data_QN9
# 
_chem_comp.id                                    QN9 
_chem_comp.name                                  "(4S)-6-chloro-4-{2-[4-(3-hydroxypropyl)piperazin-1-yl]-2-oxoethyl}-N-(isoquinolin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H31 Cl N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-18 
_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                        523.023 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QN9 
_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        7GJG 
_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 
QN9 N1  N1  N  0 1 N N N N N N -24.685 5.492  26.835 1.789  -1.945 -0.793 N1  QN9 1  
QN9 N3  N2  N  0 1 Y N N N N N -16.799 4.554  25.674 -1.415 4.295  -2.014 N3  QN9 2  
QN9 C4  C1  C  0 1 N N N N N N -25.265 6.822  27.083 2.950  -1.773 -1.679 C4  QN9 3  
QN9 C5  C2  C  0 1 N N N N N N -25.651 4.434  26.498 2.011  -2.535 0.536  C5  QN9 4  
QN9 C6  C3  C  0 1 N N N N N N -26.828 4.430  27.485 3.148  -1.772 1.224  C6  QN9 5  
QN9 C7  C4  C  0 1 N N N N N N -23.350 5.300  26.766 0.557  -1.568 -1.186 C7  QN9 6  
QN9 C8  C5  C  0 1 N N N N N N -22.696 4.470  27.847 -0.619 -1.754 -0.261 C8  QN9 7  
QN9 C10 C6  C  0 1 N N N N N N -22.354 6.714  29.042 -2.132 -2.012 -2.232 C10 QN9 8  
QN9 C13 C7  C  0 1 Y N N N N N -21.872 4.720  32.659 -5.349 -1.999 0.416  C13 QN9 9  
QN9 C15 C8  C  0 1 Y N N N N N -22.022 2.611  31.561 -3.956 -1.253 2.213  C15 QN9 10 
QN9 C17 C9  C  0 1 Y N N N N N -21.951 4.604  30.230 -3.061 -1.409 -0.008 C17 QN9 11 
QN9 C20 C10 C  0 1 Y N N N N N -18.028 4.506  26.205 -1.679 3.036  -1.698 C20 QN9 12 
QN9 C21 C11 C  0 1 Y N N N N N -16.329 5.742  25.326 -0.598 5.048  -1.316 C21 QN9 13 
QN9 C22 C12 C  0 1 Y N N N N N -17.039 6.954  25.483 0.042  4.531  -0.178 C22 QN9 14 
QN9 C24 C13 C  0 1 Y N N N N N -17.234 9.356  25.301 1.515  4.750  1.690  C24 QN9 15 
QN9 C26 C14 C  0 1 Y N N N N N -19.054 8.106  26.229 0.414  2.650  1.327  C26 QN9 16 
QN9 O3  O1  O  0 1 N N N N N N -19.439 5.345  29.205 -1.877 0.625  -2.395 O3  QN9 17 
QN9 C18 C15 C  0 1 N N N N N N -20.355 5.382  28.393 -1.719 0.231  -1.258 C18 QN9 18 
QN9 N2  N3  N  0 1 N N N N N N -20.113 5.532  27.067 -1.394 1.102  -0.282 N2  QN9 19 
QN9 C19 C16 C  0 1 Y N N N N N -18.851 5.608  26.434 -1.104 2.431  -0.600 C19 QN9 20 
QN9 C27 C17 C  0 1 Y N N N N N -18.342 6.891  26.054 -0.214 3.186  0.195  C27 QN9 21 
QN9 C25 C18 C  0 1 Y N N N N N -18.506 9.302  25.856 1.263  3.429  2.055  C25 QN9 22 
QN9 C23 C19 C  0 1 Y N N N N N -16.508 8.215  25.114 0.923  5.303  0.596  C23 QN9 23 
QN9 C9  C20 C  0 1 N N S N N N -21.832 5.271  28.857 -1.888 -1.232 -0.938 C9  QN9 24 
