data_4HL # _chem_comp.id 4HL _chem_comp.name "(6E)-4-[(2S)-2-amino-2-carboxyethyl]-6-[2-(4-hydroxybenzyl)hydraziniumylidene]-3-oxocyclohexa-1,4-dien-1-olate" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H17 N3 O5" _chem_comp.mon_nstd_parent_comp_id TYR _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-11-30 _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 331.323 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4HL _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 2E2U _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 4HL C1 C1 C 0 1 N N N N N N 3.847 -1.131 26.114 2.885 -1.923 -0.303 C1 4HL 1 4HL NX1 NX1 N 0 1 N N N N N N 2.688 -0.724 26.953 1.485 -1.544 -0.096 NX1 4HL 2 4HL NX2 NX2 N 1 1 N N N N N N 1.494 -1.336 26.555 0.555 -2.431 -0.201 NX2 4HL 3 4HL "C4'" "C4'" C 0 1 Y N N N N N 3.094 -0.323 23.793 4.273 -0.406 1.125 "C4'" 4HL 4 4HL "C5'" "C5'" C 0 1 Y N N N N N 3.306 0.422 22.605 5.084 0.700 1.289 "C5'" 4HL 5 4HL "C6'" "C6'" C 0 1 Y N N N N N 4.503 1.169 22.442 5.389 1.503 0.200 "C6'" 4HL 6 4HL "C1'" "C1'" C 0 1 Y N N N N N 5.491 1.177 23.462 4.879 1.194 -1.052 "C1'" 4HL 7 4HL "C2'" "C2'" C 0 1 Y N N N N N 5.284 0.432 24.654 4.068 0.087 -1.212 "C2'" 4HL 8 4HL "C3'" "C3'" C 0 1 Y N N N N N 4.081 -0.324 24.828 3.765 -0.712 -0.124 "C3'" 4HL 9 4HL "OH'" "OH'" O 0 1 N N N N N N 4.698 1.885 21.295 6.187 2.592 0.360 "OH'" 4HL 10 4HL OX1 OX1 O 0 1 N N N N N N -3.730 0.556 26.942 -4.539 -1.040 0.542 OX1 4HL 11 4HL N N N 0 1 N N N Y Y N -0.971 3.471 25.761 -1.883 1.854 -1.326 N 4HL 12 4HL CA CA C 0 1 N N S Y N N -1.738 3.556 27.008 -3.066 1.767 -0.460 CA 4HL 13 4HL C C C 0 1 N N N Y N Y -1.464 4.796 27.843 -3.539 3.155 -0.115 C 4HL 14 4HL O O O 0 1 N N N Y N Y -0.373 5.362 27.811 -2.785 4.094 -0.222 O 4HL 15 4HL CB CB C 0 1 N N N N N N -1.495 2.329 27.943 -2.705 1.017 0.823 CB 4HL 16 4HL CG CG C 0 1 N N N N N N -1.335 0.937 27.322 -2.350 -0.409 0.489 CG 4HL 17 4HL CD1 CD1 C 0 1 N N N N N N -2.570 0.139 26.852 -3.374 -1.373 0.371 CD1 4HL 18 4HL CD2 CD2 C 0 1 N N N N N N -0.062 0.377 27.183 -1.055 -0.749 0.301 CD2 4HL 19 4HL CE1 CE1 C 0 1 N N N N N N -2.275 -1.236 26.251 -3.073 -2.708 0.060 CE1 4HL 20 4HL CE2 CE2 C 0 1 N N N N N N 0.144 -0.896 26.625 -0.713 -2.088 -0.014 CE2 4HL 21 4HL CZ CZ C 0 1 N N N N N N -0.953 -1.685 26.164 -1.777 -3.089 -0.132 CZ 4HL 22 4HL OH OH O -1 1 N N N N N N -0.758 -2.931 25.614 -1.478 -4.376 -0.432 OH 4HL 23 4HL OXT OXT O 0 1 N Y N Y N Y -2.475 5.188 28.610 -4.796 3.349 0.312 OXT 4HL 24 4HL H11 H11 H 0 1 N N N N N N 3.698 -2.182 25.826 3.166 -2.686 0.423 H11 4HL 25 4HL H12 H12 H 0 1 N N N N N N 4.753 -1.045 26.732 3.010 -2.317 -1.311 H12 4HL 26 4HL H3 H3 H 0 1 N N N N N N 2.876 -0.976 27.902 1.258 -0.626 0.119 H3 4HL 27 4HL "H4'" "H4'" H 0 1 N N N N N N 2.184 -0.892 23.917 4.038 -1.034 1.971 "H4'" 4HL 28 4HL "H5'" "H5'" H 0 1 N N N N N N 2.558 0.421 21.826 5.480 0.939 2.265 "H5'" 4HL 29 4HL "H1'" "H1'" H 0 1 N N N N N N 6.398 1.748 23.332 5.115 1.818 -1.901 "H1'" 4HL 30 4HL "H2'" "H2'" H 0 1 N N N N N N 6.035 0.436 25.430 3.670 -0.155 -2.186 "H2'" 4HL 31 4HL H5 H5 H 0 1 N N N N N N 5.538 2.327 21.336 7.129 2.411 0.239 H5 4HL 32 4HL H H H 0 1 N N N Y Y N -1.212 2.629 25.278 -2.111 2.288 -2.208 H 4HL 