data_A1AOQ
# 
_chem_comp.id                                    A1AOQ 
_chem_comp.name                                  "3-[2-(dimethylamino)-2-oxoethyl]-1-[(5-fluoro-1-benzothiophen-3-yl)methyl]-1H-indole-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 F N2 O3 S" 
_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                        410.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AOQ 
_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        7H6F 
_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 
A1AOQ N1  N1  N 0 1 Y N N N N N -25.826 19.830 6.187  0.125  -0.017 0.763  N1  A1AOQ 1  
A1AOQ C4  C1  C 0 1 Y N N N N N -25.039 21.490 4.627  -1.990 1.161  0.602  C4  A1AOQ 2  
A1AOQ C5  C2  C 0 1 Y N N N N N -25.188 19.691 7.367  0.183  -1.327 0.352  C5  A1AOQ 3  
A1AOQ C6  C3  C 0 1 Y N N N N N -26.157 19.533 8.358  1.389  -1.493 -0.358 C6  A1AOQ 4  
A1AOQ C7  C4  C 0 1 N N N N N N -25.148 20.050 4.948  -0.960 0.586  1.540  C7  A1AOQ 5  
A1AOQ C8  C5  C 0 1 N N N N N N -28.742 19.437 8.375  3.375  0.069  -0.996 C8  A1AOQ 6  
A1AOQ C10 C6  C 0 1 N N N N N N -28.837 18.071 9.006  4.481  -0.178 -0.002 C10 A1AOQ 7  
A1AOQ C13 C7  C 0 1 N N N N N N -28.141 19.894 5.335  1.576  2.052  0.567  C13 A1AOQ 8  
A1AOQ C20 C8  C 0 1 Y N N N N N -23.481 21.817 1.310  -4.841 -1.329 0.196  C20 A1AOQ 9  
A1AOQ C22 C9  C 0 1 Y N N N N N -23.480 23.161 1.163  -5.625 -0.586 -0.681 C22 A1AOQ 10 
A1AOQ C24 C10 C 0 1 Y N N N N N -23.826 19.698 7.642  -0.674 -2.413 0.508  C24 A1AOQ 11 
A1AOQ C26 C11 C 0 1 N N N N N N -29.163 17.012 6.762  6.839  -0.208 0.609  C26 A1AOQ 12 
A1AOQ C28 C12 C 0 1 Y N N N N N -23.441 19.459 8.942  -0.336 -3.634 -0.031 C28 A1AOQ 13 
A1AOQ C2  C13 C 0 1 Y N N N N N -27.420 19.589 7.710  2.046  -0.239 -0.355 C2  A1AOQ 14 
A1AOQ C3  C14 C 0 1 Y N N N N N -27.182 19.766 6.391  1.263  0.637  0.329  C3  A1AOQ 15 
A1AOQ C9  C15 C 0 1 Y N N N N N -24.492 21.909 3.401  -3.205 0.448  0.243  C9  A1AOQ 16 
A1AOQ C11 C16 C 0 1 Y N N N N N -25.420 22.531 5.404  -1.861 2.351  0.050  C11 A1AOQ 17 
A1AOQ S12 S1  S 0 1 Y N N N N N -25.123 24.032 4.700  -3.224 2.727  -0.986 S12 A1AOQ 18 
A1AOQ C14 C17 C 0 1 Y N N N N N -24.476 23.295 3.300  -4.000 1.186  -0.638 C14 A1AOQ 19 
A1AOQ N15 N2  N 0 1 N N N N N N -28.970 17.000 8.204  5.764  0.032  -0.356 N15 A1AOQ 20 
A1AOQ C16 C18 C 0 1 Y N N N N N -24.002 21.156 2.366  -3.649 -0.827 0.655  C16 A1AOQ 21 
A1AOQ O17 O1  O 0 1 N N N N N N -28.724 17.956 10.208 4.216  -0.567 1.116  O17 A1AOQ 22 
A1AOQ O18 O2  O 0 1 N N N N N N -29.220 20.370 5.528  2.554  2.554  0.049  O18 A1AOQ 23 
A1AOQ C19 C19 C 0 1 Y N N N N N -23.982 23.923 2.181  -5.211 0.657  -1.094 C19 A1AOQ 24 
