data_XXY # _chem_comp.id XXY _chem_comp.name "2-[(1R,2R)-1-amino-2-hydroxypropyl]-1-(carboxymethyl)-4-(1H-imidazol-5-ylmethyl)-1H-imidazol-5-olate" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C12 H16 N5 O4" _chem_comp.mon_nstd_parent_comp_id "THR, HIS, GLY" _chem_comp.pdbx_synonyms "CHROMOPHORE THR-HIS-GLY" _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2006-02-10 _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 294.287 _chem_comp.one_letter_code THG _chem_comp.three_letter_code XXY _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 2FWQ _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 XXY C1 C1 C 0 1 Y N N Y N N 0.091 4.383 2.844 -0.805 0.503 0.263 C1 XXY 1 XXY N2 N2 N 0 1 Y N N Y N N -1.082 3.792 2.830 0.236 0.912 -0.408 N2 XXY 2 XXY CA2 CA2 C 0 1 Y N N Y N N -1.271 3.466 4.167 1.016 -0.139 -0.705 CA2 XXY 3 XXY C2 C2 C 0 1 Y N N Y N N -0.221 3.858 4.948 0.435 -1.250 -0.197 C2 XXY 4 XXY O2 O2 O -1 1 N N N Y N N 0.027 3.746 6.316 0.907 -2.521 -0.279 O2 XXY 5 XXY N3 N3 N 0 1 Y N N Y N N 0.656 4.457 4.062 -0.720 -0.846 0.418 N3 XXY 6 XXY CA1 CA1 C 0 1 N N R Y N N 0.858 4.977 1.672 -1.914 1.380 0.785 CA1 XXY 7 XXY N1 N1 N 0 1 N N N Y Y N 1.823 4.004 1.268 -1.338 2.578 1.409 N1 XXY 8 XXY CB1 CB1 C 0 1 N N R N N N -0.132 5.465 0.616 -2.824 1.795 -0.373 CB1 XXY 9 XXY CG1 CG1 C 0 1 N N N N N N 0.655 5.979 -0.557 -3.875 2.784 0.134 CG1 XXY 10 XXY OG1 OG1 O 0 1 N N N N N N -0.925 4.384 0.181 -2.041 2.415 -1.395 OG1 XXY 11 XXY CA3 CA3 C 0 1 N N N Y N N 1.884 4.981 4.556 -1.683 -1.705 1.112 CA3 XXY 12 XXY C3 C3 C 0 1 N N N Y N Y 2.046 6.397 5.104 -2.724 -2.184 0.134 C3 XXY 13 XXY OXT OXT O 0 1 N Y N Y N Y 2.963 6.712 5.828 -3.714 -2.989 0.549 OXT XXY 14 XXY CB2 CB2 C 0 1 N N N N N N -2.502 2.761 4.580 2.312 -0.091 -1.471 CB2 XXY 15 XXY CG2 CG2 C 0 1 Y N N N N N -3.675 3.495 5.024 3.456 0.110 -0.511 CG2 XXY 16 XXY ND1 ND1 N 0 1 Y N N N N N -4.804 3.013 5.586 4.240 -0.868 0.040 ND1 XXY 17 XXY CE1 CE1 C 0 1 Y N N N N N -5.628 4.000 5.887 5.140 -0.255 0.839 CE1 XXY 18 XXY NE2 NE2 N 0 1 Y N N N N N -5.034 5.071 5.543 4.934 1.033 0.791 NE2 XXY 19 XXY CD2 CD2 C 0 1 Y N N N N N -3.773 4.836 4.990 3.908 1.286 -0.035 CD2 XXY 20 XXY O3 O3 O 0 1 N N N Y N Y 1.104 7.222 4.660 -2.668 -1.843 -1.024 O3 XXY 21 XXY HA1 HA1 H 0 1 N N N Y N N 1.432 5.883 1.917 -2.495 0.829 1.524 HA1 XXY 22 XXY H HN11 H 0 0 N N N Y Y N 2.048 4.138 0.303 -0.794 3.107 0.744 HN11 XXY 23 XXY H2 HN12 H 0 0 N Y N Y Y N 2.650 4.106 1.821 -2.058 3.151 1.824 HN12 XXY 24 XXY HB1 HB1 H 0 1 N N N N N N -0.776 6.252 1.036 -3.320 0.914 -0.779 HB1 XXY 25 XXY HG11 HG11 H 0 0 N N N N N N -0.014 6.105 -1.421 -3.379 3.665 0.541 HG11 XXY 26 XXY HG12 HG12 H 0 0 N N N N N N 1.106 6.948 -0.299 -4.524 3.080 -0.691 HG12 XXY 27 XXY HG13 HG13 H 0 0 N N N N N N 1.448 5.260 -0.809 -4.472 2.311 0.914 HG13 XXY 28 XXY HOG1 HOG1 H 0 0 N N N N N N -1.103 4.475 -0.748 -1.570 3.208 -1.104 HOG1 XXY 29 XXY HA31 HA31 H 0 0 N N N Y N N 2.158 4.321 5.392 -1.163 -2.562 