QN9 C16 C21 C  0 1 Y N N N N N -22.064 3.218  30.322 -2.899 -1.110 1.334  C16 QN9 25 
QN9 CL  CL1 CL 0 0 N N N N N N -21.927 0.873  31.641 -3.745 -0.876 3.894  CL  QN9 26 
QN9 C14 C22 C  0 1 Y N N N N N -21.934 3.341  32.728 -5.183 -1.698 1.752  C14 QN9 27 
QN9 C12 C23 C  0 1 Y N N N N N -21.884 5.342  31.422 -4.286 -1.857 -0.471 C12 QN9 28 
QN9 O2  O2  O  0 1 N N N N N N -21.804 6.715  31.461 -4.487 -2.169 -1.778 O2  QN9 29 
QN9 C11 C24 C  0 1 N N N N N N -21.677 7.417  30.200 -3.544 -1.681 -2.734 C11 QN9 30 
QN9 O1  O3  O  0 1 N N N N N N -22.684 5.738  25.839 0.393  -1.079 -2.283 O1  QN9 31 
QN9 C3  C25 C  0 1 N N N N N N -26.430 6.727  28.067 4.050  -1.040 -0.904 C3  QN9 32 
QN9 N   N4  N  0 1 N N N N N N -27.438 5.769  27.584 4.326  -1.759 0.347  N   QN9 33 
QN9 C2  C26 C  0 1 N N N N N N -28.047 6.209  26.317 5.490  -1.188 1.037  C2  QN9 34 
QN9 C1  C27 C  0 1 N N N N N N -29.395 6.894  26.466 6.746  -1.417 0.193  C1  QN9 35 
QN9 C   C28 C  0 1 N N N N N N -29.563 8.116  25.580 7.958  -0.822 0.911  C   QN9 36 
QN9 O   O4  O  0 1 N N N N N N -29.160 9.311  26.243 9.131  -1.036 0.123  O   QN9 37 
QN9 H1  H1  H  0 1 N N N N N N -24.491 7.481  27.502 3.315  -2.749 -1.998 H1  QN9 38 
QN9 H2  H2  H  0 1 N N N N N N -25.628 7.241  26.133 2.661  -1.184 -2.550 H2  QN9 39 
QN9 H3  H3  H  0 1 N N N N N N -26.034 4.607  25.482 1.101  -2.450 1.131  H3  QN9 40 
QN9 H4  H4  H  0 1 N N N N N N -25.145 3.458  26.538 2.286  -3.584 0.430  H4  QN9 41 
QN9 H5  H5  H  0 1 N N N N N N -27.587 3.714  27.137 2.831  -0.748 1.423  H5  QN9 42 
QN9 H6  H6  H  0 1 N N N N N N -26.464 4.126  28.478 3.399  -2.264 2.164  H6  QN9 43 
QN9 H7  H7  H  0 1 N N N N N N -23.489 3.956  28.409 -0.738 -2.813 -0.033 H7  QN9 44 
QN9 H8  H8  H  0 1 N N N N N N -22.049 3.725  27.361 -0.446 -1.201 0.662  H8  QN9 45 
QN9 H9  H9  H  0 1 N N N N N N -22.162 7.282  28.120 -1.398 -1.719 -2.982 H9  QN9 46 
QN9 H10 H10 H  0 1 N N N N N N -23.437 6.679  29.232 -2.053 -3.081 -2.038 H10 QN9 47 
QN9 H11 H11 H  0 1 N N N N N N -21.815 5.308  33.563 -6.306 -2.346 0.057  H11 QN9 48 
QN9 H12 H12 H  0 1 N N N N N N -18.413 3.534  26.478 -2.361 2.470  -2.314 H12 QN9 49 
QN9 H13 H13 H  0 1 N N N N N N -15.340 5.788  24.895 -0.417 6.069  -1.617 H13 QN9 50 
QN9 H14 H14 H  0 1 N N N N N N -16.815 10.309 25.015 2.193  5.345  2.285  H14 QN9 51 
QN9 H15 H15 H  0 1 N N N N N N -20.043 8.086  26.663 0.227  1.628  1.620  H15 QN9 52 
QN9 H16 H16 H  0 1 N N N N N N -20.914 5.596  26.472 -1.361 0.806  0.641  H16 QN9 53 
QN9 H17 H17 H  0 1 N N N N N N -19.068 10.214 25.994 1.746  3.016  2.928  H17 QN9 54 
QN9 H18 H18 H  0 1 N N N N N N -15.520 8.274  24.681 1.130  6.328  0.325  H18 QN9 55 
