data_BXN
# 
_chem_comp.id                                    BXN 
_chem_comp.name                                  "4-[3-[(8~{a}~{R})-3,4,6,7,8,8~{a}-hexahydro-1~{H}-pyrrolo[1,2-a]pyrazin-2-yl]propyl]-2,6-bis(chloranyl)-~{N}-methyl-~{N}-(1,3,5-trimethylpyrazol-4-yl)benzenesulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H33 Cl2 N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-10-28 
_chem_comp.pdbx_modified_date                    2019-02-01 
_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                        514.511 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BXN 
_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        6EU5 
_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 
BXN C10 C1  C  0 1 N N N -30.223 5.475  -15.745 -3.704 -0.495 -2.542 C10  BXN 1  
BXN C15 C2  C  0 1 Y N N -29.057 4.347  -12.000 -1.195 -2.242 -0.123 C15  BXN 2  
BXN C17 C3  C  0 1 Y N N -29.108 3.483  -10.912 0.136  -2.324 0.245  C17  BXN 3  
BXN C20 C4  C  0 1 N N N -27.000 0.775  -9.114  2.895  -0.622 0.825  C20  BXN 4  
BXN C21 C5  C  0 1 N N N -27.135 -0.407 -10.121 4.367  -0.712 1.231  C21  BXN 5  
BXN C24 C6  C  0 1 N N N -24.921 -3.400 -9.342  5.896  0.929  -1.782 C24  BXN 6  
BXN C26 C7  C  0 1 N N N -22.961 -2.439 -8.225  8.138  -0.009 -1.482 C26  BXN 7  
BXN C28 C8  C  0 1 N N N -22.238 -1.014 -10.073 8.800  1.240  0.522  C28  BXN 8  
BXN C01 C9  C  0 1 N N N -27.192 4.560  -18.030 -6.659 1.195  -0.855 C01  BXN 9  
BXN C02 C10 C  0 1 Y N N -27.750 3.461  -17.120 -5.320 1.861  -0.663 C02  BXN 10 
BXN C05 C11 C  0 1 N N N -28.200 -0.018 -16.273 -3.102 4.617  0.065  C05  BXN 11 
BXN C06 C12 C  0 1 Y N N -28.805 2.325  -15.463 -3.115 2.174  -0.547 C06  BXN 12 
BXN C07 C13 C  0 1 N N N -29.586 1.835  -14.217 -1.625 1.953  -0.578 C07  BXN 13 
BXN C08 C14 C  0 1 Y N N -28.525 3.598  -15.936 -4.069 1.243  -0.799 C08  BXN 14 
BXN C14 C15 C  0 1 Y N N -27.871 4.473  -12.737 -2.038 -1.355 0.523  C14  BXN 15 
BXN C18 C16 C  0 1 Y N N -28.004 2.716  -10.536 0.624  -1.519 1.257  C18  BXN 16 
BXN C19 C17 C  0 1 N N N -28.173 1.776  -9.308  2.075  -1.609 1.657  C19  BXN 17 
BXN C23 C18 C  0 1 N N N -26.077 -2.405 -9.137  5.181  -0.163 -0.985 C23  BXN 18 
BXN C27 C19 C  0 1 N N N -21.898 -1.375 -8.696  9.344  0.283  -0.560 C27  BXN 19 
BXN C29 C20 C  0 1 N N R -23.535 -1.633 -10.391 7.299  1.420  0.176  C29  BXN 20 
BXN C30 C21 C  0 1 N N N -24.657 -0.589 -10.081 6.523  0.350  0.949  C30  BXN 21 
BXN C31 C22 C  0 1 Y N N -26.818 2.822  -11.260 -0.217 -0.633 1.903  C31  BXN 22 
BXN C32 C23 C  0 1 Y N N -26.759 3.694  -12.349 -1.548 -0.550 1.536  C32  BXN 23 
BXN N03 N1  N  0 1 Y N N -27.563 2.133  -17.341 -5.128 3.116  -0.347 N03  BXN 24 
BXN N04 N2  N  0 1 Y N N -28.190 1.424  -16.337 -3.748 3.344  -0.264 N04  BXN 25 
BXN N09 N3  N  0 1 N N N -28.939 4.878  -15.350 -3.843 -0.105 -1.137 N09  BXN 26 
BXN N22 N4  N  0 1 N N N -25.940 -1.268 -10.012 5.155  0.236  0.431  N22  BXN 27 
BXN N25 N5  N  0 1 N N N -23.614 -2.818 -9.541  7.240  1.146  -1.275 N25  BXN 28 
BXN O12 O1  O  0 1 N N N -26.511 5.865  -14.730 -4.060 -2.493 -0.552 O12  BXN 29 
BXN O13 O2  O  0 1 N N N -28.359 6.978  -13.828 -4.428 -0.727 1.179  O13  BXN 30 
