data_PRDCC_002526
# 
_chem_comp.id                                    PRD_002526 
_chem_comp.name                                  "DFFR-chloromethyl ketone inhibitor" 
_chem_comp.formula                               "C25 H34 N6 O3" 
_chem_comp.formula_weight                        466.576 
_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_002526 N1  N1  N 0 1 N N N 20.696 -0.008 20.456 3.896  1.232  2.123  DPN 1 N    polymer 1 1 1  ? ? ? 
PRD_002526 C1  C1  C 0 1 N N R 20.296 1.315  20.965 3.376  0.152  1.274  DPN 1 CA   polymer 1 1 2  ? ? ? 
PRD_002526 C2  C2  C 0 1 N N N 21.499 2.018  21.560 2.060  0.575  0.673  DPN 1 C    polymer 1 1 3  ? ? ? 
PRD_002526 O1  O1  O 0 1 N N N 22.622 1.811  21.115 1.771  1.751  0.614  DPN 1 O    polymer 1 1 4  ? ? ? 
PRD_002526 C3  C3  C 0 1 N N N 19.857 2.201  19.834 4.376  -0.144 0.155  DPN 1 CB   polymer 1 1 5  ? ? ? 
PRD_002526 C4  C4  C 0 1 Y N N 18.687 1.683  19.066 5.651  -0.684 0.751  DPN 1 CG   polymer 1 1 6  ? ? ? 
PRD_002526 C5  C5  C 0 1 Y N N 18.866 1.040  17.829 5.806  -2.045 0.934  DPN 1 CD1  polymer 1 1 7  ? ? ? 
PRD_002526 C6  C6  C 0 1 Y N N 17.398 1.802  19.592 6.668  0.182  1.109  DPN 1 CD2  polymer 1 1 8  ? ? ? 
PRD_002526 C7  C7  C 0 1 Y N N 17.743 0.576  17.090 6.975  -2.541 1.481  DPN 1 CE1  polymer 1 1 9  ? ? ? 
PRD_002526 C8  C8  C 0 1 Y N N 16.307 1.307  18.870 7.837  -0.314 1.655  DPN 1 CE2  polymer 1 1 10 ? ? ? 
PRD_002526 C9  C9  C 0 1 Y N N 16.487 0.715  17.645 7.990  -1.675 1.843  DPN 1 CZ   polymer 1 1 11 ? ? ? 
PRD_002526 N2  N2  N 0 1 N N N 21.253 2.903  22.520 1.206  -0.354 0.200  PHE 2 N    polymer 1 1 12 ? ? ? 
PRD_002526 C10 C10 C 0 1 N N S 22.333 3.666  23.158 -0.073 0.058  -0.384 PHE 2 CA   polymer 1 1 13 ? ? ? 
PRD_002526 C11 C11 C 0 1 N N N 23.148 2.827  24.101 -1.064 -1.072 -0.269 PHE 2 C    polymer 1 1 14 ? ? ? 
PRD_002526 O2  O2  O 0 1 N N N 22.610 2.200  25.012 -0.735 -2.117 0.250  PHE 2 O    polymer 1 1 15 ? ? ? 
PRD_002526 C12 C12 C 0 1 N N N 21.722 4.938  23.779 0.130  0.409  -1.860 PHE 2 CB   polymer 1 1 16 ? ? ? 
PRD_002526 C13 C13 C 0 1 Y N N 21.226 5.836  22.731 1.025  1.617  -1.969 PHE 2 CG   polymer 1 1 17 ? ? ? 
PRD_002526 C14 C14 C 0 1 Y N N 22.092 6.729  22.102 2.395  1.455  -2.058 PHE 2 CD1  polymer 1 1 18 ? ? ? 
PRD_002526 C15 C15 C 0 1 Y N N 19.924 5.706  22.264 0.476  2.885  -1.987 PHE 2 CD2  polymer 1 1 19 ? ? ? 
PRD_002526 C16 C16 C 0 1 Y N N 21.637 7.516  21.047 3.216  2.563  -2.159 PHE 2 CE1  polymer 1 1 20 ? ? ? 
PRD_002526 C17 C17 C 0 1 Y N N 19.468 6.504  21.195 1.297  3.992  -2.088 PHE 2 CE2  polymer 1 1 21 ? ? ? 
PRD_002526 C18 C18 C 0 1 Y N N 20.338 7.373  20.579 2.668  3.832  -2.171 PHE 2 CZ   polymer 1 1 22 ? ? ? 
PRD_002526 N3  N3  N 0 1 N N N 24.444 2.819  23.879 -2.317 -0.920 -0.743 ARM 3 N    polymer 1 1 23 ? ? ? 
PRD_002526 C19 C19 C 0 1 N N S 25.335 1.894  24.570 -3.281 -2.018 -0.631 ARM 3 CA   polymer 1 1 24 ? ? ? 
PRD_002526 C20 C20 C 0 1 N N N 26.358 1.497  23.506 -4.702 -1.451 -0.639 ARM 3 CB   polymer 1 1 25 ? ? ? 
PRD_002526 C21 C21 C 0 1 N N N 25.724 0.526  22.494 -4.916 -0.595 0.611  ARM 3 CG   polymer 1 1 26 ? ? ? 
PRD_002526 C22 C22 C 0 1 N N N 26.678 0.327  21.311 -6.338 -0.029 0.604  ARM 3 CD   polymer 1 1 27 ? ? ? 
PRD_002526 N4  N4  N 0 1 N N N 26.062 -0.599 20.346 -6.543 0.790  1.801  ARM 3 NE   polymer 1 1 28 ? ? ? 
PRD_002526 C23 C23 C 0 1 N N N 26.585 -0.873 19.140 -7.753 1.407  2.013  ARM 3 CZ   polymer 1 1 29 ? ? ? 
PRD_002526 N5  N5  N 0 1 N N N 26.023 -1.891 18.471 -8.718 1.262  1.148  ARM 3 NH1  polymer 1 1 30 ? ? ? 
PRD_002526 N6  N6  N 0 1 N N N 27.557 -0.192 18.620 -7.946 2.176  3.136  ARM 3 NH2  polymer 1 1 31 ? ? ? 
PRD_002526 C24 C24 C 0 1 N N N 26.040 2.362  25.813 -3.109 -2.958 -1.796 ARM 3 C    polymer 1 1 32 ? ? ? 
PRD_002526 O3  O3  O 0 1 N N N 26.659 1.551  26.524 -2.474 -2.611 -2.764 ARM 3 O    polymer 1 1 33 ? ? ? 
PRD_002526 C25 C25 C 0 1 N N N 25.175 3.159  26.786 -3.728 -4.331 -1.755 ARM 3 CM   polymer 1 1 34 ? ? ? 
PRD_002526 H1  H1  H 0 1 N N N 19.900 -0.469 20.064 4.041  2.075  1.588  DPN 1 H    polymer 1 1 35 ? ? ? 
PRD_002526 H2  H2  H 0 1 N Y N 21.397 0.104  19.751 3.284  1.402  2.907  DPN 1 H2   polymer 1 1 36 ? ? ? 
PRD_002526 H3  H3  H 0 1 N N N 19.497 1.223  21.715 3.228  -0.745 1.876  DPN 1 HA   polymer 1 1 37 ? ? ? 
PRD_002526 H4  H4  H 0 1 N N N 19.588 3.183  20.250 3.952  -0.882 -0.526 DPN 1 HB2  polymer 1 1 38 ? ? ? 
PRD_002526 H5  H5  H 0 1 N N N 20.702 2.316  19.139 4.591  0.774  -0.392 DPN 1 HB3  polymer 1 1 39 ? ? ? 
PRD_002526 H6  H6  H 0 1 N N N 19.862 0.897  17.437 5.013  -2.722 0.651  DPN 1 HD1  polymer 1 1 40 ? ? ? 
PRD_002526 H7  H7  H 0 1 N N N 17.245 2.274  20.551 6.549  1.245  0.961  DPN 1 HD2  polymer 1 1 41 ? ? ? 
PRD_002526 H8  H8  H 0 1 N N N 17.870 0.125  16.117 7.096  -3.604 1.625  DPN 1 HE1  polymer 1 1 42 ? ? ? 
PRD_002526 H9  H9  H 0 1 N N N 15.312 1.392  19.281 8.631  0.363  1.934  DPN 1 HE2  polymer 1 1 43 ? ? ? 
PRD_002526 H10 H10 H 0 1 N N N 15.627 0.350  17.103 8.903  -2.062 2.271  DPN 1 HZ   polymer 1 1 44 ? ? ? 
PRD_002526 H11 H11 H 0 1 N N N 20.309 3.053  22.815 1.437  -1.295 0.247  PHE 2 H    polymer 1 1 45 ? ? ? 
PRD_002526 H12 H12 H 0 1 N N N 23.012 4.003  22.361 -0.452 0.930  0.148  PHE 2 HA   polymer 1 1 46 ? ? ? 
PRD_002526 H13 H13 H 0 1 N N N 20.887 4.654  24.437 0.592  -0.433 -2.374 PHE 2 HB2  polymer 1 1 47 ? ? ? 
PRD_002526 H14 H14 H 0 1 N N N 22.492 5.459  24.367 -0.835 0.629  -2.317 PHE 2 HB3  polymer 1 1 48 ? ? ? 
PRD_002526 H15 H15 H 0 1 N N N 23.117 6.811  22.433 2.824  0.464  -2.048 PHE 2 HD1  polymer 1 1 49 ? ? ? 
PRD_002526 H16 H16 H 0 1 N N N 19.258 4.990  22.722 -0.595 3.011  -1.923 PHE 2 HD2  polymer 1 1 50 ? ? ? 
PRD_002526 H17 H17 H 0 1 N N N 22.297 8.240  20.592 4.287  2.437  -2.227 PHE 2 HE1  polymer 1 1 51 ? ? ? 
PRD_002526 H18 H18 H 0 1 N N N 18.443 6.433  20.862 0.868  4.983  -2.102 PHE 2 HE2  polymer 1 1 52 ? ? ? 
PRD_002526 H19 H19 H 0 1 N N N 20.009 7.948  19.726 3.309  4.697  -2.250 PHE 2 HZ   polymer 1 1 53 ? ? ? 
PRD_002526 H20 H20 H 0 1 N N N 24.829 3.464  23.219 -2.580 -0.084 -1.159 ARM 3 H    polymer 1 1 54 ? ? ? 
PRD_002526 H21 H21 H 0 1 N N N 24.762 0.991  24.829 -3.109 -2.558 0.300  ARM 3 HA   polymer 1 1 55 ? ? ? 
PRD_002526 H22 H22 H 0 1 N N N 26.701 2.399  22.978 -4.844 -0.837 -1.528 ARM 3 HB2  polymer 1 1 56 ? ? ? 
PRD_002526 H23 H23 H 0 1 N N N 27.215 1.007  23.991 -5.420 -2.272 -0.645 ARM 3 HB3  polymer 1 1 57 ? ? ? 
PRD_002526 H24 H24 H 0 1 N N N 25.538 -0.442 22.982 -4.774 -1.209 1.501  ARM 3 HG2  polymer 1 1 58 ? ? ? 
PRD_002526 H25 H25 H 0 1 N N N 24.773 0.943  22.132 -4.198 0.225  0.618  ARM 3 HG3  polymer 1 1 59 ? ? ? 
PRD_002526 H26 H26 H 0 1 N N N 26.867 1.295  20.824 -6.479 0.585  -0.285 ARM 3 HD2  polymer 1 1 60 ? ? ? 
PRD_002526 H27 H27 H 0 1 N N N 27.628 -0.094 21.671 -7.056 -0.849 0.598  ARM 3 HD3  polymer 1 1 61 ? ? ? 
PRD_002526 H28 H28 H 0 1 N N N 25.207 -1.049 20.603 -5.825 0.898  2.444  ARM 3 HE   polymer 1 1 62 ? ? ? 
PRD_002526 H29 H29 H 0 1 N N N 26.444 -2.028 17.574 -9.572 1.697  1.298  ARM 3 HH1  polymer 1 1 63 ? ? ? 
PRD_002526 H30 H30 H 0 0 N N N 27.898 -0.423 17.709 -7.228 2.284  3.779  ARM 3 HH21 polymer 1 1 64 ? ? ? 
PRD_002526 H31 H31 H 0 0 N N N 27.967 0.564  19.130 -8.800 2.611  3.285  ARM 3 HH22 polymer 1 1 65 ? ? ? 
PRD_002526 H32 H32 H 0 1 N N N 25.344 2.795  27.810 -4.257 -4.462 -0.811 ARM 3 HM1  polymer 1 1 66 ? ? ? 
PRD_002526 H33 H33 H 0 1 N N N 25.443 4.224  26.726 -4.430 -4.438 -2.582 ARM 3 HM2  polymer 1 1 67 ? ? ? 
PRD_002526 H34 H34 H 0 1 N N N 24.115 3.032  26.522 -2.946 -5.085 -1.841 ARM 3 HM3  polymer 1 1 68 ? ? ? 
