data_A1L54
# 
_chem_comp.id                                    A1L54 
_chem_comp.name                                  "Coumarin 153" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H14 F3 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2(7),5,8-tetraen-4-one" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-19 
_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                        309.283 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L54 
_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        9KN8 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1L54 N1  N1  N 0 1 N N N N N N 35.492 -0.035 35.571 -3.397 -0.104 0.352  N1  A1L54 1  
A1L54 C4  C1  C 0 1 N N N N N N 30.536 -0.110 31.283 3.039  -1.249 -0.094 C4  A1L54 2  
A1L54 C5  C2  C 0 1 Y N N N N N 32.868 -0.074 32.315 0.747  -0.060 0.069  C5  A1L54 3  
A1L54 C6  C3  C 0 1 Y N N N N N 32.376 -0.084 33.633 0.080  -1.291 0.072  C6  A1L54 4  
A1L54 C7  C4  C 0 1 Y N N N N N 33.224 -0.070 34.722 -1.282 -1.334 0.158  C7  A1L54 5  
A1L54 C8  C5  C 0 1 N N N N N N 32.683 -0.092 36.129 -1.980 -2.673 0.152  C8  A1L54 6  
A1L54 C10 C6  C 0 1 N N N N N N 35.014 -0.063 36.951 -4.078 -1.383 0.471  C10 A1L54 7  
A1L54 C13 C7  C 0 1 N N N N N N 36.631 -0.010 32.951 -2.228 2.306  0.310  C13 A1L54 8  
A1L54 C15 C8  C 0 1 Y N N N N N 34.642 -0.048 34.508 -2.020 -0.160 0.246  C15 A1L54 9  
A1L54 C1  C9  C 0 1 N N N N N N 33.991 -0.053 29.748 1.979  2.385  0.060  C1  A1L54 10 
A1L54 C11 C10 C 0 1 N N N N N N 36.942 0.021  35.417 -4.003 0.773  -0.644 C11 A1L54 11 
A1L54 C12 C11 C 0 1 N N N N N N 37.341 0.662  34.112 -3.380 2.159  -0.683 C12 A1L54 12 
A1L54 C14 C12 C 0 1 Y N N N N N 35.143 -0.037 33.199 -1.362 1.074  0.230  C14 A1L54 13 
A1L54 C16 C13 C 0 1 Y N N N N N 34.252 -0.052 32.136 0.012  1.141  0.147  C16 A1L54 14 
A1L54 C2  C14 C 0 1 N N N N N N 32.592 -0.075 29.933 2.787  1.235  -0.016 C2  A1L54 15 
A1L54 C3  C15 C 0 1 N N N N N N 32.029 -0.086 31.149 2.207  0.005  -0.014 C3  A1L54 16 
A1L54 C9  C16 C 0 1 N N N N N N 33.656 0.581  37.078 -3.404 -2.459 -0.378 C9  A1L54 17 
A1L54 F1  F1  F 0 1 N N N N N N 29.930 -0.543 30.173 2.682  -1.973 -1.236 F1  A1L54 18 
A1L54 F2  F2  F 0 1 N N N N N N 30.031 1.097  31.548 4.393  -0.906 -0.162 F2  A1L54 19 
A1L54 F3  F3  F 0 1 N N N N N N 30.134 -0.911 32.272 2.812  -2.032 1.044  F3  A1L54 20 
A1L54 O1  O1  O 0 1 N N N N N N 34.570 -0.034 28.689 2.518  3.477  0.054  O1  A1L54 21 
A1L54 O2  O2  O 0 1 N N N N N N 34.785 -0.038 30.866 0.646  2.331  0.138  O2  A1L54 22 
A1L54 H1  H1  H 0 1 N N N N N N 31.309 -0.103 33.797 0.645  -2.209 0.004  H1  A1L54 23 
A1L54 H2  H2  H 0 1 N N N N N N 31.722 0.442  36.156 -1.444 -3.366 -0.498 H2  A1L54 24 
A1L54 H3  H3  H 0 1 N N N N N N 32.532 -1.135 36.444 -2.020 -3.073 1.165  H3  A1L54 25 
A1L54 H4  H4  H 0 1 N N N N N N 34.946 -1.109 37.285 -4.069 -1.695 1.515  H4  A1L54 26 
A1L54 H5  H5  H 0 1 N N N N N N 35.728 0.480  37.588 -5.112 -1.267 0.145  H5  A1L54 27 
A1L54 H6  H6  H 0 1 N N N N N N 37.001 -1.041 32.846 -1.636 3.185  0.056  H6  A1L54 28 
A1L54 H7  H7  H 0 1 N N N N N N 36.836 0.550  32.026 -2.626 2.408  1.319  H7  A1L54 29 
