data_PRDCC_001092
# 
_chem_comp.id                                    PRD_001092 
_chem_comp.name                                  "D-phenylalanyl-L-prolyl-N~5~-[amino(iminio)methyl]-D-ornithyl-L-cysteinamide" 
_chem_comp.formula                               "C23 H37 N8 O4 S" 
_chem_comp.formula_weight                        521.656 
_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_001092 N1  N1  N 0 1 N N N 15.767 -24.530 -20.468 4.697  1.439  0.780  DPN 1 N    polymer 1 1 1  ? ? ? 
PRD_001092 C1  C1  C 0 1 N N R 17.208 -24.199 -20.641 4.451  0.112  0.200  DPN 1 CA   polymer 1 1 2  ? ? ? 
PRD_001092 C2  C2  C 0 1 N N N 17.123 -22.736 -20.477 3.077  0.081  -0.417 DPN 1 C    polymer 1 1 3  ? ? ? 
PRD_001092 O1  O1  O 0 1 N N N 16.467 -22.289 -19.555 2.519  1.118  -0.708 DPN 1 O    polymer 1 1 4  ? ? ? 
PRD_001092 C3  C3  C 0 1 N N N 18.067 -24.870 -19.571 5.500  -0.177 -0.876 DPN 1 CB   polymer 1 1 5  ? ? ? 
PRD_001092 C4  C4  C 0 1 Y N N 19.526 -24.474 -19.587 6.862  -0.268 -0.237 DPN 1 CG   polymer 1 1 6  ? ? ? 
PRD_001092 C5  C5  C 0 1 Y N N 20.063 -23.695 -18.572 7.332  -1.485 0.220  DPN 1 CD1  polymer 1 1 7  ? ? ? 
PRD_001092 C6  C6  C 0 1 Y N N 20.294 -24.822 -20.686 7.644  0.865  -0.114 DPN 1 CD2  polymer 1 1 8  ? ? ? 
PRD_001092 C7  C7  C 0 1 Y N N 21.385 -23.294 -18.664 8.581  -1.568 0.805  DPN 1 CE1  polymer 1 1 9  ? ? ? 
PRD_001092 C8  C8  C 0 1 Y N N 21.630 -24.422 -20.772 8.894  0.782  0.471  DPN 1 CE2  polymer 1 1 10 ? ? ? 
PRD_001092 C9  C9  C 0 1 Y N N 22.162 -23.635 -19.757 9.361  -0.434 0.933  DPN 1 CZ   polymer 1 1 11 ? ? ? 
PRD_001092 N2  N2  N 0 1 N N N 17.755 -21.949 -21.370 2.467  -1.099 -0.647 PRO 2 N    polymer 1 1 12 ? ? ? 
PRD_001092 C10 C10 C 0 1 N N S 17.681 -20.479 -21.322 1.134  -1.274 -1.240 PRO 2 CA   polymer 1 1 13 ? ? ? 
PRD_001092 C11 C11 C 0 1 N N N 16.248 -19.992 -21.172 0.100  -0.580 -0.391 PRO 2 C    polymer 1 1 14 ? ? ? 
PRD_001092 O2  O2  O 0 1 N N N 15.354 -20.588 -21.801 0.437  0.007  0.615  PRO 2 O    polymer 1 1 15 ? ? ? 
PRD_001092 C12 C12 C 0 1 N N N 18.192 -20.052 -22.699 0.846  -2.790 -1.283 PRO 2 CB   polymer 1 1 16 ? ? ? 
PRD_001092 C13 C13 C 0 1 N N N 19.059 -21.150 -23.139 1.795  -3.354 -0.193 PRO 2 CG   polymer 1 1 17 ? ? ? 
PRD_001092 C14 C14 C 0 1 N N N 18.482 -22.433 -22.555 3.030  -2.429 -0.350 PRO 2 CD   polymer 1 1 18 ? ? ? 
PRD_001092 N3  N3  N 0 1 N N N 16.030 -18.952 -20.355 -1.199 -0.612 -0.751 DAR 3 N    polymer 1 1 19 ? ? ? 
