data_KNI
# 
_chem_comp.id                                    KNI 
_chem_comp.name                                  "(4R)-N-tert-butyl-3-[(2S,3S)-2-hydroxy-3-({N-[(isoquinolin-5-yloxy)acetyl]-S-methyl-L-cysteinyl}amino)-4-phenylbutanoyl]-1,3-thiazolidine-4-carboxamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H41 N5 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "KNI-272; (N-TERT-BUTYL-THIOPROLINE)-(5-ISOQUINOLYLOXYACETYL-METHYLTHIOALANINE)-ALLOPHENYLNORSTATINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2020-01-26 
_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                        667.839 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KNI 
_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        1HPX 
_chem_comp.pdbx_subcomponent_list                "TUC SMC 005 PRS NTB" 
_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 
KNI C1   C1   C 0 1 Y N N 6.848  1.181  6.159  9.939   -0.160 -1.690 C1   TUC 1  
KNI C2   C2   C 0 1 Y N N 6.303  2.017  7.116  8.671   -0.115 -1.191 C2   TUC 2  
KNI C3   C3   C 0 1 Y N N 6.886  3.273  7.363  8.431   0.635  -0.028 C3   TUC 3  
KNI C4   C4   C 0 1 Y N N 7.991  3.592  6.613  9.524   1.311  0.573  C4   TUC 4  
KNI C5   C5   C 0 1 Y N N 8.468  2.649  5.645  10.791  1.200  -0.020 C5   TUC 5  
KNI C6   C6   C 0 1 Y N N 6.352  4.170  8.347  7.152   0.734  0.550  C6   TUC 6  
KNI C7   C7   C 0 1 Y N N 7.000  5.388  8.521  6.984   1.481  1.683  C7   TUC 7  
KNI C8   C8   C 0 1 Y N N 8.109  5.715  7.774  8.059   2.143  2.271  C8   TUC 8  
KNI C9   C9   C 0 1 Y N N 8.629  4.846  6.816  9.310   2.068  1.737  C9   TUC 9  
KNI C10  C10  C 0 1 N N N 5.140  4.375  10.352 4.828   0.243  0.634  C10  TUC 10 
KNI C11  C11  C 0 1 N N N 4.067  3.683  11.106 3.782   -0.531 -0.127 C11  TUC 11 
KNI N1   N1   N 0 1 Y N N 7.907  1.459  5.427  10.943  0.481  -1.108 N1   TUC 12 
KNI O1   O1   O 0 1 N N N 5.235  3.791  9.082  6.094   0.094  -0.012 O1   TUC 13 
KNI O3   O3   O 0 1 N N N 3.327  4.297  11.852 4.091   -1.149 -1.123 O3   TUC 14 
KNI N2   N2   N 0 1 N N N 3.955  2.384  10.893 2.504   -0.536 0.301  N    SMC 15 
KNI C26  C26  C 0 1 N N R 3.028  1.603  11.696 1.487   -1.289 -0.438 CA   SMC 16 
KNI C12  C12  C 0 1 N N N 1.944  1.001  10.835 1.495   -2.747 0.026  CB   SMC 17 
KNI S1   S1   S 0 1 N N N 0.668  0.435  11.993 3.128   -3.472 -0.284 SG   SMC 18 
KNI C27  C27  C 0 1 N N N -0.158 2.056  12.160 2.942   -5.172 0.321  CS   SMC 19 
KNI C13  C13  C 0 1 N N N 3.783  0.542  12.457 0.130   -0.687 -0.181 C    SMC 20 
KNI O6   O6   O 0 1 N N N 3.758  -0.629 12.111 0.023   0.276  0.548  O    SMC 21 
KNI C17  C17  C 0 1 N N N 5.339  -1.386 16.330 -4.704  -1.139 -0.322 C    005 22 
