data_A1IFQ
# 
_chem_comp.id                                    A1IFQ 
_chem_comp.name                                  "(7~{S})-1-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)amino]-6,6-dimethyl-7-oxidanyl-7,8-dihydrobenzo[cd]indole-3-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H24 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-25 
_chem_comp.pdbx_modified_date                    2025-05-02 
_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                        444.479 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IFQ 
_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        9FRM 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IFQ C4  C1  C 0 1 Y N N N N N 3.160  4.872  59.116 -3.445 -0.078 0.147  C4  A1IFQ 1  
A1IFQ C14 C2  C 0 1 Y N N N N N 6.043  6.166  57.376 0.022  -0.427 -0.768 C14 A1IFQ 2  
A1IFQ C5  C3  C 0 1 Y N N N N N 4.253  5.588  58.641 -2.076 0.086  -0.158 C5  A1IFQ 3  
A1IFQ C6  C4  C 0 1 Y N N N N N 4.701  6.844  59.071 -1.342 1.244  -0.123 C6  A1IFQ 4  
A1IFQ C11 C5  C 0 1 N N N N N N 1.063  6.109  59.578 -4.803 1.809  -0.698 C11 A1IFQ 5  
A1IFQ C7  C6  C 0 1 Y N N N N N 2.861  3.673  58.478 -3.934 -1.333 0.042  C7  A1IFQ 6  
A1IFQ C8  C7  C 0 1 Y N N N N N 3.639  3.204  57.435 -3.150 -2.422 -0.346 C8  A1IFQ 7  
A1IFQ C9  C8  C 0 1 Y N N N N N 4.726  3.921  56.944 -1.793 -2.352 -0.666 C9  A1IFQ 8  
A1IFQ C10 C9  C 0 1 Y N N N N N 5.049  5.160  57.554 -1.189 -1.015 -0.576 C10 A1IFQ 9  
A1IFQ C12 C10 C 0 1 N N N N N N 1.862  4.454  61.283 -5.284 0.813  1.541  C12 A1IFQ 10 
A1IFQ C13 C11 C 0 1 N N N N N N 5.511  3.295  55.809 -1.020 -3.536 -1.070 C13 A1IFQ 11 
A1IFQ N1  N1  N 0 1 Y N N N N N 5.822  7.169  58.322 -0.084 0.923  -0.497 N1  A1IFQ 12 
A1IFQ N2  N2  N 0 1 N N N N N N 6.948  6.124  56.449 1.184  -1.081 -1.171 N2  A1IFQ 13 
A1IFQ C3  C12 C 0 1 N N N N N N 2.305  5.483  60.231 -4.180 1.170  0.545  C3  A1IFQ 14 
A1IFQ C1  C13 C 0 1 N N N N N N 4.169  7.376  60.158 -2.024 2.525  0.291  C1  A1IFQ 15 
A1IFQ C2  C14 C 0 1 N N S N N N 3.111  6.613  60.924 -3.211 2.162  1.196  C2  A1IFQ 16 
A1IFQ O1  O1  O 0 1 N N N N N N 3.819  6.009  62.002 -2.709 1.588  2.404  O1  A1IFQ 17 
A1IFQ O2  O2  O 0 1 N N N N N N 6.308  3.993  55.158 0.175  -3.441 -1.277 O2  A1IFQ 18 
A1IFQ O3  O3  O 0 1 N N N N N N 5.313  2.085  55.579 -1.636 -4.727 -1.211 O3  A1IFQ 19 
A1IFQ C15 C15 C 0 1 Y N N N N N 6.592  8.379  58.482 0.974  1.838  -0.594 C15 A1IFQ 20 
A1IFQ O4  O4  O 0 1 N N N N N N 8.816  11.836 58.871 4.088  4.532  -0.879 O4  A1IFQ 21 
A1IFQ C16 C16 C 0 1 Y N N N N N 6.683  9.263  57.423 1.482  2.436  0.552  C16 A1IFQ 22 
A1IFQ C17 C17 C 0 1 Y N N N N N 7.428  10.418 57.558 2.524  3.337  0.455  C17 A1IFQ 23 
A1IFQ C18 C18 C 0 1 Y N N N N N 8.083  10.690 58.751 3.063  3.645  -0.785 C18 A1IFQ 24 
A1IFQ C19 C19 C 0 1 Y N N N N N 7.983  9.796  59.809 2.556  3.047  -1.930 C19 A1IFQ 25 
A1IFQ C20 C20 C 0 1 Y N N N N N 7.239  8.638  59.675 1.518  2.142  -1.835 C20 A1IFQ 26 
A1IFQ C21 C21 C 0 1 Y N N N N N 8.229  6.720  56.417 2.174  -1.391 -0.233 C21 A1IFQ 27 
