data_MCQ # _chem_comp.id MCQ _chem_comp.name "{(4S)-2-[(1R)-1-amino-3-(methylsulfanyl)propyl]-4-[(S)-[(2-hydroxyethyl)sulfanyl](4-hydroxyphenyl)methyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H25 N3 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-22 _chem_comp.pdbx_modified_date 2019-09-04 _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 427.538 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MCQ _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 5FHV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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.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 MCQ C3 C1 C 0 1 N N N -20.382 -1.651 -14.255 -1.814 3.357 -0.158 C3 MCQ 1 MCQ O3 O1 O 0 1 N N N -21.322 -2.418 -14.555 -0.820 3.208 0.513 O3 MCQ 2 MCQ CA3 C2 C 0 1 N N N -18.971 -2.026 -14.624 -2.187 2.327 -1.193 CA3 MCQ 3 MCQ N3 N1 N 0 1 N N N -18.020 -0.958 -14.317 -1.189 1.255 -1.195 N3 MCQ 4 MCQ C1 C3 C 0 1 N N N -17.480 -0.558 -13.138 -1.245 0.137 -0.408 C1 MCQ 5 MCQ CA1 C4 C 0 1 N N R -17.793 -1.156 -11.825 -2.356 -0.132 0.573 CA1 MCQ 6 MCQ CB1 C5 C 0 1 N N N -16.938 -0.594 -10.695 -3.412 -1.023 -0.083 CB1 MCQ 7 MCQ CG1 C6 C 0 1 N N N -17.692 0.518 -9.973 -4.598 -1.195 0.868 CG1 MCQ 8 MCQ SD S1 S 0 1 N N N -17.687 0.259 -8.232 -5.850 -2.252 0.089 SD MCQ 9 MCQ CE C7 C 0 1 N N N -19.336 -0.128 -7.759 -7.154 -2.336 1.347 CE MCQ 10 MCQ N1 N2 N 0 1 N N N -18.785 -1.924 -11.554 -1.811 -0.810 1.757 N1 MCQ 11 MCQ C2 C8 C 0 1 N N N -17.461 -0.177 -15.218 -0.090 1.230 -1.980 C2 MCQ 12 MCQ O2 O2 O 0 1 N N N -17.704 -0.245 -16.475 0.259 2.061 -2.790 O2 MCQ 13 MCQ CA2 C9 C 0 1 N N S -16.523 0.768 -14.614 0.615 -0.064 -1.620 CA2 MCQ 14 MCQ N2 N3 N 0 1 N N N -16.603 0.472 -13.303 -0.252 -0.660 -0.592 N2 MCQ 15 MCQ CB2 C10 C 0 1 N N S -15.706 1.839 -15.224 2.008 0.221 -1.055 CB2 MCQ 16 MCQ CG2 C11 C 0 1 Y N N -14.226 1.885 -15.095 2.685 -1.079 -0.707 CG2 MCQ 17 MCQ CD2 C12 C 0 1 Y N N -13.198 1.999 -16.017 2.110 -1.930 0.219 CD2 MCQ 18 MCQ CD1 C13 C 0 1 Y N N -13.950 1.819 -13.738 3.876 -1.422 -1.318 CD1 MCQ 19 MCQ CE1 C14 C 0 1 Y N N -12.640 1.850 -13.294 4.499 -2.614 -1.001 CE1 MCQ 20 MCQ CZ C15 C 0 1 Y N N -11.604 1.956 -14.206 3.927 -3.467 -0.068 CZ MCQ 21 MCQ CE2 C16 C 0 1 Y N N -11.886 2.034 -15.564 2.729 -3.123 0.540 CE2 MCQ 22 MCQ OH O3 O 0 1 N N N -10.321 1.985 -13.761 4.537 -4.640 0.245 OH MCQ 23 MCQ S2 S2 S 0 1 N N N -16.537 3.426 -14.917 1.857 1.243 0.437 S2 MCQ 24 MCQ C21 C17 C 0 1 N N N -17.481 3.586 -16.455 3.584 1.598 0.864 C21 MCQ 25 MCQ C11 C18 C 0 1 N N N -18.524 4.605 -16.187 3.629 2.466 2.124 C11 MCQ 26 MCQ O1 O4 O 0 1 N N N -19.510 4.047 -15.343 4.989 2.746 2.460 O1 MCQ 27 MCQ H2 H2 H 0 1 N N N -18.931 -2.238 -15.703 -3.166 1.912 -0.956 H2 MCQ 28 MCQ H3 H3 H 0 1 N N N -18.685 -2.928 -14.063 -2.219 2.796 -2.176 H3 MCQ 29 MCQ H5 H5 H 0 1 N N N -16.703 -1.398 -9.982 -3.753 -0.561 -1.010 H5 MCQ 30 MCQ H6 H6 H 0 1 N N N -16.004 -0.189 -11.112 -2.978 -1.999 -0.303 H6 MCQ 31 MCQ H7 H7 H 0 1 N N N -17.210 1.482 -10.194 -4.257 -1.657 1.794 H7 MCQ 32 MCQ H8 H8 H 0 1 N N N -18.732 0.538 -10.330 -5.032 -0.219 1.087 H8 MCQ 33 MCQ H9 H9 H 0 1 N N N -19.376 -0.298 -6.673 -7.523 -1.331 1.554 H9 MCQ 34 MCQ H10 H10 H 0 1 N N N -19.999 0.709 -8.024 -7.972 -2.956 0.982 H10 MCQ 35 MCQ H11 H11 H 0 1 N N N -19.664 -1.037 -8.285 -6.749 -2.770 2.261 H11 MCQ 36 MCQ H12 H12 H 0 1 N N N -18.753 -2.182 -10.588 -1.323 -1.654 1.497 H12 MCQ 37 MCQ H13 H13 H 0 1 N N N -15.872 1.715 -16.304 2.601 0.752 -1.800 H13 MCQ 38 MCQ H14 H14 H 0 1 N N N -13.414 2.060 -17.073 1.177 -1.662 0.693 H14 MCQ 39 MCQ H15 H15 H 0 1 N N N -14.759 1.743 -13.026 4.321 -0.758 -2.045 H15 MCQ 40 MCQ H16 H16 H 0 1 N N N -12.426 1.792 -12.237 5.429 -2.882 -1.480 H16 MCQ 41 MCQ H17 H17 H 0 1 N N N -11.077 2.123 -16.274 2.280 -3.787 1.264 H17 MCQ 42 MCQ H18 H18 H 0 1 N N N -10.313 1.922 -12.813 5.162 -4.575 0.980 H18 MCQ 43 MCQ H19 H19 H 0 1 N N N -17.945 2.625 -16.721 4.112 0.662 1.049 H19 MCQ 44 MCQ H20 H20 H 0 1 N N N -16.825 3.916 -17.274 4.061 2.128 0.040 H20 MCQ 45 MCQ H21 H21 H 0 1 N N N -18.069 5.477 -15.695 3.101 3.401 1.939 H21 MCQ 46 MCQ H22 H22 H 0 1 N N N -18.985 4.918 -17.135 3.152 1.936 2.948 H22 MCQ 47 MCQ H23 H23 H 0 1 N N N -20.181 4.696 -15.168 5.094 3.293 3.251 H23 MCQ 48 MCQ OXT O5 O 0 1 N Y N -20.555 -0.487 -13.621 -2.590 4.438 0.023 OXT MCQ 49 MCQ H1 H1 H 0 1 N N N -17.108 -2.001 -11.989 -2.813 0.811 0.873 H1 MCQ 50 MCQ HXT H4 H 0 1 N N N -19.641 -1.442 -11.742 -1.210 -0.192 2.283 HXT MCQ 51 MCQ H24 H24 H 0 1 N N N -15.699 0.050 -14.740 0.680 -0.719 -2.489 H24 MCQ 52 MCQ H25 H25 H 0 1 N N N -21.480 -0.355 -13.448 -2.312 5.069 0.702 H25 MCQ 53 # # 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 MCQ O2 C2 DOUB N N 1 MCQ C21 C11 SING N N 2 MCQ C21 S2 SING N N 3 MCQ C11 O1 SING N N 4 MCQ CD2 CE2 DOUB Y N 5 MCQ CD2 CG2 SING Y N 6 MCQ CE2 CZ SING Y N 7 MCQ CB2 CG2 SING N N 8 MCQ CB2 