data_GQH
# 
_chem_comp.id                                    GQH 
_chem_comp.name                                  "(2~{S})-~{N}-[(2~{S})-1-[[(2~{S})-1-[4-(aminomethyl)phenyl]-4-methylsulfonyl-butan-2-yl]amino]-1-oxidanylidene-propan-2-yl]-2-[[(2~{S})-2-azido-3-phenyl-propanoyl]amino]-4-methyl-pentanamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H43 N7 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-10-03 
_chem_comp.pdbx_modified_date                    2024-09-27 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        613.771 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GQH 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        6HTD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
GQH C6  C1  C 0  1 N N S N N N 58.855 -134.184 33.898 5.659  0.168  -0.335 C6  GQH 1  
GQH C7  C2  C 0  1 N N N N N N 60.133 -134.512 34.652 4.342  0.858  -0.583 C7  GQH 2  
GQH C10 C3  C 0  1 N N N N N N 61.654 -133.992 37.037 0.836  0.229  0.239  C10 GQH 3  
GQH C13 C4  C 0  1 N N N N N N 62.949 -135.593 39.939 -2.817 0.279  0.363  C13 GQH 4  
GQH C15 C5  C 0  1 N N S N N N 64.013 -135.136 42.100 -5.237 0.002  0.324  C15 GQH 5  
GQH C17 C6  C 0  1 Y N N N N N 64.604 -132.753 42.225 -5.719 -2.429 0.247  C17 GQH 6  
GQH C20 C7  C 0  1 Y N N N N N 65.554 -130.440 40.889 -4.836 -4.867 -0.714 C20 GQH 7  
GQH C21 C8  C 0  1 N N N N N N 66.046 -129.350 40.174 -4.355 -6.195 -1.238 C21 GQH 8  
GQH C24 C9  C 0  1 Y N N N N N 65.186 -132.831 40.940 -6.138 -2.877 -0.992 C24 GQH 9  
GQH C26 C10 C 0  1 N N N N N N 62.208 -136.528 43.236 -4.893 2.474  0.195  C26 GQH 10 
GQH C28 C11 C 0  1 N N N N N N 62.197 -139.482 42.394 -4.354 5.228  -0.053 C28 GQH 11 
GQH C18 C12 C 0  1 Y N N N N N 64.517 -131.486 42.822 -4.853 -3.198 1.002  C18 GQH 12 
GQH C19 C13 C 0  1 Y N N N N N 64.985 -130.339 42.168 -4.412 -4.417 0.522  C19 GQH 13 
GQH N22 N1  N 0  1 N N N N N N 66.172 -128.151 40.752 -5.278 -7.254 -0.810 N22 GQH 14 
GQH C23 C14 C 0  1 Y N N N N N 65.643 -131.690 40.289 -5.693 -4.093 -1.475 C23 GQH 15 
GQH C16 C15 C 0  1 N N N N N N 64.113 -133.833 42.964 -6.199 -1.100 0.770  C16 GQH 16 
GQH C25 C16 C 0  1 N N N N N N 63.717 -136.428 42.899 -5.790 1.364  0.748  C25 GQH 17 
GQH S27 S1  S 0  1 N N N N N N 61.575 -138.220 43.505 -5.549 4.088  0.698  S27 GQH 18 
GQH O29 O1  O 0  1 N N N N N N 60.067 -138.162 43.246 -6.811 4.279  0.074  O29 GQH 19 
GQH O30 O2  O 0  1 N N N N N N 61.849 -138.604 44.962 -5.450 4.196  2.112  O30 GQH 20 
GQH N14 N2  N 0  1 N N N N N N 62.956 -134.943 41.104 -3.929 -0.210 0.947  N14 GQH 21 
GQH O31 O3  O 0  1 N N N N N N 63.837 -136.350 39.530 -2.899 0.894  -0.678 O31 GQH 22 
GQH C12 C17 C 0  1 N N S N N N 61.713 -135.277 39.102 -1.471 0.061  1.005  C12 GQH 23 
GQH C32 C18 C 0  1 N N N N N N 60.720 -136.442 39.138 -1.462 0.690  2.400  C32 GQH 24 
GQH N11 N3  N 0  1 N N N N N N 62.153 -135.018 37.731 -0.431 0.684  0.182  N11 GQH 25 
GQH O39 O4  O 0  1 N N N N N N 60.731 -133.257 37.419 1.116  -0.697 0.971  O39 GQH 26 
GQH C9  C19 C 0  1 N N S N N N 62.207 -133.878 35.622 1.906  0.870  -0.607 C9  GQH 27 
GQH C40 C20 C 0  1 N N N N N N 63.315 -132.827 35.574 1.533  0.740  -2.086 C40 GQH 28 
GQH C41 C21 C 0  1 N N N N N N 63.926 -132.792 34.157 2.553  1.498  -2.938 C41 GQH 29 