A1IFQ C22 C22 C 0 1 Y N N N N N 8.671  7.360  55.267 1.952  -1.149 1.117  C22 A1IFQ 28 
A1IFQ C23 C23 C 0 1 Y N N N N N 9.915  7.955  55.219 2.930  -1.456 2.043  C23 A1IFQ 29 
A1IFQ C24 C24 C 0 1 Y N N N N N 10.746 7.911  56.328 4.134  -2.004 1.625  C24 A1IFQ 30 
A1IFQ C25 C25 C 0 1 Y N N N N N 10.321 7.264  57.479 4.357  -2.245 0.278  C25 A1IFQ 31 
A1IFQ C26 C26 C 0 1 Y N N N N N 9.073  6.672  57.518 3.378  -1.945 -0.649 C26 A1IFQ 32 
A1IFQ O5  O5  O 0 1 N N N N N N 11.980 8.494  56.278 5.096  -2.305 2.538  O5  A1IFQ 33 
A1IFQ H1  H1  H 0 1 N N N N N N 0.426  6.558  60.355 -5.499 1.108  -1.157 H1  A1IFQ 34 
A1IFQ H2  H2  H 0 1 N N N N N N 1.376  6.887  58.866 -5.337 2.716  -0.411 H2  A1IFQ 35 
A1IFQ H3  H3  H 0 1 N N N N N N 0.497  5.330  59.045 -4.017 2.060  -1.410 H3  A1IFQ 36 
A1IFQ H4  H4  H 0 1 N N N N N N 2.006  3.098  58.803 -4.977 -1.501 0.267  H4  A1IFQ 37 
A1IFQ H5  H5  H 0 1 N N N N N N 3.395  2.252  56.988 -3.628 -3.389 -0.401 H5  A1IFQ 38 
A1IFQ H6  H6  H 0 1 N N N N N N 1.255  4.953  62.052 -4.842 0.354  2.425  H6  A1IFQ 39 
A1IFQ H7  H7  H 0 1 N N N N N N 1.265  3.668  60.798 -5.818 1.719  1.831  H7  A1IFQ 40 
A1IFQ H8  H8  H 0 1 N N N N N N 2.749  4.004  61.752 -5.980 0.114  1.078  H8  A1IFQ 41 
A1IFQ H9  H9  H 0 1 N N N N N N 6.704  5.592  55.638 1.307  -1.322 -2.102 H9  A1IFQ 42 
A1IFQ H10 H10 H 0 1 N N N N N N 4.996  7.565  60.858 -1.324 3.156  0.838  H10 A1IFQ 43 
A1IFQ H11 H11 H 0 1 N N N N N N 3.717  8.333  59.857 -2.383 3.053  -0.592 H11 A1IFQ 44 
A1IFQ H12 H12 H 0 1 N N N N N N 2.389  7.339  61.325 -3.756 3.073  1.443  H12 A1IFQ 45 
A1IFQ H13 H13 H 0 1 N N N N N N 3.215  5.506  62.536 -2.086 2.155  2.880  H13 A1IFQ 46 
A1IFQ H14 H14 H 0 1 N N N N N N 5.856  1.808  54.851 -1.086 -5.477 -1.479 H14 A1IFQ 47 
A1IFQ H15 H15 H 0 1 N N N N N N 9.199  11.878 59.739 4.965  4.128  -0.818 H15 A1IFQ 48 
A1IFQ H16 H16 H 0 1 N N N N N N 6.174  9.051  56.494 1.062  2.197  1.517  H16 A1IFQ 49 
A1IFQ H17 H17 H 0 1 N N N N N N 7.501  11.111 56.733 2.919  3.802  1.346  H17 A1IFQ 50 
A1IFQ H18 H18 H 0 1 N N N N N N 8.488  10.006 60.740 2.976  3.287  -2.896 H18 A1IFQ 51 
A1IFQ H19 H19 H 0 1 N N N N N N 7.164  7.941  60.497 1.126  1.673  -2.726 H19 A1IFQ 52 
A1IFQ H20 H20 H 0 1 N N N N N N 8.032  7.393  54.397 1.015  -0.722 1.443  H20 A1IFQ 53 
A1IFQ H21 H21 H 0 1 N N N N N N 10.241 8.454  54.319 2.757  -1.268 3.093  H21 A1IFQ 54 
A1IFQ H22 H22 H 0 1 N N N N N N 10.965 7.223  58.345 5.294  -2.671 -0.046 H22 A1IFQ 55 
A1IFQ H23 H23 H 0 1 N N N N N N 8.750  6.166  58.416 3.550  -2.137 -1.698 H23 A1IFQ 56 
A1IFQ H24 H24 H 0 1 N N N N N N 12.420 8.377  57.112 5.036  -3.203 2.891  H24 A1IFQ 57 
# 
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 
A1IFQ O2  C13 DOUB N N 1  
A1IFQ C23 C22 DOUB Y N 2  
A1IFQ C23 C24 SING Y N 3  
A1IFQ C22 C21 SING Y N 4  
A1IFQ O3  C13 SING N N 5  
A1IFQ C13 C9  SING N N 6  
A1IFQ O5  C24 SING N N 7  
A1IFQ C24 C25 DOUB Y N 8  
A1IFQ C21 N2  SING N N 9  
A1IFQ C21 C26 DOUB Y N 10 
A1IFQ N2  C14 SING N N 11 
A1IFQ C9  C8  DOUB Y N 12 
A1IFQ C9  C10 SING Y N 13 
