data_I0Y
# 
_chem_comp.id                                    I0Y 
_chem_comp.name                                  "Nalpha-[(benzyloxy)carbonyl]-N-[(2S)-1-(4-tert-butoxyphenyl)-4-hydroxy-3-oxobutan-2-yl]-L-phenylalaninamide" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H36 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Z-Phe-Tyr(OBut)-COCHO" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-11-01 
_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                         ? 
_chem_comp.formula_weight                        532.627 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I0Y 
_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        3OF8 
_chem_comp.pdbx_subcomponent_list                "PHQ PHE TY0" 
_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 
I0Y C1   C1   C 0 1 N N N N N N 29.744 7.264  2.792  -2.781 0.247  0.095  C1  PHQ 1  
I0Y O1   O1   O 0 1 N N N N N N 29.032 6.323  3.230  -2.639 0.630  1.240  O1  PHQ 2  
I0Y O2   O2   O 0 1 N N N N N N 31.011 7.262  2.915  -3.833 0.668  -0.630 O2  PHQ 3  
I0Y C2   C2   C 0 1 N N N N N N 31.770 6.104  2.992  -4.759 1.579  0.019  C2  PHQ 4  
I0Y C3   C3   C 0 1 Y N N N N N 32.745 5.977  1.851  -5.865 1.939  -0.939 C3  PHQ 5  
I0Y C8   C8   C 0 1 Y N N N N N 34.091 6.275  2.040  -7.014 1.173  -0.988 C4  PHQ 6  
I0Y C7   C7   C 0 1 Y N N N N N 34.967 6.174  0.956  -8.031 1.507  -1.864 C5  PHQ 7  
I0Y C6   C6   C 0 1 Y N N N N N 34.485 5.799  -0.305 -7.893 2.601  -2.698 C6  PHQ 8  
I0Y C5   C5   C 0 1 Y N N N N N 33.128 5.522  -0.490 -6.741 3.364  -2.653 C7  PHQ 9  
I0Y C4   C4   C 0 1 Y N N N N N 32.255 5.613  0.594  -5.727 3.033  -1.774 C8  PHQ 10 
I0Y N1   N1   N 0 1 N N N N N N 29.106 8.502  2.473  -1.880 -0.595 -0.449 N   PHE 11 
I0Y C9   C9   C 0 1 N N S N N N 27.804 8.490  3.275  -0.735 -1.054 0.340  CA  PHE 12 
I0Y C10  C10  C 0 1 N N N N N N 26.616 7.817  2.450  0.391  -1.439 -0.585 C   PHE 13 
I0Y O3   O3   O 0 1 N N N N N N 26.574 7.656  1.241  0.250  -1.340 -1.785 O   PHE 14 
I0Y C11  C11  C 0 1 N N N N N N 27.353 9.798  4.102  -1.145 -2.268 1.177  CB  PHE 15 
I0Y C12  C12  C 0 1 Y N N N N N 28.307 10.965 4.113  -2.185 -1.854 2.186  CG  PHE 16 
I0Y C13  C13  C 0 1 Y N N N N N 28.466 11.627 2.918  -1.796 -1.408 3.435  CD1 PHE 17 
I0Y C14  C14  C 0 1 Y N N N N N 29.010 11.351 5.242  -3.527 -1.915 1.860  CD2 PHE 18 
I0Y C15  C15  C 0 1 Y N N N N N 29.342 12.694 2.837  -2.750 -1.028 4.361  CE1 PHE 19 
I0Y C16  C16  C 0 1 Y N N N N N 29.885 12.431 5.161  -4.481 -1.535 2.786  CE2 PHE 20 
I0Y C17  C17  C 0 1 Y N N N N N 30.051 13.096 3.958  -4.092 -1.095 4.038  CZ  PHE 21 
I0Y N2   N2   N 0 1 N N N N N N 25.516 7.541  3.330  1.554  -1.893 -0.078 N   TY0 22 
I0Y O4   O4   O 0 1 N N N N N N 22.405 7.611  3.761  1.681  -4.412 -0.857 O   TY0 23 
I0Y O5   O5   O 0 1 N N N N N N 19.054 3.846  4.043  4.907  3.257  1.070  O2  TY0 24 
I0Y O6   O6   O 0 1 N N N N N N 21.457 7.995  1.549  2.887  -5.579 -2.849 O3  TY0 25 
I0Y C18  C18  C 0 1 N N N N N N 24.425 5.550  4.136  3.982  -2.143 -0.237 C1  TY0 26 
