data_HU4
# 
_chem_comp.id                                    HU4 
_chem_comp.name                                  "TERT-BUTYL {(1S)-2-[(1R,2S,5R)-2-({[(1S)-3-AMINO-1-(CYCLOBUTYLMETHYL)-2,3-DIOXOPROPYL]AMINO}CARBONYL)-7,7-DIMETHYL-6-OXA-3-AZABICYCLO[3.2.0]HEPT-3-YL]-1-CYCLOHEXYL-2-OXOETHYL}CARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H46 N4 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        562.698 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HU4 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_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 
# 
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_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
HU4 C1   C1   C 0 1 N N N 192.725 -10.649 49.113 5.476  -2.128  -2.733 C1   HU4 1  
HU4 O2   O2   O 0 1 N N N 193.358 -11.491 49.756 6.187  -2.798  -1.990 O2   HU4 2  
HU4 O3   O3   O 0 1 N N N 191.381 -10.569 48.973 5.896  -1.027  -3.424 O3   HU4 3  
HU4 C4   C4   C 0 1 N N N 190.407 -11.201 49.819 7.269  -0.662  -3.242 C4   HU4 4  
HU4 C5   C5   C 0 1 N N N 190.691 -11.206 51.355 8.146  -1.828  -3.696 C5   HU4 5  
HU4 C6   C6   C 0 1 N N N 189.040 -10.433 49.549 7.534  0.574   -4.098 C6   HU4 6  
HU4 C7   C7   C 0 1 N N N 190.332 -12.677 49.403 7.498  -0.352  -1.764 C7   HU4 7  
HU4 N8   N8   N 0 1 N N N 193.319 -9.709  48.396 4.137  -2.373  -2.995 N8   HU4 8  
HU4 C9   C9   C 0 1 N N S 194.762 -9.540  48.379 3.391  -3.455  -2.426 C9   HU4 9  
HU4 C10  C10  C 0 1 N N N 195.175 -8.749  47.139 2.140  -2.976  -1.692 C10  HU4 10 
HU4 C11  C11  C 0 1 N N N 196.672 -8.466  47.109 2.517  -2.066  -0.515 C11  HU4 11 
HU4 C12  C12  C 0 1 N N N 194.738 -9.445  45.848 1.303  -4.170  -1.213 C12  HU4 12 
HU4 C13  C13  C 0 1 N N N 197.068 -7.660  45.865 1.285  -1.617  0.268  C13  HU4 13 
HU4 C14  C14  C 0 1 N N N 195.097 -8.645  44.605 0.073  -3.717  -0.429 C14  HU4 14 
HU4 C15  C15  C 0 1 N N N 196.599 -8.341  44.573 0.451  -2.806  0.734  C15  HU4 15 
HU4 C16  C16  C 0 1 N N N 195.118 -8.711  49.616 3.020  -4.317  -3.606 C16  HU4 16 
HU4 O17  O17  O 0 1 N N N 194.650 -7.576  49.771 2.276  -3.871  -4.483 O17  HU4 17 
HU4 N18  N18  N 0 1 N N N 195.891 -9.289  50.546 3.552  -5.600  -3.620 N18  HU4 18 
HU4 C19  C19  C 0 1 N N N 196.496 -10.625 50.470 3.248  -6.516  -4.708 C19  HU4 19 
HU4 C20  C20  C 0 1 N N S 196.288 -8.581  51.764 4.460  -6.176  -2.631 C20  HU4 20 
HU4 C21  C21  C 0 1 N N R 196.704 -9.688  52.666 4.222  -7.669  -2.772 C21  HU4 21 
HU4 C22  C22  C 0 1 N N S 197.286 -10.708 51.790 3.436  -7.872  -4.067 C22  HU4 22 
HU4 O23  O23  O 0 1 N N N 196.724 -11.703 52.676 2.253  -8.286  -3.338 O23  HU4 23 
HU4 C24  C24  C 0 1 N N N 195.844 -10.735 53.310 2.978  -8.253  -2.089 C24  HU4 24 
HU4 C25  C25  C 0 1 N N N 195.874 -10.861 54.770 2.301  -7.299  -1.128 C25  HU4 25 
HU4 C26  C26  C 0 1 N N N 194.381 -10.698 52.980 3.041  -9.634  -1.483 C26  HU4 26 
HU4 C27  C27  C 0 1 N N N 197.390 -7.580  51.440 5.838  -5.761  -3.044 C27  HU4 27 
HU4 O28  O28  O 0 1 N N N 198.476 -7.959  50.995 6.082  -5.573  -4.230 O28  HU4 28 
HU4 N29  N29  N 0 1 N N N 197.114 -6.300  51.669 6.726  -5.632  -1.993 N29  HU4 29 
HU4 C30  C30  C 0 1 N N S 198.089 -5.256  51.372 8.107  -5.243  -2.168 C30  HU4 30 
HU4 C31  C31  C 0 1 N N N 197.418 -4.146  50.545 8.641  -4.502  -0.941 C31  HU4 31 
HU4 C32  C32  C 0 1 N N N 196.712 -4.686  49.261 7.797  -3.295  -0.624 C32  HU4 32 
HU4 C33  C33  C 0 1 N N N 197.584 -5.033  48.055 8.243  -2.500  0.621  C33  HU4 33 
HU4 C34  C34  C 0 1 N N N 195.890 -3.737  48.394 6.489  -3.603  0.136  C34  HU4 34 
HU4 C35  C35  C 0 1 N N N 196.520 -4.400  47.165 6.746  -2.313  0.943  C35  HU4 35 
HU4 O36  O36  O 0 1 N N N 199.191 -5.793  53.462 10.138 -6.415  -2.820 O36  HU4 36 
HU4 C37  C37  C 0 1 N N N 198.837 -4.708  52.619 8.964  -6.461  -2.474 C37  HU4 37 
HU4 O38  O38  O 0 1 N N N 200.123 -2.908  51.786 7.784  -8.234  -3.454 O38  HU4 38 
HU4 N39  N39  N 0 1 N N N 201.300 -4.728  52.426 8.434  -8.440  -1.227 N39  HU4 39 
HU4 C40  C40  C 0 1 N N N 200.164 -4.053  52.247 8.334  -7.824  -2.446 C40  HU4 40 
HU4 H51  1H5  H 0 1 N N N 191.777 -11.207 51.528 7.945  -2.083  -4.743 H51  HU4 41 
HU4 H52  2H5  H 0 1 N N N 190.248 -10.309 51.812 9.211  -1.596  -3.594 H52  HU4 42 
HU4 H53  3H5  H 0 1 N N N 190.247 -12.106 51.807 7.931  -2.730  -3.112 H53  HU4 43 
HU4 H61  1H6  H 0 1 N N N 188.524 -10.256 50.504 6.873  1.399   -3.808 H61  HU4 44 
HU4 H62  2H6  H 0 1 N N N 189.251 -9.469  49.062 7.326  0.370   -5.155 H62  HU4 45 
HU4 H63  3H6  H 0 1 N N N 188.400 -11.043 48.894 8.571  0.913   -4.008 H63  HU4 46 
HU4 H71  1H7  H 0 1 N N N 190.314 -12.749 48.305 7.274  -1.225  -1.141 H71  HU4 47 
HU4 H72  2H7  H 0 1 N N N 191.211 -13.212 49.791 8.531  -0.046  -1.571 H72  HU4 48 
