data_QUQ
# 
_chem_comp.id                                    QUQ 
_chem_comp.name                                  "(4S)-2-acetyl-6-chloro-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H18 Cl N3 O2" 
_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                        379.840 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QUQ 
_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        7GK8 
_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 
QUQ N1  N1  N  0 1 N N N N N N -20.079 5.066  26.674 -0.847 -0.046 -0.397 N1  QUQ 1  
QUQ C4  C1  C  0 1 N N N N N N -20.408 5.058  27.985 0.180  -0.843 -0.753 C4  QUQ 2  
QUQ C5  C2  C  0 1 Y N N N N N -18.785 5.148  26.120 -1.997 -0.600 0.168  C5  QUQ 3  
QUQ C6  C3  C  0 1 Y N N N N N -17.933 4.050  25.972 -1.917 -1.699 0.997  C6  QUQ 4  
QUQ C7  C4  C  0 1 Y N N N N N -16.148 5.312  25.326 -4.208 -1.772 1.335  C7  QUQ 5  
QUQ C8  C5  C  0 1 Y N N N N N -16.881 6.518  25.416 -4.402 -0.652 0.511  C8  QUQ 6  
QUQ C10 C6  C  0 1 Y N N N N N -17.061 8.926  25.278 -5.808 0.971  -0.538 C10 QUQ 7  
QUQ C13 C7  C  0 1 Y N N N N N -18.245 6.439  25.819 -3.270 -0.045 -0.091 C13 QUQ 8  
QUQ C15 C8  C  0 1 Y N N N N N -22.249 3.013  29.802 1.420  2.035  -0.508 C15 QUQ 9  
QUQ C17 C9  C  0 1 Y N N N N N -22.516 3.295  32.180 3.052  2.766  1.079  C17 QUQ 10 
QUQ C20 C10 C  0 1 N N N N N N -22.536 6.733  30.606 3.837  -0.805 0.190  C20 QUQ 11 
QUQ CL  CL1 CL 0 0 N N N N N N -22.408 0.757  31.279 1.178  4.586  0.363  CL  QUQ 12 
QUQ C16 C11 C  0 1 Y N N N N N -22.409 2.486  31.072 1.934  3.024  0.307  C16 QUQ 13 
QUQ C18 C12 C  0 1 Y N N N N N -22.494 4.667  32.013 3.649  1.524  1.025  C18 QUQ 14 
QUQ C19 C13 C  0 1 Y N N N N N -22.356 5.237  30.747 3.129  0.527  0.211  C19 QUQ 15 
QUQ N   N2  N  0 1 N N N N N N -22.102 7.257  29.302 3.004  -1.795 -0.504 N   QUQ 16 
QUQ C1  C14 C  0 1 N N N N N N -21.502 8.465  29.100 2.834  -3.037 -0.009 C1  QUQ 17 
QUQ O   O1  O  0 1 N N N N N N -21.397 8.923  27.976 2.141  -3.836 -0.602 O   QUQ 18 
QUQ C   C15 C  0 1 N N N N N N -20.956 9.207  30.294 3.505  -3.433 1.281  C   QUQ 19 
QUQ C14 C16 C  0 1 Y N N N N N -22.193 4.398  29.634 2.013  0.780  -0.556 C14 QUQ 20 
QUQ C3  C17 C  0 1 N N S N N N -21.910 5.007  28.274 1.383  -0.257 -1.448 C3  QUQ 21 
QUQ C2  C18 C  0 1 N N N N N N -22.522 6.406  28.184 2.373  -1.376 -1.766 C2  QUQ 22 
QUQ O1  O2  O  0 1 N N N N N N -19.569 5.104  28.885 0.137  -2.031 -0.515 O1  QUQ 23 
QUQ C12 C19 C  0 1 Y N N N N N -18.979 7.648  25.931 -3.441 1.075  -0.916 C12 QUQ 24 
QUQ C11 C20 C  0 1 Y N N N N N -18.391 8.855  25.672 -4.694 1.566  -1.128 C11 QUQ 25 
QUQ C9  C21 C  0 1 Y N N N N N -16.314 7.789  25.145 -5.678 -0.121 0.265  C9  QUQ 26 
QUQ N2  N3  N  0 1 Y N N N N N -16.648 4.114  25.593 -2.998 -2.238 1.542  N2  QUQ 27 
QUQ H1  H1  H  0 1 N N N N N N -20.838 5.007  26.025 -0.785 0.913  -0.529 H1  QUQ 28 
QUQ H2  H2  H  0 1 N N N N N N -18.342 3.072  26.179 -0.950 -2.132 1.207  H2  QUQ 29 
QUQ H3  H3  H  0 1 N N N N N N -15.114 5.371  25.020 -5.056 -2.249 1.804  H3  QUQ 30 
QUQ H4  H4  H  0 1 N N N N N N -16.613 9.888  25.075 -6.790 1.380  -0.723 H4  QUQ 31 
QUQ H5  H5  H  0 1 N N N N N N -22.168 2.358  28.947 0.547  2.238  -1.111 H5  QUQ 32 
QUQ H6  H6  H  0 1 N N N N N N -22.616 2.864  33.165 3.456  3.534  1.722  H6  QUQ 33 
QUQ H7  H7  H  0 1 N N N N N N -21.950 7.230  31.393 4.786  -0.702 -0.336 H7  QUQ 34 
QUQ H8  H8  H  0 1 N N N N N N -23.602 6.969  30.739 4.023  -1.133 1.212  H8  QUQ 35 
QUQ H9  H9  H  0 1 N N N N N N -22.585 5.309  32.877 4.524  1.322  1.626  H9  QUQ 36 
QUQ H10 H10 H  0 1 N N N N N N -20.494 10.148 29.962 2.845  -3.206 2.118  H10 QUQ 37 
