data_PRDCC_001078
# 
_chem_comp.id                                    PRD_001078 
_chem_comp.name                                  "Peptide inhibitor MPT-DPP-DAR-G-DPN-NH2" 
_chem_comp.formula                               "C23 H38 N9 O5 S" 
_chem_comp.formula_weight                        552.670 
_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_001078 C1  C1  C 0 1 N N N 4.718  -0.035 37.658 8.193  -2.064 0.453  MPT 1 CA   polymer 1 1 1  ? ? ? 
PRD_001078 C2  C2  C 0 1 N N N 4.240  1.175  36.886 6.860  -1.361 0.451  MPT 1 C    polymer 1 1 2  ? ? ? 
PRD_001078 O1  O1  O 0 1 N N N 3.348  1.068  36.055 6.538  -0.668 1.393  MPT 1 O    polymer 1 1 3  ? ? ? 
PRD_001078 C3  C3  C 0 1 N N N 3.759  -1.202 37.421 8.939  -1.739 1.749  MPT 1 CB   polymer 1 1 4  ? ? ? 
PRD_001078 S1  S1  S 0 1 N N N 4.114  -2.567 38.565 10.544 -2.585 1.751  MPT 1 SG   polymer 1 1 5  ? ? ? 
PRD_001078 N1  N1  N 0 1 N N N 6.596  3.618  35.285 4.829  -0.800 -3.047 DPP 2 N    polymer 1 1 6  ? ? ? 
PRD_001078 C4  C4  C 0 1 N N S 5.158  3.559  35.085 3.984  -1.144 -1.896 DPP 2 CA   polymer 1 1 7  ? ? ? 
PRD_001078 C5  C5  C 0 1 N N N 4.617  4.759  34.342 2.707  -0.346 -1.954 DPP 2 C    polymer 1 1 8  ? ? ? 
PRD_001078 O2  O2  O 0 1 N N N 5.155  5.857  34.354 2.654  0.666  -2.620 DPP 2 O    polymer 1 1 9  ? ? ? 
PRD_001078 C6  C6  C 0 1 N N N 4.489  3.546  36.452 4.730  -0.819 -0.600 DPP 2 CB   polymer 1 1 10 ? ? ? 
PRD_001078 N2  N2  N 0 1 N N N 4.831  2.332  37.169 6.026  -1.502 -0.598 DPP 2 NG   polymer 1 1 11 ? ? ? 
PRD_001078 N3  N3  N 0 1 N N N 3.512  4.503  33.667 1.623  -0.758 -1.267 DAR 3 N    polymer 1 1 12 ? ? ? 
PRD_001078 C7  C7  C 0 1 N N R 2.700  5.434  32.876 0.382  0.018  -1.324 DAR 3 CA   polymer 1 1 13 ? ? ? 
PRD_001078 C8  C8  C 0 1 N N N 3.251  5.723  31.492 0.433  1.140  -0.285 DAR 3 CB   polymer 1 1 14 ? ? ? 
PRD_001078 C9  C9  C 0 1 N N N 2.031  6.012  30.606 1.544  2.126  -0.653 DAR 3 CG   polymer 1 1 15 ? ? ? 
PRD_001078 C10 C10 C 0 1 N N N 1.957  5.245  29.281 1.595  3.247  0.386  DAR 3 CD   polymer 1 1 16 ? ? ? 
PRD_001078 N4  N4  N 0 1 N N N 2.147  6.219  28.197 2.659  4.191  0.034  DAR 3 NE   polymer 1 1 17 ? ? ? 
PRD_001078 C11 C11 C 0 1 N N N 1.284  7.109  27.689 2.894  5.283  0.823  DAR 3 CZ   polymer 1 1 18 ? ? ? 
PRD_001078 N5  N5  N 0 1 N N N 1.632  7.863  26.734 2.155  5.488  1.913  DAR 3 NH1  polymer 1 1 19 ? ? ? 
PRD_001078 N6  N6  N 1 1 N N N 0.056  7.224  28.194 3.860  6.141  0.502  DAR 3 NH2  polymer 1 1 20 ? ? ? 
PRD_001078 C12 C12 C 0 1 N N N 2.304  6.718  33.552 -0.789 -0.885 -1.031 DAR 3 C    polymer 1 1 21 ? ? ? 
