data_PRDCC_000929
# 
_chem_comp.id                                    PRD_000929 
_chem_comp.name                                  "N-acetyl-L-valyl-L-alpha-glutamyl-N-[(2S)-1-carboxy-3-hydroxypropan-2-yl]-L-isoleucinamide" 
_chem_comp.formula                               "C22 H38 N4 O9" 
_chem_comp.formula_weight                        502.559 
_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_000929 C1  C1  C 0 1 N N N 37.130 3.901  20.786 7.228  0.288  0.649  ACE 1 C    polymer 1 1 1  ? ? ? 
PRD_000929 O1  O1  O 0 1 N N N 36.142 3.356  20.292 7.211  0.614  1.817  ACE 1 O    polymer 1 1 2  ? ? ? 
PRD_000929 C2  C2  C 0 1 N N N 38.505 3.621  20.240 8.508  -0.204 0.023  ACE 1 CH3  polymer 1 1 3  ? ? ? 
PRD_000929 N1  N1  N 0 1 N N N 37.093 4.560  21.951 6.102  0.359  -0.088 VAL 2 N    polymer 1 1 4  ? ? ? 
PRD_000929 C3  C3  C 0 1 N N S 35.871 4.737  22.743 4.857  0.832  0.522  VAL 2 CA   polymer 1 1 5  ? ? ? 
PRD_000929 C4  C4  C 0 1 N N N 35.411 6.192  22.689 3.681  0.270  -0.235 VAL 2 C    polymer 1 1 6  ? ? ? 
PRD_000929 O2  O2  O 0 1 N N N 36.207 7.108  22.909 3.855  -0.281 -1.302 VAL 2 O    polymer 1 1 7  ? ? ? 
PRD_000929 C5  C5  C 0 1 N N N 36.082 4.352  24.218 4.812  2.360  0.473  VAL 2 CB   polymer 1 1 8  ? ? ? 
PRD_000929 C6  C6  C 0 1 N N N 34.747 4.395  24.971 5.943  2.932  1.330  VAL 2 CG1  polymer 1 1 9  ? ? ? 
PRD_000929 C7  C7  C 0 1 N N N 36.723 2.978  24.328 4.982  2.829  -0.974 VAL 2 CG2  polymer 1 1 10 ? ? ? 
PRD_000929 N2  N2  N 0 1 N N N 34.127 6.393  22.398 2.438  0.380  0.272  GLU 3 N    polymer 1 1 11 ? ? ? 
PRD_000929 C8  C8  C 0 1 N N S 33.556 7.729  22.289 1.309  -0.260 -0.410 GLU 3 CA   polymer 1 1 12 ? ? ? 
PRD_000929 C9  C9  C 0 1 N N N 32.358 7.896  23.218 0.035  0.465  -0.061 GLU 3 C    polymer 1 1 13 ? ? ? 
PRD_000929 O3  O3  O 0 1 N N N 31.743 6.914  23.653 0.067  1.422  0.684  GLU 3 O    polymer 1 1 14 ? ? ? 
PRD_000929 C10 C10 C 0 1 N N N 33.162 8.023  20.839 1.204  -1.719 0.038  GLU 3 CB   polymer 1 1 15 ? ? ? 
PRD_000929 C11 C11 C 0 1 N N N 34.358 7.934  19.888 2.445  -2.486 -0.426 GLU 3 CG   polymer 1 1 16 ? ? ? 
PRD_000929 C12 C12 C 0 1 N N N 34.065 8.418  18.492 2.342  -3.923 0.014  GLU 3 CD   polymer 1 1 17 ? ? ? 
PRD_000929 O4  O4  O 0 1 N N N 32.912 8.305  18.035 1.375  -4.296 0.636  GLU 3 OE1  polymer 1 1 18 ? ? ? 
PRD_000929 O5  O5  O 0 1 N N N 35.012 8.905  17.836 3.323  -4.788 -0.284 GLU 3 OE2  polymer 1 1 19 ? ? ? 
PRD_000929 N3  N3  N 0 1 N N N 32.048 9.154  23.506 -1.139 0.050  -0.576 ILE 4 N    polymer 1 1 20 ? ? ? 
