data_PRDCC_000300
# 
_chem_comp.id                                    PRD_000300 
_chem_comp.name                                  "N-acetyl-L-isoleucyl-L-alpha-glutamyl-N-[(1S)-2-carboxy-1-formylethyl]-L-prolinamide" 
_chem_comp.formula                               "C22 H36 N4 O9" 
_chem_comp.formula_weight                        500.543 
_chem_comp.pdbx_release_status                   REF_ONLY 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             ? 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    ? 
_chem_comp.pdbx_initial_date                     ? 
_chem_comp.pdbx_modified_date                    ? 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ? 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   ? 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   ? 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_pcm                              ? 
_chem_comp.pdbx_processing_site                  ? 
# 
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_comp_id 
_chem_comp_atom.pdbx_residue_numbering 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_polymer_type 
_chem_comp_atom.pdbx_ref_id 
_chem_comp_atom.pdbx_component_id 
_chem_comp_atom.pdbx_ordinal 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
PRD_000300 C1  C1  C 0 1 N N N -58.508 29.109 -1.078 6.139  -0.435 0.430  ACE 1 C    polymer 1 1 1  ? ? ? 
PRD_000300 O1  O1  O 0 1 N N N -59.695 28.931 -1.203 5.540  -0.610 1.469  ACE 1 O    polymer 1 1 2  ? ? ? 
PRD_000300 C2  C2  C 0 1 N N N -57.775 29.854 -2.169 7.554  0.083  0.454  ACE 1 CH3  polymer 1 1 3  ? ? ? 
PRD_000300 N1  N1  N 0 1 N N N -57.835 28.666 0.045  5.541  -0.708 -0.747 ILE 2 N    polymer 1 1 4  ? ? ? 
PRD_000300 C3  C3  C 0 1 N N S -56.411 28.317 -0.001 4.168  -1.217 -0.770 ILE 2 CA   polymer 1 1 5  ? ? ? 
PRD_000300 C4  C4  C 0 1 N N N -56.120 27.123 -0.911 3.249  -0.215 -0.120 ILE 2 C    polymer 1 1 6  ? ? ? 
PRD_000300 O2  O2  O 0 1 N N N -56.855 26.134 -0.912 3.702  0.627  0.627  ILE 2 O    polymer 1 1 7  ? ? ? 
PRD_000300 C5  C5  C 0 1 N N S -55.918 28.017 1.426  4.101  -2.541 -0.005 ILE 2 CB   polymer 1 1 8  ? ? ? 
PRD_000300 C6  C6  C 0 1 N N N -54.396 28.106 1.469  5.034  -3.558 -0.665 ILE 2 CG1  polymer 1 1 9  ? ? ? 
PRD_000300 C7  C7  C 0 1 N N N -56.368 26.624 1.863  2.667  -3.072 -0.029 ILE 2 CG2  polymer 1 1 10 ? ? ? 
PRD_000300 C8  C8  C 0 1 N N N -53.851 28.130 2.853  5.063  -4.840 0.170  ILE 2 CD1  polymer 1 1 11 ? ? ? 
PRD_000300 N2  N2  N 0 1 N N N -55.040 27.229 -1.681 1.925  -0.253 -0.368 GLU 3 N    polymer 1 1 12 ? ? ? 
PRD_000300 C9  C9  C 0 1 N N S -54.634 26.182 -2.613 1.033  0.721  0.264  GLU 3 CA   polymer 1 1 13 ? ? ? 
PRD_000300 C10 C10 C 0 1 N N N -53.382 25.450 -2.139 -0.358 0.147  0.351  GLU 3 C    polymer 1 1 14 ? ? ? 
PRD_000300 O3  O3  O 0 1 N N N -52.523 26.035 -1.482 -0.723 -0.682 -0.455 GLU 3 O    polymer 1 1 15 ? ? ? 
PRD_000300 C11 C11 C 0 1 N N N -54.374 26.791 -3.993 1.003  2.003  -0.571 GLU 3 CB   polymer 1 1 16 ? ? ? 
PRD_000300 C12 C12 C 0 1 N N N -55.622 27.272 -4.713 2.382  2.666  -0.536 GLU 3 CG   polymer 1 1 17 ? ? ? 