PRD_001078 O3  O3  O 0 1 N N N 2.667  7.801  33.125 -0.604 -2.061 -0.797 DAR 3 O    polymer 1 1 22 ? ? ? 
PRD_001078 N7  N7  N 0 1 N N N 1.489  6.606  34.592 -2.041 -0.386 -1.028 GLY 4 N    polymer 1 1 23 ? ? ? 
PRD_001078 C13 C13 C 0 1 N N N 0.959  7.745  35.326 -3.179 -1.263 -0.743 GLY 4 CA   polymer 1 1 24 ? ? ? 
PRD_001078 C14 C14 C 0 1 N N N -0.362 8.114  34.644 -4.456 -0.465 -0.801 GLY 4 C    polymer 1 1 25 ? ? ? 
PRD_001078 O4  O4  O 0 1 N N N -0.809 7.393  33.759 -4.419 0.720  -1.056 GLY 4 O    polymer 1 1 26 ? ? ? 
PRD_001078 N8  N8  N 0 1 N N N -0.935 9.250  35.055 -5.639 -1.069 -0.570 DPN 5 N    polymer 1 1 27 ? ? ? 
PRD_001078 C15 C15 C 0 1 N N R -2.190 9.870  34.589 -6.880 -0.293 -0.627 DPN 5 CA   polymer 1 1 28 ? ? ? 
PRD_001078 C16 C16 C 0 1 N N N -2.334 10.123 33.121 -7.360 -0.218 -2.053 DPN 5 C    polymer 1 1 29 ? ? ? 
PRD_001078 O5  O5  O 0 1 N N N -3.426 10.059 32.570 -6.728 -0.759 -2.936 DPN 5 O    polymer 1 1 30 ? ? ? 
PRD_001078 C17 C17 C 0 1 N N N -3.366 9.141  35.243 -7.946 -0.973 0.235  DPN 5 CB   polymer 1 1 31 ? ? ? 
PRD_001078 C18 C18 C 0 1 Y N N -3.162 9.741  36.610 -7.520 -0.938 1.680  DPN 5 CG   polymer 1 1 32 ? ? ? 
PRD_001078 C19 C19 C 0 1 Y N N -2.979 11.115 36.697 -7.882 0.128  2.482  DPN 5 CD1  polymer 1 1 33 ? ? ? 
PRD_001078 C20 C20 C 0 1 Y N N -3.067 8.952  37.742 -6.772 -1.976 2.205  DPN 5 CD2  polymer 1 1 34 ? ? ? 
PRD_001078 C21 C21 C 0 1 Y N N -2.742 11.704 37.926 -7.491 0.160  3.808  DPN 5 CE1  polymer 1 1 35 ? ? ? 
PRD_001078 C22 C22 C 0 1 Y N N -2.834 9.546  38.976 -6.381 -1.944 3.531  DPN 5 CE2  polymer 1 1 36 ? ? ? 
PRD_001078 C23 C23 C 0 1 Y N N -2.675 10.921 39.068 -6.739 -0.875 4.331  DPN 5 CZ   polymer 1 1 37 ? ? ? 
PRD_001078 N9  N9  N 0 1 N N N -1.204 10.478 32.525 -8.493 0.451  -2.349 NH2 6 N    polymer 1 1 38 ? ? ? 
PRD_001078 H1  H1  H 0 1 N N N 5.726  -0.313 37.316 8.037  -3.140 0.384  MPT 1 HA1  polymer 1 1 39 ? ? ? 
PRD_001078 H2  H2  H 0 1 N N N 4.748  0.203  38.732 8.783  -1.727 -0.400 MPT 1 HA2  polymer 1 1 40 ? ? ? 
PRD_001078 H3  H3  H 0 1 N N N 2.726  -0.858 37.579 9.096  -0.662 1.817  MPT 1 HB1  polymer 1 1 41 ? ? ? 
PRD_001078 H4  H4  H 0 1 N N N 3.873  -1.559 36.387 8.349  -2.075 2.601  MPT 1 HB2  polymer 1 1 42 ? ? ? 
PRD_001078 H5  H5  H 0 1 N N N 3.220  -3.447 38.222 11.079 -2.214 2.928  MPT 1 HG   polymer 1 1 43 ? ? ? 
PRD_001078 H6  H6  H 0 1 N N N 6.898  2.803  35.779 4.385  -1.065 -3.914 DPP 2 H    polymer 1 1 44 ? ? ? 
PRD_001078 H7  H7  H 0 1 N Y N 7.055  3.658  34.397 5.061  0.182  -3.045 DPP 2 H2   polymer 1 1 45 ? ? ? 
PRD_001078 H8  H8  H 0 1 N N N 4.888  2.642  34.541 3.749  -2.208 -1.923 DPP 2 HA   polymer 1 1 46 ? ? ? 
PRD_001078 H9  H9  H 0 1 N N N 4.829  4.417  37.031 4.886  0.257  -0.532 DPP 2 HB2  polymer 1 1 47 ? ? ? 
PRD_001078 H10 H10 H 0 1 N N N 3.398  3.596  36.322 4.140  -1.156 0.252  DPP 2 HB3  polymer 1 1 48 ? ? ? 
PRD_001078 H11 H11 H 0 1 N N N 5.524  2.366  37.889 6.283  -2.056 -1.352 DPP 2 HG2  polymer 1 1 49 ? ? ? 
PRD_001078 H12 H12 H 0 1 N N N 3.188  3.557  33.699 1.665  -1.567 -0.735 DAR 3 H    polymer 1 1 50 ? ? ? 
PRD_001078 H13 H13 H 0 1 N N N 1.752  4.907  32.694 0.268  0.449  -2.318 DAR 3 HA   polymer 1 1 51 ? ? ? 
PRD_001078 H14 H14 H 0 1 N N N 3.919  6.597  31.521 -0.524 1.661  -0.265 DAR 3 HB2  polymer 1 1 52 ? ? ? 
PRD_001078 H15 H15 H 0 1 N N N 3.803  4.852  31.110 0.636  0.715  0.699  DAR 3 HB3  polymer 1 1 53 ? ? ? 
PRD_001078 H16 H16 H 0 1 N N N 1.130  5.766  31.186 2.501  1.604  -0.673 DAR 3 HG2  polymer 1 1 54 ? ? ? 
PRD_001078 H17 H17 H 0 1 N N N 2.034  7.087  30.371 1.341  2.550  -1.636 DAR 3 HG3  polymer 1 1 55 ? ? ? 
PRD_001078 H18 H18 H 0 1 N N N 2.749  4.482  29.244 0.638  3.769  0.406  DAR 3 HD2  polymer 1 1 56 ? ? ? 
PRD_001078 H19 H19 H 0 1 N N N 0.975  4.760  29.182 1.798  2.823  1.370  DAR 3 HD3  polymer 1 1 57 ? ? ? 
PRD_001078 H20 H20 H 0 1 N N N 3.054  6.217  27.777 3.196  4.042  -0.760 DAR 3 HE   polymer 1 1 58 ? ? ? 
PRD_001078 H21 H21 H 0 0 N N N 0.988  8.535  26.367 1.451  4.863  2.146  DAR 3 HH11 polymer 1 1 59 ? ? ? 
PRD_001078 H22 H22 H 0 0 N N N 2.551  7.787  26.346 2.322  6.263  2.473  DAR 3 HH12 polymer 1 1 60 ? ? ? 
PRD_001078 H23 H23 H 0 0 N N N -0.578 7.900  27.818 4.398  5.992  -0.291 DAR 3 HH21 polymer 1 1 61 ? ? ? 
PRD_001078 H24 H24 H 0 0 N N N -0.232 6.634  28.949 4.027  6.916  1.062  DAR 3 HH22 polymer 1 1 62 ? ? ? 
PRD_001078 H25 H25 H 0 1 N N N 1.224  5.688  34.888 -2.188 0.555  -1.214 GLY 4 H    polymer 1 1 63 ? ? ? 
PRD_001078 H26 H26 H 0 1 N N N 0.783  7.473  36.377 -3.215 -2.063 -1.483 GLY 4 HA2  polymer 1 1 64 ? ? ? 
PRD_001078 H27 H27 H 0 1 N N N 1.662  8.590  35.279 -3.065 -1.695 0.252  GLY 4 HA3  polymer 1 1 65 ? ? ? 
PRD_001078 H28 H28 H 0 1 N N N -0.448 9.745  35.774 -5.668 -2.017 -0.367 DPN 5 H    polymer 1 1 66 ? ? ? 