1.538 HA31 XXY 30 XXY HA32 HA32 H 0 0 N N N Y N N 2.488 5.030 3.638 -2.166 -1.139 1.909 HA32 XXY 31 XXY HXT HOXT H 0 0 N Y N Y N Y 2.905 7.639 6.029 -4.359 -3.271 -0.115 HOXT XXY 32 XXY HB21 HB21 H 0 0 N N N N N N -2.825 2.185 3.701 2.451 -1.028 -2.011 HB21 XXY 33 XXY HB22 HB22 H 0 0 N N N N N N -2.188 2.224 5.487 2.284 0.736 -2.181 HB22 XXY 34 XXY HND1 HND1 H 0 0 N N N N N N -4.990 2.044 5.751 4.163 -1.822 -0.114 HND1 XXY 35 XXY HE1 HE1 H 0 1 N N N N N N -6.607 3.915 6.334 5.905 -0.749 1.421 HE1 XXY 36 XXY HD2 HD2 H 0 1 N N N N N N -3.054 5.554 4.625 3.512 2.262 -0.275 HD2 XXY 37 # 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 XXY CG1 CB1 SING N N 1 XXY OG1 CB1 SING N N 2 XXY CB1 CA1 SING N N 3 XXY N1 CA1 SING N N 4 XXY CA1 C1 SING N N 5 XXY N2 C1 DOUB Y N 6 XXY N2 CA2 SING Y N 7 XXY C1 N3 SING Y N 8 XXY N3 CA3 SING N N 9 XXY N3 C2 SING Y N 10 XXY CA2 CB2 SING N N 11 XXY CA2 C2 DOUB Y N 12 XXY CA3 C3 SING N N 13 XXY CB2 CG2 SING N N 14 XXY O3 C3 DOUB N N 15 XXY C2 O2 SING N N 16 XXY CD2 CG2 DOUB Y N 17 XXY CD2 NE2 SING Y N 18 XXY CG2 ND1 SING Y N 19 XXY C3 OXT SING N N 20 XXY NE2 CE1 DOUB Y N 21 XXY ND1 CE1 SING Y N 22 XXY CA1 HA1 SING N N 23 XXY N1 H SING N N 24 XXY N1 H2 SING N N 25 XXY CB1 HB1 SING N N 26 XXY CG1 HG11 SING N N 27 XXY CG1 HG12 SING N N 28 XXY CG1 HG13 SING N N 29 XXY OG1 HOG1 SING N N 30 XXY CA3 HA31 SING N N 31 XXY CA3 HA32 SING N N 32 XXY OXT HXT SING N N 33 XXY CB2 HB21 SING N N 34 XXY CB2 HB22 SING N N 35 XXY ND1 HND1 SING N N 36 XXY CE1 HE1 SING N N 37 XXY CD2 HD2 SING N N 38 # 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 XXY SMILES ACDLabs 10.04 "[O-]c1c(nc(n1CC(=O)O)C(N)C(O)C)Cc2cncn2" XXY SMILES_CANONICAL CACTVS 3.341 "C[C@@H](O)[C@H](N)c1nc(Cc2[nH]cnc2)c([O-])n1CC(O)=O" XXY SMILES CACTVS 3.341 "C[CH](O)[CH](N)c1nc(Cc2[nH]cnc2)c([O-])n1CC(O)=O" XXY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]([C@@H](c1nc(c(n1CC(=O)O)[O-])Cc2cnc[nH]2)N)O" XXY SMILES "OpenEye OEToolkits" 1.5.0 "CC(C(c1nc(c(n1CC(=O)O)[O-])Cc2cnc[nH]2)N)O" XXY InChI InChI 1.03 "InChI=1S/C12H17N5O4/c1-6(18)10(13)11-16-8(2-7-3-14-5-15-7)12(21)17(11)4-9(19)20/h3,5-6,10,18,21H,2,4,13H2,1H3,(H,14,15)(H,19,20)/p-1/t6-,10+/m1/s1" XXY InChIKey InChI 1.03 PKFPQVBROAQRSI-LDWIPMOCSA-M # 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 XXY "SYSTEMATIC NAME" ACDLabs 10.04 "2-[(1R,2R)-1-amino-2-hydroxypropyl]-1-(carboxymethyl)-4-(1H-imidazol-5-ylmethyl)-1H-imidazol-5-olate" XXY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(1R,2R)-1-amino-2-hydroxy-propyl]-3-(carboxymethyl)-5-(3H-imidazol-4-ylmethyl)imidazol-4-olate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XXY "Create component" 2006-02-10 RCSB XXY "Modify aromatic_flag" 2011-06-04 RCSB XXY "Modify descriptor" 2011-06-04 RCSB XXY "Modify synonyms" 2021-03-01 PDBE XXY "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XXY _pdbx_chem_comp_synonyms.name "CHROMOPHORE THR-HIS-GLY" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #