data_OIM # _chem_comp.id OIM _chem_comp.name "[(4Z)-2-{(2R,5R)-2-[(1S,2S)-1-amino-2-methylbutyl]-2-hydroxy-5-methyl-2,5-dihydro-1,3-oxazol-4-yl}-4-(4-hydroxybenzylidene)-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 "C21 H26 N4 O6" _chem_comp.mon_nstd_parent_comp_id "ILE, GLY, TYR, GLY" _chem_comp.pdbx_synonyms "PEPTIDE DERIVED CHROMOPHORE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-30 _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 430.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OIM _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 4Q7U _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 OIM N0 N0 N 0 1 N N N Y Y N 20.885 -7.502 12.519 -4.300 3.130 0.542 N0 OIM 1 OIM CA0 CA0 C 0 1 N N S Y N N 21.173 -8.727 13.266 -3.751 1.774 0.675 CA0 OIM 2 OIM C0 C0 C 0 1 N N R Y N N 20.076 -9.097 14.239 -2.580 1.600 -0.295 C0 OIM 3 OIM O0 O0 O 0 1 N N N Y N N 19.884 -10.376 14.417 -3.051 1.641 -1.643 O0 OIM 4 OIM CB0 CB0 C 0 1 N N S N N N 22.463 -8.539 14.094 -4.839 0.749 0.350 CB0 OIM 5 OIM CGX CGX C 0 1 N N N N N N 23.639 -8.295 13.148 -6.068 1.017 1.220 CGX OIM 6 OIM CGY CGY C 0 1 N N N N N N 22.737 -9.752 14.974 -4.312 -0.660 0.631 CGY OIM 7 OIM CDX CDX C 0 1 N N N N N N 24.836 -7.634 13.791 -7.200 0.072 0.809 CDX OIM 8 OIM N1 N1 N 0 1 N N N Y N N 18.928 -8.759 13.959 -1.897 0.327 -0.037 N1 OIM 9 OIM CA1 CA1 C 0 1 N N N Y N N 18.182 -7.991 14.754 -0.615 0.511 -0.069 CA1 OIM 10 OIM CB1 CB1 C 0 1 N N R N N N 18.920 -7.642 15.869 -0.352 1.973 -0.358 CB1 OIM 11 OIM CG1 CG1 C 0 1 N N N N N N 18.118 -8.307 16.963 0.037 2.164 -1.825 CG1 OIM 12 OIM OG1 OG1 O 0 1 N N N N N N 20.135 -8.333 15.590 -1.603 2.636 -0.080 OG1 OIM 13 OIM C1 C1 C 0 1 N N N Y N N 17.059 -7.191 14.321 0.410 -0.524 0.140 C1 OIM 14 OIM N2 N2 N 0 1 N N N Y N N 16.539 -6.067 14.879 1.699 -0.311 0.103 N2 OIM 15 OIM N3 N3 N 0 1 N N N Y N N 16.309 -7.549 13.177 0.140 -1.849 0.407 N3 OIM 16 OIM C2 C2 C 0 1 N N N Y N N 15.325 -6.603 13.012 1.319 -2.497 0.538 C2 OIM 17 OIM O2 O2 O 0 1 N N N Y N N 14.474 -6.536 12.150 1.489 -3.679 0.777 O2 OIM 18 OIM CA2 CA2 C 0 1 N N N Y N N 15.508 -5.680 14.097 2.356 -1.469 0.335 CA2 OIM 19 OIM CA3 CA3 C 0 1 N N N Y N N 16.500 -8.646 12.257 -1.190 -2.450 0.528 CA3 OIM 20 OIM C3 C3 C 0 1 N N N Y N Y 16.210 -10.066 12.721 -1.647 -2.937 -0.823 C3 OIM 21 OIM O3 O3 O 0 1 N N N Y N Y 16.578 -10.865 11.909 -0.934 -2.796 -1.788 O3 OIM 22 OIM CB2 CB2 C 0 1 N N N N N N 14.717 -4.462 14.264 3.727 -1.653 0.373 CB2 OIM 23 OIM CG2 CG2 C 0 1 Y N N N N N 14.934 -3.253 15.042 4.622 -0.500 0.291 CG2 OIM 24 OIM CD1 CD1 C 0 1 Y N N N N N 15.909 -3.193 16.002 4.098 0.802 0.315 CD1 OIM 25 OIM CD2 CD2 C 0 1 Y N N N N N 14.098 -2.180 14.798 6.009 -0.689 0.194 CD2 OIM 26 OIM CE1 CE1 C 0 1 Y N N N N N 16.037 -2.044 16.761 4.939 1.875 0.237 CE1 OIM 27 OIM CE2 CE2 C 0 1 Y N N N N N 14.203 -1.047 15.552 6.840 0.392 0.117 CE2 OIM 28 OIM CZ CZ C 0 1 Y N N N N N 15.180 -0.974 16.518 6.313 1.680 0.135 CZ OIM 29 OIM OH OH O 0 1 N N N N N N 15.245 0.132 17.234 7.144 2.750 0.058 OH OIM 30 OIM H H1 H 0 1 N N N Y Y N 20.049 -7.626 11.984 -3.620 3.824 0.813 H1 OIM 31 OIM H2 H2 H 0 1 N Y N Y Y N 20.762 -6.743 13.158 -4.630 3.296 -0.397 H2 OIM 32 OIM H4 H4 H 0 1 N N N Y N N 21.325 -9.561 12.565 -3.402 1.622 1.697 H4 OIM 33 OIM H5 H5 H 0 1 N N N Y N N 19.180 -10.507 15.041 -3.415 2.497 -1.907 H5 OIM 34 OIM H6 H6 H 0 1 N N N N N N 22.339 -7.656 14.738 -5.113 0.831 -0.702 H6 OIM 35 OIM H7 H7 H 0 1 N N N N N N 23.291 -7.651 12.327 -5.816 0.847 2.267 H7 OIM 36 OIM H8 H8 H 0 1 N N N N N N 23.960 -9.266 12.742 -6.390 2.049 1.087 H8 OIM 37 OIM H9 H9 H 0 1 N N N N N N 21.884 -9.916 15.649 -5.127 -1.378 0.535 H9 OIM 38 OIM H10 H10 H 0 1 N N N N N N 22.879 -10.640 14.340 -3.527 -0.904 -0.085 H10 OIM 39 OIM H11 H11 H 0 1 N N N N N N 23.646 -9.576 15.568 -3.908 -0.702 1.642 H11 OIM 40 OIM H12 H12 H 0 1 N N N N N N 25.628 -7.499 13.040 -7.452 0.242 -0.238 H12 OIM 41 OIM H13 H13 H 0 1 N N N N N N 24.541 -6.654 14.193 -6.878 -0.960 0.943 H13 OIM 42 OIM H14 H14 H 0 1 N N N N N N 25.210 -8.268 14.608 -8.076 0.263 1.429 H14 OIM 43 OIM H18 H18 H 0 1 N N N N N N 19.042 -6.560 16.027 0.434 2.353 0.295 H18 OIM 44 OIM H19 H19 H 0 1 N N N N N N 18.593 -8.114 17.936 -0.805 1.892 -2.463 H19 OIM 45 OIM H20 H20 H 0 1 N N N N N N 17.096 -7.900 16.967 0.301 3.208 -1.998 H20 OIM 46 OIM H21 H21 H 0 1 N N N N N N 18.080 -9.391 16.782 0.891 1.530 -2.061 H21 OIM 47 OIM HA31 H23 H 0 1 N N N Y N N 17.553 -8.620 11.941 -1.148 -3.289 1.222 H23 OIM 48 OIM HA32 H24 H 0 1 N N N Y N N 15.852 -8.453 11.389 -1.892 -1.704 0.902 H24 OIM 49 OIM H28 H28 H 0 1 N N N N N N 13.795 -4.460 13.702 4.136 -2.648 0.464 H28 OIM 50 OIM H30 H30 H 0 1 N N N N N N 16.569 -4.032 16.164 3.032 0.955 0.394 H30 OIM 51 OIM H31 H31 H 0 1 N N N N N N 13.361 -2.238 14.010 6.419 -1.688 0.180 H31 OIM 52 OIM H32 H32 H 0 1 N N N N N N 16.791 -1.978 17.531 4.537 2.878 0.255 H32 OIM 53 OIM H33 H33 H 0 1 N N N N N N 13.528 -0.219 15.392 7.907 0.248 0.042 H33 OIM 54 OIM H34 H34 H 0 1 N N N N N N 15.954 0.062 17.862 7.320 3.047 -0.845 H34 OIM 55 OIM OXT OXT O 0 1 N Y N Y N Y ? ? ? -2.845 -3.526 -0.954 OXT OIM 56 OIM HXT H3 H 0 1 N Y N Y N Y ? ? ? -3.095 -3.822 -1.840 H3 OIM 57 # 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 OIM O3 C3 DOUB N N 1 OIM O2 C2 DOUB N N 2 OIM CA3 C3 SING N N 3 OIM CA3 N3 SING N N 4 OIM N0 CA0 SING N N 5 OIM C2 N3 SING N N 6 OIM C2 CA2 SING N N 7 OIM CGX CDX SING N N 8 OIM CGX CB0 SING N N 9 OIM N3 C1 SING N N 10 OIM CA0 CB0 SING N N 11 OIM CA0 C0 SING N N 12 OIM N1 C0 SING N N 13 OIM N1 CA1 DOUB N N 14 OIM CB0 CGY SING N N 15 OIM CA2 CB2 DOUB N Z 16 OIM CA2 N2 SING N N 17 OIM C0 O0 SING N N 18 OIM C0 OG1 SING N N 19 OIM CB2 CG2 SING N N 20 OIM C1 CA1 SING N N 21 OIM C1 N2 DOUB N N 22 OIM CA1 CB1 SING N N 23 OIM CD2 CG2 DOUB Y N 24 OIM CD2 CE2 SING Y N 25 OIM CG2 CD1 SING Y N 26 OIM CE2 CZ DOUB Y N 27 OIM OG1 CB1 SING N N 28 OIM CB1 CG1 SING N N 29 OIM CD1 CE1 DOUB Y N 30 OIM CZ CE1 SING Y N 31 OIM CZ OH SING N N 32 OIM N0 H SING N N 33 OIM N0 H2 SING N N 34 OIM CA0 H4 SING N N 35 OIM O0 H5 SING N N 36 OIM CB0 H6 SING N N 37 OIM CGX H7 SING N N 38 OIM CGX H8 SING N N 39 OIM CGY H9 SING N N 40 OIM CGY H10 SING N N 41 OIM CGY H11 SING N N 42 OIM CDX H12 SING N N 43 OIM CDX H13 SING N N 44 OIM CDX H14 SING N N 45 OIM CB1 H18 SING N N 46 OIM CG1 H19 SING N N 47 OIM CG1 H20 SING N N 48 OIM CG1 H21 SING N N 49 OIM CA3 HA31 SING N N 50 OIM CA3 HA32 SING N N 51 OIM CB2 H28 SING N N 52 OIM CD1 H30 SING N N 53 OIM CD2 H31 SING N N 54 OIM CE1 H32 SING N N 55 OIM CE2 H33 SING N N 56 OIM OH H34 SING N N 57 OIM C3 OXT SING N N 58 OIM OXT HXT SING N N 59 # 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 OIM SMILES ACDLabs 12.01 "O=C(O)CN2C(=N/C(=C\c1ccc(O)cc1)C2=O)C3=NC(O)(OC3C)C(N)C(C)CC" OIM InChI InChI 1.03 "InChI=1S/C21H26N4O6/c1-4-11(2)18(22)21(30)24-17(12(3)31-21)19-23-15(20(29)25(19)10-16(27)28)9-13-5-7-14(26)8-6-13/h5-9,11-12,18,26,30H,4,10,22H2,1-3H3,(H,27,28)/b15-9-/t11-,12+,18-,21+/m0/s1" OIM InChIKey InChI 1.03 LIQZHRFTMFYAKC-MMOVILGGSA-N OIM SMILES_CANONICAL CACTVS 3.385 "CC[C@H](C)[C@H](N)[C@@]1(O)O[C@H](C)C(=N1)C2=N\C(=C/c3ccc(O)cc3)C(=O)N2CC(O)=O" OIM SMILES CACTVS 3.385 "CC[CH](C)[CH](N)[C]1(O)O[CH](C)C(=N1)C2=NC(=Cc3ccc(O)cc3)C(=O)N2CC(O)=O" OIM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](C)[C@@H]([C@@]1(N=C([C@H](O1)C)C2=N/C(=C\c3ccc(cc3)O)/C(=O)N2CC(=O)O)O)N" OIM SMILES "OpenEye OEToolkits" 1.7.6 "CCC(C)C(C1(N=C(C(O1)C)C2=NC(=Cc3ccc(cc3)O)C(=O)N2CC(=O)O)O)N" # 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 OIM "SYSTEMATIC NAME" ACDLabs 12.01 "[(4Z)-2-{(2R,5R)-2-[(1S,2S)-1-amino-2-methylbutyl]-2-hydroxy-5-methyl-2,5-dihydro-1,3-oxazol-4-yl}-4-(4-hydroxybenzylidene)-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid" OIM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4Z)-2-[(2R,5R)-2-[(1S,2S)-1-azanyl-2-methyl-butyl]-5-methyl-2-oxidanyl-5H-1,3-oxazol-4-yl]-4-[(4-hydroxyphenyl)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 OIM "Create component" 2014-04-30 RCSB OIM "Initial release" 2014-07-08 RCSB OIM "Modify synonyms" 2021-03-01 PDBE OIM "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OIM _pdbx_chem_comp_synonyms.name "PEPTIDE DERIVED CHROMOPHORE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #