data_N1U
# 
_chem_comp.id                                    N1U 
_chem_comp.name                                  "(3S)-5-bromo-1-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-7-methyl-1,3-dihydro-2H-indol-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 Br N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-16 
_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                        392.244 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N1U 
_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        7GDX 
_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 
N1U C4  C1  C  0 1 Y N N N N N 10.461 -1.255 24.223 -2.508 0.863  -0.625 C4  N1U 1  
N1U C5  C2  C  0 1 Y N N N N N 9.989  -1.873 23.071 -2.532 -0.479 -0.954 C5  N1U 2  
N1U C6  C3  C  0 1 N N N N N N 8.614  -2.497 23.059 -1.379 -1.089 -1.709 C6  N1U 3  
N1U C7  C4  C  0 1 N N N N N N 8.120  -3.886 21.053 -0.369 -2.527 0.039  C7  N1U 4  
N1U C8  C5  C  0 1 N N S N N N 7.796  -3.617 19.591 0.911  -2.539 0.847  C8  N1U 5  
N1U C10 C6  C  0 1 Y N N N N N 7.495  -1.690 20.904 0.866  -0.732 -0.612 C10 N1U 6  
N1U C13 C7  C  0 1 Y N N N N N 6.753  0.468  20.163 2.542  0.964  -0.911 C13 N1U 7  
N1U C15 C8  C  0 1 Y N N N N N 6.891  -1.363 18.610 2.888  -0.784 0.689  C15 N1U 8  
N1U C17 C9  C  0 1 Y N N N N N 12.020 -1.244 21.918 -4.670 -0.710 0.103  C17 N1U 9  
N1U BR  BR1 BR 0 0 N N N N N N 5.983  1.072  17.505 5.008  1.111  0.509  BR  N1U 10 
N1U C14 C10 C  0 1 Y N N N N N 6.607  -0.049 18.895 3.331  0.364  0.056  C14 N1U 11 
N1U C9  C11 C  0 1 Y N N N N N 7.346  -2.189 19.629 1.666  -1.325 0.356  C9  N1U 12 
N1U O3  O1  O  0 1 N N N N N N 6.720  -4.470 19.256 1.656  -3.730 0.587  O3  N1U 13 
N1U O2  O2  O  0 1 N N N N N N 8.388  -4.962 21.552 -1.274 -3.331 0.112  O2  N1U 14 
N1U C11 C12 C  0 1 Y N N N N N 7.185  -0.354 21.201 1.317  0.426  -1.244 C11 N1U 15 
N1U C12 C13 C  0 1 N N N N N N 7.242  0.207  22.601 0.461  1.093  -2.289 C12 N1U 16 
N1U N   N1  N  0 1 N N N N N N 8.082  -2.684 21.713 -0.317 -1.455 -0.769 N   N1U 17 
N1U C2  C14 C  0 1 Y N N N N N 11.688 -0.618 24.229 -3.566 1.425  0.070  C2  N1U 18 
N1U O1  O3  O  0 1 N N N N N N 12.201 0.074  25.293 -3.542 2.745  0.399  O1  N1U 19 
N1U C3  C15 C  0 1 N N N N N N 11.450 0.073  26.515 -2.393 3.493  -0.005 C3  N1U 20 
N1U C16 C16 C  0 1 Y N N N N N 10.780 -1.855 21.928 -3.610 -1.264 -0.591 C16 N1U 21 
N1U C1  C17 C  0 1 Y N N N N N 12.484 -0.622 23.070 -4.655 0.637  0.431  C1  N1U 22 
N1U O   O4  O  0 1 N N N N N N 13.708 -0.022 23.201 -5.696 1.184  1.114  O   N1U 23 
N1U C   C18 C  0 1 N N N N N N 14.596 -0.058 22.085 -6.774 0.312  1.461  C   N1U 24 
N1U H1  H1  H  0 1 N N N N N N 9.863  -1.273 25.122 -1.662 1.473  -0.906 H1  N1U 25 
N1U H2  H2  H  0 1 N N N N N N 7.928  -1.844 23.619 -1.721 -1.980 -2.236 H2  N1U 26 
N1U H3  H3  H  0 1 N N N N N N 8.671  -3.478 23.553 -0.994 -0.367 -2.429 H3  N1U 27 
N1U H4  H4  H  0 1 N N N N N N 8.678  -3.754 18.948 0.693  -2.448 1.911  H4  N1U 28 
N1U H5  H5  H  0 1 N N N N N N 6.533  1.508  20.352 2.886  1.862  -1.404 H5  N1U 29 
N1U H6  H6  H  0 1 N N N N N N 6.762  -1.747 17.609 3.500  -1.256 1.444  H6  N1U 30 
N1U H7  H7  H  0 1 N N N N N N 12.623 -1.250 21.022 -5.511 -1.325 0.386  H7  N1U 31 
N1U H8  H8  H  0 1 N N N N N N 6.666  -5.176 19.889 1.218  -4.540 0.882  H8  N1U 32 
N1U H9  H9  H  0 1 N N N N N N 6.272  0.057  23.097 -0.406 1.549  -1.812 H9  N1U 33 
N1U H10 H10 H  0 1 N N N N N N 8.029  -0.309 23.171 1.043  1.863  -2.798 H10 N1U 34 
N1U H11 H11 H  0 1 N N N N N N 7.468  1.283  22.556 0.128  0.351  -3.015 H11 N1U 35 
N1U H12 H12 H  0 1 N N N N N N 11.982 0.665  27.274 -2.502 4.528  0.319  H12 N1U 36 