HU4 H73  3H7  H 0 1 N N N 189.417 -13.128 49.815 6.830  0.448   -1.426 H73  HU4 49 
HU4 HN8  HN8  H 0 1 N N N 192.755 -9.093  47.846 3.651  -1.741  -3.634 HN8  HU4 50 
HU4 H9   H9   H 0 1 N N N 195.269 -10.516 48.371 4.049  -4.028  -1.774 H9   HU4 51 
HU4 H10  H10  H 0 1 N N N 194.652 -7.784  47.202 1.541  -2.395  -2.404 H10  HU4 52 
HU4 H111 1H11 H 0 0 N N N 197.213 -9.423  47.098 3.054  -1.184  -0.884 H111 HU4 53 
HU4 H112 2H11 H 0 0 N N N 196.930 -7.875  48.000 3.202  -2.596  0.160  H112 HU4 54 
HU4 H121 1H12 H 0 0 N N N 193.646 -9.576  45.875 1.916  -4.823  -0.578 H121 HU4 55 
HU4 H122 2H12 H 0 0 N N N 195.265 -10.409 45.791 0.984  -4.771  -2.073 H122 HU4 56 
HU4 H131 1H13 H 0 0 N N N 198.164 -7.568  45.838 0.670  -0.964  -0.364 H131 HU4 57 
HU4 H132 2H13 H 0 0 N N N 196.586 -6.673  45.927 1.595  -1.022  1.134  H132 HU4 58 
HU4 H141 1H14 H 0 0 N N N 194.538 -7.697  44.613 -0.466 -4.594  -0.051 H141 HU4 59 
HU4 H142 2H14 H 0 0 N N N 194.836 -9.236  43.715 -0.612 -3.186  -1.101 H142 HU4 60 
HU4 H151 1H15 H 0 0 N N N 197.148 -9.286  44.453 1.017  -3.380  1.478  H151 HU4 61 
HU4 H152 2H15 H 0 0 N N N 196.794 -7.657  43.734 -0.457 -2.447  1.232  H152 HU4 62 
HU4 H191 1H19 H 0 0 N N N 195.735 -11.416 50.397 3.983  -6.343  -5.501 H191 HU4 63 
HU4 H192 2H19 H 0 0 N N N 197.122 -10.770 49.577 2.243  -6.354  -5.108 H192 HU4 64 
HU4 H20  H20  H 0 1 N N N 195.504 -7.969  52.234 4.260  -5.796  -1.626 H20  HU4 65 
HU4 H21  H21  H 0 1 N N N 197.156 -9.044  53.435 5.106  -8.304  -2.651 H21  HU4 66 
HU4 H22  H22  H 0 1 N N N 198.346 -10.759 51.501 3.785  -8.670  -4.729 H22  HU4 67 
HU4 H251 1H25 H 0 0 N N N 195.882 -11.926 55.047 1.675  -7.848  -0.419 H251 HU4 68 
HU4 H252 2H25 H 0 0 N N N 196.780 -10.374 55.161 3.045  -6.730  -0.563 H252 HU4 69 
HU4 H253 3H25 H 0 0 N N N 194.983 -10.378 55.198 1.667  -6.592  -1.672 H253 HU4 70 
HU4 H261 1H26 H 0 0 N N N 193.795 -10.689 53.911 3.446  -9.590  -0.467 H261 HU4 71 
HU4 H262 2H26 H 0 0 N N N 194.159 -9.791  52.398 2.042  -10.079 -1.437 H262 HU4 72 
HU4 H263 3H26 H 0 0 N N N 194.116 -11.587 52.389 3.682  -10.288 -2.082 H263 HU4 73 
HU4 HN29 HN29 H 0 0 N N N 196.225 -6.049  52.051 6.392  -5.819  -1.053 HN29 HU4 74 
HU4 H30  H30  H 0 1 N N N 198.888 -5.716  50.772 8.136  -4.596  -3.053 H30  HU4 75 
HU4 H311 1H31 H 0 0 N N N 198.192 -3.427  50.238 9.671  -4.168  -1.119 H311 HU4 76 
HU4 H312 2H31 H 0 0 N N N 196.647 -3.682  51.177 8.673  -5.172  -0.073 H312 HU4 77 
