data_A1AOT
# 
_chem_comp.id                                    A1AOT 
_chem_comp.name                                  "3-{[(ethoxycarbonyl)(methyl)amino]methyl}-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                               "C25 H23 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                        434.460 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AOT 
_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        7H60 
_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 
A1AOT N1  N1  N 0 1 Y N N N N N -26.775 20.598 6.509  -0.725 0.965  -0.966 N1  A1AOT 1  
A1AOT C4  C1  C 0 1 Y N N N N N -27.140 20.059 8.687  1.437  1.498  -0.683 C4  A1AOT 2  
A1AOT C5  C2  C 0 1 Y N N N N N -26.161 20.436 7.753  0.115  1.903  -0.412 C5  A1AOT 3  
A1AOT C6  C3  C 0 1 N N N N N N -26.082 21.013 5.280  -2.189 0.999  -0.924 C6  A1AOT 4  
A1AOT C7  C4  C 0 1 N N N N N N -29.725 19.624 8.611  2.521  -0.518 -1.927 C7  A1AOT 5  
A1AOT C8  C5  C 0 1 N N N N N N -29.950 17.745 10.163 3.845  -1.169 0.012  C8  A1AOT 6  
A1AOT C13 C6  C 0 1 Y N N N N N -26.767 19.843 10.014 2.508  2.279  -0.230 C13 A1AOT 7  
A1AOT C17 C7  C 0 1 Y N N N N N -25.436 20.003 10.342 2.264  3.426  0.471  C17 A1AOT 8  
A1AOT C21 C8  C 0 1 Y N N N N N -24.461 20.374 9.436  0.959  3.827  0.739  C21 A1AOT 9  
A1AOT C24 C9  C 0 1 N N N N N N -30.107 17.338 7.732  2.316  -2.831 -0.904 C24 A1AOT 10 
A1AOT C26 C10 C 0 1 Y N N N N N -25.019 22.243 2.769  -5.002 0.495  -0.468 C26 A1AOT 11 
A1AOT C28 C11 C 0 1 Y N N N N N -25.005 25.007 2.434  -5.871 -1.063 1.683  C28 A1AOT 12 
A1AOT C2  C12 C 0 1 Y N N N N N -28.395 19.975 7.984  1.357  0.290  -1.416 C2  A1AOT 13 
A1AOT C3  C13 C 0 1 Y N N N N N -28.140 20.326 6.675  0.040  -0.012 -1.574 C3  A1AOT 14 
A1AOT C9  C14 C 0 1 N N N N N N -29.087 20.351 5.545  -0.484 -1.190 -2.278 C9  A1AOT 15 
A1AOT N10 N2  N 0 1 N N N N N N -29.930 18.207 8.889  2.921  -1.496 -0.913 N10 A1AOT 16 
A1AOT C11 C15 C 0 1 Y N N N N N -26.048 22.511 5.048  -2.678 0.162  0.229  C11 A1AOT 17 
A1AOT C12 C16 C 0 1 Y N N N N N -24.829 20.597 8.119  -0.109 3.076  0.304  C12 A1AOT 18 
A1AOT C14 C17 C 0 1 Y N N N N N -25.527 23.052 3.825  -4.054 -0.056 0.411  C14 A1AOT 19 
A1AOT O15 O1  O 0 1 N N N N N N -29.809 18.444 11.135 4.346  -0.062 0.005  O15 A1AOT 20 
A1AOT O16 O2  O 0 1 N N N N N N -28.781 19.716 4.530  0.282  -1.990 -2.779 O16 A1AOT 21 
A1AOT C18 C18 C 0 1 Y N N N N N -25.508 24.471 3.647  -4.495 -0.846 1.502  C18 A1AOT 22 
A1AOT O19 O3  O 0 1 N N N N N N -30.154 16.417 10.212 4.212  -2.068 0.945  O19 A1AOT 23 
A1AOT O20 O4  O 0 1 N N N N N N -30.225 20.956 5.700  -1.816 -1.383 -2.369 O20 A1AOT 24 
A1AOT F22 F1  F 0 1 N N N N N N -25.066 19.773 11.633 3.299  4.177  0.907  F22 A1AOT 25 
A1AOT C23 C19 C 0 1 Y N N N N N -26.509 23.381 6.017  -1.789 -0.387 1.102  C23 A1AOT 26 
A1AOT C25 C20 C 0 1 Y N N N N N -26.494 24.759 5.833  -2.222 -1.164 2.174  C25 A1AOT 27 
