data_K7J
# 
_chem_comp.id                                    K7J 
_chem_comp.name                                  "N-(3-carboxypropanoyl)-L-alanyl-L-alanyl-N-[(2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl]-L-prolinamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H35 Cl N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "SUCCINYL-ALA-ALA-PRO-PHE-CHLOROMETHYL KETONE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-12 
_chem_comp.pdbx_modified_date                    2024-09-27 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         0ZO 
_chem_comp.formula_weight                        539.021 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     K7J 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2QXH 
_chem_comp.pdbx_subcomponent_list                "SIN ALA ALA PRO HPH 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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
K7J CAF  CAF  C  0 1 N N N N N N -0.224 4.766  27.477 -6.729  -0.509 0.488  C1  SIN 1  
K7J OAU  OAU  O  0 1 N N N N N N 0.802  4.454  26.878 -6.525  -1.109 1.522  O1  SIN 2  
K7J CAE  CAE  C  0 1 N N N N N N -0.211 5.869  28.539 -8.139  -0.156 0.088  C2  SIN 3  
K7J CAD  CAD  C  0 1 N N N N N N 0.082  5.310  29.933 -9.114  -0.663 1.152  C3  SIN 4  
K7J CAB  CAB  C  0 1 N N N N N N 1.545  4.891  30.080 -10.523 -0.310 0.752  C4  SIN 5  
K7J OAA  OAA  O  0 1 N N N N N N 2.385  5.476  29.359 -10.727 0.287  -0.279 O3  SIN 6  
K7J OAC  OAC  O  0 1 N N N N N N 1.788  3.979  30.898 -11.552 -0.658 1.541  O4  SIN 7  
K7J N    N    N  0 1 N N N N N N -1.412 4.200  27.284 -5.696  -0.155 -0.301 N   ALA 8  
K7J CA   CA   C  0 1 N N S N N N -1.652 3.136  26.300 -4.326  -0.499 0.087  CA  ALA 9  
K7J C    C    C  0 1 N N N N N N -2.318 3.795  25.090 -3.364  0.469  -0.552 C   ALA 10 
K7J O    O    O  0 1 N N N N N N -3.244 4.588  25.241 -3.782  1.359  -1.263 O   ALA 11 
K7J CB   CB   C  0 1 N N N N N N -2.600 2.090  26.890 -4.005  -1.920 -0.380 CB  ALA 12 
K7J NAJ  NAJ  N  0 1 N N N N N N -1.802 3.471  23.908 -2.040  0.347  -0.334 N   ALA 13 
K7J CAK  CAK  C  0 1 N N S N N N -2.343 4.055  22.673 -1.105  1.288  -0.956 CA  ALA 14 
K7J CAL  CAL  C  0 1 N N N N N N -2.515 2.965  21.612 0.247   0.637  -1.091 C   ALA 15 
K7J OAY  OAY  O  0 1 N N N N N N -1.639 2.117  21.451 0.414   -0.501 -0.707 O   ALA 16 
K7J CAX  CAX  C  0 1 N N N N N N -1.384 5.124  22.146 -0.984  2.538  -0.083 CB  ALA 17 
K7J NAM  NAM  N  0 1 N N N N N N -3.628 2.923  20.876 1.272   1.320  -1.640 N   PRO 18 
K7J CAN  CAN  C  0 1 N N S N N N -3.867 1.936  19.813 2.635   0.807  -1.838 CA  PRO 19 
K7J CAO  CAO  C  0 1 N N N N N N -3.031 2.369  18.603 3.252   0.465  -0.506 C   PRO 20 
K7J OBC  OBC  O  0 1 N N N N N N -2.885 3.566  18.360 2.620   0.631  0.516  O   PRO 21 
K7J CBB  CBB  C  0 1 N N N N N N -5.355 2.139  19.506 3.449   1.922  -2.526 CB  PRO 22 
K7J CBA  CBA  C  0 1 N N N N N N -5.507 3.649  19.696 2.351   2.795  -3.190 CG  PRO 23 
K7J CAZ  CAZ  C  0 1 N N N N N N -4.802 3.798  21.045 1.209   2.702  -2.148 CD  PRO 24 
K7J CAR  CAR  C  0 1 N N S N N N -2.398 1.386  15.424 5.727   0.900  1.457  C   HPH 25 
K7J OAE  OAE  O  0 1 N N N N N N -1.660 1.936  14.328 6.312   0.576  2.719  O   HPH 26 
