data_4NU # _chem_comp.id 4NU _chem_comp.name "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(3,5-dichloro-4-oxocyclohexa-2,5-dien-1-yl)methylidene]-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 "C15 H15 Cl2 N3 O5" _chem_comp.mon_nstd_parent_comp_id "THR, TYR, GLY" _chem_comp.pdbx_synonyms "PEPTIDE DERIVED CHROMOPHORE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-21 _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 388.203 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4NU _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 4ZF5 _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 4NU N1 N1 N 0 1 N N N Y Y N 54.536 7.247 2.158 -2.922 2.872 0.968 N1 4NU 1 4NU CA1 CA1 C 0 1 N N R Y N N 53.381 7.150 3.003 -3.476 1.594 0.502 CA1 4NU 2 4NU CB1 CB1 C 0 1 N N R N N N 53.761 7.371 4.505 -3.944 1.738 -0.947 CB1 4NU 3 4NU CG1 CG1 C 0 1 N N N N N N 54.730 6.290 5.003 -4.928 2.904 -1.052 CG1 4NU 4 4NU OG1 OG1 O 0 1 N N N N N N 54.397 8.627 4.718 -2.816 1.989 -1.788 OG1 4NU 5 4NU C1 C1 C 0 1 N N N Y N N 52.469 8.201 2.492 -2.416 0.526 0.585 C1 4NU 6 4NU N2 N2 N 0 1 N N N Y N N 52.364 9.387 3.004 -1.157 0.732 0.363 N2 4NU 7 4NU N3 N3 N 0 1 N N N Y N N 51.647 8.003 1.336 -2.662 -0.779 0.908 N3 4NU 8 4NU C2 C2 C 0 1 N N N Y N N 50.919 9.206 1.154 -1.491 -1.453 0.889 C2 4NU 9 4NU O2 O2 O 0 1 N N N Y N N 50.133 9.386 0.248 -1.313 -2.634 1.123 O2 4NU 10 4NU CA2 CA2 C 0 1 N N N Y N N 51.434 10.056 2.240 -0.470 -0.445 0.523 CA2 4NU 11 4NU CA3 CA3 C 0 1 N N N Y N N 51.540 6.801 0.579 -3.974 -1.350 1.223 CA3 4NU 12 4NU C3 C3 C 0 1 N N N Y N Y 50.476 5.860 0.872 -4.621 -1.849 -0.043 C3 4NU 13 4NU O3 O3 O 0 1 N N N Y N Y 50.090 5.234 -0.117 -4.046 -1.739 -1.100 O3 4NU 14 4NU CB2 CB2 C 0 1 N N N N N N 50.997 11.345 2.352 0.855 -0.642 0.377 CB2 4NU 15 4NU CG2 CG2 C 0 1 N N N N N N 51.461 12.390 3.177 1.750 0.510 -0.003 CG2 4NU 16 4NU CD1 CD1 C 0 1 N N N N N N 52.448 12.148 4.262 2.428 0.187 -1.297 CD1 4NU 17 4NU CD2 CD2 C 0 1 N N N N N N 50.935 13.756 3.007 2.713 0.759 1.115 CD2 4NU 18 4NU CE1 CE1 C 0 1 N N N N N N 52.881 13.209 5.072 3.700 -0.185 -1.375 CE1 4NU 19 4NU CE2 CE2 C 0 1 N N N N N N 51.394 14.781 3.847 3.989 0.395 1.067 CE2 4NU 20 4NU CZ CZ C 0 1 N N N N N N 52.382 14.592 4.932 4.505 -0.276 -0.141 CZ 4NU 21 4NU O4 O4 O 0 1 N N N N N N 52.804 15.511 5.692 5.558 -0.885 -0.121 O4 4NU 22 4NU CL1 CL1 CL 0 0 N N N N N N 54.044 12.972 6.337 4.411 -0.559 -2.914 CL1 4NU 23 4NU CL2 CL2 CL 0 0 N N N N N N 50.733 16.374 3.582 5.040 0.707 2.413 CL2 4NU 24 4NU H H1 H 0 1 N N N Y Y N 55.212 6.564 2.436 -2.136 3.153 0.401 H1 4NU 25 4NU H2 H2 H 0 1 N Y N Y Y N 54.269 7.083 1.208 -3.631 3.589 0.983 H2 4NU 26 4NU HA1 H4 H 0 1 N N N Y N N 52.908 6.162 2.899 -4.322 1.314 1.131 H4 4NU 27 4NU H5 H5 H 0 1 N N N N N N 52.839 7.312 5.102 -4.435 0.818 -1.264 H5 4NU 28 4NU H6 H6 H 0 1 N N N N N N 54.975 6.475 6.059 -4.437 3.824 -0.736 H6 4NU 29 4NU H7 H7 H 0 1 N N N N N N 54.258 5.301 4.904 -5.261 3.007 -2.085 H7 4NU 30 4NU H8 H8 H 0 1 N N N N N N 55.651 6.318 4.402 -5.788 2.712 -0.411 H8 4NU 31 4NU H9 H9 H 0 1 N N N N N N 54.611 8.722 5.639 -2.329 2.794 -1.564 H9 4NU 32 4NU HA31 H10 H 0 1 N N N Y N N 52.489 6.259 0.705 -3.851 -2.180 1.920 H10 