PRD_000929 C13 C13 C 0 1 N N S 30.978 9.528  24.421 -2.360 0.822  -0.331 ILE 4 CA   polymer 1 1 21 ? ? ? 
PRD_000929 C14 C14 C 0 1 N N N 29.707 9.852  23.632 -3.538 -0.114 -0.250 ILE 4 C    polymer 1 1 22 ? ? ? 
PRD_000929 O6  O6  O 0 1 N N N 29.755 10.598 22.661 -3.386 -1.300 -0.456 ILE 4 O    polymer 1 1 23 ? ? ? 
PRD_000929 C15 C15 C 0 1 N N S 31.407 10.760 25.253 -2.575 1.814  -1.476 ILE 4 CB   polymer 1 1 24 ? ? ? 
PRD_000929 C16 C16 C 0 1 N N N 32.692 10.459 26.040 -2.554 1.066  -2.810 ILE 4 CG1  polymer 1 1 25 ? ? ? 
PRD_000929 C17 C17 C 0 1 N N N 30.292 11.201 26.196 -1.458 2.860  -1.460 ILE 4 CG2  polymer 1 1 26 ? ? ? 
PRD_000929 C18 C18 C 0 1 N N N 32.575 9.281  26.997 -3.788 0.166  -2.909 ILE 4 CD1  polymer 1 1 27 ? ? ? 
PRD_000929 C19 C19 C 0 1 N N N 26.554 10.769 23.983 -6.508 -0.884 -1.117 ASJ 5 C    polymer 1 1 28 ? ? ? 
PRD_000929 N4  N4  N 0 1 N N N 28.574 9.293  24.052 -4.761 0.366  0.051  ASJ 5 N    polymer 1 1 29 ? ? ? 
PRD_000929 O7  O7  O 0 1 N N N 25.347 10.957 23.753 -7.081 0.299  -1.677 ASJ 5 O    polymer 1 1 30 ? ? ? 
PRD_000929 C20 C20 C 0 1 N N S 27.285 9.560  23.403 -5.884 -0.556 0.240  ASJ 5 CA   polymer 1 1 31 ? ? ? 
PRD_000929 C21 C21 C 0 1 N N N 26.377 8.326  23.478 -6.934 0.097  1.140  ASJ 5 CB   polymer 1 1 32 ? ? ? 
PRD_000929 C22 C22 C 0 1 N N N 26.394 7.525  22.202 -6.356 0.308  2.516  ASJ 5 CG   polymer 1 1 33 ? ? ? 
PRD_000929 O8  O8  O 0 1 N N N 25.933 6.375  22.229 -7.103 0.872  3.478  ASJ 5 OD1  polymer 1 1 34 ? ? ? 
PRD_000929 O9  O9  O 0 1 N N N 26.872 8.046  21.172 -5.220 -0.029 2.752  ASJ 5 OD2  polymer 1 1 35 ? ? ? 
PRD_000929 H1  H1  H 0 1 N N N 38.431 2.909  19.405 8.576  -1.286 0.138  ACE 1 H1   polymer 1 1 36 ? ? ? 
PRD_000929 H2  H2  H 0 1 N N N 38.955 4.559  19.882 8.515  0.050  -1.037 ACE 1 H2   polymer 1 1 37 ? ? ? 
PRD_000929 H3  H3  H 0 1 N N N 39.134 3.191  21.034 9.358  0.268  0.516  ACE 1 H3   polymer 1 1 38 ? ? ? 
PRD_000929 H4  H4  H 0 1 N N N 37.944 4.953  22.300 6.116  0.098  -1.022 VAL 2 H    polymer 1 1 39 ? ? ? 
PRD_000929 H5  H5  H 0 1 N N N 35.074 4.102  22.329 4.812  0.501  1.560  VAL 2 HA   polymer 1 1 40 ? ? ? 
PRD_000929 H6  H6  H 0 1 N N N 36.759 5.090  24.673 3.853  2.708  0.857  VAL 2 HB   polymer 1 1 41 ? ? ? 
