data_A1AO8
# 
_chem_comp.id                                    A1AO8 
_chem_comp.name                                  "3-[2-(dimethylamino)-2-oxoethyl]-5-fluoro-1-[(naphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H21 F N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-19 
_chem_comp.pdbx_modified_date                    2025-02-28 
_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                        404.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AO8 
_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        7H6A 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1AO8 N1  N1  N 0 1 Y N N N N N -26.695 20.493 6.291  -0.231 -0.262 -0.711 N1  A1AO8 1  
A1AO8 C4  C1  C 0 1 Y N N N N N -27.052 20.114 8.487  1.152  1.238  0.221  C4  A1AO8 2  
A1AO8 C5  C2  C 0 1 Y N N N N N -26.068 20.369 7.523  -0.085 1.077  -0.432 C5  A1AO8 3  
A1AO8 C6  C3  C 0 1 N N N N N N -26.009 20.854 5.062  -1.379 -0.872 -1.388 C6  A1AO8 4  
A1AO8 C7  C4  C 0 1 N N N N N N -29.667 19.883 8.437  3.072  -0.369 0.942  C7  A1AO8 5  
A1AO8 C8  C5  C 0 1 N N N N N N -29.749 18.540 9.122  4.152  -0.278 -0.106 C8  A1AO8 6  
A1AO8 C10 C6  C 0 1 Y N N N N N -25.955 22.350 4.829  -2.436 -1.216 -0.371 C10 A1AO8 7  
A1AO8 C13 C7  C 0 1 Y N N N N N -25.380 22.878 3.634  -3.598 -0.432 -0.267 C13 A1AO8 8  
A1AO8 C17 C8  C 0 1 Y N N N N N -25.318 19.964 10.116 0.760  3.595  0.384  C17 A1AO8 9  
A1AO8 C20 C9  C 0 1 Y N N N N N -24.330 20.217 9.168  -0.462 3.437  -0.262 C20 A1AO8 10 
A1AO8 C22 C10 C 0 1 Y N N N N N -26.418 23.225 5.798  -2.274 -2.291 0.448  C22 A1AO8 11 
A1AO8 C24 C11 C 0 1 N N N N N N -30.047 16.128 8.926  6.484  -0.440 -0.793 C24 A1AO8 12 
A1AO8 C26 C12 C 0 1 Y N N N N N -24.855 22.055 2.601  -3.803 0.682  -1.099 C26 A1AO8 13 
A1AO8 C28 C13 C 0 1 Y N N N N N -24.796 24.818 2.250  -5.744 0.012  0.798  C28 A1AO8 14 
A1AO8 C2  C14 C 0 1 Y N N N N N -28.317 20.103 7.801  1.739  -0.046 0.318  C2  A1AO8 15 
A1AO8 C3  C15 C 0 1 Y N N N N N -28.062 20.369 6.486  0.885  -0.936 -0.254 C3  A1AO8 16 
A1AO8 C9  C16 C 0 1 N N N N N N -29.035 20.424 5.400  1.113  -2.382 -0.368 C9  A1AO8 17 
A1AO8 C11 C17 C 0 1 Y N N N N N -24.714 20.422 7.852  -0.885 2.191  -0.668 C11 A1AO8 18 
A1AO8 C12 C18 C 0 1 Y N N N N N -26.663 19.914 9.818  1.562  2.516  0.626  C12 A1AO8 19 
A1AO8 N14 N2  N 0 1 N N N N N N -29.964 17.468 8.348  5.434  -0.528 0.225  N14 A1AO8 20 
A1AO8 O15 O1  O 0 1 N N N N N N -29.613 18.445 10.320 3.867  0.020  -1.246 O15 A1AO8 21 
A1AO8 O16 O2  O 0 1 N N N N N N -30.102 20.982 5.522  2.084  -2.888 0.160  O16 A1AO8 22 
A1AO8 C18 C19 C 0 1 Y N N N N N -25.337 24.299 3.449  -4.582 -0.772 0.695  C18 A1AO8 23 
A1AO8 O19 O3  O 0 1 N N N N N N -28.730 19.710 4.355  0.244  -3.149 -1.058 O19 A1AO8 24 
A1AO8 F21 F1  F 0 1 N N N N N N -24.940 19.785 11.426 1.157  4.826  0.774  F21 A1AO8 25 
A1AO8 C23 C20 C 0 1 Y N N N N N -26.365 24.605 5.608  -3.241 -2.625 1.394  C23 A1AO8 26 
A1AO8 C25 C21 C 0 1 N N N N N N -30.127 17.547 6.917  5.779  -0.888 1.603  C25 A1AO8 27 
A1AO8 C27 C22 C 0 1 Y N N N N N -25.860 25.137 4.459  -4.377 -1.886 1.526  C27 A1AO8 28 
A1AO8 C29 C23 C 0 1 Y N N N N N -24.318 22.602 1.466  -4.941 1.417  -0.970 C29 A1AO8 29 
A1AO8 C30 C24 C 0 1 Y N N N N N -24.281 23.981 1.296  -5.908 1.084  -0.024 C30 A1AO8 30 
A1AO8 H32 H1  H 0 1 N N N N N N -24.979 20.470 5.110  -1.788 -0.170 -2.114 H32 A1AO8 31 
A1AO8 H31 H2  H 0 1 N N N N N N -26.536 20.387 4.217  -1.058 -1.779 -1.900 H31 A1AO8 32 
A1AO8 H33 H3  H 0 1 N N N N N N -29.844 20.674 9.181  3.047  -1.379 1.351  H33 A1AO8 33 
A1AO8 H34 H4  H 0 1 N N N N N N -30.441 19.933 7.657  3.281  0.341  1.742  H34 A1AO8 34 
A1AO8 H38 H5  H 0 1 N N N N N N -23.288 20.253 9.452  -1.085 4.300  -0.446 H38 A1AO8 35 
A1AO8 H39 H6  H 0 1 N N N N N N -26.827 22.831 6.717  -1.383 -2.895 0.363  H39 A1AO8 36 
A1AO8 H42 H7  H 0 1 N N N N N N -30.227 15.394 8.127  6.040  -0.162 -1.749 H42 A1AO8 37 
A1AO8 H41 H8  H 0 1 N N N N N N -29.102 15.890 9.437  7.213  0.315  -0.498 H41 A1AO8 38 
A1AO8 H43 H9  H 0 1 N N N N N N -30.875 16.092 9.650  6.979  -1.406 -0.889 H43 A1AO8 39 
A1AO8 H47 H10 H 0 1 N N N N N N -24.880 20.981 2.713  -3.062 0.953  -1.837 H47 A1AO8 40 
A1AO8 H49 H11 H 0 1 N N N N N N -24.789 25.885 2.085  -6.502 -0.235 1.527  H49 A1AO8 41 
A1AO8 H35 H12 H 0 1 N N N N N N -23.974 20.620 7.091  -1.836 2.079  -1.168 H35 A1AO8 42 
A1AO8 H36 H13 H 0 1 N N N N N N -27.396 19.726 10.589 2.510  2.647  1.128  H36 A1AO8 43 
A1AO8 H37 H14 H 0 1 N N N N N N -29.459 19.711 3.746  0.453  -4.090 -1.133 H37 A1AO8 44 
A1AO8 H40 H15 H 0 1 N N N N N N -26.730 25.263 6.383  -3.088 -3.484 2.031  H40 A1AO8 45 
A1AO8 H45 H16 H 0 1 N N N N N N -30.291 16.538 6.510  5.729  -1.971 1.719  H45 A1AO8 46 
A1AO8 H46 H17 H 0 1 N N N N N N -30.993 18.182 6.681  6.789  -0.545 1.826  H46 A1AO8 47 
A1AO8 H44 H18 H 0 1 N N N N N N -29.221 17.981 6.468  5.075  -0.416 2.288  H44 A1AO8 48 
A1AO8 H48 H19 H 0 1 N N N N N N -25.860 26.208 4.320  -5.118 -2.157 2.264  H48 A1AO8 49 
A1AO8 H50 H20 H 0 1 N N N N N N -23.920 21.957 0.697  -5.096 2.273  -1.611 H50 A1AO8 50 
A1AO8 H51 H21 H 0 1 N N N N N N -23.841 24.397 0.402  -6.802 1.684  0.058  H51 A1AO8 51 
# 
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 
A1AO8 N1  C6  SING N N 1  
A1AO8 N1  C5  SING Y N 2  
A1AO8 N1  C3  SING Y N 3  
A1AO8 C2  C3  DOUB Y N 4  
A1AO8 C2  C4  SING Y N 5  
A1AO8 C2  C7  SING N N 6  
A1AO8 C3  C9  SING N N 7  
A1AO8 C4  C12 DOUB Y N 8  
A1AO8 C4  C5  SING Y N 9  
A1AO8 C5  C11 DOUB Y N 10 
A1AO8 C6  C10 SING N N 11 
A1AO8 C7  C8  SING N N 12 
A1AO8 C8  N14 SING N N 13 
A1AO8 C8  O15 DOUB N N 14 
A1AO8 C9  O19 SING N N 15 
A1AO8 C9  O16 DOUB N N 16 
A1AO8 C10 C13 DOUB Y N 17 
A1AO8 C10 C22 SING Y N 18 
A1AO8 C11 C20 SING Y N 19 
A1AO8 C12 C17 SING Y N 20 