K7J CAQ  CAQ  C  0 1 N N S N N N -1.640 1.704  16.718 5.106   -0.357 0.845  CA  HPH 27 
K7J NAP  NAP  N  0 1 N N N N N N -2.471 1.394  17.892 4.506   -0.025 -0.450 N   HPH 28 
K7J CBD  CBD  C  0 1 N N N N N N -0.292 0.977  16.783 6.191   -1.418 0.647  CB  HPH 29 
K7J CBG  CBG  C  0 1 Y N N N N N 0.522  1.276  18.046 5.560   -2.697 0.161  CG  HPH 30 
K7J CBF  CBF  C  0 1 Y N N N N N 1.139  0.220  18.716 5.416   -2.924 -1.196 CD1 HPH 31 
K7J CBH  CBH  C  0 1 Y N N N N N 0.689  2.574  18.523 5.131   -3.646 1.070  CD2 HPH 32 
K7J CBI  CBI  C  0 1 Y N N N N N 1.912  0.455  19.847 4.838   -4.098 -1.642 CE1 HPH 33 
K7J CBK  CBK  C  0 1 Y N N N N N 1.461  2.812  19.657 4.552   -4.819 0.623  CE2 HPH 34 
K7J CBJ  CBJ  C  0 1 Y N N N N N 2.075  1.754  20.322 4.403   -5.044 -0.733 CZ  HPH 35 
K7J CAS  CAS  C  0 1 N N N N N N -3.799 2.009  15.424 4.642   1.961  1.654  C1  0QE 36 
K7J CL1  CL1  CL 0 0 N Y N N N N ?      ?      ?      5.397   3.491  2.237  CL1 0QE 37 
K7J HAE  HAE  H  0 1 N N N N N N 0.565  6.604  28.280 -8.230  0.927  -0.002 H21 SIN 38 
K7J HAEA HAEA H  0 0 N N N N N N -1.194 6.362  28.552 -8.372  -0.621 -0.870 H22 SIN 39 
K7J HAD  HAD  H  0 1 N N N N N N -0.144 6.084  30.682 -9.022  -1.746 1.242  H31 SIN 40 
K7J HADA HADA H  0 0 N N N N N N -0.559 4.433  30.107 -8.880  -0.198 2.110  H32 SIN 41 
K7J HOAC HOAC H  0 0 N N N N N N 2.719  3.790  30.894 -12.437 -0.409 1.242  HO4 SIN 42 
K7J HN   HN   H  0 1 N N N N N N -2.182 4.515  27.838 -5.859  0.327  -1.127 H   ALA 43 
K7J HA   HA   H  0 1 N N N N N N -0.707 2.661  25.998 -4.231  -0.443 1.172  HA  ALA 44 
K7J HB   HB   H  0 1 N N N N N N -2.125 1.614  27.760 -2.986  -2.176 -0.090 HB1 ALA 45 
K7J HBC  HBC  H  0 1 N N N N N N -3.535 2.578  27.204 -4.700  -2.620 0.083  HB2 ALA 46 
K7J HBE  HBE  H  0 1 N N N N N N -2.822 1.326  26.130 -4.100  -1.976 -1.464 HB3 ALA 47 
K7J HNAJ HNAJ H  0 0 N N N N N N -1.040 2.825  23.859 -1.706  -0.365 0.234  H   ALA 48 
K7J HAK  HAK  H  0 1 N N N N N N -3.321 4.517  22.875 -1.474  1.568  -1.943 HA  ALA 49 
K7J HAX  HAX  H  0 1 N N N N N N -1.257 5.910  22.905 -0.289  3.239  -0.545 HB1 ALA 50 
K7J HAXA HAXA H  0 0 N N N N N N -0.409 4.665  21.927 -1.962  3.009  0.015  HB2 ALA 51 
K7J HAXB HAXB H  0 0 N N N N N N -1.797 5.566  21.227 -0.615  2.258  0.904  HB3 ALA 52 
K7J HAN  HAN  H  0 1 N N N N N N -3.644 0.904  20.123 2.610   -0.079 -2.472 HA  PRO 53 
K7J HBB  HBB  H  0 1 N N N N N N -5.597 1.838  18.476 4.010   2.500  -1.791 HB2 PRO 54 
K7J HBBA HBBA H  0 0 N N N N N N -5.990 1.580  20.210 4.117   1.503  -3.279 HB3 PRO 55 
K7J HBA  HBA  H  0 1 N N N N N N -5.000 4.217  18.902 2.689   3.824  -3.309 HG2 PRO 56 
K7J HBAA HBAA H  0 0 N N N N N N -6.563 3.953  19.748 2.043   2.373  -4.146 HG3 PRO 57 
K7J HAZ  HAZ  H  0 1 N N N N N N -4.501 4.840  21.225 0.247   2.887  -2.627 HD2 PRO 58 
K7J HAZA HAZA H  0 0 N N N N N N -5.442 3.453  21.871 1.372   3.412  -1.337 HD3 PRO 59 
K7J HOAE HOAE H  0 0 N N N N N N -2.114 1.749  13.515 7.010   -0.092 2.670  HO  HPH 60 
K7J HAQ  HAQ  H  0 1 N N N N N N -1.432 2.784  16.721 4.337   -0.744 1.513  HA  HPH 61 
K7J HNAP HNAP H  0 0 N N N N N N -2.616 0.441  18.158 5.012   -0.158 -1.267 H   HPH 62 
