data_IR6 # _chem_comp.id IR6 _chem_comp.name "1-{1-[2-(methylsulfonyl)phenyl]-7-phenoxyindolizin-3-yl}ethanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-16 _chem_comp.pdbx_modified_date 2013-01-18 _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 405.466 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IR6 _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 4IR6 _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 IR6 C01 C01 C 0 1 N N N 24.589 10.872 0.734 2.379 4.358 1.183 C01 IR6 1 IR6 C02 C02 C 0 1 N N N 25.113 9.422 0.907 1.105 3.794 0.609 C02 IR6 2 IR6 O01 O01 O 0 1 N N N 24.353 8.496 1.162 0.233 4.543 0.212 O01 IR6 3 IR6 C03 C03 C 0 1 Y N N 26.481 9.242 0.772 0.925 2.406 0.533 C03 IR6 4 IR6 C04 C04 C 0 1 Y N N 27.416 10.280 0.567 1.837 1.442 0.955 C04 IR6 5 IR6 C05 C05 C 0 1 Y N N 28.714 9.646 0.479 1.275 0.195 0.710 C05 IR6 6 IR6 C06 C06 C 0 1 Y N N 29.987 10.354 0.380 1.894 -1.118 1.002 C06 IR6 7 IR6 C07 C07 C 0 1 Y N N 30.561 10.605 1.615 1.461 -1.868 2.096 C07 IR6 8 IR6 C08 C08 C 0 1 Y N N 31.777 11.238 1.699 2.042 -3.091 2.363 C08 IR6 9 IR6 C09 C09 C 0 1 Y N N 32.390 11.733 0.573 3.051 -3.573 1.550 C09 IR6 10 IR6 C10 C10 C 0 1 Y N N 31.840 11.520 -0.664 3.486 -2.833 0.464 C10 IR6 11 IR6 C11 C11 C 0 1 Y N N 30.625 10.859 -0.752 2.908 -1.612 0.182 C11 IR6 12 IR6 S S S 0 1 N N N 29.980 10.645 -2.377 3.463 -0.672 -1.201 S IR6 13 IR6 C12 C12 C 0 1 N N N 28.667 11.808 -2.565 2.043 -0.648 -2.330 C12 IR6 14 IR6 O02 O02 O 0 1 N N N 31.021 10.997 -3.310 3.700 0.625 -0.671 O02 IR6 15 IR6 O03 O03 O 0 1 N N N 29.423 9.324 -2.467 4.522 -1.445 -1.748 O03 IR6 16 IR6 C13 C13 C 0 1 Y N N 28.506 8.267 0.703 0.006 0.410 0.131 C13 IR6 17 IR6 C14 C14 C 0 1 Y N N 29.404 7.167 0.763 -0.980 -0.479 -0.310 C14 IR6 18 IR6 C15 C15 C 0 1 Y N N 28.887 5.938 0.973 -2.151 0.023 -0.846 C15 IR6 19 IR6 O1 O1 O 0 1 N N N 29.665 4.771 1.038 -3.123 -0.817 -1.281 O1 IR6 20 IR6 C16 C16 C 0 1 Y N N 31.047 4.809 1.225 -4.298 -0.839 -0.600 C16 IR6 21 IR6 C17 C17 C 0 1 Y N N 31.873 4.393 0.192 -4.512 0.047 0.447 C17 IR6 22 IR6 C18 C18 C 0 1 Y N N 33.248 4.403 0.372 -5.708 0.022 1.138 C18 IR6 23 IR6 C19 C19 C 0 1 Y N N 33.795 4.810 1.574 -6.692 -0.884 0.787 C19 IR6 24 IR6 C20 C20 C 0 1 Y N N 32.970 5.204 2.605 -6.481 -1.768 -0.255 C20 IR6 25 IR6 C21 C21 C 0 1 Y N N 31.583 5.216 2.437 -5.290 -1.743 -0.953 C21 IR6 26 IR6 C22 C22 C 0 1 Y N N 27.532 5.718 1.134 -2.322 1.417 -0.935 C22 IR6 27 IR6 C1 C1 C 0 1 Y N N 26.662 6.776 1.061 -1.351 2.249 -0.501 C1 IR6 28 IR6 N1 N1 N 0 1 Y N N 27.134 8.040 0.821 -0.193 1.760 0.029 N1 IR6 29 IR6 H1 H1 H 0 1 N N N 23.498 10.888 0.875 2.337 5.447 1.159 H1 IR6 30 IR6 H2 H2 H 0 1 N N N 25.065 11.525 1.480 2.494 4.021 2.213 H2 IR6 31 IR6 H3 H3 H 0 1 N N N 24.833 11.232 -0.277 3.227 4.015 0.591 H3 IR6 32 IR6 H4 H4 H 0 1 N N N 27.205 11.336 0.491 2.806 1.630 1.394 H4 IR6 33 IR6 H5 H5 H 0 1 N N N 30.050 10.301 2.517 0.673 -1.492 2.732 H5 IR6 34 IR6 H6 H6 H 0 1 N N N 32.257 11.348 2.660 1.707 -3.673 3.209 H6 IR6 35 IR6 H7 H7 H 0 1 N N N 33.309 12.292 0.663 3.503 -4.530 1.763 H7 IR6 36 IR6 H8 H8 H 0 1 N N N 32.345 11.862 -1.555 4.275 -3.215 -0.167 H8 IR6 37 IR6 H9 H9 H 0 1 N N N 27.856 