data_R5H
# 
_chem_comp.id                                    R5H 
_chem_comp.name                                  "(4S)-6-chloro-N-(isoquinolin-4-yl)-2-(3-methoxyazetidine-1-sulfonyl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H23 Cl N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-21 
_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                        486.971 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R5H 
_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        7GL4 
_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 
R5H N1  N1  N  0 1 N N N N N N -22.268 6.759  29.740 -1.853 -0.723 -0.214 N1  R5H 1  
R5H N3  N2  N  0 1 Y N N N N N -16.758 3.604  26.006 2.916  2.526  2.266  N3  R5H 2  
R5H C4  C1  C  0 1 N N N N N N -22.652 5.891  28.612 -1.049 -0.536 -1.433 C4  R5H 3  
R5H C5  C2  C  0 1 N N S N N N -21.985 4.522  28.700 0.342  -1.111 -1.171 C5  R5H 4  
R5H C6  C3  C  0 1 N N N N N N -20.475 4.562  28.449 1.090  -0.192 -0.239 C6  R5H 5  
R5H C7  C4  C  0 1 Y N N N N N -18.827 4.741  26.587 2.639  1.574  0.124  C7  R5H 6  
R5H C8  C5  C  0 1 Y N N N N N -18.016 3.610  26.469 2.240  1.749  1.433  C8  R5H 7  
R5H C10 C6  C  0 1 Y N N N N N -16.924 6.001  25.699 4.492  3.069  0.602  C10 R5H 8  
R5H C13 C7  C  0 1 Y N N N N N -18.374 8.386  25.822 5.397  2.800  -2.005 C13 R5H 9  
R5H C15 C8  C  0 1 Y N N N N N -18.270 5.990  26.167 3.797  2.246  -0.322 C15 R5H 10 
R5H C17 C9  C  0 1 Y N N N N N -22.214 2.515  30.218 1.364  -3.302 -0.631 C17 R5H 11 
R5H C20 C10 C  0 1 Y N N N N N -22.657 4.131  32.419 -0.897 -4.201 0.655  C20 R5H 12 
R5H C21 C11 C  0 1 Y N N N N N -22.494 4.722  31.167 -0.884 -2.933 0.092  C21 R5H 13 
R5H C22 C12 C  0 1 N N N N N N -22.532 6.236  31.087 -2.137 -2.101 0.202  C22 R5H 14 
R5H CL  CL1 CL 0 0 N N N N N N -22.179 0.252  31.684 2.751  -5.582 -0.182 CL  R5H 15 
R5H C18 C13 C  0 1 Y N N N N N -22.351 1.972  31.480 1.349  -4.564 -0.072 C18 R5H 16 
R5H C19 C14 C  0 1 Y N N N N N -22.568 2.762  32.583 0.214  -5.015 0.577  C19 R5H 17 
R5H S   S1  S  0 1 N N N N N N -21.753 8.228  29.369 -2.408 0.571  0.658  S   R5H 18 
R5H O1  O1  O  0 1 N N N N N N -22.556 9.160  30.079 -2.643 0.096  1.976  O1  R5H 19 
R5H O2  O2  O  0 1 N N N N N N -21.643 8.294  27.952 -1.537 1.655  0.366  O2  R5H 20 
R5H N   N3  N  0 1 N N N N N N -20.290 8.293  30.004 -3.888 0.981  0.038  N   R5H 21 
R5H C2  C15 C  0 1 N N N N N N -19.689 9.119  31.085 -5.291 0.677  0.358  C2  R5H 22 
R5H C3  C16 C  0 1 N N N N N N -18.989 7.620  29.739 -4.378 1.814  -1.070 C3  R5H 23 
R5H C1  C17 C  0 1 N N N N N N -18.319 8.793  30.469 -5.670 2.024  -0.273 C1  R5H 24 
R5H O   O3  O  0 1 N N N N N N -17.917 9.710  29.454 -6.859 1.989  -1.065 O   R5H 25 
R5H C   C18 C  0 1 N N N N N N -16.597 9.497  28.987 -7.919 2.801  -0.558 C   R5H 26 
R5H C16 C19 C  0 1 Y N N N N N -22.254 3.900  30.055 0.248  -2.479 -0.548 C16 R5H 27 
R5H O3  O4  O  0 1 N N N N N N -19.657 4.418  29.358 0.951  -0.301 0.961  O3  R5H 28 
R5H N2  N4  N  0 1 N N N N N N -20.121 4.725  27.149 1.913  0.750  -0.740 N2  R5H 29 
R5H C14 C20 C  0 1 Y N N N N N -18.975 7.219  26.200 4.272  2.125  -1.634 C14 R5H 30 
R5H C12 C21 C  0 1 Y N N N N N -17.053 8.395  25.393 6.081  3.608  -1.100 C12 R5H 31 
R5H C11 C22 C  0 1 Y N N N N N -16.337 7.235  25.322 5.647  3.749  0.184  C11 R5H 32 
R5H C9  C23 C  0 1 Y N N N N N -16.234 4.766  25.642 3.999  3.177  1.913  C9  R5H 33 
R5H H1  H1  H  0 1 N N N N N N -22.350 6.375  27.671 -1.515 -1.064 -2.266 H1  R5H 34 
R5H H2  H2  H  0 1 N N N N N N -23.744 5.757  28.621 -0.972 0.526  -1.665 H2  R5H 35 
R5H H3  H3  H  0 1 N N N N N N -22.437 3.876  27.933 0.884  -1.183 -2.114 H3  R5H 36 
R5H H4  H4  H  0 1 N N N N N N -18.436 2.664  26.776 1.356  1.240  1.787  H4  R5H 37 
R5H H5  H5  H  0 1 N N N N N N -18.931 9.310  25.857 5.763  2.706  -3.017 H5  R5H 38 
R5H H6  H6  H  0 1 N N N N N N -22.077 1.871  29.362 2.252  -2.951 -1.137 H6  R5H 39 
R5H H7  H7  H  0 1 N N N N N N -22.857 4.755  33.277 -1.785 -4.553 1.160  H7  R5H 40 
R5H H8  H8  H  0 1 N N N N N N -21.772 6.640  31.772 -2.485 -2.104 1.235  H8  R5H 41 
R5H H9  H9  H  0 1 N N N N N N -23.529 6.576  31.403 -2.909 -2.522 -0.442 H9  R5H 42 
R5H H10 H10 H  0 1 N N N N N N -22.667 2.320  33.563 0.197  -6.000 1.020  H10 R5H 43 
R5H H11 H11 H  0 1 N N N N N N -19.964 10.184 31.057 -5.683 -0.183 -0.185 H11 R5H 44 
R5H H12 H12 H  0 1 N N N N N N -19.841 8.727  32.102 -5.491 0.627  1.428  H12 R5H 45 
R5H H13 H13 H  0 1 N N N N N N -18.868 6.643  30.230 -3.803 2.730  -1.212 H13 R5H 46 
R5H H14 H14 H  0 1 N N N N N N -18.726 7.530  28.675 -4.525 1.261  -1.998 H14 R5H 47 
R5H H15 H15 H  0 1 N N N N N N -17.550 8.498  31.198 -5.636 2.864  0.420  H15 R5H 48 
R5H H16 H16 H  0 1 N N N N N N -16.358 10.238 28.210 -7.593 3.840  -0.514 H16 R5H 49 
R5H H17 H17 H  0 1 N N N N N N -15.891 9.603  29.824 -8.785 2.720  -1.214 H17 R5H 50 
R5H H18 H18 H  0 1 N N N N N N -16.516 8.484  28.565 -8.189 2.463  0.443  H18 R5H 51 
R5H H19 H19 H  0 1 N N N N N N -20.876 4.850  26.505 2.002  0.856  -1.700 H19 R5H 52 
R5H H20 H20 H  0 1 N N N N N N -20.004 7.233  26.529 3.751  1.502  -2.346 H20 R5H 53 
R5H H21 H21 H  0 1 N N N N N N -16.588 9.329  25.113 6.969  4.131  -1.420 H21 R5H 54 
R5H H22 H22 H  0 1 N N N N N N -15.314 7.258  24.976 6.188  4.379  0.874  H22 R5H 55 
R5H H23 H23 H  0 1 N N N N N N -15.217 4.771  25.279 4.513  3.798  2.632  H23 R5H 56 
# 
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 
R5H C11 C12 DOUB Y N 1  
R5H C11 C10 SING Y N 2  
R5H C12 C13 SING Y N 3  
R5H C9  C10 DOUB Y N 4  
R5H C9  N3  SING Y N 5  
R5H C10 C15 SING Y N 6  
R5H C13 C14 DOUB Y N 7  
R5H N3  C8  DOUB Y N 8  
R5H C15 C14 SING Y N 9  
R5H C15 C7  DOUB Y N 10 
R5H C8  C7  SING Y N 11 
R5H C7  N2  SING N N 12 
R5H N2  C6  SING N N 13 
R5H O2  S   DOUB N N 14 
R5H C6  C5  SING N N 15 
R5H C6  O3  DOUB N N 16 
R5H C4  C5  SING N N 17 
R5H C4  N1  SING N N 18 
R5H C5  C16 SING N N 19 
R5H C   O   SING N N 20 
R5H S   N1  SING N N 21 
