data_QHU
# 
_chem_comp.id                                    QHU 
_chem_comp.name                                  "(4R)-6,7-dichloro-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                               "C19 H14 Cl2 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-18 
_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                        373.233 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     QHU 
_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        7GIN 
_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 
QHU N1  N1  N  0 1 Y N N N N N -16.496 4.535  25.602 3.420  0.438  -2.420 N1  QHU 1  
QHU C4  C1  C  0 1 N N N N N N -22.621 6.685  27.617 -1.133 -3.342 0.002  C4  QHU 2  
QHU C5  C2  C  0 1 N N R N N N -21.959 5.322  27.876 -0.705 -1.968 0.523  C5  QHU 3  
QHU C6  C3  C  0 1 N N N N N N -20.439 5.401  27.709 0.503  -1.495 -0.243 C6  QHU 4  
QHU C7  C4  C  0 1 Y N N N N N -18.694 5.487  25.962 2.527  -0.252 -0.347 C7  QHU 5  
QHU C8  C5  C  0 1 Y N N N N N -17.797 4.423  25.895 2.424  -0.072 -1.711 C8  QHU 6  
QHU C10 C6  C  0 1 Y N N N N N -16.809 6.926  25.368 4.772  0.663  -0.504 C10 QHU 7  
QHU C13 C7  C  0 1 Y N N N N N -18.424 9.205  25.493 5.102  0.351  2.231  C13 QHU 8  
QHU C15 C8  C  0 1 Y N N N N N -18.189 6.797  25.681 3.730  0.121  0.292  C15 QHU 9  
QHU C17 C9  C  0 1 Y N N N N N -22.342 3.528  29.626 -1.547 0.371  0.393  C17 QHU 10 
QHU CL1 CL1 CL 0 0 N N N N N N -22.638 1.443  31.293 -2.189 2.999  0.299  CL1 QHU 11 
QHU C18 C10 C  0 1 Y N N N N N -22.639 3.135  30.916 -2.555 1.303  0.234  C18 QHU 12 
QHU C   C11 C  0 1 Y N N N N N -22.897 4.088  31.892 -3.858 0.883  0.024  C   QHU 13 
QHU CL  CL2 CL 0 0 N N N N N N -23.293 3.623  33.520 -5.127 2.051  -0.174 CL  QHU 14 
QHU C16 C12 C  0 1 Y N N N N N -22.293 4.876  29.285 -1.832 -0.983 0.341  C16 QHU 15 
QHU C2  C13 C  0 1 Y N N N N N -22.576 5.818  30.282 -3.132 -1.406 0.127  C2  QHU 16 
QHU C1  C14 C  0 1 Y N N N N N -22.862 5.433  31.579 -4.146 -0.467 -0.030 C1  QHU 17 
QHU C3  C15 C  0 1 N N N N N N -22.271 7.644  28.729 -2.516 -3.668 0.579  C3  QHU 18 
QHU O   O1  O  0 1 N N N N N N -22.676 7.169  30.039 -3.454 -2.724 0.060  O   QHU 19 
QHU O1  O2  O  0 1 N N N N N N -19.674 5.525  28.668 0.610  -1.748 -1.424 O1  QHU 20 
QHU N   N2  N  0 1 N N N N N N -20.014 5.352  26.431 1.466  -0.791 0.384  N   QHU 21 
QHU C14 C16 C  0 1 Y N N N N N -18.977 7.977  25.733 3.919  -0.027 1.672  C14 QHU 22 
QHU C12 C17 C  0 1 Y N N N N N -17.073 9.325  25.186 6.127  0.883  1.451  C12 QHU 23 
QHU C11 C18 C  0 1 Y N N N N N -16.275 8.217  25.123 5.977  1.041  0.107  C11 QHU 24 
QHU C9  C19 C  0 1 Y N N N N N -16.028 5.748  25.346 4.561  0.804  -1.885 C9  QHU 25 
QHU H1  H1  H  0 1 N N N N N N -22.261 7.089  26.659 -1.184 -3.323 -1.087 H1  QHU 26 
QHU H2  H2  H  0 1 N N N N N N -23.713 6.558  27.574 -0.414 -4.097 0.322  H2  QHU 27 
QHU H3  H3  H  0 1 N N N N N N -22.360 4.589  27.160 -0.456 -2.043 1.582  H3  QHU 28 
QHU H4  H4  H  0 1 N N N N N N -18.180 3.433  26.095 1.510  -0.353 -2.212 H4  QHU 29 
QHU H5  H5  H  0 1 N N N N N N -19.042 10.089 25.542 5.248  0.236  3.295  H5  QHU 30 
QHU H6  H6  H  0 1 N N N N N N -22.145 2.780  28.872 -0.532 0.701  0.558  H6  QHU 31 
QHU H7  H7  H  0 1 N N N N N N -23.056 6.176  32.339 -5.162 -0.794 -0.195 H7  QHU 32 
QHU H8  H8  H  0 1 N N N N N N -21.181 7.793  28.732 -2.809 -4.676 0.286  H8  QHU 33 