KNI N3   N3   N 0 1 N N N 4.496  0.982  13.492 -0.964  -1.218 -0.761 N    005 23 
KNI O4   O4   O 0 1 N N N 6.324  -1.234 17.045 -5.538  -0.898 -1.168 O    005 24 
KNI C15  C15  C 0 1 N N S 4.705  -0.180 15.642 -3.362  -1.697 -0.723 CA   005 25 
KNI C28  C28  C 0 1 Y N N 7.372  0.900  12.976 -1.530  1.632  -1.184 CD   005 26 
KNI C16  C16  C 0 1 N N N 6.775  0.654  14.347 -2.517  0.530  -1.476 CG   005 27 
KNI C31  C31  C 0 1 Y N N 8.465  1.319  10.446 0.280   3.651  -0.649 CH   005 28 
KNI C14  C14  C 0 1 N N S 5.350  0.082  14.274 -2.283  -0.633 -0.510 CB1  005 29 
KNI O2   O2   O 0 1 N N N 4.949  0.934  16.427 -3.396  -2.072 -2.102 OB2  005 30 
KNI C29  C29  C 0 1 Y N N 7.401  2.166  12.426 -0.305  1.649  -1.824 CE1  005 31 
KNI C33  C33  C 0 1 Y N N 7.899  -0.146 12.245 -1.852  2.627  -0.281 CE2  005 32 
KNI C30  C30  C 0 1 Y N N 7.949  2.368  11.171 0.600   2.659  -1.556 CZ1  005 33 
KNI C32  C32  C 0 1 Y N N 8.437  0.066  10.993 -0.946  3.634  -0.010 CZ2  005 34 
KNI N4   N4   N 0 1 N N N 4.742  -2.565 16.064 -4.976  -0.909 0.978  N    PRS 35 
KNI C20  C20  C 0 1 N N N 3.544  -2.664 15.224 -3.970  -1.076 2.038  CD   PRS 36 
KNI C18  C18  C 0 1 N N R 5.373  -3.819 16.506 -6.293  -0.474 1.439  CA   PRS 37 
KNI C19  C19  C 0 1 N N N 4.427  -4.993 16.258 -6.133  0.412  2.706  CB   PRS 38 
KNI S2   S2   S 0 1 N N N 3.263  -4.440 14.973 -4.805  -0.524 3.576  SG   PRS 39 
KNI C21  C21  C 0 1 N N N 6.653  -3.979 15.741 -6.968  0.321  0.352  C    PRS 40 
KNI O5   O5   O 0 1 N N N 6.746  -3.574 14.588 -6.307  1.010  -0.396 O    PRS 41 
KNI N5   N5   N 0 1 N N N 7.637  -4.575 16.403 -8.307  0.268  0.211  N    NTB 42 
KNI C22  C22  C 0 1 N N N 9.013  -4.639 15.892 -8.964  1.041  -0.846 C    NTB 43 
KNI C23  C23  C 0 1 N N N 9.556  -3.249 15.542 -8.431  0.596  -2.210 C1   NTB 44 
KNI C24  C24  C 0 1 N N N 9.097  -5.567 14.678 -8.673  2.529  -0.645 C2   NTB 45 
KNI C25  C25  C 0 1 N N N 9.880  -5.183 17.021 -10.475 0.804  -0.788 C3   NTB 46 
KNI H1   H1   H 0 1 N N N 6.368  0.227  5.999  10.132  -0.739 -2.581 H1   TUC 47 
KNI H2   H2   H 0 1 N N N 5.431  1.706  7.673  7.867   -0.645 -1.681 H2   TUC 48 
KNI H5   H5   H 0 1 N N N 9.333  2.918  5.057  11.640  1.704  0.417  H5   TUC 49 
KNI H7   H7   H 0 1 N N N 6.627  6.088  9.254  6.003   1.559  2.129  H7   TUC 50 
KNI H8   H8   H 0 1 N N N 8.589  6.669  7.934  7.898   2.726  3.165  H8   TUC 51 
KNI H9   H9   H 0 1 N N N 9.500  5.120  6.239  10.132  2.588  2.205  H9   TUC 52 
KNI H101 H101 H 0 0 N N N 4.898  5.444  10.254 4.553   1.298  0.657  H101 TUC 53 
KNI H102 H102 H 0 0 N N N 6.097  4.270  10.884 4.893   -0.138 1.653  H102 TUC 54 
KNI HN2  HN2  H 0 1 N N N 4.504  1.941  10.184 2.257   -0.042 1.098  H    SMC 55 
KNI H26  H26  H 0 1 N N N 2.535  2.266  12.422 1.707   -1.246 -1.505 HA   SMC 56 
KNI H121 H121 H 0 0 N N N 1.537  1.749  10.138 1.274   -2.790 1.092  HB2  SMC 57 
KNI H122 H122 H 0 0 N N N 2.336  0.161  10.243 0.738   -3.307 -0.524 HB3  SMC 58 
KNI H271 H271 H 0 0 N N N -1.010 1.965  12.849 2.685   -5.154 1.381  HCS1 SMC 59 
KNI H272 H272 H 0 0 N N N 0.557  2.792  12.556 2.149   -5.671 -0.236 HCS2 SMC 60 
KNI H273 H273 H 0 0 N N N -0.518 2.387  11.175 3.879   -5.712 0.183  HCS3 SMC 61 
KNI HN3  HN3  H 0 1 N N N 4.448  1.949  13.742 -0.878  -1.989 -1.344 HN   005 62 
KNI H15  H15  H 0 1 N N N 3.631  -0.377 15.508 -3.135  -2.571 -0.114 HA   005 63 
KNI H161 H161 H 0 0 N N N 6.739  1.611  14.888 -2.382  0.184  -2.501 HG   005 64 
KNI H162 H162 H 0 0 N N N 7.413  -0.066 14.881 -3.531  0.909  -1.351 HGA  005 65 
KNI H31  H31  H 0 1 N N N 8.884  1.482  9.464  0.988   4.440  -0.439 HH   005 66 
KNI H14  H14  H 0 1 N N N 5.441  -0.899 13.786 -2.330  -0.268 0.516  HB1  005 67 
KNI HO2  HO2  H 0 1 N N N 5.600  0.721  17.086 -3.593  -1.341 -2.704 HOB2 005 68 
KNI H29  H29  H 0 1 N N N 6.995  3.002  12.977 -0.054  0.873  -2.533 HE1  005 69 
KNI H33  H33  H 0 1 N N N 7.890  -1.143 12.659 -2.812  2.616  0.215  HE2  005 70 
KNI H30  H30  H 0 1 N N N 7.972  3.364  10.755 1.558   2.672  -2.055 HZ1  005 71 
KNI H32  H32  H 0 1 N N N 8.841  -0.768 10.438 -1.196  4.410  0.699  HZ2  005 72 
KNI H201 H201 H 0 0 N N N 2.680  -2.200 15.722 -3.678  -2.123 2.121  HD3  PRS 73 
KNI H202 H202 H 0 0 N N N 3.700  -2.155 14.262 -3.099  -0.453 1.835  HD2  PRS 74 
KNI H18  H18  H 0 1 N N N 5.588  -3.794 17.584 -6.899  -1.347 1.681  HA   PRS 75 
KNI H191 H191 H 0 0 N N N 4.987  -5.877 15.919 -5.804  1.419  2.447  HB2  PRS 76 
KNI H192 H192 H 0 0 N N N 3.889  -5.258 17.180 -7.051  0.436  3.292  HB3  PRS 77 
KNI HN5  HN5  H 0 1 N N N 7.433  -4.998 17.286 -8.837  -0.283 0.809  HN1  NTB 78 
KNI H231 H231 H 0 0 N N N 9.488  -2.596 16.424 -7.355  0.765  -2.251 H11  NTB 79 
KNI H232 H232 H 0 0 N N N 10.607 -3.334 15.229 -8.638  -0.464 -2.353 H12  NTB 80 
KNI H233 H233 H 0 0 N N N 8.962  -2.820 14.722 -8.919  1.171  -2.996 H13  NTB 81 
KNI H241 H241 H 0 0 N N N 8.704  -6.559 14.946 -9.162  3.104  -1.432 H21  NTB 82 
KNI H242 H242 H 0 0 N N N 8.501  -5.147 13.854 -9.053  2.846  0.326  H22  NTB 83 
KNI H243 H243 H 0 0 N N N 10.146 -5.662 14.361 -7.597  2.698  -0.687 H23  NTB 84 
KNI H251 H251 H 0 0 N N N 9.525  -6.184 17.307 -10.682 -0.257 -0.931 H31  NTB 85 
KNI H252 H252 H 0 0 N N N 10.925 -5.247 16.683 -10.855 1.120  0.183  H32  NTB 86 
KNI H253 H253 H 0 0 N N N 9.816  -4.510 17.889 -10.963 1.379  -1.574 H33  NTB 87 