4NU 33 4NU HA32 H11 H 0 1 N N N Y N N 51.424 7.096 -0.474 -4.604 -0.585 1.677 H11 4NU 34 4NU OXT OXT O 0 1 N Y N Y N Y 49.642 6.435 1.217 -5.837 -2.416 0.004 OXT 4NU 35 4NU H15 H15 H 0 1 N N N N N N 50.168 11.604 1.710 1.275 -1.624 0.531 H15 4NU 36 4NU H16 H16 H 0 1 N N N N N N 52.275 12.603 2.469 1.137 1.400 -0.140 H16 4NU 37 4NU H17 H17 H 0 1 N N N N N N 52.833 11.153 4.427 1.856 0.259 -2.210 H17 4NU 38 4NU H18 H18 H 0 1 N N N N N N 50.202 13.966 2.242 2.353 1.259 2.003 H18 4NU 39 4NU HXT HXT H 0 1 N Y N Y N Y 48.893 6.275 0.656 -6.212 -2.721 -0.834 HXT 4NU 40 # 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 4NU O3 C3 DOUB N N 1 4NU O2 C2 DOUB N N 2 4NU CA3 C3 SING N N 3 4NU CA3 N3 SING N N 4 4NU C2 N3 SING N N 5 4NU C2 CA2 SING N N 6 4NU N3 C1 SING N N 7 4NU N1 CA1 SING N N 8 4NU CA2 CB2 DOUB N Z 9 4NU CA2 N2 SING N N 10 4NU CB2 CG2 SING N N 11 4NU C1 CA1 SING N N 12 4NU C1 N2 DOUB N N 13 4NU CA1 CB1 SING N N 14 4NU CD2 CG2 SING N N 15 4NU CD2 CE2 DOUB N N 16 4NU CG2 CD1 SING N N 17 4NU CL2 CE2 SING N N 18 4NU CE2 CZ SING N N 19 4NU CD1 CE1 DOUB N N 20 4NU CB1 OG1 SING N N 21 4NU CB1 CG1 SING N N 22 4NU CZ CE1 SING N N 23 4NU CZ O4 DOUB N N 24 4NU CE1 CL1 SING N N 25 4NU N1 H SING N N 26 4NU N1 H2 SING N N 27 4NU CA1 HA1 SING N N 28 4NU CB1 H5 SING N N 29 4NU CG1 H6 SING N N 30 4NU CG1 H7 SING N N 31 4NU CG1 H8 SING N N 32 4NU OG1 H9 SING N N 33 4NU CA3 HA31 SING N N 34 4NU CA3 HA32 SING N N 35 4NU C3 OXT SING N N 36 4NU CB2 H15 SING N N 37 4NU CG2 H16 SING N N 38 4NU CD1 H17 SING N N 39 4NU CD2 H18 SING N N 40 4NU OXT HXT SING N N 41 # 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 4NU SMILES ACDLabs 12.01 "NC(C(O)C)C1=N/C(C(N1CC(O)=O)=O)=C\C2C=C(Cl)C(C(=C2)Cl)=O" 4NU InChI InChI 1.03 "InChI=1S/C15H15Cl2N3O5/c1-6(21)12(18)14-19-10(15(25)20(14)5-11(22)23)4-7-2-8(16)13(24)9(17)3-7/h2-4,6-7,12,21H,5,18H2,1H3,(H,22,23)/b10-4-/t6-,12+/m1/s1" 4NU InChIKey InChI 1.03 RQSXQZXPLLTSDM-XMJMQUNESA-N 4NU SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@H](N)C1=N\C(=C/C2C=C(Cl)C(=O)C(=C2)Cl)C(=O)N1CC(O)=O" 4NU SMILES CACTVS 3.385 "C[CH](O)[CH](N)C1=NC(=CC2C=C(Cl)C(=O)C(=C2)Cl)C(=O)N1CC(O)=O" 4NU SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@H]([C@@H](C1=N/C(=C\C2C=C(C(=O)C(=C2)Cl)Cl)/C(=O)N1CC(=O)O)N)O" 4NU SMILES "OpenEye OEToolkits" 1.9.2 "CC(C(C1=NC(=CC2C=C(C(=O)C(=C2)Cl)Cl)C(=O)N1CC(=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 4NU "SYSTEMATIC NAME" ACDLabs 12.01 "{(4Z)-2-[(1R,2R)-1-amino-2-hydroxypropyl]-4-[(3,5-dichloro-4-oxocyclohexa-2,5-dien-1-yl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" 4NU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[(4Z)-2-[(1R,2R)-1-azanyl-2-oxidanyl-propyl]-4-[[3,5-bis(chloranyl)-4-oxidanylidene-cyclohexa-2,5-dien-1-yl]methylidene]-5-oxidanylidene-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 4NU "Create component" 2015-04-21 RCSB 4NU "Create component" 2015-05-11 RCSB 4NU "Create component" 2015-05-15 RCSB 4NU "Initial release" 2015-06-10 RCSB 4NU "Modify synonyms" 2021-03-01 PDBE 4NU "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4NU _pdbx_chem_comp_synonyms.name "PEPTIDE DERIVED CHROMOPHORE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #