data_O5Y
# 
_chem_comp.id                                    O5Y 
_chem_comp.name                                  "2-[5-bromo-3-(5-methoxy-3,4-dihydroisoquinoline-2(1H)-carbonyl)-1H-indol-1-yl]-N-(1-propanoylazetidin-3-yl)acetamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 Br N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-06-12 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        553.448 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O5Y 
_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        6P8Y 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
O5Y C01  C1  C  0 1 N N N N N N -3.141  -10.193 -10.729 -9.413  1.522  -2.510 C01  O5Y 1  
O5Y C02  C2  C  0 1 N N N N N N -3.966  -10.717 -9.555  -8.498  0.866  -1.474 C02  O5Y 2  
O5Y C03  C3  C  0 1 N N N N N N -3.993  -9.755  -8.352  -7.943  1.921  -0.553 C03  O5Y 3  
O5Y O04  O1  O  0 1 N N N N N N -3.027  -9.563  -7.689  -8.249  3.084  -0.709 O04  O5Y 4  
O5Y N05  N1  N  0 1 N N N N N N -5.224  -9.067  -8.007  -7.105  1.573  0.444  N05  O5Y 5  
O5Y C06  C4  C  0 1 N N N N N N -5.619  -8.095  -6.948  -6.380  2.277  1.512  C06  O5Y 6  
O5Y C07  C5  C  0 1 N N N N N N -6.944  -7.934  -7.598  -5.338  1.151  1.472  C07  O5Y 7  
O5Y C08  C6  C  0 1 N N N N N N -6.612  -9.023  -8.554  -6.521  0.321  0.947  C08  O5Y 8  
O5Y N09  N2  N  0 1 N N N N N N -8.051  -8.332  -6.728  -4.265  1.359  0.497  N09  O5Y 9  
O5Y C10  C7  C  0 1 N N N N N N -8.239  -7.774  -5.383  -3.066  0.770  0.678  C10  O5Y 10 
O5Y O11  O2  O  0 1 N N N N N N -7.495  -6.966  -4.935  -2.876  0.068  1.648  O11  O5Y 11 
O5Y C12  C8  C  0 1 N N N N N N -9.439  -8.272  -4.567  -1.962  0.984  -0.325 C12  O5Y 12 
O5Y N13  N3  N  0 1 Y N N N N N -9.612  -7.484  -3.350  -0.770  0.243  0.095  N13  O5Y 13 
O5Y C14  C9  C  0 1 Y N N N N N -10.412 -6.434  -3.255  0.254   0.768  0.810  C14  O5Y 14 
O5Y C15  C10 C  0 1 Y N N N N N -10.330 -5.922  -1.958  1.200   -0.189 1.031  C15  O5Y 15 
O5Y C16  C11 C  0 1 N N N N N N -11.117 -4.698  -1.414  2.462   -0.024 1.765  C16  O5Y 16 
O5Y O17  O3  O  0 1 N N N N N N -11.323 -4.618  -0.247  2.823   -0.878 2.554  O17  O5Y 17 
O5Y N18  N4  N  0 1 N N N N N N -11.630 -3.659  -2.309  3.220   1.072  1.566  N18  O5Y 18 
O5Y C19  C12 C  0 1 N N N N N N -11.402 -3.723  -3.773  4.534   1.223  2.213  C19  O5Y 19 
O5Y C20  C13 C  0 1 N N N N N N -11.637 -2.455  -4.570  5.597   1.246  1.116  C20  O5Y 20 
O5Y C21  C14 C  0 1 Y N N N N N -12.912 -1.748  -4.141  5.205   2.189  0.009  C21  O5Y 21 
O5Y C22  C15 C  0 1 Y N N N N N -13.705 -1.064  -5.114  6.214   2.653  -0.834 C22  O5Y 22 
O5Y O23  O4  O  0 1 N N N N N N -13.288 -1.075  -6.461  7.498   2.258  -0.630 O23  O5Y 23 
O5Y C24  C16 C  0 1 N N N N N N -13.819 -0.098  -7.317  8.485   2.770  -1.527 C24  O5Y 24 
O5Y C25  C17 C  0 1 Y N N N N N -14.871 -0.418  -4.697  5.918   3.515  -1.876 C25  O5Y 25 
O5Y C26  C18 C  0 1 Y N N N N N -15.253 -0.432  -3.352  4.612   3.916  -2.084 C26  O5Y 26 
O5Y C27  C19 C  0 1 Y N N N N N -14.473 -1.101  -2.406  3.614   3.458  -1.249 C27  O5Y 27 
O5Y C28  C20 C  0 1 Y N N N N N -13.280 -1.766  -2.833  3.908   2.599  -0.198 C28  O5Y 28 
O5Y C29  C21 C  0 1 N N N N N N -12.402 -2.504  -1.775  2.771   2.161  0.691  C29  O5Y 29 
O5Y C30  C22 C  0 1 Y N N N N N -9.416  -6.765  -1.255  0.708   -1.421 0.388  C30  O5Y 30 
O5Y C31  C23 C  0 1 Y N N N N N -8.909  -6.790  0.067   1.208   -2.714 0.265  C31  O5Y 31 
O5Y C32  C24 C  0 1 Y N N N N N -7.989  -7.777  0.450   0.480   -3.665 -0.419 C32  O5Y 32 
O5Y BR33 BR1 BR 0 0 N N N N N N -7.304  -7.807  2.265   1.154   -5.423 -0.589 BR33 O5Y 33 
O5Y C34  C25 C  0 1 Y N N N N N -7.559  -8.745  -0.470  -0.745  -3.337 -0.983 C34  O5Y 34 
O5Y C35  C26 C  0 1 Y N N N N N -8.053  -8.723  -1.772  -1.251  -2.060 -0.869 C35  O5Y 35 
O5Y C36  C27 C  0 1 Y N N N N N -8.990  -7.720  -2.162  -0.535  -1.089 -0.177 C36  O5Y 36 
O5Y H1   H1  H  0 1 N N N N N N -3.164  -10.925 -11.550 -8.843  2.248  -3.090 H1   O5Y 37 
O5Y H2   H2  H  0 1 N N N N N N -3.564  -9.239  -11.077 -9.814  0.759  -3.176 H2   O5Y 38 
O5Y H3   H3  H  0 1 N N N N N N -2.101  -10.037 -10.406 -10.233 2.028  -2.000 H3   O5Y 39 
O5Y H4   H4  H  0 1 N N N N N N -4.999  -10.877 -9.898  -9.067  0.140  -0.894 H4   O5Y 40 
O5Y H5   H5  H  0 1 N N N N N N -3.537  -11.675 -9.226  -7.677  0.360  -1.984 H5   O5Y 41 
O5Y H6   H6  H  0 1 N N N N N N -5.663  -8.525  -5.936  -5.984  3.245  1.203  H6   O5Y 42 
O5Y H7   H7  H  0 1 N N N N N N -5.012  -7.178  -6.930  -6.931  2.327  2.451  H7   O5Y 43 
O5Y H8   H8  H  0 1 N N N N N N -7.083  -6.954  -8.078  -4.975  0.843  2.453  H8   O5Y 44 
O5Y H9   H9  H  0 1 N N N N N N -6.670  -8.727  -9.612  -7.109  -0.146 1.738  H9   O5Y 45 
O5Y H10  H10 H  0 1 N N N N N N -7.186  -9.948  -8.400  -6.246  -0.378 0.157  H10  O5Y 46 
O5Y H11  H11 H  0 1 N N N N N N -8.705  -9.011  -7.062  -4.417  1.921  -0.279 H11  O5Y 47 
O5Y H12  H12 H  0 1 N N N N N N -10.349 -8.190  -5.180  -2.286  0.628  -1.303 H12  O5Y 48 
O5Y H13  H13 H  0 1 N N N N N N -9.275  -9.325  -4.293  -1.727  2.047  -0.385 H13  O5Y 49 
O5Y H14  H14 H  0 1 N N N N N N -11.027 -6.038  -4.050  0.312   1.790  1.153  H14  O5Y 50 
O5Y H15  H15 H  0 1 N N N N N N -12.071 -4.496  -4.178  4.564   2.156  2.775  H15  O5Y 51 
O5Y H16  H16 H  0 1 N N N N N N -10.356 -4.024  -3.932  4.713   0.382  2.883  H16  O5Y 52 
O5Y H17  H17 H  0 1 N N N N N N -11.715 -2.714  -5.636  6.546   1.570  1.543  H17  O5Y 53 