HU4 H32  H32  H 0 1 N N N 196.197 -5.474  49.830 7.653  -2.675  -1.516 H32  HU4 78 
HU4 H331 1H33 H 0 0 N N N 197.814 -6.096  47.888 8.800  -1.580  0.424  H331 HU4 79 
HU4 H332 2H33 H 0 0 N N N 198.635 -4.712  48.002 8.790  -3.103  1.353  H332 HU4 80 
HU4 H341 1H34 H 0 0 N N N 196.056 -2.658  48.528 6.534  -4.523  0.729  H341 HU4 81 
HU4 H342 2H34 H 0 0 N N N 194.798 -3.664  48.506 5.579  -3.606  -0.467 H342 HU4 82 
HU4 H351 1H35 H 0 0 N N N 196.878 -3.727  46.372 6.478  -2.353  2.002  H351 HU4 83 
HU4 H352 2H35 H 0 0 N N N 195.909 -5.029  46.501 6.306  -1.415  0.494  H352 HU4 84 
HU4 H391 1H39 H 0 0 N N N 201.151 -5.640  52.808 8.026  -9.361  -1.109 H391 HU4 85 
HU4 H392 2H39 H 0 0 N N N 202.203 -4.362  52.202 8.901  -8.007  -0.437 H392 HU4 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 
HU4 C1  N8   SING N N 1  
HU4 C1  O3   SING N N 2  
HU4 C1  O2   DOUB N N 3  
HU4 O3  C4   SING N N 4  
HU4 C4  C7   SING N N 5  
HU4 C4  C6   SING N N 6  
HU4 C4  C5   SING N N 7  
HU4 C5  H51  SING N N 8  
HU4 C5  H52  SING N N 9  
HU4 C5  H53  SING N N 10 
HU4 C6  H61  SING N N 11 
HU4 C6  H62  SING N N 12 
HU4 C6  H63  SING N N 13 
HU4 C7  H71  SING N N 14 
HU4 C7  H72  SING N N 15 
HU4 C7  H73  SING N N 16 
HU4 N8  C9   SING N N 17 
HU4 N8  HN8  SING N N 18 
HU4 C9  C10  SING N N 19 
HU4 C9  C16  SING N N 20 
HU4 C9  H9   SING N N 21 
HU4 C10 C12  SING N N 22 
HU4 C10 C11  SING N N 23 
HU4 C10 H10  SING N N 24 
HU4 C11 C13  SING N N 25 
HU4 C11 H111 SING N N 26 
HU4 C11 H112 SING N N 27 
HU4 C12 C14  SING N N 28 
HU4 C12 H121 SING N N 29 
HU4 C12 H122 SING N N 30 
HU4 C13 C15  SING N N 31 
HU4 C13 H131 SING N N 32 
HU4 C13 H132 SING N N 33 
HU4 C14 C15  SING N N 34 
HU4 C14 H141 SING N N 35 
HU4 C14 H142 SING N N 36 
HU4 C15 H151 SING N N 37 
HU4 C15 H152 SING N N 38 
HU4 C16 O17  DOUB N N 39 
HU4 C16 N18  SING N N 40 
HU4 N18 C19  SING N N 41 
HU4 N18 C20  SING N N 42 
HU4 C19 C22  SING N N 43 
HU4 C19 H191 SING N N 44 
HU4 C19 H192 SING N N 45 
HU4 C20 C27  SING N N 46 
HU4 C20 C21  SING N N 47 
HU4 C20 H20  SING N N 48 
HU4 C21 C22  SING N N 49 
HU4 C21 C24  SING N N 50 
HU4 C21 H21  SING N N 51 
HU4 C22 O23  SING N N 52 
HU4 C22 H22  SING N N 53 
HU4 O23 C24  SING N N 54 
HU4 C24 C26  SING N N 55 
HU4 C24 C25  SING N N 56 
HU4 C25 H251 SING N N 57 
HU4 C25 H252 SING N N 58 
HU4 C25 H253 SING N N 59 
HU4 C26 H261 SING N N 60 