I0Y C19  C19  C 0 1 N N S N N N 24.473 6.598  3.011  2.648  -2.268 -0.977 C2  TY0 27 
I0Y C20  C20  C 0 1 N N N N N N 23.217 7.430  2.855  2.459  -3.691 -1.434 C   TY0 28 
I0Y C21  C21  C 0 1 N N N N N N 22.836 7.957  1.655  3.239  -4.214 -2.613 C4  TY0 29 
I0Y C23  C23  C 0 1 Y N N N N N 23.057 5.001  4.312  4.229  -0.699 0.113  C5  TY0 30 
I0Y C24  C24  C 0 1 Y N N N N N 20.414 4.232  4.228  4.684  1.954  0.754  C6  TY0 31 
I0Y C25  C25  C 0 1 N N N N N N 17.967 5.973  4.112  4.999  4.114  -1.188 C7  TY0 32 
I0Y C26  C26  C 0 1 N N N N N N 18.140 4.696  3.332  5.710  4.015  0.163  C8  TY0 33 
I0Y C28  C28  C 0 1 Y N N N N N 22.354 4.916  5.522  3.777  -0.193 1.318  C9  TY0 34 
I0Y C27  C27  C 0 1 Y N N N N N 22.476 4.737  3.099  4.903  0.120  -0.774 C10 TY0 35 
I0Y C30  C30  C 0 1 Y N N N N N 21.005 4.517  5.479  4.003  1.131  1.640  C11 TY0 36 
I0Y C29  C29  C 0 1 Y N N N N N 21.151 4.345  3.063  5.131  1.445  -0.456 C12 TY0 37 
I0Y C32  C32  C 0 1 N N N N N N 18.610 5.049  1.945  5.929  5.420  0.729  C13 TY0 38 
I0Y C33  C33  C 0 1 N N N N N N 16.789 4.016  3.142  7.062  3.323  -0.021 C14 TY0 39 
I0Y H2   H2   H 0 1 N N N N N N 32.337 6.121  3.935  -5.184 1.098  0.900  H21 PHQ 40 
I0Y H2A  H2A  H 0 1 N N N N N N 31.090 5.239  2.968  -4.229 2.483  0.319  H22 PHQ 41 
I0Y H8   H8   H 0 1 N N N N N N 34.453 6.580  3.011  -7.120 0.316  -0.339 H41 PHQ 42 
I0Y H7   H7   H 0 1 N N N N N N 36.018 6.385  1.090  -8.931 0.911  -1.898 H51 PHQ 43 
I0Y H6   H6   H 0 1 N N N N N N 35.167 5.724  -1.139 -8.686 2.860  -3.384 H61 PHQ 44 
I0Y H5   H5   H 0 1 N N N N N N 32.758 5.240  -1.465 -6.634 4.218  -3.304 H71 PHQ 45 
I0Y H4   H4   H 0 1 N N N N N N 31.204 5.403  0.462  -4.827 3.629  -1.739 H81 PHQ 46 
I0Y HN1  HN1  H 0 1 N N N N N N 29.438 9.219  1.860  -1.991 -0.898 -1.364 H   PHE 47 
I0Y H9   H9   H 0 1 N N N N N N 28.083 7.850  4.126  -0.405 -0.252 1.001  HA  PHE 48 
I0Y H11  H11  H 0 1 N N N N N N 26.414 10.154 3.654  -1.559 -3.036 0.524  HB2 PHE 49 
I0Y H11A H11A H 0 0 N N N N N N 27.214 9.486  5.148  -0.272 -2.663 1.696  HB3 PHE 50 
I0Y H13  H13  H 0 1 N N N N N N 27.909 11.315 2.047  -0.748 -1.356 3.688  HD1 PHE 51 
I0Y H14  H14  H 0 1 N N N N N N 28.881 10.821 6.174  -3.830 -2.259 0.883  HD2 PHE 52 
I0Y H15  H15  H 0 1 N N N N N N 29.474 13.214 1.900  -2.446 -0.680 5.338  HE1 PHE 53 
I0Y H16  H16  H 0 1 N N N N N N 30.433 12.750 6.035  -5.529 -1.582 2.532  HE2 PHE 54 
I0Y H17  H17  H 0 1 N N N N N N 30.734 13.930 3.893  -4.838 -0.799 4.761  HZ  PHE 55 
I0Y HN2  HN2  H 0 1 N N N N N N 25.471 8.025  4.204  1.667  -1.973 0.882  H   TY0 56 
I0Y HO6  HO6  H 0 1 N N N N N N 21.069 7.857  2.405  3.352  -5.982 -3.595 H1  TY0 57 
I0Y H18  H18  H 0 1 N N N N N N 24.740 6.026  5.077  3.947  -2.737 0.676  H3  TY0 58 
I0Y H18A H18A H 0 0 N N N N N N 25.107 4.726  3.881  4.787  -2.506 -0.876 H4  TY0 59 
I0Y H19  H19  H 0 1 N N N N N N 24.623 6.027  2.083  2.650  -1.605 -1.843 H5  TY0 60 
I0Y H21  H21  H 0 1 N N N N N N 23.241 7.333  0.845  4.306  -4.146 -2.401 H6  TY0 61 
I0Y H21A H21A H 0 0 N N N N N N 23.230 8.981  1.572  3.004  -3.620 -3.496 H7  TY0 62 
I0Y H25  H25  H 0 1 N N N N N N 17.269 6.636  3.580  4.202  4.855  -1.126 H8  TY0 63 
I0Y H25A H25A H 0 0 N N N N N N 17.565 5.742  5.109  5.715  4.414  -1.954 H9  TY0 64 
I0Y H25B H25B H 0 0 N N N N N N 18.941 6.474  4.216  4.575  3.144  -1.447 H10 TY0 65 
I0Y H28  H28  H 0 1 N N N N N N 22.834 5.150  6.461  3.247  -0.834 2.007  H11 TY0 66 
I0Y H27  H27  H 0 1 N N N N N N 23.044 4.834  2.186  5.252  -0.276 -1.717 H12 TY0 67 
I0Y H30  H30  H 0 1 N N N N N N 20.430 4.430  6.389  3.653  1.525  2.583  H13 TY0 68 
I0Y H29  H29  H 0 1 N N N N N N 20.686 4.124  2.114  5.661  2.084  -1.148 H14 TY0 69 
I0Y H32  H32  H 0 1 N N N N N N 17.867 5.698  1.460  6.435  5.350  1.691  H15 TY0 70 
I0Y H32A H32A H 0 0 N N N N N N 19.573 5.577  2.008  6.541  5.998  0.037  H16 TY0 71 
I0Y H32B H32B H 0 0 N N N N N N 18.734 4.129  1.355  4.965  5.913  0.860  H17 TY0 72 
I0Y H33  H33  H 0 1 N N N N N N 16.112 4.690  2.596  6.904  2.262  -0.211 H18 TY0 73 
I0Y H33A H33A H 0 0 N N N N N N 16.924 3.087  2.568  7.587  3.770  -0.865 H19 TY0 74 
I0Y H33B H33B H 0 0 N N N N N N 16.356 3.780  4.125  7.659  3.445  0.883  H20 TY0 75 
# 
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 
I0Y C1  O2   SING N N 1  
I0Y C1  O1   DOUB N N 2  
I0Y N1  C1   SING N N 3  
I0Y N1  C9   SING N N 4  
I0Y N1  HN1  SING N N 5  
I0Y C2  H2   SING N N 6  
I0Y C2  H2A  SING N N 7  
I0Y N2  HN2  SING N N 8  
I0Y O2  C2   SING N N 9  
I0Y C3  C2   SING N N 10 
I0Y C3  C8   SING Y N 11 
I0Y O3  C10  DOUB N N 12 
I0Y C4  C3   DOUB Y N 13 
I0Y C4  H4   SING N N 14 
I0Y C5  C4   SING Y N 15 
I0Y C5  C6   DOUB Y N 16 
I0Y C5  H5   SING N N 17 
I0Y O5  C24  SING N N 18 
I0Y C6  C7   SING Y N 19 
I0Y C6  H6   SING N N 20 
I0Y O6  C21  SING N N 21 
I0Y O6  HO6  SING N N 22 
I0Y C7  C8   DOUB Y N 23 
I0Y C7  H7   SING N N 24 
I0Y C8  H8   SING N N 25 
I0Y C9  C11  SING N N 26 
I0Y C9  H9   SING N N 27 
I0Y C10 N2   SING N N 28 
I0Y C10 C9   SING N N 29 
I0Y C11 C12  SING N N 30 
I0Y C11 H11  SING N N 31 
I0Y C11 H11A SING N N 32 
I0Y C12 C14  SING Y N 33 
I0Y C13 C12  DOUB Y N 34 
I0Y C13 H13  SING N N 35 
I0Y C14 H14  SING N N 36 
I0Y C15 C13  SING Y N 37 
I0Y C15 C17  DOUB Y N 38 
I0Y C15 H15  SING N N 39 
I0Y C16 C14  DOUB Y N 40 
I0Y C16 H16  SING N N 41 
I0Y C17 C16  SING Y N 42 
I0Y C17 H17  SING N N 43 
I0Y C18 C23  SING N N 44 
I0Y C18 H18  SING N N 45 
I0Y C18 H18A SING N N 46 
I0Y C19 N2   SING N N 47 
I0Y C19 C18  SING N N 48 
I0Y C19 H19  SING N N 49 
I0Y C20 O4   DOUB N N 50 
I0Y C20 C19  SING N N 51 
I0Y C21 C20  SING N N 52 
I0Y C21 H21  SING N N 53 
I0Y C21 H21A SING N N 54 
I0Y C23 C28  SING Y N 55 
I0Y C24 C30  SING Y N 56 
I0Y C25 H25  SING N N 57 
I0Y C25 H25A SING N N 58 
I0Y C25 H25B SING N N 59 
I0Y C26 O5   SING N N 60 
I0Y C26 C25  SING N N 61 
I0Y C27 C23  DOUB Y N 62 
I0Y C27 H27  SING N N 63 
I0Y C28 H28  SING N N 64 
I0Y C29 C24  DOUB Y N 65 