PRD_001092 C15 C15 C 0 1 N N R 14.750 -18.339 -20.218 -2.204 0.063  0.075  DAR 3 CA   polymer 1 1 20 ? ? ? 
PRD_001092 C16 C16 C 0 1 N N N 13.916 -18.961 -19.133 -3.568 -0.596 -0.142 DAR 3 CB   polymer 1 1 21 ? ? ? 
PRD_001092 C17 C17 C 0 1 N N N 13.006 -18.013 -18.360 -3.525 -2.037 0.370  DAR 3 CG   polymer 1 1 22 ? ? ? 
PRD_001092 C18 C18 C 0 1 N N N 12.718 -18.420 -16.900 -4.888 -2.696 0.153  DAR 3 CD   polymer 1 1 23 ? ? ? 
PRD_001092 N4  N4  N 0 1 N N N 12.145 -19.765 -16.761 -4.847 -4.076 0.643  DAR 3 NE   polymer 1 1 24 ? ? ? 
PRD_001092 C19 C19 C 0 1 N N N 11.535 -20.124 -15.525 -5.960 -4.867 0.554  DAR 3 CZ   polymer 1 1 25 ? ? ? 
PRD_001092 N5  N5  N 0 1 N N N 11.009 -21.365 -15.398 -7.081 -4.382 0.022  DAR 3 NH1  polymer 1 1 26 ? ? ? 
PRD_001092 N6  N6  N 1 1 N N N 11.754 -19.395 -14.464 -5.923 -6.121 0.999  DAR 3 NH2  polymer 1 1 27 ? ? ? 
PRD_001092 C20 C20 C 0 1 N N N 13.993 -18.337 -21.523 -2.280 1.517  -0.315 DAR 3 C    polymer 1 1 28 ? ? ? 
PRD_001092 O3  O3  O 0 1 N N N 12.823 -18.799 -21.575 -1.566 1.947  -1.196 DAR 3 O    polymer 1 1 29 ? ? ? 
PRD_001092 N7  N7  N 0 1 N N N 14.634 -17.824 -22.579 -3.143 2.339  0.315  CYS 4 N    polymer 1 1 30 ? ? ? 
PRD_001092 C21 C21 C 0 1 N N R 14.064 -17.814 -23.936 -3.218 3.752  -0.065 CYS 4 CA   polymer 1 1 31 ? ? ? 
PRD_001092 C22 C22 C 0 1 N N N 12.922 -16.805 -24.020 -2.161 4.528  0.678  CYS 4 C    polymer 1 1 32 ? ? ? 
PRD_001092 O4  O4  O 0 1 N N N 12.643 -16.062 -23.073 -1.418 3.957  1.448  CYS 4 O    polymer 1 1 33 ? ? ? 
PRD_001092 C23 C23 C 0 1 N N N 13.732 -19.211 -24.400 -4.600 4.303  0.291  CYS 4 CB   polymer 1 1 34 ? ? ? 
PRD_001092 S1  S1  S 0 1 N N N 13.146 -19.533 -26.065 -5.872 3.369  -0.603 CYS 4 SG   polymer 1 1 35 ? ? ? 
PRD_001092 N8  N8  N 0 1 N N N 12.252 -16.606 -25.286 -2.040 5.857  0.486  NH2 5 N    polymer 1 1 36 ? ? ? 
PRD_001092 H1  H1  H 0 1 N N N 15.639 -25.518 -20.552 4.643  2.158  0.074  DPN 1 H    polymer 1 1 37 ? ? ? 
PRD_001092 H2  H2  H 0 1 N Y N 15.462 -24.230 -19.564 4.057  1.627  1.537  DPN 1 H2   polymer 1 1 38 ? ? ? 
PRD_001092 H3  H3  H 0 1 N N N 17.560 -24.470 -21.647 4.515  -0.644 0.983  DPN 1 HA   polymer 1 1 39 ? ? ? 
PRD_001092 H4  H4  H 0 1 N N N 17.653 -24.609 -18.586 5.266  -1.122 -1.367 DPN 1 HB2  polymer 1 1 40 ? ? ? 
PRD_001092 H5  H5  H 0 1 N N N 18.007 -25.959 -19.717 5.496  0.626  -1.612 DPN 1 HB3  polymer 1 1 41 ? ? ? 
PRD_001092 H6  H6  H 0 1 N N N 19.460 -23.406 -17.724 6.722  -2.371 0.120  DPN 1 HD1  polymer 1 1 42 ? ? ? 
PRD_001092 H7  H7  H 0 1 N N N 19.857 -25.407 -21.482 7.280  1.815  -0.476 DPN 1 HD2  polymer 1 1 43 ? ? ? 
PRD_001092 H8  H8  H 0 1 N N N 21.817 -22.705 -17.869 8.948  -2.519 1.163  DPN 1 HE1  polymer 1 1 44 ? ? ? 
PRD_001092 H9  H9  H 0 1 N N N 22.239 -24.719 -21.613 9.505  1.667  0.567  DPN 1 HE2  polymer 1 1 45 ? ? ? 
PRD_001092 H10 H10 H 0 1 N N N 23.183 -23.289 -19.822 10.337 -0.499 1.391  DPN 1 HZ   polymer 1 1 46 ? ? ? 
PRD_001092 H11 H11 H 0 1 N N N 18.319 -20.068 -20.526 1.120  -0.863 -2.250 PRO 2 HA   polymer 1 1 47 ? ? ? 
PRD_001092 H12 H12 H 0 1 N N N 17.353 -19.918 -23.398 -0.195 -2.992 -1.031 PRO 2 HB2  polymer 1 1 48 ? ? ? 
PRD_001092 H13 H13 H 0 1 N N N 18.762 -19.114 -22.626 1.094  -3.202 -2.261 PRO 2 HB3  polymer 1 1 49 ? ? ? 
PRD_001092 H14 H14 H 0 1 N N N 19.070 -21.206 -24.238 1.353  -3.257 0.799  PRO 2 HG2  polymer 1 1 50 ? ? ? 
PRD_001092 H15 H15 H 0 1 N N N 20.083 -20.994 -22.770 2.057  -4.391 -0.402 PRO 2 HG3  polymer 1 1 51 ? ? ? 
PRD_001092 H16 H16 H 0 1 N N N 19.281 -23.134 -22.272 3.659  -2.767 -1.173 PRO 2 HD2  polymer 1 1 52 ? ? ? 
PRD_001092 H17 H17 H 0 1 N N N 17.800 -22.922 -23.267 3.602  -2.400 0.578  PRO 2 HD3  polymer 1 1 53 ? ? ? 
PRD_001092 H18 H18 H 0 1 N N N 16.795 -18.592 -19.821 -1.468 -1.081 -1.556 DAR 3 H    polymer 1 1 54 ? ? ? 
PRD_001092 H19 H19 H 0 1 N N N 14.907 -17.287 -19.938 -1.924 -0.017 1.125  DAR 3 HA   polymer 1 1 55 ? ? ? 
PRD_001092 H20 H20 H 0 1 N N N 13.283 -19.732 -19.596 -4.330 -0.039 0.403  DAR 3 HB2  polymer 1 1 56 ? ? ? 
PRD_001092 H21 H21 H 0 1 N N N 14.600 -19.433 -18.412 -3.807 -0.595 -1.205 DAR 3 HB3  polymer 1 1 57 ? ? ? 
PRD_001092 H22 H22 H 0 1 N N N 13.480 -17.020 -18.349 -2.762 -2.593 -0.175 DAR 3 HG2  polymer 1 1 58 ? ? ? 
PRD_001092 H23 H23 H 0 1 N N N 12.045 -17.955 -18.892 -3.286 -2.038 1.433  DAR 3 HG3  polymer 1 1 59 ? ? ? 
PRD_001092 H24 H24 H 0 1 N N N 13.663 -18.386 -16.338 -5.651 -2.139 0.698  DAR 3 HD2  polymer 1 1 60 ? ? ? 
PRD_001092 H25 H25 H 0 1 N N N 12.010 -17.696 -16.471 -5.128 -2.695 -0.910 DAR 3 HD3  polymer 1 1 61 ? ? ? 