A1AOQ O21 O3  O 0 1 N N N N N N -27.814 19.327 4.267  0.777  2.795  1.360  O21 A1AOQ 25 
A1AOQ F23 F1  F 0 1 N N N N N N -23.026 21.090 0.324  -5.256 -2.550 0.597  F23 A1AOQ 26 
A1AOQ C25 C20 C 0 1 Y N N N N N -25.740 19.342 9.659  1.709  -2.746 -0.897 C25 A1AOQ 27 
A1AOQ C27 C21 C 0 1 N N N N N N -28.966 15.679 8.804  6.084  0.501  -1.707 C27 A1AOQ 28 
A1AOQ C29 C22 C 0 1 Y N N N N N -24.391 19.363 9.953  0.853  -3.795 -0.731 C29 A1AOQ 29 
A1AOQ H31 H1  H 0 1 N N N N N N -24.136 19.623 5.015  -1.424 -0.175 2.167  H31 A1AOQ 30 
A1AOQ H30 H2  H 0 1 N N N N N N -25.705 19.548 4.144  -0.559 1.380  2.170  H30 A1AOQ 31 
A1AOQ H32 H3  H 0 1 N N N N N N -28.852 20.208 9.152  3.394  1.113  -1.308 H32 A1AOQ 32 
A1AOQ H33 H4  H 0 1 N N N N N N -29.542 19.552 7.629  3.517  -0.573 -1.865 H33 A1AOQ 33 
A1AOQ H38 H5  H 0 1 N N N N N N -23.093 23.620 0.265  -6.562 -0.988 -1.038 H38 A1AOQ 34 
A1AOQ H39 H6  H 0 1 N N N N N N -23.098 19.884 6.866  -1.600 -2.298 1.050  H39 A1AOQ 35 
A1AOQ H42 H7  H 0 1 N N N N N N -29.237 15.978 6.393  7.177  -1.241 0.528  H42 A1AOQ 36 
A1AOQ H43 H8  H 0 1 N N N N N N -30.089 17.555 6.521  7.672  0.464  0.401  H43 A1AOQ 37 
A1AOQ H41 H9  H 0 1 N N N N N N -28.309 17.512 6.282  6.469  -0.026 1.618  H41 A1AOQ 38 
A1AOQ H47 H10 H 0 1 N N N N N N -22.393 19.345 9.178  -1.002 -4.475 0.092  H47 A1AOQ 39 
A1AOQ H34 H11 H 0 1 N N N N N N -25.870 22.411 6.379  -1.022 3.011  0.215  H34 A1AOQ 40 
A1AOQ H35 H12 H 0 1 N N N N N N -24.031 20.077 2.394  -3.047 -1.411 1.336  H35 A1AOQ 41 
A1AOQ H36 H13 H 0 1 N N N N N N -23.990 25.000 2.107  -5.824 1.229  -1.775 H36 A1AOQ 42 
A1AOQ H37 H14 H 0 1 N N N N N N -28.547 19.342 3.663  0.981  3.738  1.428  H37 A1AOQ 43 
A1AOQ H40 H15 H 0 1 N N N N N N -26.464 19.177 10.443 2.632  -2.881 -1.442 H40 A1AOQ 44 
A1AOQ H45 H16 H 0 1 N N N N N N -29.083 14.918 8.018  5.163  0.623  -2.277 H45 A1AOQ 45 
A1AOQ H44 H17 H 0 1 N N N N N N -28.014 15.518 9.330  6.602  1.459  -1.646 H44 A1AOQ 46 
A1AOQ H46 H18 H 0 1 N N N N N N -29.798 15.599 9.519  6.725  -0.228 -2.202 H46 A1AOQ 47 
A1AOQ H48 H19 H 0 1 N N N N N N -24.069 19.304 10.982 1.103  -4.760 -1.146 H48 A1AOQ 48 
# 
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 
A1AOQ N1  C5  SING Y N 1  
A1AOQ N1  C3  SING Y N 2  
A1AOQ N1  C7  SING N N 3  
A1AOQ C2  C3  DOUB Y N 4  
A1AOQ C2  C6  SING Y N 5  
A1AOQ C2  C8  SING N N 6  
A1AOQ C3  C13 SING N N 7  
A1AOQ C4  C7  SING N N 8  
A1AOQ C4  C11 DOUB Y N 9  
A1AOQ C4  C9  SING Y N 10 
A1AOQ C5  C6  DOUB Y N 11 
A1AOQ C5  C24 SING Y N 12 
A1AOQ C6  C25 SING Y N 13 
A1AOQ C8  C10 SING N N 14 
A1AOQ C9  C14 DOUB Y N 15 
A1AOQ C9  C16 SING Y N 16 
A1AOQ C10 O17 DOUB N N 17 
A1AOQ C10 N15 SING N N 18 
A1AOQ C11 S12 SING Y N 19 
A1AOQ S12 C14 SING Y N 20 
A1AOQ C13 O18 DOUB N N 21 
A1AOQ C13 O21 SING N N 22 
A1AOQ C14 C19 SING Y N 23 
A1AOQ N15 C26 SING N N 24 
A1AOQ N15 C27 SING N N 25 
A1AOQ C16 C20 DOUB Y N 26 
A1AOQ C19 C22 DOUB Y N 27 
A1AOQ C20 C22 SING Y N 28 
A1AOQ C20 F23 SING N N 29 
A1AOQ C24 C28 DOUB Y N 30 
A1AOQ C25 C29 DOUB Y N 31 
A1AOQ C28 C29 SING Y N 32 
A1AOQ C7  H31 SING N N 33 
A1AOQ C7  H30 SING N N 34 
A1AOQ C8  H32 SING N N 35 
A1AOQ C8  H33 SING N N 36 
A1AOQ C22 H38 SING N N 37 
A1AOQ C24 H39 SING N N 38 
A1AOQ C26 H42 SING N N 39 
A1AOQ C26 H43 SING N N 40 
A1AOQ C26 H41 SING N N 41 
A1AOQ C28 H47 SING N N 42 
A1AOQ C11 H34 SING N N 43 
A1AOQ C16 H35 SING N N 44 
A1AOQ C19 H36 SING N N 45 
A1AOQ O21 H37 SING N N 46 
A1AOQ C25 H40 SING N N 47 
A1AOQ C27 H45 SING N N 48 
A1AOQ C27 H44 SING N N 49 
A1AOQ C27 H46 SING N N 50 
A1AOQ C29 H48 SING N N 51 
# 
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 
A1AOQ SMILES           ACDLabs              12.01 "CN(C)C(=O)Cc1c2ccccc2n(Cc2csc3ccc(F)cc32)c1C(=O)O"                                                                                                 
A1AOQ InChI            InChI                1.06  "InChI=1S/C22H19FN2O3S/c1-24(2)20(26)10-17-15-5-3-4-6-18(15)25(21(17)22(27)28)11-13-12-29-19-8-7-14(23)9-16(13)19/h3-9,12H,10-11H2,1-2H3,(H,27,28)" 
A1AOQ InChIKey         InChI                1.06  VDHHSOSUYGDVJL-UHFFFAOYSA-N                                                                                                                         
A1AOQ SMILES_CANONICAL CACTVS               3.385 "CN(C)C(=O)Cc1c2ccccc2n(Cc3csc4ccc(F)cc34)c1C(O)=O"                                                                                                 
A1AOQ SMILES           CACTVS               3.385 "CN(C)C(=O)Cc1c2ccccc2n(Cc3csc4ccc(F)cc34)c1C(O)=O"                                                                                                 
A1AOQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)Cc1c2ccccc2n(c1C(=O)O)Cc3csc4c3cc(cc4)F"                                                                                                 
A1AOQ SMILES           "OpenEye OEToolkits" 2.0.7 "CN(C)C(=O)Cc1c2ccccc2n(c1C(=O)O)Cc3csc4c3cc(cc4)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 
A1AOQ "SYSTEMATIC NAME" ACDLabs              12.01 "3-[2-(dimethylamino)-2-oxoethyl]-1-[(5-fluoro-1-benzothiophen-3-yl)methyl]-1H-indole-2-carboxylic acid"           
A1AOQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[2-(dimethylamino)-2-oxidanylidene-ethyl]-1-[(5-fluoranyl-1-benzothiophen-3-yl)methyl]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 
A1AOQ "Create component" 2024-04-19 RCSB 
A1AOQ "Initial release"  2025-03-05 RCSB 
# 