BXN S11 S1  S  0 1 N N N -27.866 5.628  -14.183 -3.733 -1.250 0.055  S11  BXN 31 
BXN CL1 CL1 CL 0 0 N N N -30.549 5.261  -12.393 -1.807 -3.248 -1.399 CL16 BXN 32 
BXN CL2 CL2 CL 0 0 N N N -25.193 3.737  -13.198 -2.605 0.564  2.346  CL33 BXN 33 
BXN H1  H1  H  0 1 N N N -30.366 6.425  -15.210 -2.656 -0.436 -2.834 H1   BXN 34 
BXN H2  H2  H  0 1 N N N -30.222 5.662  -16.829 -4.060 -1.517 -2.672 H2   BXN 35 
BXN H3  H3  H  0 1 N N N -31.041 4.785  -15.492 -4.294 0.177  -3.165 H3   BXN 36 
BXN H4  H4  H  0 1 N N N -30.023 3.403  -10.344 0.794  -3.017 -0.259 H4   BXN 37 
BXN H5  H5  H  0 1 N N N -27.022 0.383  -8.087  2.532  0.391  1.000  H5   BXN 38 
BXN H6  H6  H  0 1 N N N -26.046 1.294  -9.288  2.794  -0.866 -0.233 H6   BXN 39 
BXN H7  H7  H  0 1 N N N -27.214 -0.013 -11.145 4.468  -0.468 2.288  H7   BXN 40 
BXN H8  H8  H  0 1 N N N -28.035 -0.993 -9.884  4.731  -1.725 1.056  H8   BXN 41 
BXN H9  H9  H  0 1 N N N -25.156 -4.011 -10.226 5.951  0.631  -2.829 H9   BXN 42 
BXN H10 H10 H  0 1 N N N -24.870 -4.045 -8.453  5.330  1.858  -1.704 H10  BXN 43 
BXN H11 H11 H  0 1 N N N -23.689 -1.998 -7.528  8.457  -0.064 -2.523 H11  BXN 44 
BXN H12 H12 H  0 1 N N N -22.478 -3.307 -7.751  7.643  -0.935 -1.186 H12  BXN 45 
BXN H13 H13 H  0 1 N N N -21.465 -1.389 -10.760 8.910  0.795  1.511  H13  BXN 46 
BXN H14 H14 H  0 1 N N N -22.312 0.080  -10.166 9.318  2.197  0.478  H14  BXN 47 
BXN H15 H15 H  0 1 N N N -26.635 4.101  -18.861 -6.998 0.781  0.095  H15  BXN 48 
BXN H16 H16 H  0 1 N N N -28.022 5.160  -18.432 -7.382 1.928  -1.211 H16  BXN 49 
BXN H17 H17 H  0 1 N N N -26.518 5.208  -17.451 -6.564 0.393  -1.587 H17  BXN 50 
BXN H18 H18 H  0 1 N N N -27.644 -0.427 -17.129 -2.961 4.685  1.143  H18  BXN 51 
BXN H19 H19 H  0 1 N N N -27.726 -0.347 -15.337 -2.134 4.672  -0.433 H19  BXN 52 
BXN H20 H20 H  0 1 N N N -29.239 -0.379 -16.304 -3.731 5.441  -0.272 H20  BXN 53 
BXN H21 H21 H  0 1 N N N -28.899 1.752  -13.362 -1.249 2.153  -1.582 H21  BXN 54 
BXN H22 H22 H  0 1 N N N -30.383 2.554  -13.978 -1.143 2.627  0.130  H22  BXN 55 
BXN H23 H23 H  0 1 N N N -30.030 0.851  -14.427 -1.404 0.921  -0.306 H23  BXN 56 
BXN H24 H24 H  0 1 N N N -28.250 2.398  -8.404  2.438  -2.621 1.482  H24  BXN 57 
BXN H25 H25 H  0 1 N N N -29.101 1.200  -9.438  2.176  -1.364 2.714  H25  BXN 58 
BXN H26 H26 H  0 1 N N N -26.073 -2.058 -8.093  4.161  -0.276 -1.353 H26  BXN 59 
BXN H27 H27 H  0 1 N N N -27.030 -2.911 -9.351  5.716  -1.106 -1.094 H27  BXN 60 
BXN H28 H28 H  0 1 N N N -20.887 -1.807 -8.657  9.704  -0.639 -0.104 H28  BXN 61 
BXN H29 H29 H  0 1 N N N -21.941 -0.486 -8.050  10.143 0.765  -1.123 H29  BXN 62 
BXN H30 H30 H  0 1 N N N -23.580 -1.912 -11.454 6.948  2.422  0.422  H30  BXN 63 
BXN H31 H31 H  0 1 N N N -24.448 -0.100 -9.118  7.029  -0.609 0.844  H31  BXN 64 
BXN H32 H32 H  0 1 N N N -24.685 0.168  -10.878 6.487  0.623  2.004  H32  BXN 65 
BXN H33 H33 H  0 1 N N N -25.954 2.236  -10.982 0.165  -0.004 2.693  H33  BXN 66 
# 
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 
BXN C01 C02 SING N N 1  
BXN N03 C02 DOUB Y N 2  
BXN N03 N04 SING Y N 3  
BXN C02 C08 SING Y N 4  
BXN N04 C05 SING N N 5  
BXN N04 C06 SING Y N 6  
BXN C08 C06 DOUB Y N 7  
BXN C08 N09 SING N N 8  
