data_4OG # _chem_comp.id 4OG _chem_comp.name "3-(1-benzothiophen-3-yl)-L-alanine" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C11 H11 N O2 S" _chem_comp.mon_nstd_parent_comp_id TRP _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-28 _chem_comp.pdbx_modified_date 2023-11-03 _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 221.276 _chem_comp.one_letter_code W _chem_comp.three_letter_code 4OG _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 4ZIB _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_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 4OG C4 C4 C 0 1 Y N N N N N 7.902 46.528 30.263 -2.377 -0.308 0.072 C4 4OG 1 4OG C5 C5 C 0 1 Y N N N N N 10.430 47.592 29.976 -2.131 2.433 -0.292 C5 4OG 2 4OG C6 C6 C 0 1 Y N N N N N 9.343 48.235 29.416 -3.354 1.888 0.073 C6 4OG 3 4OG C7 C7 C 0 1 Y N N N N N 8.070 47.710 29.555 -3.480 0.530 0.254 C7 4OG 4 4OG C8 C8 C 0 1 Y N N N N N 10.265 46.411 30.683 -1.042 1.635 -0.468 C8 4OG 5 4OG C9 C9 C 0 1 Y N N N N N 8.995 45.852 30.839 -1.142 0.238 -0.290 C9 4OG 6 4OG N N N 0 1 N N N Y Y N 8.444 44.125 34.461 1.550 1.167 1.003 N 4OG 7 4OG CA CA C 0 1 N N S Y N N 9.686 43.978 33.654 2.094 -0.078 0.444 CA 4OG 8 4OG CB CB C 0 1 N N N N N N 9.350 43.638 32.197 1.304 -0.462 -0.809 CB 4OG 9 4OG C1 C1 C 0 1 Y N N N N N 8.520 44.663 31.489 -0.118 -0.784 -0.427 C1 4OG 10 4OG C2 C2 C 0 1 Y N N N N N 7.224 44.442 31.437 -0.527 -2.015 -0.192 C2 4OG 11 4OG S3 S3 S 0 1 Y N N N N N 6.411 45.681 30.563 -2.229 -2.054 0.228 S3 4OG 12 4OG C C C 0 1 N N N Y N Y 10.528 45.253 33.775 3.543 0.125 0.081 C 4OG 13 4OG O O1 O 0 1 N N N Y N Y 11.650 45.260 33.214 3.974 1.243 -0.078 O1 4OG 14 4OG OXT OXT O 0 1 N Y N Y N Y 10.032 46.197 34.438 4.353 -0.934 -0.064 OXT 4OG 15 4OG H1 H1 H 0 1 N N N N N N 11.418 48.013 29.862 -2.041 3.500 -0.431 H1 4OG 16 4OG H5 H2 H 0 1 N N N N N N 9.488 49.153 28.866 -4.210 2.532 0.215 H2 4OG 17 4OG H3 H3 H 0 1 N N N N N N 7.220 48.213 29.119 -4.435 0.111 0.537 H3 4OG 18 4OG H4 H4 H 0 1 N N N N N N 11.124 45.920 31.116 -0.097 2.073 -0.752 H4 4OG 19 4OG H H5 H 0 1 N N N Y Y N 8.684 44.346 35.406 2.013 1.407 1.867 H5 4OG 20 4OG H2 H6 H 0 1 N Y N Y Y N 7.883 44.860 34.079 1.614 1.921 0.337 H6 4OG 21 4OG HA H8 H 0 1 N N N Y N N 10.273 43.145 34.068 2.013 -0.875 1.183 H8 4OG 22 4OG H9 H9 H 0 1 N N N N N N 8.800 42.685 32.186 1.311 0.371 -1.513 H9 4OG 23 4OG H10 H10 H 0 1 N N N N N N 10.295 43.523 31.646 1.762 -1.334 -1.275 H10 4OG 24 4OG H11 H11 H 0 1 N N N N N N 6.733 43.591 31.886 0.106 -2.888 -0.250 H11 4OG 25 4OG HXT H12 H 0 1 N Y N Y N Y 10.639 46.927 34.453 5.274 -0.754 -0.297 H12 4OG 26 # 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 4OG C6 C7 SING Y N 1 4OG C6 C5 DOUB Y N 2 4OG C7 C4 DOUB Y N 3 4OG C5 C8 SING Y N 4 4OG C4 S3 SING Y N 5 4OG C4 C9 SING Y N 6 4OG S3 C2 SING Y N 7 4OG C8 C9 DOUB Y N 8 4OG C9 C1 SING Y N 9 4OG C2 C1 DOUB Y N 10 4OG C1 CB SING N N 11 4OG CB CA SING N N 12 4OG O C DOUB N N 13 4OG CA C SING N N 14 4OG CA N SING N N 15 4OG C OXT SING N N 16 4OG C5 H1 SING N N 17 4OG C6 H5 SING N N 18 4OG C7 H3 SING N N 19 4OG C8 H4 SING N N 20 4OG N H SING N N 21 4OG N H2 SING N N 22 4OG CA HA SING N N 23 4OG CB H9 SING N N 24 4OG CB H10 SING N N 25 4OG C2 H11 SING N N 26 4OG OXT HXT SING N N 27 # 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 4OG SMILES ACDLabs 12.01 "c12scc(c1cccc2)CC(N)C(O)=O" 4OG InChI InChI 1.03 "InChI=1S/C11H11NO2S/c12-9(11(13)14)5-7-6-15-10-4-2-1-3-8(7)10/h1-4,6,9H,5,12H2,(H,13,14)/t9-/m0/s1" 4OG InChIKey InChI 1.03 GAUUPDQWKHTCAX-VIFPVBQESA-N 4OG SMILES_CANONICAL CACTVS 3.385 "N[C@@H](Cc1csc2ccccc12)C(O)=O" 4OG SMILES CACTVS 3.385 "N[CH](Cc1csc2ccccc12)C(O)=O" 4OG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(cs2)C[C@@H](C(=O)O)N" 4OG SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc2c(c1)c(cs2)CC(C(=O)O)N" # 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 4OG "SYSTEMATIC NAME" ACDLabs 12.01 "3-(1-benzothiophen-3-yl)-L-alanine" 4OG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-azanyl-3-(1-benzothiophen-3-yl)propanoic 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 4OG "Create component" 2015-04-28 RCSB 4OG "Initial release" 2016-03-02 RCSB 4OG "Modify linking type" 2020-10-05 PDBE 4OG "Modify backbone" 2023-11-03 PDBE #