data_8BG
# 
_chem_comp.id                                    8BG 
_chem_comp.name                                  "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2S)-1-(1-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}cyclopropyl)-1-hydroxy-3-phenylpropan-2-yl]carbamate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H39 N3 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-01-17 
_chem_comp.pdbx_modified_date                    2018-01-05 
_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                        573.701 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     8BG 
_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        5UFZ 
_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 
8BG C15 C1  C 0 1 Y N N 14.750 9.724  16.862 5.136  0.874  1.464  C15 8BG 1  
8BG C17 C2  C 0 1 Y N N 15.008 7.471  15.998 4.607  3.213  1.471  C17 8BG 2  
8BG C20 C3  C 0 1 Y N N 14.867 15.236 20.665 -0.797 2.151  -0.264 C20 8BG 3  
8BG C21 C4  C 0 1 Y N N 14.786 16.595 21.030 -1.898 2.515  0.488  C21 8BG 4  
8BG C22 C5  C 0 1 Y N N 13.992 16.983 22.114 -2.758 3.494  0.027  C22 8BG 5  
8BG C24 C6  C 0 1 Y N N 13.354 14.672 22.472 -1.414 3.748  -1.939 C24 8BG 6  
8BG C28 C7  C 0 1 N N N 16.724 12.584 16.886 1.752  -1.502 -2.279 C28 8BG 7  
8BG N01 N1  N 0 1 N N N 17.709 15.069 20.920 -1.626 -0.612 0.347  N01 8BG 8  
8BG C02 C8  C 0 1 N N S 17.029 14.151 19.997 -0.337 -0.285 -0.268 C02 8BG 9  
8BG C03 C9  C 0 1 N N S 18.034 13.695 18.900 0.692  -1.353 0.109  C03 8BG 10 
8BG C04 C10 C 0 1 N N N 17.619 12.438 18.113 1.925  -1.211 -0.787 C04 8BG 11 
8BG C05 C11 C 0 1 N N N 15.732 14.809 19.501 0.137  1.080  0.236  C05 8BG 12 
8BG N06 N2  N 0 1 N N N 17.525 11.195 18.961 3.201  -1.582 -0.169 N06 8BG 13 
8BG C07 C12 C 0 1 N N N 18.672 10.242 18.757 3.244  -2.638 0.845  C07 8BG 14 
8BG C08 C13 C 0 1 N N N 19.957 10.612 19.513 3.384  -3.999 0.159  C08 8BG 15 
8BG C09 C14 C 0 1 N N N 19.699 10.645 21.025 3.621  -5.081 1.214  C09 8BG 16 
8BG S10 S1  S 0 1 N N N 15.933 10.538 19.229 4.594  -0.806 -0.617 S10 8BG 17 
8BG C11 C15 C 0 1 Y N N 15.550 9.372  17.952 4.603  0.758  0.194  C11 8BG 18 
8BG O12 O1  O 0 1 N N N 16.080 9.796  20.460 5.666  -1.554 -0.059 O12 8BG 19 
8BG O13 O2  O 0 1 N N N 14.951 11.606 19.139 4.474  -0.538 -2.007 O13 8BG 20 
8BG C14 C16 C 0 1 N N N 21.074 9.612  19.226 2.102  -4.313 -0.615 C14 8BG 21 
8BG C16 C17 C 0 1 Y N N 14.483 8.767  15.876 5.140  2.098  2.105  C16 8BG 22 
8BG C18 C18 C 0 1 Y N N 15.803 7.139  17.106 4.083  3.095  0.190  C18 8BG 23 
8BG C19 C19 C 0 1 Y N N 16.069 8.086  18.087 4.077  1.868  -0.442 C19 8BG 24 
8BG C23 C20 C 0 1 Y N N 13.278 16.026 22.829 -2.516 4.110  -1.187 C23 8BG 25 
8BG C25 C21 C 0 1 Y N N 14.147 14.276 21.390 -0.555 2.767  -1.478 C25 8BG 26 
8BG N26 N3  N 0 1 N N N 14.767 6.508  15.035 4.614  4.453  2.114  N26 8BG 27 
8BG O27 O3  O 0 1 N N N 18.316 14.773 18.022 1.075  -1.186 1.475  O27 8BG 28 
8BG C29 C22 C 0 1 N N N 18.172 12.337 16.701 1.936  -0.062 -1.796 C29 8BG 29 
8BG C30 C23 C 0 1 N N N 18.042 14.746 22.206 -2.769 -0.156 -0.203 C30 8BG 30 
8BG O31 O4  O 0 1 N N N 18.779 15.777 22.693 -3.954 -0.456 0.362  O31 8BG 31 
8BG O32 O5  O 0 1 N N N 17.813 13.676 22.776 -2.730 0.525  -1.208 O32 8BG 32 
8BG C33 C24 C 0 1 N N R 19.035 15.751 24.094 -5.144 0.068  -0.285 C33 8BG 33 
8BG C34 C25 C 0 1 N N N 20.413 16.334 24.328 -5.689 -0.944 -1.308 C34 8BG 34 
8BG O35 O6  O 0 1 N N N 20.214 17.748 24.297 -6.983 -1.362 -0.850 O35 8BG 35 
8BG C36 C26 C 0 1 N N R 18.908 18.012 24.836 -7.523 -0.305 -0.035 C36 8BG 36 
8BG C37 C27 C 0 1 N N S 18.146 16.699 24.872 -6.283 0.238  0.743  C37 8BG 37 
8BG O38 O7  O 0 1 N N N 18.189 18.923 23.997 -8.343 -0.888 0.996  O38 8BG 38 
8BG C39 C28 C 0 1 N N N 17.126 18.229 23.335 -7.468 -1.530 1.936  C39 8BG 39 
8BG C40 C29 C 0 1 N N N 16.802 17.061 24.248 -6.107 -0.813 1.860  C40 8BG 40 
8BG H1  H1  H 0 1 N N N 14.343 10.721 16.781 5.547  0.005  1.958  H1  8BG 41 
8BG H2  H2  H 0 1 N N N 15.338 17.337 20.472 -2.087 2.033  1.436  H2  8BG 42 
8BG H3  H3  H 0 1 N N N 13.933 18.024 22.396 -3.618 3.777  0.614  H3  8BG 43 
8BG H4  H4  H 0 1 N N N 12.800 13.934 23.033 -1.226 4.229  -2.887 H4  8BG 44 
8BG H5  H5  H 0 1 N N N 16.299 13.566 16.632 2.587  -1.969 -2.801 H5  8BG 45 
8BG H6  H6  H 0 1 N N N 15.998 11.795 16.640 0.760  -1.795 -2.622 H6  8BG 46 
8BG H7  H7  H 0 1 N N N 17.942 15.983 20.589 -1.657 -1.155 1.150  H7  8BG 47 
8BG H8  H8  H 0 1 N N N 16.742 13.252 20.562 -0.448 -0.254 -1.351 H8  8BG 48 
8BG H9  H9  H 0 1 N N N 18.965 13.438 19.426 0.256  -2.342 -0.028 H9  8BG 49 
8BG H10 H10 H 0 1 N N N 15.984 15.692 18.896 1.144  1.274  -0.134 H10 8BG 50 
8BG H11 H11 H 0 1 N N N 15.176 14.089 18.883 0.144  1.083  1.326  H11 8BG 51 
8BG H12 H12 H 0 1 N N N 18.352 9.244  19.093 4.097  -2.475 1.504  H12 8BG 52 
8BG H13 H13 H 0 1 N N N 18.904 10.210 17.682 2.324  -2.619 1.429  H13 8BG 53 
8BG H14 H14 H 0 1 N N N 20.283 11.611 19.188 4.227  -3.973 -0.531 H14 8BG 54 
8BG H15 H15 H 0 1 N N N 20.628 10.911 21.550 2.778  -5.107 1.904  H15 8BG 55 
8BG H16 H16 H 0 1 N N N 18.924 11.393 21.248 3.721  -6.050 0.725  H16 8BG 56 
8BG H17 H17 H 0 1 N N N 19.359 9.654  21.361 4.535  -4.856 1.765  H17 8BG 57 
8BG H18 H18 H 0 1 N N N 21.979 9.903  19.780 1.244  -4.227 0.052  H18 8BG 58 
8BG H19 H19 H 0 1 N N N 20.757 8.608  19.543 1.993  -3.609 -1.440 H19 8BG 59 
8BG H20 H20 H 0 1 N N N 21.291 9.605  18.148 2.155  -5.328 -1.009 H20 8BG 60 
8BG H21 H21 H 0 1 N N N 13.874 9.025  15.022 5.556  2.187  3.097  H21 8BG 61 
8BG H22 H22 H 0 1 N N N 16.210 6.143  17.196 3.667  3.961  -0.306 H22 8BG 62 
8BG H23 H23 H 0 1 N N N 16.672 7.828  18.945 3.662  1.774  -1.435 H23 8BG 63 
8BG H24 H24 H 0 1 N N N 12.662 16.328 23.663 -3.188 4.875  -1.547 H24 8BG 64 
8BG H25 H25 H 0 1 N N N 14.205 13.234 21.114 0.305  2.484  -2.066 H25 8BG 65 
8BG H26 H26 H 0 1 N N N 15.220 5.655  15.295 4.252  5.233  1.666  H26 8BG 66 
8BG H27 H27 H 0 1 N N N 13.782 6.352  14.959 4.980  4.534  3.008  H27 8BG 67 
8BG H28 H28 H 0 1 N N N 18.569 15.536 18.528 1.553  -0.364 1.652  H28 8BG 68 
8BG H29 H29 H 0 1 N N N 18.516 11.366 16.317 2.893  0.419  -2.001 H29 8BG 69 
8BG H30 H30 H 0 1 N N N 18.817 13.136 16.308 1.066  0.593  -1.823 H30 8BG 70 
8BG H31 H31 H 0 1 N N N 18.970 14.733 24.506 -4.923 1.019  -0.771 H31 8BG 71 
8BG H32 H32 H 0 1 N N N 20.808 16.018 25.305 -5.777 -0.472 -2.286 H32 8BG 72 
8BG H33 H33 H 0 1 N N N 21.107 16.022 23.534 -5.021 -1.804 -1.370 H33 8BG 73 
8BG H34 H34 H 0 1 N N N 18.989 18.412 25.857 -8.034 0.462  -0.616 H34 8BG 74 
8BG H35 H35 H 0 1 N N N 18.014 16.352 25.907 -6.399 1.261  1.102  H35 8BG 75 
8BG H36 H36 H 0 1 N N N 16.250 18.884 23.216 -7.878 -1.442 2.942  H36 8BG 76 
8BG H37 H37 H 0 1 N N N 17.452 17.871 22.347 -7.348 -2.581 1.672  H37 8BG 77 
8BG H38 H38 H 0 1 N N N 16.079 17.358 25.022 -5.320 -1.519 1.597  H38 8BG 78 
8BG H39 H39 H 0 1 N N N 16.397 16.215 23.673 -5.881 -0.326 2.809  H39 8BG 79 
# 
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 
8BG N26 C17 SING N N 1  
8BG C16 C17 DOUB Y N 2  
8BG C16 C15 SING Y N 3  
8BG C17 C18 SING Y N 4  
8BG C29 C28 SING N N 5  
8BG C29 C04 SING N N 6  
8BG C15 C11 DOUB Y N 7  
8BG C28 C04 SING N N 8  
8BG C18 C19 DOUB Y N 9  
8BG C11 C19 SING Y N 10 
8BG C11 S10 SING N N 11 
8BG O27 C03 SING N N 12 
8BG C04 C03 SING N N 13 
8BG C04 N06 SING N N 14 
8BG C07 N06 SING N N 15 
8BG C07 C08 SING N N 16 
8BG C03 C02 SING N N 17 
8BG N06 S10 SING N N 18 
8BG O13 S10 DOUB N N 19 
8BG C14 C08 SING N N 20 
8BG S10 O12 DOUB N N 21 
8BG C05 C02 SING N N 22 
8BG C05 C20 SING N N 23 
8BG C08 C09 SING N N 24 
8BG C02 N01 SING N N 25 
8BG C20 C21 DOUB Y N 26 
8BG C20 C25 SING Y N 27 
8BG N01 C30 SING N N 28 
8BG C21 C22 SING Y N 29 
8BG C25 C24 DOUB Y N 30 
8BG C22 C23 DOUB Y N 31 
8BG C30 O31 SING N N 32 
8BG C30 O32 DOUB N N 33 
8BG C24 C23 SING Y N 34 
8BG O31 C33 SING N N 35 
8BG C39 O38 SING N N 36 
8BG C39 C40 SING N N 37 
8BG O38 C36 SING N N 38 
8BG C33 C34 SING N N 39 
8BG C33 C37 SING N N 40 
8BG C40 C37 SING N N 41 
8BG O35 C34 SING N N 42 
8BG O35 C36 SING N N 43 
8BG C36 C37 SING N N 44 
8BG C15 H1  SING N N 45 
8BG C21 H2  SING N N 46 
8BG C22 H3  SING N N 47 
