data_HU1
# 
_chem_comp.id                                    HU1 
_chem_comp.name                                  "TERT-BUTYL {(1S)-2-[(1R,2S,5S)-2-({[(1S)-3-AMINO-1-(CYCLOBUTYLMETHYL)-2,3-DIOXOPROPYL]AMINO}CARBONYL)-6,6-DIMETHYL-3-AZABICYCLO[3.1.0]HEX-3-YL]-1-CYCLOHEXYL-2-OXOETHYL}CARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H46 N4 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Ketoamide Inhibitor SCH491762, bound form" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-08 
_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                        546.699 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HU1 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
HU1 C1   C1   C 0 1 N N N N N N 192.040 -10.383 49.175 4.744  0.214  0.534  C1   HU1 1  
HU1 O2   O2   O 0 1 N N N N N N 192.610 -11.334 49.722 5.015  -0.127 -0.600 O2   HU1 2  
HU1 O3   O3   O 0 1 N N N N N N 190.701 -10.149 49.146 5.721  0.621  1.366  O3   HU1 3  
HU1 C4   C4   C 0 1 N N N N N N 189.659 -10.859 49.896 7.076  0.621  0.843  C4   HU1 4  
HU1 C5   C5   C 0 1 N N N N N N 188.867 -11.661 48.860 7.154  1.551  -0.370 C5   HU1 5  
HU1 C6   C6   C 0 1 N N N N N N 188.684 -9.830  50.506 8.041  1.110  1.924  C6   HU1 6  
HU1 C7   C7   C 0 1 N N N N N N 190.154 -11.781 51.049 7.459  -0.799 0.422  C7   HU1 7  
HU1 N8   N8   N 0 1 N N N N N N 192.697 -9.453  48.490 3.465  0.190  0.958  N8   HU1 8  
HU1 C9   C9   C 0 1 N N S N N N 194.149 -9.443  48.371 2.402  -0.253 0.052  C9   HU1 9  
HU1 C10  C10  C 0 1 N N N N N N 194.580 -8.786  47.061 2.292  -1.778 0.102  C10  HU1 10 
HU1 C11  C11  C 0 1 N N N N N N 196.105 -8.753  46.942 1.184  -2.241 -0.845 C11  HU1 11 
HU1 C12  C12  C 0 1 N N N N N N 193.977 -9.521  45.864 3.623  -2.399 -0.328 C12  HU1 12 
HU1 C13  C13  C 0 1 N N N N N N 196.584 -8.211  45.604 1.074  -3.766 -0.796 C13  HU1 13 
HU1 C14  C14  C 0 1 N N N N N N 194.435 -8.971  44.529 3.513  -3.924 -0.279 C14  HU1 14 
HU1 C15  C15  C 0 1 N N N N N N 195.954 -8.990  44.441 2.405  -4.387 -1.226 C15  HU1 15 
HU1 C16  C16  C 0 1 N N N N N N 194.689 -8.618  49.532 1.092  0.359  0.478  C16  HU1 16 
HU1 O17  O17  O 0 1 N N N N N N 194.411 -7.416  49.628 0.870  0.558  1.654  O17  HU1 17 
HU1 N18  N18  N 0 1 N N N N N N 195.412 -9.260  50.462 0.168  0.685  -0.447 N18  HU1 18 
HU1 C19  C19  C 0 1 N N N N N N 195.763 -10.689 50.496 0.215  0.434  -1.906 C19  HU1 19 
HU1 C20  C20  C 0 1 N N S N N N 195.969 -8.547  51.616 -1.128 1.370  -0.235 C20  HU1 20 
HU1 C21  C21  C 0 1 N N R N N N 196.440 -9.573  52.586 -1.262 2.332  -1.435 C21  HU1 21 
HU1 C22  C22  C 0 1 N N S N N N 196.484 -10.842 51.811 -0.373 1.713  -2.541 C22  HU1 22 
HU1 C23  C23  C 0 1 N N N N N N 195.643 -10.758 53.088 -0.008 3.067  -1.913 C23  HU1 23 