K7J HBD  HBD  H  0 1 N N N N N N 0.304  1.277  15.909 6.913   -1.066 -0.089 HB2 HPH 63 
K7J HBDA HBDA H  0 0 N N N N N N -0.482 -0.106 16.743 6.697   -1.600 1.595  HB3 HPH 64 
K7J HBF  HBF  H  0 1 N N N N N N 1.015  -0.790 18.353 5.755   -2.185 -1.906 HD1 HPH 65 
K7J HBH  HBH  H  0 1 N N N N N N 0.217  3.400  18.011 5.247   -3.470 2.129  HD2 HPH 66 
K7J HBI  HBI  H  0 1 N N N N N N 2.386  -0.370 20.358 4.725   -4.275 -2.701 HE1 HPH 67 
K7J HBK  HBK  H  0 1 N N N N N N 1.584  3.821  20.022 4.217   -5.560 1.333  HE2 HPH 68 
K7J HBJ  HBJ  H  0 1 N N N N N N 2.674  1.940  21.201 3.951   -5.960 -1.082 HZ  HPH 69 
K7J HAR  HAR  H  0 1 N N N N N N -2.489 0.295  15.319 6.497   1.287  0.788  HC  HPH 70 
K7J HAS  HAS  H  0 1 N N N N N N -4.623 1.401  15.825 4.136   2.143  0.706  H   0QE 71 
K7J HASA HASA H  0 0 N N N N N N -3.893 3.042  15.791 3.920   1.609  2.390  HA  0QE 72 
# 
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 
K7J CBG CBF  DOUB Y N 1  
K7J CBF CBI  SING Y N 2  
K7J CBF HBF  SING N N 3  
K7J CBI CBJ  DOUB Y N 4  
K7J CBI HBI  SING N N 5  
K7J CBK CBJ  SING Y N 6  
K7J CBJ HBJ  SING N N 7  
K7J CBH CBK  DOUB Y N 8  
K7J CBK HBK  SING N N 9  
K7J CBG CBH  SING Y N 10 
K7J CBH HBH  SING N N 11 
K7J CBD CBG  SING N N 12 
K7J CAQ CBD  SING N N 13 
K7J CBD HBD  SING N N 14 
K7J CBD HBDA SING N N 15 
K7J CAR CAQ  SING N N 16 
K7J CAQ NAP  SING N N 17 
K7J CAQ HAQ  SING N N 18 
K7J OAE CAR  SING N N 19 
K7J CAS CAR  SING N N 20 
K7J CAR HAR  SING N N 21 
K7J OAE HOAE SING N N 22 
K7J CAS HAS  SING N N 23 
K7J CAS HASA SING N N 24 
K7J NAP CAO  SING N N 25 
K7J NAP HNAP SING N N 26 
K7J OBC CAO  DOUB N N 27 
K7J CAO CAN  SING N N 28 
K7J CBB CAN  SING N N 29 
K7J CAN NAM  SING N N 30 
K7J CAN HAN  SING N N 31 
K7J CBB CBA  SING N N 32 
K7J CBB HBB  SING N N 33 
K7J CBB HBBA SING N N 34 
K7J CBA CAZ  SING N N 35 
K7J CBA HBA  SING N N 36 
K7J CBA HBAA SING N N 37 
K7J NAM CAZ  SING N N 38 
K7J CAZ HAZ  SING N N 39 
K7J CAZ HAZA SING N N 40 
K7J NAM CAL  SING N N 41 
K7J OAY CAL  DOUB N N 42 
K7J CAL CAK  SING N N 43 
K7J CAX CAK  SING N N 44 
K7J CAK NAJ  SING N N 45 
K7J CAK HAK  SING N N 46 
K7J CAX HAX  SING N N 47 
K7J CAX HAXA SING N N 48 
K7J CAX HAXB SING N N 49 
K7J NAJ C    SING N N 50 
K7J NAJ HNAJ SING N N 51 
K7J C   O    DOUB N N 52 
K7J C   CA   SING N N 53 
K7J CA  CB   SING N N 54 
K7J CA  N    SING N N 55 
K7J CA  HA   SING N N 56 
K7J CB  HB   SING N N 57 
K7J CB  HBC  SING N N 58 
K7J CB  HBE  SING N N 59 
K7J N   CAF  SING N N 60 
K7J N   HN   SING N N 61 
K7J OAU CAF  DOUB N N 62 
K7J CAF CAE  SING N N 63 
K7J CAE CAD  SING N N 64 
K7J CAE HAE  SING N N 65 
K7J CAE HAEA SING N N 66 
K7J CAD CAB  SING N N 67 
K7J CAD HAD  SING N N 68 
K7J CAD HADA SING N N 69 
K7J OAA CAB  DOUB N N 70 
K7J CAB OAC  SING N N 71 
K7J OAC HOAC SING N N 72 
K7J CAS CL1  SING N N 73 
# 
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 
K7J SMILES           ACDLabs              12.01 "O=C(NC(Cc1ccccc1)C(O)CCl)C2N(C(=O)C(NC(=O)C(NC(=O)CCC(=O)O)C)C)CCC2"                                                                                                                                                                        
