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 #