data_G9J
# 
_chem_comp.id                                    G9J 
_chem_comp.name                                  "(2S)-3-(3-hydroxyphenyl)-2-(4-iodophenyl)-4-methyl-2H-1-benzopyran-6-ol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H17 I O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-05-16 
_chem_comp.pdbx_modified_date                    2019-02-15 
_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                        456.273 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G9J 
_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        6DFN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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.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 
G9J C1  C1  C 0 1 N N N -60.394 10.718 -50.632 3.604  -0.545 1.704  C1  G9J 1  
G9J C2  C2  C 0 1 N N N -60.467 12.014 -51.419 2.734  -0.769 0.495  C2  G9J 2  
G9J C3  C3  C 0 1 N N N -61.560 12.353 -52.179 2.375  0.258  -0.299 C3  G9J 3  
G9J C4  C4  C 0 1 N N S -61.596 13.662 -52.939 1.479  0.015  -1.486 C4  G9J 4  
G9J O5  O1  O 0 1 N N N -60.729 14.638 -52.352 1.684  -1.294 -2.015 O5  G9J 5  
G9J C6  C5  C 0 1 Y N N -59.519 14.281 -51.852 1.721  -2.329 -1.136 C6  G9J 6  
G9J C7  C6  C 0 1 Y N N -59.319 12.964 -51.370 2.257  -2.118 0.144  C7  G9J 7  
G9J C8  C7  C 0 1 Y N N -58.061 12.621 -50.848 2.332  -3.172 1.051  C8  G9J 8  
G9J C9  C8  C 0 1 Y N N -57.040 13.570 -50.825 1.858  -4.422 0.686  C9  G9J 9  
G9J C10 C9  C 0 1 Y N N -57.255 14.857 -51.308 1.312  -4.621 -0.575 C10 G9J 10 
G9J C11 C10 C 0 1 Y N N -58.491 15.216 -51.824 1.246  -3.579 -1.484 C11 G9J 11 
G9J O12 O2  O 0 1 N N N -55.821 13.238 -50.323 1.928  -5.457 1.565  O12 G9J 12 
G9J C13 C11 C 0 1 Y N N -61.215 13.505 -54.394 0.041  0.158  -1.059 C13 G9J 13 
G9J C14 C12 C 0 1 Y N N -61.857 14.301 -55.336 -0.637 1.339  -1.296 C14 G9J 14 
G9J C15 C13 C 0 1 Y N N -61.525 14.185 -56.681 -1.956 1.470  -0.904 C15 G9J 15 
G9J C16 C14 C 0 1 Y N N -60.547 13.279 -57.073 -2.598 0.420  -0.275 C16 G9J 16 
G9J C17 C15 C 0 1 Y N N -59.898 12.480 -56.141 -1.920 -0.762 -0.038 C17 G9J 17 
G9J C18 C16 C 0 1 Y N N -60.234 12.597 -54.799 -0.603 -0.895 -0.435 C18 G9J 18 
G9J I19 I1  I 0 1 N N N -60.040 13.107 -59.091 -4.597 0.618  0.320  I19 G9J 19 
G9J C20 C17 C 0 1 Y N N -62.774 11.513 -52.280 2.858  1.620  -0.007 C20 G9J 20 
G9J C21 C18 C 0 1 Y N N -63.105 10.787 -53.440 1.954  2.622  0.359  C21 G9J 21 
G9J C22 C19 C 0 1 Y N N -64.268 10.026 -53.477 2.410  3.894  0.631  C22 G9J 22 
G9J C23 C20 C 0 1 Y N N -65.108 9.984  -52.366 3.760  4.184  0.543  C23 G9J 23 
G9J C24 C21 C 0 1 Y N N -64.789 10.710 -51.214 4.665  3.196  0.180  C24 G9J 24 
G9J C25 C22 C 0 1 Y N N -63.636 11.477 -51.170 4.220  1.913  -0.090 C25 G9J 25 
G9J O26 O3  O 0 1 N N N -65.594 10.682 -50.120 5.990  3.487  0.096  O26 G9J 26 
G9J H1  H1  H 0 1 N N N -59.431 10.663 -50.103 3.782  -1.497 2.205  H1  G9J 27 
G9J H2  H2  H 0 1 N N N -61.216 10.686 -49.901 4.556  -0.115 1.393  H2  G9J 28 
G9J H3  H3  H 0 1 N N N -60.483 9.865  -51.321 3.104  0.139  2.390  H3  G9J 29 
G9J H4  H4  H 0 1 N N N -62.628 14.040 -52.903 1.698  0.752  -2.258 H4  G9J 30 
G9J H5  H5  H 0 1 N N N -57.885 11.626 -50.466 2.756  -3.016 2.032  H5  G9J 31 
G9J H6  H6  H 0 1 N N N -56.454 15.581 -51.281 0.940  -5.596 -0.850 H6  G9J 32 
G9J H7  H7  H 0 1 N N N -58.654 16.215 -52.201 0.823  -3.743 -2.464 H7  G9J 33 
G9J H8  H8  H 0 1 N N N -55.832 12.332 -50.036 1.150  -5.545 2.132  H8  G9J 34 
G9J H9  H9  H 0 1 N N N -62.612 15.008 -55.024 -0.135 2.160  -1.787 H9  G9J 35 
G9J H10 H10 H 0 1 N N N -62.025 14.796 -57.418 -2.485 2.394  -1.089 H10 G9J 36 