PRD_000300 C13 C13 C 0 1 N N N -55.310 28.235 -5.847 2.353  3.929  -1.358 GLU 3 CD   polymer 1 1 18 ? ? ? 
PRD_000300 O4  O4  O 0 1 N N N -54.395 27.946 -6.654 1.334  4.264  -1.916 GLU 3 OE1  polymer 1 1 19 ? ? ? 
PRD_000300 O5  O5  O 0 1 N N N -55.989 29.283 -5.935 3.459  4.681  -1.472 GLU 3 OE2  polymer 1 1 20 ? ? ? 
PRD_000300 N3  N3  N 0 1 N N N -53.272 24.149 -2.459 -1.196 0.554  1.325  PRO 4 N    polymer 1 1 21 ? ? ? 
PRD_000300 C14 C14 C 0 1 N N S -52.123 23.317 -2.075 -2.538 0.012  1.583  PRO 4 CA   polymer 1 1 22 ? ? ? 
PRD_000300 C15 C15 C 0 1 N N N -50.978 23.318 -3.101 -3.407 0.194  0.365  PRO 4 C    polymer 1 1 23 ? ? ? 
PRD_000300 O6  O6  O 0 1 N N N -51.169 23.691 -4.259 -2.955 0.725  -0.627 PRO 4 O    polymer 1 1 24 ? ? ? 
PRD_000300 C16 C16 C 0 1 N N N -52.747 21.938 -1.903 -3.129 0.798  2.772  PRO 4 CB   polymer 1 1 25 ? ? ? 
PRD_000300 C17 C17 C 0 1 N N N -53.785 21.926 -2.981 -2.313 2.118  2.755  PRO 4 CG   polymer 1 1 26 ? ? ? 
PRD_000300 C18 C18 C 0 1 N N N -54.406 23.308 -2.894 -0.915 1.612  2.313  PRO 4 CD   polymer 1 1 27 ? ? ? 
PRD_000300 C19 C19 C 0 1 N N N -47.908 21.487 -3.468 -6.150 1.343  -0.783 ASJ 5 C    polymer 1 1 28 ? ? ? 
PRD_000300 N4  N4  N 0 1 N N N -49.796 22.887 -2.662 -4.685 -0.233 0.379  ASJ 5 N    polymer 1 1 29 ? ? ? 
PRD_000300 O7  O7  O 0 1 N N N -48.027 20.830 -4.727 -7.036 1.454  0.333  ASJ 5 O    polymer 1 1 30 ? ? ? 
PRD_000300 C20 C20 C 0 1 N N S -48.604 22.835 -3.509 -5.530 -0.055 -0.804 ASJ 5 CA   polymer 1 1 31 ? ? ? 
PRD_000300 C21 C21 C 0 1 N N N -47.593 23.891 -3.069 -6.641 -1.107 -0.800 ASJ 5 CB   polymer 1 1 32 ? ? ? 
PRD_000300 C22 C22 C 0 1 N N N -47.731 25.182 -3.839 -6.035 -2.479 -0.945 ASJ 5 CG   polymer 1 1 33 ? ? ? 
PRD_000300 O8  O8  O 0 1 N N N -47.238 26.220 -3.348 -6.825 -3.563 -0.967 ASJ 5 OD1  polymer 1 1 34 ? ? ? 
PRD_000300 O9  O9  O 0 1 N N N -48.333 25.158 -4.933 -4.837 -2.603 -1.042 ASJ 5 OD2  polymer 1 1 35 ? ? ? 
PRD_000300 H1  H1  H 0 1 N N N -58.484 30.137 -2.961 7.866  0.240  1.486  ACE 1 H1   polymer 1 1 36 ? ? ? 
PRD_000300 H2  H2  H 0 1 N N N -57.314 30.760 -1.748 8.215  -0.643 -0.019 ACE 1 H2   polymer 1 1 37 ? ? ? 
PRD_000300 H3  H3  H 0 1 N N N -56.992 29.207 -2.592 7.605  1.027  -0.089 ACE 1 H3   polymer 1 1 38 ? ? ? 