33 4HL H2 H2 H 0 1 N Y N Y Y N -1.184 4.259 25.184 -1.132 2.345 -0.864 H2 4HL 34 4HL HA HA H 0 1 N N N Y N N -2.808 3.559 26.753 -3.860 1.232 -0.982 HA 4HL 35 4HL HB2 HB2 H 0 1 N N N N N N -0.576 2.535 28.512 -1.853 1.501 1.300 HB2 4HL 36 4HL HB3 HB3 H 0 1 N N N N N N -2.350 2.277 28.634 -3.557 1.029 1.503 HB3 4HL 37 4HL HD2 HD2 H 0 1 N N N N N N 0.795 0.944 27.517 -0.281 0.000 0.390 HD2 4HL 38 4HL HE1 HE1 H 0 1 N N N N N N -3.084 -1.857 25.895 -3.868 -3.435 -0.027 HE1 4HL 39 4HL HXT HXT H 0 1 N Y N Y N Y -2.216 5.953 29.110 -5.053 4.258 0.522 HXT 4HL 40 4HL H4 H4 H 0 1 N N N N N N 1.611 -2.243 26.150 0.782 -3.349 -0.417 H4 4HL 41 # 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 4HL "OH'" "C6'" SING N N 1 4HL "C6'" "C5'" DOUB Y N 2 4HL "C6'" "C1'" SING Y N 3 4HL "C5'" "C4'" SING Y N 4 4HL "C1'" "C2'" DOUB Y N 5 4HL "C4'" "C3'" DOUB Y N 6 4HL "C2'" "C3'" SING Y N 7 4HL "C3'" C1 SING N N 8 4HL OH CZ SING N N 9 4HL N CA SING N N 10 4HL C1 NX1 SING N N 11 4HL CZ CE1 DOUB N N 12 4HL CZ CE2 SING N N 13 4HL CE1 CD1 SING N N 14 4HL NX2 CE2 DOUB N N 15 4HL NX2 NX1 SING N N 16 4HL CE2 CD2 SING N N 17 4HL CD1 OX1 DOUB N N 18 4HL CD1 CG SING N N 19 4HL CA C SING N N 20 4HL CA CB SING N N 21 4HL CD2 CG DOUB N N 22 4HL CG CB SING N N 23 4HL O C DOUB N N 24 4HL C OXT SING N N 25 4HL C1 H11 SING N N 26 4HL C1 H12 SING N N 27 4HL NX1 H3 SING N N 28 4HL "C4'" "H4'" SING N N 29 4HL "C5'" "H5'" SING N N 30 4HL "C1'" "H1'" SING N N 31 4HL "C2'" "H2'" SING N N 32 4HL "OH'" H5 SING N N 33 4HL N H SING N N 34 4HL N H2 SING N N 35 4HL CA HA SING N N 36 4HL CB HB2 SING N N 37 4HL CB HB3 SING N N 38 4HL CD2 HD2 SING N N 39 4HL CE1 HE1 SING N N 40 4HL OXT HXT SING N N 41 4HL NX2 H4 SING N N 42 # 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 4HL SMILES ACDLabs 12.01 "O=C1C=C([O-])/C(C=C1CC(C(=O)O)N)=[NH+]/NCc2ccc(O)cc2" 4HL InChI InChI 1.03 "InChI=1S/C16H17N3O5/c17-12(16(23)24)5-10-6-13(15(22)7-14(10)21)19-18-8-9-1-3-11(20)4-2-9/h1-4,6-7,12,18,20,22H,5,8,17H2,(H,23,24)/b19-13+/t12-/m0/s1" 4HL InChIKey InChI 1.03 RJWQUSDGNJBNSR-NHLWYUBBSA-N 4HL SMILES_CANONICAL CACTVS 3.370 "N[C@@H](CC1=CC(=[NH+]NCc2ccc(O)cc2)C(=CC1=O)[O-])C(O)=O" 4HL SMILES CACTVS 3.370 "N[CH](CC1=CC(=[NH+]NCc2ccc(O)cc2)C(=CC1=O)[O-])C(O)=O" 4HL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CN/[NH+]=C/2\C=C(C(=O)C=C2[O-])C[C@@H](C(=O)O)N)O" 4HL SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CN[NH+]=C2C=C(C(=O)C=C2[O-])CC(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 4HL "SYSTEMATIC NAME" ACDLabs 12.01 "(6E)-4-[(2S)-2-amino-2-carboxyethyl]-6-[2-(4-hydroxybenzyl)hydraziniumylidene]-3-oxocyclohexa-1,4-dien-1-olate" 4HL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(6E)-4-[(2S)-2-azanyl-3-oxidanyl-3-oxidanylidene-propyl]-6-[(4-hydroxyphenyl)methylamino]azaniumylidene-3-oxidanylidene-cyclohexa-1,4-dien-1-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 4HL "Create component" 2006-11-30 RCSB 4HL "Modify descriptor" 2011-06-04 RCSB 4HL "Modify name" 2013-04-15 PDBJ 4HL "Modify formula" 2013-04-15 PDBJ 4HL "Modify linking type" 2013-04-15 PDBJ 4HL "Modify parent residue" 2013-04-15 PDBJ 4HL "Modify model coordinates code" 2013-04-15 PDBJ 4HL "Modify backbone" 2023-11-03 PDBE #