BXN C10 N09 SING N N 9  
BXN C06 C07 SING N N 10 
BXN N09 S11 SING N N 11 
BXN O12 S11 DOUB N N 12 
BXN S11 O13 DOUB N N 13 
BXN S11 C14 SING N N 14 
BXN CL2 C32 SING N N 15 
BXN C14 C32 DOUB Y N 16 
BXN C14 C15 SING Y N 17 
BXN CL1 C15 SING N N 18 
BXN C32 C31 SING Y N 19 
BXN C15 C17 DOUB Y N 20 
BXN C31 C18 DOUB Y N 21 
BXN C17 C18 SING Y N 22 
BXN C18 C19 SING N N 23 
BXN C29 C30 SING N N 24 
BXN C29 C28 SING N N 25 
BXN C29 N25 SING N N 26 
BXN C21 N22 SING N N 27 
BXN C21 C20 SING N N 28 
BXN C30 N22 SING N N 29 
BXN C28 C27 SING N N 30 
BXN N22 C23 SING N N 31 
BXN N25 C24 SING N N 32 
BXN N25 C26 SING N N 33 
BXN C24 C23 SING N N 34 
BXN C19 C20 SING N N 35 
BXN C27 C26 SING N N 36 
BXN C10 H1  SING N N 37 
BXN C10 H2  SING N N 38 
BXN C10 H3  SING N N 39 
BXN C17 H4  SING N N 40 
BXN C20 H5  SING N N 41 
BXN C20 H6  SING N N 42 
BXN C21 H7  SING N N 43 
BXN C21 H8  SING N N 44 
BXN C24 H9  SING N N 45 
BXN C24 H10 SING N N 46 
BXN C26 H11 SING N N 47 
BXN C26 H12 SING N N 48 
BXN C28 H13 SING N N 49 
BXN C28 H14 SING N N 50 
BXN C01 H15 SING N N 51 
BXN C01 H16 SING N N 52 
BXN C01 H17 SING N N 53 
BXN C05 H18 SING N N 54 
BXN C05 H19 SING N N 55 
BXN C05 H20 SING N N 56 
BXN C07 H21 SING N N 57 
BXN C07 H22 SING N N 58 
BXN C07 H23 SING N N 59 
BXN C19 H24 SING N N 60 
BXN C19 H25 SING N N 61 
BXN C23 H26 SING N N 62 
BXN C23 H27 SING N N 63 
BXN C27 H28 SING N N 64 
BXN C27 H29 SING N N 65 
BXN C29 H30 SING N N 66 
BXN C30 H31 SING N N 67 
BXN C30 H32 SING N N 68 
BXN C31 H33 SING N N 69 
# 
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 
BXN InChI            InChI                1.03  "InChI=1S/C23H33Cl2N5O2S/c1-16-22(17(2)27(3)26-16)28(4)33(31,32)23-20(24)13-18(14-21(23)25)7-5-9-29-11-12-30-10-6-8-19(30)15-29/h13-14,19H,5-12,15H2,1-4H3/t19-/m1/s1" 
BXN InChIKey         InChI                1.03  IMQPHOQRHBIWQQ-LJQANCHMSA-N                                                                                                                                            
BXN SMILES_CANONICAL CACTVS               3.385 "Cn1nc(C)c(N(C)[S](=O)(=O)c2c(Cl)cc(CCCN3CCN4CCC[C@@H]4C3)cc2Cl)c1C"                                                                                                   
BXN SMILES           CACTVS               3.385 "Cn1nc(C)c(N(C)[S](=O)(=O)c2c(Cl)cc(CCCN3CCN4CCC[CH]4C3)cc2Cl)c1C"                                                                                                     
BXN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(n(n1)C)C)N(C)S(=O)(=O)c2c(cc(cc2Cl)CCCN3CCN4CCC[C@@H]4C3)Cl"                                                                                                   
BXN SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c(c(n(n1)C)C)N(C)S(=O)(=O)c2c(cc(cc2Cl)CCCN3CCN4CCCC4C3)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 
BXN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-[3-[(8~{a}~{R})-3,4,6,7,8,8~{a}-hexahydro-1~{H}-pyrrolo[1,2-a]pyrazin-2-yl]propyl]-2,6-bis(chloranyl)-~{N}-methyl-~{N}-(1,3,5-trimethylpyrazol-4-yl)benzenesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
BXN "Create component" 2017-10-28 EBI  
BXN "Initial release"  2019-02-06 RCSB 
# 