N1U H13 H13 H  0 1 N N N N N N 10.458 0.513  26.336 -1.501 3.061  0.449  H13 N1U 37 
N1U H14 H14 H  0 1 N N N N N N 11.333 -0.961 26.873 -2.301 3.459  -1.090 H14 N1U 38 
N1U H15 H15 H  0 1 N N N N N N 10.418 -2.329 21.028 -3.624 -2.313 -0.846 H15 N1U 39 
N1U H16 H16 H  0 1 N N N N N N 15.531 0.462  22.343 -7.207 -0.109 0.554  H16 N1U 40 
N1U H17 H17 H  0 1 N N N N N N 14.817 -1.104 21.826 -6.400 -0.494 2.093  H17 N1U 41 
N1U H18 H18 H  0 1 N N N N N N 14.125 0.441  21.225 -7.536 0.873  2.001  H18 N1U 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 
N1U BR  C14 SING N N 1  
N1U C15 C14 DOUB Y N 2  
N1U C15 C9  SING Y N 3  
N1U C14 C13 SING Y N 4  
N1U O3  C8  SING N N 5  
N1U C8  C9  SING N N 6  
N1U C8  C7  SING N N 7  
N1U C9  C10 DOUB Y N 8  
N1U C13 C11 DOUB Y N 9  
N1U C10 C11 SING Y N 10 
N1U C10 N   SING N N 11 
N1U C7  O2  DOUB N N 12 
N1U C7  N   SING N N 13 
N1U C11 C12 SING N N 14 
N1U N   C6  SING N N 15 
N1U C17 C16 DOUB Y N 16 
N1U C17 C1  SING Y N 17 
N1U C16 C5  SING Y N 18 
N1U C   O   SING N N 19 
N1U C6  C5  SING N N 20 
N1U C1  O   SING N N 21 
N1U C1  C2  DOUB Y N 22 
N1U C5  C4  DOUB Y N 23 
N1U C4  C2  SING Y N 24 
N1U C2  O1  SING N N 25 
N1U O1  C3  SING N N 26 
N1U C4  H1  SING N N 27 
N1U C6  H2  SING N N 28 
N1U C6  H3  SING N N 29 
N1U C8  H4  SING N N 30 
N1U C13 H5  SING N N 31 
N1U C15 H6  SING N N 32 
N1U C17 H7  SING N N 33 
N1U O3  H8  SING N N 34 
N1U C12 H9  SING N N 35 
N1U C12 H10 SING N N 36 
N1U C12 H11 SING N N 37 
N1U C3  H12 SING N N 38 
N1U C3  H13 SING N N 39 
N1U C3  H14 SING N N 40 
N1U C16 H15 SING N N 41 
N1U C   H16 SING N N 42 
N1U C   H17 SING N N 43 
N1U C   H18 SING N N 44 
# 
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 
N1U SMILES           ACDLabs              12.01 "COc1ccc(cc1OC)CN1c2c(C)cc(Br)cc2C(O)C1=O"                                                                                       
N1U InChI            InChI                1.06  "InChI=1S/C18H18BrNO4/c1-10-6-12(19)8-13-16(10)20(18(22)17(13)21)9-11-4-5-14(23-2)15(7-11)24-3/h4-8,17,21H,9H2,1-3H3/t17-/m0/s1" 
N1U InChIKey         InChI                1.06  QMCANAKFKPPQKX-KRWDZBQOSA-N                                                                                                      
N1U SMILES_CANONICAL CACTVS               3.385 "COc1ccc(CN2C(=O)[C@@H](O)c3cc(Br)cc(C)c23)cc1OC"                                                                                
N1U SMILES           CACTVS               3.385 "COc1ccc(CN2C(=O)[CH](O)c3cc(Br)cc(C)c23)cc1OC"                                                                                  
N1U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc2c1N(C(=O)[C@H]2O)Cc3ccc(c(c3)OC)OC)Br"                                                                                 
N1U SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc2c1N(C(=O)C2O)Cc3ccc(c(c3)OC)OC)Br"                                                                                     
# 
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 
N1U "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-5-bromo-1-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-7-methyl-1,3-dihydro-2H-indol-2-one" 
N1U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-5-bromanyl-1-[(3,4-dimethoxyphenyl)methyl]-7-methyl-3-oxidanyl-3~{H}-indol-2-one"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
N1U "Create component" 2023-08-16 RCSB 
N1U "Initial release"  2023-11-08 RCSB 
N1U "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            N1U 
_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               C8 
_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      ? 
# 