S2 SING N N 9 MCQ CB2 CA2 SING N N 10 MCQ C2 CA2 SING N N 11 MCQ C2 N3 SING N N 12 MCQ CG2 CD1 DOUB Y N 13 MCQ CA3 N3 SING N N 14 MCQ CA3 C3 SING N N 15 MCQ CA2 N2 SING N N 16 MCQ O3 C3 DOUB N N 17 MCQ N3 C1 SING N N 18 MCQ CZ OH SING N N 19 MCQ CZ CE1 DOUB Y N 20 MCQ CD1 CE1 SING Y N 21 MCQ N2 C1 DOUB N N 22 MCQ C1 CA1 SING N N 23 MCQ CA1 N1 SING N N 24 MCQ CA1 CB1 SING N N 25 MCQ CB1 CG1 SING N N 26 MCQ CG1 SD SING N N 27 MCQ SD CE SING N N 28 MCQ CA3 H2 SING N N 29 MCQ CA3 H3 SING N N 30 MCQ CB1 H5 SING N N 31 MCQ CB1 H6 SING N N 32 MCQ CG1 H7 SING N N 33 MCQ CG1 H8 SING N N 34 MCQ CE H9 SING N N 35 MCQ CE H10 SING N N 36 MCQ CE H11 SING N N 37 MCQ N1 H12 SING N N 38 MCQ CB2 H13 SING N N 39 MCQ CD2 H14 SING N N 40 MCQ CD1 H15 SING N N 41 MCQ CE1 H16 SING N N 42 MCQ CE2 H17 SING N N 43 MCQ OH H18 SING N N 44 MCQ C21 H19 SING N N 45 MCQ C21 H20 SING N N 46 MCQ C11 H21 SING N N 47 MCQ C11 H22 SING N N 48 MCQ O1 H23 SING N N 49 MCQ C3 OXT SING N N 50 MCQ CA1 H1 SING N N 51 MCQ N1 HXT SING N N 52 MCQ CA2 H24 SING N N 53 MCQ OXT H25 SING N N 54 # # 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 MCQ SMILES ACDLabs 12.01 "C(O)(=O)CN1C(C(N)CCSC)=NC(C1=O)C(c2ccc(O)cc2)SCCO" MCQ InChI InChI 1.03 "InChI=1S/C18H25N3O5S2/c1-27-8-6-13(19)17-20-15(18(26)21(17)10-14(24)25)16(28-9-7-22)11-2-4-12(23)5-3-11/h2-5,13,15-16,22-23H,6-10,19H2,1H3,(H,24,25)/t13-,15-,16+/m1/s1" MCQ InChIKey InChI 1.03 UHNJBECKZOYAMH-BMFZPTHFSA-N MCQ SMILES_CANONICAL CACTVS 3.385 "CSCC[C@@H](N)C1=N[C@H]([C@@H](SCCO)c2ccc(O)cc2)C(=O)N1CC(O)=O" MCQ SMILES CACTVS 3.385 "CSCC[CH](N)C1=N[CH]([CH](SCCO)c2ccc(O)cc2)C(=O)N1CC(O)=O" MCQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CSCCC(C1=NC(C(=O)N1CC(=O)O)[C@H](c2ccc(cc2)O)SCCO)N" MCQ SMILES "OpenEye OEToolkits" 2.0.4 "CSCCC(C1=NC(C(=O)N1CC(=O)O)C(c2ccc(cc2)O)SCCO)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 MCQ "SYSTEMATIC NAME" ACDLabs 12.01 "{(4S)-2-[(1R)-1-amino-3-(methylsulfanyl)propyl]-4-[(S)-[(2-hydroxyethyl)sulfanyl](4-hydroxyphenyl)methyl]-5-oxo-4,5-dihydro-1H-imidazol-1-yl}acetic acid" MCQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[2-(1-azanyl-3-methylsulfanyl-propyl)-4-[(~{S})-2-hydroxyethylsulfanyl-(4-hydroxyphenyl)methyl]-5-oxidanylidene-4~{H}-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 MCQ "Create component" 2015-12-22 EBI MCQ "Other modification" 2016-02-25 EBI MCQ "Initial release" 2017-01-11 RCSB MCQ "Other modification" 2019-09-04 EBI ##