data_SS8 # _chem_comp.id SS8 _chem_comp.name "3-PHENETHYL-4H-FURO[3,2-B]PYRROLE-5-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H11 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-15 _chem_comp.pdbx_modified_date 2013-05-10 _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 253.253 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SS8 _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 3znq _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 SS8 C1 C1 C 0 1 N N N -8.375 1.702 18.480 4.518 -0.078 0.433 C1 SS8 1 SS8 O2 O2 O 0 1 N N N -7.285 1.466 19.034 5.012 1.057 0.970 O2 SS8 2 SS8 O3 O3 O 0 1 N N N -9.256 2.427 18.968 5.237 -1.050 0.298 O3 SS8 3 SS8 C4 C4 C 0 1 Y N N -8.666 1.112 17.168 3.116 -0.142 0.018 C4 SS8 4 SS8 N5 N5 N 0 1 Y N N -9.909 0.634 16.865 2.195 0.883 0.115 N5 SS8 5 SS8 C6 C6 C 0 1 Y N N -9.722 0.216 15.574 0.998 0.439 -0.373 C6 SS8 6 SS8 C7 C7 C 0 1 Y N N -8.494 0.402 15.150 1.156 -0.879 -0.785 C7 SS8 7 SS8 C8 C8 C 0 1 Y N N -7.726 0.995 16.111 2.488 -1.234 -0.542 C8 SS8 8 SS8 O9 O9 O 0 1 Y N N -8.307 -0.047 13.818 -0.031 -1.310 -1.267 O9 SS8 9 SS8 C10 C10 C 0 1 Y N N -9.666 -0.591 13.442 -0.959 -0.345 -1.193 C10 SS8 10 SS8 C11 C11 C 0 1 Y N N -10.527 -0.436 14.541 -0.404 0.776 -0.650 C11 SS8 11 SS8 C12 C12 C 0 1 N N N -11.972 -0.727 14.873 -1.075 2.062 -0.392 C12 SS8 12 SS8 C13 C13 C 0 1 N N N -12.274 -1.938 15.796 -2.372 2.085 -0.045 C13 SS8 13 SS8 C14 C14 C 0 1 Y N N -11.172 -2.989 16.249 -3.078 0.826 0.254 C14 SS8 14 SS8 C15 C15 C 0 1 Y N N -11.449 -4.426 16.223 -2.426 -0.196 0.950 C15 SS8 15 SS8 C16 C16 C 0 1 Y N N -10.461 -5.353 16.622 -3.093 -1.372 1.225 C16 SS8 16 SS8 C17 C17 C 0 1 Y N N -9.157 -4.872 17.051 -4.404 -1.540 0.814 C17 SS8 17 SS8 C18 C18 C 0 1 Y N N -8.821 -3.483 17.097 -5.055 -0.533 0.124 C18 SS8 18 SS8 C19 C19 C 0 1 Y N N -9.840 -2.584 16.709 -4.403 0.651 -0.153 C19 SS8 19 SS8 HO2 HO2 H 0 1 N N N -7.247 1.922 19.866 5.945 1.002 1.216 HO2 SS8 20 SS8 H8 H8 H 0 1 N N N -6.689 1.293 16.076 2.940 -2.193 -0.749 H8 SS8 21 SS8 H10 H10 H 0 1 N N N -9.930 -1.026 12.489 -1.985 -0.441 -1.513 H10 SS8 22 SS8 H12 H12 H 0 1 N N N -12.769 -0.112 14.481 -0.524 2.986 -0.483 H12 SS8 23 SS8 H13 H13 H 0 1 N N N -13.286 -2.073 16.149 -2.898 3.026 0.017 H13 SS8 24 SS8 H15 H15 H 0 1 N N N -12.416 -4.780 15.896 -1.403 -0.066 1.270 H15 SS8 25 SS8 H16 H16 H 0 1 N N N -10.672 -6.412 16.609 -2.591 -2.162 1.762 H16 SS8 26 SS8 H17 H17 H 0 1 N N N -8.411 -5.595 17.347 -4.920 -2.463 1.033 H17 SS8 27 SS8 H18 H18 H 0 1 N N N -7.846 -3.141 17.410 -6.078 -0.672 -0.193 H18 SS8 28 SS8 H19 H19 H 0 1 N N N -9.623 -1.527 16.754 -4.914 1.438 -0.687 H19 SS8 29 SS8 HN5 HN5 H 0 1 N N N -10.732 0.599 17.432 2.369 1.769 0.470 HN5 SS8 30 # 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 SS8 C4 C1 SING N N 1 SS8 C1 O3 DOUB N N 2 SS8 C1 O2 SING N N 3 SS8 O2 HO2 SING N N 4 SS8 C8 C4 DOUB Y N 5 SS8 N5 C4 SING Y N 6 SS8 C6 N5 SING Y N 7 SS8 C11 C6 SING Y N 8 SS8 C7 C6 DOUB Y N 9 SS8 O9 C7 SING Y N 10 SS8 C7 C8 SING Y N 11 SS8 C8 H8 SING N N 12 SS8 C10 O9 SING Y N 13 SS8 C10 C11 DOUB Y N 14 SS8 C10 H10 SING N N 15 SS8 C11 C12 SING N N 16 SS8 C12 C13 DOUB N Z 17 SS8 C12 H12 SING N N 18 SS8 C13 C14 SING N N 19 SS8 C13 H13 SING N N 20 SS8 C15 C14 DOUB Y N 21 SS8 C14 C19 SING Y N 22 SS8 C15 C16 SING Y N 23 SS8 C15 H15 SING N N 24 SS8 C16 C17 DOUB Y N 25 SS8 C16 H16 SING N N 26 SS8 C17 C18 SING Y N 27 SS8 C17 H17 SING N N 28 SS8 C19 C18 DOUB Y N 29 SS8 C18 H18 SING N N 30 SS8 C19 H19 SING N N 31 SS8 N5 HN5 SING N N 32 # 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 SS8 SMILES ACDLabs 12.01 "O=C(O)c3cc2occ(\C=C/c1ccccc1)c2n3" SS8 InChI InChI 1.03 "InChI=1S/C15H11NO3/c17-15(18)12-8-13-14(16-12)11(9-19-13)7-6-10-4-2-1-3-5-10/h1-9,16H,(H,17,18)/b7-6-" SS8 InChIKey InChI 1.03 VJXSERLPOOWZGU-SREVYHEPSA-N SS8 SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1[nH]c2c(occ2\C=C/c3ccccc3)c1" SS8 SMILES CACTVS 3.370 "OC(=O)c1[nH]c2c(occ2C=Cc3ccccc3)c1" SS8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)/C=C\c2coc3c2[nH]c(c3)C(=O)O" SS8 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C=Cc2coc3c2[nH]c(c3)C(=O)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 SS8 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(Z)-2-phenylethenyl]-4H-furo[3,2-b]pyrrole-5-carboxylic acid" SS8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(Z)-2-phenylethenyl]-4H-furo[3,2-b]pyrrole-5-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 SS8 "Create component" 2013-02-15 EBI SS8 "Initial release" 2013-05-15 RCSB #