HU4 C26 H262 SING N N 61 
HU4 C26 H263 SING N N 62 
HU4 C27 O28  DOUB N N 63 
HU4 C27 N29  SING N N 64 
HU4 N29 C30  SING N N 65 
HU4 N29 HN29 SING N N 66 
HU4 C30 C31  SING N N 67 
HU4 C30 C37  SING N N 68 
HU4 C30 H30  SING N N 69 
HU4 C31 C32  SING N N 70 
HU4 C31 H311 SING N N 71 
HU4 C31 H312 SING N N 72 
HU4 C32 C33  SING N N 73 
HU4 C32 C34  SING N N 74 
HU4 C32 H32  SING N N 75 
HU4 C33 C35  SING N N 76 
HU4 C33 H331 SING N N 77 
HU4 C33 H332 SING N N 78 
HU4 C34 C35  SING N N 79 
HU4 C34 H341 SING N N 80 
HU4 C34 H342 SING N N 81 
HU4 C35 H351 SING N N 82 
HU4 C35 H352 SING N N 83 
HU4 O36 C37  DOUB N N 84 
HU4 C37 C40  SING N N 85 
HU4 O38 C40  DOUB N N 86 
HU4 N39 C40  SING N N 87 
HU4 N39 H391 SING N N 88 
HU4 N39 H392 SING N N 89 
# 
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 
HU4 SMILES           ACDLabs              10.04 O=C(N3C(C(=O)NC(C(=O)C(=O)N)CC1CCC1)C2C(OC2C3)(C)C)C(NC(=O)OC(C)(C)C)C4CCCCC4 
HU4 InChI            InChI                1.02b 
InChI=1/C29H46N4O7/c1-28(2,3)40-27(38)32-21(17-12-7-6-8-13-17)26(37)33-15-19-20(29(4,5)39-19)22(33)25(36)31-18(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/f/h31-32H,30H2 
HU4 InChIKey         InChI                1.02b WRVVRHORVNXEJF-ZBQGOKJKDC 
HU4 SMILES_CANONICAL CACTVS               3.341 CC(C)(C)OC(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@@H]3OC(C)(C)[C@@H]3[C@H]2C(=O)N[C@@H](CC4CCC4)C(=O)C(N)=O 
HU4 SMILES           CACTVS               3.341 CC(C)(C)OC(=O)N[CH](C1CCCCC1)C(=O)N2C[CH]3OC(C)(C)[CH]3[CH]2C(=O)N[CH](CC4CCC4)C(=O)C(N)=O 
HU4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1([C@H]2[C@@H](O1)CN([C@@H]2C(=O)N[C@@H](CC3CCC3)C(=O)C(=O)N)C(=O)[C@H](C4CCCCC4)NC(=O)OC(C)(C)C)C 
HU4 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C2C(O1)CN(C2C(=O)NC(CC3CCC3)C(=O)C(=O)N)C(=O)C(C4CCCCC4)NC(=O)OC(C)(C)C)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 
HU4 "SYSTEMATIC NAME" ACDLabs              10.04 "tert-butyl {(1S)-2-[(1R,2S,5R)-2-{[(1S)-3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]carbamoyl}-7,7-dimethyl-6-oxa-3-azabicyclo[3.2.0]hept-3-yl]-1-cyclohexyl-2-oxoethyl}carbamate"   
HU4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "tert-butyl N-[(1S)-2-[(1R,2S,5R)-2-[[(2S)-4-amino-1-cyclobutyl-3,4-dioxo-butan-2-yl]carbamoyl]-7,7-dimethyl-6-oxa-3-azabicyclo[3.2.0]heptan-3-yl]-1-cyclohexyl-2-oxo-ethyl]carbamate" 
# 
