data_BE8
# 
_chem_comp.id                                    BE8 
_chem_comp.name                                  
"[(1R)-2-cyclobutyl-1-({[(1R,2S,5S)-3-(N-{[(1S)-2,2-dimethyl-1-{[methyl(methylsulfonyl)amino]methyl}propyl]carbamoyl}-3-methyl-L-valyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hex-2-yl]carbonyl}amino)ethyl]boronic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H54 B N5 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-11-03 
_chem_comp.pdbx_modified_date                    2009-02-06 
_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                        627.644 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BE8 
_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        3EYD 
_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 
BE8 C1   C1   C 0 1 N N N 192.346 -10.325 48.947 -3.032 0.449  -0.119 C1   BE8 1  
BE8 C6   C6   C 0 1 N N N 189.546 -10.927 50.963 -5.751 2.121  -1.081 C6   BE8 2  
BE8 C7   C7   C 0 1 N N N 188.672 -12.096 51.434 -4.756 3.128  -0.503 C7   BE8 3  
BE8 C8   C8   C 0 1 N N N 188.637 -9.675  50.982 -7.168 2.493  -0.641 C8   BE8 4  
BE8 C9   C9   C 0 1 N N N 190.702 -10.726 51.989 -5.669 2.142  -2.609 C9   BE8 5  
BE8 C11  C11  C 0 1 N N N 190.328 -13.488 47.165 -5.025 -2.388 -1.509 C11  BE8 6  
BE8 O2   O2   O 0 1 N N N 192.946 -11.356 49.278 -3.237 0.825  1.019  O2   BE8 7  
BE8 C4   C4   C 0 1 N N S 190.162 -11.279 49.525 -5.411 0.718  -0.572 C4   BE8 8  
BE8 C15  C15  C 0 1 N N N 188.413 -11.515 44.898 -5.553 -2.005 1.939  C15  BE8 9  
BE8 C5   C5   C 0 1 N N N 189.085 -11.705 48.517 -6.406 -0.290 -1.151 C5   BE8 10 
BE8 N3   N3   N 0 1 N N N 191.019 -10.220 48.974 -4.054 0.362  -0.993 N3   BE8 11 
BE8 N10  N10  N 0 1 N N N 189.652 -12.190 47.245 -6.025 -1.643 -0.740 N10  BE8 12 
BE8 S12  S12  S 0 1 N N N 189.759 -11.150 45.962 -6.725 -2.331 0.594  S12  BE8 13 
BE8 O13  O13  O 0 1 N N N 189.594 -9.795  46.472 -6.764 -3.720 0.292  O13  BE8 14 
BE8 O14  O14  O 0 1 N N N 191.037 -11.413 45.351 -7.922 -1.589 0.785  O14  BE8 15 
BE8 N16  N16  N 0 1 N N N 192.976 -9.277  48.436 -1.783 0.127  -0.508 N16  BE8 16 
BE8 C17  C17  C 0 1 N N S 194.430 -9.228  48.383 -0.672 0.222  0.442  C17  BE8 17 
BE8 C18  C18  C 0 1 N N N 194.946 -8.780  47.024 -0.591 -1.066 1.264  C18  BE8 18 
BE8 C19  C19  C 0 1 N N N 196.470 -8.601  47.111 -0.354 -2.253 0.328  C19  BE8 19 
BE8 C20  C20  C 0 1 N N N 194.586 -9.904  46.041 0.564  -0.964 2.261  C20  BE8 20 
BE8 C21  C21  C 0 1 N N N 194.299 -7.458  46.560 -1.904 -1.270 2.023  C21  BE8 21 
BE8 C22  C22  C 0 1 N N N 194.903 -8.353  49.546 0.618  0.419  -0.311 C22  BE8 22 
BE8 O23  O23  O 0 1 N N N 194.465 -7.209  49.684 0.743  -0.035 -1.429 O23  BE8 23 
