data_MGH # _chem_comp.id MGH _chem_comp.name "methyl N-(carboxymethyl)-N-(3-phenylpropanoyl)glycyl-D-histidinate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-2-{2-[Carboxymethyl-(3-phenyl-propionyl)-amino]-acetylamino}-3-(3H-imidazol-4-yl)-propionic acid methyl ester" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-24 _chem_comp.pdbx_modified_date 2020-06-17 _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 416.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MGH _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 3R4J _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.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 MGH C01 C01 C 0 1 N N N 109.316 -73.339 5.319 -3.822 4.855 0.047 C01 MGH 1 MGH O02 O02 O 0 1 N N N 108.396 -72.344 4.799 -4.073 3.477 0.427 O02 MGH 2 MGH C03 C03 C 0 1 N N N 108.602 -70.951 5.233 -3.360 2.531 -0.205 C03 MGH 3 MGH O04 O04 O 0 1 N N N 109.767 -70.741 5.525 -2.553 2.845 -1.048 O04 MGH 4 MGH C05 C05 C 0 1 N N R 107.648 -69.758 5.374 -3.566 1.078 0.136 C05 MGH 5 MGH C06 C06 C 0 1 N N N 107.716 -68.854 4.115 -5.021 0.690 -0.139 C06 MGH 6 MGH C07 C07 C 0 1 Y N N 108.200 -67.469 4.414 -5.258 -0.726 0.317 C07 MGH 7 MGH C08 C08 C 0 1 Y N N 108.113 -66.346 3.610 -6.214 -1.132 1.174 C08 MGH 8 MGH N09 N09 N 0 1 Y N N 108.694 -65.255 4.262 -6.076 -2.487 1.309 N09 MGH 9 MGH C10 C10 C 0 1 Y N N 109.060 -65.694 5.483 -5.039 -2.863 0.529 C10 MGH 10 MGH N11 N11 N 0 1 Y N N 108.786 -67.042 5.564 -4.558 -1.805 -0.065 N11 MGH 11 MGH N12 N12 N 0 1 N N N 106.250 -69.957 5.785 -2.677 0.252 -0.685 N12 MGH 12 MGH C13 C13 C 0 1 N N N 105.177 -70.457 5.114 -1.408 0.031 -0.290 C13 MGH 13 MGH O14 O14 O 0 1 N N N 105.109 -70.845 3.963 -1.001 0.516 0.744 O14 MGH 14 MGH C15 C15 C 0 1 N N N 103.931 -70.441 5.960 -0.493 -0.818 -1.135 C15 MGH 15 MGH N16 N16 N 0 1 N N N 102.701 -71.238 5.669 0.822 -0.905 -0.495 N16 MGH 16 MGH C17 C17 C 0 1 N N N 101.796 -70.958 6.829 1.103 -1.982 0.457 C17 MGH 17 MGH C18 C18 C 0 1 N N N 102.186 -71.743 8.057 1.663 -3.171 -0.281 C18 MGH 18 MGH O19 O19 O 0 1 N N N 103.407 -71.923 8.301 1.997 -4.283 0.393 O19 MGH 19 MGH O20 O20 O 0 1 N N N 101.252 -72.175 8.761 1.812 -3.123 -1.479 O20 MGH 20 MGH C21 C21 C 0 1 N N N 101.960 -71.015 4.426 1.773 0.006 -0.782 C21 MGH 21 MGH O22 O22 O 0 1 N N N 102.553 -71.200 3.383 1.540 0.898 -1.570 O22 MGH 22 MGH C23 C23 C 0 1 N N N 100.451 -70.650 4.382 3.125 -0.083 -0.123 C23 MGH 23 MGH C24 C24 C 0 1 N N N 100.117 -69.231 3.854 4.011 1.062 -0.619 C24 MGH 24 MGH C25 C25 C 0 1 Y N N 98.661 -68.732 3.947 5.363 0.972 0.039 C25 MGH 25 MGH C26 C26 C 0 1 Y N N 