data_PRDCC_000239
# 
_chem_comp.id                                    PRD_000239 
_chem_comp.name                                  "N-acetyl-L-alpha-aspartyl-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]-L-alaninamide" 
_chem_comp.formula                               "C19 H29 F N4 O9" 
_chem_comp.formula_weight                        476.453 
_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_000239 C1  C1  C 0 1 N N N 22.878 16.554 45.482 6.917  -1.348 0.363  ACE 1 C    polymer 1 1 1  ? ? ? 
PRD_000239 O1  O1  O 0 1 N N N 22.711 15.322 45.534 6.689  -1.162 1.540  ACE 1 O    polymer 1 1 2  ? ? ? 
PRD_000239 C2  C2  C 0 1 N N N 23.184 17.376 46.738 7.952  -2.361 -0.052 ACE 1 CH3  polymer 1 1 3  ? ? ? 
PRD_000239 N1  N1  N 0 1 N N N 22.807 17.246 44.350 6.241  -0.653 -0.573 ASP 2 N    polymer 1 1 4  ? ? ? 
PRD_000239 C3  C3  C 0 1 N N S 22.516 16.604 43.089 5.156  0.248  -0.175 ASP 2 CA   polymer 1 1 5  ? ? ? 
PRD_000239 C4  C4  C 0 1 N N N 23.749 16.301 42.274 3.873  -0.533 -0.057 ASP 2 C    polymer 1 1 6  ? ? ? 
PRD_000239 O2  O2  O 0 1 N N N 24.553 17.194 42.006 3.865  -1.724 -0.283 ASP 2 O    polymer 1 1 7  ? ? ? 
PRD_000239 C5  C5  C 0 1 N N N 21.605 17.504 42.256 4.991  1.344  -1.230 ASP 2 CB   polymer 1 1 8  ? ? ? 
PRD_000239 C6  C6  C 0 1 N N N 20.265 17.713 42.895 6.238  2.189  -1.276 ASP 2 CG   polymer 1 1 9  ? ? ? 
PRD_000239 O3  O3  O 0 1 N N N 19.585 16.709 43.150 7.121  2.007  -0.471 ASP 2 OD1  polymer 1 1 10 ? ? ? 
PRD_000239 O4  O4  O 0 1 N N N 19.892 18.871 43.137 6.368  3.144  -2.211 ASP 2 OD2  polymer 1 1 11 ? ? ? 
PRD_000239 N2  N2  N 0 1 N N N 23.886 15.040 41.880 2.734  0.093  0.300  VAL 3 N    polymer 1 1 12 ? ? ? 
PRD_000239 C7  C7  C 0 1 N N S 24.986 14.618 41.027 1.486  -0.666 0.415  VAL 3 CA   polymer 1 1 13 ? ? ? 
PRD_000239 C8  C8  C 0 1 N N N 24.441 13.985 39.739 0.315  0.259  0.211  VAL 3 C    polymer 1 1 14 ? ? ? 
PRD_000239 O5  O5  O 0 1 N N N 23.311 13.502 39.712 0.464  1.458  0.312  VAL 3 O    polymer 1 1 15 ? ? ? 
PRD_000239 C9  C9  C 0 1 N N N 25.934 13.641 41.732 1.401  -1.300 1.805  VAL 3 CB   polymer 1 1 16 ? ? ? 
PRD_000239 C10 C10 C 0 1 N N N 26.572 14.335 42.879 2.523  -2.327 1.967  VAL 3 CG1  polymer 1 1 17 ? ? ? 
PRD_000239 C11 C11 C 0 1 N N N 25.200 12.421 42.196 1.548  -0.212 2.871  VAL 3 CG2  polymer 1 1 18 ? ? ? 
PRD_000239 N3  N3  N 0 1 N N N 25.260 14.012 38.686 -0.900 -0.246 -0.082 ALA 4 N    polymer 1 1 19 ? ? ? 
PRD_000239 C12 C12 C 0 1 N N S 24.922 13.493 37.378 -2.014 0.655  -0.389 ALA 4 CA   polymer 1 1 20 ? ? ? 
PRD_000239 C13 C13 C 0 1 N N N 25.333 12.042 37.194 -3.318 -0.034 -0.080 ALA 4 C    polymer 1 1 21 ? ? ? 
