data_PRDCC_000402
# 
_chem_comp.id                                    PRD_000402 
_chem_comp.name                                  "methoxysuccinyl-alanyl-alanyl-prolyl-alanine chloromethyl ketone" 
_chem_comp.formula                               "C20 H33 Cl N4 O7" 
_chem_comp.formula_weight                        476.952 
_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_000402 C1  C1  C  0 1 N N N 33.826 17.905 52.073 6.038   -0.699 0.132  MSU 1 C1  polymer 1 1 1  ? ? ? 
PRD_000402 O1  O1  O  0 1 N N N 33.975 17.736 53.312 5.930   -1.897 -0.017 MSU 1 O1  polymer 1 1 2  ? ? ? 
PRD_000402 C2  C2  C  0 1 N N N 33.313 19.327 51.920 7.402   -0.057 0.110  MSU 1 C2  polymer 1 1 3  ? ? ? 
PRD_000402 C3  C3  C  0 1 N N N 31.964 19.722 52.275 8.467   -1.132 -0.115 MSU 1 C3  polymer 1 1 4  ? ? ? 
PRD_000402 C4  C4  C  0 1 N N N 31.162 19.889 53.590 9.831   -0.490 -0.137 MSU 1 C4  polymer 1 1 5  ? ? ? 
PRD_000402 O2  O2  O  0 1 N N N 31.963 19.789 54.504 9.939   0.704  0.011  MSU 1 OT1 polymer 1 1 6  ? ? ? 
PRD_000402 O3  O3  O  0 1 N N N 30.116 18.972 53.555 10.925  -1.245 -0.322 MSU 1 OT2 polymer 1 1 7  ? ? ? 
PRD_000402 C5  C5  C  0 1 N N N 29.351 18.973 54.782 12.205  -0.560 -0.332 MSU 1 CT  polymer 1 1 8  ? ? ? 
PRD_000402 N1  N1  N  0 1 N N N 33.875 16.981 51.140 4.939   0.060  0.312  ALA 2 N   polymer 1 1 9  ? ? ? 
PRD_000402 C6  C6  C  0 1 N N S 34.400 15.670 51.547 3.613   -0.563 0.328  ALA 2 CA  polymer 1 1 10 ? ? ? 
PRD_000402 C7  C7  C  0 1 N N N 35.894 15.920 51.669 2.575   0.455  -0.070 ALA 2 C   polymer 1 1 11 ? ? ? 
PRD_000402 O4  O4  O  0 1 N N N 36.440 16.679 50.820 2.910   1.589  -0.340 ALA 2 O   polymer 1 1 12 ? ? ? 
PRD_000402 C8  C8  C  0 1 N N N 34.070 14.706 50.431 3.309   -1.078 1.736  ALA 2 CB  polymer 1 1 13 ? ? ? 
PRD_000402 N2  N2  N  0 1 N N N 36.548 15.339 52.635 1.275   0.105  -0.125 ALA 3 N   polymer 1 1 14 ? ? ? 
PRD_000402 C9  C9  C  0 1 N N S 37.994 15.504 52.849 0.266   1.094  -0.512 ALA 3 CA  polymer 1 1 15 ? ? ? 
PRD_000402 C10 C10 C  0 1 N N N 38.566 14.060 52.879 -1.069  0.702  0.066  ALA 3 C   polymer 1 1 16 ? ? ? 
PRD_000402 O5  O5  O  0 1 N N N 38.114 13.283 53.733 -1.301  -0.460 0.322  ALA 3 O   polymer 1 1 17 ? ? ? 
PRD_000402 C11 C11 C  0 1 N N N 38.222 16.147 54.211 0.165   1.150  -2.038 ALA 3 CB  polymer 1 1 18 ? ? ? 
PRD_000402 N3  N3  N  0 1 N N N 39.452 13.823 51.944 -2.006  1.643  0.298  PRO 4 N   polymer 1 1 19 ? ? ? 
PRD_000402 C12 C12 C  0 1 N N S 40.082 12.455 51.895 -3.307  1.416  0.943  PRO 4 CA  polymer 1 1 20 ? ? ? 
PRD_000402 C13 C13 C  0 1 N N N 40.853 12.251 53.151 -4.103  0.411  0.152  PRO 4 C   polymer 1 1 21 ? ? ? 
PRD_000402 O6  O6  O  0 1 N N N 41.656 13.147 53.563 -3.636  -0.075 -0.856 PRO 4 O   polymer 1 1 22 ? ? ? 
PRD_000402 C14 C14 C  0 1 N N N 40.853 12.472 50.590 -4.048  2.770  0.969  PRO 4 CB  polymer 1 1 23 ? ? ? 
PRD_000402 C15 C15 C  0 1 N N N 41.108 13.948 50.260 -3.358  3.565  -0.170 PRO 4 CG  polymer 1 1 24 ? ? ? 
PRD_000402 C16 C16 C  0 1 N N N 39.989 14.696 50.924 -1.892  3.072  -0.048 PRO 4 CD  polymer 1 1 25 ? ? ? 
PRD_000402 C17 C17 C  0 1 N N N 42.569 9.846  54.791 -7.602  -0.713 0.056  ALV 5 C   polymer 1 1 26 ? ? ? 
PRD_000402 N4  N4  N  0 1 N N N 40.676 11.098 53.815 -5.335  0.052  0.565  ALV 5 N   polymer 1 1 27 ? ? ? 
PRD_000402 O7  O7  O  0 1 N N N 43.327 9.582  55.943 -7.891  -0.997 1.427  ALV 5 O   polymer 1 1 28 ? ? ? 
PRD_000402 C18 C18 C  0 1 N N S 41.428 10.820 55.057 -6.109  -0.926 -0.205 ALV 5 CA  polymer 1 1 29 ? ? ? 
PRD_000402 C19 C19 C  0 1 N N N 40.420 10.273 56.090 -5.713  -2.340 0.222  ALV 5 CB  polymer 1 1 30 ? ? ? 
PRD_000402 C20 C20 C  0 1 N N N 43.540 10.183 53.629 -8.415  -1.649 -0.840 0QE 6 C1  polymer 1 1 31 ? ? ? 
PRD_000402 CL1 CL1 CL 0 0 N Y N ?      ?      ?      -10.172 -1.297 -0.641 0QE 6 CL1 polymer 1 1 32 ? ? ? 
PRD_000402 H1  H1  H  0 1 N N N 33.982 19.957 52.524 7.446   0.673  -0.698 MSU 1 H21 polymer 1 1 33 ? ? ? 
PRD_000402 H2  H2  H  0 1 N N N 33.433 19.580 50.856 7.584   0.442  1.061  MSU 1 H22 polymer 1 1 34 ? ? ? 
PRD_000402 H3  H3  H  0 1 N N N 31.879 20.718 51.816 8.423   -1.862 0.693  MSU 1 H31 polymer 1 1 35 ? ? ? 
PRD_000402 H4  H4  H  0 1 N N N 31.350 19.005 51.711 8.285   -1.631 -1.067 MSU 1 H32 polymer 1 1 36 ? ? ? 
PRD_000402 H5  H5  H  0 1 N N N 28.538 18.236 54.709 13.004  -1.284 -0.490 MSU 1 HT1 polymer 1 1 37 ? ? ? 
PRD_000402 H6  H6  H  0 1 N N N 30.008 18.711 55.624 12.217  0.175  -1.137 MSU 1 HT2 polymer 1 1 38 ? ? ? 
PRD_000402 H7  H7  H  0 1 N N N 28.924 19.973 54.947 12.355  -0.056 0.622  MSU 1 HT3 polymer 1 1 39 ? ? ? 
PRD_000402 H8  H8  H  0 1 N N N 33.572 17.160 50.204 5.026   1.019  0.431  ALA 2 H   polymer 1 1 40 ? ? ? 
PRD_000402 H9  H9  H  0 1 N N N 33.973 15.335 52.504 3.595   -1.395 -0.376 ALA 2 HA  polymer 1 1 41 ? ? ? 
PRD_000402 H10 H10 H  0 1 N N N 34.444 13.704 50.689 3.328   -0.246 2.440  ALA 2 HB1 polymer 1 1 42 ? ? ? 
PRD_000402 H11 H11 H  0 1 N N N 32.980 14.666 50.292 2.322   -1.542 1.747  ALA 2 HB2 polymer 1 1 43 ? ? ? 
PRD_000402 H12 H12 H  0 1 N N N 34.546 15.047 49.500 4.060   -1.814 2.023  ALA 2 HB3 polymer 1 1 44 ? ? ? 
PRD_000402 H13 H13 H  0 1 N N N 36.040 14.750 53.264 1.007   -0.802 0.090  ALA 3 H   polymer 1 1 45 ? ? ? 
PRD_000402 H14 H14 H  0 1 N N N 38.464 16.093 52.048 0.553   2.074  -0.131 ALA 3 HA  polymer 1 1 46 ? ? ? 
PRD_000402 H15 H15 H  0 1 N N N 39.301 16.275 54.381 -0.207  0.197  -2.412 ALA 3 HB1 polymer 1 1 47 ? ? ? 
PRD_000402 H16 H16 H  0 1 N N N 37.728 17.129 54.240 -0.520  1.947  -2.328 ALA 3 HB2 polymer 1 1 48 ? ? ? 
PRD_000402 H17 H17 H  0 1 N N N 37.801 15.501 54.996 1.150   1.347  -2.460 ALA 3 HB3 polymer 1 1 49 ? ? ? 
PRD_000402 H18 H18 H  0 1 N N N 39.288 11.697 51.830 -3.158  1.053  1.960  PRO 4 HA  polymer 1 1 50 ? ? ? 
PRD_000402 H19 H19 H  0 1 N N N 41.807 11.937 50.704 -5.108  2.633  0.757  PRO 4 HB2 polymer 1 1 51 ? ? ? 
PRD_000402 H20 H20 H  0 1 N N N 40.261 12.000 49.792 -3.907  3.269  1.928  PRO 4 HB3 polymer 1 1 52 ? ? ? 
PRD_000402 H21 H21 H  0 1 N N N 42.080 14.271 50.661 -3.782  3.306  -1.140 PRO 4 HG2 polymer 1 1 53 ? ? ? 
PRD_000402 H22 H22 H  0 1 N N N 41.088 14.109 49.172 -3.423  4.639  0.008  PRO 4 HG3 polymer 1 1 54 ? ? ? 
PRD_000402 H23 H23 H  0 1 N N N 39.210 14.943 50.188 -1.372  3.613  0.742  PRO 4 HD2 polymer 1 1 55 ? ? ? 
PRD_000402 H24 H24 H  0 1 N N N 40.370 15.622 51.380 -1.372  3.192  -0.998 PRO 4 HD3 polymer 1 1 56 ? ? ? 
PRD_000402 H25 H25 H  0 1 N N N 40.029 10.420 53.466 -5.709  0.440  1.371  ALV 5 H   polymer 1 1 57 ? ? ? 
PRD_000402 H26 H26 H  0 1 N N N 44.024 8.973  55.731 -7.680  -1.902 1.694  ALV 5 HO  polymer 1 1 58 ? ? ? 
PRD_000402 H27 H27 H  0 1 N N N 41.849 11.759 55.445 -5.904  -0.796 -1.267 ALV 5 HA  polymer 1 1 59 ? ? ? 
PRD_000402 H28 H28 H  0 1 N N N 39.619 11.010 56.247 -6.289  -3.068 -0.350 ALV 5 HB1 polymer 1 1 60 ? ? ? 
PRD_000402 H29 H29 H  0 1 N N N 39.986 9.334  55.717 -4.650  -2.492 0.037  ALV 5 HB2 polymer 1 1 61 ? ? ? 
PRD_000402 H30 H30 H  0 1 N N N 40.937 10.085 57.043 -5.918  -2.470 1.285  ALV 5 HB3 polymer 1 1 62 ? ? ? 
PRD_000402 H31 H31 H  0 1 N N N 42.088 8.900  54.501 -7.866  0.321  -0.164 ALV 5 H1  polymer 1 1 63 ? ? ? 
PRD_000402 H32 H32 H  0 1 N N N 44.401 9.499  53.598 -8.129  -1.495 -1.881 0QE 6 HA  polymer 1 1 64 ? ? ? 
PRD_000402 H33 H33 H  0 1 N N N 43.899 11.222 53.678 -8.217  -2.684 -0.559 0QE 6 HB  polymer 1 1 65 ? ? ? 
# 
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_000402 C1  O1  DOUB N N 1  
PRD_000402 C1  C2  SING N N 2  
PRD_000402 C2  C3  SING N N 3  
PRD_000402 C2  H1  SING N N 4  
PRD_000402 C2  H2  SING N N 5  
PRD_000402 C3  C4  SING N N 6  
PRD_000402 C3  H3  SING N N 7  
PRD_000402 C3  H4  SING N N 8  
PRD_000402 C4  O2  DOUB N N 9  
PRD_000402 C4  O3  SING N N 10 
PRD_000402 O3  C5  SING N N 11 
PRD_000402 C5  H5  SING N N 12 
PRD_000402 C5  H6  SING N N 13 
PRD_000402 C5  H7  SING N N 14 
PRD_000402 N1  C6  SING N N 15 
PRD_000402 N1  H8  SING N N 16 
PRD_000402 C6  C7  SING N N 17 
PRD_000402 C6  C8  SING N N 18 
PRD_000402 C6  H9  SING N N 19 
PRD_000402 C7  O4  DOUB N N 20 
PRD_000402 C8  H10 SING N N 21 
PRD_000402 C8  H11 SING N N 22 
PRD_000402 C8  H12 SING N N 23 
PRD_000402 N2  C9  SING N N 24 
PRD_000402 N2  H13 SING N N 25 
PRD_000402 C9  C10 SING N N 26 
PRD_000402 C9  C11 SING N N 27 
PRD_000402 C9  H14 SING N N 28 
PRD_000402 C10 O5  DOUB N N 29 
PRD_000402 C11 H15 SING N N 30 
PRD_000402 C11 H16 SING N N 31 
PRD_000402 C11 H17 SING N N 32 
PRD_000402 N3  C12 SING N N 33 
PRD_000402 N3  C16 SING N N 34 
PRD_000402 C12 C13 SING N N 35 
PRD_000402 C12 C14 SING N N 36 
PRD_000402 C12 H18 SING N N 37 
PRD_000402 C13 O6  DOUB N N 38 
PRD_000402 C14 C15 SING N N 39 
PRD_000402 C14 H19 SING N N 40 
PRD_000402 C14 H20 SING N N 41 
PRD_000402 C15 C16 SING N N 42 
PRD_000402 C15 H21 SING N N 43 
PRD_000402 C15 H22 SING N N 44 
PRD_000402 C16 H23 SING N N 45 
PRD_000402 C16 H24 SING N N 46 
PRD_000402 O7  C17 SING N N 47 
PRD_000402 C17 C18 SING N N 48 
PRD_000402 C18 N4  SING N N 49 
PRD_000402 N4  H25 SING N N 50 
PRD_000402 O7  H26 SING N N 51 
PRD_000402 C19 C18 SING N N 52 
PRD_000402 C18 H27 SING N N 53 
PRD_000402 C19 H28 SING N N 54 
PRD_000402 C19 H29 SING N N 55 
PRD_000402 C19 H30 SING N N 56 
PRD_000402 C17 H31 SING N N 57 
PRD_000402 C20 CL1 SING N N 58 
PRD_000402 C20 H32 SING N N 59 
PRD_000402 C20 H33 SING N N 60 
PRD_000402 C1  N1  SING N N 61 
PRD_000402 C17 C20 SING N N 62 
PRD_000402 C13 N4  SING N N 63 
PRD_000402 C7  N2  SING N N 64 
PRD_000402 C10 N3  SING N N 65 
# 
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_000402 SMILES           ACDLabs              12.01 "O=C(NC(C)C(O)CCl)C1N(C(=O)C(NC(=O)C(NC(=O)CCC(=O)OC)C)C)CCC1"                                                                                                         
PRD_000402 InChI            InChI                1.03  "InChI=1S/C20H33ClN4O7/c1-11(15(26)10-21)23-19(30)14-6-5-9-25(14)20(31)13(3)24-18(29)12(2)22-16(27)7-8-17(28)32-4/h11-15,26H,5-10H2,1-4H3,(H,22,27)(H,23,30)(H,24,29)" 
PRD_000402 InChIKey         InChI                1.03  ZPNCQVUAKGJRMW-UHFFFAOYSA-N                                                                                                                                            
PRD_000402 SMILES_CANONICAL CACTVS               3.370 "COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)[C@H](O)CCl"                                                                                    
PRD_000402 SMILES           CACTVS               3.370 "COC(=O)CCC(=O)N[CH](C)C(=O)N[CH](C)C(=O)N1CCC[CH]1C(=O)N[CH](C)[CH](O)CCl"                                                                                            
PRD_000402 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H](C(CCl)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCC(=O)OC"                                                                                         
PRD_000402 SMILES           "OpenEye OEToolkits" 1.7.6 "CC(C(CCl)O)NC(=O)C1CCCN1C(=O)C(C)NC(=O)C(C)NC(=O)CCC(=O)OC"                                                                                                           
# 
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_000402 "SYSTEMATIC NAME" ACDLabs              12.01 "N-(4-methoxy-4-oxobutanoyl)-L-alanyl-L-alanyl-N-[(2R,3S)-4-chloro-3-hydroxybutan-2-yl]-L-prolinamide"                                                                                                   
PRD_000402 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "methyl 4-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-4-chloranyl-3-oxidanyl-butan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxidanylidene-propan-2-yl]amino]-1-oxidanylidene-propan-2-yl]amino]-4-oxidanylidene-butanoate" 
# 