A1AO8 C13 C18 SING Y N 21 
A1AO8 C13 C26 SING Y N 22 
A1AO8 N14 C24 SING N N 23 
A1AO8 N14 C25 SING N N 24 
A1AO8 C17 C20 DOUB Y N 25 
A1AO8 C17 F21 SING N N 26 
A1AO8 C18 C28 SING Y N 27 
A1AO8 C18 C27 DOUB Y N 28 
A1AO8 C22 C23 DOUB Y N 29 
A1AO8 C23 C27 SING Y N 30 
A1AO8 C26 C29 DOUB Y N 31 
A1AO8 C28 C30 DOUB Y N 32 
A1AO8 C29 C30 SING Y N 33 
A1AO8 C6  H32 SING N N 34 
A1AO8 C6  H31 SING N N 35 
A1AO8 C7  H33 SING N N 36 
A1AO8 C7  H34 SING N N 37 
A1AO8 C20 H38 SING N N 38 
A1AO8 C22 H39 SING N N 39 
A1AO8 C24 H42 SING N N 40 
A1AO8 C24 H41 SING N N 41 
A1AO8 C24 H43 SING N N 42 
A1AO8 C26 H47 SING N N 43 
A1AO8 C28 H49 SING N N 44 
A1AO8 C11 H35 SING N N 45 
A1AO8 C12 H36 SING N N 46 
A1AO8 O19 H37 SING N N 47 
A1AO8 C23 H40 SING N N 48 
A1AO8 C25 H45 SING N N 49 
A1AO8 C25 H46 SING N N 50 
A1AO8 C25 H44 SING N N 51 
A1AO8 C27 H48 SING N N 52 
A1AO8 C29 H50 SING N N 53 
A1AO8 C30 H51 SING N N 54 
# 
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 
A1AO8 SMILES           ACDLabs              12.01 "CN(C)C(=O)Cc1c2cc(F)ccc2n(Cc2cccc3ccccc32)c1C(=O)O"                                                                                                
A1AO8 InChI            InChI                1.06  "InChI=1S/C24H21FN2O3/c1-26(2)22(28)13-20-19-12-17(25)10-11-21(19)27(23(20)24(29)30)14-16-8-5-7-15-6-3-4-9-18(15)16/h3-12H,13-14H2,1-2H3,(H,29,30)" 
A1AO8 InChIKey         InChI                1.06  SZZHBDYOLFEVKI-UHFFFAOYSA-N                                                                                                                         
A1AO8 SMILES_CANONICAL CACTVS               3.385 "CN(C)C(=O)Cc1c2cc(F)ccc2n(Cc3cccc4ccccc34)c1C(O)=O"                                                                                                
A1AO8 SMILES           CACTVS               3.385 "CN(C)C(=O)Cc1c2cc(F)ccc2n(Cc3cccc4ccccc34)c1C(O)=O"                                                                                                
A1AO8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)Cc1c2cc(ccc2n(c1C(=O)O)Cc3cccc4c3cccc4)F"                                                                                                
A1AO8 SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)Cc1c2cc(ccc2n(c1C(=O)O)Cc3cccc4c3cccc4)F"                                                                                                
# 
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 
A1AO8 "SYSTEMATIC NAME" ACDLabs              12.01 "3-[2-(dimethylamino)-2-oxoethyl]-5-fluoro-1-[(naphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid"         
A1AO8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[2-(dimethylamino)-2-oxidanylidene-ethyl]-5-fluoranyl-1-(naphthalen-1-ylmethyl)indole-2-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AO8 "Create component" 2024-04-19 RCSB 
A1AO8 "Initial release"  2025-03-05 RCSB 
# 
