data_A1AOU
# 
_chem_comp.id                                    A1AOU 
_chem_comp.name                                  "1-[(7-fluoronaphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H14 F N O2" 
_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                        319.329 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AOU 
_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        7H69 
_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 
A1AOU N1  N1  N 0 1 Y N N N N N -26.423 20.268 6.467  1.430  0.072  -0.562 N1  A1AOU 1  
A1AOU C4  C1  C 0 1 Y N N N N N -25.737 20.283 7.687  1.311  1.372  -0.131 C4  A1AOU 2  
A1AOU C5  C2  C 0 1 N N N N N N -25.824 20.635 5.198  0.412  -0.678 -1.301 C5  A1AOU 3  
A1AOU C6  C3  C 0 1 Y N N N N N -26.663 19.989 8.701  2.507  1.707  0.533  C6  A1AOU 4  
A1AOU C7  C4  C 0 1 N N N N N N -28.774 19.876 5.666  3.181  -1.758 -0.468 C7  A1AOU 5  
A1AOU C8  C5  C 0 1 Y N N N N N -25.774 22.135 4.988  -0.553 -1.308 -0.330 C8  A1AOU 6  
A1AOU C10 C6  C 0 1 Y N N N N N -24.746 21.823 2.753  -2.242 0.387  -0.854 C10 A1AOU 7  
A1AOU C13 C7  C 0 1 Y N N N N N -24.634 24.583 2.409  -4.004 -0.809 0.958  C13 A1AOU 8  
A1AOU C20 C8  C 0 1 Y N N N N N -26.205 19.911 10.020 2.662  2.988  1.080  C20 A1AOU 9  
A1AOU C21 C9  C 0 1 Y N N N N N -26.188 24.379 5.776  -1.071 -3.015 1.272  C21 A1AOU 10 
A1AOU C22 C10 C 0 1 Y N N N N N -25.681 24.910 4.628  -2.315 -2.504 1.481  C22 A1AOU 11 
A1AOU C24 C11 C 0 1 Y N N N N N -24.865 20.108 10.301 1.654  3.901  0.965  C24 A1AOU 12 
A1AOU C2  C12 C 0 1 Y N N N N N -27.768 20.016 6.725  2.670  -0.409 -0.188 C2  A1AOU 13 
A1AOU C3  C13 C 0 1 Y N N N N N -27.940 19.805 8.064  3.341  0.564  0.484  C3  A1AOU 14 
A1AOU C9  C14 C 0 1 Y N N N N N -25.235 22.659 3.787  -1.832 -0.755 -0.145 C9  A1AOU 15 
A1AOU O11 O1  O 0 1 N N N N N N -29.915 20.241 5.760  4.247  -2.113 -0.004 O11 A1AOU 16 
A1AOU C12 C15 C 0 1 Y N N N N N -25.180 24.071 3.608  -2.725 -1.361 0.773  C12 A1AOU 17 
A1AOU C14 C16 C 0 1 Y N N N N N -24.228 22.391 1.642  -3.490 0.895  -0.650 C14 A1AOU 18 
A1AOU O15 O2  O 0 1 N N N N N N -28.347 19.122 4.673  2.467  -2.602 -1.240 O15 A1AOU 19 
A1AOU C16 C17 C 0 1 Y N N N N N -24.160 23.750 1.442  -4.369 0.297  0.255  C16 A1AOU 20 
A1AOU F17 F1  F 0 1 N N N N N N -23.737 21.574 0.674  -3.881 1.994  -1.332 F17 A1AOU 21 
A1AOU C18 C18 C 0 1 Y N N N N N -24.391 20.477 7.961  0.298  2.321  -0.235 C18 A1AOU 22 
A1AOU C19 C19 C 0 1 Y N N N N N -26.217 23.004 5.961  -0.192 -2.418 0.369  C19 A1AOU 23 
A1AOU C23 C20 C 0 1 Y N N N N N -23.963 20.394 9.276  0.474  3.573  0.310  C23 A1AOU 24 
A1AOU H27 H1  H 0 1 N N N N N N -24.798 20.241 5.166  -0.129 -0.001 -1.963 H27 A1AOU 25 
A1AOU H26 H2  H 0 1 N N N N N N -26.415 20.185 4.387  0.892  -1.457 -1.893 H26 A1AOU 26 
A1AOU H28 H3  H 0 1 N N N N N N -24.787 20.748 2.851  -1.571 0.859  -1.557 H28 A1AOU 27 
A1AOU H29 H4  H 0 1 N N N N N N -24.592 25.652 2.258  -4.695 -1.261 1.654  H29 A1AOU 28 
A1AOU H34 H5  H 0 1 N N N N N N -26.898 19.697 10.820 3.576  3.251  1.591  H34 A1AOU 29 
A1AOU H35 H6  H 0 1 N N N N N N -26.570 25.032 6.547  -0.758 -3.893 1.818  H35 A1AOU 30 
A1AOU H36 H7  H 0 1 N N N N N N -25.662 25.982 4.497  -2.983 -2.974 2.187  H36 A1AOU 31 
A1AOU H38 H8  H 0 1 N N N N N N -24.515 20.040 11.320 1.776  4.887  1.387  H38 A1AOU 32 
A1AOU H25 H9  H 0 1 N N N N N N -28.867 19.547 8.555  4.335  0.482  0.899  H25 A1AOU 33 
A1AOU H30 H10 H 0 1 N N N N N N -29.068 18.935 4.084  2.814  -3.498 -1.348 H30 A1AOU 34 
A1AOU H31 H11 H 0 1 N N N N N N -23.737 24.150 0.532  -5.352 0.719  0.399  H31 A1AOU 35 
A1AOU H32 H12 H 0 1 N N N N N N -23.691 20.688 7.166  -0.624 2.076  -0.743 H32 A1AOU 36 
A1AOU H33 H13 H 0 1 N N N N N N -26.596 22.605 6.890  0.789  -2.844 0.222  H33 A1AOU 37 
A1AOU H37 H14 H 0 1 N N N N N N -22.921 20.552 9.510  -0.314 4.307  0.228  H37 A1AOU 38 
# 
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 
A1AOU N1  C5  SING N N 1  
A1AOU N1  C4  SING Y N 2  
A1AOU N1  C2  SING Y N 3  
A1AOU C2  C3  DOUB Y N 4  
A1AOU C2  C7  SING N N 5  
A1AOU C3  C6  SING Y N 6  
A1AOU C4  C6  DOUB Y N 7  
A1AOU C4  C18 SING Y N 8  
A1AOU C5  C8  SING N N 9  
A1AOU C6  C20 SING Y N 10 
A1AOU C7  O15 SING N N 11 
A1AOU C7  O11 DOUB N N 12 
A1AOU C8  C19 DOUB Y N 13 
A1AOU C8  C9  SING Y N 14 
A1AOU C9  C12 DOUB Y N 15 
A1AOU C9  C10 SING Y N 16 
A1AOU C10 C14 DOUB Y N 17 
A1AOU C12 C22 SING Y N 18 
A1AOU C12 C13 SING Y N 19 
A1AOU C13 C16 DOUB Y N 20 
A1AOU C14 C16 SING Y N 21 
A1AOU C14 F17 SING N N 22 
A1AOU C18 C23 DOUB Y N 23 
A1AOU C19 C21 SING Y N 24 
A1AOU C20 C24 DOUB Y N 25 
A1AOU C21 C22 DOUB Y N 26 
A1AOU C23 C24 SING Y N 27 
A1AOU C5  H27 SING N N 28 
A1AOU C5  H26 SING N N 29 
A1AOU C10 H28 SING N N 30 
A1AOU C13 H29 SING N N 31 
A1AOU C20 H34 SING N N 32 
A1AOU C21 H35 SING N N 33 
A1AOU C22 H36 SING N N 34 
A1AOU C24 H38 SING N N 35 
A1AOU C3  H25 SING N N 36 
A1AOU O15 H30 SING N N 37 
A1AOU C16 H31 SING N N 38 
A1AOU C18 H32 SING N N 39 
A1AOU C19 H33 SING N N 40 
A1AOU C23 H37 SING N N 41 
# 
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 
A1AOU SMILES           ACDLabs              12.01 "O=C(O)c1cc2ccccc2n1Cc1cccc2ccc(F)cc21"                                                                                 
A1AOU InChI            InChI                1.06  "InChI=1S/C20H14FNO2/c21-16-9-8-13-5-3-6-15(17(13)11-16)12-22-18-7-2-1-4-14(18)10-19(22)20(23)24/h1-11H,12H2,(H,23,24)" 
A1AOU InChIKey         InChI                1.06  VTJLBBRPEKZJJR-UHFFFAOYSA-N                                                                                             
A1AOU SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1cc2ccccc2n1Cc3cccc4ccc(F)cc34"                                                                                 
A1AOU SMILES           CACTVS               3.385 "OC(=O)c1cc2ccccc2n1Cc3cccc4ccc(F)cc34"                                                                                 
A1AOU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cc(n2Cc3cccc4c3cc(cc4)F)C(=O)O"                                                                             
A1AOU SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)cc(n2Cc3cccc4c3cc(cc4)F)C(=O)O"                                                                             
# 
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 
A1AOU "SYSTEMATIC NAME" ACDLabs              12.01 "1-[(7-fluoronaphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid" 
A1AOU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[(7-fluoranylnaphthalen-1-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 
A1AOU "Create component" 2024-04-19 RCSB 
A1AOU "Initial release"  2025-03-05 RCSB 
# 