PRD_000300 H4  H4  H 0 1 N N N -58.331 28.581 0.909  6.020  -0.568 -1.579 ILE 2 H    polymer 1 1 39 ? ? ? 
PRD_000300 H5  H5  H 0 1 N N N -55.845 29.181 -0.380 3.857  -1.378 -1.802 ILE 2 HA   polymer 1 1 40 ? ? ? 
PRD_000300 H6  H6  H 0 1 N N N -56.342 28.764 2.114  4.412  -2.380 1.027  ILE 2 HB   polymer 1 1 41 ? ? ? 
PRD_000300 H7  H7  H 0 0 N N N -53.979 27.234 0.944  4.671  -3.786 -1.668 ILE 2 HG12 polymer 1 1 42 ? ? ? 
PRD_000300 H8  H8  H 0 0 N N N -54.085 29.027 0.954  6.039  -3.143 -0.728 ILE 2 HG13 polymer 1 1 43 ? ? ? 
PRD_000300 H9  H9  H 0 0 N N N -56.008 26.425 2.883  2.356  -3.233 -1.061 ILE 2 HG21 polymer 1 1 44 ? ? ? 
PRD_000300 H10 H10 H 0 0 N N N -57.467 26.571 1.845  2.620  -4.015 0.516  ILE 2 HG22 polymer 1 1 45 ? ? ? 
PRD_000300 H11 H11 H 0 0 N N N -55.953 25.872 1.175  2.003  -2.347 0.441  ILE 2 HG23 polymer 1 1 46 ? ? ? 
PRD_000300 H12 H12 H 0 0 N N N -52.754 28.195 2.814  5.727  -5.565 -0.301 ILE 2 HD11 polymer 1 1 47 ? ? ? 
PRD_000300 H13 H13 H 0 0 N N N -54.251 29.003 3.389  5.425  -4.612 1.172  ILE 2 HD12 polymer 1 1 48 ? ? ? 
PRD_000300 H14 H14 H 0 0 N N N -54.146 27.210 3.379  4.057  -5.256 0.233  ILE 2 HD13 polymer 1 1 49 ? ? ? 
PRD_000300 H15 H15 H 0 1 N N N -54.485 28.058 -1.619 1.563  -0.926 -0.965 GLU 3 H    polymer 1 1 50 ? ? ? 
PRD_000300 H16 H16 H 0 1 N N N -55.448 25.448 -2.708 1.395  0.949  1.267  GLU 3 HA   polymer 1 1 51 ? ? ? 
PRD_000300 H17 H17 H 0 1 N N N -53.697 27.649 -3.868 0.744  1.760  -1.601 GLU 3 HB2  polymer 1 1 52 ? ? ? 
PRD_000300 H18 H18 H 0 1 N N N -53.888 26.028 -4.619 0.260  2.687  -0.161 GLU 3 HB3  polymer 1 1 53 ? ? ? 
PRD_000300 H19 H19 H 0 1 N N N -56.148 26.399 -5.127 2.641  2.910  0.495  GLU 3 HG2  polymer 1 1 54 ? ? ? 
PRD_000300 H20 H20 H 0 1 N N N -56.273 27.782 -3.987 3.125  1.982  -0.946 GLU 3 HG3  polymer 1 1 55 ? ? ? 
PRD_000300 H21 H21 H 0 1 N N N -55.697 29.788 -6.685 3.391  5.482  -2.010 GLU 3 HE2  polymer 1 1 56 ? ? ? 
PRD_000300 H22 H22 H 0 1 N N N -51.729 23.654 -1.105 -2.468 -1.046 1.833  PRO 4 HA   polymer 1 1 57 ? ? ? 
PRD_000300 H23 H23 H 0 1 N N N -52.004 21.142 -2.056 -4.189 0.998  2.614  PRO 4 HB2  polymer 1 1 58 ? ? ? 
PRD_000300 H24 H24 H 0 1 N N N -53.203 21.828 -0.908 -2.972 0.260  3.707  PRO 4 HB3  polymer 1 1 59 ? ? ? 
PRD_000300 H25 H25 H 0 1 N N N -53.325 21.763 -3.967 -2.725 2.823  2.032  PRO 4 HG2  polymer 1 1 60 ? ? ? 