QHU H9  H9  H  0 1 N N N N N N -22.772 8.604  28.534 -2.487 -3.595 1.666  H9  QHU 34 
QHU H10 H10 H  0 1 N N N N N N -20.717 5.203  25.736 1.422  -0.658 1.344  H10 QHU 35 
QHU H11 H11 H  0 1 N N N N N N -20.029 7.904  25.966 3.133  -0.439 2.288  H11 QHU 36 
QHU H12 H12 H  0 1 N N N N N N -16.651 10.301 24.996 7.055  1.175  1.920  H12 QHU 37 
QHU H13 H13 H  0 1 N N N N N N -15.227 8.326  24.884 6.781  1.455  -0.485 H13 QHU 38 
QHU H14 H14 H  0 1 N N N N N N -14.980 5.843  25.104 5.341  1.214  -2.510 H14 QHU 39 
# 
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 
QHU C11 C12 DOUB Y N 1  
QHU C11 C10 SING Y N 2  
QHU C12 C13 SING Y N 3  
QHU C9  C10 DOUB Y N 4  
QHU C9  N1  SING Y N 5  
QHU C10 C15 SING Y N 6  
QHU C13 C14 DOUB Y N 7  
QHU N1  C8  DOUB Y N 8  
QHU C15 C14 SING Y N 9  
QHU C15 C7  DOUB Y N 10 
QHU C8  C7  SING Y N 11 
QHU C7  N   SING N N 12 
QHU N   C6  SING N N 13 
QHU C4  C5  SING N N 14 
QHU C4  C3  SING N N 15 
QHU C6  C5  SING N N 16 
QHU C6  O1  DOUB N N 17 
QHU C5  C16 SING N N 18 
QHU C3  O   SING N N 19 
QHU C16 C17 DOUB Y N 20 
QHU C16 C2  SING Y N 21 
QHU C17 C18 SING Y N 22 
QHU O   C2  SING N N 23 
QHU C2  C1  DOUB Y N 24 
QHU C18 CL1 SING N N 25 
QHU C18 C   DOUB Y N 26 
QHU C1  C   SING Y N 27 
QHU C   CL  SING N N 28 
QHU C4  H1  SING N N 29 
QHU C4  H2  SING N N 30 
QHU C5  H3  SING N N 31 
QHU C8  H4  SING N N 32 
QHU C13 H5  SING N N 33 
QHU C17 H6  SING N N 34 
QHU C1  H7  SING N N 35 
QHU C3  H8  SING N N 36 
QHU C3  H9  SING N N 37 
QHU N   H10 SING N N 38 
QHU C14 H11 SING N N 39 
QHU C12 H12 SING N N 40 
QHU C11 H13 SING N N 41 
QHU C9  H14 SING N N 42 
# 
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 
QHU SMILES           ACDLabs              12.01 "Clc1cc2c(cc1Cl)OCCC2C(=O)Nc1cncc2ccccc21"                                                                                                       
QHU InChI            InChI                1.06  "InChI=1S/C19H14Cl2N2O2/c20-15-7-14-13(5-6-25-18(14)8-16(15)21)19(24)23-17-10-22-9-11-3-1-2-4-12(11)17/h1-4,7-10,13H,5-6H2,(H,23,24)/t13-/m1/s1" 
QHU InChIKey         InChI                1.06  ATZNGVMHQNZVPP-CYBMUJFWSA-N                                                                                                                      
QHU SMILES_CANONICAL CACTVS               3.385 "Clc1cc2OCC[C@@H](C(=O)Nc3cncc4ccccc34)c2cc1Cl"                                                                                                  
QHU SMILES           CACTVS               3.385 "Clc1cc2OCC[CH](C(=O)Nc3cncc4ccccc34)c2cc1Cl"                                                                                                    
QHU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)[C@@H]3CCOc4c3cc(c(c4)Cl)Cl"                                                                                              
QHU SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cncc2NC(=O)C3CCOc4c3cc(c(c4)Cl)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 
QHU "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-6,7-dichloro-N-(isoquinolin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide"          
QHU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R})-6,7-bis(chloranyl)-~{N}-isoquinolin-4-yl-3,4-dihydro-2~{H}-chromene-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 
QHU "Create component" 2023-08-18 RCSB 
QHU "Initial release"  2023-11-08 RCSB 
# 