A1L54 H8  H8  H 0 1 N N N N N N 37.343 -1.003 35.449 -3.896 0.313  -1.626 H8  A1L54 30 
A1L54 H9  H9  H 0 1 N N N N N N 37.366 0.607  36.246 -5.065 0.875  -0.419 H9  A1L54 31 
A1L54 H10 H10 H 0 1 N N N N N N 38.428 0.563  33.978 -4.146 2.898  -0.447 H10 A1L54 32 
A1L54 H11 H11 H 0 1 N N N N N N 37.070 1.728  34.134 -3.006 2.350  -1.689 H11 A1L54 33 
A1L54 H12 H12 H 0 1 N N N N N N 31.952 -0.083 29.063 3.861  1.328  -0.075 H12 A1L54 34 
A1L54 H13 H13 H 0 1 N N N N N N 33.733 1.649  36.827 -3.363 -2.134 -1.418 H13 A1L54 35 
A1L54 H14 H14 H 0 1 N N N N N N 33.294 0.472  38.111 -3.966 -3.390 -0.305 H14 A1L54 36 
# 
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 
A1L54 O1  C1  DOUB N N 1  
A1L54 C1  C2  SING N N 2  
A1L54 C1  O2  SING N N 3  
A1L54 C2  C3  DOUB N N 4  
A1L54 F1  C4  SING N N 5  
A1L54 O2  C16 SING N N 6  
A1L54 C3  C4  SING N N 7  
A1L54 C3  C5  SING N N 8  
A1L54 C4  F2  SING N N 9  
A1L54 C4  F3  SING N N 10 
A1L54 C16 C5  DOUB Y N 11 
A1L54 C16 C14 SING Y N 12 
A1L54 C5  C6  SING Y N 13 
A1L54 C13 C14 SING N N 14 
A1L54 C13 C12 SING N N 15 
A1L54 C14 C15 DOUB Y N 16 
A1L54 C6  C7  DOUB Y N 17 
A1L54 C12 C11 SING N N 18 
A1L54 C15 C7  SING Y N 19 
A1L54 C15 N1  SING N N 20 
A1L54 C7  C8  SING N N 21 
A1L54 C11 N1  SING N N 22 
A1L54 N1  C10 SING N N 23 
A1L54 C8  C9  SING N N 24 
A1L54 C10 C9  SING N N 25 
A1L54 C6  H1  SING N N 26 
A1L54 C8  H2  SING N N 27 
A1L54 C8  H3  SING N N 28 
A1L54 C10 H4  SING N N 29 
A1L54 C10 H5  SING N N 30 
A1L54 C13 H6  SING N N 31 
A1L54 C13 H7  SING N N 32 
A1L54 C11 H8  SING N N 33 
A1L54 C11 H9  SING N N 34 
A1L54 C12 H10 SING N N 35 
A1L54 C12 H11 SING N N 36 
A1L54 C2  H12 SING N N 37 
A1L54 C9  H13 SING N N 38 
A1L54 C9  H14 SING N N 39 
# 
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 
A1L54 InChI            InChI                1.06  "InChI=1S/C16H14F3NO2/c17-16(18,19)12-8-13(21)22-15-10-4-2-6-20-5-1-3-9(14(10)20)7-11(12)15/h7-8H,1-6H2" 
A1L54 InChIKey         InChI                1.06  VSSSHNJONFTXHS-UHFFFAOYSA-N                                                                              
A1L54 SMILES_CANONICAL CACTVS               3.385 "FC(F)(F)C1=CC(=O)Oc2c3CCCN4CCCc(cc12)c34"                                                               
A1L54 SMILES           CACTVS               3.385 "FC(F)(F)C1=CC(=O)Oc2c3CCCN4CCCc(cc12)c34"                                                               
A1L54 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c2c3c(c4c1C(=CC(=O)O4)C(F)(F)F)CCCN3CCC2"                                                             
A1L54 SMILES           "OpenEye OEToolkits" 2.0.7 "c1c2c3c(c4c1C(=CC(=O)O4)C(F)(F)F)CCCN3CCC2"                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1L54 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2(7),5,8-tetraen-4-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1L54 "Create component" 2024-11-19 PDBJ 
A1L54 "Initial release"  2025-03-05 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1L54 
_pdbx_chem_comp_synonyms.name         "6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(17),2(7),5,8-tetraen-4-one" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