# 
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 
KNI C1  C2   SING Y N 1  
KNI C1  N1   DOUB Y N 2  
KNI C1  H1   SING N N 3  
KNI C2  C3   DOUB Y N 4  
KNI C2  H2   SING N N 5  
KNI C3  C4   SING Y N 6  
KNI C3  C6   SING Y N 7  
KNI C4  C5   DOUB Y N 8  
KNI C4  C9   SING Y N 9  
KNI C5  N1   SING Y N 10 
KNI C5  H5   SING N N 11 
KNI C6  C7   DOUB Y N 12 
KNI C6  O1   SING N N 13 
KNI C7  C8   SING Y N 14 
KNI C7  H7   SING N N 15 
KNI C8  C9   DOUB Y N 16 
KNI C8  H8   SING N N 17 
KNI C9  H9   SING N N 18 
KNI C10 C11  SING N N 19 
KNI C10 O1   SING N N 20 
KNI C10 H101 SING N N 21 
KNI C10 H102 SING N N 22 
KNI C11 N2   SING N N 23 
KNI C11 O3   DOUB N N 24 
KNI C12 C26  SING N N 25 
KNI C12 S1   SING N N 26 
KNI C12 H121 SING N N 27 
KNI C12 H122 SING N N 28 
KNI C13 C26  SING N N 29 
KNI C13 N3   SING N N 30 
KNI C13 O6   DOUB N N 31 
KNI C14 C15  SING N N 32 
KNI C14 C16  SING N N 33 
KNI C14 N3   SING N N 34 
KNI C14 H14  SING N N 35 
KNI C15 C17  SING N N 36 
KNI C15 O2   SING N N 37 
KNI C15 H15  SING N N 38 
KNI C16 C28  SING N N 39 
KNI C16 H161 SING N N 40 
KNI C16 H162 SING N N 41 
KNI C17 N4   SING N N 42 
KNI C17 O4   DOUB N N 43 
KNI C18 C19  SING N N 44 
KNI C18 C21  SING N N 45 
KNI C18 N4   SING N N 46 
KNI C18 H18  SING N N 47 
KNI C19 S2   SING N N 48 
KNI C19 H191 SING N N 49 
KNI C19 H192 SING N N 50 
KNI C20 N4   SING N N 51 
KNI C20 S2   SING N N 52 
KNI C20 H201 SING N N 53 
KNI C20 H202 SING N N 54 
KNI C21 N5   SING N N 55 
KNI C21 O5   DOUB N N 56 
KNI C22 C23  SING N N 57 
KNI C22 C24  SING N N 58 
KNI C22 C25  SING N N 59 
KNI C22 N5   SING N N 60 
KNI C23 H231 SING N N 61 
KNI C23 H232 SING N N 62 
KNI C23 H233 SING N N 63 
KNI C24 H241 SING N N 64 
KNI C24 H242 SING N N 65 
KNI C24 H243 SING N N 66 
KNI C25 H251 SING N N 67 
KNI C25 H252 SING N N 68 
KNI C25 H253 SING N N 69 
KNI C26 N2   SING N N 70 
KNI C26 H26  SING N N 71 
KNI C27 S1   SING N N 72 
KNI C27 H271 SING N N 73 
KNI C27 H272 SING N N 74 
KNI C27 H273 SING N N 75 
KNI C28 C29  DOUB Y N 76 
KNI C28 C33  SING Y N 77 
KNI C29 C30  SING Y N 78 
KNI C29 H29  SING N N 79 
KNI C30 C31  DOUB Y N 80 
KNI C30 H30  SING N N 81 
KNI C31 C32  SING Y N 82 
KNI C31 H31  SING N N 83 
KNI C32 C33  DOUB Y N 84 
KNI C32 H32  SING N N 85 
KNI C33 H33  SING N N 86 
KNI N2  HN2  SING N N 87 
KNI N3  HN3  SING N N 88 
KNI N5  HN5  SING N N 89 
KNI O2  HO2  SING N N 90 
# 
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 
KNI SMILES           ACDLabs              12.01 "O=C(NC(C)(C)C)C4N(C(=O)C(O)C(NC(=O)C(NC(=O)COc2c1ccncc1ccc2)CSC)Cc3ccccc3)CSC4"                                                                                                                                                                                