11.563 -1.863 1.224 -0.094 -1.872 H9 IR6 38 IR6 H10 H10 H 0 1 N N N 29.041 12.821 -2.354 2.330 -0.166 -3.265 H10 IR6 39 IR6 H11 H11 H 0 1 N N N 28.285 11.766 -3.596 1.722 -1.671 -2.532 H11 IR6 40 IR6 H12 H12 H 0 1 N N N 30.468 7.310 0.644 -0.828 -1.546 -0.233 H12 IR6 41 IR6 H13 H13 H 0 1 N N N 31.449 4.064 -0.745 -3.744 0.755 0.721 H13 IR6 42 IR6 H14 H14 H 0 1 N N N 33.896 4.090 -0.433 -5.874 0.711 1.953 H14 IR6 43 IR6 H15 H15 H 0 1 N N N 34.867 4.819 1.705 -7.626 -0.901 1.329 H15 IR6 44 IR6 H16 H16 H 0 1 N N N 33.398 5.506 3.549 -7.251 -2.475 -0.526 H16 IR6 45 IR6 H17 H17 H 0 1 N N N 30.937 5.538 3.240 -5.128 -2.430 -1.770 H17 IR6 46 IR6 H18 H18 H 0 1 N N N 27.161 4.720 1.316 -3.231 1.823 -1.353 H18 IR6 47 IR6 H19 H19 H 0 1 N N N 25.603 6.613 1.193 -1.494 3.317 -0.575 H19 IR6 48 # 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 IR6 O02 S DOUB N N 1 IR6 C12 S SING N N 2 IR6 O03 S DOUB N N 3 IR6 S C11 SING N N 4 IR6 C11 C10 DOUB Y N 5 IR6 C11 C06 SING Y N 6 IR6 C10 C09 SING Y N 7 IR6 C17 C18 DOUB Y N 8 IR6 C17 C16 SING Y N 9 IR6 C18 C19 SING Y N 10 IR6 C06 C05 SING N N 11 IR6 C06 C07 DOUB Y N 12 IR6 C05 C04 SING Y N 13 IR6 C05 C13 DOUB Y N 14 IR6 C04 C03 DOUB Y N 15 IR6 C09 C08 DOUB Y N 16 IR6 C13 C14 SING Y N 17 IR6 C13 N1 SING Y N 18 IR6 C01 C02 SING N N 19 IR6 C14 C15 DOUB Y N 20 IR6 C03 N1 SING Y N 21 IR6 C03 C02 SING N N 22 IR6 N1 C1 SING Y N 23 IR6 C02 O01 DOUB N N 24 IR6 C15 O1 SING N N 25 IR6 C15 C22 SING Y N 26 IR6 O1 C16 SING N N 27 IR6 C1 C22 DOUB Y N 28 IR6 C16 C21 DOUB Y N 29 IR6 C19 C20 DOUB Y N 30 IR6 C07 C08 SING Y N 31 IR6 C21 C20 SING Y N 32 IR6 C01 H1 SING N N 33 IR6 C01 H2 SING N N 34 IR6 C01 H3 SING N N 35 IR6 C04 H4 SING N N 36 IR6 C07 H5 SING N N 37 IR6 C08 H6 SING N N 38 IR6 C09 H7 SING N N 39 IR6 C10 H8 SING N N 40 IR6 C12 H9 SING N N 41 IR6 C12 H10 SING N N 42 IR6 C12 H11 SING N N 43 IR6 C14 H12 SING N N 44 IR6 C17 H13 SING N N 45 IR6 C18 H14 SING N N 46 IR6 C19 H15 SING N N 47 IR6 C20 H16 SING N N 48 IR6 C21 H17 SING N N 49 IR6 C22 H18 SING N N 50 IR6 C1 H19 SING N N 51 # 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 IR6 SMILES ACDLabs 12.01 "O=S(=O)(c4ccccc4c1cc(C(=O)C)n3c1cc(Oc2ccccc2)cc3)C" IR6 InChI InChI 1.03 "InChI=1S/C23H19NO4S/c1-16(25)21-15-20(19-10-6-7-11-23(19)29(2,26)27)22-14-18(12-13-24(21)22)28-17-8-4-3-5-9-17/h3-15H,1-2H3" IR6 InChIKey InChI 1.03 DNOOBVIUDXIJGO-UHFFFAOYSA-N IR6 SMILES_CANONICAL CACTVS 3.370 "CC(=O)c1cc(c2cc(Oc3ccccc3)ccn12)c4ccccc4[S](C)(=O)=O" IR6 SMILES CACTVS 3.370 "CC(=O)c1cc(c2cc(Oc3ccccc3)ccn12)c4ccccc4[S](C)(=O)=O" IR6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)c1cc(c2n1ccc(c2)Oc3ccccc3)c4ccccc4S(=O)(=O)C" IR6 SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)c1cc(c2n1ccc(c2)Oc3ccccc3)c4ccccc4S(=O)(=O)C" # 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 IR6 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{1-[2-(methylsulfonyl)phenyl]-7-phenoxyindolizin-3-yl}ethanone" IR6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[1-(2-methylsulfonylphenyl)-7-phenoxy-indolizin-3-yl]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IR6 "Create component" 2013-01-16 RCSB IR6 "Initial release" 2013-01-18 RCSB #