data_2GC # _chem_comp.id 2GC _chem_comp.name "P-((((benzyloxy)carbonyl)amino)methyl)-N-((S)-4-methyl-1-oxo-1-(phenethylamino)pentan-2-yl)phosphonamidic acid" _chem_comp.type PEPTIDE-LIKE _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H32 N3 O5 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N~2~-[(R)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-N-(2-phenylethyl)-L-leucinamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 461.491 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2GC _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 4MWP _chem_comp.pdbx_subcomponent_list "PHQ PGL LEU PEA" _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 2GC C7 C7 C 0 1 N N N 13.672 41.654 -10.841 -5.229 1.559 -0.734 C7 PHQ 1 2GC C6 C6 C 0 1 Y N N 15.028 41.213 -11.404 -6.529 1.880 -0.043 C6 PHQ 2 2GC C1 C1 C 0 1 Y N N 15.158 40.682 -12.692 -7.730 1.648 -0.687 C1 PHQ 3 2GC C2 C2 C 0 1 Y N N 16.413 40.282 -13.168 -8.922 1.942 -0.053 C2 PHQ 4 2GC C3 C3 C 0 1 Y N N 17.544 40.413 -12.356 -8.914 2.467 1.226 C3 PHQ 5 2GC C4 C4 C 0 1 Y N N 17.418 40.945 -11.070 -7.713 2.698 1.871 C4 PHQ 6 2GC C5 C5 C 0 1 Y N N 16.166 41.338 -10.596 -6.521 2.399 1.238 C5 PHQ 7 2GC C9 C9 C 0 1 N N N 12.580 40.884 -8.826 -3.703 -0.259 -0.989 C9 PHQ 8 2GC O10 O10 O 0 1 N N N 11.956 41.912 -8.637 -3.038 0.477 -1.691 O10 PHQ 9 2GC O8 O8 O 0 1 N N N 12.899 40.674 -10.114 -4.850 0.189 -0.442 O8 PHQ 10 2GC N11 N11 N 0 1 N N N 12.660 39.938 -7.865 -3.294 -1.521 -0.757 N PGL 11 2GC C12 C12 C 0 1 N N N 11.973 40.123 -6.592 -2.046 -2.008 -1.352 C PGL 12 2GC P13 P13 P 0 1 N N N 11.505 38.481 -5.946 -0.686 -1.810 -0.155 P PGL 13 2GC O14 O14 O 0 1 N N N 10.174 38.071 -6.518 -0.540 -0.379 0.195 O1 PGL 14 2GC O15 O15 O 0 1 N N N 12.596 37.490 -6.189 -1.012 -2.657 1.175 O2 PGL 15 2GC N16 N16 N 0 1 N N N 11.320 38.827 -4.136 0.748 -2.369 -0.838 N LEU 16 2GC C17 C17 C 0 1 N N S 10.077 38.364 -3.559 1.889 -2.115 0.052 CA LEU 17 2GC C22 C22 C 0 1 N N N 8.924 39.303 -3.788 2.571 -0.835 -0.359 C LEU 18 2GC O23 O23 O 0 1 N N N 7.781 38.867 -3.831 2.148 -0.198 -1.300 O LEU 19 2GC C18 C18 C 0 1 N N N 10.410 38.387 -2.054 2.881 -3.276 -0.047 CB LEU 20 2GC C19 C19 C 0 1 N N N 9.270 37.858 -1.159 2.228 -4.551 0.491 CG LEU 21 2GC C20 C20 C 0 1 N N N 9.151 36.318 -1.274 3.162 -5.740 0.255 CD1 LEU 22 2GC C21 C21 C 0 1 N N N 9.538 38.290 0.306 1.968 -4.397 1.991 CD2 LEU 23 2GC C27 C27 C 0 1 Y N N 7.120 43.459 -2.709 6.184 2.389 0.435 "C1'" PEA 24 2GC C32 C32 C 0 1 Y N N 6.051 43.402 -3.611 7.206 2.360 -0.495 "C6'" PEA 25 2GC C31 C31 C 0 1 Y N N 4.889 44.141 -3.380 7.827 3.534 -0.876 "C5'" PEA 26 2GC C30 C30 C 0 1 Y N N 4.792 44.947 -2.242 7.427 4.738 -0.327 "C4'" PEA 27 2GC C29 C29 C 0 1 Y N N 5.855 45.012 -1.338 6.405 4.767 0.603 "C3'" PEA 28 2GC C28 C28 C 0 1 Y N N 7.015 44.270 -1.573 5.784 3.592 0.985 "C2'" PEA 29 2GC C26 C26 C 0 1 N N N 8.394 