data_HBB
# 
_chem_comp.id                                    HBB 
_chem_comp.name                                  N-{(2R)-2-HYDROXY-2-[(8S,11S)-8-ISOPROPYL-6,9-DIOXO-2-OXA-7,10-DIAZABICYCLO[11.2.2]HEPTADECA-1(15),13,16-TRIEN-11-YL]ETHYL}-N-ISOPENTYLBENZENESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H43 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-[2-HYDROXY-2-(8-ISOPROPYL-6,9-DIOXO-2-OXA-7,10-DIAZA-BICYCLO[11.2.2]HEPTADECA-1(16),13(17),14-TRIEN-11-YL)-ETHYL]-N-(3-METHYL-BUTYL)-BENZENESULFONAMIDE, INHIBITOR 3" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        573.744 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HBB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1Z1H 
_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 
HBB C1   C1   C 0 1 N N S 5.669  -0.238 14.342 0.233  0.227  1.682  C1   HBB 1  
HBB C2   C2   C 0 1 N N N 7.083  0.374  14.255 0.864  1.462  2.332  C2   HBB 2  
HBB C3   C3   C 0 1 Y N N 7.348  1.086  12.945 2.332  1.503  1.994  C3   HBB 3  
HBB C7   C7   C 0 1 Y N N 7.741  1.022  10.554 4.544  0.629  2.268  C7   HBB 4  
HBB C8   C8   C 0 1 Y N N 7.606  0.370  11.768 3.199  0.599  2.580  C8   HBB 5  
HBB C10  C10  C 0 1 N N N 6.325  3.084  8.776  6.709  0.263  0.680  C10  HBB 6  
HBB C11  C11  C 0 1 N N N 5.498  4.253  9.360  6.407  0.051  -0.805 C11  HBB 7  
HBB C12  C12  C 0 1 N N N 4.001  3.961  9.469  5.865  -1.363 -1.020 C12  HBB 8  
HBB C13  C13  C 0 1 N N N 3.562  3.424  10.820 4.398  -1.292 -1.361 C13  HBB 9  
HBB C16  C16  C 0 1 N N S 2.973  1.464  12.181 2.084  -1.835 -0.963 C16  HBB 10 
HBB C19  C19  C 0 1 N N N 0.544  2.078  11.876 0.149  -3.029 -2.000 C19  HBB 11 
HBB C20  C20  C 0 1 N N N 3.926  0.366  12.694 1.275  -1.451 0.250  C20  HBB 12 
HBB N26  N26  N 0 1 N N N 6.370  -2.818 15.817 -3.154 -0.338 0.082  N26  HBB 13 
HBB C27  C27  C 0 1 N N N 5.707  -3.595 16.892 -4.323 -0.384 0.963  C27  HBB 14 
HBB C30  C30  C 0 1 N N N 2.935  -2.844 16.327 -6.786 -3.233 1.757  C30  HBB 15 
HBB C31  C31  C 0 1 N N N 2.569  -5.046 15.230 -5.865 -1.474 3.274  C31  HBB 16 
HBB C35  C35  C 0 1 Y N N 8.529  -4.504 15.796 -3.132 1.854  -1.588 C35  HBB 17 
HBB C4   C4   C 0 1 Y N N 7.245  2.474  12.864 2.809  2.441  1.098  C4   HBB 18 
HBB C5   C5   C 0 1 Y N N 7.379  3.127  11.658 4.154  2.476  0.783  C5   HBB 19 
HBB C6   C6   C 0 1 Y N N 7.618  2.399  10.504 5.026  1.567  1.366  C6   HBB 20 
HBB O9   O9   O 0 1 N N N 7.663  3.055  9.291  6.348  1.594  1.055  O9   HBB 21 
HBB O14  O14  O 0 1 N N N 3.435  4.187  11.785 4.019  -0.658 -2.323 O14  HBB 22 
HBB N15  N15  N 0 1 N N N 3.397  2.103  10.910 3.504  -1.952 -0.570 N15  HBB 23 
HBB C17  C17  C 0 1 N N N 1.528  0.920  12.073 1.590  -3.177 -1.508 C17  HBB 24 
HBB C18  C18  C 0 1 N N N 1.147  0.132  13.306 2.484  -3.615 -2.670 C18  HBB 25 