O5Y H18  H18 H  0 1 N N N N N N -10.785 -1.776  -4.419  5.713   0.242  0.707  H18  O5Y 54 
O5Y H19  H19 H  0 1 N N N N N N -13.405 -0.231  -8.327  9.465   2.377  -1.253 H19  O5Y 55 
O5Y H20  H20 H  0 1 N N N N N N -14.914 -0.198  -7.353  8.243   2.465  -2.546 H20  O5Y 56 
O5Y H21  H21 H  0 1 N N N N N N -13.554 0.901   -6.941  8.501   3.858  -1.467 H21  O5Y 57 
O5Y H22  H22 H  0 1 N N N N N N -15.484 0.098   -5.421  6.705   3.872  -2.523 H22  O5Y 58 
O5Y H23  H23 H  0 1 N N N N N N -16.155 0.076   -3.043  4.374   4.585  -2.897 H23  O5Y 59 
O5Y H24  H24 H  0 1 N N N N N N -14.766 -1.116  -1.367  2.593   3.772  -1.413 H24  O5Y 60 
O5Y H25  H25 H  0 1 N N N N N N -11.689 -1.779  -1.355  1.945   1.811  0.072  H25  O5Y 61 
O5Y H26  H26 H  0 1 N N N N N N -13.063 -2.873  -0.977  2.438   3.001  1.300  H26  O5Y 62 
O5Y H27  H27 H  0 1 N N N N N N -9.231  -6.047  0.782   2.161   -2.971 0.702  H27  O5Y 63 
O5Y H28  H28 H  0 1 N N N N N N -6.850  -9.502  -0.171  -1.306  -4.089 -1.517 H28  O5Y 64 
O5Y H29  H29 H  0 1 N N N N N N -7.727  -9.465  -2.486  -2.205  -1.815 -1.312 H29  O5Y 65 
# 
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 
O5Y C01 C02  SING N N 1  
O5Y C02 C03  SING N N 2  
O5Y C08 N05  SING N N 3  
O5Y C08 C07  SING N N 4  
O5Y C03 N05  SING N N 5  
O5Y C03 O04  DOUB N N 6  
O5Y N05 C06  SING N N 7  
O5Y C07 C06  SING N N 8  
O5Y C07 N09  SING N N 9  
O5Y C24 O23  SING N N 10 
O5Y N09 C10  SING N N 11 
O5Y O23 C22  SING N N 12 
O5Y C10 O11  DOUB N N 13 
O5Y C10 C12  SING N N 14 
O5Y C22 C25  DOUB Y N 15 
O5Y C22 C21  SING Y N 16 
O5Y C25 C26  SING Y N 17 
O5Y C20 C21  SING N N 18 
O5Y C20 C19  SING N N 19 
O5Y C12 N13  SING N N 20 
O5Y C21 C28  DOUB Y N 21 
O5Y C19 N18  SING N N 22 
O5Y C26 C27  DOUB Y N 23 
O5Y N13 C14  SING Y N 24 
O5Y N13 C36  SING Y N 25 
O5Y C14 C15  DOUB Y N 26 
O5Y C28 C27  SING Y N 27 
O5Y C28 C29  SING N N 28 
O5Y N18 C29  SING N N 29 
O5Y N18 C16  SING N N 30 
O5Y C36 C35  DOUB Y N 31 
O5Y C36 C30  SING Y N 32 
O5Y C15 C16  SING N N 33 
O5Y C15 C30  SING Y N 34 
O5Y C35 C34  SING Y N 35 
O5Y C16 O17  DOUB N N 36 
O5Y C30 C31  DOUB Y N 37 
O5Y C34 C32  DOUB Y N 38 
O5Y C31 C32  SING Y N 39 
O5Y C32 BR33 SING N N 40 
O5Y C01 H1   SING N N 41 
O5Y C01 H2   SING N N 42 
O5Y C01 H3   SING N N 43 
O5Y C02 H4   SING N N 44 
O5Y C02 H5   SING N N 45 
O5Y C06 H6   SING N N 46 
O5Y C06 H7   SING N N 47 
O5Y C07 H8   SING N N 48 
O5Y C08 H9   SING N N 49 
O5Y C08 H10  SING N N 50 
O5Y N09 H11  SING N N 51 
O5Y C12 H12  SING N N 52 
O5Y C12 H13  SING N N 53 
O5Y C14 H14  SING N N 54 
O5Y C19 H15  SING N N 55 
O5Y C19 H16  SING N N 56 
O5Y C20 H17  SING N N 57 
O5Y C20 H18  SING N N 58 
O5Y C24 H19  SING N N 59 
