data_P9O
# 
_chem_comp.id                                    P9O 
_chem_comp.name                                  "(4R)-6-chloro-N-(5,6,7,8-tetrahydro-2,6-naphthyridin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 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                     2023-08-18 
_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                        343.807 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P9O 
_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        7GGT 
_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 
P9O N1  N1  N  0 1 Y N N N N N 7.369  0.339  17.542 -2.885 -0.153 -2.484 N1  P9O 1  
P9O C4  C1  C  0 1 N N N N N N 10.496 1.291  24.206 3.572  2.955  0.625  C4  P9O 2  
P9O C5  C2  C  0 1 N N N N N N 9.695  0.078  23.811 2.160  2.851  0.035  C5  P9O 3  
P9O C6  C3  C  0 1 N N R N N N 10.317 -0.588 22.576 1.532  1.541  0.520  C6  P9O 4  
P9O C7  C4  C  0 1 N N N N N N 9.843  0.159  21.328 0.272  1.270  -0.261 C7  P9O 5  
P9O C8  C5  C  0 1 Y N N N N N 7.732  0.048  19.900 -1.915 0.343  -0.401 C8  P9O 6  
P9O C10 C6  C  0 1 Y N N N N N 6.287  1.064  17.831 -4.059 -0.353 -1.922 C10 P9O 7  
P9O C13 C7  C  0 1 N N N N N N 4.121  2.010  20.775 -5.460 -0.651 1.558  C13 P9O 8  
P9O C15 C8  C  0 1 Y N N N N N 6.616  0.850  20.184 -3.144 0.137  0.224  C15 P9O 9  
P9O C17 C9  C  0 1 Y N N N N N 12.591 -1.199 21.614 2.023  -0.892 0.330  C17 P9O 10 
P9O O1  O1  O  0 1 N N N N N N 10.419 1.156  20.897 0.212  1.564  -1.436 O1  P9O 11 
P9O O   O2  O  0 1 N N N N N N 11.856 0.930  24.519 4.365  1.897  0.083  O   P9O 12 
P9O C16 C10 C  0 1 Y N N N N N 11.833 -0.531 22.577 2.503  0.407  0.314  C16 P9O 13 
P9O C3  C11 C  0 1 Y N N N N N 12.504 0.260  23.512 3.852  0.639  0.113  C3  P9O 14 
P9O C2  C12 C  0 1 Y N N N N N 13.880 0.419  23.470 4.718  -0.435 -0.069 C2  P9O 15 
P9O C1  C13 C  0 1 Y N N N N N 14.609 -0.214 22.480 4.235  -1.727 -0.051 C1  P9O 16 
P9O C   C14 C  0 1 Y N N N N N 13.959 -1.026 21.580 2.885  -1.957 0.147  C   P9O 17 
P9O CL  CL1 CL 0 0 N N N N N N 14.887 -1.872 20.373 2.275  -3.582 0.167  CL  P9O 18 
P9O N   N2  N  0 1 N N N N N N 8.781  -0.378 20.723 -0.788 0.702  0.347  N   P9O 19 
P9O C14 C15 C  0 1 N N N N N N 6.233  1.137  21.614 -3.249 0.300  1.715  C14 P9O 20 
P9O N2  N3  N  0 1 N N N N N N 5.216  2.185  21.744 -4.653 0.446  2.115  N2  P9O 21 
P9O C12 C16 C  0 1 N N N N N N 4.614  2.169  19.355 -5.588 -0.446 0.048  C12 P9O 22 
P9O C11 C17 C  0 1 Y N N N N N 5.858  1.347  19.113 -4.227 -0.214 -0.553 C11 P9O 23 
P9O C9  C18 C  0 1 Y N N N N N 8.058  -0.168 18.563 -1.825 0.186  -1.778 C9  P9O 24 
P9O H1  H1  H  0 1 N N N N N N 10.497 2.009  23.373 4.011  3.916  0.359  H1  P9O 25 
P9O H2  H2  H  0 1 N N N N N N 10.034 1.755  25.090 3.526  2.860  1.710  H2  P9O 26 
P9O H3  H3  H  0 1 N N N N N N 8.664  0.383  23.579 1.558  3.694  0.373  H3  P9O 27 
P9O H4  H4  H  0 1 N N N N N N 9.686  -0.639 24.645 2.215  2.852  -1.053 H4  P9O 28 
P9O H5  H5  H  0 1 N N N N N N 9.987  -1.636 22.522 1.291  1.625  1.579  H5  P9O 29 
P9O H6  H6  H  0 1 N N N N N N 5.708  1.456  17.008 -4.903 -0.629 -2.536 H6  P9O 30 
P9O H7  H7  H  0 1 N N N N N N 3.345  2.764  20.971 -4.970 -1.604 1.758  H7  P9O 31 
P9O H8  H8  H  0 1 N N N N N N 3.693  1.004  20.895 -6.450 -0.647 2.016  H8  P9O 32 
P9O H9  H9  H  0 1 N N N N N N 12.108 -1.848 20.899 0.970  -1.074 0.486  H9  P9O 33 
P9O H10 H10 H  0 1 N N N N N N 14.379 1.033  24.205 5.772  -0.256 -0.224 H10 P9O 34 
P9O H11 H11 H  0 1 N N N N N N 15.678 -0.072 22.414 4.910  -2.558 -0.193 H11 P9O 35 
P9O H12 H12 H  0 1 N N N N N N 8.717  -1.358 20.910 -0.770 0.542  1.304  H12 P9O 36 
P9O H13 H13 H  0 1 N N N N N N 5.841  0.212  22.062 -2.824 -0.576 2.204  H13 P9O 37 
P9O H14 H14 H  0 1 N N N N N N 7.134  1.455  22.159 -2.693 1.187  2.021  H14 P9O 38 
P9O H15 H15 H  0 1 N N N N N N 5.646  3.074  21.589 -5.019 1.343  1.833  H15 P9O 39 
P9O H17 H17 H  0 1 N N N N N N 4.843  3.229  19.171 -6.036 -1.333 -0.401 H17 P9O 40 
P9O H18 H18 H  0 1 N N N N N N 3.826  1.839  18.662 -6.222 0.419  -0.148 H18 P9O 41 
P9O H19 H19 H  0 1 N N N N N N 8.919  -0.782 18.342 -0.878 0.343  -2.274 H19 P9O 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 
P9O N1  C10 DOUB Y N 1  
P9O N1  C9  SING Y N 2  
P9O C10 C11 SING Y N 3  
P9O C9  C8  DOUB Y N 4  
P9O C11 C12 SING N N 5  
P9O C11 C15 DOUB Y N 6  
P9O C12 C13 SING N N 7  
P9O C8  C15 SING Y N 8  
P9O C8  N   SING N N 9  
P9O C15 C14 SING N N 10 
P9O CL  C   SING N N 11 
P9O N   C7  SING N N 12 
P9O C13 N2  SING N N 13 
P9O O1  C7  DOUB N N 14 
P9O C7  C6  SING N N 15 
P9O C   C17 DOUB Y N 16 
P9O C   C1  SING Y N 17 
P9O C17 C16 SING Y N 18 
P9O C14 N2  SING N N 19 
P9O C1  C2  DOUB Y N 20 
P9O C6  C16 SING N N 21 
P9O C6  C5  SING N N 22 
P9O C16 C3  DOUB Y N 23 
P9O C2  C3  SING Y N 24 
P9O C3  O   SING N N 25 
P9O C5  C4  SING N N 26 
P9O C4  O   SING N N 27 
P9O C4  H1  SING N N 28 
P9O C4  H2  SING N N 29 
P9O C5  H3  SING N N 30 
P9O C5  H4  SING N N 31 
P9O C6  H5  SING N N 32 
P9O C10 H6  SING N N 33 
P9O C13 H7  SING N N 34 
P9O C13 H8  SING N N 35 
P9O C17 H9  SING N N 36 
P9O C2  H10 SING N N 37 
P9O C1  H11 SING N N 38 
P9O N   H12 SING N N 39 
P9O C14 H13 SING N N 40 
P9O C14 H14 SING N N 41 
P9O N2  H15 SING N N 42 
P9O C12 H17 SING N N 43 
P9O C12 H18 SING N N 44 
P9O C9  H19 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 
P9O SMILES           ACDLabs              12.01 "Clc1ccc2OCCC(c2c1)C(=O)Nc1cncc2CCNCc21"                                                                                                            
P9O InChI            InChI                1.06  "InChI=1S/C18H18ClN3O2/c19-12-1-2-17-14(7-12)13(4-6-24-17)18(23)22-16-10-21-8-11-3-5-20-9-15(11)16/h1-2,7-8,10,13,20H,3-6,9H2,(H,22,23)/t13-/m1/s1" 
P9O InChIKey         InChI                1.06  MLMSDXNATONIOS-CYBMUJFWSA-N                                                                                                                         
P9O SMILES_CANONICAL CACTVS               3.385 "Clc1ccc2OCC[C@@H](C(=O)Nc3cncc4CCNCc34)c2c1"                                                                                                       
P9O SMILES           CACTVS               3.385 "Clc1ccc2OCC[CH](C(=O)Nc3cncc4CCNCc34)c2c1"                                                                                                         
P9O SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1Cl)[C@@H](CCO2)C(=O)Nc3cncc4c3CNCC4"                                                                                                     
P9O SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1Cl)C(CCO2)C(=O)Nc3cncc4c3CNCC4"                                                                                                          
# 
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 
P9O "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-6-chloro-N-(5,6,7,8-tetrahydro-2,6-naphthyridin-4-yl)-3,4-dihydro-2H-1-benzopyran-4-carboxamide"         
P9O "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R})-6-chloranyl-~{N}-(5,6,7,8-tetrahydro-2,6-naphthyridin-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 
P9O "Create component" 2023-08-18 RCSB 
P9O "Initial release"  2023-11-08 RCSB 
# 