PRD_000300 H26 H26 H 0 1 N N N -54.537 21.145 -2.794 -2.269 2.563  3.750  PRO 4 HG3  polymer 1 1 61 ? ? ? 
PRD_000300 H27 H27 H 0 1 N N N -55.222 23.330 -2.156 -0.371 1.203  3.163  PRO 4 HD2  polymer 1 1 62 ? ? ? 
PRD_000300 H28 H28 H 0 1 N N N -54.788 23.633 -3.873 -0.348 2.421  1.852  PRO 4 HD3  polymer 1 1 63 ? ? ? 
PRD_000300 H29 H29 H 0 1 N N N -48.370 20.864 -2.688 -6.707 1.508  -1.706 ASJ 5 H3   polymer 1 1 64 ? ? ? 
PRD_000300 H30 H30 H 0 1 N Y N -46.843 21.635 -3.235 -5.361 2.090  -0.697 ASJ 5 HAA  polymer 1 1 65 ? ? ? 
PRD_000300 H31 H31 H 0 1 N N N -49.720 22.586 -1.711 -5.045 -0.657 1.173  ASJ 5 H    polymer 1 1 66 ? ? ? 
PRD_000300 H32 H32 H 0 1 N N N -47.588 19.988 -4.688 -7.466 2.317  0.409  ASJ 5 HO   polymer 1 1 67 ? ? ? 
PRD_000300 H33 H33 H 0 1 N N N -48.892 23.045 -4.550 -4.924 -0.170 -1.703 ASJ 5 HA   polymer 1 1 68 ? ? ? 
PRD_000300 H34 H34 H 0 1 N N N -47.745 24.100 -2.000 -7.191 -1.050 0.139  ASJ 5 HB   polymer 1 1 69 ? ? ? 
PRD_000300 H35 H35 H 0 1 N N N -46.579 23.494 -3.225 -7.320 -0.920 -1.632 ASJ 5 HBA  polymer 1 1 70 ? ? ? 
PRD_000300 H36 H36 H 0 0 N N N -47.397 26.953 -3.931 -6.391 -4.422 -1.061 ASJ 5 HOD1 polymer 1 1 71 ? ? ? 
# 
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 
PRD_000300 C1  O1  DOUB N N 1  
PRD_000300 C1  C2  SING N N 2  
PRD_000300 C2  H1  SING N N 3  
PRD_000300 C2  H2  SING N N 4  
PRD_000300 C2  H3  SING N N 5  
PRD_000300 N1  C3  SING N N 6  
PRD_000300 N1  H4  SING N N 7  
PRD_000300 C3  C4  SING N N 8  
PRD_000300 C3  C5  SING N N 9  
PRD_000300 C3  H5  SING N N 10 
PRD_000300 C4  O2  DOUB N N 11 
PRD_000300 C5  C6  SING N N 12 
PRD_000300 C5  C7  SING N N 13 
PRD_000300 C5  H6  SING N N 14 
PRD_000300 C6  C8  SING N N 15 
PRD_000300 C6  H7  SING N N 16 
PRD_000300 C6  H8  SING N N 17 
PRD_000300 C7  H9  SING N N 18 
PRD_000300 C7  H10 SING N N 19 
PRD_000300 C7  H11 SING N N 20 
PRD_000300 C8  H12 SING N N 21 
PRD_000300 C8  H13 SING N N 22 
PRD_000300 C8  H14 SING N N 23 
PRD_000300 N2  C9  SING N N 24 
PRD_000300 N2  H15 SING N N 25 
PRD_000300 C9  C10 SING N N 26 
PRD_000300 C9  C11 SING N N 27 
PRD_000300 C9  H16 SING N N 28 
PRD_000300 C10 O3  DOUB N N 29 
PRD_000300 C11 C12 SING N N 30 
PRD_000300 C11 H17 SING N N 31 
PRD_000300 C11 H18 SING N N 32 
PRD_000300 C12 C13 SING N N 33 
PRD_000300 C12 H19 SING N N 34 
PRD_000300 C12 H20 SING N N 35 
PRD_000300 C13 O4  DOUB N N 36 
PRD_000300 C13 O5  SING N N 37 
PRD_000300 O5  H21 SING N N 38 
PRD_000300 N3  C14 SING N N 39 
PRD_000300 N3  C18 SING N N 40 
PRD_000300 C14 C15 SING N N 41 
PRD_000300 C14 C16 SING N N 42 
PRD_000300 C14 H22 SING N N 43 
PRD_000300 C15 O6  DOUB N N 44 
PRD_000300 C16 C17 SING N N 45 
PRD_000300 C16 H23 SING N N 46 
PRD_000300 C16 H24 SING N N 47 
PRD_000300 C17 C18 SING N N 48 
PRD_000300 C17 H25 SING N N 49 
PRD_000300 C17 H26 SING N N 50 
PRD_000300 C18 H27 SING N N 51 
PRD_000300 C18 H28 SING N N 52 
