data_PRDCC_000331
# 
_chem_comp.id                                    PRD_000331 
_chem_comp.name                                  "N-[(benzyloxy)carbonyl]-L-alpha-aspartyl-L-alpha-glutamyl-L-valyl-L-aspartic acid" 
_chem_comp.formula                               "C26 H34 N4 O12" 
_chem_comp.formula_weight                        594.568 
_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_000331 C1  C1  C 0 1 N N N 45.278 75.066 9.463  4.761  0.269  0.688  PHQ 1 C1   polymer 1 1 1  ? ? ? 
PRD_000331 O1  O1  O 0 1 N N N 46.397 74.528 9.324  4.219  1.150  1.327  PHQ 1 O1   polymer 1 1 2  ? ? ? 
PRD_000331 O2  O2  O 0 1 N N N 44.762 76.036 8.614  6.012  0.447  0.224  PHQ 1 O2   polymer 1 1 3  ? ? ? 
PRD_000331 C2  C2  C 0 1 N N N 45.434 76.538 7.450  6.653  1.715  0.526  PHQ 1 C2   polymer 1 1 4  ? ? ? 
PRD_000331 C3  C3  C 0 1 Y N N 44.479 77.580 6.971  8.037  1.732  -0.070 PHQ 1 C3   polymer 1 1 5  ? ? ? 
PRD_000331 C4  C4  C 0 1 Y N N 44.512 78.906 7.547  8.231  2.203  -1.355 PHQ 1 C4   polymer 1 1 6  ? ? ? 
PRD_000331 C5  C5  C 0 1 Y N N 43.572 79.909 7.103  9.501  2.219  -1.901 PHQ 1 C5   polymer 1 1 7  ? ? ? 
PRD_000331 C6  C6  C 0 1 Y N N 42.587 79.600 6.082  10.577 1.763  -1.162 PHQ 1 C6   polymer 1 1 8  ? ? ? 
PRD_000331 C7  C7  C 0 1 Y N N 42.541 78.273 5.498  10.383 1.293  0.123  PHQ 1 C7   polymer 1 1 9  ? ? ? 
PRD_000331 C8  C8  C 0 1 Y N N 43.487 77.266 5.948  9.114  1.281  0.671  PHQ 1 C8   polymer 1 1 10 ? ? ? 
PRD_000331 N1  N1  N 0 1 N N N 44.492 74.811 10.426 4.111  -0.887 0.448  ASP 2 N    polymer 1 1 11 ? ? ? 
PRD_000331 C9  C9  C 0 1 N N S 44.832 73.913 11.486 2.798  -1.128 1.051  ASP 2 CA   polymer 1 1 12 ? ? ? 
PRD_000331 C10 C10 C 0 1 N N N 44.785 74.942 12.671 1.724  -0.548 0.166  ASP 2 C    polymer 1 1 13 ? ? ? 
PRD_000331 O3  O3  O 0 1 N N N 45.629 75.859 12.757 2.027  0.011  -0.867 ASP 2 O    polymer 1 1 14 ? ? ? 
PRD_000331 C11 C11 C 0 1 N N N 43.949 72.690 11.607 2.575  -2.634 1.204  ASP 2 CB   polymer 1 1 15 ? ? ? 
PRD_000331 C12 C12 C 0 1 N N N 44.091 71.682 10.462 3.587  -3.196 2.168  ASP 2 CG   polymer 1 1 16 ? ? ? 
PRD_000331 O4  O4  O 0 1 N N N 45.238 71.061 10.285 4.441  -2.479 2.634  ASP 2 OD1  polymer 1 1 17 ? ? ? 
PRD_000331 O5  O5  O 0 1 N N N 43.077 71.430 9.689  3.539  -4.493 2.511  ASP 2 OD2  polymer 1 1 18 ? ? ? 
PRD_000331 N2  N2  N 0 1 N N N 43.726 74.872 13.462 0.429  -0.651 0.522  GLU 3 N    polymer 1 1 19 ? ? ? 
PRD_000331 C13 C13 C 0 1 N N S 43.430 75.813 14.591 -0.615 -0.088 -0.339 GLU 3 CA   polymer 1 1 20 ? ? ? 
PRD_000331 C14 C14 C 0 1 N N N 42.669 75.002 15.672 -1.833 0.227  0.490  GLU 3 C    polymer 1 1 21 ? ? ? 
PRD_000331 O6  O6  O 0 1 N N N 41.818 74.137 15.360 -1.831 0.004  1.682  GLU 3 O    polymer 1 1 22 ? ? ? 
PRD_000331 C15 C15 C 0 1 N N N 42.547 77.025 14.149 -0.984 -1.102 -1.423 GLU 3 CB   polymer 1 1 23 ? ? ? 
PRD_000331 C16 C16 C 0 1 N N N 43.026 77.803 12.900 0.219  -1.329 -2.341 GLU 3 CG   polymer 1 1 24 ? ? ? 
PRD_000331 C17 C17 C 0 1 N N N 42.801 79.351 12.877 -0.144 -2.328 -3.409 GLU 3 CD   polymer 1 1 25 ? ? ? 
PRD_000331 O7  O7  O 0 1 N N N 41.822 79.912 13.530 -1.252 -2.809 -3.434 GLU 3 OE1  polymer 1 1 26 ? ? ? 
PRD_000331 O8  O8  O 0 1 N N N 43.612 80.101 12.172 0.762  -2.682 -4.333 GLU 3 OE2  polymer 1 1 27 ? ? ? 
PRD_000331 N3  N3  N 0 1 N N N 42.986 75.265 16.938 -2.926 0.758  -0.094 VAL 4 N    polymer 1 1 28 ? ? ? 
PRD_000331 C18 C18 C 0 1 N N S 42.338 74.534 18.061 -4.111 1.065  0.712  VAL 4 CA   polymer 1 1 29 ? ? ? 
PRD_000331 C19 C19 C 0 1 N N N 41.148 75.266 18.519 -5.334 1.048  -0.168 VAL 4 C    polymer 1 1 30 ? ? ? 
PRD_000331 O9  O9  O 0 1 N N N 41.066 76.491 18.436 -5.218 1.145  -1.371 VAL 4 O    polymer 1 1 31 ? ? ? 
PRD_000331 C20 C20 C 0 1 N N N 43.422 74.226 19.104 -3.954 2.450  1.342  VAL 4 CB   polymer 1 1 32 ? ? ? 
PRD_000331 C21 C21 C 0 1 N N N 44.601 73.444 18.522 -2.794 2.429  2.339  VAL 4 CG1  polymer 1 1 33 ? ? ? 
PRD_000331 C22 C22 C 0 1 N N N 44.031 75.484 19.728 -3.667 3.479  0.246  VAL 4 CG2  polymer 1 1 34 ? ? ? 
PRD_000331 N4  N4  N 0 1 N N N 40.253 74.458 18.915 -6.558 0.925  0.383  ASA 5 N    polymer 1 1 35 ? ? ? 
PRD_000331 C23 C23 C 0 1 N N S 39.057 74.924 19.485 -7.738 0.790  -0.476 ASA 5 CA   polymer 1 1 36 ? ? ? 
PRD_000331 C24 C24 C 0 1 N N N 39.229 74.763 21.011 -8.219 2.158  -0.886 ASA 5 C    polymer 1 1 37 ? ? ? 
PRD_000331 O10 O10 O 0 1 N N N 38.391 75.303 21.849 -7.636 3.144  -0.502 ASA 5 O    polymer 1 1 38 ? ? ? 
PRD_000331 C25 C25 C 0 1 N N N 37.875 74.065 18.997 -8.847 0.068  0.291  ASA 5 CB   polymer 1 1 39 ? ? ? 
PRD_000331 C26 C26 C 0 1 N N N 37.112 74.656 17.801 -8.412 -1.342 0.595  ASA 5 CG   polymer 1 1 40 ? ? ? 
PRD_000331 O11 O11 O 0 1 N N N 37.321 75.873 17.434 -7.326 -1.730 0.235  ASA 5 OD1  polymer 1 1 41 ? ? ? 
PRD_000331 O12 O12 O 0 1 N Y N 36.255 73.931 17.159 -9.232 -2.167 1.266  ASA 5 OD2  polymer 1 1 42 ? ? ? 
PRD_000331 H1  H1  H 0 1 N N N 46.409 76.977 7.709  6.065  2.529  0.102  PHQ 1 H21  polymer 1 1 43 ? ? ? 
