data_NRP # _chem_comp.id NRP _chem_comp.name "{4-[(4-hydroxyphenyl)methylidene]-2-[(1E)-3-methylbutanimidoyl]-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 "C17 H19 N3 O4" _chem_comp.mon_nstd_parent_comp_id LEU,TYR,GLY _chem_comp.pdbx_synonyms "CHROMOPHORE (LEU-TYR-GLY)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-07 _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 329.350 _chem_comp.one_letter_code LYG _chem_comp.three_letter_code NRP _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 3M24 _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 NRP C3 C C 0 1 N N N Y N Y 6.937 -39.215 -21.431 -1.313 -3.145 -0.143 C NRP 1 NRP N1 N N 0 1 N N N Y Y N 5.801 -35.920 -21.473 -3.724 -0.989 0.153 N NRP 2 NRP O3 O O 0 1 N N N Y N Y 8.057 -39.448 -22.008 -0.959 -2.836 -1.256 O NRP 3 NRP C1 C1 C 0 1 N N N Y N N 4.281 -37.629 -20.862 -1.631 0.152 -0.109 C1 NRP 4 NRP C2 C2 C 0 1 N N N Y N N 3.670 -39.623 -21.337 0.443 -0.412 0.395 C2 NRP 5 NRP N2 N2 N 0 1 N N N Y N N 3.052 -37.861 -20.300 -0.908 1.175 -0.481 N2 NRP 6 NRP O2 O2 O 0 1 N N N Y N N 3.638 -40.960 -21.856 1.430 -1.011 0.782 O2 NRP 7 NRP N3 N3 N 0 1 N N N Y N N 4.602 -38.770 -21.508 -0.840 -0.836 0.434 N3 NRP 8 NRP OXT OXT O 0 1 N Y N Y N Y 6.778 -39.203 -20.075 -1.707 -4.403 0.110 OXT NRP 9 NRP OH OH O 0 1 N N N N N N -1.448 -42.886 -23.655 6.688 -0.079 0.240 OH NRP 10 NRP CZ CZ C 0 1 Y N N N N N -0.767 -42.123 -22.817 5.418 0.369 0.070 CZ NRP 11 NRP CA1 CA1 C 0 1 N N N Y N N 4.860 -36.405 -20.700 -3.095 0.069 -0.247 CA1 NRP 12 NRP CA2 CA2 C 0 1 N N N Y N N 2.596 -39.066 -20.566 0.394 0.928 -0.215 CA2 NRP 13 NRP CA3 CA3 C 0 1 N N N Y N N 5.781 -38.998 -22.208 -1.307 -2.121 0.962 CA3 NRP 14 NRP CB1 CB1 C 0 1 N N N N N N 4.324 -35.480 -19.812 -3.861 1.217 -0.852 CB1 NRP 15 NRP CB2 CB2 C 0 1 N N N N N N 1.324 -39.658 -20.107 1.467 1.766 -0.466 CB2 NRP 16 NRP CD1 CD1 C 0 1 Y N N N N N 0.048 -39.970 -22.202 3.171 -0.033 -0.636 CD1 NRP 17 NRP CD2 CD2 C 0 1 Y N N N N N 0.451 -41.853 -20.821 3.813 2.129 0.264 CD2 NRP 18 NRP CD3 CD3 C 0 1 N N N N N N 4.752 -33.726 -17.812 -4.911 3.435 -0.380 CD3 NRP 19 NRP CD4 CD4 C 0 1 N N N N N N 4.943 -36.352 -17.784 -5.255 1.528 1.197 CD4 NRP 20 NRP CE1 CE1 C 0 1 Y N N N N N -0.629 -40.787 -23.081 4.451 -0.477 -0.462 CE1 NRP 21 NRP CE2 CE2 C 0 1 Y N N N N N -0.208 -42.672 -21.692 5.089 1.672 0.433 CE2 NRP 22 NRP CG1 CG1 C 0 1 N N N N N N 5.109 -35.005 -18.551 -4.261 2.201 0.249 CG1 NRP 23 NRP CG2 CG2 C 0 1 Y N N N N N 0.600 -40.512 -21.077 2.833 1.281 -0.277 CG2 NRP 24 NRP H HN H 0 1 N Y N Y Y N 5.975 -34.953 -21.289 -4.693 -1.016 0.128 HN NRP 25 NRP HXT HXT H 0 1 N Y N Y N Y 7.610 -39.390 -19.656 -1.691 -5.026 -0.630 HXT NRP 26 NRP HOH HOH H 0 1 N N N N N N -1.767 -42.358 -24.377 6.848 -0.488 1.102 HOH NRP 27 NRP HA31 HA3 H 0 1 N N N Y N N 5.968 -38.110 -22.830 -2.316 -2.006 1.357 HA3 NRP 28 NRP HA32 HA3A H 0 0 N N N Y N N 5.627 -39.898 -22.822 -0.640 -2.450 1.759 HA3A NRP 29 NRP HB1 HB1 H 0 1 N N N N N N 4.141 -34.572 -20.406 -3.234 1.727 -1.584 HB1 NRP 30 NRP HB1A HB1A H 0 0 N N N N N N 3.400 -35.938 -19.430 -4.757 0.837 -1.343 HB1A NRP 31 NRP HB2 HB2 H 0 1 N N N N N N 0.940 -39.478 -19.114 1.294 2.778 -0.801 HB2 NRP 32 NRP HD1 HD1 H 0 1 N N N N N N 0.141 -38.913 -22.401 2.422 -0.689 -1.053 HD1 NRP 33 NRP HD2 HD2 H 0 1 N N N N N N 0.863 -42.268 -19.913 3.559 3.139 0.546 HD2 NRP 34 NRP HD3 HD3 H 0 1 N N N N N N 5.435 -33.591 -16.960 -5.798 3.133 -0.938 HD3 NRP 35 NRP HD3A HD3A H 0 0 N N N N N N 4.846 -32.869 -18.496 -5.196 4.135 0.404 HD3A NRP 36 NRP HD3B HD3B H 0 0 N N N N N N 3.717 -33.791 -17.446 -4.202 3.914 -1.056 HD3B NRP 37 NRP HD4 HD4 H 0 1 N N N N N N 5.437 -36.280 -16.804 -6.100 1.144 0.625 HD4 NRP 38 NRP HD4A HD4A H 0 0 N N N N N N 3.873 -36.563 -17.641 -4.763 0.705 1.716 HD4A NRP 39 NRP HD4B HD4B H 0 0 N N N N N N 5.402 -37.164 -18.366 -5.611 2.256 1.926 HD4B NRP 40 NRP HE1 HE1 H 0 1 N N N N N N -1.053 -40.371 -23.983 4.712 -1.488 -0.738 HE1 NRP 41 NRP HE2 HE2 H 0 1 N N N N N N -0.287 -43.732 -21.499 5.844 2.322 0.849 HE2 NRP 42 NRP HG1 HG1 H 0 1 N N N N N N 6.117 -34.615 -18.754 -3.374 2.502 0.807 HG1 NRP 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 NRP C3 OXT SING N N 1 NRP N1 CA1 DOUB N N 2 NRP N1 H SING N N 3 NRP O3 C3 DOUB N N 4 NRP C1 CA1 SING N N 5 NRP C1 N2 DOUB N N 6 NRP C2 CA2 SING N N 7 NRP O2 C2 DOUB N N 8 NRP N3 C1 SING N N 9 NRP N3 C2 SING N N 10 NRP OXT HXT SING N N 11 NRP OH CZ SING N N 12 NRP OH HOH SING N N 13 NRP CZ CE2 SING Y N 14 NRP CA1 CB1 SING N N 15 NRP CA2 N2 SING N N 16 NRP CA2 CB2 DOUB N E 17 NRP CA3 C3 SING N N 18 NRP CA3 N3 SING N N 19 NRP CA3 HA31 SING N N 20 NRP CA3 HA32 SING N N 21 NRP CB1 CG1 SING N N 22 NRP CB1 HB1 SING N N 23 NRP CB1 HB1A SING N N 24 NRP CB2 HB2 SING N N 25 NRP CD1 CG2 DOUB Y N 26 NRP CD1 HD1 SING N N 27 NRP CD2 HD2 SING N N 28 NRP CD3 HD3 SING N N 29 NRP CD3 HD3A SING N N 30 NRP CD3 HD3B SING N N 31 NRP CD4 HD4 SING N N 32 NRP CD4 HD4A SING N N 33 NRP CD4 HD4B SING N N 34 NRP CE1 CZ DOUB Y N 35 NRP CE1 CD1 SING Y N 36 NRP CE1 HE1 SING N N 37 NRP CE2 CD2 DOUB Y N 38 NRP CE2 HE2 SING N N 39 NRP CG1 CD3 SING N N 40 NRP CG1 CD4 SING N N 41 NRP CG1 HG1 SING N N 42 NRP CG2 CB2 SING N N 43 NRP CG2 CD2 SING Y N 44 # 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 NRP SMILES ACDLabs 12.01 "O=C1C(\N=C(C(=[N@H])CC(C)C)N1CC(=O)O)=C/c2ccc(O)cc2" NRP SMILES_CANONICAL CACTVS 3.370 "CC(C)CC(=N)C1=NC(=C/c2ccc(O)cc2)/C(=O)N1CC(O)=O" NRP SMILES CACTVS 3.370 "CC(C)CC(=N)C1=NC(=Cc2ccc(O)cc2)C(=O)N1CC(O)=O" NRP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "[H]/N=C(\CC(C)C)/C1=NC(=Cc2ccc(cc2)O)C(=O)N1CC(=O)O" NRP SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)CC(=N)C1=NC(=Cc2ccc(cc2)O)C(=O)N1CC(=O)O" NRP InChI InChI 1.03 "InChI=1S/C17H19N3O4/c1-10(2)7-13(18)16-19-14(17(24)20(16)9-15(22)23)8-11-3-5-12(21)6-4-11/h3-6,8,10,18,21H,7,9H2,1-2H3,(H,22,23)/b14-8+,18-13+" NRP InChIKey InChI 1.03 BJIZAOIYQSFLFE-VHQTWSSFSA-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 NRP "SYSTEMATIC NAME" ACDLabs 12.01 "{(4E)-4-(4-hydroxybenzylidene)-2-[(1E)-3-methylbutanimidoyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" NRP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[4-[(4-hydroxyphenyl)methylidene]-2-(3-methylbutanimidoyl)-5-oxo-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 NRP "Create component" 2010-04-07 RCSB NRP "Modify descriptor" 2011-06-04 RCSB NRP "Modify synonyms" 2021-03-01 PDBE NRP "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NRP _pdbx_chem_comp_synonyms.name "CHROMOPHORE (LEU-TYR-GLY)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #