data_OSI
# 
_chem_comp.id                                    OSI 
_chem_comp.name                                  "(4R)-6-chloro-N-(isoquinolin-4-yl)-4-methyl-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H17 Cl N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-17 
_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                        352.814 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OSI 
_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        7GGA 
_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 
OSI N1  N1  N  0 1 Y N N N N N 6.658  0.272  17.535 -3.321 -1.832 1.728  N1  OSI 1  
OSI C4  C1  C  0 1 Y N N N N N 11.553 0.540  23.635 3.355  -0.703 0.445  C4  OSI 2  
OSI C5  C2  C  0 1 Y N N N N N 12.912 0.799  23.612 4.101  0.185  1.214  C5  OSI 3  
OSI C6  C3  C  0 1 Y N N N N N 13.708 0.139  22.697 3.813  1.535  1.191  C6  OSI 4  
OSI C7  C4  C  0 1 Y N N N N N 13.135 -0.775 21.840 2.780  2.008  0.401  C7  OSI 5  
OSI C8  C5  C  0 1 Y N N N N N 11.779 -1.035 21.844 2.037  1.128  -0.363 C8  OSI 6  
OSI C10 C6  C  0 1 N N N N N N 8.886  0.062  21.518 0.162  -1.391 -0.506 C10 OSI 7  
OSI C13 C7  C  0 1 Y N N N N N 5.605  1.018  17.837 -4.379 -1.113 1.436  C13 OSI 8  
OSI C15 C8  C  0 1 Y N N N N N 3.942  1.933  19.450 -5.388 0.748  0.190  C15 OSI 9  
OSI C17 C9  C  0 1 Y N N N N N 4.226  1.499  21.782 -3.996 2.043  -1.273 C17 OSI 10 
OSI O1  O1  O  0 1 N N N N N N 9.406  1.064  21.053 -0.166 -2.515 -0.189 O1  OSI 11 
OSI C1  C10 C  0 1 N N R N N N 9.451  -0.614 22.781 1.486  -1.157 -1.187 C1  OSI 12 
OSI C9  C11 C  0 1 Y N N N N N 10.960 -0.368 22.754 2.323  -0.227 -0.345 C9  OSI 13 
OSI CL  CL1 CL 0 0 N N N N N N 14.163 -1.707 20.797 2.415  3.704  0.373  CL  OSI 14 
OSI O   O2  O  0 1 N N N N N N 10.833 1.222  24.579 3.671  -2.023 0.491  O   OSI 15 
OSI C3  C12 C  0 1 N N N N N N 9.709  0.475  25.075 2.702  -2.959 0.017  C3  OSI 16 
OSI C2  C13 C  0 1 N N N N N N 8.745  0.097  23.967 2.213  -2.491 -1.360 C2  OSI 17 
OSI C   C14 C  0 1 N N N N N N 9.210  -2.135 22.855 1.247  -0.525 -2.560 C   OSI 18 
OSI N   N2  N  0 1 N N N N N N 7.912  -0.568 20.860 -0.657 -0.352 -0.249 N   OSI 19 
OSI C11 C15 C  0 1 Y N N N N N 6.983  -0.185 19.894 -1.922 -0.579 0.298  C11 OSI 20 
OSI C19 C16 C  0 1 Y N N N N N 5.875  0.648  20.222 -3.020 0.234  -0.060 C19 OSI 21 
OSI C18 C17 C  0 1 Y N N N N N 5.388  0.823  21.545 -2.900 1.293  -0.967 C18 OSI 22 
OSI C16 C18 C  0 1 Y N N N N N 3.500  2.044  20.737 -5.235 1.771  -0.696 C16 OSI 23 
OSI C14 C19 C  0 1 Y N N N N N 5.140  1.235  19.156 -4.280 -0.046 0.529  C14 OSI 24 
OSI C12 C20 C  0 1 Y N N N N N 7.297  -0.332 18.544 -2.128 -1.602 1.199  C12 OSI 25 
OSI H1  H1  H  0 1 N N N N N N 13.345 1.509  24.301 4.906  -0.183 1.832  H1  OSI 26 
OSI H2  H2  H  0 1 N N N N N N 14.769 0.337  22.654 4.394  2.221  1.789  H2  OSI 27 
OSI H3  H3  H  0 1 N N N N N N 11.357 -1.747 21.150 1.230  1.498  -0.978 H3  OSI 28 
OSI H4  H4  H  0 1 N N N N N N 5.069  1.489  17.027 -5.330 -1.343 1.895  H4  OSI 29 
OSI H5  H5  H  0 1 N N N N N N 3.374  2.381  18.649 -6.354 0.549  0.630  H5  OSI 30 
OSI H6  H6  H  0 1 N N N N N N 3.869  1.610  22.795 -3.904 2.861  -1.972 H6  OSI 31 
OSI H7  H7  H  0 1 N N N N N N 9.175  1.087  25.817 3.156  -3.946 -0.071 H7  OSI 32 
OSI H8  H8  H  0 1 N N N N N N 10.077 -0.444 25.555 1.862  -3.001 0.710  H8  OSI 33 
OSI H9  H9  H  0 1 N N N N N N 8.262  1.012  23.593 1.529  -3.230 -1.778 H9  OSI 34 
OSI H10 H10 H  0 1 N N N N N N 7.981  -0.579 24.379 3.066  -2.361 -2.026 H10 OSI 35 
OSI H11 H11 H  0 1 N N N N N N 9.645  -2.531 23.785 0.728  0.425  -2.437 H11 OSI 36 
OSI H12 H12 H  0 1 N N N N N N 8.129  -2.336 22.841 2.204  -0.355 -3.053 H12 OSI 37 
OSI H13 H13 H  0 1 N N N N N N 9.685  -2.624 21.991 0.639  -1.195 -3.167 H13 OSI 38 
OSI H14 H14 H  0 1 N N N N N N 7.830  -1.531 21.117 -0.368 0.553  -0.443 H14 OSI 39 
OSI H15 H15 H  0 1 N N N N N N 5.945  0.415  22.375 -1.945 1.515  -1.421 H15 OSI 40 
OSI H16 H16 H  0 1 N N N N N N 2.575  2.562  20.942 -6.088 2.381  -0.955 H16 OSI 41 
OSI H17 H17 H  0 1 N N N N N N 8.120  -0.984 18.293 -1.297 -2.231 1.482  H17 OSI 42 
# 
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 
OSI N1  C13 DOUB Y N 1  
OSI N1  C12 SING Y N 2  
OSI C13 C14 SING Y N 3  
OSI C12 C11 DOUB Y N 4  
OSI C14 C15 DOUB Y N 5  
OSI C14 C19 SING Y N 6  
OSI C15 C16 SING Y N 7  
OSI C11 C19 SING Y N 8  
OSI C11 N   SING N N 9  
OSI C19 C18 DOUB Y N 10 
OSI C16 C17 DOUB Y N 11 
OSI CL  C7  SING N N 12 
OSI N   C10 SING N N 13 
OSI O1  C10 DOUB N N 14 
OSI C10 C1  SING N N 15 
OSI C18 C17 SING Y N 16 
OSI C7  C8  DOUB Y N 17 
OSI C7  C6  SING Y N 18 
OSI C8  C9  SING Y N 19 
OSI C6  C5  DOUB Y N 20 
OSI C9  C1  SING N N 21 
OSI C9  C4  DOUB Y N 22 
OSI C1  C   SING N N 23 
OSI C1  C2  SING N N 24 
OSI C5  C4  SING Y N 25 
OSI C4  O   SING N N 26 
OSI C2  C3  SING N N 27 
OSI O   C3  SING N N 28 
OSI C5  H1  SING N N 29 
OSI C6  H2  SING N N 30 
OSI C8  H3  SING N N 31 
OSI C13 H4  SING N N 32 
OSI C15 H5  SING N N 33 
OSI C17 H6  SING N N 34 
OSI C3  H7  SING N N 35 
OSI C3  H8  SING N N 36 
OSI C2  H9  SING N N 37 
OSI C2  H10 SING N N 38 
OSI C   H11 SING N N 39 
OSI C   H12 SING N N 40 
OSI C   H13 SING N N 41 
OSI N   H14 SING N N 42 
OSI C18 H15 SING N N 43 
OSI C16 H16 SING N N 44 
OSI C12 H17 SING N N 45 
# 
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 
OSI SMILES           ACDLabs              12.01 "Clc1ccc2OCCC(C)(c2c1)C(=O)Nc1cncc2ccccc21"                                                                                                       
OSI InChI            InChI                1.06  "InChI=1S/C20H17ClN2O2/c1-20(8-9-25-18-7-6-14(21)10-16(18)20)19(24)23-17-12-22-11-13-4-2-3-5-15(13)17/h2-7,10-12H,8-9H2,1H3,(H,23,24)/t20-/m1/s1" 
OSI InChIKey         InChI                1.06  CPQDCUNLQZNEBN-HXUWFJFHSA-N                                                                                                                       
OSI SMILES_CANONICAL CACTVS               3.385 "C[C@]1(CCOc2ccc(Cl)cc12)C(=O)Nc3cncc4ccccc34"                                                                                                    
OSI SMILES           CACTVS               3.385 "C[C]1(CCOc2ccc(Cl)cc12)C(=O)Nc3cncc4ccccc34"                                                                                                     
OSI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@]1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4"                                                                                                    
OSI SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCOc2c1cc(cc2)Cl)C(=O)Nc3cncc4c3cccc4"                                                                                                       
# 
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 
OSI "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-6-chloro-N-(isoquinolin-4-yl)-4-methyl-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
OSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R})-6-chloranyl-~{N}-isoquinolin-4-yl-4-methyl-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 
OSI "Create component" 2023-08-17 RCSB 
OSI "Initial release"  2023-11-08 RCSB 
# 
