data_HBH
# 
_chem_comp.id                                    HBH 
_chem_comp.name                                  2-[(8S,11S)-11-{(1R)-1-HYDROXY-2-[ISOPENTYL(PHENYLSULFONYL)AMINO]ETHYL}-6,9-DIOXO-2-OXA-7,10-DIAZABICYCLO[11.2.2]HEPTADECA-1(15),13,16-TRIEN-8-YL]ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H40 N4 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-(11-{2-[BENZENESULFONYL-(3-METHYL-BUTYL)-AMINO]-1-HYDROXY-ETHYL}-6,9-DIOXO-2-OXA-7,10-DIAZA-BICYCLO[11.2.2]HEPTADECA-1(16),13(17),14-TRIEN-8-YL)-ACETAMIDE, INHIBITOR 2" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-08 
_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                        588.715 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HBH 
_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        1Z1R 
_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 
HBH C1   C1   C 0 1 N N S 5.685  -0.296 14.460 0.030  0.904  1.596  C1   HBH 1  
HBH C2   C2   C 0 1 N N N 7.125  0.242  14.362 0.584  2.312  1.825  C2   HBH 2  
HBH C3   C3   C 0 1 Y N N 7.402  0.919  13.043 2.061  2.317  1.524  C3   HBH 3  
HBH C7   C7   C 0 1 Y N N 7.733  0.796  10.650 4.296  1.692  2.115  C7   HBH 4  
HBH C8   C8   C 0 1 Y N N 7.587  0.173  11.878 2.942  1.696  2.390  C8   HBH 5  
HBH C10  C10  C 0 1 N N N 6.549  2.878  8.731  6.532  0.945  0.779  C10  HBH 6  
HBH C11  C11  C 0 1 N N N 5.761  4.091  9.208  6.295  0.252  -0.564 C11  HBH 7  
HBH C12  C12  C 0 1 N N N 4.307  3.775  9.358  5.819  -1.182 -0.322 C12  HBH 8  
HBH C13  C13  C 0 1 N N N 3.932  3.317  10.764 4.365  -1.300 -0.700 C13  HBH 9  
HBH C16  C16  C 0 1 N N S 3.199  1.462  12.202 2.061  -1.803 -0.198 C16  HBH 10 
HBH C20  C20  C 0 1 N N N 4.064  0.348  12.722 1.193  -1.091 0.806  C20  HBH 11 
HBH N26  N26  N 0 1 N N N 6.217  -2.861 15.985 -3.271 -0.319 0.194  N26  HBH 12 
HBH C27  C27  C 0 1 N N N 5.227  -3.606 16.774 -4.468 -0.143 1.020  C27  HBH 13 
HBH C30  C30  C 0 1 N N N 1.691  -4.447 15.420 -6.832 -2.715 2.634  C30  HBH 14 
HBH C31  C31  C 0 1 N N N 3.042  -5.515 17.238 -6.044 -0.518 3.526  C31  HBH 15 
HBH C35  C35  C 0 1 Y N N 8.290  -4.591 15.991 -3.284 1.223  -2.089 C35  HBH 16 
HBH C4   C4   C 0 1 Y N N 7.374  2.307  12.943 2.533  2.940  0.383  C4   HBH 17 
HBH C5   C5   C 0 1 Y N N 7.520  2.943  11.722 3.886  2.940  0.104  C5   HBH 18 
HBH C6   C6   C 0 1 Y N N 7.692  2.180  10.577 4.771  2.313  0.969  C6   HBH 19 
HBH O9   O9   O 0 1 N N N 7.819  2.808  9.361  6.102  2.306  0.695  O9   HBH 20 
HBH O14  O14  O 0 1 N N N 3.951  4.107  11.729 3.996  -1.030 -1.823 O14  HBH 21 
HBH N15  N15  N 0 1 N N N 3.648  2.021  10.911 3.470  -1.714 0.242  N15  HBH 22 
HBH C17  C17  C 0 1 N N N 1.766  0.975  12.035 1.644  -3.273 -0.291 C17  HBH 23 
HBH C18  C18  C 0 1 N N N 0.869  2.068  11.536 2.443  -3.954 -1.372 C18  HBH 24 
HBH O19  O19  O 0 1 N N N 0.418  2.921  12.306 3.264  -3.327 -2.006 O19  HBH 25 
HBH N19  N19  N 0 1 N N N 0.804  2.197  10.232 2.244  -5.261 -1.634 N19  HBH 26 
HBH O21  O21  O 0 1 N N N 4.040  -0.781 12.217 0.781  -1.684 1.780  O21  HBH 27 
HBH N22  N22  N 0 1 N N N 4.775  0.652  13.797 0.874  0.205  0.623  N22  HBH 28 
HBH C23  C23  C 0 1 N N R 5.300  -0.529 15.929 -1.399 0.999  1.057  C23  HBH 29 
HBH O24  O24  O 0 1 N N N 5.335  0.712  16.641 -2.221 1.683  2.005  O24  HBH 30 
HBH C25  C25  C 0 1 N N N 6.259  -1.522 16.599 -1.952 -0.409 0.825  C25  HBH 31 
HBH C28  C28  C 0 1 N N N 4.036  -3.710 15.831 -4.957 -1.509 1.506  C28  HBH 32 
HBH C29  C29  C 0 1 N N N 2.757  -4.227 16.485 -6.279 -1.339 2.257  C29  HBH 33 
HBH S32  S32  S 0 1 N N N 7.312  -3.655 15.054 -3.409 -0.415 -1.453 S32  HBH 34 
HBH O33  O33  O 0 1 N N N 8.127  -2.670 14.356 -2.241 -1.092 -1.900 O33  HBH 35 
HBH O34  O34  O 0 1 N N N 6.606  -4.485 14.082 -4.745 -0.827 -1.705 O34  HBH 36 
HBH C36  C36  C 0 1 Y N N 9.322  -4.008 16.721 -2.049 1.740  -2.431 C36  HBH 37 
HBH C37  C37  C 0 1 Y N N 10.160 -4.787 17.515 -1.951 3.026  -2.930 C37  HBH 38 
HBH C38  C38  C 0 1 Y N N 9.968  -6.165 17.578 -3.089 3.794  -3.087 C38  HBH 39 
HBH C39  C39  C 0 1 Y N N 8.939  -6.759 16.853 -4.325 3.277  -2.747 C39  HBH 40 
HBH C40  C40  C 0 1 Y N N 8.105  -5.970 16.063 -4.423 1.990  -2.252 C40  HBH 41 
HBH H1   H1   H 0 1 N N N 5.608  -1.281 13.943 0.028  0.355  2.537  H1   HBH 42 
HBH H21  1H2  H 0 1 N N N 7.869  -0.564 14.563 0.076  3.016  1.166  H21  HBH 43 
HBH H22A 2H2  H 0 0 N N N 7.359  0.919  15.217 0.423  2.603  2.864  H22A HBH 44 
HBH H7   H7   H 0 1 N N N 7.881  0.195  9.737  4.984  1.207  2.792  H7   HBH 45 
HBH H8   H8   H 0 1 N N N 7.618  -0.928 11.929 2.572  1.213  3.282  H8   HBH 46 
HBH H101 1H10 H 0 0 N N N 6.642  2.861  7.620  7.594  0.913  1.021  H101 HBH 47 
HBH H102 2H10 H 0 0 N N N 5.971  1.935  8.869  5.966  0.433  1.557  H102 HBH 48 
HBH H111 1H11 H 0 0 N N N 5.921  4.970  8.541  5.535  0.797  -1.125 H111 HBH 49 
