253  CL97 BGJ 50 
BGJ H1   H1  H  0 1 N N N 63.878 -12.057 20.734 10.838  -5.096 0.807  H1   BGJ 51 
BGJ H2   H2  H  0 1 N N N 63.030 -10.480 20.875 11.557  -6.148 -0.527 H2   BGJ 52 
BGJ H3   H3  H  0 1 N N N 62.614 -12.965 22.731 9.220   -6.749 -1.311 H3   BGJ 53 
BGJ H4   H4  H  0 1 N N N 60.753 -11.677 20.568 9.681   -3.668 -0.942 H4   BGJ 54 
BGJ H5   H5  H  0 1 N N N 61.601 -13.254 20.427 10.400  -4.720 -2.276 H5   BGJ 55 
BGJ H6   H6  H  0 1 N N N 63.339 -10.204 23.941 7.758   -3.703 -0.426 H6   BGJ 56 
BGJ H7   H7  H  0 1 N N N 62.774 -9.441  22.417 8.963   -3.771 0.883  H7   BGJ 57 
BGJ H8   H8  H  0 1 N N N 59.316 -8.752  23.109 4.932   -6.466 0.424  H8   BGJ 58 
BGJ H9   H9  H  0 1 N N N 58.667 -10.154 24.025 6.136   -6.535 1.733  H9   BGJ 59 
BGJ H10  H10 H  0 1 N N N 60.342 -10.126 21.672 7.130   -7.311 -0.392 H10  BGJ 60 
BGJ H11  H11 H  0 1 N N N 59.598 -11.523 22.521 6.686   -5.773 -1.172 H11  BGJ 61 
BGJ H12  H12 H  0 1 N N N 58.997 -9.089  26.184 4.348   -4.457 -0.574 H12  BGJ 62 
BGJ H13  H13 H  0 1 N N N 60.605 -8.390  26.572 6.004   -3.896 -0.908 H13  BGJ 63 
BGJ H14  H14 H  0 1 N N N 60.158 -6.685  24.759 3.991   -2.514 0.924  H14  BGJ 64 
BGJ H15  H15 H  0 1 N N N 58.470 -7.300  24.728 5.647   -1.953 0.590  H15  BGJ 65 
BGJ H16  H16 H  0 1 N N N 62.347 -8.473  25.006 7.209   -4.465 2.478  H16  BGJ 66 
BGJ H17  H17 H  0 1 N N N 61.458 -7.972  23.527 6.766   -2.927 1.699  H17  BGJ 67 
BGJ H18  H18 H  0 1 N N N 59.966 -6.107  27.109 5.094   -1.755 -1.819 H18  BGJ 68 
BGJ H19  H19 H  0 1 N N N 58.590 -5.379  26.214 3.438   -2.316 -1.485 H19  BGJ 69 
BGJ H20  H20 H  0 1 N N N 60.371 -7.617  29.056 6.759   0.375  -0.291 H20  BGJ 70 
BGJ H21  H21 H  0 1 N N N 59.676 -6.140  29.804 6.345   0.105  -2.003 H21  BGJ 71 
BGJ H22  H22 H  0 1 N N N 59.528 -9.027  30.754 7.620   2.286  -1.457 H22  BGJ 72 
BGJ H23  H23 H  0 1 N N N 60.023 -7.559  31.663 6.135   2.455  -2.425 H23  BGJ 73 
BGJ H24  H24 H  0 1 N N N 55.934 -8.265  30.941 4.098   3.756  -1.125 H24  BGJ 74 
BGJ H25  H25 H  0 1 N N N 57.121 -9.564  30.580 4.224   3.596  0.649  H25  BGJ 75 
BGJ H26  H26 H  0 1 N N N 54.111 -6.526  27.080 2.739   3.463  1.484  H26  BGJ 76 
BGJ H27  H27 H  0 1 N N N 51.802 -7.326  26.883 0.859   4.868  2.213  H27  BGJ 77 
BGJ H28  H28 H  0 1 N N N 55.255 -10.264 28.813 0.051   1.023  -0.788 H28  BGJ 78 
BGJ H29  H29 H  0 1 N N N 53.640 -14.065 30.854 -4.010  0.125  -2.122 H29  BGJ 79 
BGJ H30  H30 H  0 1 N N N 52.928 -16.302 31.555 -6.301  -0.368 -2.870 H30  BGJ 80 
BGJ H31  H31 H  0 1 N N N 49.621 -16.115 28.876 -7.767  2.964  -0.644 H31  BGJ 81 
BGJ H32  H32 H  0 1 N N N 50.324 -13.865 28.160 -5.487  3.471  0.123  H32  BGJ 82 
BGJ H33  H33 H  0 1 N N N 50.025 -18.134 30.038 -9.145  1.885  -2.320 H33  BGJ 83 
BGJ H34  H34 H  0 1 N N N 51.675 -18.428 30.684 -8.533  0.495  -3.249 H34  BGJ 84 
BGJ H35  H35 H  0 1 N N N 50.016 -18.984 33.797 -10.556 -0.754 -2.713 H35  BGJ 85 
BGJ H36  H36 H  0 1 N N N 51.616 -19.109 32.990 -11.168 0.635  -1.784 H36  BGJ 86 
BGJ H37  H37 H  0 1 N N N 47.972 -19.785 32.272 -11.997 0.349  0.479  H37  BGJ 87 
BGJ H38  H38 H  0 1 N N N 47.194 -21.773 31.033 -13.014 -1.189 2.111  H38  BGJ 88 
BGJ H39  H39 H  0 1 N N N 51.252 -22.985 30.450 -11.547 -4.520 -0.116 H39  BGJ 89 
BGJ H40  H40 H  0 1 N N N 52.022 -20.995 31.680 -10.535 -2.981 -1.750 H40  BGJ 90 
BGJ H41  H41 H  0 1 N N N 57.961 -8.252  35.026 6.247   6.000  -0.443 H41  BGJ 91 
BGJ H42  H42 H  0 1 N N N 57.400 -9.411  33.773 7.850   6.154  0.315  H42  BGJ 92 
BGJ H43  H43 H  0 1 N N N 59.126 -8.916  33.831 7.681   5.316  -1.246 H43  BGJ 93 
BGJ H46  H46 H  0 1 N N N 50.686 -17.000 32.603 -8.660  -0.796 -1.194 H46  BGJ 94 
# 
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 
BGJ C3   C1  SING N N 1   
BGJ C3   C2  SING N N 2   
BGJ C1   C2  SING N N 3   
BGJ C2   N7  SING N N 4   
BGJ C13  N7  SING N N 5   
BGJ C13  C12 SING N N 6   
BGJ N7   C9  SING N N 7   
BGJ C9   C10 SING N N 8   
BGJ C12  N11 SING N N 9   
BGJ C10  N11 SING N N 10  
BGJ N11  C20 SING N N 11  
BGJ C22  C20 SING N N 12  
BGJ C22  C24 SING N N 13  
BGJ C24  N26 SING N N 14  
BGJ N28  N26 SING Y N 15  
BGJ N28  C29 DOUB Y N 16  
BGJ C49  C48 DOUB Y N 17  
BGJ C49  C50 SING Y N 18  
BGJ C48  C46 SING Y N 19  
BGJ N26  C31 SING Y N 20  
BGJ CL59 C50 SING N N 21  
BGJ C50  C51 DOUB Y N 22  
BGJ C46  C29 SING N N 23  
BGJ C46  C52 DOUB Y N 24  
BGJ C29  C30 SING Y N 25  
BGJ C51  C52 SING Y N 26  
BGJ C51  C61 SING N N 27  
BGJ C61  C63 TRIP N N 28  
BGJ C31  C30 DOUB Y N 29  
BGJ C31  C37 SING N N 30  
BGJ C71  C70 DOUB Y N 31  
BGJ C71  C65 SING Y N 32  
BGJ C63  C65 SING N N 33  
BGJ C30  C40 SING N N 34  
BGJ C70  C69 SING Y N 35  
BGJ C65  C67 DOUB Y N 36  
BGJ C37  C38 SING N N 37  
BGJ CL97 C88 SING N N 38  
BGJ C69  C78 SING N N 39  
BGJ C69  C68 DOUB Y N 40  
BGJ C67  C68 SING Y N 41  
BGJ C40  N39 SING N N 42  
BGJ C88  C89 DOUB Y N 43  
BGJ C88  C87 SING Y N 44  
BGJ C78  N80 SING N N 45  
BGJ C89  C90 SING Y N 46  
BGJ C38  N39 SING N N 47  
BGJ C87  C86 DOUB Y N 48  
BGJ N39  S99 SING N N 49  
BGJ C90  C84 DOUB Y N 50  
BGJ C86  C84 SING Y N 51  
BGJ C84  C82 SING N N 52  
BGJ N80  C82 SING N N 53  
BGJ S99  O15 DOUB N N 54  
BGJ S99  O13 DOUB N N 55  
BGJ S99  C91 SING N N 56  
BGJ C1   H1  SING N N 57  
BGJ C1   H2  SING N N 58  
BGJ C2   H3  SING N N 59  
BGJ C3   H4  SING N N 60  
BGJ C3   H5  SING N N 61  
BGJ C9   H6  SING N N 62  
BGJ C9   H7  SING N N 63  
BGJ C12  H8  SING N N 64  
BGJ C12  H9  SING N N 65  
BGJ C13  H10 SING N N 66  