42.647 -2.966 5.502 1.109 0.846 C2 PEA 30 2GC C25 C25 C 0 1 N N N 8.221 41.637 -4.124 4.314 0.845 -0.080 C1 PEA 31 2GC N24 N24 N 0 1 N N N 9.239 40.605 -3.930 3.651 -0.399 0.319 N PEA 32 2GC H16 H16 H 0 1 N N N 13.857 42.498 -10.160 -5.350 1.681 -1.811 H16 PHQ 33 2GC H17 H17 H 0 1 N N N 13.059 41.994 -11.688 -4.451 2.235 -0.378 H17 PHQ 34 2GC H18 H18 H 0 1 N N N 14.287 40.580 -13.322 -7.736 1.238 -1.686 H18 PHQ 35 2GC H19 H19 H 0 1 N N N 16.507 39.872 -14.163 -9.861 1.763 -0.557 H19 PHQ 36 2GC H20 H20 H 0 1 N N N 18.512 40.104 -12.722 -9.845 2.698 1.721 H20 PHQ 37 2GC H21 H21 H 0 1 N N N 18.290 41.052 -10.442 -7.706 3.108 2.870 H21 PHQ 38 2GC H22 H22 H 0 1 N N N 16.073 41.742 -9.599 -5.582 2.575 1.743 H22 PHQ 39 2GC H32 H32 H 0 1 N N N 13.193 39.107 -8.027 -3.825 -2.109 -0.197 HN1 PGL 40 2GC H14 H14 H 0 1 N N N 12.642 40.626 -5.878 -2.153 -3.062 -1.609 H1 PGL 41 2GC H15 H15 H 0 1 N N N 11.071 40.734 -6.742 -1.825 -1.434 -2.252 H2 PGL 42 2GC H13 H13 H 0 1 N N N 12.251 36.751 -6.677 -1.046 -3.613 1.033 HO2 PGL 43 2GC H1 H1 H 0 1 N N N 12.073 38.380 -3.654 0.680 -3.349 -1.069 H LEU 44 2GC H2 H2 H 0 1 N N N 9.827 37.343 -3.884 1.536 -2.025 1.079 HA LEU 45 2GC H3 H3 H 0 1 N N N 11.301 37.764 -1.886 3.164 -3.424 -1.089 HB2 LEU 46 2GC H4 H4 H 0 1 N N N 10.628 39.425 -1.762 3.769 -3.046 0.542 HB3 LEU 47 2GC H5 H5 H 0 1 N N N 8.323 38.309 -1.490 1.284 -4.722 -0.026 HG LEU 48 2GC H6 H6 H 0 1 N N N 8.334 35.964 -0.629 4.106 -5.569 0.772 HD11 LEU 49 2GC H7 H7 H 0 1 N N N 8.939 36.044 -2.318 2.697 -6.648 0.638 HD12 LEU 50 2GC H8 H8 H 0 1 N N N 10.096 35.853 -0.957 3.347 -5.849 -0.814 HD13 LEU 51 2GC H9 H9 H 0 1 N N N 8.730 37.917 0.952 2.912 -4.226 2.508 HD21 LEU 52 2GC H10 H10 H 0 1 N N N 10.498 37.872 0.642 1.303 -3.550 2.159 HD22 LEU 53 2GC H11 H11 H 0 1 N N N 9.576 39.388 0.363 1.503 -5.305 2.374 HD23 LEU 54 2GC H31 H31 H 0 1 N N N 6.126 42.782 -4.492 7.518 1.419 -0.924 "H6'" PEA 55 2GC H30 H30 H 0 1 N N N 4.067 44.090 -4.079 8.626 3.511 -1.603 "H5'" PEA 56 2GC H29 H29 H 0 1 N N N 3.894 45.520 -2.062 7.913 5.655 -0.624 "H4'" PEA 57 2GC H28 H28 H 0 1 N N N 5.780 45.635 -0.459 6.092 5.707 1.033 "H3'" PEA 58 2GC H27 H27 H 0 1 N N N 7.836 44.322 -0.874 4.986 3.615 1.712 "H2'" PEA 59 2GC H25 H25 H 0 1 N N N 8.653 42.095 -2.050 6.209 0.282 0.776 H21 PEA 60 2GC H26 H26 H 0 1 N N N 9.210 43.340 -3.219 5.149 1.199 1.874 H22 PEA 61 2GC H23 H23 H 0 1 N N N 8.368 42.139 -5.092 3.607 1.672 -0.010 H11 PEA 62 2GC H24 H24 H 0 1 N N N 7.216 41.190 -4.092 4.667 0.755 -1.107 H12 PEA 63 2GC H12 H12 H 0 1 N N N 10.201 40.875 -3.902 3.989 -0.909 1.072 HN1 PEA 64 # # 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 2GC C2 C1 DOUB Y N 1 2GC C2 C3 SING Y N 2 2GC C1 C6 SING Y N 3 2GC C3 C4 DOUB Y N 4 2GC C6 C7 SING N N 5 2GC C6 C5 DOUB Y N 6 2GC C4 C5 SING Y N 7 2GC C7 O8 SING N N 8 2GC O8 C9 SING N N 9 2GC C9 O10 DOUB N N 10 2GC C9 N11 SING