PRD_001092 H26 H26 H 0 1 N N N 12.182 -20.416 -17.519 -4.031 -4.429 1.031  DAR 3 HE   polymer 1 1 62 ? ? ? 
PRD_001092 H27 H27 H 0 0 N N N 10.788 -21.724 -14.491 -7.108 -3.468 -0.303 DAR 3 HH11 polymer 1 1 63 ? ? ? 
PRD_001092 H28 H28 H 0 0 N N N 10.842 -21.923 -16.211 -7.869 -4.943 -0.042 DAR 3 HH12 polymer 1 1 64 ? ? ? 
PRD_001092 H29 H29 H 0 0 N N N 11.533 -19.753 -13.557 -6.712 -6.682 0.936  DAR 3 HH21 polymer 1 1 65 ? ? ? 
PRD_001092 H30 H30 H 0 0 N N N 12.143 -18.478 -14.559 -5.107 -6.474 1.387  DAR 3 HH22 polymer 1 1 66 ? ? ? 
PRD_001092 H31 H31 H 0 1 N N N 15.542 -17.429 -22.440 -3.714 1.995  1.019  CYS 4 H    polymer 1 1 67 ? ? ? 
PRD_001092 H32 H32 H 0 1 N N N 14.851 -17.443 -24.609 -3.053 3.849  -1.138 CYS 4 HA   polymer 1 1 68 ? ? ? 
PRD_001092 H33 H33 H 0 1 N N N 14.649 -19.806 -24.273 -4.764 4.206  1.365  CYS 4 HB2  polymer 1 1 69 ? ? ? 
PRD_001092 H34 H34 H 0 1 N N N 12.954 -19.587 -23.719 -4.655 5.355  0.009  CYS 4 HB3  polymer 1 1 70 ? ? ? 
PRD_001092 H35 H35 H 0 1 N N N 12.984 -20.823 -26.050 -7.015 3.953  -0.200 CYS 4 HG   polymer 1 1 71 ? ? ? 
PRD_001092 H36 H36 H 0 1 N N N 11.575 -15.876 -25.384 -2.634 6.313  -0.130 NH2 5 HN1  polymer 1 1 72 ? ? ? 
PRD_001092 H37 H37 H 0 1 N N N 12.465 -17.198 -26.063 -1.360 6.356  0.965  NH2 5 HN2  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_001092 N1  C1  SING N N 1  
PRD_001092 N1  H1  SING N N 2  
PRD_001092 N1  H2  SING N N 3  
PRD_001092 C1  C2  SING N N 4  
PRD_001092 C1  C3  SING N N 5  
PRD_001092 C1  H3  SING N N 6  
PRD_001092 C2  O1  DOUB N N 7  
PRD_001092 C3  C4  SING N N 8  
PRD_001092 C3  H4  SING N N 9  
PRD_001092 C3  H5  SING N N 10 
PRD_001092 C4  C5  DOUB Y N 11 
PRD_001092 C4  C6  SING Y N 12 
PRD_001092 C5  C7  SING Y N 13 
PRD_001092 C5  H6  SING N N 14 
PRD_001092 C6  C8  DOUB Y N 15 
PRD_001092 C6  H7  SING N N 16 
PRD_001092 C7  C9  DOUB Y N 17 
PRD_001092 C7  H8  SING N N 18 
PRD_001092 C8  C9  SING Y N 19 
PRD_001092 C8  H9  SING N N 20 
PRD_001092 C9  H10 SING N N 21 
PRD_001092 N2  C10 SING N N 22 
PRD_001092 N2  C14 SING N N 23 
PRD_001092 C10 C11 SING N N 24 
PRD_001092 C10 C12 SING N N 25 
PRD_001092 C10 H11 SING N N 26 
PRD_001092 C11 O2  DOUB N N 27 
PRD_001092 C12 C13 SING N N 28 
PRD_001092 C12 H12 SING N N 29 
PRD_001092 C12 H13 SING N N 30 
PRD_001092 C13 C14 SING N N 31 
PRD_001092 C13 H14 SING N N 32 
PRD_001092 C13 H15 SING N N 33 
PRD_001092 C14 H16 SING N N 34 
PRD_001092 C14 H17 SING N N 35 
PRD_001092 N3  C15 SING N N 36 
PRD_001092 N3  H18 SING N N 37 
PRD_001092 C15 C16 SING N N 38 
PRD_001092 C15 C20 SING N N 39 
PRD_001092 C15 H19 SING N N 40 
PRD_001092 C16 C17 SING N N 41 
PRD_001092 C16 H20 SING N N 42 
PRD_001092 C16 H21 SING N N 43 
PRD_001092 C17 C18 SING N N 44 
PRD_001092 C17 H22 SING N N 45 
PRD_001092 C17 H23 SING N N 46 
PRD_001092 C18 N4  SING N N 47 
PRD_001092 C18 H24 SING N N 48 
PRD_001092 C18 H25 SING N N 49 
PRD_001092 N4  C19 SING N N 50 
PRD_001092 N4  H26 SING N N 51 
PRD_001092 C19 N5  SING N N 52 
PRD_001092 C19 N6  DOUB N N 53 
PRD_001092 N5  H27 SING N N 54 
PRD_001092 N5  H28 SING N N 55 