BE8 N24  N24  N 0 1 N N N 195.732 -8.908  50.442 1.633  1.099  0.257  N24  BE8 24 
BE8 C25  C25  C 0 1 N N N 196.155 -10.314 50.499 1.706  1.641  1.634  C25  BE8 25 
BE8 C26  C26  C 0 1 N N S 196.237 -8.149  51.588 2.933  1.468  -0.351 C26  BE8 26 
BE8 C27  C27  C 0 1 N N R 196.668 -9.134  52.629 3.212  2.896  0.164  C27  BE8 27 
BE8 C28  C28  C 0 1 N N S 196.931 -10.339 51.792 2.400  3.011  1.477  C28  BE8 28 
BE8 C29  C29  C 0 1 N N N 196.034 -10.463 53.031 2.037  3.872  0.257  C29  BE8 29 
BE8 C30  C30  C 0 1 N N N 196.597 -11.177 54.234 2.364  5.365  0.325  C30  BE8 30 
BE8 C31  C31  C 0 1 N N N 194.534 -10.611 52.873 0.759  3.511  -0.503 C31  BE8 31 
BE8 C32  C32  C 0 1 N N N 197.192 -7.032  51.185 4.015  0.524  0.107  C32  BE8 32 
BE8 O33  O33  O 0 1 N N N 198.033 -7.221  50.305 3.848  -0.153 1.100  O33  BE8 33 
BE8 N34  N34  N 0 1 N N N 197.065 -5.880  51.841 5.167  0.431  -0.586 N34  BE8 34 
BE8 C35  C35  C 0 1 N N R 197.905 -4.722  51.545 6.218  -0.487 -0.141 C35  BE8 35 
BE8 B36  B36  B 0 1 N N N 198.862 -4.078  52.685 7.379  0.332  0.526  B36  BE8 36 
BE8 C37  C37  C 0 1 N N N 197.147 -3.702  50.678 6.764  -1.259 -1.344 C37  BE8 37 
BE8 C38  C38  C 0 1 N N N 196.443 -4.260  49.401 7.861  -2.218 -0.879 C38  BE8 38 
BE8 C39  C39  C 0 1 N N N 197.213 -4.231  48.056 8.537  -2.984 -2.028 C39  BE8 39 
BE8 C40  C40  C 0 1 N N N 195.301 -3.463  48.761 7.328  -3.574 -0.389 C40  BE8 40 
BE8 C41  C41  C 0 1 N N N 196.020 -3.508  47.394 8.530  -4.215 -1.107 C41  BE8 41 
BE8 O42  O42  O 0 1 N N N 199.514 -2.959  52.194 7.650  1.659  0.098  O42  BE8 42 
BE8 O43  O43  O 0 1 N N N 199.790 -5.074  53.038 8.160  -0.254 1.558  O43  BE8 43 
BE8 H7   H7   H 0 1 N N N 188.463 -12.763 50.585 -4.815 3.113  0.586  H7   BE8 44 
BE8 H7A  H7A  H 0 1 N N N 189.201 -12.656 52.219 -3.747 2.863  -0.816 H7A  BE8 45 
BE8 H7B  H7B  H 0 1 N N N 187.725 -11.707 51.836 -4.998 4.127  -0.865 H7B  BE8 46 
BE8 H8   H8   H 0 1 N N N 188.421 -9.394  52.023 -7.411 3.492  -1.004 H8   BE8 47 
BE8 H8A  H8A  H 0 1 N N N 189.149 -8.843  50.476 -7.878 1.775  -1.054 H8A  BE8 48 
BE8 H8B  H8B  H 0 1 N N N 187.695 -9.898  50.460 -7.227 2.478  0.447  H8B  BE8 49 
BE8 H9   H9   H 0 1 N N N 191.663 -10.679 51.455 -5.911 3.141  -2.972 H9   BE8 50 
BE8 H9A  H9A  H 0 1 N N N 190.543 -9.788  52.541 -4.660 1.877  -2.922 H9A  BE8 51 
BE8 H9B  H9B  H 0 1 N N N 190.716 -11.570 52.695 -6.378 1.424  -3.021 H9B  BE8 52 
BE8 H11  H11  H 0 1 N N N 190.497 -13.749 46.110 -4.032 -2.183 -1.108 H11  BE8 53 
BE8 H11A H11A H 0 0 N N N 191.294 -13.431 47.688 -5.232 -3.455 -1.437 H11A BE8 54 
BE8 H11B H11B H 0 0 N N N 189.700 -14.258 47.637 -5.065 -2.079 -2.553 H11B BE8 55 