PRD_000300 C19 O7  SING N N 53 
PRD_000300 C19 C20 SING N N 54 
PRD_000300 C19 H29 SING N N 55 
PRD_000300 C19 H30 SING N N 56 
PRD_000300 C20 N4  SING N N 57 
PRD_000300 N4  H31 SING N N 58 
PRD_000300 O7  H32 SING N N 59 
PRD_000300 C21 C20 SING N N 60 
PRD_000300 C20 H33 SING N N 61 
PRD_000300 C21 C22 SING N N 62 
PRD_000300 C21 H34 SING N N 63 
PRD_000300 C21 H35 SING N N 64 
PRD_000300 C22 O9  DOUB N N 65 
PRD_000300 C22 O8  SING N N 66 
PRD_000300 O8  H36 SING N N 67 
PRD_000300 C1  N1  SING N N 68 
PRD_000300 C15 N4  SING N N 69 
PRD_000300 C4  N2  SING N N 70 
PRD_000300 C10 N3  SING N N 71 
# 
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 
PRD_000300 SMILES           ACDLabs              12.01 "O=C(NC(CC(=O)O)CO)C1N(C(=O)C(NC(=O)C(NC(=O)C)C(C)CC)CCC(=O)O)CCC1"                                                                                                                                   
PRD_000300 InChI            InChI                1.03  "InChI=1S/C22H36N4O9/c1-4-12(2)19(23-13(3)28)21(34)25-15(7-8-17(29)30)22(35)26-9-5-6-16(26)20(33)24-14(11-27)10-18(31)32/h12,14-16,19,27H,4-11H2,1-3H3,(H,23,28)(H,24,33)(H,25,34)(H,29,30)(H,31,32)" 
PRD_000300 InChIKey         InChI                1.03  PVWTUNXNGPHAOM-UHFFFAOYSA-N                                                                                                                                                                           
PRD_000300 SMILES_CANONICAL CACTVS               3.370 "CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N1CCC[C@H]1C(=O)N[C@H](CO)CC(O)=O"                                                                                                                
PRD_000300 SMILES           CACTVS               3.370 "CC[CH](C)[CH](NC(C)=O)C(=O)N[CH](CCC(O)=O)C(=O)N1CCC[CH]1C(=O)N[CH](CO)CC(O)=O"                                                                                                                      
PRD_000300 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)CO)NC(=O)C"                                                                                                              
PRD_000300 SMILES           "OpenEye OEToolkits" 1.7.6 "CCC(C)C(C(=O)NC(CCC(=O)O)C(=O)N1CCCC1C(=O)NC(CC(=O)O)CO)NC(=O)C"                                                                                                                                     
# 
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 
PRD_000300 "SYSTEMATIC NAME" ACDLabs              12.01 "N-acetyl-L-isoleucyl-L-alpha-glutamyl-N-[(2R)-1-carboxy-3-hydroxypropan-2-yl]-L-prolinamide"                                                                                    
PRD_000300 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-4-[[(2S,3S)-2-acetamido-3-methyl-pentanoyl]amino]-5-[(2S)-2-[[(2S)-1,4-bis(oxidanyl)-4-oxidanylidene-butan-2-yl]carbamoyl]pyrrolidin-1-yl]-5-oxidanylidene-pentanoic acid" 
# 
