data_0G7 # _chem_comp.id 0G7 _chem_comp.name "D-phenylalanyl-N-[(3S)-6-carbamimidamido-1-chloro-2-oxohexan-3-yl]-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H31 Cl N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "d-Phe-Pro-Arg chloromethylketone (PPACK)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-03 _chem_comp.pdbx_modified_date 2026-08-06 _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 450.962 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0G7 _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 1HUT _chem_comp.pdbx_subcomponent_list "DPN PRO ARG 0QE" _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm Y # 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_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_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 0G7 N N N 0 1 N N N N N N 31.449 47.504 26.711 3.841 0.847 1.970 N DPN 1 0G7 CA CA C 0 1 N N R N N N 30.570 48.251 27.669 3.705 0.456 0.561 CA DPN 2 0G7 C C C 0 1 N N N N N N 29.359 47.370 27.934 2.265 0.594 0.139 C DPN 3 0G7 O O O 0 1 N N N N N N 29.521 46.164 28.051 1.511 1.299 0.775 O DPN 4 0G7 CB CB C 0 1 N N N N N N 31.332 48.684 28.868 4.580 1.363 -0.307 CB DPN 5 0G7 CG CG C 0 1 Y N N N N N 30.688 48.928 30.198 6.030 1.135 0.032 CG DPN 6 0G7 CD1 CD1 C 0 1 Y N N N N N 30.161 50.183 30.502 6.756 0.174 -0.648 CD1 DPN 7 0G7 CD2 CD2 C 0 1 Y N N N N N 30.732 47.954 31.201 6.637 1.890 1.018 CD2 DPN 8 0G7 CE1 CE1 C 0 1 Y N N N N N 29.647 50.468 31.756 8.086 -0.036 -0.337 CE1 DPN 9 0G7 CE2 CE2 C 0 1 Y N N N N N 30.216 48.216 32.468 7.968 1.681 1.328 CE2 DPN 10 0G7 CZ CZ C 0 1 Y N N N N N 29.665 49.476 32.758 8.692 0.716 0.652 CZ DPN 11 0G7 N1 N1 N 0 1 N N N N N N 28.184 47.938 27.920 1.815 -0.067 -0.947 N PRO 12 0G7 CA1 CA1 C 0 1 N N S N N N 26.949 47.170 28.126 0.441 -0.023 -1.468 CA PRO 13 0G7 C1 C1 C 0 1 N N N N N N 26.715 45.846 27.455 -0.523 -0.509 -0.415 C PRO 14 0G7 O1 O1 O 0 1 N N N N N N 25.918 45.070 28.152 -0.109 -0.860 0.669 O PRO 15 0G7 CB1 CB1 C 0 1 N N N N N N 25.812 48.222 27.972 0.388 -0.950 -2.700 CB PRO 16 0G7 CG1 CG1 C 0 1 N N N N N N 26.443 49.566 27.837 1.590 -1.903 -2.469 CG PRO 17 0G7 CD CD C 0 1 N N N N N N 27.945 49.393 27.773 2.620 -0.948 -1.811 CD PRO 18 0G7 N2 N2 N 0 1 N N N N N N 27.161 45.328 26.381 -1.843 -0.553 -0.680 N ARG 19 0G7 CA2 CA2 C 0 1 N N S N N N 26.843 43.993 25.875 -2.780 -1.025 0.343 CA ARG 20 0G7 C2 C2 C 0 1 N N N N N N 25.369 43.581 25.840 -2.866 -2.529 0.289 C ARG 21 0G7 O2 O2 O 0 1 N N N N N N 25.210 42.340 25.892 -2.439 -3.124 -0.671 O ARG 22 0G7 CB2 CB2 C 0 1 N N N N N N 27.525 42.804 26.601 -4.163 -0.425 0.084 CB ARG 23 0G7 CG2 CG2 C 0 1 N N N N N N 28.969 42.476 26.351 -4.102 1.093 0.262 CG ARG 24 0G7 CD3 CD3 C 0 1 N N N N N N 29.313 41.116 25.856 -5.486 1.693 0.003 CD ARG 25 0G7 NE NE N 0 1 N N N N N N 30.769 40.883 25.804 -5.427 3.147 0.172 NE ARG 26 0G7 CZ1 CZ1 C 0 1 N N N N N N 31.396 39.733 26.050 -6.559 3.906 -0.010 CZ ARG 27 0G7 NH1 NH1 N 0 1 N N N N N N 30.671 38.653 26.379 -6.504 5.271 0.149 NH1 ARG 28 0G7 NH2 NH2 N 0 1 N N N N N N 32.722 39.582 26.010 -7.683 3.333 -0.335 NH2 ARG 29 0G7 C3 C3 C 0 1 N N N N N N 24.411 44.307 25.647 -3.484 -3.289 1.434 C1 0QE 30 0G7 CL1 CL1 CL 0 0 N Y N N N N 22.971 43.320 25.357 -3.440 -5.056 1.075 CL1 0QE 31 0G7 HN HN H 0 1 N N N N N N 32.262 48.050 26.508 3.553 1.804 2.110 H DPN 32 0G7 HNA HNA H 0 1 N N N N N N 31.725 46.635 27.121 3.323 0.222 2.571 H2 DPN 33 0G7 HA HA H 0 1 N N N N N N 30.211 49.155 27.155 4.022 -0.580 0.439 HA DPN 34 0G7 HB HB H 0 1 N N N N N N 32.095 47.910 29.038 4.411 1.132 -1.359 HB2 DPN 35 0G7 HBA HBA H 0 1 N N N N N N 31.823 49.629 28.591 4.322 2.405 -0.118 HB3 DPN 36 0G7 HD1 HD1 H 0 1 N N N N N N 30.154 50.950 29.742 6.283 -0.414 -1.421 HD1 DPN 37 0G7 HD2 HD2 H 0 1 N N N N N N 31.170 46.990 30.991 6.072 2.644 1.545 HD2 DPN 38 0G7 HE1 HE1 H 0 1 N N N N N N 29.235 51.444 31.965 8.653 -0.787 -0.867 HE1 DPN 39 0G7 HE2 HE2 H 0 1 N N N N N N 30.239 47.450 33.229 8.442 2.271 2.098 HE2 DPN 40 0G7 HZ HZ H 0 1 N N N N N N 29.260 49.682 33.738 9.731 0.552 0.895 HZ DPN 41 0G7 HA1 HA1 H 0 1 N N N N N N 26.944 46.934 29.200 0.187 0.997 -1.759 HA PRO 42 0G7 HB1 HB1 H 0 1 N N N N N N 25.215 47.998 27.076 -0.548 -1.508 -2.724 HB2 PRO 43 0G7 HB1A HB1A H 0 0 N N N N N N 25.162 48.202 28.859 0.517 -0.377 -3.619 HB3 PRO 44 0G7 HG1 HG1 H 0 1 N N N N N N 26.179 50.188 28.705 1.320 -2.716 -1.795 HG2 PRO 45 0G7 H31 H31 H 0 1 N N N N N N 26.087 50.051 26.916 1.968 -2.292 -3.415 HG3 PRO 46 0G7 HD HD H 0 1 N N N N N N 28.431 49.947 28.590 3.138 -0.363 -2.571 HD2 PRO 47 0G7 H29 H29 H 0 1 N N N N N N 28.332 49.750 26.807 3.335 -1.515 -1.215 HD3 PRO 48 0G7 HN2 HN2 H 0 1 N N N N N N 27.786 45.885 25.833 -2.174 -0.271 -1.547 H ARG 49 0G7 HA2 HA2 H 0 1 N N N N N N 27.196 43.953 24.834 -2.428 -0.716 1.328 HA ARG 50 0G7 HB2 HB2 H 0 1 N N N N N N 27.430 42.999 27.679 -4.476 -0.660 -0.933 HB2 ARG 51 0G7 HB2A HB2A H 0 0 N N N N N N 26.949 41.904 26.339 -4.879 -0.845 0.791 HB3 ARG 52 0G7 HG2 HG2 H 0 1 N N N N N N 29.504 42.621 27.301 -3.789 1.328 1.279 HG2 ARG 53 0G7 HG2A HG2A H 0 0 N N N N N N 29.341 43.196 25.607 -3.386 1.513 -0.445 HG3 ARG 54 0G7 HD3 HD3 H 0 1 N N N N N N 28.900 40.995 24.844 -5.799 1.458 -1.015 HD2 ARG 55 0G7 HD3A HD3A H 0 0 N N N N N N 28.861 40.372 26.528 -6.202 1.273 0.709 HD3 ARG 56 0G7 HNE HNE H 0 1 N N N N N N 31.342 41.665 25.560 -4.591 3.574 0.414 HE ARG 57 0G7 HNH1 HNH1 H 0 0 N N N N N N 31.128 37.787 26.580 -5.667 5.698 0.391 HH11 ARG 58 0G7 HNHA HNHA H 0 0 N N N N N N 29.674 38.715 26.423 -7.302 5.806 0.020 HH12 ARG 59 0G7 HNH2 HNH2 H 0 0 N N N N N N 33.000 38.649 26.240 -8.482 3.868 -0.464 HH21 ARG 60 0G7 H3 H3 H 0 1 N N N N N N 24.248 44.942 26.530 -2.924 -3.090 2.347 H 0QE 61 0G7 H3A H3A H 0 1 N N N N N N 24.603 44.942 24.769 -4.518 -2.971 1.565 HA 0QE 62 # 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 0G7 C O DOUB N N 1 0G7 N CA SING N N 2 0G7 N HN SING N N 3 0G7 N HNA SING N N 4 0G7 C1 CA1 SING N N 5 0G7 C1 O1 DOUB N N 6 0G7 N1 C SING N N 7 0G7 N1 CA1 SING N N 8 0G7 C2 CA2 SING N N 9 0G7 C2 O2 DOUB N N 10 0G7 N2 C1 SING N N 11 0G7 N2 HN2 SING N N 12 0G7 C3 C2 SING N N 13 0G7 C3 CL1 SING N N 14 0G7 C3 H3 SING N N 15 0G7 C3 H3A SING N N 16 0G7 CA C SING N N 17 0G7 CA CB SING N N 18 0G7 CA HA SING N N 19 0G7 CB CG SING N N 20 0G7 CB HB SING N N 21 0G7 CB HBA SING N N 22 0G7 CD N1 SING N N 23 0G7 CD CG1 SING N N 24 0G7 NE CD3 SING N N 25 0G7 NE CZ1 SING N N 26 0G7 NE HNE SING N N 27 0G7 CG CD1 DOUB Y N 28 0G7 CG CD2 SING Y N 29 0G7 CZ HZ SING N N 30 0G7 CA1 HA1 SING N N 31 0G7 CA2 N2 SING N N 32 0G7 CA2 CB2 SING N N 33 0G7 CA2 HA2 SING N N 34 0G7 CB1 CA1 SING N N 35 0G7 CB1 HB1 SING N N 36 0G7 CB1 HB1A SING N N 37 0G7 CB2 HB2 SING N N 38 0G7 CB2 HB2A SING N N 39 0G7 CD1 CE1 SING Y N 40 0G7 CD1 HD1 SING N N 41 0G7 CD2 CE2 DOUB Y N 42 0G7 CD2 HD2 SING N N 43 0G7 CD3 CG2 SING N N 44 0G7 CD3 HD3 SING N N 45 0G7 CD3 HD3A SING N N 46 0G7 CE1 CZ DOUB Y N 47 0G7 CE1 HE1 SING N N 48 0G7 CE2 CZ SING Y N 49 0G7 CE2 HE2 SING N N 50 0G7 CG1 CB1 SING N N 51 0G7 CG2 CB2 SING N N 52 0G7 CG2 HG2 SING N N 53 0G7 CG2 HG2A SING N N 54 0G7 NH1 HNH1 SING N N 55 0G7 NH1 HNHA SING N N 56 0G7 NH2 CZ1 DOUB N N 57 0G7 NH2 HNH2 SING N N 58 0G7 CZ1 NH1 SING N N 59 0G7 CD HD SING N N 60 0G7 CD H29 SING N N 61 0G7 CG1 HG1 SING N N 62 0G7 CG1 H31 SING N N 63 # 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 0G7 SMILES ACDLabs 14.52 "O=C(NC(CCCNC(=N)N)C(=O)CCl)C1CCCN1C(=O)C(N)Cc1ccccc1" 0G7 InChI InChI 1.06 "InChI=1S/C21H31ClN6O3/c22-13-18(29)16(8-4-10-26-21(24)25)27-19(30)17-9-5-11-28(17)20(31)15(23)12-14-6-2-1-3-7-14/h1-3,6-7,15-17H,4-5,8-13,23H2,(H,27,30)(H4,24,25,26)/t15-,16+,17+/m1/s1" 0G7 InChIKey InChI 1.06 KWPACVJPAFGBEQ-IKGGRYGDSA-N 0G7 SMILES_CANONICAL CACTVS 3.385 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(N)=N)C(=O)CCl" 0G7 SMILES CACTVS 3.385 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCNC(N)=N)C(=O)CCl" 0G7 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "[H]/N=C(\N)/NCCC[C@@H](C(=O)CCl)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc2ccccc2)N" 0G7 SMILES "OpenEye OEToolkits" 3.1.0.0 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NC(CCCNC(=N)N)C(=O)CCl)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 0G7 "SYSTEMATIC NAME" ACDLabs 14.52 "D-phenylalanyl-N-[(3S)-6-carbamimidamido-1-chloro-2-oxohexan-3-yl]-L-prolinamide" 0G7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-1-[(2~{R})-2-azanyl-3-phenyl-propanoyl]-~{N}-[(3~{S})-6-carbamimidamido-1-chloranyl-2-oxidanylidene-hexan-3-yl]pyrrolidine-2-carboxamide" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0G7 _pdbx_chem_comp_synonyms.name "d-Phe-Pro-Arg chloromethylketone (PPACK)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # _pdbx_chem_comp_pcm.pcm_id 1 _pdbx_chem_comp_pcm.comp_id 0G7 _pdbx_chem_comp_pcm.modified_residue_id HIS _pdbx_chem_comp_pcm.type None _pdbx_chem_comp_pcm.category "Covalent chemical modification" _pdbx_chem_comp_pcm.position "Amino-acid side chain" _pdbx_chem_comp_pcm.polypeptide_position "Any position" _pdbx_chem_comp_pcm.comp_id_linking_atom C3 _pdbx_chem_comp_pcm.modified_residue_id_linking_atom NE2 _pdbx_chem_comp_pcm.uniprot_specific_ptm_accession ? _pdbx_chem_comp_pcm.uniprot_generic_ptm_accession ? # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0G7 "Create component" 2010-11-03 RCSB 0G7 "Modify aromatic_flag" 2011-06-04 RCSB 0G7 "Modify descriptor" 2011-06-04 RCSB 0G7 "Modify descriptor" 2012-01-05 RCSB 0G7 "Modify synonyms" 2021-03-01 PDBE 0G7 "Modify PCM" 2026-08-06 RCSB #