HU1 C24  C24  C 0 1 N N N N N N 196.163 -11.434 54.316 -0.208 4.318  -2.770 C24  HU1 24 
HU1 C25  C25  C 0 1 N N N N N N 194.151 -10.713 52.969 1.193  3.102  -0.966 C25  HU1 25 
HU1 C26  C26  C 0 1 N N N N N N 197.019 -7.534  51.172 -2.257 0.371  -0.234 C26  HU1 26 
HU1 O27  O27  O 0 1 N N N N N N 198.003 -7.888  50.508 -2.092 -0.730 -0.716 O27  HU1 27 
HU1 N28  N28  N 0 1 N N N N N N 196.813 -6.278  51.551 -3.448 0.700  0.302  N28  HU1 28 
HU1 C29  C29  C 0 1 N N S N N N 197.728 -5.211  51.170 -4.545 -0.271 0.303  C29  HU1 29 
HU1 C30  C30  C 0 1 N N N N N N 196.961 -4.140  50.382 -5.511 0.051  1.445  C30  HU1 30 
HU1 C31  C31  C 0 1 N N N N N N 196.333 -4.674  49.067 -4.799 -0.142 2.785  C31  HU1 31 
HU1 C32  C32  C 0 1 N N N N N N 195.355 -3.761  48.323 -4.044 1.109  3.267  C32  HU1 32 
HU1 C33  C33  C 0 1 N N N N N N 197.236 -4.654  47.832 -5.719 0.039  4.003  C33  HU1 33 
HU1 C34  C34  C 0 1 N N N N N N 196.030 -4.167  47.007 -4.548 0.770  4.681  C34  HU1 34 
HU1 O35  O35  O 0 1 N N N N N N 199.014 -5.702  53.204 -5.111 0.743  -1.747 O35  HU1 35 
HU1 C36  C36  C 0 1 N N N N N N 198.472 -4.614  52.395 -5.279 -0.200 -1.012 C36  HU1 36 
HU1 O37  O37  O 0 1 N N N N N N 199.491 -2.745  51.307 -6.382 -2.242 -0.664 O37  HU1 37 
HU1 N38  N38  N 0 1 N N N N N N 200.906 -4.332  52.008 -6.870 -1.231 -2.579 N38  HU1 38 
HU1 C39  C39  C 0 1 N N N N N N 199.688 -3.823  51.858 -6.213 -1.294 -1.403 C39  HU1 39 
HU1 H51  H51  H 0 1 N N N N N N 188.064 -12.220 49.364 6.881  2.562  -0.070 H51  HU1 40 
HU1 H52  H52  H 0 1 N N N N N N 188.428 -10.974 48.122 8.171  1.550  -0.763 H52  HU1 41 
HU1 H53  H53  H 0 1 N N N N N N 189.540 -12.366 48.350 6.467  1.202  -1.140 H53  HU1 42 
HU1 H61  H61  H 0 1 N N N N N N 187.900 -10.357 51.070 7.985  0.447  2.788  H61  HU1 43 
HU1 H62  H62  H 0 1 N N N N N N 189.235 -9.160  51.182 9.058  1.110  1.531  H62  HU1 44 
HU1 H63  H63  H 0 1 N N N N N N 188.223 -9.240  49.700 7.768  2.122  2.224  H63  HU1 45 
HU1 H71  H71  H 0 1 N N N N N N 189.290 -12.257 51.535 6.772  -1.148 -0.349 H71  HU1 46 
HU1 H72  H72  H 0 1 N N N N N N 190.817 -12.557 50.639 8.476  -0.800 0.029  H72  HU1 47 
HU1 H73  H73  H 0 1 N N N N N N 190.706 -11.181 51.787 7.404  -1.462 1.285  H73  HU1 48 
HU1 HN8  HN8  H 0 1 N N N N N N 192.174 -8.731  48.038 3.248  0.467  1.862  HN8  HU1 49 
HU1 H9   H9   H 0 1 N N N N N N 194.551 -10.466 48.423 2.636  0.062  -0.965 H9   HU1 50 
HU1 H10  H10  H 0 1 N N N N N N 194.210 -7.750  47.054 2.056  -2.092 1.118  H10  HU1 51 
HU1 H111 H111 H 0 0 N N N N N N 196.506 -8.114  47.743 0.236  -1.798 -0.539 H111 HU1 52 
HU1 H112 H112 H 0 0 N N N N N N 196.488 -9.777  47.063 1.419  -1.926 -1.862 H112 HU1 53 
HU1 H121 H121 H 0 0 N N N N N N 194.267 -10.580 45.923 3.859  -2.084 -1.345 H121 HU1 54 