A1IFQ C14 C10 DOUB Y N 14 
A1IFQ C14 N1  SING Y N 15 
A1IFQ C16 C17 DOUB Y N 16 
A1IFQ C16 C15 SING Y N 17 
A1IFQ C8  C7  SING Y N 18 
A1IFQ C25 C26 SING Y N 19 
A1IFQ C10 C5  SING Y N 20 
A1IFQ C17 C18 SING Y N 21 
A1IFQ N1  C15 SING N N 22 
A1IFQ N1  C6  SING Y N 23 
A1IFQ C7  C4  DOUB Y N 24 
A1IFQ C15 C20 DOUB Y N 25 
A1IFQ C5  C6  DOUB Y N 26 
A1IFQ C5  C4  SING Y N 27 
A1IFQ C18 O4  SING N N 28 
A1IFQ C18 C19 DOUB Y N 29 
A1IFQ C6  C1  SING N N 30 
A1IFQ C4  C3  SING N N 31 
A1IFQ C11 C3  SING N N 32 
A1IFQ C20 C19 SING Y N 33 
A1IFQ C1  C2  SING N N 34 
A1IFQ C3  C2  SING N N 35 
A1IFQ C3  C12 SING N N 36 
A1IFQ C2  O1  SING N N 37 
A1IFQ C11 H1  SING N N 38 
A1IFQ C11 H2  SING N N 39 
A1IFQ C11 H3  SING N N 40 
A1IFQ C7  H4  SING N N 41 
A1IFQ C8  H5  SING N N 42 
A1IFQ C12 H6  SING N N 43 
A1IFQ C12 H7  SING N N 44 
A1IFQ C12 H8  SING N N 45 
A1IFQ N2  H9  SING N N 46 
A1IFQ C1  H10 SING N N 47 
A1IFQ C1  H11 SING N N 48 
A1IFQ C2  H12 SING N N 49 
A1IFQ O1  H13 SING N N 50 
A1IFQ O3  H14 SING N N 51 
A1IFQ O4  H15 SING N N 52 
A1IFQ C16 H16 SING N N 53 
A1IFQ C17 H17 SING N N 54 
A1IFQ C19 H18 SING N N 55 
A1IFQ C20 H19 SING N N 56 
A1IFQ C22 H20 SING N N 57 
A1IFQ C23 H21 SING N N 58 
A1IFQ C25 H22 SING N N 59 
A1IFQ C26 H23 SING N N 60 
A1IFQ O5  H24 SING N N 61 
# 
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 
A1IFQ InChI            InChI                1.06  "InChI=1S/C26H24N2O5/c1-26(2)19-12-11-18(25(32)33)22-23(19)20(13-21(26)31)28(15-5-9-17(30)10-6-15)24(22)27-14-3-7-16(29)8-4-14/h3-12,21,27,29-31H,13H2,1-2H3,(H,32,33)/t21-/m0/s1" 
A1IFQ InChIKey         InChI                1.06  UPILIIDBNLOCIT-NRFANRHFSA-N                                                                                                                                                        
A1IFQ SMILES_CANONICAL CACTVS               3.385 "CC1(C)[C@@H](O)Cc2n(c3ccc(O)cc3)c(Nc4ccc(O)cc4)c5c(ccc1c25)C(O)=O"                                                                                                                
A1IFQ SMILES           CACTVS               3.385 "CC1(C)[CH](O)Cc2n(c3ccc(O)cc3)c(Nc4ccc(O)cc4)c5c(ccc1c25)C(O)=O"                                                                                                                  
A1IFQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1(c2ccc(c3c2c(n(c3Nc4ccc(cc4)O)c5ccc(cc5)O)C[C@@H]1O)C(=O)O)C"                                                                                                                  
A1IFQ SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(c2ccc(c3c2c(n(c3Nc4ccc(cc4)O)c5ccc(cc5)O)CC1O)C(=O)O)C"                                                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           A1IFQ 
_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        "(7~{S})-1-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)amino]-6,6-dimethyl-7-oxidanyl-7,8-dihydrobenzo[cd]indole-3-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 
A1IFQ "Create component" 2024-06-25 PDBE 
A1IFQ "Initial release"  2025-05-07 RCSB 
# 
