data_A1AO0
# 
_chem_comp.id                                    A1AO0 
_chem_comp.name                                  "5-fluoro-3-{[(methoxycarbonyl)amino]methyl}-1-[(naphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H19 F N2 O4" 
_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                        406.406 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AO0 
_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        7H64 
_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 
A1AO0 N1  N1  N 0 1 Y N N N N N -26.679 20.760 6.495  0.498  -0.005 -1.278 N1  A1AO0 1  
A1AO0 C4  C1  C 0 1 Y N N N N N -27.006 20.398 8.706  -0.944 -1.576 -0.581 C4  A1AO0 2  
A1AO0 C5  C2  C 0 1 Y N N N N N -26.031 20.594 7.721  0.414  -1.304 -0.833 C5  A1AO0 3  
A1AO0 C6  C3  C 0 1 N N N N N N -26.002 21.061 5.236  1.731  0.690  -1.656 C6  A1AO0 4  
A1AO0 C7  C4  C 0 1 N N N N N N -29.064 20.842 5.647  -1.107 1.902  -1.737 C7  A1AO0 5  
A1AO0 C8  C5  C 0 1 N N N N N N -29.620 20.337 8.739  -3.159 -0.220 -0.790 C8  A1AO0 6  
A1AO0 C10 C6  C 0 1 N N N N N N -30.036 17.991 8.474  -4.777 0.525  0.873  C10 A1AO0 7  
A1AO0 N12 N2  N 0 1 N N N N N N -29.796 19.018 9.296  -3.492 0.285  0.544  N12 A1AO0 8  
A1AO0 C13 C7  C 0 1 Y N N N N N -26.609 20.176 10.024 -1.323 -2.842 -0.113 C13 A1AO0 9  
A1AO0 C17 C8  C 0 1 Y N N N N N -25.259 20.158 10.295 -0.373 -3.801 0.096  C17 A1AO0 10 
A1AO0 C20 C9  C 0 1 Y N N N N N -24.284 20.353 9.340  0.970  -3.532 -0.150 C20 A1AO0 11 
A1AO0 C24 C10 C 0 1 Y N N N N N -26.309 24.828 5.625  2.424  2.974  1.274  C24 A1AO0 12 
A1AO0 C26 C11 C 0 1 Y N N N N N -25.793 25.307 4.460  3.524  2.420  1.851  C26 A1AO0 13 
A1AO0 C28 C12 C 0 1 N N N N N N -30.443 15.668 8.380  -6.487 1.224  2.384  C28 A1AO0 14 
A1AO0 C2  C13 C 0 1 Y N N N N N -28.285 20.486 8.063  -1.668 -0.402 -0.900 C2  A1AO0 15 
A1AO0 C3  C14 C 0 1 Y N N N N N -28.054 20.724 6.729  -0.774 0.535  -1.316 C3  A1AO0 16 
A1AO0 C9  C15 C 0 1 Y N N N N N -25.911 22.545 4.945  2.368  1.286  -0.427 C9  A1AO0 17 
A1AO0 C11 C16 C 0 1 Y N N N N N -24.675 20.572 8.027  1.365  -2.296 -0.611 C11 A1AO0 18 
A1AO0 C14 C17 C 0 1 Y N N N N N -25.362 23.016 3.709  3.511  0.691  0.135  C14 A1AO0 19 
A1AO0 O15 O1  O 0 1 N N N N N N -30.114 18.080 7.266  -5.659 0.322  0.063  O15 A1AO0 20 
A1AO0 O16 O2  O 0 1 N N N N N N -30.068 21.533 5.679  -2.248 2.309  -1.634 O16 A1AO0 21 
A1AO0 C18 C18 C 0 1 Y N N N N N -25.313 24.421 3.465  4.094  1.263  1.293  C18 A1AO0 22 
A1AO0 O19 O3  O 0 1 N N N N N N -28.793 20.041 4.658  -0.147 2.706  -2.238 O19 A1AO0 23 
A1AO0 O21 O4  O 0 1 N N N N N N -30.178 16.855 9.164  -5.083 0.988  2.100  O21 A1AO0 24 
A1AO0 F22 F1  F 0 1 N N N N N N -24.870 19.935 11.582 -0.740 -5.020 0.548  F22 A1AO0 25 
A1AO0 C23 C19 C 0 1 Y N N N N N -26.371 23.463 5.864  1.847  2.409  0.138  C23 A1AO0 26 
A1AO0 C25 C20 C 0 1 Y N N N N N -24.865 22.149 2.700  4.084  -0.463 -0.427 C25 A1AO0 27 
A1AO0 C27 C21 C 0 1 Y N N N N N -24.757 24.887 2.250  5.231  0.662  1.860  C27 A1AO0 28 
A1AO0 C29 C22 C 0 1 Y N N N N N -24.345 22.643 1.537  5.182  -1.020 0.153  C29 A1AO0 29 
A1AO0 C30 C23 C 0 1 Y N N N N N -24.294 24.010 1.312  5.755  -0.458 1.292  C30 A1AO0 30 
A1AO0 H32 H1  H 0 1 N N N N N N -24.982 20.651 5.281  2.420  -0.017 -2.116 H32 A1AO0 31 
A1AO0 H31 H2  H 0 1 N N N N N N -26.556 20.578 4.417  1.497  1.484  -2.365 H31 A1AO0 32 
A1AO0 H33 H3  H 0 1 N N N N N N -29.693 21.078 9.549  -3.655 -1.177 -0.951 H33 A1AO0 33 
A1AO0 H34 H4  H 0 1 N N N N N N -30.415 20.521 8.001  -3.495 0.494  -1.542 H34 A1AO0 34 
A1AO0 H36 H5  H 0 1 N N N N N N -29.739 18.874 10.284 -2.788 0.447  1.191  H36 A1AO0 35 
A1AO0 H37 H6  H 0 1 N N N N N N -27.337 20.023 10.807 -2.363 -3.058 0.082  H37 A1AO0 36 
A1AO0 H39 H7  H 0 1 N N N N N N -23.238 20.336 9.608  1.709  -4.301 0.021  H39 A1AO0 37 
A1AO0 H41 H8  H 0 1 N N N N N N -26.674 25.518 6.371  1.988  3.864  1.705  H41 A1AO0 38 
A1AO0 H43 H9  H 0 1 N N N N N N -25.749 26.373 4.293  3.958  2.867  2.734  H43 A1AO0 39 
A1AO0 H46 H10 H 0 1 N N N N N N -30.540 14.800 9.049  -7.041 0.291  2.277  H46 A1AO0 40 
A1AO0 H45 H11 H 0 1 N N N N N N -31.378 15.803 7.816  -6.594 1.595  3.403  H45 A1AO0 41 
A1AO0 H47 H12 H 0 1 N N N N N N -29.612 15.499 7.679  -6.880 1.962  1.685  H47 A1AO0 42 
A1AO0 H35 H13 H 0 1 N N N N N N -23.936 20.723 7.254  2.409  -2.098 -0.801 H35 A1AO0 43 
A1AO0 H38 H14 H 0 1 N N N N N N -29.484 20.095 4.008  -0.398 3.619  -2.433 H38 A1AO0 44 
A1AO0 H40 H15 H 0 1 N N N N N N -26.791 23.111 6.795  0.969  2.864  -0.296 H40 A1AO0 45 
A1AO0 H42 H16 H 0 1 N N N N N N -24.899 21.081 2.855  3.648  -0.912 -1.307 H42 A1AO0 46 
A1AO0 H44 H17 H 0 1 N N N N N N -24.698 25.949 2.063  5.686  1.087  2.743  H44 A1AO0 47 
A1AO0 H48 H18 H 0 1 N N N N N N -23.970 21.963 0.787  5.621  -1.906 -0.281 H48 A1AO0 48 
A1AO0 H49 H19 H 0 1 N N N N N N -23.884 24.385 0.386  6.629  -0.917 1.730  H49 A1AO0 49 
# 
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 
A1AO0 N1  C5  SING Y N 1  
A1AO0 N1  C6  SING N N 2  
A1AO0 N1  C3  SING Y N 3  
A1AO0 C2  C4  SING Y N 4  
A1AO0 C2  C8  SING N N 5  
A1AO0 C2  C3  DOUB Y N 6  
A1AO0 C3  C7  SING N N 7  
A1AO0 C4  C5  DOUB Y N 8  
A1AO0 C4  C13 SING Y N 9  
A1AO0 C5  C11 SING Y N 10 
A1AO0 C6  C9  SING N N 11 
A1AO0 C7  O19 SING N N 12 
A1AO0 C7  O16 DOUB N N 13 
A1AO0 C8  N12 SING N N 14 
A1AO0 C9  C23 DOUB Y N 15 
A1AO0 C9  C14 SING Y N 16 
A1AO0 C10 N12 SING N N 17 
A1AO0 C10 O21 SING N N 18 
A1AO0 C10 O15 DOUB N N 19 
A1AO0 C11 C20 DOUB Y N 20 
A1AO0 C13 C17 DOUB Y N 21 
A1AO0 C14 C18 DOUB Y N 22 
A1AO0 C14 C25 SING Y N 23 
A1AO0 C17 F22 SING N N 24 
A1AO0 C17 C20 SING Y N 25 
A1AO0 C18 C26 SING Y N 26 
A1AO0 C18 C27 SING Y N 27 
A1AO0 O21 C28 SING N N 28 
A1AO0 C23 C24 SING Y N 29 
A1AO0 C24 C26 DOUB Y N 30 
A1AO0 C25 C29 DOUB Y N 31 
A1AO0 C27 C30 DOUB Y N 32 
A1AO0 C29 C30 SING Y N 33 
A1AO0 C6  H32 SING N N 34 
A1AO0 C6  H31 SING N N 35 
A1AO0 C8  H33 SING N N 36 
A1AO0 C8  H34 SING N N 37 
A1AO0 N12 H36 SING N N 38 
A1AO0 C13 H37 SING N N 39 
A1AO0 C20 H39 SING N N 40 
A1AO0 C24 H41 SING N N 41 
A1AO0 C26 H43 SING N N 42 
A1AO0 C28 H46 SING N N 43 
A1AO0 C28 H45 SING N N 44 
A1AO0 C28 H47 SING N N 45 
A1AO0 C11 H35 SING N N 46 
A1AO0 O19 H38 SING N N 47 
A1AO0 C23 H40 SING N N 48 
A1AO0 C25 H42 SING N N 49 
A1AO0 C27 H44 SING N N 50 
A1AO0 C29 H48 SING N N 51 
A1AO0 C30 H49 SING N N 52 
# 
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 
A1AO0 SMILES           ACDLabs              12.01 "O=C(OC)NCc1c2cc(F)ccc2n(Cc2cccc3ccccc32)c1C(=O)O"                                                                                                         
A1AO0 InChI            InChI                1.06  "InChI=1S/C23H19FN2O4/c1-30-23(29)25-12-19-18-11-16(24)9-10-20(18)26(21(19)22(27)28)13-15-7-4-6-14-5-2-3-8-17(14)15/h2-11H,12-13H2,1H3,(H,25,29)(H,27,28)" 
A1AO0 InChIKey         InChI                1.06  JOPBFPYCHOQJEN-UHFFFAOYSA-N                                                                                                                                
A1AO0 SMILES_CANONICAL CACTVS               3.385 "COC(=O)NCc1c2cc(F)ccc2n(Cc3cccc4ccccc34)c1C(O)=O"                                                                                                         
A1AO0 SMILES           CACTVS               3.385 "COC(=O)NCc1c2cc(F)ccc2n(Cc3cccc4ccccc34)c1C(O)=O"                                                                                                         
A1AO0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC(=O)NCc1c2cc(ccc2n(c1C(=O)O)Cc3cccc4c3cccc4)F"                                                                                                         
A1AO0 SMILES           "OpenEye OEToolkits" 2.0.7 "COC(=O)NCc1c2cc(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 
A1AO0 "SYSTEMATIC NAME" ACDLabs              12.01 "5-fluoro-3-{[(methoxycarbonyl)amino]methyl}-1-[(naphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid" 
A1AO0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-fluoranyl-3-[(methoxycarbonylamino)methyl]-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 
A1AO0 "Create component" 2024-04-19 RCSB 
A1AO0 "Initial release"  2025-03-05 RCSB 
# 