PRD_000239 O6  O6  O 0 1 N N N 26.347 11.599 37.705 -3.317 -1.167 0.353  ALA 4 O    polymer 1 1 22 ? ? ? 
PRD_000239 C14 C14 C 0 1 N N N 25.576 14.347 36.336 -1.973 1.030  -1.871 ALA 4 CB   polymer 1 1 23 ? ? ? 
PRD_000239 N4  N4  N 0 1 N N N 24.521 11.288 36.477 -4.485 0.608  -0.286 ASP 5 N    polymer 1 1 24 ? ? ? 
PRD_000239 C15 C15 C 0 1 N N S 24.816 9.893  36.202 -5.752 -0.062 0.014  ASP 5 CA   polymer 1 1 25 ? ? ? 
PRD_000239 C16 C16 C 0 1 N N N 25.457 9.769  34.824 -6.170 -0.899 -1.168 ASP 5 C    polymer 1 1 26 ? ? ? 
PRD_000239 O7  O7  O 0 1 N N N 25.561 8.630  34.319 -5.645 -0.730 -2.242 ASP 5 O    polymer 1 1 27 ? ? ? 
PRD_000239 C17 C17 C 0 1 N N N 23.533 9.059  36.276 -6.828 0.986  0.303  ASP 5 CB   polymer 1 1 28 ? ? ? 
PRD_000239 C18 C18 C 0 1 N N N 23.278 8.496  37.671 -6.470 1.741  1.557  ASP 5 CG   polymer 1 1 29 ? ? ? 
PRD_000239 O8  O8  O 0 1 N N N 24.267 8.243  38.410 -5.458 1.468  2.158  ASP 5 OD1  polymer 1 1 30 ? ? ? 
PRD_000239 O9  O9  O 0 1 N N N 22.084 8.304  38.029 -7.275 2.717  2.007  ASP 5 OD2  polymer 1 1 31 ? ? ? 
PRD_000239 C19 C19 C 0 1 N N N 26.188 10.911 34.156 -7.243 -1.945 -1.009 CF0 6 C1   polymer 1 1 32 ? ? ? 
PRD_000239 F1  F1  F 0 1 N Y N ?      ?      ?      -7.456 -2.585 -2.235 CF0 6 F1   polymer 1 1 33 ? ? ? 
PRD_000239 H1  H1  H 0 1 N N N 23.221 16.710 47.613 8.386  -2.822 0.835  ACE 1 H1   polymer 1 1 34 ? ? ? 
PRD_000239 H2  H2  H 0 1 N N N 24.155 17.880 46.619 7.483  -3.129 -0.668 ACE 1 H2   polymer 1 1 35 ? ? ? 
PRD_000239 H3  H3  H 0 1 N N N 22.396 18.129 46.884 8.737  -1.866 -0.624 ACE 1 H3   polymer 1 1 36 ? ? ? 
PRD_000239 H4  H4  H 0 1 N N N 22.959 18.234 44.371 6.473  -0.748 -1.510 ASP 2 H    polymer 1 1 37 ? ? ? 
PRD_000239 H5  H5  H 0 1 N N N 21.985 15.660 43.278 5.395  0.702  0.787  ASP 2 HA   polymer 1 1 38 ? ? ? 
PRD_000239 H6  H6  H 0 1 N N N 22.093 18.482 42.132 4.825  0.888  -2.205 ASP 2 HB2  polymer 1 1 39 ? ? ? 
PRD_000239 H7  H7  H 0 1 N N N 21.457 17.040 41.270 4.137  1.971  -0.972 ASP 2 HB3  polymer 1 1 40 ? ? ? 
PRD_000239 H8  H8  H 0 1 N N N 19.030 18.850 43.535 7.186  3.660  -2.200 ASP 2 HD2  polymer 1 1 41 ? ? ? 
PRD_000239 H9  H9  H 0 1 N N N 23.214 14.362 42.178 2.740  1.046  0.480  VAL 3 H    polymer 1 1 42 ? ? ? 
PRD_000239 H10 H10 H 0 1 N N N 25.571 15.505 40.742 1.466  -1.450 -0.343 VAL 3 HA   polymer 1 1 43 ? ? ? 
PRD_000239 H11 H11 H 0 1 N N N 26.714 13.337 41.018 0.436  -1.794 1.921  VAL 3 HB   polymer 1 1 44 ? ? ? 