HBB O21  O21  O 0 1 N N N 3.957  -0.755 12.155 0.855  -2.310 0.995  O21  HBB 26 
HBB N22  N22  N 0 1 N N N 4.682  0.698  13.747 1.019  -0.154 0.506  N22  HBB 27 
HBB C23  C23  C 0 1 N N R 5.312  -0.548 15.809 -1.201 0.550  1.256  C23  HBB 28 
HBB O24  O24  O 0 1 N N N 5.257  0.665  16.562 -1.966 0.924  2.404  O24  HBB 29 
HBB C25  C25  C 0 1 N N N 6.343  -1.491 16.448 -1.829 -0.683 0.604  C25  HBB 30 
HBB C28  C28  C 0 1 N N N 4.798  -4.535 16.118 -4.874 -1.811 1.005  C28  HBB 31 
HBB C29  C29  C 0 1 N N N 3.301  -4.320 16.345 -6.170 -1.834 1.818  C29  HBB 32 
HBB S32  S32  S 0 1 N N N 7.524  -3.543 14.884 -3.329 0.105  -1.504 S32  HBB 33 
HBB O33  O33  O 0 1 N N N 8.344  -2.509 14.248 -2.208 -0.443 -2.184 O33  HBB 34 
HBB O34  O34  O 0 1 N N N 6.869  -4.328 13.848 -4.690 -0.146 -1.827 O34  HBB 35 
HBB C36  C36  C 0 1 Y N N 9.666  -3.961 16.406 -1.878 2.399  -1.790 C36  HBB 36 
HBB C37  C37  C 0 1 Y N N 10.515 -4.758 17.172 -1.723 3.771  -1.856 C37  HBB 37 
HBB C38  C38  C 0 1 Y N N 10.240 -6.112 17.328 -2.822 4.598  -1.720 C38  HBB 38 
HBB C39  C39  C 0 1 Y N N 9.112  -6.668 16.723 -4.076 4.053  -1.519 C39  HBB 39 
HBB C40  C40  C 0 1 Y N N 8.266  -5.863 15.960 -4.232 2.680  -1.457 C40  HBB 40 
HBB H1   H1   H 0 1 N N N 5.646  -1.194 13.769 0.224  -0.596 2.396  H1   HBB 41 
HBB H21  1H2  H 0 1 N N N 7.862  -0.399 14.450 0.377  2.361  1.954  H21  HBB 42 
HBB H22A 2H2  H 0 0 N N N 7.275  1.051  15.120 0.741  1.407  3.414  H22A HBB 43 
HBB H7   H7   H 0 1 N N N 7.945  0.449  9.634  5.221  -0.077 2.726  H7   HBB 44 
HBB H8   H8   H 0 1 N N N 7.705  -0.728 11.798 2.824  -0.130 3.282  H8   HBB 45 
HBB H101 1H10 H 0 0 N N N 6.323  3.106  7.661  7.773  0.110  0.860  H101 HBB 46 
HBB H102 2H10 H 0 0 N N N 5.811  2.108  8.935  6.135  -0.450 1.272  H102 HBB 47 
HBB H111 1H11 H 0 0 N N N 5.674  5.187  8.777  5.665  0.779  -1.132 H111 HBB 48 
HBB H112 2H11 H 0 0 N N N 5.909  4.568  10.348 7.322  0.181  -1.383 H112 HBB 49 
HBB H121 1H12 H 0 0 N N N 3.679  3.272  8.654  6.405  -1.839 -1.838 H121 HBB 50 
HBB H122 2H12 H 0 0 N N N 3.408  4.866  9.199  5.998  -1.945 -0.108 H122 HBB 51 
HBB H16  H16  H 0 1 N N N 3.011  2.277  12.943 1.979  -1.068 -1.730 H16  HBB 52 
HBB H191 1H19 H 0 0 N N N 0.817  2.714  11.002 0.110  -2.279 -2.790 H191 HBB 53 
HBB H192 2H19 H 0 0 N N N -0.497 1.686  11.798 -0.202 -3.985 -2.388 H192 HBB 54 
HBB H193 3H19 H 0 0 N N N 0.641  2.849  12.676 -0.487 -2.717 -1.171 H193 HBB 55 
HBB H271 1H27 H 0 0 N N N 5.191  -2.977 17.664 -5.091 0.290  0.584  H271 HBB 56 
HBB H272 2H27 H 0 0 N N N 6.404  -4.099 17.601 -4.034 -0.077 1.968  H272 HBB 57 
HBB H301 1H30 H 0 0 N N N 1.833  -2.685 16.377 -7.709 -3.250 2.336  H301 HBB 58 
HBB H302 2H30 H 0 0 N N N 3.473  -2.311 17.146 -7.003 -3.489 0.720  H302 HBB 59 
HBB H303 3H30 H 0 0 N N N 3.121  -2.378 15.331 -6.084 -3.958 2.171  H303 HBB 60 
HBB H311 1H31 H 0 0 N N N 2.755  -4.580 14.234 -5.427 -0.478 3.318  H311 HBB 61 
HBB H312 2H31 H 0 0 N N N 2.837  -6.128 15.243 -6.789 -1.491 3.853  H312 HBB 62 
HBB H313 3H31 H 0 0 N N N 1.467  -4.887 15.280 -5.164 -2.199 3.688  H313 HBB 63 
HBB H4   H4   H 0 1 N N N 7.053  3.068  13.773 2.131  3.148  0.644  H4   HBB 64 
HBB H5   H5   H 0 1 N N N 7.295  4.226  11.617 4.527  3.209  0.083  H5   HBB 65 
HBB H15  H15  H 0 1 N N N 3.587  1.602  10.042 3.784  -2.467 0.203  H15  HBB 66 
HBB H17  H17  H 0 1 N N N 1.482  0.238  11.192 1.629  -3.926 -0.717 H17  HBB 67 
HBB H181 1H18 H 0 0 N N N 1.291  0.730  14.236 3.487  -3.825 -2.298 H181 HBB 68 
HBB H182 2H18 H 0 0 N N N 0.106  -0.260 13.228 2.070  -4.514 -3.127 H182 HBB 69 
HBB H183 3H18 H 0 0 N N N 1.878  -0.684 13.513 2.531  -2.818 -3.412 H183 HBB 70 
HBB H22  H22  H 0 1 N N N 4.510  1.644  14.089 1.356  0.532  -0.091 H22  HBB 71 
HBB H23  H23  H 0 1 N N N 4.317  -1.050 15.819 -1.191 1.374  0.542  H23  HBB 72 
HBB H24  H24  H 0 1 N N N 5.037  0.474  17.466 -1.949 0.170  3.009  H24  HBB 73 
HBB H251 1H25 H 0 0 N N N 7.358  -1.030 16.451 -1.926 -1.476 1.345  H251 HBB 74 
HBB H252 2H25 H 0 0 N N N 6.179  -1.575 17.548 -1.194 -1.025 -0.213 H252 HBB 75 
HBB H281 1H28 H 0 0 N N N 5.071  -5.595 16.330 -4.141 -2.470 1.471  H281 HBB 76 
HBB H282 2H28 H 0 0 N N N 5.033  -4.487 15.029 -5.076 -2.153 -0.010 H282 HBB 77 
HBB H29  H29  H 0 1 N N N 3.014  -4.714 17.348 -6.871 -1.110 1.404  H29  HBB 78 
HBB H36  H36  H 0 1 N N N 9.896  -2.889 16.281 -1.019 1.753  -1.896 H36  HBB 79 
HBB H37  H37  H 0 1 N N N 11.404 -4.318 17.654 -0.743 4.197  -2.013 H37  HBB 80 
HBB H38  H38  H 0 1 N N N 10.915 -6.743 17.930 -2.701 5.670  -1.770 H38  HBB 81 
HBB H39  H39  H 0 1 N N N 8.890  -7.741 16.848 -4.935 4.699  -1.412 H39  HBB 82 
HBB H40  H40  H 0 1 N N N 7.378  -6.307 15.480 -5.212 2.255  -1.300 H40  HBB 83 
# 
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 
HBB C1  C2   SING N N 1  
HBB C1  N22  SING N N 2  
HBB C1  C23  SING N N 3  
HBB C1  H1   SING N N 4  
HBB C2  C3   SING N N 5  
HBB C2  H21  SING N N 6  
HBB C2  H22A SING N N 7  
HBB C3  C8   DOUB Y N 8  
HBB C3  C4   SING Y N 9  
HBB C7  C8   SING Y N 10 
HBB C7  C6   DOUB Y N 11 
HBB C7  H7   SING N N 12 
HBB C8  H8   SING N N 13 
HBB C10 C11  SING N N 14 
HBB C10 O9   SING N N 15 
HBB C10 H101 SING N N 16 
HBB C10 H102 SING N N 17 
HBB C11 C12  SING N N 18 
HBB C11 H111 SING N N 19 
HBB C11 H112 SING N N 20 
HBB C12 C13  SING N N 21 
HBB C12 H121 SING N N 22 
HBB C12 H122 SING N N 23 
HBB C13 O14  DOUB N N 24 
HBB C13 N15  SING N N 25 
HBB C16 C20  SING N N 26 
HBB C16 N15  SING N N 27 
HBB C16 C17  SING N N 28 
HBB C16 H16  SING N N 29 
HBB C19 C17  SING N N 30 
HBB C19 H191 SING N N 31 
HBB C19 H192 SING N N 32 
HBB C19 H193 SING N N 33 
HBB C20 O21  DOUB N N 34 
HBB C20 N22  SING N N 35 
HBB N26 C27  SING N N 36 