GQH C42 C22 C 0  1 N N N N N N 64.855 -131.567 34.026 2.252  1.266  -4.420 C42 GQH 30 
GQH C43 C23 C 0  1 N N N N N N 64.681 -134.106 33.824 2.465  2.994  -2.628 C43 GQH 31 
GQH N8  N4  N 0  1 N N N N N N 61.028 -133.543 34.822 3.186  0.200  -0.367 N8  GQH 32 
GQH O44 O5  O 0  1 N N N N N N 60.323 -135.667 35.051 4.323  2.004  -0.977 O44 GQH 33 
GQH N51 N5  N 0  1 N N N N N N 58.980 -135.281 32.914 6.721  0.866  -1.066 N51 GQH 34 
GQH N52 N6  N 1  1 N N N N N N 58.541 -135.316 32.087 7.765  0.449  -1.073 N52 GQH 35 
GQH N53 N7  N -1 1 N N N N N N 58.033 -135.373 31.123 8.809  0.033  -1.081 N53 GQH 36 
GQH C54 C24 C 0  1 N N N N N N 57.747 -134.282 34.990 5.972  0.189  1.162  C54 GQH 37 
GQH C55 C25 C 0  1 Y N N N N N 56.416 -133.910 34.669 7.226  -0.605 1.425  C55 GQH 38 
GQH C60 C26 C 0  1 Y N N N N N 55.575 -133.464 35.709 8.459  0.018  1.394  C60 GQH 39 
GQH C59 C27 C 0  1 Y N N N N N 54.236 -133.103 35.479 9.608  -0.711 1.634  C59 GQH 40 
GQH C58 C28 C 0  1 Y N N N N N 53.694 -133.189 34.192 9.525  -2.064 1.905  C58 GQH 41 
GQH C57 C29 C 0  1 Y N N N N N 54.508 -133.643 33.151 8.292  -2.687 1.936  C57 GQH 42 
GQH C56 C30 C 0  1 Y N N N N N 55.844 -134.003 33.387 7.141  -1.957 1.702  C56 GQH 43 
GQH H1  H1  H 0  1 N N N N N N 58.886 -133.186 33.436 5.599  -0.864 -0.680 H1  GQH 44 
GQH H2  H2  H 0  1 N N N N N N 64.974 -135.270 41.582 -5.131 -0.025 -0.761 H2  GQH 45 
GQH H3  H3  H 0  1 N N N N N N 65.377 -129.213 39.311 -4.318 -6.165 -2.327 H3  GQH 46 
GQH H4  H4  H 0  1 N N N N N N 67.048 -129.634 39.820 -3.359 -6.401 -0.846 H4  GQH 47 
GQH H5  H5  H 0  1 N N N N N N 65.277 -133.792 40.455 -6.814 -2.276 -1.583 H5  GQH 48 
GQH H6  H6  H 0  1 N N N N N N 62.026 -135.948 44.153 -3.883 2.353  0.586  H6  GQH 49 
GQH H7  H7  H 0  1 N N N N N N 61.644 -136.083 42.403 -4.871 2.414  -0.893 H7  GQH 50 
GQH H8  H8  H 0  1 N N N N N N 61.747 -140.452 42.652 -4.348 5.087  -1.134 H8  GQH 51 
GQH H9  H9  H 0  1 N N N N N N 61.935 -139.220 41.358 -4.637 6.255  0.178  H9  GQH 52 
GQH H10 H10 H 0  1 N N N N N N 63.291 -139.548 42.490 -3.360 5.027  0.345  H10 GQH 53 
GQH H11 H11 H 0  1 N N N N N N 64.080 -131.393 43.805 -4.522 -2.846 1.968  H11 GQH 54 
GQH H12 H12 H 0  1 N N N N N N 64.908 -129.375 42.649 -3.742 -5.021 1.116  H12 GQH 55 
GQH H13 H13 H 0  1 N N N N N N 66.538 -127.498 40.089 -6.222 -7.053 -1.106 H13 GQH 56 
GQH H14 H14 H 0  1 N N N N N N 65.277 -127.838 41.069 -4.977 -8.156 -1.149 H14 GQH 57 
GQH H16 H16 H 0  1 N N N N N N 66.073 -131.777 39.302 -6.024 -4.445 -2.441 H16 GQH 58 
GQH H17 H17 H 0  1 N N N N N N 63.112 -133.579 43.342 -6.237 -1.131 1.859  H17 GQH 59 
GQH H18 H18 H 0  1 N N N N N N 64.788 -134.020 43.812 -7.195 -0.894 0.378  H18 GQH 60 
GQH H19 H19 H 0  1 N N N N N N 64.011 -137.300 42.297 -6.800 1.484  0.357  H19 GQH 61 
GQH H20 H20 H 0  1 N N N N N N 64.296 -136.415 43.834 -5.812 1.424  1.836  H20 GQH 62 
GQH H21 H21 H 0  1 N N N N N N 62.215 -134.302 41.304 -3.862 -0.702 1.781  H21 GQH 63 
GQH H22 H22 H 0  1 N N N N N N 61.224 -134.381 39.512 -1.276 -1.008 1.088  H22 GQH 64 
GQH H23 H23 H 0  1 N N N N N N 60.401 -136.621 40.176 -1.657 1.760  2.317  H23 GQH 65 
GQH H24 H24 H 0  1 N N N N N N 59.842 -136.195 38.523 -2.236 0.227  3.012  H24 GQH 66 