BE8 H4   H4   H 0 1 N N N 190.818 -12.144 49.701 -5.470 0.703  0.516  H4   BE8 56 
BE8 H15  H15  H 0 1 N N N 187.488 -11.591 45.489 -5.424 -0.929 2.057  H15  BE8 57 
BE8 H15A H15A H 0 0 N N N 188.307 -10.713 44.153 -5.937 -2.429 2.867  H15A BE8 58 
BE8 H15B H15B H 0 0 N N N 188.600 -12.470 44.385 -4.592 -2.462 1.703  H15B BE8 59 
BE8 H5   H5   H 0 1 N N N 188.493 -12.517 48.965 -7.407 -0.066 -0.780 H5   BE8 60 
BE8 H5A  H5A  H 0 1 N N N 188.471 -10.820 48.292 -6.398 -0.224 -2.239 H5A  BE8 61 
BE8 HN3  HN3  H 0 1 N N N 190.592 -9.394  48.607 -3.891 0.062  -1.901 HN3  BE8 62 
BE8 HN16 HN16 H 0 0 N N N 192.444 -8.508  48.081 -1.619 -0.169 -1.417 HN16 BE8 63 
BE8 H17  H17  H 0 1 N N N 194.854 -10.236 48.500 -0.836 1.068  1.109  H17  BE8 64 
BE8 H19  H19  H 0 1 N N N 196.893 -8.558  46.097 0.581  -2.108 -0.213 H19  BE8 65 
BE8 H19A H19A H 0 0 N N N 196.699 -7.666  47.644 -0.296 -3.171 0.913  H19A BE8 66 
BE8 H19B H19B H 0 0 N N N 196.908 -9.451  47.655 -1.177 -2.327 -0.382 H19B BE8 67 
BE8 H20  H20  H 0 1 N N N 194.500 -9.490  45.025 0.371  -0.147 2.957  H20  BE8 68 
BE8 H20A H20A H 0 0 N N N 195.373 -10.672 46.058 0.651  -1.899 2.814  H20A BE8 69 
BE8 H20B H20B H 0 0 N N N 193.627 -10.355 46.335 1.492  -0.771 1.724  H20B BE8 70 
BE8 H21  H21  H 0 1 N N N 194.145 -6.800  47.428 -2.727 -1.343 1.312  H21  BE8 71 
BE8 H21A H21A H 0 0 N N N 194.961 -6.960  45.836 -1.847 -2.188 2.608  H21A BE8 72 
BE8 H21B H21B H 0 0 N N N 193.330 -7.671  46.085 -2.074 -0.424 2.689  H21B BE8 73 
BE8 H25  H25  H 0 1 N N N 195.300 -11.006 50.512 0.705  1.768  2.046  H25  BE8 74 
BE8 H25A H25A H 0 0 N N N 196.735 -10.642 49.624 2.299  0.985  2.270  H25A BE8 75 
BE8 H26  H26  H 0 1 N N N 195.456 -7.542  52.069 2.859  1.463  -1.438 H26  BE8 76 
BE8 H27  H27  H 0 1 N N N 197.050 -8.395  53.349 4.225  3.284  0.054  H27  BE8 77 
BE8 H28  H28  H 0 1 N N N 197.829 -10.863 51.432 2.818  3.471  2.372  H28  BE8 78 
BE8 H30  H30  H 0 1 N N N 196.734 -12.243 53.998 2.912  5.658  -0.570 H30  BE8 79 
BE8 H30A H30A H 0 0 N N N 197.567 -10.733 54.503 1.438  5.937  0.389  H30A BE8 80 
BE8 H30B H30B H 0 0 N N N 195.900 -11.076 55.079 2.975  5.564  1.206  H30B BE8 81 
BE8 H31  H31  H 0 1 N N N 194.062 -10.647 53.866 0.375  2.560  -0.136 H31  BE8 82 
BE8 H31A H31A H 0 0 N N N 194.138 -9.753  52.310 0.012  4.290  -0.347 H31A BE8 83 
BE8 H31B H31B H 0 0 N N N 194.313 -11.541 52.328 0.981  3.428  -1.567 H31B BE8 84 
BE8 HN34 HN34 H 0 0 N N N 196.373 -5.805  52.559 5.299  0.972  -1.380 HN34 BE8 85 
BE8 H35  H35  H 0 1 N N N 198.719 -5.178  50.962 5.805  -1.188 0.584  H35  BE8 86 
BE8 H37  H37  H 0 1 N N N 196.366 -3.254  51.310 5.957  -1.827 -1.807 H37  BE8 87 