I0Y C29 C27  SING Y N 66 
I0Y C29 H29  SING N N 67 
I0Y C30 C28  DOUB Y N 68 
I0Y C30 H30  SING N N 69 
I0Y C32 C26  SING N N 70 
I0Y C32 H32  SING N N 71 
I0Y C32 H32A SING N N 72 
I0Y C32 H32B SING N N 73 
I0Y C33 C26  SING N N 74 
I0Y C33 H33  SING N N 75 
I0Y C33 H33A SING N N 76 
I0Y C33 H33B SING N N 77 
# 
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 
I0Y SMILES           ACDLabs              12.01 "O=C(OCc1ccccc1)NC(C(=O)NC(C(=O)CO)Cc2ccc(OC(C)(C)C)cc2)Cc3ccccc3"                                                                                                                                          
I0Y SMILES_CANONICAL CACTVS               3.370 "CC(C)(C)Oc1ccc(C[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc3ccccc3)C(=O)CO)cc1"                                                                                                                                  
I0Y SMILES           CACTVS               3.370 "CC(C)(C)Oc1ccc(C[CH](NC(=O)[CH](Cc2ccccc2)NC(=O)OCc3ccccc3)C(=O)CO)cc1"                                                                                                                                    
I0Y SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)(C)Oc1ccc(cc1)C[C@@H](C(=O)CO)NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc3ccccc3"                                                                                                                                 
I0Y SMILES           "OpenEye OEToolkits" 1.7.0 "CC(C)(C)Oc1ccc(cc1)CC(C(=O)CO)NC(=O)C(Cc2ccccc2)NC(=O)OCc3ccccc3"                                                                                                                                          
I0Y InChI            InChI                1.03  "InChI=1S/C31H36N2O6/c1-31(2,3)39-25-16-14-23(15-17-25)18-26(28(35)20-34)32-29(36)27(19-22-10-6-4-7-11-22)33-30(37)38-21-24-12-8-5-9-13-24/h4-17,26-27,34H,18-21H2,1-3H3,(H,32,36)(H,33,37)/t26-,27-/m0/s1" 
I0Y InChIKey         InChI                1.03  DKORZCNOWZIKDV-SVBPBHIXSA-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 
I0Y "SYSTEMATIC NAME" ACDLabs              12.01 "Nalpha-[(benzyloxy)carbonyl]-N-[(2S)-1-(4-tert-butoxyphenyl)-4-hydroxy-3-oxobutan-2-yl]-L-phenylalaninamide"                                 
I0Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "phenylmethyl N-[(2S)-1-[[(2S)-4-hydroxy-1-[4-[(2-methylpropan-2-yl)oxy]phenyl]-3-oxo-butan-2-yl]amino]-1-oxo-3-phenyl-propan-2-yl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
I0Y "Create component"  2010-11-01 RCSB 
I0Y "Modify descriptor" 2011-06-04 RCSB 
I0Y "Modify synonyms"   2021-03-01 PDBE 
I0Y "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      I0Y 
_pdbx_chem_comp_synonyms.name         "Z-Phe-Tyr(OBut)-COCHO" 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            I0Y 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_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               C21 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