QN9 H19 H19 H  0 1 N N N N N N -22.184 2.622  29.429 -1.943 -0.763 1.695  H19 QN9 56 
QN9 H20 H20 H  0 1 N N N N N N -21.914 2.841  33.685 -6.010 -1.810 2.438  H20 QN9 57 
QN9 H21 H21 H  0 1 N N N N N N -20.607 7.520  29.966 -3.653 -0.602 -2.839 H21 QN9 58 
QN9 H22 H22 H  0 1 N N N N N N -22.126 8.415  30.311 -3.714 -2.164 -3.696 H22 QN9 59 
QN9 H23 H23 H  0 1 N N N N N N -26.052 6.392  29.044 4.957  -1.001 -1.508 H23 QN9 60 
QN9 H24 H24 H  0 1 N N N N N N -26.895 7.718  28.174 3.721  -0.026 -0.677 H24 QN9 61 
QN9 H26 H26 H  0 1 N N N N N N -28.180 5.325  25.676 5.339  -0.118 1.181  H26 QN9 62 
QN9 H27 H27 H  0 1 N N N N N N -27.356 6.914  25.831 5.611  -1.672 2.006  H27 QN9 63 
QN9 H28 H28 H  0 1 N N N N N N -29.511 7.207  27.514 6.897  -2.487 0.049  H28 QN9 64 
QN9 H29 H29 H  0 1 N N N N N N -30.182 6.170  26.210 6.625  -0.933 -0.777 H29 QN9 65 
QN9 H30 H30 H  0 1 N N N N N N -30.622 8.207  25.296 7.807  0.248  1.055  H30 QN9 66 
QN9 H31 H31 H  0 1 N N N N N N -28.950 7.987  24.676 8.079  -1.306 1.881  H31 QN9 67 
QN9 H32 H32 H  0 1 N N N N N N -29.279 10.052 25.661 9.940  -0.683 0.519  H32 QN9 68 
# 
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 
QN9 C23 C24 DOUB Y N 1  
QN9 C23 C22 SING Y N 2  
QN9 C24 C25 SING Y N 3  
QN9 C21 C22 DOUB Y N 4  
QN9 C21 N3  SING Y N 5  
QN9 C22 C27 SING Y N 6  
QN9 C   O   SING N N 7  
QN9 C   C1  SING N N 8  
QN9 N3  C20 DOUB Y N 9  
QN9 O1  C7  DOUB N N 10 
QN9 C25 C26 DOUB Y N 11 
QN9 C27 C26 SING Y N 12 
QN9 C27 C19 DOUB Y N 13 
QN9 C20 C19 SING Y N 14 
QN9 C2  C1  SING N N 15 
QN9 C2  N   SING N N 16 
QN9 C19 N2  SING N N 17 
QN9 C5  N1  SING N N 18 
QN9 C5  C6  SING N N 19 
QN9 C7  N1  SING N N 20 
QN9 C7  C8  SING N N 21 
QN9 N1  C4  SING N N 22 
QN9 N2  C18 SING N N 23 
QN9 C4  C3  SING N N 24 
QN9 C6  N   SING N N 25 
QN9 N   C3  SING N N 26 
QN9 C8  C9  SING N N 27 
QN9 C18 C9  SING N N 28 
QN9 C18 O3  DOUB N N 29 
QN9 C9  C10 SING N N 30 
QN9 C9  C17 SING N N 31 
QN9 C10 C11 SING N N 32 
QN9 C11 O2  SING N N 33 
QN9 C17 C16 DOUB Y N 34 
QN9 C17 C12 SING Y N 35 
QN9 C16 C15 SING Y N 36 
QN9 C12 O2  SING N N 37 
QN9 C12 C13 DOUB Y N 38 
QN9 C15 CL  SING N N 39 
QN9 C15 C14 DOUB Y N 40 
QN9 C13 C14 SING Y N 41 
QN9 C4  H1  SING N N 42 
QN9 C4  H2  SING N N 43 
QN9 C5  H3  SING N N 44 
QN9 C5  H4  SING N N 45 
QN9 C6  H5  SING N N 46 
QN9 C6  H6  SING N N 47 
QN9 C8  H7  SING N N 48 
QN9 C8  H8  SING N N 49 
QN9 C10 H9  SING N N 50 
QN9 C10 H10 SING N N 51 
QN9 C13 H11 SING N N 52 
QN9 C20 H12 SING N N 53 
QN9 C21 H13 SING N N 54 
QN9 C24 H14 SING N N 55 
QN9 C26 H15 SING N N 56 
QN9 N2  H16 SING N N 57 
QN9 C25 H17 SING N N 58 
QN9 C23 H18 SING N N 59 
