data_OHD # _chem_comp.id OHD _chem_comp.name "{(4Z)-2-[(1S)-1-aminoethyl]-4-[(3-chloro-4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C14 H14 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ALA,TYR,GLY _chem_comp.pdbx_synonyms "PEPTIDE DERIVED CHROMOPHORE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-25 _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 323.732 _chem_comp.one_letter_code AYG _chem_comp.three_letter_code OHD _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 6PFR _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 OHD N1 N1 N 0 1 N N N Y Y N -26.870 3.870 -0.609 -0.955 2.838 1.271 N1 OHD 1 OHD CA1 CA1 C 0 1 N N S Y N N -25.894 4.941 -0.881 -2.003 2.098 0.554 CA1 OHD 2 OHD CB1 CB1 C 0 1 N N N N N N -25.019 5.148 0.320 -2.117 2.632 -0.875 CB1 OHD 3 OHD C1 C1 C 0 1 N N N Y N N -25.127 4.549 -2.129 -1.649 0.634 0.517 C1 OHD 4 OHD N2 N2 N 0 1 N N N Y N N -23.844 4.114 -2.163 -0.441 0.176 0.417 N2 OHD 5 OHD N3 N3 N 0 1 N N N Y N N -25.638 4.494 -3.371 -2.561 -0.381 0.591 N3 OHD 6 OHD C2 C2 C 0 1 N N N Y N N -24.683 4.065 -4.171 -1.895 -1.556 0.529 C2 OHD 7 OHD O2 O2 O 0 1 N N N Y N N -24.790 3.909 -5.351 -2.370 -2.677 0.562 O2 OHD 8 OHD CA2 CA2 C 0 1 N N N Y N N -23.562 3.850 -3.425 -0.473 -1.190 0.413 CA2 OHD 9 OHD CA3 CA3 C 0 1 N N N Y N N -27.013 4.794 -3.758 -4.012 -0.223 0.716 CA3 OHD 10 OHD C3 C3 C 0 1 N N N Y N Y -27.114 6.120 -4.474 -4.630 -0.163 -0.657 C3 OHD 11 OHD O3 O3 O 0 1 N N N Y N Y -28.105 6.387 -5.155 -3.931 -0.244 -1.639 O3 OHD 12 OHD CB2 CB2 C 0 1 N N N N N N -22.408 3.403 -3.922 0.601 -2.048 0.318 CB2 OHD 13 OHD CG2 CG2 C 0 1 Y N N N N N -21.211 2.856 -3.119 1.946 -1.514 0.093 CG2 OHD 14 OHD CD1 CD1 C 0 1 Y N N N N N -21.090 2.999 -1.749 3.021 -2.386 -0.128 CD1 OHD 15 OHD CD2 CD2 C 0 1 Y N N N N N -20.233 2.199 -3.821 2.163 -0.129 0.092 CD2 OHD 16 OHD CE1 CE1 C 0 1 Y N N N N N -20.008 2.478 -1.082 4.283 -1.880 -0.339 CE1 OHD 17 OHD CE2 CE2 C 0 1 Y N N N N N -19.142 1.670 -3.160 3.430 0.366 -0.120 CE2 OHD 18 OHD CZ CZ C 0 1 Y N N N N N -19.020 1.809 -1.791 4.494 -0.505 -0.334 CZ OHD 19 OHD OH OH O 0 1 N N N N N N -17.867 1.298 -1.143 5.741 -0.012 -0.542 OH OHD 20 OHD CL CL CL 0 0 N N N N N N -17.885 0.813 -4.089 3.701 2.081 -0.122 CL OHD 21 OHD OXT O1 O 0 1 N Y N Y N Y -26.436 7.142 -3.868 -5.958 -0.020 -0.789 O1 OHD 22 OHD H2 H1 H 0 1 N Y N Y Y N -27.395 4.097 0.211 -0.904 2.548 2.236 H1 OHD 23 OHD H H2 H 0 1 N N N Y Y N -27.491 3.779 -1.388 -0.062 2.732 0.814 H2 OHD 24 OHD HA1 H4 H 0 1 N N N Y N N -26.437 5.876 -1.086 -2.956 2.229 1.068 H4 OHD 25 OHD H5 H5 H 0 1 N N N N N N -25.640 5.429 1.183 -1.165 2.501 -1.389 H5 OHD 26 OHD H6 H6 H 0 1 N N N N N N -24.479 4.217 0.545 -2.895 2.083 -1.406 H6 OHD 27 OHD H7 H7 H 0 1 N N N N N N -24.296 5.950 0.113 -2.373 3.691 -0.848 H7 OHD 28 OHD HA31 H9 H 0 1 N N N Y N N -27.639 4.828 -2.854 -4.424 -1.071 1.263 H9 OHD 29 OHD HA32 H10 H 0 1 N N N Y N N -27.377 3.999 -4.426 -4.232 0.698 1.254 H10 OHD 30 OHD H11 H11 H 0 1 N N N N N N -22.301 3.427 -4.996 0.451 -3.114 0.410 H11 OHD 31 OHD H13 H13 H 0 1 N N N N N N -21.854 3.526 -1.197 2.860 -3.454 -0.133 H13 OHD 32 OHD H14 H14 H 0 1 N N N N N N -20.316 2.095 -4.893 1.338 0.548 0.257 H14 OHD 33 OHD H15 H15 H 0 1 N N N N N N -19.926 2.588 -0.011 5.112 -2.551 -0.510 H15 OHD 34 OHD H16 H16 H 0 1 N N N N N N -17.926 1.468 -0.210 6.257 0.108 0.267 H16 OHD 35 OHD HXT H17 H 0 1 N Y N Y N Y -26.857 7.968 -4.074 -6.309 0.014 -1.690 H17 OHD 36 # 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 OHD O2 C2 DOUB N N 1 OHD O3 C3 DOUB N N 2 OHD C3 CA3 SING N N 3 OHD C2 CA2 SING N N 4 OHD C2 N3 SING N N 5 OHD CL CE2 SING N N 6 OHD CB2 CA2 DOUB N Z 7 OHD CB2 CG2 SING N N 8 OHD CD2 CE2 DOUB Y N 9 OHD CD2 CG2 SING Y N 10 OHD CA3 N3 SING N N 11 OHD CA2 N2 SING N N 12 OHD N3 C1 SING N N 13 OHD CE2 CZ SING Y N 14 OHD CG2 CD1 DOUB Y N 15 OHD N2 C1 DOUB N N 16 OHD C1 CA1 SING N N 17 OHD CZ OH SING N N 18 OHD CZ CE1 DOUB Y N 19 OHD CD1 CE1 SING Y N 20 OHD CA1 N1 SING N N 21 OHD CA1 CB1 SING N N 22 OHD C3 OXT SING N N 23 OHD N1 H2 SING N N 24 OHD N1 H SING N N 25 OHD CA1 HA1 SING N N 26 OHD CB1 H5 SING N N 27 OHD CB1 H6 SING N N 28 OHD CB1 H7 SING N N 29 OHD CA3 HA31 SING N N 30 OHD CA3 HA32 SING N N 31 OHD CB2 H11 SING N N 32 OHD CD1 H13 SING N N 33 OHD CD2 H14 SING N N 34 OHD CE1 H15 SING N N 35 OHD OH H16 SING N N 36 OHD OXT HXT SING N N 37 # 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 OHD SMILES ACDLabs 12.01 "NC(C)C1=N/C(C(N1CC(O)=O)=O)=C\c2ccc(c(c2)Cl)O" OHD InChI InChI 1.03 "InChI=1S/C14H14ClN3O4/c1-7(16)13-17-10(14(22)18(13)6-12(20)21)5-8-2-3-11(19)9(15)4-8/h2-5,7,19H,6,16H2,1H3,(H,20,21)/b10-5-/t7-/m0/s1" OHD InChIKey InChI 1.03 JUGKPHPDTRUHCK-ZHNVUNHESA-N OHD SMILES_CANONICAL CACTVS 3.385 "C[C@H](N)C1=N\C(=C/c2ccc(O)c(Cl)c2)C(=O)N1CC(O)=O" OHD SMILES CACTVS 3.385 "C[CH](N)C1=NC(=Cc2ccc(O)c(Cl)c2)C(=O)N1CC(O)=O" OHD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](C1=N/C(=C\c2ccc(c(c2)Cl)O)/C(=O)N1CC(=O)O)N" OHD SMILES "OpenEye OEToolkits" 2.0.7 "CC(C1=NC(=Cc2ccc(c(c2)Cl)O)C(=O)N1CC(=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 OHD "SYSTEMATIC NAME" ACDLabs 12.01 "{(4Z)-2-[(1S)-1-aminoethyl]-4-[(3-chloro-4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" OHD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[(4~{Z})-2-[(1~{S})-1-azanylethyl]-4-[(3-chloranyl-4-oxidanyl-phenyl)methylidene]-5-oxidanylidene-imidazol-1-yl]ethanoic 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 OHD "Create component" 2019-06-25 RCSB OHD "Other modification" 2019-06-25 RCSB OHD "Initial release" 2019-08-07 RCSB OHD "Modify parent residue" 2019-10-14 RCSB OHD "Modify descriptor" 2019-10-15 RCSB OHD "Modify synonyms" 2021-03-01 PDBE OHD "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OHD _pdbx_chem_comp_synonyms.name "PEPTIDE DERIVED CHROMOPHORE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #