data_RBX
# 
_chem_comp.id                                    RBX 
_chem_comp.name                                  "(4S)-6-chloro-2-[ethyl(methyl)sulfamoyl]-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 Cl N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-22 
_chem_comp.pdbx_modified_date                    2023-11-03 
_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                        458.961 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RBX 
_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        7GLN 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
RBX N1  N1  N  0 1 N N N N N N -22.224 7.188  29.699 -1.458 1.979  -0.968 N1  RBX 1  
RBX N3  N2  N  0 1 Y N N N N N -16.758 3.981  25.983 2.925  -1.572 2.231  N3  RBX 2  
RBX C4  C1  C  0 1 N N S N N N -22.033 4.930  28.615 -1.061 -0.350 -1.518 C4  RBX 3  
RBX C5  C2  C  0 1 N N N N N N -20.525 4.908  28.347 0.035  -0.563 -0.506 C5  RBX 4  
RBX C6  C3  C  0 1 Y N N N N N -18.876 5.055  26.494 2.304  -1.044 0.016  C6  RBX 5  
RBX C7  C4  C  0 1 Y N N N N N -18.041 3.943  26.373 1.988  -1.309 1.332  C7  RBX 6  
RBX C8  C5  C  0 1 Y N N N N N -16.237 5.167  25.696 4.205  -1.600 1.939  C8  RBX 7  
RBX C10 C6  C  0 1 Y N N N N N -16.392 7.637  25.400 5.994  -1.363 0.274  C10 RBX 8  
RBX C13 C7  C  0 1 Y N N N N N -19.065 7.543  26.161 4.072  -0.800 -1.680 C13 RBX 9  
RBX C15 C8  C  0 1 Y N N N N N -22.302 4.318  29.976 -2.393 -0.615 -0.868 C15 RBX 10 
RBX C17 C9  C  0 1 Y N N N N N -22.462 2.393  31.405 -3.993 -2.252 -0.129 C17 RBX 11 
RBX C20 C10 C  0 1 Y N N N N N -22.496 5.145  31.095 -3.217 0.391  -0.418 C20 RBX 12 
RBX C21 C11 C  0 1 N N N N N N -22.580 6.653  31.019 -2.860 1.850  -0.554 C21 RBX 13 
RBX CL  CL1 CL 0 0 N N N N N N -22.457 0.660  31.602 -4.476 -3.911 0.043  CL  RBX 14 
RBX C16 C12 C  0 1 Y N N N N N -22.313 2.930  30.139 -2.788 -1.939 -0.725 C16 RBX 15 
RBX C18 C13 C  0 1 Y N N N N N -22.610 3.190  32.513 -4.815 -1.240 0.332  C18 RBX 16 
RBX C19 C14 C  0 1 Y N N N N N -22.645 4.561  32.351 -4.426 0.076  0.187  C19 RBX 17 
RBX S   S1  S  0 1 N N N N N N -21.708 8.679  29.424 -0.448 3.081  -0.255 S   RBX 18 
RBX O   O1  O  0 1 N N N N N N -21.375 8.779  28.045 0.663  3.230  -1.129 O   RBX 19 
RBX O1  O2  O  0 1 N N N N N N -22.672 9.551  29.999 -1.266 4.168  0.155  O1  RBX 20 
RBX N   N3  N  0 1 N N N N N N -20.365 8.776  30.291 0.136  2.386  1.130  N   RBX 21 
RBX C2  C15 C  0 1 N N N N N N -20.402 9.553  31.534 1.475  1.792  1.142  C2  RBX 22 
RBX C1  C16 C  0 1 N N N N N N -19.051 8.201  29.944 -0.686 2.366  2.342  C1  RBX 23 
RBX C   C17 C  0 1 N N N N N N -18.089 9.238  29.420 -1.437 1.036  2.427  C   RBX 24 
RBX C3  C18 C  0 1 N N N N N N -22.593 6.350  28.543 -0.984 1.084  -2.037 C3  RBX 25 
RBX O2  O3  O  0 1 N N N N N N -19.695 4.847  29.258 -0.223 -0.550 0.679  O2  RBX 26 
RBX N2  N4  N  0 1 N N N N N N -20.182 5.000  27.035 1.302  -0.768 -0.918 N2  RBX 27 