QN9 C16 H19 SING N N 60 
QN9 C14 H20 SING N N 61 
QN9 C11 H21 SING N N 62 
QN9 C11 H22 SING N N 63 
QN9 C3  H23 SING N N 64 
QN9 C3  H24 SING N N 65 
QN9 C2  H26 SING N N 66 
QN9 C2  H27 SING N N 67 
QN9 C1  H28 SING N N 68 
QN9 C1  H29 SING N N 69 
QN9 C   H30 SING N N 70 
QN9 C   H31 SING N N 71 
QN9 O   H32 SING N N 72 
# 
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 
QN9 SMILES           ACDLabs              12.01 "OCCCN1CCN(CC1)C(=O)CC1(CCOc2ccc(Cl)cc21)C(=O)Nc1cncc2ccccc21"                                                                                                                                       
QN9 InChI            InChI                1.06  "InChI=1S/C28H31ClN4O4/c29-21-6-7-25-23(16-21)28(8-15-37-25,17-26(35)33-12-10-32(11-13-33)9-3-14-34)27(36)31-24-19-30-18-20-4-1-2-5-22(20)24/h1-2,4-7,16,18-19,34H,3,8-15,17H2,(H,31,36)/t28-/m0/s1" 
QN9 InChIKey         InChI                1.06  WROWCVDJFRRWBJ-NDEPHWFRSA-N                                                                                                                                                                          
QN9 SMILES_CANONICAL CACTVS               3.385 "OCCCN1CCN(CC1)C(=O)C[C@]2(CCOc3ccc(Cl)cc23)C(=O)Nc4cncc5ccccc45"                                                                                                                                    
QN9 SMILES           CACTVS               3.385 "OCCCN1CCN(CC1)C(=O)C[C]2(CCOc3ccc(Cl)cc23)C(=O)Nc4cncc5ccccc45"                                                                                                                                     
QN9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)[C@@]3(CCOc4c3cc(cc4)Cl)CC(=O)N5CCN(CC5)CCCO"                                                                                                                                 
QN9 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)C3(CCOc4c3cc(cc4)Cl)CC(=O)N5CCN(CC5)CCCO"                                                                                                                                     
# 
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 
QN9 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-6-chloro-4-{2-[4-(3-hydroxypropyl)piperazin-1-yl]-2-oxoethyl}-N-(isoquinolin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide"           
QN9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-6-chloranyl-~{N}-isoquinolin-4-yl-4-[2-oxidanylidene-2-[4-(3-oxidanylpropyl)piperazin-1-yl]ethyl]-2,3-dihydrochromene-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 
QN9 "Create component" 2023-08-18 RCSB 
QN9 "Initial release"  2023-11-08 RCSB 
# 