HU1 H122 H122 H 0 0 N N N N N N 192.882 -9.437  45.919 4.413  -2.069 0.346  H122 HU1 55 
HU1 H131 H131 H 0 0 N N N N N N 196.301 -7.151  45.523 0.838  -4.080 0.221  H131 HU1 56 
HU1 H132 H132 H 0 0 N N N N N N 197.679 -8.304  45.549 0.284  -4.096 -1.471 H132 HU1 57 
HU1 H141 H141 H 0 0 N N N N N N 194.017 -9.588  43.720 4.461  -4.367 -0.585 H141 HU1 58 
HU1 H142 H142 H 0 0 N N N N N N 194.079 -7.936  44.422 3.277  -4.239 0.738  H142 HU1 59 
HU1 H151 H151 H 0 0 N N N N N N 196.265 -8.531  43.491 2.327  -5.474 -1.191 H151 HU1 60 
HU1 H152 H152 H 0 0 N N N N N N 196.303 -10.033 44.476 2.641  -4.072 -2.243 H152 HU1 61 
HU1 H191 H191 H 0 0 N N N N N N 194.860 -11.317 50.467 1.245  0.287  -2.234 H191 HU1 62 
HU1 H192 H192 H 0 0 N N N N N N 196.420 -10.953 49.654 -0.394 -0.432 -2.163 H192 HU1 63 
HU1 H20  H20  H 0 1 N N N N N N 195.153 -7.984  52.094 -1.115 1.927  0.702  H20  HU1 64 
HU1 H21  H21  H 0 1 N N N N N N 197.342 -9.322  53.163 -2.251 2.735  -1.652 H21  HU1 65 
HU1 H22  H22  H 0 1 N N N N N N 197.402 -11.448 51.837 -0.702 1.656  -3.578 H22  HU1 66 
HU1 H241 H241 H 0 0 N N N N N N 195.503 -12.274 54.580 -0.778 5.057  -2.207 H241 HU1 67 
HU1 H242 H242 H 0 0 N N N N N N 197.178 -11.812 54.125 0.763  4.735  -3.037 H242 HU1 68 
HU1 H243 H243 H 0 0 N N N N N N 196.190 -10.714 55.147 -0.752 4.054  -3.678 H243 HU1 69 
HU1 H251 H251 H 0 0 N N N N N N 193.722 -11.641 53.375 1.518  2.084  -0.754 H251 HU1 70 
HU1 H252 H252 H 0 0 N N N N N N 193.764 -9.852  53.534 2.008  3.654  -1.433 H252 HU1 71 
HU1 H253 H253 H 0 0 N N N N N N 193.871 -10.612 51.910 0.908  3.594  -0.036 H253 HU1 72 
HU1 HN28 HN28 H 0 0 N N N N N N 196.013 -6.060  52.110 -3.580 1.581  0.687  HN28 HU1 73 
HU1 H29  H29  H 0 1 N N N N N N 198.491 -5.631  50.498 -4.142 -1.274 0.440  H29  HU1 74 
HU1 H301 H301 H 0 0 N N N N N N 196.155 -3.749  51.020 -5.846 1.085  1.357  H301 HU1 75 
HU1 H302 H302 H 0 0 N N N N N N 197.657 -3.326  50.131 -6.372 -0.615 1.391  H302 HU1 76 
HU1 H31  H31  H 0 1 N N N N N N 195.899 -5.673  49.222 -4.202 -1.054 2.820  H31  HU1 77 
HU1 H321 H321 H 0 0 N N N N N N 194.300 -4.063  48.404 -2.962 1.035  3.160  H321 HU1 78 
HU1 H322 H322 H 0 0 N N N N N N 195.451 -2.694  48.572 -4.447 2.041  2.872  H322 HU1 79 
HU1 H331 H331 H 0 0 N N N N N N 198.068 -3.937  47.888 -6.580 0.679  3.809  H331 HU1 80 
HU1 H332 H332 H 0 0 N N N N N N 197.622 -5.640  47.535 -5.989 -0.898 4.490  H332 HU1 81 
HU1 H341 H341 H 0 0 N N N N N N 195.507 -4.960  46.452 -3.882 0.109  5.234  H341 HU1 82 
HU1 H342 H342 H 0 0 N N N N N N 196.250 -3.329  46.329 -4.853 1.644  5.256  H342 HU1 83 
HU1 H381 H381 H 0 0 N N N N N N 201.702 -3.833  51.666 -6.735 -0.474 -3.169 H381 HU1 84 
HU1 H382 H382 H 0 0 N N N N N N 201.027 -5.214  52.463 -7.477 -1.943 -2.834 H382 HU1 85 