HBB N26 C25  SING N N 37 
HBB N26 S32  SING N N 38 
HBB C27 C28  SING N N 39 
HBB C27 H271 SING N N 40 
HBB C27 H272 SING N N 41 
HBB C30 C29  SING N N 42 
HBB C30 H301 SING N N 43 
HBB C30 H302 SING N N 44 
HBB C30 H303 SING N N 45 
HBB C31 C29  SING N N 46 
HBB C31 H311 SING N N 47 
HBB C31 H312 SING N N 48 
HBB C31 H313 SING N N 49 
HBB C35 S32  SING N N 50 
HBB C35 C36  DOUB Y N 51 
HBB C35 C40  SING Y N 52 
HBB C4  C5   DOUB Y N 53 
HBB C4  H4   SING N N 54 
HBB C5  C6   SING Y N 55 
HBB C5  H5   SING N N 56 
HBB C6  O9   SING N N 57 
HBB N15 H15  SING N N 58 
HBB C17 C18  SING N N 59 
HBB C17 H17  SING N N 60 
HBB C18 H181 SING N N 61 
HBB C18 H182 SING N N 62 
HBB C18 H183 SING N N 63 
HBB N22 H22  SING N N 64 
HBB C23 O24  SING N N 65 
HBB C23 C25  SING N N 66 
HBB C23 H23  SING N N 67 
HBB O24 H24  SING N N 68 
HBB C25 H251 SING N N 69 
HBB C25 H252 SING N N 70 
HBB C28 C29  SING N N 71 
HBB C28 H281 SING N N 72 
HBB C28 H282 SING N N 73 
HBB C29 H29  SING N N 74 
HBB S32 O33  DOUB N N 75 
HBB S32 O34  DOUB N N 76 
HBB C36 C37  SING Y N 77 
HBB C36 H36  SING N N 78 
HBB C37 C38  DOUB Y N 79 
HBB C37 H37  SING N N 80 
HBB C38 C39  SING Y N 81 
HBB C38 H38  SING N N 82 
HBB C39 C40  DOUB Y N 83 
HBB C39 H39  SING N N 84 
HBB C40 H40  SING N N 85 
# 
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 
HBB SMILES           ACDLabs              10.04 O=S(=O)(c1ccccc1)N(CCC(C)C)CC(O)C3NC(=O)C(NC(=O)CCCOc2ccc(cc2)C3)C(C)C 
HBB InChI            InChI                1.02b 
InChI=1/C30H43N3O6S/c1-21(2)16-17-33(40(37,38)25-9-6-5-7-10-25)20-27(34)26-19-23-12-14-24(15-13-23)39-18-8-11-28(35)32-29(22(3)4)30(36)31-26/h5-7,9-10,12-15,21-22,26-27,29,34H,8,11,16-20H2,1-4H3,(H,31,36)(H,32,35)/t26-,27+,29-/m0/s1/f/h31-32H 
HBB InChIKey         InChI                1.02b WRUVOSYKHXGAQN-IZVAYPRXDQ 
HBB SMILES_CANONICAL CACTVS               3.341 CC(C)CCN(C[C@@H](O)[C@@H]1Cc2ccc(OCCCC(=O)N[C@@H](C(C)C)C(=O)N1)cc2)[S](=O)(=O)c3ccccc3 
HBB SMILES           CACTVS               3.341 CC(C)CCN(C[CH](O)[CH]1Cc2ccc(OCCCC(=O)N[CH](C(C)C)C(=O)N1)cc2)[S](=O)(=O)c3ccccc3 
HBB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CC[N@@](C[C@H]([C@@H]1Cc2ccc(cc2)OCCCC(=O)N[C@H](C(=O)N1)C(C)C)O)S(=O)(=O)c3ccccc3 
HBB SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCN(CC(C1Cc2ccc(cc2)OCCCC(=O)NC(C(=O)N1)C(C)C)O)S(=O)(=O)c3ccccc3 
# 
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 
HBB "SYSTEMATIC NAME" ACDLabs              10.04 N-{(2R)-2-hydroxy-2-[(8S,11S)-8-(1-methylethyl)-6,9-dioxo-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-11-yl]ethyl}-N-(3-methylbutyl)benzenesulfonamide 
HBB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2R)-2-[(3S,6S)-5,8-dioxo-6-propan-2-yl-12-oxa-4,7-diazabicyclo[11.2.2]heptadeca-1(16),13(17),14-trien-3-yl]-2-hydroxy-ethyl]-N-(3-methylbutyl)benzenesulfonamide  
# 
