data_54C # _chem_comp.id 54C _chem_comp.name "(betaR)-beta-hydroxy-1-{2-[(2R)-oxiran-2-yl]propan-2-yl}-L-tryptophan" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H20 N2 O4" _chem_comp.mon_nstd_parent_comp_id TRP _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-23 _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 304.341 _chem_comp.one_letter_code W _chem_comp.three_letter_code 54C _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5CS2 _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.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 54C CA CA C 0 1 N N S Y N N 31.696 -33.709 -2.549 -2.909 0.239 -0.566 C1 54C 1 54C CB CB C 0 1 N N R N N N 32.485 -33.385 -3.841 -2.113 0.164 0.738 C59 54C 2 54C CG CG C 0 1 Y N N N N N 32.578 -34.510 -4.843 -0.686 -0.213 0.435 C60 54C 3 54C N N N 0 1 N N N Y Y N 31.807 -32.534 -1.684 -2.243 1.163 -1.494 N2 54C 4 54C C C C 0 1 N N N Y N Y 32.123 -35.010 -1.900 -4.302 0.734 -0.277 C32 54C 5 54C O O O 0 1 N N N Y N Y 33.209 -34.946 -1.367 -4.585 1.892 -0.475 O33 54C 6 54C CD1 CD1 C 0 1 Y N N N N N 31.853 -34.658 -5.953 0.345 0.631 0.271 C61 54C 7 54C NE2 NE2 N 0 1 Y N N N N N 32.278 -35.682 -6.660 1.488 -0.075 0.008 N62 54C 8 54C C1 C1 C 0 1 N N N N N N 31.624 -36.116 -7.913 2.807 0.518 -0.230 C63 54C 9 54C C2 C2 C 0 1 N N N N N N 31.068 -37.555 -7.729 3.794 0.004 0.820 C64 54C 10 54C C3 C3 C 0 1 N N N N N N 30.545 -35.098 -8.393 3.297 0.126 -1.625 C65 54C 11 54C CE2 CE2 C 0 1 Y N N N N N 33.383 -36.224 -6.088 1.213 -1.424 -0.003 C66 54C 12 54C CD2 CD2 C 0 1 Y N N N N N 33.666 -35.549 -4.908 -0.159 -1.570 0.269 C67 54C 13 54C CE3 CE3 C 0 1 Y N N N N N 34.768 -35.830 -4.103 -0.727 -2.844 0.321 C68 54C 14 54C CZ3 CZ3 C 0 1 Y N N N N N 35.570 -36.913 -4.490 0.054 -3.945 0.107 C69 54C 15 54C C70 C70 C 0 1 Y N N N N N 35.281 -37.639 -5.652 1.409 -3.806 -0.162 C70 54C 16 54C CH2 CH2 C 0 1 Y N N N N N 34.186 -37.310 -6.462 1.991 -2.558 -0.214 C71 54C 17 54C OB OB O 0 1 N N N N N N 31.975 -32.174 -4.423 -2.142 1.436 1.388 O72 54C 18 54C C4 C4 C 0 1 N N R N N N 32.698 -36.066 -9.040 2.706 2.041 -0.133 C73 54C 19 54C C5 C5 C 0 1 N N N N N N 33.161 -34.608 -9.451 3.989 2.853 -0.321 C74 54C 20 54C O6 O6 O 0 1 N N N N N N 32.399 -35.462 -10.268 3.368 2.684 0.957 O75 54C 21 54C HA H1 H 0 1 N N N Y N N 30.640 -33.819 -2.838 -2.962 -0.752 -1.017 H1 54C 22 54C H1 H2 H 0 1 N N N N N N 33.516 -33.177 -3.517 -2.556 -0.588 1.392 H2 54C 23 54C H H3 H 0 1 N N N Y Y N 31.309 -32.698 -0.832 -2.182 2.090 -1.098 H3 54C 24 54C H2 H4 H 0 1 N Y N Y Y N 32.770 -32.361 -1.479 -1.331 0.820 -1.754 H4 54C 25 54C H9 H9 H 0 1 N N N N N N 31.027 -34.021 -6.234 0.282 1.707 0.336 H9 54C 26 54C H10 H10 H 0 1 N N N N N N 30.314 -37.558 -6.928 3.865 -1.082 0.751 H10 54C 27 54C H11 H11 H 0 1 N N N N N N 30.606 -37.892 -8.669 4.775 0.445 0.643 H11 54C 28 54C H12 H12 H 0 1 N N N N N N 31.890 -38.234 -7.460 3.445 0.283 1.814 H12 54C 29 54C H13 H13 H 0 1 N N N N N N 29.728 -35.055 -7.658 3.369 -0.959 -1.694 H13 54C 30 54C H14 H14 H 0 1 N N N N N N 31.000 -34.102 -8.494 2.594 0.492 -2.374 H14 54C 31 54C H15 H15 H 0 1 N N N N N N 30.146 -35.419 -9.366 