# 
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 
HU1 C1  N8   SING N N 1  
HU1 C1  O3   SING N N 2  
HU1 C1  O2   DOUB N N 3  
HU1 O3  C4   SING N N 4  
HU1 C4  C5   SING N N 5  
HU1 C4  C6   SING N N 6  
HU1 C4  C7   SING N N 7  
HU1 C5  H51  SING N N 8  
HU1 C5  H52  SING N N 9  
HU1 C5  H53  SING N N 10 
HU1 C6  H61  SING N N 11 
HU1 C6  H62  SING N N 12 
HU1 C6  H63  SING N N 13 
HU1 C7  H71  SING N N 14 
HU1 C7  H72  SING N N 15 
HU1 C7  H73  SING N N 16 
HU1 N8  C9   SING N N 17 
HU1 N8  HN8  SING N N 18 
HU1 C9  C10  SING N N 19 
HU1 C9  C16  SING N N 20 
HU1 C9  H9   SING N N 21 
HU1 C10 C12  SING N N 22 
HU1 C10 C11  SING N N 23 
HU1 C10 H10  SING N N 24 
HU1 C11 C13  SING N N 25 
HU1 C11 H111 SING N N 26 
HU1 C11 H112 SING N N 27 
HU1 C12 C14  SING N N 28 
HU1 C12 H121 SING N N 29 
HU1 C12 H122 SING N N 30 
HU1 C13 C15  SING N N 31 
HU1 C13 H131 SING N N 32 
HU1 C13 H132 SING N N 33 
HU1 C14 C15  SING N N 34 
HU1 C14 H141 SING N N 35 
HU1 C14 H142 SING N N 36 
HU1 C15 H151 SING N N 37 
HU1 C15 H152 SING N N 38 
HU1 C16 O17  DOUB N N 39 
HU1 C16 N18  SING N N 40 
HU1 N18 C19  SING N N 41 
HU1 N18 C20  SING N N 42 
HU1 C19 C22  SING N N 43 
HU1 C19 H191 SING N N 44 
HU1 C19 H192 SING N N 45 
HU1 C20 C26  SING N N 46 
HU1 C20 C21  SING N N 47 
HU1 C20 H20  SING N N 48 
HU1 C21 C22  SING N N 49 
HU1 C21 C23  SING N N 50 
HU1 C21 H21  SING N N 51 
HU1 C22 C23  SING N N 52 
HU1 C22 H22  SING N N 53 
HU1 C23 C25  SING N N 54 
HU1 C23 C24  SING N N 55 
HU1 C24 H241 SING N N 56 
HU1 C24 H242 SING N N 57 
HU1 C24 H243 SING N N 58 
HU1 C25 H251 SING N N 59 
HU1 C25 H252 SING N N 60 
HU1 C25 H253 SING N N 61 
HU1 C26 O27  DOUB N N 62 
HU1 C26 N28  SING N N 63 
HU1 N28 C29  SING N N 64 
HU1 N28 HN28 SING N N 65 
HU1 C29 C30  SING N N 66 
HU1 C29 C36  SING N N 67 
HU1 C29 H29  SING N N 68 
HU1 C30 C31  SING N N 69 
HU1 C30 H301 SING N N 70 
HU1 C30 H302 SING N N 71 
HU1 C31 C33  SING N N 72 
HU1 C31 C32  SING N N 73 
HU1 C31 H31  SING N N 74 
HU1 C32 C34  SING N N 75 
HU1 C32 H321 SING N N 76 
HU1 C32 H322 SING N N 77 
HU1 C33 C34  SING N N 78 
HU1 C33 H331 SING N N 79 
HU1 C33 H332 SING N N 80 
HU1 C34 H341 SING N N 81 
HU1 C34 H342 SING N N 82 
HU1 O35 C36  DOUB N N 83 
HU1 C36 C39  SING N N 84 
HU1 O37 C39  DOUB N N 85 
HU1 N38 C39  SING N N 86 
HU1 N38 H381 SING N N 87 
HU1 N38 H382 SING N N 88 
# 
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 
HU1 SMILES           ACDLabs              12.01 "O=C(N3C(C(=O)NC(C(=O)C(=O)N)CC1CCC1)C2C(C)(C2C3)C)C(NC(=O)OC(C)(C)C)C4CCCCC4"                                                                                                                                              