A1AOT C27 C21 C 0 1 Y N N N N N -26.012 25.300 4.679  -3.547 -1.396 2.381  C27 A1AOT 28 
A1AOT C29 C22 C 0 1 N N N N N N -30.190 15.836 11.563 5.212  -1.647 1.909  C29 A1AOT 29 
A1AOT C30 C23 C 0 1 N N N N N N -30.783 14.508 11.509 5.498  -2.793 2.881  C30 A1AOT 30 
A1AOT C31 C24 C 0 1 Y N N N N N -24.526 22.804 1.622  -6.328 0.267  -0.258 C31 A1AOT 31 
A1AOT C32 C25 C 0 1 Y N N N N N -24.529 24.188 1.451  -6.761 -0.505 0.817  C32 A1AOT 32 
A1AOT H1  H1  H 0 1 N N N N N N -26.591 20.545 4.425  -2.524 2.028  -0.795 H1  A1AOT 33 
A1AOT H2  H2  H 0 1 N N N N N N -25.045 20.651 5.332  -2.588 0.601  -1.857 H2  A1AOT 34 
A1AOT H3  H3  H 0 1 N N N N N N -29.808 20.172 9.561  2.230  -1.039 -2.839 H3  A1AOT 35 
A1AOT H4  H4  H 0 1 N N N N N N -30.521 19.954 7.927  3.359  0.147  -2.141 H4  A1AOT 36 
A1AOT H5  H5  H 0 1 N N N N N N -27.495 19.560 10.760 3.524  1.974  -0.434 H5  A1AOT 37 
A1AOT H6  H6  H 0 1 N N N N N N -23.433 20.488 9.748  0.783  4.736  1.295  H6  A1AOT 38 
A1AOT H7  H7  H 0 1 N N N N N N -30.252 16.301 8.070  2.909  -3.503 -1.523 H7  A1AOT 39 
A1AOT H8  H8  H 0 1 N N N N N N -30.989 17.664 7.160  2.286  -3.209 0.118  H8  A1AOT 40 
A1AOT H9  H9  H 0 1 N N N N N N -29.214 17.393 7.092  1.301  -2.772 -1.299 H9  A1AOT 41 
A1AOT H10 H10 H 0 1 N N N N N N -25.023 21.168 2.875  -4.681 1.099  -1.304 H10 A1AOT 42 
A1AOT H11 H11 H 0 1 N N N N N N -24.998 26.077 2.286  -6.222 -1.663 2.510  H11 A1AOT 43 
A1AOT H12 H12 H 0 1 N N N N N N -24.092 20.892 7.387  -1.118 3.396  0.516  H12 A1AOT 44 
A1AOT H13 H13 H 0 1 N N N N N N -30.760 20.829 4.925  -2.114 -2.172 -2.842 H13 A1AOT 45 
A1AOT H14 H14 H 0 1 N N N N N N -26.892 22.979 6.944  -0.732 -0.218 0.960  H14 A1AOT 46 
A1AOT H15 H15 H 0 1 N N N N N N -26.868 25.407 6.612  -1.496 -1.588 2.851  H15 A1AOT 47 
A1AOT H16 H16 H 0 1 N N N N N N -26.014 26.372 4.550  -3.868 -2.000 3.217  H16 A1AOT 48 
A1AOT H17 H17 H 0 1 N N N N N N -29.166 15.764 11.958 6.129  -1.376 1.387  H17 A1AOT 49 
A1AOT H18 H18 H 0 1 N N N N N N -30.792 16.479 12.222 4.841  -0.785 2.464  H18 A1AOT 50 
A1AOT H19 H19 H 0 1 N N N N N N -30.809 14.076 12.520 4.581  -3.064 3.404  H19 A1AOT 51 
A1AOT H20 H20 H 0 1 N N N N N N -31.807 14.580 11.115 5.868  -3.656 2.327  H20 A1AOT 52 
A1AOT H21 H21 H 0 1 N N N N N N -30.181 13.864 10.851 6.249  -2.477 3.605  H21 A1AOT 53 
A1AOT H22 H22 H 0 1 N N N N N N -24.131 22.169 0.843  -7.054 0.692  -0.935 H22 A1AOT 54 
A1AOT H23 H23 H 0 1 N N N N N N -24.152 24.615 0.534  -7.819 -0.670 0.961  H23 A1AOT 55 
# 
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 
A1AOT C32 C31 DOUB Y N 1  
A1AOT C32 C28 SING Y N 2  
A1AOT C31 C26 SING Y N 3  
A1AOT C28 C18 DOUB Y N 4  
A1AOT C26 C14 DOUB Y N 5  
A1AOT C18 C14 SING Y N 6  
A1AOT C18 C27 SING Y N 7  
A1AOT C14 C11 SING Y N 8  
A1AOT O16 C9  DOUB N N 9  
A1AOT C27 C25 DOUB Y N 10 
A1AOT C11 C6  SING N N 11 
A1AOT C11 C23 DOUB Y N 12 
A1AOT C6  N1  SING N N 13 
A1AOT C9  O20 SING N N 14 
A1AOT C9  C3  SING N N 15 
A1AOT C25 C23 SING Y N 16 
A1AOT N1  C3  SING Y N 17 
A1AOT N1  C5  SING Y N 18 
A1AOT C3  C2  DOUB Y N 19 
A1AOT C24 N10 SING N N 20 
A1AOT C5  C12 DOUB Y N 21 
A1AOT C5  C4  SING Y N 22 
A1AOT C2  C7  SING N N 23 
A1AOT C2  C4  SING Y N 24 
A1AOT C12 C21 SING Y N 25 
A1AOT C7  N10 SING N N 26 
A1AOT C4  C13 DOUB Y N 27 
A1AOT N10 C8  SING N N 28 
A1AOT C21 C17 DOUB Y N 29 
A1AOT C13 C17 SING Y N 30 
A1AOT C8  O19 SING N N 31 
A1AOT C8  O15 DOUB N N 32 
A1AOT O19 C29 SING N N 33 
A1AOT C17 F22 SING N N 34 
A1AOT C30 C29 SING N N 35 
A1AOT C6  H1  SING N N 36 
A1AOT C6  H2  SING N N 37 
A1AOT C7  H3  SING N N 38 
A1AOT C7  H4  SING N N 39 
A1AOT C13 H5  SING N N 40 
A1AOT C21 H6  SING N N 41 
A1AOT C24 H7  SING N N 42 
A1AOT C24 H8  SING N N 43 
A1AOT C24 H9  SING N N 44 
A1AOT C26 H10 SING N N 45 
A1AOT C28 H11 SING N N 46 
A1AOT C12 H12 SING N N 47 
A1AOT O20 H13 SING N N 48 
A1AOT C23 H14 SING N N 49 
A1AOT C25 H15 SING N N 50 
A1AOT C27 H16 SING N N 51 
A1AOT C29 H17 SING N N 52 
A1AOT C29 H18 SING N N 53 
A1AOT C30 H19 SING N N 54 
A1AOT C30 H20 SING N N 55 
A1AOT C30 H21 SING N N 56 
A1AOT C31 H22 SING N N 57 
A1AOT C32 H23 SING N N 58 
# 
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 
A1AOT SMILES           ACDLabs              12.01 "O=C(OCC)N(C)Cc1c2cc(F)ccc2n(Cc2cccc3ccccc32)c1C(=O)O"                                                                                                      
A1AOT InChI            InChI                1.06  "InChI=1S/C25H23FN2O4/c1-3-32-25(31)27(2)15-21-20-13-18(26)11-12-22(20)28(23(21)24(29)30)14-17-9-6-8-16-7-4-5-10-19(16)17/h4-13H,3,14-15H2,1-2H3,(H,29,30)" 
A1AOT InChIKey         InChI                1.06  XWRQNSCQHBELPO-UHFFFAOYSA-N                                                                                                                                 
A1AOT SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)N(C)Cc1c2cc(F)ccc2n(Cc3cccc4ccccc34)c1C(O)=O"                                                                                                      
A1AOT SMILES           CACTVS               3.385 "CCOC(=O)N(C)Cc1c2cc(F)ccc2n(Cc3cccc4ccccc34)c1C(O)=O"                                                                                                      
A1AOT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCOC(=O)N(C)Cc1c2cc(ccc2n(c1C(=O)O)Cc3cccc4c3cccc4)F"                                                                                                      
A1AOT SMILES           "OpenEye OEToolkits" 2.0.7 "CCOC(=O)N(C)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 
A1AOT "SYSTEMATIC NAME" ACDLabs              12.01 "3-{[(ethoxycarbonyl)(methyl)amino]methyl}-5-fluoro-1-[(naphthalen-1-yl)methyl]-1H-indole-2-carboxylic acid" 
A1AOT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[[ethoxycarbonyl(methyl)amino]methyl]-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 
A1AOT "Create component" 2024-04-19 RCSB 
A1AOT "Initial release"  2025-03-05 RCSB 
# 