QUQ H11 H11 H  0 1 N N N N N N -21.775 9.428  30.994 3.719  -4.502 1.266  H11 QUQ 38 
QUQ H12 H12 H  0 1 N N N N N N -20.201 8.586  30.798 4.436  -2.878 1.391  H12 QUQ 39 
QUQ H13 H13 H  0 1 N N N N N N -22.384 4.376  27.508 1.065  0.215  -2.377 H13 QUQ 40 
QUQ H14 H14 H  0 1 N N N N N N -22.203 6.874  27.241 3.134  -1.009 -2.455 H14 QUQ 41 
QUQ H15 H15 H  0 1 N N N N N N -23.618 6.317  28.197 1.846  -2.219 -2.213 H15 QUQ 42 
QUQ H16 H16 H  0 1 N N N N N N -20.018 7.614  26.225 -2.587 1.545  -1.380 H16 QUQ 43 
QUQ H17 H17 H  0 1 N N N N N N -18.967 9.763  25.775 -4.827 2.429  -1.764 H17 QUQ 44 
QUQ H18 H18 H  0 1 N N N N N N -15.283 7.859  24.831 -6.550 -0.572 0.716  H18 QUQ 45 
# 
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 
QUQ C9  C10 DOUB Y N 1  
QUQ C9  C8  SING Y N 2  
QUQ C10 C11 SING Y N 3  
QUQ C7  C8  DOUB Y N 4  
QUQ C7  N2  SING Y N 5  
QUQ C8  C13 SING Y N 6  
QUQ N2  C6  DOUB Y N 7  
QUQ C11 C12 DOUB Y N 8  
QUQ C13 C12 SING Y N 9  
QUQ C13 C5  DOUB Y N 10 
QUQ C6  C5  SING Y N 11 
QUQ C5  N1  SING N N 12 
QUQ N1  C4  SING N N 13 
QUQ O   C1  DOUB N N 14 
QUQ C4  C3  SING N N 15 
QUQ C4  O1  DOUB N N 16 
QUQ C2  C3  SING N N 17 
QUQ C2  N   SING N N 18 
QUQ C3  C14 SING N N 19 
QUQ C1  N   SING N N 20 
QUQ C1  C   SING N N 21 
QUQ N   C20 SING N N 22 
QUQ C14 C15 DOUB Y N 23 
QUQ C14 C19 SING Y N 24 
QUQ C15 C16 SING Y N 25 
QUQ C20 C19 SING N N 26 
QUQ C19 C18 DOUB Y N 27 
QUQ C16 CL  SING N N 28 
QUQ C16 C17 DOUB Y N 29 
QUQ C18 C17 SING Y N 30 
QUQ N1  H1  SING N N 31 
QUQ C6  H2  SING N N 32 
QUQ C7  H3  SING N N 33 
QUQ C10 H4  SING N N 34 
QUQ C15 H5  SING N N 35 
QUQ C17 H6  SING N N 36 
QUQ C20 H7  SING N N 37 
QUQ C20 H8  SING N N 38 
QUQ C18 H9  SING N N 39 
QUQ C   H10 SING N N 40 
QUQ C   H11 SING N N 41 
QUQ C   H12 SING N N 42 
QUQ C3  H13 SING N N 43 
QUQ C2  H14 SING N N 44 
QUQ C2  H15 SING N N 45 
QUQ C12 H16 SING N N 46 
QUQ C11 H17 SING N N 47 
QUQ C9  H18 SING N N 48 
# 
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 
QUQ SMILES           ACDLabs              12.01 "CC(=O)N1Cc2ccc(Cl)cc2C(C1)C(=O)Nc1cncc2ccccc21"                                                                                                        
QUQ InChI            InChI                1.06  "InChI=1S/C21H18ClN3O2/c1-13(26)25-11-15-6-7-16(22)8-18(15)19(12-25)21(27)24-20-10-23-9-14-4-2-3-5-17(14)20/h2-10,19H,11-12H2,1H3,(H,24,27)/t19-/m1/s1" 
QUQ InChIKey         InChI                1.06  VTQUGRCHBZGAGI-LJQANCHMSA-N                                                                                                                             
QUQ SMILES_CANONICAL CACTVS               3.385 "CC(=O)N1C[C@@H](C(=O)Nc2cncc3ccccc23)c4cc(Cl)ccc4C1"                                                                                                   
QUQ SMILES           CACTVS               3.385 "CC(=O)N1C[CH](C(=O)Nc2cncc3ccccc23)c4cc(Cl)ccc4C1"                                                                                                     
QUQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)N1Cc2ccc(cc2[C@@H](C1)C(=O)Nc3cncc4c3cccc4)Cl"                                                                                                   
QUQ SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=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 
QUQ "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-2-acetyl-6-chloro-N-(isoquinolin-4-yl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide"          
QUQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-2-ethanoyl-~{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 
QUQ "Create component" 2023-08-21 RCSB 
QUQ "Initial release"  2023-11-08 RCSB 
# 