BE8 H37A H37A H 0 0 N N N 197.911 -3.001  50.311 7.177  -0.558 -2.069 H37A BE8 88 
BE8 H38  H38  H 0 1 N N N 196.227 -5.216  49.900 8.567  -1.752 -0.191 H38  BE8 89 
BE8 H39  H39  H 0 1 N N N 198.176 -3.700  48.051 7.906  -3.095 -2.910 H39  BE8 90 
BE8 H39A H39A H 0 0 N N N 197.606 -5.162  47.622 9.537  -2.621 -2.267 H39A BE8 91 
BE8 H40  H40  H 0 1 N N N 194.302 -3.921  48.803 7.353  -3.688 0.694  H40  BE8 92 
BE8 H40A H40A H 0 0 N N N 194.999 -2.496  49.190 6.365  -3.846 -0.821 H40A BE8 93 
BE8 H41  H41  H 0 1 N N N 196.232 -2.541  46.915 8.288  -5.145 -1.622 H41  BE8 94 
BE8 H41A H41A H 0 0 N N N 195.521 -3.947  46.518 9.418  -4.297 -0.480 H41A BE8 95 
BE8 HO42 HO42 H 0 0 N N N 199.663 -2.343  52.902 7.067  1.971  -0.608 HO42 BE8 96 
BE8 HO43 HO43 H 0 0 N N N 199.999 -5.598  52.274 7.902  -1.159 1.780  HO43 BE8 97 
# 
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 
BE8 N16 C1   SING N N 1  
BE8 C1  N3   SING N N 2  
BE8 C1  O2   DOUB N N 3  
BE8 C4  C6   SING N N 4  
BE8 C6  C8   SING N N 5  
BE8 C6  C7   SING N N 6  
BE8 C6  C9   SING N N 7  
BE8 C7  H7   SING N N 8  
BE8 C7  H7A  SING N N 9  
BE8 C7  H7B  SING N N 10 
BE8 C8  H8   SING N N 11 
BE8 C8  H8A  SING N N 12 
BE8 C8  H8B  SING N N 13 
BE8 C9  H9   SING N N 14 
BE8 C9  H9A  SING N N 15 
BE8 C9  H9B  SING N N 16 
BE8 C11 N10  SING N N 17 
BE8 C11 H11  SING N N 18 
BE8 C11 H11A SING N N 19 
BE8 C11 H11B SING N N 20 
BE8 C5  C4   SING N N 21 
BE8 N3  C4   SING N N 22 
BE8 C4  H4   SING N N 23 
BE8 C15 S12  SING N N 24 
BE8 C15 H15  SING N N 25 
BE8 C15 H15A SING N N 26 
BE8 C15 H15B SING N N 27 
BE8 N10 C5   SING N N 28 
BE8 C5  H5   SING N N 29 
BE8 C5  H5A  SING N N 30 
BE8 N3  HN3  SING N N 31 
BE8 S12 N10  SING N N 32 
BE8 O14 S12  DOUB N N 33 
BE8 S12 O13  DOUB N N 34 
BE8 C17 N16  SING N N 35 
BE8 N16 HN16 SING N N 36 
BE8 C18 C17  SING N N 37 
BE8 C17 C22  SING N N 38 
BE8 C17 H17  SING N N 39 
BE8 C20 C18  SING N N 40 
BE8 C21 C18  SING N N 41 
BE8 C18 C19  SING N N 42 
BE8 C19 H19  SING N N 43 
BE8 C19 H19A SING N N 44 
BE8 C19 H19B SING N N 45 
BE8 C20 H20  SING N N 46 
BE8 C20 H20A SING N N 47 
BE8 C20 H20B SING N N 48 
BE8 C21 H21  SING N N 49 
BE8 C21 H21A SING N N 50 
BE8 C21 H21B SING N N 51 
BE8 C22 O23  DOUB N N 52 
BE8 C22 N24  SING N N 53 
BE8 N24 C25  SING N N 54 
BE8 N24 C26  SING N N 55 
BE8 C25 C28  SING N N 56 
BE8 C25 H25  SING N N 57 
BE8 C25 H25A SING N N 58 
BE8 C32 C26  SING N N 59 
BE8 C26 C27  SING N N 60 
BE8 C26 H26  SING N N 61 
BE8 C28 C27  SING N N 62 
BE8 C27 C29  SING N N 63 
BE8 C27 H27  SING N N 64 
BE8 C28 C29  SING N N 65 
BE8 C28 H28  SING N N 66 
BE8 C31 C29  SING N N 67 
