data_CRK # _chem_comp.id CRK _chem_comp.name "4-{(Z)-[2-[3-(METHYLSULFANYL)PROPANOYL]-5-OXO-1-(2-OXOETHYL)-1,5-DIHYDRO-4H-IMIDAZOL-4-YLIDENE]METHYL}BENZENOLATE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H15 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id "MET, TYR, GLY" _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2004-10-11 _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 331.366 _chem_comp.one_letter_code MYG _chem_comp.three_letter_code CRK _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 1XMZ _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 CRK C1 C1 C 0 1 N N N Y N N 49.428 50.445 58.046 -1.090 -0.161 0.250 C1 CRK 1 CRK C2 C2 C 0 1 N N N Y N N 49.619 49.614 60.137 1.064 -0.613 0.424 C2 CRK 2 CRK C3 C3 C 0 1 N N N Y N Y 52.729 50.115 58.582 -0.536 -3.347 -0.477 C3 CRK 3 CRK CA1 CA1 C 0 1 N N N Y N N 49.901 50.743 56.713 -2.546 -0.350 0.243 CA1 CRK 4 CRK CA2 CA2 C 0 1 N N N Y N N 48.334 50.283 59.847 0.846 0.809 0.103 CA2 CRK 5 CRK CA3 CA3 C 0 1 N N N Y N N 51.579 49.151 58.779 -0.478 -2.558 0.805 CA3 CRK 6 CRK CB CB C 0 1 N N N N N N 48.978 51.501 55.760 -3.457 0.816 -0.041 CB CRK 7 CRK CB2 CB2 C 0 1 N N N N N N 47.168 50.363 60.532 1.820 1.780 -0.079 CB2 CRK 8 CRK CD2 CD2 C 0 1 Y N N N N N 47.471 49.314 62.657 3.583 0.240 -0.789 CD2 CRK 9 CRK CD1 CD1 C 0 1 Y N N N N N 45.201 49.937 61.996 4.156 2.218 0.500 CD1 CRK 10 CRK CE CE C 0 1 N N N N N N 49.782 53.730 52.857 -7.663 1.016 -0.224 CE CRK 11 CRK CE2 CE2 C 0 1 Y N N N N N 46.979 48.633 63.751 4.902 -0.108 -0.827 CE2 CRK 12 CRK CE1 CE1 C 0 1 Y N N N N N 44.698 49.289 63.087 5.472 1.858 0.454 CE1 CRK 13 CRK CG CG C 0 1 N N N N N N 49.667 52.835 55.427 -4.913 0.350 0.012 CG CRK 14 CRK CG2 CG2 C 0 1 Y N N N N N 46.587 49.953 61.702 3.189 1.412 -0.123 CG2 CRK 15 CRK CZ CZ C 0 1 Y N N N N N 45.557 48.600 64.046 5.856 0.695 -0.208 CZ CRK 16 CRK N2 N2 N 0 1 N N N Y N N 48.246 50.801 58.545 -0.489 0.978 0.023 N2 CRK 17 CRK N3 N3 N 0 1 N N N Y N N 50.302 49.773 58.910 -0.170 -1.158 0.503 N3 CRK 18 CRK O1 O1 O 0 1 N N N N N N 50.987 50.262 56.269 -3.016 -1.446 0.466 O1 CRK 19 CRK O2 O2 O 0 1 N N N Y N N 50.111 49.039 61.092 2.131 -1.178 0.583 O2 CRK 20 CRK O3 O3 O 0 1 N N N Y N Y 53.823 49.669 58.262 0.152 -4.330 -0.613 O3 CRK 21 CRK OH OH O -1 1 N N N N N N 45.066 47.912 64.984 7.165 0.343 -0.250 OH CRK 22 CRK SD SD S 0 1 N N N N N N 48.682 53.841 54.286 -6.010 1.755 -0.330 SD CRK 23 CRK H3 H3 H 0 1 N N N Y N Y 52.773 51.213 58.678 -1.194 -3.034 -1.274 H3 CRK 24 CRK HA31 1HA3 H 0 0 N N N Y N N 51.777 48.483 59.650 -1.440 -2.618 1.313 HA31 CRK 25 CRK HA32 2HA3 H 0 0 N N N Y N N 51.561 48.396 57.959 0.299 -2.970 1.450 HA32 CRK 26 CRK HB1 1HB H 0 1 N N N N N N 47.946 51.630 56.162 -3.296 1.593 0.706 HB1 CRK 27 CRK HB2A 2HB H 0 0 N N N N N N 48.706 50.911 54.854 -3.239 1.214 -1.032 HB2A CRK 28 CRK HB2 HB2 H 0 1 N N N N N N 46.454 50.961 59.940 1.536 2.816 -0.188 HB2 CRK 29 CRK HD2 HD2 H 0 1 N N N N N N 48.568 49.348 62.546 2.845 -0.382 -1.273 HD2 CRK 30 CRK HD1 HD1 H 0 1 N N N N N N 44.478 50.455 61.343 3.860 3.120 1.014 HD1 CRK 31 CRK HE1A 1HE H 0 0 N N N N N N 50.058 52.706 52.514 -7.755 0.223 -0.966 HE1A CRK 32 CRK HE2A 2HE H 0 0 N N N N N N 49.176 54.349 52.155 -7.813 0.601 0.772 HE2A CRK 33 CRK HE3 3HE H 0 1 N N N N N N 50.842 54.039 53.013 -8.416 1.781 -0.416 HE3 CRK 34 CRK HE2 HE2 H 0 1 N N N N N N 47.719 48.118 64.387 5.207 -1.010 -1.339 HE2 CRK 35 CRK HE1 HE1 H 0 1 N N N N N N 43.601 49.322 63.193 6.217 2.476 0.932 HE1 CRK 36 CRK HG1 1HG H 0 1 N N N N N N 50.698 52.671 55.035 -5.074 -0.426 -0.736 HG1 CRK 37 CRK HG2 2HG H 0 1 N N N N N N 49.919 53.403 56.353 -5.132 -0.048 1.003 HG2 CRK 38 # 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 CRK C1 CA1 SING N N 1 CRK C1 N2 DOUB N N 2 CRK C1 N3 SING N N 3 CRK C2 CA2 SING N N 4 CRK C2 N3 SING N N 5 CRK C2 O2 DOUB N N 6 CRK C3 CA3 SING N N 7 CRK C3 O3 DOUB N N 8 CRK C3 H3 SING N N 9 CRK CA1 CB SING N N 10 CRK CA1 O1 DOUB N N 11 CRK CA2 CB2 DOUB N E 12 CRK CA2 N2 SING N N 13 CRK CA3 N3 SING N N 14 CRK CA3 HA31 SING N N 15 CRK CA3 HA32 SING N N 16 CRK CB CG SING N N 17 CRK CB HB1 SING N N 18 CRK CB HB2A SING N N 19 CRK CB2 CG2 SING N N 20 CRK CB2 HB2 SING N N 21 CRK CD2 CE2 DOUB Y N 22 CRK CD2 CG2 SING Y N 23 CRK CD2 HD2 SING N N 24 CRK CD1 CE1 SING Y N 25 CRK CD1 CG2 DOUB Y N 26 CRK CD1 HD1 SING N N 27 CRK CE SD SING N N 28 CRK CE HE1A SING N N 29 CRK CE HE2A SING N N 30 CRK CE HE3 SING N N 31 CRK CE2 CZ SING Y N 32 CRK CE2 HE2 SING N N 33 CRK CE1 CZ DOUB Y N 34 CRK CE1 HE1 SING N N 35 CRK CG SD SING N N 36 CRK CG HG1 SING N N 37 CRK CG HG2 SING N N 38 CRK CZ OH SING N N 39 # 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 CRK SMILES ACDLabs 10.04 "O=C(C1=N/C(C(=O)N1CC=O)=C/c2ccc([O-])cc2)CCSC" CRK InChI InChI 1.03 "InChI=1S/C16H16N2O4S/c1-23-9-6-14(21)15-17-13(16(22)18(15)7-8-19)10-11-2-4-12(20)5-3-11/h2-5,8,10,20H,6-7,9H2,1H3/p-1/b13-10+" CRK InChIKey InChI 1.03 POPNGBKQPJVYFV-JLHYYAGUSA-M CRK SMILES_CANONICAL CACTVS 3.385 "CSCCC(=O)C1=NC(=C/c2ccc([O-])cc2)/C(=O)N1CC=O" CRK SMILES CACTVS 3.385 "CSCCC(=O)C1=NC(=Cc2ccc([O-])cc2)C(=O)N1CC=O" CRK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "CSCCC(=O)C1=N/C(=C/c2ccc(cc2)[O-])/C(=O)N1CC=O" CRK SMILES "OpenEye OEToolkits" 1.7.5 "CSCCC(=O)C1=NC(=Cc2ccc(cc2)[O-])C(=O)N1CC=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 CRK "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(E)-{2-[3-(methylsulfanyl)propanoyl]-5-oxo-1-(2-oxoethyl)-1,5-dihydro-4H-imidazol-4-ylidene}methyl]phenolate" CRK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(E)-[2-(3-methylsulfanylpropanoyl)-5-oxo-1-(2-oxoethyl)imidazol-4-ylidene]methyl]phenolate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CRK "Create component" 2004-10-11 RCSB CRK "Modify descriptor" 2011-06-04 RCSB CRK "Modify descriptor" 2012-01-05 RCSB CRK "Modify coordinates" 2012-01-05 RCSB CRK "Modify backbone" 2023-11-03 PDBE #