data_M2W # _chem_comp.id M2W _chem_comp.name "DELTA-(L-ALPHA-AMINOADIPOYL)-L-CYSTEINYL-O-METHYL-D-THREONINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H25 N3 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 379.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M2W _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 3ZOI _chem_comp.pdbx_subcomponent_list "UN1 CYS XDT" _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 M2W C8 C8 C 0 1 N N N 11.838 39.418 5.662 1.483 0.183 0.001 "C1'" UN1 1 M2W O27 O27 O 0 1 N N N 11.526 39.801 6.783 1.529 0.771 1.061 "O1'" UN1 2 M2W O22 O22 O 0 1 N N N 17.288 35.725 4.426 8.441 -0.248 -0.618 O58 UN1 3 M2W C9 C9 C 0 1 N N N 13.266 39.114 5.308 2.748 -0.358 -0.615 C1 UN1 4 M2W C20 C20 C 0 1 N N N 17.130 35.988 5.653 7.653 -0.904 0.021 C3 UN1 5 M2W C16 C16 C 0 1 N N S 15.677 36.204 6.210 6.409 -0.258 0.573 C4 UN1 6 M2W C13 C13 C 0 1 N N N 15.136 37.373 5.395 5.220 -0.583 -0.333 C5 UN1 7 M2W C10 C10 C 0 1 N N N 13.700 37.818 5.906 3.937 -0.033 0.292 C6 UN1 8 M2W N19 N19 N 0 1 N N N 15.682 36.403 7.699 6.597 1.198 0.631 N4 UN1 9 M2W O21 O21 O 0 1 N N N 18.117 36.066 6.530 7.886 -2.208 0.240 "O5'" UN1 10 M2W N7 N7 N 0 1 N N N 10.923 39.102 4.747 0.302 0.009 -0.623 N CYS 11 M2W C3 C3 C 0 1 N N R 9.487 39.327 4.955 -0.928 0.530 -0.022 CA CYS 12 M2W C1 C1 C 0 1 N N N 8.734 37.994 4.837 -2.107 -0.267 -0.518 C CYS 13 M2W O6 O6 O 0 1 N N N 9.333 36.915 4.845 -1.936 -1.180 -1.298 O CYS 14 M2W C35 C35 C 0 1 N N N 9.046 40.394 3.877 -1.105 1.999 -0.413 CB CYS 15 M2W S37 S37 S 0 1 N N N 9.396 39.805 2.197 0.314 2.958 0.185 SG CYS 16 M2W N2 N2 N 0 1 N N N 7.415 38.057 4.693 -3.351 0.036 -0.096 N XDT 17 M2W C4 C4 C 0 1 N N R 6.611 36.854 4.456 -4.497 -0.739 -0.578 CA XDT 18 M2W C23 C23 C 0 1 N N N 5.333 36.917 5.274 -4.663 -1.972 0.272 C XDT 19 M2W O25 O25 O 0 1 N N N 5.288 38.008 6.001 -5.657 -2.837 0.013 O XDT 20 M2W C5 C5 C 0 1 N N S 6.308 36.741 2.972 -5.763 0.115 -0.492 CB XDT 21 M2W O41 O41 O 0 1 N N N 5.338 37.746 2.618 -5.986 0.500 0.867 OG1 XDT 22 M2W C46 C46 C 0 1 N N N 7.485 36.396 2.108 -5.594 1.367 -1.355 CG2 XDT 23 M2W C42 C42 C 0 1 N N N 4.402 37.285 1.685 -7.363 0.680 1.201 CD1 XDT 24 M2W O26 O26 O 0 1 N N N 4.442 36.050 5.221 -3.903 -2.182 1.188 OXT XDT 25 M2W H91C H91C H 0 0 N N N 13.361 39.055 4.214 2.663 -1.439 -0.729 H1C1 UN1 26 M2W H92C H92C H 0 0 N N N 13.911 39.920 5.689 2.901 0.099 -1.592 H1C2 UN1 27 M2W H16 H16 H 0 1 N N N 15.085 35.308 5.973 6.216 -0.639 1.576 H4 UN1 28 M2W H131 H131 H 0 0 N N N 15.828 38.223 5.486 5.373 -0.126 -1.311 H5C1 UN1 29 M2W H132 H132 H 0 0 N N N 15.063 37.071 4.340 5.135 -1.664 -0.447 H5C2 UN1 30 M2W H101 H101 H 0 0 N N N 13.731 37.925 7.000 4.022 1.047 0.406 H6C1 UN1 31 M2W H102 H102 H 0 0 N N N 12.971 37.041 5.634 3.784 -0.491 1.269 H6C2 UN1 32 M2W H191 H191 H 0 0 N N N 14.745 36.537 8.021 7.335 1.442 1.274 H4N1 UN1 33 M2W H192 H192 H 0 0 N N N 16.074 35.597 8.142 6.778 1.576 -0.287 H4N2 UN1 34 M2W H21 H21 H 0 1 N N N 18.943 35.895 6.093 8.698 -2.578 -0.135 "H5'" UN1 35 M2W H7 H7 H 0 1 N N N 11.226 38.696 3.885 0.266 -0.461 -1.471 H CYS 36 M2W H3 H3 H 0 1 N N N 9.314 39.750 5.956 -0.865 0.448 1.063 HA CYS 37 M2W H351 H351 H 0 0 N N N 7.966 40.579 3.975 -1.168 2.081 -1.498 HB2 CYS 38 M2W H352 H352 H 0 0 N N N 9.596 41.330 4.052 -2.020 2.387 0.035 HB3 CYS 39 M2W H37 H37 H 0 1 N N N 8.974 40.796 1.470 