8BG C24 H4  SING N N 48 
8BG C28 H5  SING N N 49 
8BG C28 H6  SING N N 50 
8BG N01 H7  SING N N 51 
8BG C02 H8  SING N N 52 
8BG C03 H9  SING N N 53 
8BG C05 H10 SING N N 54 
8BG C05 H11 SING N N 55 
8BG C07 H12 SING N N 56 
8BG C07 H13 SING N N 57 
8BG C08 H14 SING N N 58 
8BG C09 H15 SING N N 59 
8BG C09 H16 SING N N 60 
8BG C09 H17 SING N N 61 
8BG C14 H18 SING N N 62 
8BG C14 H19 SING N N 63 
8BG C14 H20 SING N N 64 
8BG C16 H21 SING N N 65 
8BG C18 H22 SING N N 66 
8BG C19 H23 SING N N 67 
8BG C23 H24 SING N N 68 
8BG C25 H25 SING N N 69 
8BG N26 H26 SING N N 70 
8BG N26 H27 SING N N 71 
8BG O27 H28 SING N N 72 
8BG C29 H29 SING N N 73 
8BG C29 H30 SING N N 74 
8BG C33 H31 SING N N 75 
8BG C34 H32 SING N N 76 
8BG C34 H33 SING N N 77 
8BG C36 H34 SING N N 78 
8BG C37 H35 SING N N 79 
8BG C39 H36 SING N N 80 
8BG C39 H37 SING N N 81 
8BG C40 H38 SING N N 82 
8BG C40 H39 SING N N 83 
# 
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 
8BG SMILES           ACDLabs              12.01 "c5c(S(N(C1(CC1)C(C(NC(OC2COC3C2CCO3)=O)Cc4ccccc4)O)CC(C)C)(=O)=O)ccc(c5)N" 
8BG InChI            InChI                1.03  
"InChI=1S/C29H39N3O7S/c1-19(2)17-32(40(35,36)22-10-8-21(30)9-11-22)29(13-14-29)26(33)24(16-20-6-4-3-5-7-20)31-28(34)39-25-18-38-27-23(25)12-15-37-27/h3-11,19,23-27,33H,12-18,30H2,1-2H3,(H,31,34)/t23-,24-,25-,26-,27+/m0/s1" 
8BG InChIKey         InChI                1.03  WFENPWNMNFDXOO-JSLVBRCRSA-N 
8BG SMILES_CANONICAL CACTVS               3.385 "CC(C)CN(C1(CC1)[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@H]4OCC[C@@H]34)[S](=O)(=O)c5ccc(N)cc5" 
8BG SMILES           CACTVS               3.385 "CC(C)CN(C1(CC1)[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34)[S](=O)(=O)c5ccc(N)cc5" 
8BG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C1(CC1)[C@H]([C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@@H]4[C@H]3CCO4)O)S(=O)(=O)c5ccc(cc5)N" 
8BG SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C)CN(C1(CC1)C(C(Cc2ccccc2)NC(=O)OC3COC4C3CCO4)O)S(=O)(=O)c5ccc(cc5)N" 
# 
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 
8BG "SYSTEMATIC NAME" ACDLabs              12.01 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2S)-1-(1-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}cyclopropyl)-1-hydroxy-3-phenylpropan-2-yl]carbamate" 
8BG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
"[(3~{a}~{S},4~{R},6~{a}~{R})-2,3,3~{a},4,5,6~{a}-hexahydrofuro[2,3-b]furan-4-yl] ~{N}-[(1~{S},2~{S})-1-[1-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]cyclopropyl]-1-oxidanyl-3-phenyl-propan-2-yl]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 
8BG "Create component" 2017-01-17 RCSB 
8BG "Initial release"  2018-01-10 RCSB 
# 