G9J H11 H11 H 0 1 N N N -59.142 11.777 -56.456 -2.421 -1.583 0.453  H11 G9J 37 
G9J H12 H12 H 0 1 N N N -59.734 11.983 -54.065 -0.073 -1.818 -0.250 H12 G9J 38 
G9J H13 H13 H 0 1 N N N -62.455 10.821 -54.302 0.899  2.399  0.428  H13 G9J 39 
G9J H14 H14 H 0 1 N N N -64.520 9.468  -54.366 1.711  4.668  0.914  H14 G9J 40 
G9J H15 H15 H 0 1 N N N -66.009 9.389  -52.395 4.111  5.182  0.757  H15 G9J 41 
G9J H16 H16 H 0 1 N N N -63.400 12.047 -50.284 4.924  1.143  -0.368 H16 G9J 42 
G9J H17 H17 H 0 1 N N N -65.222 11.230 -49.439 6.476  3.353  0.921  H17 G9J 43 
# 
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 
G9J I19 C16 SING N N 1  
G9J C16 C15 DOUB Y N 2  
G9J C16 C17 SING Y N 3  
G9J C15 C14 SING Y N 4  
G9J C17 C18 DOUB Y N 5  
G9J C14 C13 DOUB Y N 6  
G9J C18 C13 SING Y N 7  
G9J C13 C4  SING N N 8  
G9J C22 C21 DOUB Y N 9  
G9J C22 C23 SING Y N 10 
G9J C21 C20 SING Y N 11 
G9J C4  O5  SING N N 12 
G9J C4  C3  SING N N 13 
G9J C23 C24 DOUB Y N 14 
G9J O5  C6  SING N N 15 
G9J C20 C3  SING N N 16 
G9J C20 C25 DOUB Y N 17 
G9J C3  C2  DOUB N N 18 
G9J C6  C11 DOUB Y N 19 
G9J C6  C7  SING Y N 20 
G9J C11 C10 SING Y N 21 
G9J C2  C7  SING N N 22 
G9J C2  C1  SING N N 23 
G9J C7  C8  DOUB Y N 24 
G9J C10 C9  DOUB Y N 25 
G9J C24 C25 SING Y N 26 
G9J C24 O26 SING N N 27 
G9J C8  C9  SING Y N 28 
G9J C9  O12 SING N N 29 
G9J C1  H1  SING N N 30 
G9J C1  H2  SING N N 31 
G9J C1  H3  SING N N 32 
G9J C4  H4  SING N N 33 
G9J C8  H5  SING N N 34 
G9J C10 H6  SING N N 35 
G9J C11 H7  SING N N 36 
G9J O12 H8  SING N N 37 
G9J C14 H9  SING N N 38 
G9J C15 H10 SING N N 39 
G9J C17 H11 SING N N 40 
G9J C18 H12 SING N N 41 
G9J C21 H13 SING N N 42 
G9J C22 H14 SING N N 43 
G9J C23 H15 SING N N 44 
G9J C25 H16 SING N N 45 
G9J O26 H17 SING N N 46 
# 
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 
G9J SMILES           ACDLabs              12.01 "CC=1c4c(OC(C=1c2cc(ccc2)O)c3ccc(cc3)I)ccc(c4)O"                                                                                      
G9J InChI            InChI                1.03  "InChI=1S/C22H17IO3/c1-13-19-12-18(25)9-10-20(19)26-22(14-5-7-16(23)8-6-14)21(13)15-3-2-4-17(24)11-15/h2-12,22,24-25H,1H3/t22-/m0/s1" 
G9J InChIKey         InChI                1.03  RWKXMXMLZHFKIZ-QFIPXVFZSA-N                                                                                                           
G9J SMILES_CANONICAL CACTVS               3.385 "CC1=C([C@@H](Oc2ccc(O)cc12)c3ccc(I)cc3)c4cccc(O)c4"                                                                                  
G9J SMILES           CACTVS               3.385 "CC1=C([CH](Oc2ccc(O)cc12)c3ccc(I)cc3)c4cccc(O)c4"                                                                                    
G9J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=C([C@@H](Oc2c1cc(cc2)O)c3ccc(cc3)I)c4cccc(c4)O"                                                                                  
G9J SMILES           "OpenEye OEToolkits" 2.0.6 "CC1=C(C(Oc2c1cc(cc2)O)c3ccc(cc3)I)c4cccc(c4)O"                                                                                       
# 
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 
G9J "SYSTEMATIC NAME" ACDLabs              12.01 "(2S)-3-(3-hydroxyphenyl)-2-(4-iodophenyl)-4-methyl-2H-1-benzopyran-6-ol"  
G9J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-3-(3-hydroxyphenyl)-2-(4-iodophenyl)-4-methyl-2~{H}-chromen-6-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
G9J "Create component" 2018-05-16 RCSB 
G9J "Initial release"  2019-02-20 RCSB 
# 