RBX C14 C19 C  0 1 Y N N N N N -18.322 6.333  26.157 3.663  -1.057 -0.366 C14 RBX 28 
RBX C12 C20 C  0 1 Y N N N N N -18.488 8.724  25.791 5.399  -0.827 -1.988 C12 RBX 29 
RBX C11 C21 C  0 1 Y N N N N N -17.152 8.772  25.414 6.356  -1.108 -1.014 C11 RBX 30 
RBX C9  C22 C  0 1 Y N N N N N -16.955 6.387  25.759 4.635  -1.344 0.627  C9  RBX 31 
RBX H1  H1  H  0 1 N N N N N N -22.532 4.318  27.849 -0.922 -1.044 -2.347 H1  RBX 32 
RBX H2  H2  H  0 1 N N N N N N -18.460 2.977  26.612 0.952  -1.302 1.638  H2  RBX 33 
RBX H3  H3  H  0 1 N N N N N N -15.200 5.205  25.395 4.928  -1.819 2.710  H3  RBX 34 
RBX H4  H4  H  0 1 N N N N N N -15.352 7.693  25.113 6.747  -1.579 1.017  H4  RBX 35 
RBX H5  H5  H  0 1 N N N N N N -20.102 7.529  26.461 3.341  -0.581 -2.444 H5  RBX 36 
RBX H6  H6  H  0 1 N N N N N N -21.893 7.079  31.765 -3.003 2.350  0.403  H6  RBX 37 
RBX H7  H7  H  0 1 N N N N N N -23.611 6.958  31.253 -3.503 2.312  -1.304 H7  RBX 38 
RBX H8  H8  H  0 1 N N N N N N -22.206 2.281  29.282 -2.147 -2.731 -1.084 H8  RBX 39 
RBX H9  H9  H  0 1 N N N N N N -22.698 2.752  33.496 -5.757 -1.478 0.803  H9  RBX 40 
RBX H10 H10 H  0 1 N N N N N N -22.791 5.193  33.215 -5.067 0.867  0.547  H10 RBX 41 
RBX H11 H11 H  0 1 N N N N N N -19.412 9.526  32.013 2.203  2.542  1.451  H11 RBX 42 
RBX H12 H12 H  0 1 N N N N N N -20.671 10.595 31.307 1.496  0.957  1.843  H12 RBX 43 
RBX H13 H13 H  0 1 N N N N N N -21.151 9.121  32.214 1.724  1.434  0.143  H13 RBX 44 
RBX H14 H14 H  0 1 N N N N N N -19.195 7.431  29.172 -0.045 2.478  3.217  H14 RBX 45 
RBX H15 H15 H  0 1 N N N N N N -18.618 7.741  30.844 -1.402 3.187  2.309  H15 RBX 46 
RBX H16 H16 H  0 1 N N N N N N -17.129 8.759  29.177 -0.720 0.215  2.461  H16 RBX 47 
RBX H17 H17 H  0 1 N N N N N N -18.507 9.701  28.514 -2.048 1.021  3.329  H17 RBX 48 
RBX H18 H18 H  0 1 N N N N N N -17.930 10.011 30.187 -2.077 0.924  1.553  H18 RBX 49 
RBX H19 H19 H  0 1 N N N N N N -22.210 6.829  27.630 -1.618 1.193  -2.917 H19 RBX 50 
RBX H20 H20 H  0 1 N N N N N N -23.690 6.289  28.493 0.047  1.330  -2.293 H20 RBX 51 
RBX H21 H21 H  0 1 N N N N N N -20.936 5.032  26.379 1.518  -0.725 -1.862 H21 RBX 52 
RBX H22 H22 H  0 1 N N N N N N -19.076 9.630  25.791 5.715  -0.629 -3.002 H22 RBX 53 
RBX H23 H23 H  0 1 N N N N N N -16.710 9.715  25.129 7.401  -1.123 -1.285 H23 RBX 54 
# 
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 
RBX C10 C11 DOUB Y N 1  
RBX C10 C9  SING Y N 2  
RBX C11 C12 SING Y N 3  
RBX C8  C9  DOUB Y N 4  
RBX C8  N3  SING Y N 5  
RBX C9  C14 SING Y N 6  
RBX C12 C13 DOUB Y N 7  
RBX N3  C7  DOUB Y N 8  
RBX C14 C13 SING Y N 9  
RBX C14 C6  DOUB Y N 10 
RBX C7  C6  SING Y N 11 
RBX C6  N2  SING N N 12 
RBX N2  C5  SING N N 13 
RBX O   S   DOUB N N 14 
RBX C5  C4  SING N N 15 
RBX C5  O2  DOUB N N 16 
RBX C3  C4  SING N N 17 
RBX C3  N1  SING N N 18 
RBX C4  C15 SING N N 19 
RBX C   C1  SING N N 20 
RBX S   N1  SING N N 21 
RBX S   O1  DOUB N N 22 
RBX S   N   SING N N 23 
RBX N1  C21 SING N N 24 
RBX C1  N   SING N N 25 
RBX C15 C16 DOUB Y N 26 
RBX C15 C20 SING Y N 27 
RBX C16 C17 SING Y N 28 
RBX N   C2  SING N N 29 
RBX C21 C20 SING N N 30 
RBX C20 C19 DOUB Y N 31 
RBX C17 CL  SING N N 32 
RBX C17 C18 DOUB Y N 33 
RBX C19 C18 SING Y N 34 
RBX C4  H1  SING N N 35 
RBX C7  H2  SING N N 36 
RBX C8  H3  SING N N 37 
RBX C10 H4  SING N N 38 
RBX C13 H5  SING N N 39 
RBX C21 H6  SING N N 40 
RBX C21 H7  SING N N 41 
RBX C16 H8  SING N N 42 
RBX C18 H9  SING N N 43 
RBX C19 H10 SING N N 44 
RBX C2  H11 SING N N 45 
RBX C2  H12 SING N N 46 
RBX C2  H13 SING N N 47 
RBX C1  H14 SING N N 48 
RBX C1  H15 SING N N 49 
RBX C   H16 SING N N 50 
RBX C   H17 SING N N 51 
RBX C   H18 SING N N 52 
RBX C3  H19 SING N N 53 
RBX C3  H20 SING N N 54 
RBX N2  H21 SING N N 55 
RBX C12 H22 SING N N 56 
RBX C11 H23 SING N N 57 
# 
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 
RBX SMILES           ACDLabs              12.01 "CCN(C)S(=O)(=O)N1Cc2ccc(Cl)cc2C(C1)C(=O)Nc1cncc2ccccc21"                                                                                                                
RBX InChI            InChI                1.06  "InChI=1S/C22H23ClN4O3S/c1-3-26(2)31(29,30)27-13-16-8-9-17(23)10-19(16)20(14-27)22(28)25-21-12-24-11-15-6-4-5-7-18(15)21/h4-12,20H,3,13-14H2,1-2H3,(H,25,28)/t20-/m1/s1" 
RBX InChIKey         InChI                1.06  PKNUWHGBAIVWIT-HXUWFJFHSA-N                                                                                                                                              
RBX SMILES_CANONICAL CACTVS               3.385 "CCN(C)[S](=O)(=O)N1C[C@@H](C(=O)Nc2cncc3ccccc23)c4cc(Cl)ccc4C1"                                                                                                         
RBX SMILES           CACTVS               3.385 "CCN(C)[S](=O)(=O)N1C[CH](C(=O)Nc2cncc3ccccc23)c4cc(Cl)ccc4C1"                                                                                                           
RBX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(C)S(=O)(=O)N1Cc2ccc(cc2[C@@H](C1)C(=O)Nc3cncc4c3cccc4)Cl"                                                                                                           
RBX SMILES           "OpenEye OEToolkits" 2.0.7 "CCN(C)S(=O)(=O)N1Cc2ccc(cc2C(C1)C(=O)Nc3cncc4c3cccc4)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 
RBX "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-2-[ethyl(methyl)sulfamoyl]-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide"        
RBX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-2-[ethyl(methyl)sulfamoyl]-~{N}-isoquinolin-4-yl-3,4-dihydro-1~{H}-isoquinoline-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RBX "Create component" 2023-08-22 RCSB 
RBX "Initial release"  2023-11-08 RCSB 
# 