PRD_000331 H2  H2  H 0 1 N N N 45.575 75.748 6.698  6.721  1.840  1.606  PHQ 1 H22  polymer 1 1 44 ? ? ? 
PRD_000331 H3  H3  H 0 1 N N N 45.239 79.146 8.309  7.391  2.559  -1.932 PHQ 1 H41  polymer 1 1 45 ? ? ? 
PRD_000331 H4  H4  H 0 1 N N N 43.602 80.898 7.535  9.652  2.587  -2.905 PHQ 1 H51  polymer 1 1 46 ? ? ? 
PRD_000331 H5  H5  H 0 1 N N N 41.889 80.358 5.758  11.569 1.775  -1.589 PHQ 1 H61  polymer 1 1 47 ? ? ? 
PRD_000331 H6  H6  H 0 1 N N N 41.812 78.036 4.737  11.224 0.937  0.700  PHQ 1 H71  polymer 1 1 48 ? ? ? 
PRD_000331 H7  H7  H 0 1 N N N 43.456 76.275 5.521  8.963  0.917  1.676  PHQ 1 H81  polymer 1 1 49 ? ? ? 
PRD_000331 H8  H8  H 0 1 N N N 43.597 75.257 10.445 4.513  -1.559 -0.124 ASP 2 H    polymer 1 1 50 ? ? ? 
PRD_000331 H9  H9  H 0 1 N N N 45.874 73.581 11.369 2.755  -0.653 2.032  ASP 2 HA   polymer 1 1 51 ? ? ? 
PRD_000331 H10 H10 H 0 1 N N N 44.200 72.178 12.548 1.570  -2.816 1.584  ASP 2 HB2  polymer 1 1 52 ? ? ? 
PRD_000331 H11 H11 H 0 1 N N N 42.902 73.025 11.640 2.690  -3.118 0.234  ASP 2 HB3  polymer 1 1 53 ? ? ? 
PRD_000331 H12 H12 H 0 1 N N N 43.323 70.775 9.046  4.209  -4.808 3.133  ASP 2 HD2  polymer 1 1 54 ? ? ? 
PRD_000331 H13 H13 H 0 1 N N N 43.073 74.134 13.293 0.187  -1.099 1.348  GLU 3 H    polymer 1 1 55 ? ? ? 
PRD_000331 H14 H14 H 0 1 N N N 44.370 76.191 15.018 -0.246 0.825  -0.806 GLU 3 HA   polymer 1 1 56 ? ? ? 
PRD_000331 H15 H15 H 0 1 N N N 41.536 76.645 13.940 -1.268 -2.046 -0.957 GLU 3 HB2  polymer 1 1 57 ? ? ? 
PRD_000331 H16 H16 H 0 1 N N N 42.505 77.733 14.989 -1.820 -0.720 -2.008 GLU 3 HB3  polymer 1 1 58 ? ? ? 
PRD_000331 H17 H17 H 0 1 N N N 44.107 77.627 12.798 0.503  -0.385 -2.807 GLU 3 HG2  polymer 1 1 59 ? ? ? 
PRD_000331 H18 H18 H 0 1 N N N 42.502 77.382 12.030 1.056  -1.711 -1.755 GLU 3 HG3  polymer 1 1 60 ? ? ? 
PRD_000331 H19 H19 H 0 1 N N N 43.348 81.010 12.246 0.483  -3.326 -4.997 GLU 3 HE2  polymer 1 1 61 ? ? ? 
PRD_000331 H20 H20 H 0 1 N N N 43.671 75.966 17.138 -2.928 0.937  -1.047 VAL 4 H    polymer 1 1 62 ? ? ? 
PRD_000331 H21 H21 H 0 1 N N N 41.997 73.566 17.665 -4.218 0.318  1.499  VAL 4 HA   polymer 1 1 63 ? ? ? 
PRD_000331 H22 H22 H 0 1 N N N 42.969 73.625 19.906 -4.874 2.720  1.860  VAL 4 HB   polymer 1 1 64 ? ? ? 
PRD_000331 H23 H23 H 0 0 N N N 45.342 73.254 19.313 -1.858 2.268  1.804  VAL 4 HG11 polymer 1 1 65 ? ? ? 