N N 11 2GC N11 C12 SING N N 12 2GC C12 P13 SING N N 13 2GC O14 P13 DOUB N N 14 2GC O15 P13 SING N N 15 2GC P13 N16 SING N N 16 2GC N16 C17 SING N N 17 2GC C25 N24 SING N N 18 2GC C25 C26 SING N N 19 2GC N24 C22 SING N N 20 2GC O23 C22 DOUB N N 21 2GC C22 C17 SING N N 22 2GC C32 C31 DOUB Y N 23 2GC C32 C27 SING Y N 24 2GC C17 C18 SING N N 25 2GC C31 C30 SING Y N 26 2GC C26 C27 SING N N 27 2GC C27 C28 DOUB Y N 28 2GC C30 C29 DOUB Y N 29 2GC C18 C19 SING N N 30 2GC C28 C29 SING Y N 31 2GC C20 C19 SING N N 32 2GC C19 C21 SING N N 33 2GC N16 H1 SING N N 34 2GC C17 H2 SING N N 35 2GC C18 H3 SING N N 36 2GC C18 H4 SING N N 37 2GC C19 H5 SING N N 38 2GC C20 H6 SING N N 39 2GC C20 H7 SING N N 40 2GC C20 H8 SING N N 41 2GC C21 H9 SING N N 42 2GC C21 H10 SING N N 43 2GC C21 H11 SING N N 44 2GC N24 H12 SING N N 45 2GC O15 H13 SING N N 46 2GC C12 H14 SING N N 47 2GC C12 H15 SING N N 48 2GC C7 H16 SING N N 49 2GC C7 H17 SING N N 50 2GC C1 H18 SING N N 51 2GC C2 H19 SING N N 52 2GC C3 H20 SING N N 53 2GC C4 H21 SING N N 54 2GC C5 H22 SING N N 55 2GC C25 H23 SING N N 56 2GC C25 H24 SING N N 57 2GC C26 H25 SING N N 58 2GC C26 H26 SING N N 59 2GC C28 H27 SING N N 60 2GC C29 H28 SING N N 61 2GC C30 H29 SING N N 62 2GC C31 H30 SING N N 63 2GC C32 H31 SING N N 64 2GC N11 H32 SING N N 65 # # 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 2GC SMILES ACDLabs 12.01 "C(OC(=O)NCP(NC(CC(C)C)C(=O)NCCc1ccccc1)(=O)O)c2ccccc2" 2GC InChI InChI 1.03 "InChI=1S/C23H32N3O5P/c1-18(2)15-21(22(27)24-14-13-19-9-5-3-6-10-19)26-32(29,30)17-25-23(28)31-16-20-11-7-4-8-12-20/h3-12,18,21H,13-17H2,1-2H3,(H,24,27)(H,25,28)(H2,26,29,30)/t21-/m0/s1" 2GC InChIKey InChI 1.03 YDQXQNYYSTUPNL-NRFANRHFSA-N 2GC SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)NCCc2ccccc2" 2GC SMILES CACTVS 3.385 "CC(C)C[CH](N[P](O)(=O)CNC(=O)OCc1ccccc1)C(=O)NCCc2ccccc2" 2GC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)C[C@@H](C(=O)NCCc1ccccc1)NP(=O)(CNC(=O)OCc2ccccc2)O" 2GC SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)CC(C(=O)NCCc1ccccc1)NP(=O)(CNC(=O)OCc2ccccc2)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 2GC "SYSTEMATIC NAME" ACDLabs 12.01 "N~2~-[(R)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-N-(2-phenylethyl)-L-leucinamide" 2GC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S)-4-methyl-1-oxidanylidene-1-(2-phenylethylamino)pentan-2-yl]-(phenylmethoxycarbonylaminomethyl)phosphonamidic 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 2GC "Create component" 2013-10-11 RCSB 2GC "Modify synonyms" 2013-11-12 RCSB 2GC "Initial release" 2014-04-02 RCSB 2GC "Other modification" 2018-04-17 CS 2GC "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2GC _pdbx_chem_comp_synonyms.name "N~2~-[(R)-({[(benzyloxy)carbonyl]amino}methyl)(hydroxy)phosphoryl]-N-(2-phenylethyl)-L-leucinamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##