K7J InChI            InChI                1.03  "InChI=1S/C25H35ClN4O7/c1-15(27-21(32)10-11-22(33)34)23(35)28-16(2)25(37)30-12-6-9-19(30)24(36)29-18(20(31)14-26)13-17-7-4-3-5-8-17/h3-5,7-8,15-16,18-20,31H,6,9-14H2,1-2H3,(H,27,32)(H,28,35)(H,29,36)(H,33,34)/t15-,16-,18-,19-,20+/m0/s1" 
K7J InChIKey         InChI                1.03  NDDWTTUSJLUGKF-CZKCSJLSSA-N                                                                                                                                                                                                                  
K7J SMILES_CANONICAL CACTVS               3.370 "C[C@H](NC(=O)CCC(O)=O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CCl"                                                                                                                                                    
K7J SMILES           CACTVS               3.370 "C[CH](NC(=O)CCC(O)=O)C(=O)N[CH](C)C(=O)N1CCC[CH]1C(=O)N[CH](Cc2ccccc2)[CH](O)CCl"                                                                                                                                                           
K7J SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)[C@@H](CCl)O)NC(=O)CCC(=O)O"                                                                                                                                                  
K7J SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C(=O)NC(C)C(=O)N1CCCC1C(=O)NC(Cc2ccccc2)C(CCl)O)NC(=O)CCC(=O)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 
K7J "SYSTEMATIC NAME" ACDLabs              12.01 "N-(3-carboxypropanoyl)-L-alanyl-L-alanyl-N-[(2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl]-L-prolinamide"                                                                                                        
K7J "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S,3S)-4-chloranyl-3-oxidanyl-1-phenyl-butan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxidanylidene-propan-2-yl]amino]-1-oxidanylidene-propan-2-yl]amino]-4-oxidanylidene-butanoic 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 
K7J "Create component"         2007-11-12 RCSB 
K7J "Modify aromatic_flag"     2011-06-04 RCSB 
K7J "Modify descriptor"        2011-06-04 RCSB 
K7J "Modify subcomponent list" 2012-02-01 RCSB 
K7J "Other modification"       2012-02-01 RCSB 
K7J "Modify synonyms"          2021-03-01 PDBE 
K7J "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      K7J 
_pdbx_chem_comp_synonyms.name         "SUCCINYL-ALA-ALA-PRO-PHE-CHLOROMETHYL KETONE" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_pcm.pcm_id 
_pdbx_chem_comp_pcm.comp_id 
_pdbx_chem_comp_pcm.modified_residue_id 
_pdbx_chem_comp_pcm.type 
_pdbx_chem_comp_pcm.category 
_pdbx_chem_comp_pcm.position 
_pdbx_chem_comp_pcm.polypeptide_position 
_pdbx_chem_comp_pcm.comp_id_linking_atom 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession 
1 K7J HIS None "Covalent chemical modification" "Amino-acid side chain" "Any position" CAS NE2 ? ? 
2 K7J SER None "Covalent chemical modification" "Amino-acid side chain" "Any position" CAR OG  ? ? 
# 