PRD_000239 H12 H12 H 0 0 N N N 27.255 13.643 43.393 3.484  -1.815 1.991  VAL 3 HG11 polymer 1 1 45 ? ? ? 
PRD_000239 H13 H13 H 0 0 N N N 27.138 15.204 42.513 2.380  -2.877 2.898  VAL 3 HG12 polymer 1 1 46 ? ? ? 
PRD_000239 H14 H14 H 0 0 N N N 25.795 14.673 43.581 2.503  -3.023 1.128  VAL 3 HG13 polymer 1 1 47 ? ? ? 
PRD_000239 H15 H15 H 0 0 N N N 25.902 11.738 42.697 0.748  0.520  2.755  VAL 3 HG21 polymer 1 1 48 ? ? ? 
PRD_000239 H16 H16 H 0 0 N N N 24.409 12.715 42.901 1.487  -0.663 3.861  VAL 3 HG22 polymer 1 1 49 ? ? ? 
PRD_000239 H17 H17 H 0 0 N N N 24.750 11.913 41.331 2.512  0.282  2.755  VAL 3 HG23 polymer 1 1 50 ? ? ? 
PRD_000239 H18 H18 H 0 1 N N N 26.166 14.417 38.809 -1.037 -1.206 -0.091 ALA 4 H    polymer 1 1 51 ? ? ? 
PRD_000239 H19 H19 H 0 1 N N N 23.832 13.557 37.241 -1.928 1.558  0.217  ALA 4 HA   polymer 1 1 52 ? ? ? 
PRD_000239 H20 H20 H 0 1 N N N 25.326 13.962 35.336 -2.059 0.128  -2.477 ALA 4 HB1  polymer 1 1 53 ? ? ? 
PRD_000239 H21 H21 H 0 1 N N N 25.215 15.382 36.431 -2.802 1.701  -2.099 ALA 4 HB2  polymer 1 1 54 ? ? ? 
PRD_000239 H22 H22 H 0 1 N N N 26.667 14.325 36.475 -1.030 1.529  -2.095 ALA 4 HB3  polymer 1 1 55 ? ? ? 
PRD_000239 H23 H23 H 0 1 N N N 23.680 11.688 36.113 -4.485 1.514  -0.632 ASP 5 H    polymer 1 1 56 ? ? ? 
PRD_000239 H24 H24 H 0 1 N N N 25.523 9.512  36.953 -5.627 -0.704 0.887  ASP 5 HA   polymer 1 1 57 ? ? ? 
PRD_000239 H25 H25 H 0 1 N N N 22.682 9.696  35.992 -6.891 1.682  -0.534 ASP 5 HB2  polymer 1 1 58 ? ? ? 
PRD_000239 H26 H26 H 0 1 N N N 23.616 8.221  35.568 -7.790 0.492  0.439  ASP 5 HB3  polymer 1 1 59 ? ? ? 
PRD_000239 H27 H27 H 0 1 N N N 22.070 7.952  38.911 -7.003 3.172  2.815  ASP 5 HD2  polymer 1 1 60 ? ? ? 
PRD_000239 H28 H28 H 0 1 N N N 27.266 10.761 33.998 -6.929 -2.678 -0.266 CF0 6 H1   polymer 1 1 61 ? ? ? 
PRD_000239 H29 H29 H 0 1 N N N 26.016 11.907 34.590 -8.168 -1.470 -0.682 CF0 6 H2   polymer 1 1 62 ? ? ? 