R5H S   N   SING N N 22 
R5H S   O1  DOUB N N 23 
R5H O   C1  SING N N 24 
R5H C3  N   SING N N 25 
R5H C3  C1  SING N N 26 
R5H N1  C22 SING N N 27 
R5H N   C2  SING N N 28 
R5H C16 C17 DOUB Y N 29 
R5H C16 C21 SING Y N 30 
R5H C17 C18 SING Y N 31 
R5H C1  C2  SING N N 32 
R5H C22 C21 SING N N 33 
R5H C21 C20 DOUB Y N 34 
R5H C18 CL  SING N N 35 
R5H C18 C19 DOUB Y N 36 
R5H C20 C19 SING Y N 37 
R5H C4  H1  SING N N 38 
R5H C4  H2  SING N N 39 
R5H C5  H3  SING N N 40 
R5H C8  H4  SING N N 41 
R5H C13 H5  SING N N 42 
R5H C17 H6  SING N N 43 
R5H C20 H7  SING N N 44 
R5H C22 H8  SING N N 45 
R5H C22 H9  SING N N 46 
R5H C19 H10 SING N N 47 
R5H C2  H11 SING N N 48 
R5H C2  H12 SING N N 49 
R5H C3  H13 SING N N 50 
R5H C3  H14 SING N N 51 
R5H C1  H15 SING N N 52 
R5H C   H16 SING N N 53 
R5H C   H17 SING N N 54 
R5H C   H18 SING N N 55 
R5H N2  H19 SING N N 56 
R5H C14 H20 SING N N 57 
R5H C12 H21 SING N N 58 
R5H C11 H22 SING N N 59 
R5H C9  H23 SING N N 60 
# 
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 
R5H SMILES           ACDLabs              12.01 "COC1CN(C1)S(=O)(=O)N1Cc2ccc(Cl)cc2C(C1)C(=O)Nc1cncc2ccccc21"                                                                                                                    
R5H InChI            InChI                1.06  "InChI=1S/C23H23ClN4O4S/c1-32-18-12-28(13-18)33(30,31)27-11-16-6-7-17(24)8-20(16)21(14-27)23(29)26-22-10-25-9-15-4-2-3-5-19(15)22/h2-10,18,21H,11-14H2,1H3,(H,26,29)/t21-/m1/s1" 
R5H InChIKey         InChI                1.06  BOBUOSCSQDEHLU-OAQYLSRUSA-N                                                                                                                                                      
R5H SMILES_CANONICAL CACTVS               3.385 "COC1CN(C1)[S](=O)(=O)N2C[C@@H](C(=O)Nc3cncc4ccccc34)c5cc(Cl)ccc5C2"                                                                                                             
R5H SMILES           CACTVS               3.385 "COC1CN(C1)[S](=O)(=O)N2C[CH](C(=O)Nc3cncc4ccccc34)c5cc(Cl)ccc5C2"                                                                                                               
R5H SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC1CN(C1)S(=O)(=O)N2Cc3ccc(cc3[C@@H](C2)C(=O)Nc4cncc5c4cccc5)Cl"                                                                                                               
R5H SMILES           "OpenEye OEToolkits" 2.0.7 "COC1CN(C1)S(=O)(=O)N2Cc3ccc(cc3C(C2)C(=O)Nc4cncc5c4cccc5)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 
R5H "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-N-(isoquinolin-4-yl)-2-(3-methoxyazetidine-1-sulfonyl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide"         
R5H "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-~{N}-isoquinolin-4-yl-2-(3-methoxyazetidin-1-yl)sulfonyl-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 
R5H "Create component" 2023-08-21 RCSB 
R5H "Initial release"  2023-11-08 RCSB 
# 