PRD_001078 H29 H29 H 0 1 N N N -2.199 10.870 35.047 -6.697 0.714  -0.252 DPN 5 HA   polymer 1 1 67 ? ? ? 
PRD_001078 H30 H30 H 0 1 N N N -4.336 9.410  34.799 -8.894 -0.446 0.123  DPN 5 HB2  polymer 1 1 68 ? ? ? 
PRD_001078 H31 H31 H 0 1 N N N -3.249 8.047  35.234 -8.065 -2.008 -0.084 DPN 5 HB3  polymer 1 1 69 ? ? ? 
PRD_001078 H32 H32 H 0 1 N N N -3.022 11.723 35.806 -8.469 0.937  2.073  DPN 5 HD1  polymer 1 1 70 ? ? ? 
PRD_001078 H33 H33 H 0 1 N N N -3.173 7.880  37.667 -6.494 -2.811 1.580  DPN 5 HD2  polymer 1 1 71 ? ? ? 
PRD_001078 H34 H34 H 0 1 N N N -2.609 12.774 37.996 -7.773 0.993  4.434  DPN 5 HE1  polymer 1 1 72 ? ? ? 
PRD_001078 H35 H35 H 0 1 N N N -2.777 8.936  39.865 -5.798 -2.755 3.941  DPN 5 HE2  polymer 1 1 73 ? ? ? 
PRD_001078 H36 H36 H 0 1 N N N -2.499 11.381 40.029 -6.433 -0.851 5.367  DPN 5 HZ   polymer 1 1 74 ? ? ? 
PRD_001078 H37 H37 H 0 1 N N N -1.205 10.718 31.554 -8.998 0.883  -1.643 NH2 6 HN1  polymer 1 1 75 ? ? ? 
PRD_001078 H38 H38 H 0 1 N N N -0.351 10.505 33.046 -8.802 0.499  -3.267 NH2 6 HN2  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_001078 C1  C2  SING N N 1  
PRD_001078 C1  C3  SING N N 2  
PRD_001078 C1  H1  SING N N 3  
PRD_001078 C1  H2  SING N N 4  
PRD_001078 C2  O1  DOUB N N 5  
PRD_001078 C3  S1  SING N N 6  
PRD_001078 C3  H3  SING N N 7  
PRD_001078 C3  H4  SING N N 8  
PRD_001078 S1  H5  SING N N 9  
PRD_001078 N1  C4  SING N N 10 
PRD_001078 N1  H6  SING N N 11 
PRD_001078 N1  H7  SING N N 12 
PRD_001078 C4  C5  SING N N 13 
PRD_001078 C4  C6  SING N N 14 
PRD_001078 C4  H8  SING N N 15 
PRD_001078 C5  O2  DOUB N N 16 
PRD_001078 C6  N2  SING N N 17 
PRD_001078 C6  H9  SING N N 18 
PRD_001078 C6  H10 SING N N 19 
PRD_001078 N2  H11 SING N N 20 
PRD_001078 N3  C7  SING N N 21 
PRD_001078 N3  H12 SING N N 22 
PRD_001078 C7  C8  SING N N 23 
PRD_001078 C7  C12 SING N N 24 
PRD_001078 C7  H13 SING N N 25 
PRD_001078 C8  C9  SING N N 26 
PRD_001078 C8  H14 SING N N 27 
PRD_001078 C8  H15 SING N N 28 
PRD_001078 C9  C10 SING N N 29 
PRD_001078 C9  H16 SING N N 30 
PRD_001078 C9  H17 SING N N 31 
PRD_001078 C10 N4  SING N N 32 
PRD_001078 C10 H18 SING N N 33 
PRD_001078 C10 H19 SING N N 34 
PRD_001078 N4  C11 SING N N 35 
PRD_001078 N4  H20 SING N N 36 
PRD_001078 C11 N5  SING N N 37 
PRD_001078 C11 N6  DOUB N N 38 
PRD_001078 N5  H21 SING N N 39 
PRD_001078 N5  H22 SING N N 40 
PRD_001078 N6  H23 SING N N 41 
PRD_001078 N6  H24 SING N N 42 
PRD_001078 C12 O3  DOUB N N 43 
PRD_001078 N7  C13 SING N N 44 
PRD_001078 N7  H25 SING N N 45 
PRD_001078 C13 C14 SING N N 46 
PRD_001078 C13 H26 SING N N 47 
PRD_001078 C13 H27 SING N N 48 
PRD_001078 C14 O4  DOUB N N 49 
PRD_001078 N8  C15 SING N N 50 
PRD_001078 N8  H28 SING N N 51 
PRD_001078 C15 C16 SING N N 52 
PRD_001078 C15 C17 SING N N 53 
PRD_001078 C15 H29 SING N N 54 
PRD_001078 C16 O5  DOUB N N 55 
PRD_001078 C17 C18 SING N N 56 
PRD_001078 C17 H30 SING N N 57 
PRD_001078 C17 H31 SING N N 58 
PRD_001078 C18 C19 DOUB Y N 59 
PRD_001078 C18 C20 SING Y N 60 
PRD_001078 C19 C21 SING Y N 61 
PRD_001078 C19 H32 SING N N 62 