GQH H25 H25 H 0  1 N N N N N N 61.203 -137.347 38.741 -0.489 0.533  2.864  H25 GQH 67 
GQH H26 H26 H 0  1 N N N N N N 62.835 -135.616 37.309 -0.655 1.424  -0.403 H26 GQH 68 
GQH H27 H27 H 0  1 N N N N N N 62.614 -134.851 35.310 1.993  1.924  -0.346 H27 GQH 69 
GQH H28 H28 H 0  1 N N N N N N 64.096 -133.084 36.305 1.532  -0.312 -2.369 H28 GQH 70 
GQH H29 H29 H 0  1 N N N N N N 62.895 -131.840 35.817 0.540  1.161  -2.248 H29 GQH 71 
GQH H30 H30 H 0  1 N N N N N N 63.105 -132.678 33.433 3.556  1.138  -2.710 H30 GQH 72 
GQH H31 H31 H 0  1 N N N N N N 64.293 -130.653 34.268 1.249  1.626  -4.648 H31 GQH 73 
GQH H32 H32 H 0  1 N N N N N N 65.701 -131.672 34.722 2.979  1.806  -5.027 H32 GQH 74 
GQH H33 H33 H 0  1 N N N N N N 65.234 -131.503 32.995 2.314  0.200  -4.641 H33 GQH 75 
GQH H34 H34 H 0  1 N N N N N N 63.995 -134.960 33.926 2.680  3.159  -1.572 H34 GQH 76 
GQH H35 H35 H 0  1 N N N N N N 65.059 -134.060 32.792 3.192  3.534  -3.235 H35 GQH 77 
GQH H36 H36 H 0  1 N N N N N N 65.525 -134.230 34.518 1.462  3.354  -2.856 H36 GQH 78 
GQH H37 H37 H 0  1 N N N N N N 60.902 -132.634 34.424 3.202  -0.717 -0.051 H37 GQH 79 
GQH H39 H39 H 0  1 N N N N N N 57.715 -135.331 35.321 6.120  1.219  1.488  H39 GQH 80 
GQH H40 H40 H 0  1 N N N N N N 58.065 -133.643 35.827 5.141  -0.251 1.713  H40 GQH 81 
GQH H41 H41 H 0  1 N N N N N N 55.971 -133.398 36.712 8.524  1.075  1.181  H41 GQH 82 
GQH H42 H42 H 0  1 N N N N N N 53.623 -132.758 36.299 10.572 -0.223 1.609  H42 GQH 83 
GQH H43 H43 H 0  1 N N N N N N 52.667 -132.910 34.007 10.423 -2.633 2.092  H43 GQH 84 
GQH H44 H44 H 0  1 N N N N N N 54.104 -133.718 32.152 8.226  -3.743 2.153  H44 GQH 85 
GQH H45 H45 H 0  1 N N N N N N 56.447 -134.360 32.565 6.178  -2.444 1.726  H45 GQH 86 
# 
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 
GQH N53 N52 DOUB N N 1  
GQH N52 N51 DOUB N N 2  
GQH N51 C6  SING N N 3  
GQH C57 C56 DOUB Y N 4  
GQH C57 C58 SING Y N 5  
GQH C56 C55 SING Y N 6  
GQH C43 C41 SING N N 7  
GQH C6  C7  SING N N 8  
GQH C6  C54 SING N N 9  
GQH C42 C41 SING N N 10 
GQH C41 C40 SING N N 11 
GQH C58 C59 DOUB Y N 12 
GQH C7  N8  SING N N 13 
GQH C7  O44 DOUB N N 14 
GQH C55 C54 SING N N 15 
GQH C55 C60 DOUB Y N 16 
GQH N8  C9  SING N N 17 
GQH C59 C60 SING Y N 18 
GQH C40 C9  SING N N 19 
GQH C9  C10 SING N N 20 
GQH C10 O39 DOUB N N 21 
GQH C10 N11 SING N N 22 
GQH N11 C12 SING N N 23 
GQH C12 C32 SING N N 24 
GQH C12 C13 SING N N 25 
GQH O31 C13 DOUB N N 26 
GQH C13 N14 SING N N 27 
GQH C21 N22 SING N N 28 
GQH C21 C20 SING N N 29 
GQH C23 C20 DOUB Y N 30 
GQH C23 C24 SING Y N 31 
GQH C20 C19 SING Y N 32 
GQH C24 C17 DOUB Y N 33 
GQH N14 C15 SING N N 34 
GQH C15 C25 SING N N 35 
GQH C15 C16 SING N N 36 
GQH C19 C18 DOUB Y N 37 
GQH C17 C18 SING Y N 38 
GQH C17 C16 SING N N 39 
GQH C28 S27 SING N N 40 
GQH C25 C26 SING N N 41 
GQH C26 S27 SING N N 42 
GQH O29 S27 DOUB N N 43 
GQH S27 O30 DOUB N N 44 
GQH C6  H1  SING N N 45 
GQH C15 H2  SING N N 46 
GQH C21 H3  SING N N 47 
GQH C21 H4  SING N N 48 
GQH C24 H5  SING N N 49 
GQH C26 H6  SING N N 50 
GQH C26 H7  SING N N 51 
GQH C28 H8  SING N N 52 
GQH C28 H9  SING N N 53 
GQH C28 H10 SING N N 54 
GQH C18 H11 SING N N 55 
GQH C19 H12 SING N N 56 
GQH N22 H13 SING N N 57 
GQH N22 H14 SING N N 58 
GQH C23 H16 SING N N 59 
GQH C16 H17 SING N N 60 
GQH C16 H18 SING N N 61 
GQH C25 H19 SING N N 62 
GQH C25 H20 SING N N 63 
GQH N14 H21 SING N N 64 
GQH C12 H22 SING N N 65 
GQH C32 H23 SING N N 66 
GQH C32 H24 SING N N 67 
GQH C32 H25 SING N N 68 
GQH N11 H26 SING N N 69 
GQH C9  H27 SING N N 70 
GQH C40 H28 SING N N 71 
GQH C40 H29 SING N N 72 
GQH C41 H30 SING N N 73 
GQH C42 H31 SING N N 74 
GQH C42 H32 SING N N 75 
GQH C42 H33 SING N N 76 
GQH C43 H34 SING N N 77 
GQH C43 H35 SING N N 78 
GQH C43 H36 SING N N 79 
GQH N8  H37 SING N N 80 
GQH C54 H39 SING N N 81 
GQH C54 H40 SING N N 82 
GQH C60 H41 SING N N 83 
GQH C59 H42 SING N N 84 
GQH C58 H43 SING N N 85 
GQH C57 H44 SING N N 86 
GQH C56 H45 SING N N 87 
# 
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 
GQH InChI            InChI                1.03  "InChI=1S/C30H43N7O5S/c1-20(2)16-26(35-30(40)27(36-37-32)18-22-8-6-5-7-9-22)29(39)33-21(3)28(38)34-25(14-15-43(4,41)42)17-23-10-12-24(19-31)13-11-23/h5-13,20-21,25-27H,14-19,31H2,1-4H3,(H,33,39)(H,34,38)(H,35,40)/t21-,25+,26-,27-/m0/s1" 
GQH InChIKey         InChI                1.03  YICZFGYCCYPNLS-BECWTDFISA-N                                                                                                                                                                                                                  
GQH SMILES_CANONICAL CACTVS               3.385 "CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)N=[N+]=[N-])C(=O)N[C@@H](C)C(=O)N[C@H](CC[S](C)(=O)=O)Cc2ccc(CN)cc2"                                                                                                                                      
GQH SMILES           CACTVS               3.385 "CC(C)C[CH](NC(=O)[CH](Cc1ccccc1)N=[N+]=[N-])C(=O)N[CH](C)C(=O)N[CH](CC[S](C)(=O)=O)Cc2ccc(CN)cc2"                                                                                                                                           
GQH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](C(=O)N[C@H](CCS(=O)(=O)C)Cc1ccc(cc1)CN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2ccccc2)N=[N+]=[N-]"                                                                                                                                        
GQH SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)NC(C)C(=O)NC(CCS(=O)(=O)C)Cc1ccc(cc1)CN)NC(=O)C(Cc2ccccc2)N=[N+]=[N-]"                                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           GQH 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "(2~{S})-~{N}-[(2~{S})-1-[[(2~{S})-1-[4-(aminomethyl)phenyl]-4-methylsulfonyl-butan-2-yl]amino]-1-oxidanylidene-propan-2-yl]-2-[[(2~{S})-2-azido-3-phenyl-propanoyl]amino]-4-methyl-pentanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GQH "Create component" 2018-10-03 EBI  
GQH "Initial release"  2019-01-30 RCSB 
GQH "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            GQH 
_pdbx_chem_comp_pcm.modified_residue_id                THR 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C25 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG1 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
