data_A1LWH
# 
_chem_comp.id                                    A1LWH 
_chem_comp.name                                  Tapinarof 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-[(E)-2-phenylethenyl]-2-propan-2-yl-benzene-1,3-diol; DB06083" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-16 
_chem_comp.pdbx_modified_date                    2025-11-19 
_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                        254.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1LWH 
_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        8XS6 
_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 
A1LWH C01 C1  C 0 1 N N N N N N -13.414 -4.708  -1.947 -4.891 0.802  1.243  C01 A1LWH 1  
A1LWH C02 C2  C 0 1 N N N N N N -12.701 -5.583  -0.893 -4.467 0.012  0.002  C02 A1LWH 2  
A1LWH C03 C3  C 0 1 N N N N N N -11.485 -4.904  -0.257 -4.892 0.772  -1.256 C03 A1LWH 3  
A1LWH C04 C4  C 0 1 Y N N N N N -13.646 -6.181  0.150  -2.970 -0.160 0.004  C04 A1LWH 4  
A1LWH C05 C5  C 0 1 Y N N N N N -13.552 -7.514  0.350  -2.420 -1.434 0.019  C05 A1LWH 5  
A1LWH C06 C6  C 0 1 Y N N N N N -14.392 -8.165  1.299  -1.045 -1.597 0.020  C06 A1LWH 6  
A1LWH C07 C7  C 0 1 Y N N N N N -15.319 -7.421  2.027  -0.211 -0.476 0.006  C07 A1LWH 7  
A1LWH C08 C8  C 0 1 Y N N N N N -15.418 -6.053  1.829  -0.770 0.804  -0.009 C08 A1LWH 8  
A1LWH C09 C9  C 0 1 Y N N N N N -14.594 -5.411  0.898  -2.146 0.957  -0.015 C09 A1LWH 9  
A1LWH C11 C10 C 0 1 N N N N N N -16.187 -8.121  3.020  1.253  -0.644 0.007  C11 A1LWH 10 
A1LWH C12 C11 C 0 1 N N N N N N -16.721 -9.380  2.706  2.052  0.434  -0.006 C12 A1LWH 11 
A1LWH C13 C12 C 0 1 Y N N N N N -17.550 -10.065 3.642  3.517  0.266  -0.004 C13 A1LWH 12 
A1LWH C14 C13 C 0 1 Y N N N N N -17.602 -11.419 3.665  4.352  1.386  -0.018 C14 A1LWH 13 
A1LWH C15 C14 C 0 1 Y N N N N N -18.451 -12.095 4.622  5.721  1.221  -0.016 C15 A1LWH 14 
A1LWH C16 C15 C 0 1 Y N N N N N -19.214 -11.359 5.527  6.268  -0.050 -0.001 C16 A1LWH 15 
A1LWH C17 C16 C 0 1 Y N N N N N -19.163 -9.995  5.509  5.448  -1.164 0.013  C17 A1LWH 16 
A1LWH C18 C17 C 0 1 Y N N N N N -18.328 -9.319  4.561  4.076  -1.014 0.017  C18 A1LWH 17 
A1LWH O10 O1  O 0 1 N N N N N N -14.725 -4.004  0.719  -2.691 2.202  -0.035 O10 A1LWH 18 
A1LWH O19 O2  O 0 1 N N N N N N -12.638 -8.224  -0.376 -3.233 -2.523 0.033  O19 A1LWH 19 
A1LWH H1  H1  H 0 1 N N N N N N -14.273 -5.257  -2.359 -4.413 1.781  1.231  H1  A1LWH 20 
A1LWH H2  H2  H 0 1 N N N N N N -13.765 -3.779  -1.475 -5.974 0.926  1.242  H2  A1LWH 21 
A1LWH H3  H3  H 0 1 N N N N N N -12.711 -4.465  -2.758 -4.589 0.260  2.139  H3  A1LWH 22 
A1LWH H4  H4  H 0 1 N N N N N N -12.299 -6.441  -1.451 -4.945 -0.967 0.014  H4  A1LWH 23 
A1LWH H5  H5  H 0 1 N N N N N N -11.030 -5.582  0.480  -4.414 1.752  -1.267 H5  A1LWH 24 
A1LWH H6  H6  H 0 1 N N N N N N -10.749 -4.664  -1.038 -4.590 0.210  -2.139 H6  A1LWH 25 
A1LWH H7  H7  H 0 1 N N N N N N -11.803 -3.978  0.244  -5.975 0.896  -1.257 H7  A1LWH 26 
A1LWH H8  H8  H 0 1 N N N N N N -14.311 -9.231  1.454  -0.618 -2.589 0.032  H8  A1LWH 27 
A1LWH H9  H9  H 0 1 N N N N N N -16.135 -5.479  2.397  -0.129 1.673  -0.019 H9  A1LWH 28 
A1LWH H10 H10 H 0 1 N N N N N N -16.402 -7.661  3.973  1.683  -1.635 0.019  H10 A1LWH 29 