PRD_000929 H7  H7  H 0 0 N N N 34.910 4.118  26.023 6.901  2.581  0.948  VAL 2 HG11 polymer 1 1 42 ? ? ? 
PRD_000929 H8  H8  H 0 0 N N N 34.330 5.412  24.920 5.912  4.021  1.293  VAL 2 HG12 polymer 1 1 43 ? ? ? 
PRD_000929 H9  H9  H 0 0 N N N 34.043 3.686  24.510 5.820  2.600  2.361  VAL 2 HG13 polymer 1 1 44 ? ? ? 
PRD_000929 H10 H10 H 0 0 N N N 36.865 2.723  25.389 4.177  2.421  -1.585 VAL 2 HG21 polymer 1 1 45 ? ? ? 
PRD_000929 H11 H11 H 0 0 N N N 36.070 2.230  23.855 4.950  3.918  -1.009 VAL 2 HG22 polymer 1 1 46 ? ? ? 
PRD_000929 H12 H12 H 0 0 N N N 37.698 2.987  23.820 5.941  2.480  -1.358 VAL 2 HG23 polymer 1 1 47 ? ? ? 
PRD_000929 H13 H13 H 0 1 N N N 33.535 5.601  22.249 2.289  0.882  1.088  GLU 3 H    polymer 1 1 48 ? ? ? 
PRD_000929 H14 H14 H 0 1 N N N 34.318 8.464  22.586 1.466  -0.221 -1.487 GLU 3 HA   polymer 1 1 49 ? ? ? 
PRD_000929 H15 H15 H 0 1 N N N 32.402 7.293  20.523 1.137  -1.762 1.125  GLU 3 HB2  polymer 1 1 50 ? ? ? 
PRD_000929 H16 H16 H 0 1 N N N 32.740 9.038  20.785 0.314  -2.170 -0.400 GLU 3 HB3  polymer 1 1 51 ? ? ? 
PRD_000929 H17 H17 H 0 1 N N N 35.175 8.543  20.301 2.513  -2.443 -1.513 GLU 3 HG2  polymer 1 1 52 ? ? ? 
PRD_000929 H18 H18 H 0 1 N N N 34.677 6.883  19.830 3.335  -2.034 0.011  GLU 3 HG3  polymer 1 1 53 ? ? ? 
PRD_000929 H19 H19 H 0 1 N N N 34.704 9.158  16.974 3.212  -5.700 0.020  GLU 3 HE2  polymer 1 1 54 ? ? ? 
PRD_000929 H20 H20 H 0 1 N N N 32.577 9.883  23.072 -1.176 -0.759 -1.109 ILE 4 H    polymer 1 1 55 ? ? ? 
PRD_000929 H21 H21 H 0 1 N N N 30.767 8.696  25.109 -2.263 1.366  0.608  ILE 4 HA   polymer 1 1 56 ? ? ? 
PRD_000929 H22 H22 H 0 1 N N N 31.617 11.585 24.556 -3.538 2.309  -1.352 ILE 4 HB   polymer 1 1 57 ? ? ? 
PRD_000929 H23 H23 H 0 0 N N N 33.494 10.240 25.320 -2.562 1.784  -3.630 ILE 4 HG12 polymer 1 1 58 ? ? ? 
PRD_000929 H24 H24 H 0 0 N N N 32.957 11.353 26.624 -1.653 0.455  -2.870 ILE 4 HG13 polymer 1 1 59 ? ? ? 
PRD_000929 H25 H25 H 0 0 N N N 30.624 12.076 26.773 -0.506 2.378  -1.685 ILE 4 HG21 polymer 1 1 60 ? ? ? 
PRD_000929 H26 H26 H 0 0 N N N 29.400 11.466 25.610 -1.665 3.623  -2.210 ILE 4 HG22 polymer 1 1 61 ? ? ? 
PRD_000929 H27 H27 H 0 0 N N N 30.048 10.379 26.885 -1.407 3.323  -0.475 ILE 4 HG23 polymer 1 1 62 ? ? ? 
PRD_000929 H28 H28 H 0 0 N N N 33.533 9.134  27.517 -3.928 -0.145 -3.944 ILE 4 HD11 polymer 1 1 63 ? ? ? 