PRD_001092 N6  H29 SING N N 56 
PRD_001092 N6  H30 SING N N 57 
PRD_001092 C20 O3  DOUB N N 58 
PRD_001092 N7  C21 SING N N 59 
PRD_001092 N7  H31 SING N N 60 
PRD_001092 C21 C22 SING N N 61 
PRD_001092 C21 C23 SING N N 62 
PRD_001092 C21 H32 SING N N 63 
PRD_001092 C22 O4  DOUB N N 64 
PRD_001092 C23 S1  SING N N 65 
PRD_001092 C23 H33 SING N N 66 
PRD_001092 C23 H34 SING N N 67 
PRD_001092 S1  H35 SING N N 68 
PRD_001092 N8  H36 SING N N 69 
PRD_001092 N8  H37 SING N N 70 
PRD_001092 C2  N2  SING N N 71 
PRD_001092 C11 N3  SING N N 72 
PRD_001092 C20 N7  SING N N 73 
PRD_001092 C22 N8  SING N N 74 
# 
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_001092 SMILES           ACDLabs              12.01 "O=C(NC(C(=O)NC(C(=O)N)CS)CCCNC(=[NH2+])/N)C2N(C(=O)C(N)Cc1ccccc1)CCC2"                                                                                                                                                                
PRD_001092 InChI            InChI                1.03  "InChI=1S/C23H36N8O4S/c24-15(12-14-6-2-1-3-7-14)22(35)31-11-5-9-18(31)21(34)29-16(8-4-10-28-23(26)27)20(33)30-17(13-36)19(25)32/h1-3,6-7,15-18,36H,4-5,8-13,24H2,(H2,25,32)(H,29,34)(H,30,33)(H4,26,27,28)/p+1/t15-,16+,17+,18-/m0/s1" 
PRD_001092 InChIKey         InChI                1.03  KZWXEQJFUHVIQG-MLHJIOFPSA-O                                                                                                                                                                                                            
PRD_001092 SMILES_CANONICAL CACTVS               3.370 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)N[C@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CS)C(N)=O"                                                                                                                                                  
PRD_001092 SMILES           CACTVS               3.370 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](CS)C(N)=O"                                                                                                                                                       
PRD_001092 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](CCCNC(=[NH2+])N)C(=O)N[C@@H](CS)C(=O)N)N"                                                                                                                                                
PRD_001092 SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NC(CCCNC(=[NH2+])N)C(=O)NC(CS)C(=O)N)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 
PRD_001092 "SYSTEMATIC NAME" ACDLabs              12.01 "D-phenylalanyl-L-prolyl-N~5~-[amino(iminio)methyl]-D-ornithyl-L-cysteinamide"                                                                                                                                
PRD_001092 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[azanyl-[[(4R)-5-[[(2R)-1-azanyl-1-oxidanylidene-3-sulfanyl-propan-2-yl]amino]-4-[[(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]pyrrolidin-2-yl]carbonylamino]-5-oxidanylidene-pentyl]amino]methylidene]azanium" 
# 