HU1 InChI            InChI                1.03  "InChI=1S/C29H46N4O6/c1-28(2,3)39-27(38)32-21(17-12-7-6-8-13-17)26(37)33-15-18-20(29(18,4)5)22(33)25(36)31-19(23(34)24(30)35)14-16-10-9-11-16/h16-22H,6-15H2,1-5H3,(H2,30,35)(H,31,36)(H,32,38)/t18-,19-,20-,21-,22-/m0/s1" 
HU1 InChIKey         InChI                1.03  LFKITAOQQDIAJF-YFNVTMOMSA-N                                                                                                                                                                                                 
HU1 SMILES_CANONICAL CACTVS               3.370 "CC(C)(C)OC(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3[C@@H]([C@H]2C(=O)N[C@@H](CC4CCC4)C(=O)C(N)=O)C3(C)C"                                                                                                                         
HU1 SMILES           CACTVS               3.370 "CC(C)(C)OC(=O)N[CH](C1CCCCC1)C(=O)N2C[CH]3[CH]([CH]2C(=O)N[CH](CC4CCC4)C(=O)C(N)=O)C3(C)C"                                                                                                                                 
HU1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)[C@H](C3CCCCC3)NC(=O)OC(C)(C)C)C(=O)N[C@@H](CC4CCC4)C(=O)C(=O)N)C"                                                                                                                        
HU1 SMILES           "OpenEye OEToolkits" 1.7.6 "CC1(C2C1C(N(C2)C(=O)C(C3CCCCC3)NC(=O)OC(C)(C)C)C(=O)NC(CC4CCC4)C(=O)C(=O)N)C"                                                                                                                                              
# 
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 
HU1 "SYSTEMATIC NAME" ACDLabs              12.01 "tert-butyl {(1S)-2-[(1R,2S,5S)-2-{[(2S)-4-amino-1-cyclobutyl-3,4-dioxobutan-2-yl]carbamoyl}-6,6-dimethyl-3-azabicyclo[3.1.0]hex-3-yl]-1-cyclohexyl-2-oxoethyl}carbamate"                              
HU1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "tert-butyl N-[(1S)-2-[(1S,4S,5R)-4-[[(2S)-4-azanyl-1-cyclobutyl-3,4-bis(oxidanylidene)butan-2-yl]carbamoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-3-yl]-1-cyclohexyl-2-oxidanylidene-ethyl]carbamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HU1 "Create component"  2007-01-08 RCSB 
HU1 "Modify descriptor" 2011-06-04 RCSB 
HU1 "Modify synonyms"   2012-12-20 RCSB 
HU1 "Modify synonyms"   2021-03-13 RCSB 
HU1 "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      HU1 
_pdbx_chem_comp_synonyms.name         "Ketoamide Inhibitor SCH491762, bound form" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            HU1 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_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               C36 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