0.028 4.208 -0.223 HG CYS 40 M2W H2 H2 H 0 1 N N N 6.960 38.946 4.748 -3.487 0.766 0.528 H XDT 41 M2W H4 H4 H 0 1 N N N 7.183 35.967 4.766 -4.327 -1.033 -1.614 HCA XDT 42 M2W H5 H5 H 0 1 N N N 5.716 35.815 2.932 -6.615 -0.461 -0.850 HB XDT 43 M2W H461 H461 H 0 0 N N N 7.165 36.338 1.057 -4.741 1.943 -0.996 HG21 XDT 44 M2W H462 H462 H 0 0 N N N 8.257 37.172 2.213 -5.424 1.073 -2.391 HG22 XDT 45 M2W H463 H463 H 0 0 N N N 7.897 35.425 2.420 -6.496 1.976 -1.293 HG23 XDT 46 M2W H421 H421 H 0 0 N N N 3.689 38.090 1.452 -7.448 0.971 2.248 HD11 XDT 47 M2W H422 H422 H 0 0 N N N 4.922 36.978 0.765 -7.791 1.460 0.571 HD12 XDT 48 M2W H423 H423 H 0 0 N N N 3.860 36.425 2.104 -7.902 -0.254 1.039 HD13 XDT 49 M2W H25 H25 H 0 1 N N N 4.469 38.035 6.482 -5.723 -3.613 0.586 HXT XDT 50 # 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 M2W C8 O27 DOUB N N 1 M2W C8 C9 SING N N 2 M2W C8 N7 SING N N 3 M2W O22 C20 DOUB N N 4 M2W C9 C10 SING N N 5 M2W C20 C16 SING N N 6 M2W C20 O21 SING N N 7 M2W C16 C13 SING N N 8 M2W C16 N19 SING N N 9 M2W C13 C10 SING N N 10 M2W N7 C3 SING N N 11 M2W C3 C1 SING N N 12 M2W C3 C35 SING N N 13 M2W C1 O6 DOUB N N 14 M2W C1 N2 SING N N 15 M2W C35 S37 SING N N 16 M2W N2 C4 SING N N 17 M2W C4 C23 SING N N 18 M2W C4 C5 SING N N 19 M2W C23 O25 SING N N 20 M2W C23 O26 DOUB N N 21 M2W C5 O41 SING N N 22 M2W C5 C46 SING N N 23 M2W O41 C42 SING N N 24 M2W S37 H37 SING N N 25 M2W C9 H91C SING N N 26 M2W C9 H92C SING N N 27 M2W N7 H7 SING N N 28 M2W C10 H101 SING N N 29 M2W C10 H102 SING N N 30 M2W C16 H16 SING N N 31 M2W O21 H21 SING N N 32 M2W C13 H131 SING N N 33 M2W C13 H132 SING N N 34 M2W N19 H191 SING N N 35 M2W N19 H192 SING N N 36 M2W C3 H3 SING N N 37 M2W C35 H351 SING N N 38 M2W C35 H352 SING N N 39 M2W N2 H2 SING N N 40 M2W C4 H4 SING N N 41 M2W C5 H5 SING N N 42 M2W O25 H25 SING N N 43 M2W C46 H461 SING N N 44 M2W C46 H462 SING N N 45 M2W C46 H463 SING N N 46 M2W C42 H421 SING N N 47 M2W C42 H422 SING N N 48 M2W C42 H423 SING N N 49 # 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 M2W SMILES ACDLabs 12.01 "O=C(NC(C(=O)O)C(OC)C)C(NC(=O)CCCC(C(=O)O)N)CS" M2W InChI InChI 1.03 "InChI=1S/C14H25N3O7S/c1-7(24-2)11(14(22)23)17-12(19)9(6-25)16-10(18)5-3-4-8(15)13(20)21/h7-9,11,25H,3-6,15H2,1-2H3,(H,16,18)(H,17,19)(H,20,21)(H,22,23)/t7-,8-,9-,11+/m0/s1" M2W InChIKey InChI 1.03 LVCFAJQOVSJZGP-FTYOSLGDSA-N M2W SMILES_CANONICAL CACTVS 3.385 "CO[C@@H](C)[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H](N)C(O)=O)C(O)=O" M2W SMILES CACTVS 3.385 "CO[CH](C)[CH](NC(=O)[CH](CS)NC(=O)CCC[CH](N)C(O)=O)C(O)=O" M2W SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]([C@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)CCC[C@@H](C(=O)O)N)OC" M2W SMILES "OpenEye OEToolkits" 1.9.2 "CC(C(C(=O)O)NC(=O)C(CS)NC(=O)CCCC(C(=O)O)N)OC" # 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 M2W "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-O-methyl-D-threonine" M2W "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-azanyl-6-[[(2R)-1-[[(2R,3S)-3-methoxy-1-oxidanyl-1-oxidanylidene-butan-2-yl]amino]-1-oxidanylidene-3-sulfanyl-propan-2-yl]amino]-6-oxidanylidene-hexanoic 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 M2W "Create component" 2011-02-04 EBI M2W "Modify descriptor" 2011-06-04 RCSB M2W "Other modification" 2013-06-11 EBI M2W "Modify descriptor" 2014-09-05 RCSB #