data_R4K # _chem_comp.id R4K _chem_comp.name "(2S,3R)-2-azanyl-3-hydroxy-3-[(3S)-3-hydroxy-2-oxo-1H-indol-3-yl]propanoic acid" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C11 H12 N2 O5" _chem_comp.mon_nstd_parent_comp_id TRP _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-25 _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 252.223 _chem_comp.one_letter_code W _chem_comp.three_letter_code R4K _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 1JD2 _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 R4K C50 C50 C 0 1 Y N N N N N 59.284 -138.196 39.136 1.631 -0.293 0.385 C50 R4K 1 R4K C51 C51 C 0 1 Y N N N N N 58.714 -138.097 40.451 2.168 -1.464 0.870 C51 R4K 2 R4K C52 C52 C 0 1 Y N N N N N 57.511 -137.397 40.597 3.450 -1.838 0.507 C52 R4K 3 R4K C53 C53 C 0 1 Y N N N N N 56.931 -136.873 39.449 4.187 -1.033 -0.343 C53 R4K 4 R4K C54 C54 C 0 1 Y N N N N N 57.503 -137.004 38.195 3.651 0.142 -0.830 C54 R4K 5 R4K C55 C55 C 0 1 Y N N N N N 58.712 -137.714 38.049 2.361 0.525 -0.469 C55 R4K 6 R4K N31 N31 N 0 1 N N N N N N 59.488 -137.995 36.941 1.609 1.646 -0.823 N31 R4K 7 R4K C32 C32 C 0 1 N N N N N N 60.529 -138.661 37.290 0.392 1.643 -0.254 C32 R4K 8 R4K O33 O33 O 0 1 N N N N N N 61.446 -139.096 36.599 -0.467 2.489 -0.386 O33 R4K 9 R4K N N N 0 1 N N N Y Y N 61.808 -136.319 37.633 -2.427 0.605 1.555 N R4K 10 R4K CA CA C 0 1 N N S Y N N 61.605 -136.569 39.071 -2.166 0.241 0.156 CA R4K 11 R4K C C C 0 1 N N N Y N Y 62.603 -135.871 39.873 -3.280 -0.641 -0.349 C R4K 12 R4K O O O 0 1 N N N Y N Y 63.739 -135.795 39.343 -3.988 -1.228 0.434 O R4K 13 R4K CB CB C 0 1 N N R N N N 61.633 -138.070 39.499 -0.838 -0.513 0.065 CB R4K 14 R4K O34 O34 O 0 1 N N N N N N 61.482 -138.261 40.944 -0.584 -0.868 -1.296 O34 R4K 15 R4K C29 C29 C 0 1 N N S N N N 60.486 -138.848 38.779 0.292 0.382 0.578 C29 R4K 16 R4K O30 O30 O 0 1 N N N N N N 60.535 -140.213 39.210 0.089 0.707 1.954 O30 R4K 17 R4K H51 H51 H 0 1 N N N N N N 59.200 -138.550 41.303 1.589 -2.089 1.533 H51 R4K 18 R4K H52 H52 H 0 1 N N N N N N 57.051 -137.269 41.566 3.874 -2.756 0.886 H52 R4K 19 R4K H53 H53 H 0 1 N N N N N N 55.995 -136.341 39.538 5.187 -1.325 -0.626 H53 R4K 20 R4K H31 H31 H 0 1 N N N N N N 59.271 -137.720 36.004 1.929 2.347 -1.413 H31 R4K 21 R4K H H H 0 1 N N N Y Y N 61.112 -136.808 37.108 -3.267 1.160 1.634 H R4K 22 R4K HA HA H 0 1 N N N Y N N 60.614 -136.178 39.345 -2.114 1.144 -0.451 HA R4K 23 R4K HB2 HB2 H 0 1 N N N N N N 62.592 -138.499 39.174 -0.890 -1.416 0.672 HB2 R4K 24 R4K H34 H34 H 0 1 N N N N N N 61.506 -139.189 41.145 -0.525 -0.111 -1.895 H34 R4K 25 R4K H30 H30 H 0 1 N N N N N N 60.915 -140.749 38.524 0.761 1.297 2.322 H30 R4K 26 R4K H54 H54 H 0 1 N N N N N N 57.025 -136.564 37.332 4.233 0.765 -1.493 H54 R4K 27 R4K H2 H2 H 0 1 N Y N Y Y N 61.734 -135.338 37.452 -2.480 -0.216 2.139 H2 R4K 28 R4K OXT OXT O 0 1 N Y N Y N Y 62.469 -135.269 41.163 -3.484 -0.773 -1.669 OXT R4K 29 R4K HXT HXT H 0 1 N Y N Y N Y 63.300 -134.890 41.424 -4.210 -1.349 -1.945 HXT R4K 30 # 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 R4K C50 C51 DOUB Y N 1 R4K C50 C55 SING Y N 2 R4K C50 C29 SING N N 3 R4K C51 C52 SING Y N 4 R4K C51 H51 SING N N 5 R4K C52 C53 DOUB Y N 6 R4K C52 H52 SING N N 7 R4K C53 C54 SING Y N 8 R4K C53 H53 SING N N 9 R4K C54 C55 DOUB Y N 10 R4K C55 N31 SING N N 11 R4K N31 C32 SING N N 12 R4K N31 H31 SING N N 13 R4K C32 O33 DOUB N N 14 R4K C32 C29 SING N N 15 R4K N CA SING N N 16 R4K N H SING N N 17 R4K CA C SING N N 18 R4K CA CB SING N N 19 R4K CA HA SING N N 20 R4K C O DOUB N N 21 R4K CB O34 SING N N 22 R4K CB C29 SING N N 23 R4K CB HB2 SING N N 24 R4K O34 H34 SING N N 25 R4K C29 O30 SING N N 26 R4K O30 H30 SING N N 27 R4K C54 H54 SING N N 28 R4K N H2 SING N N 29 R4K C OXT SING N N 30 R4K OXT HXT SING N N 31 # 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 R4K SMILES ACDLabs 12.01 "O=C(O)C(N)C(O)C2(O)c1ccccc1NC2=O" R4K InChI InChI 1.03 "InChI=1S/C11H12N2O5/c12-7(9(15)16)8(14)11(18)5-3-1-2-4-6(5)13-10(11)17/h1-4,7-8,14,18H,12H2,(H,13,17)(H,15,16)/t7-,8+,11-/m0/s1" R4K InChIKey InChI 1.03 ODFKEYSAXUKLCN-RNSXUZJQSA-N R4K SMILES_CANONICAL CACTVS 3.370 "N[C@@H]([C@@H](O)[C@]1(O)C(=O)Nc2ccccc12)C(O)=O" R4K SMILES CACTVS 3.370 "N[CH]([CH](O)[C]1(O)C(=O)Nc2ccccc12)C(O)=O" R4K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)[C@@](C(=O)N2)([C@@H]([C@@H](C(=O)O)N)O)O" R4K SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)C(C(=O)N2)(C(C(C(=O)O)N)O)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 R4K "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-[(3S)-3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl]-L-serine" R4K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-2-azanyl-3-oxidanyl-3-[(3S)-3-oxidanyl-2-oxidanylidene-1H-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 R4K "Create component" 2011-03-25 RCSB R4K "Modify descriptor" 2011-06-04 RCSB R4K "Modify backbone" 2023-11-03 PDBE #