A1LWH H11 H11 H 0 1 N N N N N N -16.503 -9.833  1.750  1.622  1.425  -0.018 H11 A1LWH 30 
A1LWH H12 H12 H 0 1 N N N N N N -17.009 -11.994 2.969  3.926  2.379  -0.031 H12 A1LWH 31 
A1LWH H13 H13 H 0 1 N N N N N N -18.494 -13.174 4.635  6.368  2.086  -0.028 H13 A1LWH 32 
A1LWH H14 H14 H 0 1 N N N N N N -19.845 -11.867 6.241  7.341  -0.173 0.001  H14 A1LWH 33 
A1LWH H15 H15 H 0 1 N N N N N N -19.753 -9.424  6.211  5.881  -2.152 0.025  H15 A1LWH 34 
A1LWH H16 H16 H 0 1 N N N N N N -18.292 -8.240  4.547  3.437  -1.884 0.032  H16 A1LWH 35 
A1LWH H17 H17 H 0 1 N N N N N N -15.400 -3.672  1.299  -2.847 2.576  0.843  H17 A1LWH 36 
A1LWH H18 H18 H 0 1 N N N N N N -12.683 -9.141  -0.133 -3.469 -2.849 -0.846 H18 A1LWH 37 
# 
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 
A1LWH C01 C02 SING N N 1  
A1LWH C02 C03 SING N N 2  
A1LWH C02 C04 SING N N 3  
A1LWH O19 C05 SING N N 4  
A1LWH C04 C05 DOUB Y N 5  
A1LWH C04 C09 SING Y N 6  
A1LWH C05 C06 SING Y N 7  
A1LWH O10 C09 SING N N 8  
A1LWH C09 C08 DOUB Y N 9  
A1LWH C06 C07 DOUB Y N 10 
A1LWH C08 C07 SING Y N 11 
A1LWH C07 C11 SING N N 12 
A1LWH C12 C11 DOUB N E 13 
A1LWH C12 C13 SING N N 14 
A1LWH C13 C14 DOUB Y N 15 
A1LWH C13 C18 SING Y N 16 
A1LWH C14 C15 SING Y N 17 
A1LWH C18 C17 DOUB Y N 18 
A1LWH C15 C16 DOUB Y N 19 
A1LWH C17 C16 SING Y N 20 
A1LWH C01 H1  SING N N 21 
A1LWH C01 H2  SING N N 22 
A1LWH C01 H3  SING N N 23 
A1LWH C02 H4  SING N N 24 
A1LWH C03 H5  SING N N 25 
A1LWH C03 H6  SING N N 26 
A1LWH C03 H7  SING N N 27 
A1LWH C06 H8  SING N N 28 
A1LWH C08 H9  SING N N 29 
A1LWH C11 H10 SING N N 30 
A1LWH C12 H11 SING N N 31 
A1LWH C14 H12 SING N N 32 
A1LWH C15 H13 SING N N 33 
A1LWH C16 H14 SING N N 34 
A1LWH C17 H15 SING N N 35 
A1LWH C18 H16 SING N N 36 
A1LWH O10 H17 SING N N 37 
A1LWH O19 H18 SING N N 38 
# 
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 
A1LWH InChI            InChI                1.06  "InChI=1S/C17H18O2/c1-12(2)17-15(18)10-14(11-16(17)19)9-8-13-6-4-3-5-7-13/h3-12,18-19H,1-2H3/b9-8+" 
A1LWH InChIKey         InChI                1.06  ZISJNXNHJRQYJO-CMDGGOBGSA-N                                                                         
A1LWH SMILES_CANONICAL CACTVS               3.385 "CC(C)c1c(O)cc(/C=C/c2ccccc2)cc1O"                                                                  
A1LWH SMILES           CACTVS               3.385 "CC(C)c1c(O)cc(C=Cc2ccccc2)cc1O"                                                                    
A1LWH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)c1c(cc(cc1O)/C=C/c2ccccc2)O"                                                                  
A1LWH SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)c1c(cc(cc1O)C=Cc2ccccc2)O"                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1LWH 
_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        "5-[(~{E})-2-phenylethenyl]-2-propan-2-yl-benzene-1,3-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1LWH "Create component" 2024-01-16 PDBJ 
A1LWH "Initial release"  2025-01-15 RCSB 
A1LWH "Modify name"      2025-11-19 PDBJ 
A1LWH "Modify synonyms"  2025-11-19 PDBJ 
# 
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 A1LWH "5-[(E)-2-phenylethenyl]-2-propan-2-yl-benzene-1,3-diol" AUTHOR ? 
2 A1LWH DB06083                                                  AUTHOR ? 
# 