4.278 0.567 -1.803 H15 54C 32 54C H16 H16 H 0 1 N N N N N N 34.993 -35.243 -3.225 -1.780 -2.960 0.530 H16 54C 33 54C H17 H17 H 0 1 N N N N N N 36.420 -37.190 -3.885 -0.385 -4.930 0.147 H17 54C 34 54C H18 H18 H 0 1 N N N N N N 35.914 -38.469 -5.929 2.014 -4.685 -0.330 H18 54C 35 54C H19 H19 H 0 1 N N N N N N 33.966 -37.880 -7.353 3.047 -2.460 -0.419 H19 54C 36 54C H20 H20 H 0 1 N N N N N N 31.934 -31.496 -3.759 -1.762 2.155 0.863 H20 54C 37 54C H21 H21 H 0 1 N N N N N N 33.493 -36.824 -8.989 1.773 2.477 -0.489 H21 54C 38 54C H22 H22 H 0 1 N N N N N N 34.215 -34.398 -9.686 4.913 2.307 -0.514 H22 54C 39 54C H23 H23 H 0 1 N N N N N N 32.706 -33.721 -8.985 3.908 3.829 -0.801 H23 54C 40 54C OXT OXT O 0 1 N Y N Y N Y ? ? ? -5.229 -0.111 0.201 O1 54C 41 54C HXT H5 H 0 1 N Y N Y N Y ? ? ? -6.109 0.253 0.372 H5 54C 42 # 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 54C O6 C5 SING N N 1 54C O6 C4 SING N N 2 54C C5 C4 SING N N 3 54C C4 C1 SING N N 4 54C C3 C1 SING N N 5 54C C1 C2 SING N N 6 54C C1 NE2 SING N N 7 54C NE2 CE2 SING Y N 8 54C NE2 CD1 SING Y N 9 54C CH2 CE2 DOUB Y N 10 54C CH2 C70 SING Y N 11 54C CE2 CD2 SING Y N 12 54C CD1 CG DOUB Y N 13 54C C70 CZ3 DOUB Y N 14 54C CD2 CG SING Y N 15 54C CD2 CE3 DOUB Y N 16 54C CG CB SING N N 17 54C CZ3 CE3 SING Y N 18 54C OB CB SING N N 19 54C CB CA SING N N 20 54C CA C SING N N 21 54C CA N SING N N 22 54C C O DOUB N N 23 54C CA HA SING N N 24 54C CB H1 SING N N 25 54C N H SING N N 26 54C N H2 SING N N 27 54C CD1 H9 SING N N 28 54C C2 H10 SING N N 29 54C C2 H11 SING N N 30 54C C2 H12 SING N N 31 54C C3 H13 SING N N 32 54C C3 H14 SING N N 33 54C C3 H15 SING N N 34 54C CE3 H16 SING N N 35 54C CZ3 H17 SING N N 36 54C C70 H18 SING N N 37 54C CH2 H19 SING N N 38 54C OB H20 SING N N 39 54C C4 H21 SING N N 40 54C C5 H22 SING N N 41 54C C5 H23 SING N N 42 54C C OXT SING N N 43 54C OXT HXT SING N 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 54C SMILES ACDLabs 12.01 "C(C(=O)O)(N)C(c1cn(c2c1cccc2)C(C)(C)C3CO3)O" 54C InChI InChI 1.03 "InChI=1S/C16H20N2O4/c1-16(2,12-8-22-12)18-7-10(14(19)13(17)15(20)21)9-5-3-4-6-11(9)18/h3-7,12-14,19H,8,17H2,1-2H3,(H,20,21)/t12-,13-,14+/m0/s1" 54C InChIKey InChI 1.03 RPWCRDPTKUYOFA-MELADBBJSA-N 54C SMILES_CANONICAL CACTVS 3.385 "CC(C)([C@@H]1CO1)n2cc([C@@H](O)[C@H](N)C(O)=O)c3ccccc23" 54C SMILES CACTVS 3.385 "CC(C)([CH]1CO1)n2cc([CH](O)[CH](N)C(O)=O)c3ccccc23" 54C SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)([C@@H]1CO1)n2cc(c3c2cccc3)[C@H]([C@@H](C(=O)O)N)O" 54C SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(C1CO1)n2cc(c3c2cccc3)C(C(C(=O)O)N)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 54C "SYSTEMATIC NAME" ACDLabs 12.01 "(betaR)-beta-hydroxy-1-{2-[(2R)-oxiran-2-yl]propan-2-yl}-L-tryptophan" 54C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S,3R)-2-azanyl-3-oxidanyl-3-[1-[2-[(2R)-oxiran-2-yl]propan-2-yl]indol-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 54C "Create component" 2015-07-23 EBI 54C "Initial release" 2015-10-28 RCSB 54C "Modify one letter code" 2019-05-07 EBI 54C "Modify linking type" 2019-10-01 PDBE 54C "Modify backbone" 2023-11-03 PDBE #