PRD_001078 C20 C22 DOUB Y N 63 
PRD_001078 C20 H33 SING N N 64 
PRD_001078 C21 C23 DOUB Y N 65 
PRD_001078 C21 H34 SING N N 66 
PRD_001078 C22 C23 SING Y N 67 
PRD_001078 C22 H35 SING N N 68 
PRD_001078 C23 H36 SING N N 69 
PRD_001078 N9  H37 SING N N 70 
PRD_001078 N9  H38 SING N N 71 
PRD_001078 C2  N2  SING N N 72 
PRD_001078 C5  N3  SING N N 73 
PRD_001078 C12 N7  SING N N 74 
PRD_001078 C14 N8  SING N N 75 
PRD_001078 C16 N9  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_001078 SMILES           ACDLabs              12.01 "O=C(NCC(N)C(=O)NC(C(=O)NCC(=O)NC(C(=O)N)Cc1ccccc1)CCCNC(=[NH2+])\N)CCS"                                                                                                                                                                              
PRD_001078 InChI            InChI                1.03  "InChI=1S/C23H37N9O5S/c24-15(12-29-18(33)8-10-38)21(36)32-16(7-4-9-28-23(26)27)22(37)30-13-19(34)31-17(20(25)35)11-14-5-2-1-3-6-14/h1-3,5-6,15-17,38H,4,7-13,24H2,(H2,25,35)(H,29,33)(H,30,37)(H,31,34)(H,32,36)(H4,26,27,28)/p+1/t15-,16+,17+/m0/s1" 
PRD_001078 InChIKey         InChI                1.03  KVSMZXZGQXJTRJ-GVDBMIGSSA-O                                                                                                                                                                                                                           
PRD_001078 SMILES_CANONICAL CACTVS               3.370 "N[C@@H](CNC(=O)CCS)C(=O)N[C@H](CCCNC(N)=[NH2+])C(=O)NCC(=O)N[C@H](Cc1ccccc1)C(N)=O"                                                                                                                                                                  
PRD_001078 SMILES           CACTVS               3.370 "N[CH](CNC(=O)CCS)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)NCC(=O)N[CH](Cc1ccccc1)C(N)=O"                                                                                                                                                                      
PRD_001078 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@H](C(=O)N)NC(=O)CNC(=O)[C@@H](CCCNC(=[NH2+])N)NC(=O)[C@H](CNC(=O)CCS)N"                                                                                                                                                                
PRD_001078 SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)N)NC(=O)CNC(=O)C(CCCNC(=[NH2+])N)NC(=O)C(CNC(=O)CCS)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_001078 "SYSTEMATIC NAME" ACDLabs              12.01 "3-[(3-sulfanylpropanoyl)amino]-L-alanyl-N~5~-[amino(iminio)methyl]-D-ornithylglycyl-D-phenylalaninamide"                                                                                                                       
PRD_001078 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[azanyl-[[(4R)-5-[[2-[[(2R)-1-azanyl-1-oxidanylidene-3-phenyl-propan-2-yl]amino]-2-oxidanylidene-ethyl]amino]-4-[[(2S)-2-azanyl-3-(3-sulfanylpropanoylamino)propanoyl]amino]-5-oxidanylidene-pentyl]amino]methylidene]azanium" 
# 