# 
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_000239 C1  O1  DOUB N N 1  
PRD_000239 C1  C2  SING N N 2  
PRD_000239 C2  H1  SING N N 3  
PRD_000239 C2  H2  SING N N 4  
PRD_000239 C2  H3  SING N N 5  
PRD_000239 N1  C3  SING N N 6  
PRD_000239 N1  H4  SING N N 7  
PRD_000239 C3  C4  SING N N 8  
PRD_000239 C3  C5  SING N N 9  
PRD_000239 C3  H5  SING N N 10 
PRD_000239 C4  O2  DOUB N N 11 
PRD_000239 C5  C6  SING N N 12 
PRD_000239 C5  H6  SING N N 13 
PRD_000239 C5  H7  SING N N 14 
PRD_000239 C6  O3  DOUB N N 15 
PRD_000239 C6  O4  SING N N 16 
PRD_000239 O4  H8  SING N N 17 
PRD_000239 N2  C7  SING N N 18 
PRD_000239 N2  H9  SING N N 19 
PRD_000239 C7  C8  SING N N 20 
PRD_000239 C7  C9  SING N N 21 
PRD_000239 C7  H10 SING N N 22 
PRD_000239 C8  O5  DOUB N N 23 
PRD_000239 C9  C10 SING N N 24 
PRD_000239 C9  C11 SING N N 25 
PRD_000239 C9  H11 SING N N 26 
PRD_000239 C10 H12 SING N N 27 
PRD_000239 C10 H13 SING N N 28 
PRD_000239 C10 H14 SING N N 29 
PRD_000239 C11 H15 SING N N 30 
PRD_000239 C11 H16 SING N N 31 
PRD_000239 C11 H17 SING N N 32 
PRD_000239 N3  C12 SING N N 33 
PRD_000239 N3  H18 SING N N 34 
PRD_000239 C12 C13 SING N N 35 
PRD_000239 C12 C14 SING N N 36 
PRD_000239 C12 H19 SING N N 37 
PRD_000239 C13 O6  DOUB N N 38 
PRD_000239 C14 H20 SING N N 39 
PRD_000239 C14 H21 SING N N 40 
PRD_000239 C14 H22 SING N N 41 
PRD_000239 N4  C15 SING N N 42 
PRD_000239 N4  H23 SING N N 43 
PRD_000239 C15 C16 SING N N 44 
PRD_000239 C15 C17 SING N N 45 
PRD_000239 C15 H24 SING N N 46 
PRD_000239 C16 O7  DOUB N N 47 
PRD_000239 C17 C18 SING N N 48 
PRD_000239 C17 H25 SING N N 49 
PRD_000239 C17 H26 SING N N 50 
PRD_000239 C18 O8  DOUB N N 51 
PRD_000239 C18 O9  SING N N 52 
PRD_000239 O9  H27 SING N N 53 
PRD_000239 C19 F1  SING N N 54 
PRD_000239 C19 H28 SING N N 55 
PRD_000239 C19 H29 SING N N 56 
PRD_000239 C1  N1  SING N N 57 
PRD_000239 C16 C19 SING N N 58 
PRD_000239 C4  N2  SING N N 59 
PRD_000239 C8  N3  SING N N 60 
PRD_000239 C13 N4  SING N N 61 
# 
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_000239 SMILES           ACDLabs              12.01 "O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)CF)CC(=O)O)C)C(C)C)CC(=O)O)C"                                                                                                                                                        
PRD_000239 InChI            InChI                1.03  "InChI=1S/C19H29FN4O9/c1-8(2)16(24-18(32)12(6-15(29)30)22-10(4)25)19(33)21-9(3)17(31)23-11(5-14(27)28)13(26)7-20/h8-9,11-12,16H,5-7H2,1-4H3,(H,21,33)(H,22,25)(H,23,31)(H,24,32)(H,27,28)(H,29,30)/t9-,11+,12?,16?/m0/s1" 
PRD_000239 InChIKey         InChI                1.03  YXORVUGPTYBNIK-DFEGOZKCSA-N                                                                                                                                                                                               
PRD_000239 SMILES_CANONICAL CACTVS               3.370 "CC(C)[C@H](NC(=O)[C@H](CC(O)=O)NC(C)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(O)=O)C(=O)CF"                                                                                                                                      
PRD_000239 SMILES           CACTVS               3.370 "CC(C)[CH](NC(=O)[CH](CC(O)=O)NC(C)=O)C(=O)N[CH](C)C(=O)N[CH](CC(O)=O)C(=O)CF"                                                                                                                                            
PRD_000239 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)CF)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)C"                                                                                                                                      
PRD_000239 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)O)C(=O)CF)NC(=O)C(CC(=O)O)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_000239 "SYSTEMATIC NAME" ACDLabs              12.01 "N-acetyl-L-alpha-aspartyl-L-valyl-N-[(2R)-1-carboxy-4-fluoro-3-oxobutan-2-yl]-L-alaninamide"                                                                                
PRD_000239 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-oxidanyl-4-oxidanylidene-butanoyl]amino]-3-methyl-butanoyl]amino]propanoyl]amino]-5-fluoranyl-4-oxidanylidene-pentanoic acid" 
# 