PRD_000929 H29 H29 H 0 0 N N N 31.785 9.485  27.734 -3.648 -0.714 -2.281 ILE 4 HD12 polymer 1 1 64 ? ? ? 
PRD_000929 H30 H30 H 0 0 N N N 32.323 8.372  26.431 -4.667 0.716  -2.573 ILE 4 HD13 polymer 1 1 65 ? ? ? 
PRD_000929 H31 H31 H 0 1 N N N 27.085 11.661 23.618 -7.285 -1.638 -0.988 ASJ 5 H3   polymer 1 1 66 ? ? ? 
PRD_000929 H32 H32 H 0 1 N Y N 26.658 10.703 25.076 -5.739 -1.268 -1.788 ASJ 5 HAA  polymer 1 1 67 ? ? ? 
PRD_000929 H33 H33 H 0 1 N N N 28.602 8.671  24.835 -4.898 1.322  0.143  ASJ 5 H    polymer 1 1 68 ? ? ? 
PRD_000929 H34 H34 H 0 1 N N N 25.061 11.750 24.190 -7.496 0.166  -2.540 ASJ 5 HO   polymer 1 1 69 ? ? ? 
PRD_000929 H35 H35 H 0 1 N N N 27.472 9.766  22.339 -5.526 -1.474 0.707  ASJ 5 HA   polymer 1 1 70 ? ? ? 
PRD_000929 H36 H36 H 0 1 N N N 26.720 7.684  24.303 -7.227 1.058  0.718  ASJ 5 HB   polymer 1 1 71 ? ? ? 
PRD_000929 H37 H37 H 0 1 N N N 25.346 8.657  23.674 -7.808 -0.551 1.209  ASJ 5 HBA  polymer 1 1 72 ? ? ? 
PRD_000929 H38 H38 H 0 0 N N N 26.007 5.984  21.367 -6.689 0.986  4.345  ASJ 5 HOD1 polymer 1 1 73 ? ? ? 
# 
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_000929 C1  O1  DOUB N N 1  
PRD_000929 C1  C2  SING N N 2  
PRD_000929 C2  H1  SING N N 3  
PRD_000929 C2  H2  SING N N 4  
PRD_000929 C2  H3  SING N N 5  
PRD_000929 N1  C3  SING N N 6  
PRD_000929 N1  H4  SING N N 7  
PRD_000929 C3  C4  SING N N 8  
PRD_000929 C3  C5  SING N N 9  
PRD_000929 C3  H5  SING N N 10 
PRD_000929 C4  O2  DOUB N N 11 
PRD_000929 C5  C6  SING N N 12 
PRD_000929 C5  C7  SING N N 13 
PRD_000929 C5  H6  SING N N 14 
PRD_000929 C6  H7  SING N N 15 
PRD_000929 C6  H8  SING N N 16 
PRD_000929 C6  H9  SING N N 17 
PRD_000929 C7  H10 SING N N 18 
PRD_000929 C7  H11 SING N N 19 
PRD_000929 C7  H12 SING N N 20 
PRD_000929 N2  C8  SING N N 21 
PRD_000929 N2  H13 SING N N 22 
PRD_000929 C8  C9  SING N N 23 
PRD_000929 C8  C10 SING N N 24 
PRD_000929 C8  H14 SING N N 25 
PRD_000929 C9  O3  DOUB N N 26 
PRD_000929 C10 C11 SING N N 27 
PRD_000929 C10 H15 SING N N 28 
PRD_000929 C10 H16 SING N N 29 
PRD_000929 C11 C12 SING N N 30 
PRD_000929 C11 H17 SING N N 31 
PRD_000929 C11 H18 SING N N 32 
PRD_000929 C12 O4  DOUB N N 33 
PRD_000929 C12 O5  SING N N 34 
PRD_000929 O5  H19 SING N N 35 
PRD_000929 N3  C13 SING N N 36 
PRD_000929 N3  H20 SING N N 37 
PRD_000929 C13 C14 SING N N 38 
PRD_000929 C13 C15 SING N N 39 
PRD_000929 C13 H21 SING N N 40 
PRD_000929 C14 O6  DOUB N N 41 
PRD_000929 C15 C16 SING N N 42 
PRD_000929 C15 C17 SING N N 43 
PRD_000929 C15 H22 SING N N 44 
PRD_000929 C16 C18 SING N N 45 
PRD_000929 C16 H23 SING N N 46 
PRD_000929 C16 H24 SING N N 47 
PRD_000929 C17 H25 SING N N 48 
PRD_000929 C17 H26 SING N N 49 
PRD_000929 C17 H27 SING N N 50 
PRD_000929 C18 H28 SING N N 51 
PRD_000929 C18 H29 SING N N 52 
PRD_000929 C18 H30 SING N N 53 
PRD_000929 C19 O7  SING N N 54 
PRD_000929 C19 C20 SING N N 55 
PRD_000929 C19 H31 SING N N 56 
PRD_000929 C19 H32 SING N N 57 
PRD_000929 C20 N4  SING N N 58 
PRD_000929 N4  H33 SING N N 59 
PRD_000929 O7  H34 SING N N 60 
PRD_000929 C21 C20 SING N N 61 
PRD_000929 C20 H35 SING N N 62 
PRD_000929 C21 C22 SING N N 63 
PRD_000929 C21 H36 SING N N 64 
PRD_000929 C21 H37 SING N N 65 
PRD_000929 C22 O9  DOUB N N 66 
PRD_000929 C22 O8  SING N N 67 
PRD_000929 O8  H38 SING N N 68 
PRD_000929 C1  N1  SING N N 69 
PRD_000929 C4  N2  SING N N 70 
PRD_000929 C9  N3  SING N N 71 
PRD_000929 C14 N4  SING N N 72 
# 
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_000929 SMILES           ACDLabs              12.01 "O=C(NC(CC(=O)O)CO)C(NC(=O)C(NC(=O)C(NC(=O)C)C(C)C)CCC(=O)O)C(C)CC"                                                                                                                                                                          
PRD_000929 InChI            InChI                1.03  "InChI=1S/C22H38N4O9/c1-6-12(4)19(22(35)24-14(10-27)9-17(31)32)26-20(33)15(7-8-16(29)30)25-21(34)18(11(2)3)23-13(5)28/h11-12,14-15,18-19,27H,6-10H2,1-5H3,(H,23,28)(H,24,35)(H,25,34)(H,26,33)(H,29,30)(H,31,32)/t12-,14-,15+,18-,19-/m0/s1" 
PRD_000929 InChIKey         InChI                1.03  XLKFCXNASQWPGF-DYOXLCOFSA-N                                                                                                                                                                                                                  
PRD_000929 SMILES_CANONICAL CACTVS               3.370 "CC[C@H](C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(C)=O)C(C)C)C(=O)N[C@H](CO)CC(O)=O"                                                                                                                                                     
PRD_000929 SMILES           CACTVS               3.370 "CC[CH](C)[CH](NC(=O)[CH](CCC(O)=O)NC(=O)[CH](NC(C)=O)C(C)C)C(=O)N[CH](CO)CC(O)=O"                                                                                                                                                           
PRD_000929 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(=O)O)CO)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)C"                                                                                                                                                    
PRD_000929 SMILES           "OpenEye OEToolkits" 1.7.6 "CCC(C)C(C(=O)NC(CC(=O)O)CO)NC(=O)C(CCC(=O)O)NC(=O)C(C(C)C)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_000929 "SYSTEMATIC NAME" ACDLabs              12.01 "N-acetyl-L-valyl-L-alpha-glutamyl-N-[(2S)-1-carboxy-3-hydroxypropan-2-yl]-L-isoleucinamide"                                                                                                             
PRD_000929 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-4-[[(2S)-2-acetamido-3-methyl-butanoyl]amino]-5-[[(2S,3S)-1-[[(2S)-1,4-bis(oxidanyl)-4-oxidanylidene-butan-2-yl]amino]-3-methyl-1-oxidanylidene-pentan-2-yl]amino]-5-oxidanylidene-pentanoic acid" 
# 