BGJ C13  H11 SING N N 67  
BGJ C20  H12 SING N N 68  
BGJ C20  H13 SING N N 69  
BGJ C22  H14 SING N N 70  
BGJ C22  H15 SING N N 71  
BGJ C10  H16 SING N N 72  
BGJ C10  H17 SING N N 73  
BGJ C24  H18 SING N N 74  
BGJ C24  H19 SING N N 75  
BGJ C37  H20 SING N N 76  
BGJ C37  H21 SING N N 77  
BGJ C38  H22 SING N N 78  
BGJ C38  H23 SING N N 79  
BGJ C40  H24 SING N N 80  
BGJ C40  H25 SING N N 81  
BGJ C48  H26 SING N N 82  
BGJ C49  H27 SING N N 83  
BGJ C52  H28 SING N N 84  
BGJ C67  H29 SING N N 85  
BGJ C68  H30 SING N N 86  
BGJ C70  H31 SING N N 87  
BGJ C71  H32 SING N N 88  
BGJ C78  H33 SING N N 89  
BGJ C78  H34 SING N N 90  
BGJ C82  H35 SING N N 91  
BGJ C82  H36 SING N N 92  
BGJ C86  H37 SING N N 93  
BGJ C87  H38 SING N N 94  
BGJ C89  H39 SING N N 95  
BGJ C90  H40 SING N N 96  
BGJ C91  H41 SING N N 97  
BGJ C91  H42 SING N N 98  
BGJ C91  H43 SING N N 99  
BGJ N80  H46 SING N N 100 
# 
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 
BGJ SMILES           ACDLabs              12.01 "C7C(N1CCN(CC1)CCCn5c6c(c(c2cc(c(cc2)Cl)C#Cc4ccc(CNCc3ccc(cc3)Cl)cc4)n5)CN(CC6)S(C)(=O)=O)C7" 
BGJ InChI            InChI                1.03  
"InChI=1S/C39H44Cl2N6O2S/c1-50(48,49)46-20-17-38-36(28-46)39(43-47(38)19-2-18-44-21-23-45(24-22-44)35-14-15-35)33-11-16-37(41)32(25-33)10-7-29-3-5-30(6-4-29)26-42-27-31-8-12-34(40)13-9-31/h3-6,8-9,11-13,16,25,35,42H,2,14-15,17-24,26-28H2,1H3" 
BGJ InChIKey         InChI                1.03  HQHJSIFCCGLWGY-UHFFFAOYSA-N 
BGJ SMILES_CANONICAL CACTVS               3.385 "C[S](=O)(=O)N1CCc2n(CCCN3CCN(CC3)C4CC4)nc(c5ccc(Cl)c(c5)C#Cc6ccc(CNCc7ccc(Cl)cc7)cc6)c2C1" 
BGJ SMILES           CACTVS               3.385 "C[S](=O)(=O)N1CCc2n(CCCN3CCN(CC3)C4CC4)nc(c5ccc(Cl)c(c5)C#Cc6ccc(CNCc7ccc(Cl)cc7)cc6)c2C1" 
BGJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CS(=O)(=O)N1CCc2c(c(nn2CCCN3CCN(CC3)C4CC4)c5ccc(c(c5)C#Cc6ccc(cc6)CNCc7ccc(cc7)Cl)Cl)C1" 
BGJ SMILES           "OpenEye OEToolkits" 2.0.6 "CS(=O)(=O)N1CCc2c(c(nn2CCCN3CCN(CC3)C4CC4)c5ccc(c(c5)C#Cc6ccc(cc6)CNCc7ccc(cc7)Cl)Cl)C1" 
# 
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 
BGJ "SYSTEMATIC NAME" ACDLabs              12.01 "1-{4-[(2-chloro-5-{1-[3-(4-cyclopropylpiperazin-1-yl)propyl]-5-(methylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl}phenyl)ethynyl]phenyl}-N-[(4-chlorophenyl)methyl]methanamine"   
BGJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-[2-[2-chloranyl-5-[1-[3-(4-cyclopropylpiperazin-1-yl)propyl]-5-methylsulfonyl-6,7-dihydro-4~{H}-pyrazolo[4,3-c]pyridin-3-yl]phenyl]ethynyl]phenyl]-~{N}-[(4-chlorophenyl)methyl]methanamine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
BGJ "Create component" 2017-08-08 RCSB 
BGJ "Initial release"  2017-12-20 RCSB 
# 