97.815 -68.790 2.819 5.591 1.616 1.241 C26 MGH 26 MGH C27 C27 C 0 1 Y N N 96.496 -68.313 2.921 6.832 1.534 1.845 C27 MGH 27 MGH C28 C28 C 0 1 Y N N 96.006 -67.769 4.134 7.845 0.807 1.248 C28 MGH 28 MGH C29 C29 C 0 1 Y N N 96.842 -67.690 5.260 7.616 0.162 0.047 C29 MGH 29 MGH C30 C30 C 0 1 Y N N 98.166 -68.163 5.152 6.374 0.241 -0.555 C30 MGH 30 MGH H101 H101 H 0 0 N N N 109.051 -74.329 4.919 -4.039 4.985 -1.013 H101 MGH 31 MGH H201 H201 H 0 0 N N N 110.342 -73.083 5.016 -4.462 5.516 0.632 H201 MGH 32 MGH H301 H301 H 0 0 N N N 109.252 -73.359 6.417 -2.777 5.100 0.237 H301 MGH 33 MGH H05 H05 H 0 1 N N N 108.060 -69.281 6.276 -3.341 0.917 1.191 H05 MGH 34 MGH H106 H106 H 0 0 N N N 106.705 -68.782 3.687 -5.685 1.363 0.404 H106 MGH 35 MGH H206 H206 H 0 0 N N N 108.409 -69.315 3.396 -5.221 0.767 -1.208 H206 MGH 36 MGH H08 H08 H 0 1 N N N 107.664 -66.317 2.628 -6.949 -0.508 1.661 H08 MGH 37 MGH HN09 HN09 H 0 0 N N N 108.814 -64.332 3.896 -6.620 -3.069 1.862 HN09 MGH 38 MGH H10 H10 H 0 1 N N N 109.495 -65.091 6.266 -4.671 -3.871 0.414 H10 MGH 39 MGH HN12 HN12 H 0 0 N N N 106.053 -69.675 6.724 -3.002 -0.135 -1.513 HN12 MGH 40 MGH H115 H115 H 0 0 N N N 104.261 -70.787 6.951 -0.915 -1.818 -1.235 H115 MGH 41 MGH H215 H215 H 0 0 N N N 103.596 -69.393 5.945 -0.387 -0.367 -2.122 H215 MGH 42 MGH H117 H117 H 0 0 N N N 101.852 -69.885 7.066 1.829 -1.637 1.193 H117 MGH 43 MGH H217 H217 H 0 0 N N N 100.769 -71.235 6.547 0.182 -2.270 0.963 H217 MGH 44 MGH H123 H123 H 0 0 N N N 99.956 -71.374 3.718 3.009 -0.011 0.958 H123 MGH 45 MGH H223 H223 H 0 0 N N N 100.065 -70.719 5.410 3.590 -1.037 -0.375 H223 MGH 46 MGH H124 H124 H 0 0 N N N 100.383 -69.224 2.787 4.128 0.989 -1.700 H124 MGH 47 MGH H224 H224 H 0 0 N N N 100.727 -68.528 4.440 3.547 2.015 -0.367 H224 MGH 48 MGH H26 H26 H 0 1 N N N 98.177 -69.197 1.886 4.800 2.184 1.708 H26 MGH 49 MGH H27 H27 H 0 1 N N N 95.846 -68.362 2.060 7.010 2.038 2.783 H27 MGH 50 MGH H28 H28 H 0 1 N N N 94.988 -67.414 4.193 8.814 0.743 1.719 H28 MGH 51 MGH H29 H29 H 0 1 N N N 96.478 -67.276 6.189 8.408 -0.406 -0.420 H29 MGH 52 MGH H30 H30 H 0 1 N N N 98.821 -68.091 6.007 6.195 -0.267 -1.492 H30 MGH 53 MGH H24 H24 H 0 1 N N N 103.499 -72.434 9.097 2.352 -5.019 -0.123 H24 MGH 54 # # 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 MGH C01 H101 SING N N 1 MGH C01 H201 SING N N 2 MGH C01 H301 SING N N 3 MGH O02 C03 SING N N 4 MGH O02 C01 SING N N 5 MGH C03 C05 SING N N 6 MGH C03 O04 DOUB N N 7 MGH C05 N12 SING N N 8 MGH C05 H05 SING N N 9 MGH C06 C07 SING N N 10 MGH C06 C05 SING N N 11 MGH C06 H106 SING N N 12 MGH C06 H206 SING N N 13 