PRD_000331 H24 H24 H 0 0 N N N 44.242 72.486 18.118 -2.752 3.382  2.867  VAL 4 HG12 polymer 1 1 66 ? ? ? 
PRD_000331 H25 H25 H 0 0 N N N 45.067 74.030 17.716 -2.946 1.623  3.056  VAL 4 HG13 polymer 1 1 67 ? ? ? 
PRD_000331 H26 H26 H 0 0 N N N 44.797 75.195 20.463 -4.493 3.494  -0.464 VAL 4 HG21 polymer 1 1 68 ? ? ? 
PRD_000331 H27 H27 H 0 0 N N N 44.492 76.098 18.940 -3.555 4.466  0.695  VAL 4 HG22 polymer 1 1 69 ? ? ? 
PRD_000331 H28 H28 H 0 0 N N N 43.242 76.063 20.229 -2.747 3.210  -0.272 VAL 4 HG23 polymer 1 1 70 ? ? ? 
PRD_000331 H29 H29 H 0 1 N N N 40.402 73.474 18.820 -6.658 0.925  1.348  ASA 5 H    polymer 1 1 71 ? ? ? 
PRD_000331 H30 H30 H 0 1 N N N 38.874 75.981 19.242 -7.477 0.215  -1.364 ASA 5 HA   polymer 1 1 72 ? ? ? 
PRD_000331 H31 H31 H 0 1 N Y N 40.062 74.190 21.392 -9.084 2.257  -1.525 ASA 5 H1   polymer 1 1 73 ? ? ? 
PRD_000331 H32 H32 H 0 1 N N N 38.264 73.079 18.703 -9.047 0.596  1.224  ASA 5 HB2  polymer 1 1 74 ? ? ? 
PRD_000331 H33 H33 H 0 1 N N N 37.168 73.947 19.831 -9.753 0.047  -0.315 ASA 5 HB3  polymer 1 1 75 ? ? ? 
PRD_000331 H34 H34 H 0 1 N Y N 35.873 74.441 16.454 -8.909 -3.063 1.437  ASA 5 HD2  polymer 1 1 76 ? ? ? 
# 
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_000331 C1  O1  DOUB N N 1  
PRD_000331 C1  O2  SING N N 2  
PRD_000331 O2  C2  SING N N 3  
PRD_000331 C2  C3  SING N N 4  
PRD_000331 C2  H1  SING N N 5  
PRD_000331 C2  H2  SING N N 6  
PRD_000331 C3  C4  DOUB Y N 7  
PRD_000331 C3  C8  SING Y N 8  
PRD_000331 C4  C5  SING Y N 9  
PRD_000331 C4  H3  SING N N 10 
PRD_000331 C5  C6  DOUB Y N 11 
PRD_000331 C5  H4  SING N N 12 
PRD_000331 C6  C7  SING Y N 13 
PRD_000331 C6  H5  SING N N 14 
PRD_000331 C7  C8  DOUB Y N 15 
PRD_000331 C7  H6  SING N N 16 
PRD_000331 C8  H7  SING N N 17 
PRD_000331 N1  C9  SING N N 18 
PRD_000331 N1  H8  SING N N 19 
PRD_000331 C9  C10 SING N N 20 
PRD_000331 C9  C11 SING N N 21 
PRD_000331 C9  H9  SING N N 22 
PRD_000331 C10 O3  DOUB N N 23 
PRD_000331 C11 C12 SING N N 24 
PRD_000331 C11 H10 SING N N 25 
PRD_000331 C11 H11 SING N N 26 
PRD_000331 C12 O4  DOUB N N 27 
PRD_000331 C12 O5  SING N N 28 
PRD_000331 O5  H12 SING N N 29 
PRD_000331 N2  C13 SING N N 30 
PRD_000331 N2  H13 SING N N 31 
PRD_000331 C13 C14 SING N N 32 
PRD_000331 C13 C15 SING N N 33 
PRD_000331 C13 H14 SING N N 34 
PRD_000331 C14 O6  DOUB N N 35 
PRD_000331 C15 C16 SING N N 36 
PRD_000331 C15 H15 SING N N 37 
PRD_000331 C15 H16 SING N N 38 
PRD_000331 C16 C17 SING N N 39 
PRD_000331 C16 H17 SING N N 40 
PRD_000331 C16 H18 SING N N 41 
PRD_000331 C17 O7  DOUB N N 42 
PRD_000331 C17 O8  SING N N 43 
PRD_000331 O8  H19 SING N N 44 
PRD_000331 N3  C18 SING N N 45 
PRD_000331 N3  H20 SING N N 46 
PRD_000331 C18 C19 SING N N 47 
PRD_000331 C18 C20 SING N N 48 
PRD_000331 C18 H21 SING N N 49 
PRD_000331 C19 O9  DOUB N N 50 
PRD_000331 C20 C21 SING N N 51 
PRD_000331 C20 C22 SING N N 52 
PRD_000331 C20 H22 SING N N 53 
PRD_000331 C21 H23 SING N N 54 
PRD_000331 C21 H24 SING N N 55 
PRD_000331 C21 H25 SING N N 56 
PRD_000331 C22 H26 SING N N 57 
PRD_000331 C22 H27 SING N N 58 
PRD_000331 C22 H28 SING N N 59 
PRD_000331 N4  C23 SING N N 60 
PRD_000331 N4  H29 SING N N 61 
PRD_000331 C23 C24 SING N N 62 
PRD_000331 C23 C25 SING N N 63 
PRD_000331 C23 H30 SING N N 64 
PRD_000331 C24 O10 DOUB N N 65 
PRD_000331 C24 H31 SING N N 66 
PRD_000331 C25 C26 SING N N 67 
PRD_000331 C25 H32 SING N N 68 
PRD_000331 C25 H33 SING N N 69 
PRD_000331 C26 O11 DOUB N N 70 
PRD_000331 C26 O12 SING N N 71 
PRD_000331 O12 H34 SING N N 72 
PRD_000331 C1  N1  SING N N 73 
PRD_000331 C19 N4  SING N N 74 
PRD_000331 C10 N2  SING N N 75 
PRD_000331 C14 N3  SING N N 76 
# 
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_000331 SMILES           ACDLabs              12.01 "O=C(O)CC(C=O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)OCc1ccccc1)CC(=O)O)CCC(=O)O)C(C)C"                                                                                                                                                                       
PRD_000331 InChI            InChI                1.03  "InChI=1S/C26H34N4O12/c1-14(2)22(25(40)27-16(12-31)10-20(34)35)30-23(38)17(8-9-19(32)33)28-24(39)18(11-21(36)37)29-26(41)42-13-15-6-4-3-5-7-15/h3-7,12,14,16-18,22H,8-11,13H2,1-2H3,(H,27,40)(H,28,39)(H,29,41)(H,30,38)(H,32,33)(H,34,35)(H,36,37)" 
PRD_000331 InChIKey         InChI                1.03  QHLKOSYBUIXADG-UHFFFAOYSA-N                                                                                                                                                                                                                          
PRD_000331 SMILES_CANONICAL CACTVS               3.370 "CC(C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](CC(O)=O)NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(O)=O)C=O"                                                                                                                                                     
PRD_000331 SMILES           CACTVS               3.370 "CC(C)[CH](NC(=O)[CH](CCC(O)=O)NC(=O)[CH](CC(O)=O)NC(=O)OCc1ccccc1)C(=O)N[CH](CC(O)=O)C=O"                                                                                                                                                           
PRD_000331 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)C=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](CC(=O)O)NC(=O)OCc1ccccc1"                                                                                                                                                    
PRD_000331 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)C(C(=O)NC(CC(=O)O)C=O)NC(=O)C(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)OCc1ccccc1"                                                                                                                                                                       
# 
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_000331 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(benzyloxy)carbonyl]-D-alpha-aspartyl-L-alpha-glutamyl-N-[(2R)-1-carboxy-3-oxopropan-2-yl]-L-valinamide"                                                                                                                           
PRD_000331 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-5-[[(2S)-3-methyl-1-[[(2S)-4-oxidanyl-1,4-bis(oxidanylidene)butan-2-yl]amino]-1-oxidanylidene-butan-2-yl]amino]-5-oxidanylidene-4-[[(2R)-4-oxidanyl-4-oxidanylidene-2-(phenylmethoxycarbonylamino)butanoyl]amino]pentanoic acid" 
# 
