data_A1L52
# 
_chem_comp.id                                    A1L52 
_chem_comp.name                                  "Nile Red" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H18 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "9-(diethylamino)benzo[a]phenoxazin-5-one; Nile Blue A Oxazone" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-11-15 
_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                        318.369 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L52 
_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        9KKP 
_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 
A1L52 C1  C1  C 0 1 N N N N N N 37.281 0.426  34.076 5.981  -1.508 1.257  C1  A1L52 1  
A1L52 O2  O1  O 0 1 N N N N N N 33.246 -0.220 30.847 0.037  1.414  0.162  O2  A1L52 2  
A1L52 C3  C2  C 0 1 N N N N N N 35.070 0.401  36.574 5.031  1.474  0.150  C3  A1L52 3  
A1L52 C4  C3  C 0 1 N N N N N N 34.740 -0.720 37.508 5.170  2.125  -1.228 C4  A1L52 4  
A1L52 C5  C4  C 0 1 Y N N N N N 34.067 0.017  34.368 3.266  -0.245 -0.041 C5  A1L52 5  
A1L52 C6  C5  C 0 1 Y N N N N N 32.770 0.291  34.895 2.874  -1.579 -0.193 C6  A1L52 6  
A1L52 C7  C6  C 0 1 Y N N N N N 31.669 0.367  34.085 1.556  -1.912 -0.226 C7  A1L52 7  
A1L52 C8  C7  C 0 1 Y N N N N N 31.787 0.215  32.697 0.572  -0.911 -0.107 C8  A1L52 8  
A1L52 C9  C8  C 0 1 N N N N N N 30.892 0.162  30.540 -1.656 -0.322 -0.031 C9  A1L52 9  
A1L52 C12 C9  C 0 1 Y N N N N N 27.421 0.532  29.205 -4.843 -2.299 -0.244 C12 A1L52 10 
A1L52 C13 C10 C 0 1 Y N N N N N 27.643 0.411  27.816 -5.789 -1.293 -0.125 C13 A1L52 11 
A1L52 C14 C11 C 0 1 Y N N N N N 28.920 0.209  27.336 -5.401 0.022  0.024  C14 A1L52 12 
A1L52 C15 C12 C 0 1 Y N N N N N 30.009 0.125  28.231 -4.045 0.345  0.055  C15 A1L52 13 
A1L52 C16 C13 C 0 1 N N N N N N 31.345 -0.111 27.751 -3.603 1.741  0.214  C16 A1L52 14 
A1L52 C17 C14 C 0 1 N N N N N N 32.422 -0.201 28.675 -2.240 2.059  0.244  C17 A1L52 15 
A1L52 C18 C15 C 0 1 N N N N N N 32.184 -0.091 30.019 -1.275 1.088  0.129  C18 A1L52 16 
A1L52 C20 C16 C 0 1 Y N N N N N 34.195 -0.157 32.992 2.313  0.757  0.078  C20 A1L52 17 
A1L52 C2  C17 C 0 1 N N N N N N 36.430 -0.608 34.735 5.625  -0.976 -0.133 C2  A1L52 18 
A1L52 N1  N1  N 0 1 N N N N N N 35.149 -0.052 35.184 4.616  0.078  -0.009 N1  A1L52 19 
A1L52 N2  N2  N 0 1 N N N N N N 30.683 0.312  31.861 -0.725 -1.245 -0.141 N2  A1L52 20 
A1L52 C10 C18 C 0 1 Y N N N N N 29.780 0.247  29.626 -3.085 -0.678 -0.066 C10 A1L52 21 
A1L52 C11 C19 C 0 1 Y N N N N N 28.475 0.460  30.081 -3.496 -2.000 -0.215 C11 A1L52 22 
A1L52 O1  O2  O 0 1 N N N N N N 31.598 -0.199 26.522 -4.434 2.630  0.319  O1  A1L52 23 
A1L52 C19 C20 C 0 1 Y N N N N N 33.080 -0.026 32.189 0.966  0.437  0.046  C19 A1L52 24 
A1L52 H2  H1  H 0 1 N N N N N N 38.229 -0.029 33.755 6.378  -0.696 1.865  H2  A1L52 25 
A1L52 H3  H2  H 0 1 N N N N N N 36.753 0.831  33.200 5.088  -1.914 1.730  H3  A1L52 26 
A1L52 H1  H3  H 0 1 N N N N N N 37.487 1.239  34.788 6.732  -2.293 1.164  H1  A1L52 27 
A1L52 H6  H4  H 0 1 N N N N N N 36.040 0.831  36.864 5.989  1.512  0.668  H6  A1L52 28 
A1L52 H7  H5  H 0 1 N N N N N N 34.289 1.171  36.653 4.282  2.012  0.732  H7  A1L52 29 
A1L52 H8  H6  H 0 1 N N N N N N 34.691 -0.337 38.538 5.919  1.587  -1.809 H8  A1L52 30 
A1L52 H10 H7  H 0 1 N N N N N N 33.768 -1.154 37.231 4.212  2.087  -1.746 H10 A1L52 31 
A1L52 H9  H8  H 0 1 N N N N N N 35.519 -1.494 37.441 5.479  3.163  -1.110 H9  A1L52 32 
A1L52 H11 H9  H 0 1 N N N N N N 32.654 0.442  35.958 3.624  -2.351 -0.285 H11 A1L52 33 