# 
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_002526 N1  C1  SING N N 1  
PRD_002526 N1  H1  SING N N 2  
PRD_002526 N1  H2  SING N N 3  
PRD_002526 C1  C2  SING N N 4  
PRD_002526 C1  C3  SING N N 5  
PRD_002526 C1  H3  SING N N 6  
PRD_002526 C2  O1  DOUB N N 7  
PRD_002526 C3  C4  SING N N 8  
PRD_002526 C3  H4  SING N N 9  
PRD_002526 C3  H5  SING N N 10 
PRD_002526 C4  C5  DOUB Y N 11 
PRD_002526 C4  C6  SING Y N 12 
PRD_002526 C5  C7  SING Y N 13 
PRD_002526 C5  H6  SING N N 14 
PRD_002526 C6  C8  DOUB Y N 15 
PRD_002526 C6  H7  SING N N 16 
PRD_002526 C7  C9  DOUB Y N 17 
PRD_002526 C7  H8  SING N N 18 
PRD_002526 C8  C9  SING Y N 19 
PRD_002526 C8  H9  SING N N 20 
PRD_002526 C9  H10 SING N N 21 
PRD_002526 N2  C10 SING N N 22 
PRD_002526 N2  H11 SING N N 23 
PRD_002526 C10 C11 SING N N 24 
PRD_002526 C10 C12 SING N N 25 
PRD_002526 C10 H12 SING N N 26 
PRD_002526 C11 O2  DOUB N N 27 
PRD_002526 C12 C13 SING N N 28 
PRD_002526 C12 H13 SING N N 29 
PRD_002526 C12 H14 SING N N 30 
PRD_002526 C13 C14 DOUB Y N 31 
PRD_002526 C13 C15 SING Y N 32 
PRD_002526 C14 C16 SING Y N 33 
PRD_002526 C14 H15 SING N N 34 
PRD_002526 C15 C17 DOUB Y N 35 
PRD_002526 C15 H16 SING N N 36 
PRD_002526 C16 C18 DOUB Y N 37 
PRD_002526 C16 H17 SING N N 38 
PRD_002526 C17 C18 SING Y N 39 
PRD_002526 C17 H18 SING N N 40 
PRD_002526 C18 H19 SING N N 41 
PRD_002526 N3  C19 SING N N 42 
PRD_002526 N3  H20 SING N N 43 
PRD_002526 C19 C20 SING N N 44 
PRD_002526 C19 C24 SING N N 45 
PRD_002526 C19 H21 SING N N 46 
PRD_002526 C20 C21 SING N N 47 
PRD_002526 C20 H22 SING N N 48 
PRD_002526 C20 H23 SING N N 49 
PRD_002526 C21 C22 SING N N 50 
PRD_002526 C21 H24 SING N N 51 
PRD_002526 C21 H25 SING N N 52 
PRD_002526 C22 N4  SING N N 53 
PRD_002526 C22 H26 SING N N 54 
PRD_002526 C22 H27 SING N N 55 
PRD_002526 N4  C23 SING N N 56 
PRD_002526 N4  H28 SING N N 57 
PRD_002526 C23 N5  DOUB N N 58 
PRD_002526 C23 N6  SING N N 59 
PRD_002526 N5  H29 SING N N 60 
PRD_002526 N6  H30 SING N N 61 
PRD_002526 N6  H31 SING N N 62 
PRD_002526 C24 O3  DOUB N N 63 
PRD_002526 C24 C25 SING N N 64 
PRD_002526 C25 H32 SING N N 65 
PRD_002526 C25 H33 SING N N 66 
PRD_002526 C25 H34 SING N N 67 
PRD_002526 C2  N2  SING N N 68 
PRD_002526 C11 N3  SING N N 69 
# 
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_002526 InChI            InChI                1.06  "InChI=1S/C25H34N6O3/c1-17(32)21(13-8-14-29-25(27)28)30-24(34)22(16-19-11-6-3-7-12-19)31-23(33)20(26)15-18-9-4-2-5-10-18/h2-7,9-12,20-22H,8,13-16,26H2,1H3,(H,30,34)(H,31,33)(H4,27,28,29)/t20-,21+,22+/m1/s1" 
PRD_002526 InChIKey         InChI                1.06  IMDKGXZMDWBUQJ-FSSWDIPSSA-N                                                                                                                                                                                    
PRD_002526 SMILES_CANONICAL CACTVS               3.385 "CC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](N)Cc2ccccc2"                                                                                                                                         
PRD_002526 SMILES           CACTVS               3.385 "CC(=O)[CH](CCCNC(N)=N)NC(=O)[CH](Cc1ccccc1)NC(=O)[CH](N)Cc2ccccc2"                                                                                                                                            
PRD_002526 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(\N)/NCCC[C@@H](C(=O)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](Cc2ccccc2)N"                                                                                                                                 
PRD_002526 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)C(CCCNC(=N)N)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc2ccccc2)N"                                                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           PRD_002526 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R})-2-azanyl-~{N}-[(2~{S})-1-[[(3~{S})-6-carbamimidamido-2-oxidanylidene-hexan-3-yl]amino]-1-oxidanylidene-3-phenyl-propan-2-yl]-3-phenyl-propanamide" 
# 