MGH C07 N11 SING Y N 14 MGH C08 N09 SING Y N 15 MGH C08 C07 DOUB Y N 16 MGH C08 H08 SING N N 17 MGH N09 C10 SING Y N 18 MGH N09 HN09 SING N N 19 MGH C10 N11 DOUB Y N 20 MGH C10 H10 SING N N 21 MGH N12 HN12 SING N N 22 MGH C13 N12 SING N N 23 MGH C13 C15 SING N N 24 MGH O14 C13 DOUB N N 25 MGH C15 H115 SING N N 26 MGH C15 H215 SING N N 27 MGH N16 C15 SING N N 28 MGH N16 C17 SING N N 29 MGH C17 C18 SING N N 30 MGH C17 H117 SING N N 31 MGH C17 H217 SING N N 32 MGH C18 O19 SING N N 33 MGH C18 O20 DOUB N N 34 MGH C21 N16 SING N N 35 MGH O22 C21 DOUB N N 36 MGH C23 C21 SING N N 37 MGH C23 H123 SING N N 38 MGH C23 H223 SING N N 39 MGH C24 C25 SING N N 40 MGH C24 C23 SING N N 41 MGH C24 H124 SING N N 42 MGH C24 H224 SING N N 43 MGH C25 C30 DOUB Y N 44 MGH C26 C27 DOUB Y N 45 MGH C26 C25 SING Y N 46 MGH C26 H26 SING N N 47 MGH C27 C28 SING Y N 48 MGH C27 H27 SING N N 49 MGH C28 C29 DOUB Y N 50 MGH C28 H28 SING N N 51 MGH C29 H29 SING N N 52 MGH C30 C29 SING Y N 53 MGH C30 H30 SING N N 54 MGH O19 H24 SING N N 55 # # 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 MGH SMILES ACDLabs 12.01 "O=C(O)CN(C(=O)CCc1ccccc1)CC(=O)NC(C(=O)OC)Cc2ncnc2" MGH SMILES_CANONICAL CACTVS 3.370 "COC(=O)[C@@H](Cc1c[nH]cn1)NC(=O)CN(CC(O)=O)C(=O)CCc2ccccc2" MGH SMILES CACTVS 3.370 "COC(=O)[CH](Cc1c[nH]cn1)NC(=O)CN(CC(O)=O)C(=O)CCc2ccccc2" MGH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COC(=O)[C@@H](Cc1c[nH]cn1)NC(=O)CN(CC(=O)O)C(=O)CCc2ccccc2" MGH SMILES "OpenEye OEToolkits" 1.7.0 "COC(=O)C(Cc1c[nH]cn1)NC(=O)CN(CC(=O)O)C(=O)CCc2ccccc2" MGH InChI InChI 1.03 "InChI=1S/C20H24N4O6/c1-30-20(29)16(9-15-10-21-13-22-15)23-17(25)11-24(12-19(27)28)18(26)8-7-14-5-3-2-4-6-14/h2-6,10,13,16H,7-9,11-12H2,1H3,(H,21,22)(H,23,25)(H,27,28)/t16-/m1/s1" MGH InChIKey InChI 1.03 FTBNIEVYMZAOPN-MRXNPFEDSA-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 MGH "SYSTEMATIC NAME" ACDLabs 12.01 "methyl N-(carboxymethyl)-N-(3-phenylpropanoyl)glycyl-D-histidinate" MGH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[[2-[[(2R)-3-(1H-imidazol-4-yl)-1-methoxy-1-oxo-propan-2-yl]amino]-2-oxo-ethyl]-(3-phenylpropanoyl)amino]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 MGH "Create component" 2011-03-24 RCSB MGH "Modify aromatic_flag" 2011-06-04 RCSB MGH "Modify descriptor" 2011-06-04 RCSB MGH "Initial release" 2013-08-28 RCSB MGH "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MGH _pdbx_chem_comp_synonyms.name "(S)-2-{2-[Carboxymethyl-(3-phenyl-propionyl)-amino]-acetylamino}-3-(3H-imidazol-4-yl)-propionic acid methyl ester" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##