A1L52 H12 H10 H 0 1 N N N N N N 30.697 0.546  34.521 1.263  -2.945 -0.344 H12 A1L52 34 
A1L52 H14 H11 H 0 1 N N N N N N 26.419 0.682  29.579 -5.162 -3.324 -0.360 H14 A1L52 35 
A1L52 H15 H12 H 0 1 N N N N N N 26.812 0.477  27.129 -6.840 -1.542 -0.149 H15 A1L52 36 
A1L52 H16 H13 H 0 1 N N N N N N 29.088 0.115  26.273 -6.146 0.799  0.116  H16 A1L52 37 
A1L52 H17 H14 H 0 1 N N N N N N 33.429 -0.356 28.316 -1.940 3.091  0.361  H17 A1L52 38 
A1L52 H18 H15 H 0 1 N N N N N N 35.156 -0.392 32.558 2.622  1.786  0.195  H18 A1L52 39 
A1L52 H5  H16 H 0 1 N N N N N N 36.235 -1.419 34.018 6.519  -0.570 -0.607 H5  A1L52 40 
A1L52 H4  H17 H 0 1 N N N N N N 36.968 -1.011 35.606 5.228  -1.788 -0.742 H4  A1L52 41 
A1L52 H13 H18 H 0 1 N N N N N N 28.293 0.570  31.140 -2.763 -2.789 -0.308 H13 A1L52 42 
# 
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 
A1L52 C1  C2  SING N N 1  
A1L52 C2  N1  SING N N 2  
A1L52 N1  C3  SING N N 3  
A1L52 C3  C4  SING N N 4  
A1L52 N1  C5  SING N N 5  
A1L52 C5  C6  DOUB Y N 6  
A1L52 C6  C7  SING Y N 7  
A1L52 C7  C8  DOUB Y N 8  
A1L52 C8  N2  SING N N 9  
A1L52 N2  C9  DOUB N N 10 
A1L52 C9  C10 SING N N 11 
A1L52 C10 C11 DOUB Y N 12 
A1L52 C11 C12 SING Y N 13 
A1L52 C12 C13 DOUB Y N 14 
A1L52 C13 C14 SING Y N 15 
A1L52 C14 C15 DOUB Y N 16 
A1L52 C15 C16 SING N N 17 
A1L52 C16 O1  DOUB N N 18 
A1L52 C16 C17 SING N N 19 
A1L52 C17 C18 DOUB N N 20 
A1L52 C18 O2  SING N N 21 
A1L52 O2  C19 SING N N 22 
A1L52 C19 C20 DOUB Y N 23 
A1L52 C5  C20 SING Y N 24 
A1L52 C8  C19 SING Y N 25 
A1L52 C9  C18 SING N N 26 
A1L52 C10 C15 SING Y N 27 
A1L52 C1  H2  SING N N 28 
A1L52 C1  H3  SING N N 29 
A1L52 C1  H1  SING N N 30 
A1L52 C3  H6  SING N N 31 
A1L52 C3  H7  SING N N 32 
A1L52 C4  H8  SING N N 33 
A1L52 C4  H10 SING N N 34 
A1L52 C4  H9  SING N N 35 
A1L52 C6  H11 SING N N 36 
A1L52 C7  H12 SING N N 37 
A1L52 C12 H14 SING N N 38 
A1L52 C13 H15 SING N N 39 
A1L52 C14 H16 SING N N 40 
A1L52 C17 H17 SING N N 41 
A1L52 C20 H18 SING N N 42 
A1L52 C2  H5  SING N N 43 
A1L52 C2  H4  SING N N 44 
A1L52 C11 H13 SING N N 45 
# 
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 
A1L52 InChI            InChI                1.06  "InChI=1S/C20H18N2O2/c1-3-22(4-2)13-9-10-16-18(11-13)24-19-12-17(23)14-7-5-6-8-15(14)20(19)21-16/h5-12H,3-4H2,1-2H3" 
A1L52 InChIKey         InChI                1.06  VOFUROIFQGPCGE-UHFFFAOYSA-N                                                                                          
A1L52 SMILES_CANONICAL CACTVS               3.385 "CCN(CC)c1ccc2N=C3C(=CC(=O)c4ccccc34)Oc2c1"                                                                          
A1L52 SMILES           CACTVS               3.385 "CCN(CC)c1ccc2N=C3C(=CC(=O)c4ccccc34)Oc2c1"                                                                          
A1L52 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCN(CC)c1ccc2c(c1)OC3=CC(=O)c4ccccc4C3=N2"                                                                          
A1L52 SMILES           "OpenEye OEToolkits" 2.0.7 "CCN(CC)c1ccc2c(c1)OC3=CC(=O)c4ccccc4C3=N2"                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1L52 
_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        "9-(diethylamino)benzo[a]phenoxazin-5-one" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1L52 "9-(diethylamino)benzo[a]phenoxazin-5-one" PDB     ? 
2 A1L52 "Nile Blue A Oxazone"                      PUBCHEM ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1L52 "Create component" 2024-11-15 PDBJ 
A1L52 "Initial release"  2025-03-05 RCSB 
# 