KNI SMILES_CANONICAL CACTVS               3.370 "CSC[C@H](NC(=O)COc1cccc2cnccc12)C(=O)N[C@@H](Cc3ccccc3)[C@H](O)C(=O)N4CSC[C@H]4C(=O)NC(C)(C)C"                                                                                                                                                                 
KNI SMILES           CACTVS               3.370 "CSC[CH](NC(=O)COc1cccc2cnccc12)C(=O)N[CH](Cc3ccccc3)[CH](O)C(=O)N4CSC[CH]4C(=O)NC(C)(C)C"                                                                                                                                                                      
KNI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)(C)NC(=O)[C@@H]1CSCN1C(=O)[C@H]([C@H](Cc2ccccc2)NC(=O)[C@H](CSC)NC(=O)COc3cccc4c3ccnc4)O"                                                                                                                                                                 
KNI SMILES           "OpenEye OEToolkits" 1.7.0 "CC(C)(C)NC(=O)C1CSCN1C(=O)C(C(Cc2ccccc2)NC(=O)C(CSC)NC(=O)COc3cccc4c3ccnc4)O"                                                                                                                                                                                  
KNI InChI            InChI                1.03  "InChI=1S/C33H41N5O6S2/c1-33(2,3)37-31(42)26-19-46-20-38(26)32(43)29(40)24(15-21-9-6-5-7-10-21)36-30(41)25(18-45-4)35-28(39)17-44-27-12-8-11-22-16-34-14-13-23(22)27/h5-14,16,24-26,29,40H,15,17-20H2,1-4H3,(H,35,39)(H,36,41)(H,37,42)/t24-,25-,26-,29-/m0/s1" 
KNI InChIKey         InChI                1.03  NJBBLOIWMSYVCQ-VZTVMPNDSA-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 
KNI "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-N-tert-butyl-3-[(2S,3S)-2-hydroxy-3-({N-[(isoquinolin-5-yloxy)acetyl]-S-methyl-L-cysteinyl}amino)-4-phenylbutanoyl]-1,3-thiazolidine-4-carboxamide"                    
KNI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4R)-N-tert-butyl-3-[(2S,3S)-2-hydroxy-3-[[(2R)-2-(2-isoquinolin-5-yloxyethanoylamino)-3-methylsulfanyl-propanoyl]amino]-4-phenyl-butanoyl]-1,3-thiazolidine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
KNI "Create component"   1999-07-08 EBI  
KNI "Other modification" 2010-11-11 RCSB 
KNI "Modify descriptor"  2011-06-04 RCSB 
KNI "Modify synonyms"    2019-12-17 PDBE 
KNI "Modify synonyms"    2020-01-26 RCSB 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 KNI "(N-TERT-BUTYL-THIOPROLINE)-(5-ISOQUINOLYLOXYACETYL-METHYLTHIOALANINE)-ALLOPHENYLNORSTATINE" ? ? 
2 KNI KNI-272                                                                                      ? ? 
# 