O5Y C24 H20  SING N N 60 
O5Y C24 H21  SING N N 61 
O5Y C25 H22  SING N N 62 
O5Y C26 H23  SING N N 63 
O5Y C27 H24  SING N N 64 
O5Y C29 H25  SING N N 65 
O5Y C29 H26  SING N N 66 
O5Y C31 H27  SING N N 67 
O5Y C34 H28  SING N N 68 
O5Y C35 H29  SING N N 69 
# 
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 
O5Y SMILES           ACDLabs              12.01 "CCC(N5CC(NC(=O)Cn3cc(C(=O)N1Cc2c(CC1)c(ccc2)OC)c4cc(Br)ccc34)C5)=O"                                                                                                                        
O5Y InChI            InChI                1.03  "InChI=1S/C27H29BrN4O4/c1-3-26(34)32-13-19(14-32)29-25(33)16-31-15-22(21-11-18(28)7-8-23(21)31)27(35)30-10-9-20-17(12-30)5-4-6-24(20)36-2/h4-8,11,15,19H,3,9-10,12-14,16H2,1-2H3,(H,29,33)" 
O5Y InChIKey         InChI                1.03  ZVWBSEHSMCJHSP-UHFFFAOYSA-N                                                                                                                                                                 
O5Y SMILES_CANONICAL CACTVS               3.385 "CCC(=O)N1CC(C1)NC(=O)Cn2cc(C(=O)N3CCc4c(C3)cccc4OC)c5cc(Br)ccc25"                                                                                                                          
O5Y SMILES           CACTVS               3.385 "CCC(=O)N1CC(C1)NC(=O)Cn2cc(C(=O)N3CCc4c(C3)cccc4OC)c5cc(Br)ccc25"                                                                                                                          
O5Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CC(C1)NC(=O)Cn2cc(c3c2ccc(c3)Br)C(=O)N4CCc5c(cccc5OC)C4"                                                                                                                          
O5Y SMILES           "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CC(C1)NC(=O)Cn2cc(c3c2ccc(c3)Br)C(=O)N4CCc5c(cccc5OC)C4"                                                                                                                          
# 
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 
O5Y "SYSTEMATIC NAME" ACDLabs              12.01 "2-[5-bromo-3-(5-methoxy-3,4-dihydroisoquinoline-2(1H)-carbonyl)-1H-indol-1-yl]-N-(1-propanoylazetidin-3-yl)acetamide"          
O5Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[5-bromanyl-3-[(5-methoxy-3,4-dihydro-1~{H}-isoquinolin-2-yl)carbonyl]indol-1-yl]-~{N}-(1-propanoylazetidin-3-yl)ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
O5Y "Create component" 2019-06-12 RCSB 
O5Y "Initial release"  2019-08-28 RCSB 
O5Y "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            O5Y 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C01 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