BE8 C29 C30  SING N N 68 
BE8 C30 H30  SING N N 69 
BE8 C30 H30A SING N N 70 
BE8 C30 H30B SING N N 71 
BE8 C31 H31  SING N N 72 
BE8 C31 H31A SING N N 73 
BE8 C31 H31B SING N N 74 
BE8 O33 C32  DOUB N N 75 
BE8 C32 N34  SING N N 76 
BE8 C35 N34  SING N N 77 
BE8 N34 HN34 SING N N 78 
BE8 C37 C35  SING N N 79 
BE8 C35 B36  SING N N 80 
BE8 C35 H35  SING N N 81 
BE8 O42 B36  SING N N 82 
BE8 B36 O43  SING N N 83 
BE8 C38 C37  SING N N 84 
BE8 C37 H37  SING N N 85 
BE8 C37 H37A SING N N 86 
BE8 C39 C38  SING N N 87 
BE8 C40 C38  SING N N 88 
BE8 C38 H38  SING N N 89 
BE8 C41 C39  SING N N 90 
BE8 C39 H39  SING N N 91 
BE8 C39 H39A SING N N 92 
BE8 C41 C40  SING N N 93 
BE8 C40 H40  SING N N 94 
BE8 C40 H40A SING N N 95 
BE8 C41 H41  SING N N 96 
BE8 C41 H41A SING N N 97 
BE8 O42 HO42 SING N N 98 
BE8 O43 HO43 SING N N 99 
# 
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 
BE8 SMILES           ACDLabs              10.04 O=C(N3C(C(=O)NC(B(O)O)CC1CCC1)C2C(C)(C2C3)C)C(NC(=O)NC(C(C)(C)C)CN(C)S(=O)(=O)C)C(C)(C)C 
BE8 InChI            InChI                1.02b 
InChI=1/C29H54BN5O7S/c1-27(2,3)19(16-34(9)43(10,41)42)31-26(38)33-23(28(4,5)6)25(37)35-15-18-21(29(18,7)8)22(35)24(36)32-20(30(39)40)14-17-12-11-13-17/h17-23,39-40H,11-16H2,1-10H3,(H,32,36)(H2,31,33,38)/t18-,19+,20-,21-,22-,23+/m0/s1/f/h31-33H 
BE8 InChIKey         InChI                1.02b KGZWDDBJGGJYLY-LTIQDPMJDO 
BE8 SMILES_CANONICAL CACTVS               3.341 CN(C[C@@H](NC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)N[C@@H](CC3CCC3)B(O)O)C2(C)C)C(C)(C)C)C(C)(C)C)[S](C)(=O)=O 
BE8 SMILES           CACTVS               3.341 CN(C[CH](NC(=O)N[CH](C(=O)N1C[CH]2[CH]([CH]1C(=O)N[CH](CC3CCC3)B(O)O)C2(C)C)C(C)(C)C)C(C)(C)C)[S](C)(=O)=O 
BE8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B([C@H](CC1CCC1)NC(=O)[C@@H]2[C@@H]3[C@@H](C3(C)C)CN2C(=O)[C@H](C(C)(C)C)NC(=O)N[C@H](CN(C)S(=O)(=O)C)C(C)(C)C)(O)O 
BE8 SMILES           "OpenEye OEToolkits" 1.5.0 B(C(CC1CCC1)NC(=O)C2C3C(C3(C)C)CN2C(=O)C(C(C)(C)C)NC(=O)NC(CN(C)S(=O)(=O)C)C(C)(C)C)(O)O 
# 
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 
BE8 "SYSTEMATIC NAME" ACDLabs              10.04 
"[(1R)-2-cyclobutyl-1-({[(1R,2S,5S)-3-(N-{[(1S)-2,2-dimethyl-1-{[methyl(methylsulfonyl)amino]methyl}propyl]carbamoyl}-3-methyl-L-valyl)-6,6-dimethyl-3-azabicyclo[3.1.0]hex-2-yl]carbonyl}amino)ethyl]boronic acid"            
BE8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(1R)-2-cyclobutyl-1-[[(1R,2S,5S)-3-[(2S)-2-[[(2S)-3,3-dimethyl-1-(methyl-methylsulfonyl-amino)butan-2-yl]carbamoylamino]-3,3-dimethyl-butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]carbonylamino]ethyl]boronic acid" 
# 