HBH H112 2H11 H 0 0 N N N 6.187  4.510  10.150 7.224  0.235  -1.134 H112 HBH 50 
HBH H121 1H12 H 0 0 N N N 3.984  3.026  8.598  6.409  -1.868 -0.930 H121 HBH 51 
HBH H122 2H12 H 0 0 N N N 3.679  4.640  9.042  5.942  -1.433 0.732  H122 HBH 52 
HBH H16  H16  H 0 1 N N N 3.272  2.275  12.962 1.953  -1.331 -1.175 H16  HBH 53 
HBH H271 1H27 H 0 0 N N N 4.994  -3.158 17.768 -5.250 0.334  0.430  H271 HBH 54 
HBH H272 2H27 H 0 0 N N N 5.591  -4.582 17.171 -4.227 0.484  1.879  H272 HBH 55 
HBH H301 1H30 H 0 0 N N N 0.762  -4.887 15.851 -7.774 -2.594 3.169  H301 HBH 56 
HBH H302 2H30 H 0 0 N N N 1.482  -3.501 14.867 -7.000 -3.300 1.730  H302 HBH 57 
HBH H303 3H30 H 0 0 N N N 1.965  -5.277 14.728 -6.115 -3.231 3.273  H303 HBH 58 
HBH H311 1H31 H 0 0 N N N 3.316  -6.345 16.546 -5.327 -1.035 4.165  H311 HBH 59 
HBH H312 2H31 H 0 0 N N N 3.823  -5.354 18.018 -5.650 0.462  3.257  H312 HBH 60 
HBH H313 3H31 H 0 0 N N N 2.113  -5.955 17.669 -6.986 -0.397 4.061  H313 HBH 61 
HBH H4   H4   H 0 1 N N N 7.233  2.916  13.852 1.843  3.428  -0.289 H4   HBH 62 
HBH H5   H5   H 0 1 N N N 7.500  4.044  11.662 4.254  3.426  -0.787 H5   HBH 63 
HBH H15  H15  H 0 1 N N N 3.771  1.473  10.060 3.741  -1.938 1.146  H15  HBH 64 
HBH H171 1H17 H 0 0 N N N 1.376  0.525  12.978 1.832  -3.764 0.664  H171 HBH 65 
HBH H172 2H17 H 0 0 N N N 1.715  0.074  11.380 0.582  -3.335 -0.529 H172 HBH 66 
HBH H191 1H19 H 0 0 N N N 0.194  2.941  9.893  1.587  -5.763 -1.127 H191 HBH 67 
HBH H192 2H19 H 0 0 N N N 1.177  1.492  9.596  2.757  -5.700 -2.330 H192 HBH 68 
HBH H22  H22  H 0 1 N N N 4.623  1.610  14.112 1.205  0.678  -0.156 H22  HBH 69 
HBH H23  H23  H 0 1 N N N 4.270  -0.954 15.954 -1.397 1.547  0.115  H23  HBH 70 
HBH H24  H24  H 0 1 N N N 5.097  0.568  17.549 -2.196 1.166  2.821  H24  HBH 71 
HBH H251 1H25 H 0 0 N N N 7.300  -1.123 16.615 -2.041 -0.926 1.781  H251 HBH 72 
HBH H252 2H25 H 0 0 N N N 6.071  -1.580 17.696 -1.275 -0.963 0.174  H252 HBH 73 
HBH H281 1H28 H 0 0 N N N 4.297  -4.331 14.942 -4.214 -1.944 2.174  H281 HBH 74 
HBH H282 2H28 H 0 0 N N N 3.849  -2.731 15.332 -5.107 -2.167 0.650  H282 HBH 75 
HBH H29  H29  H 0 1 N N N 2.381  -3.472 17.215 -6.996 -0.822 1.618  H29  HBH 76 
HBH H36  H36  H 0 1 N N N 9.477  -2.917 16.670 -1.159 1.140  -2.307 H36  HBH 77 
HBH H37  H37  H 0 1 N N N 10.973 -4.314 18.092 -0.986 3.430  -3.196 H37  HBH 78 
HBH H38  H38  H 0 1 N N N 10.632 -6.786 18.203 -3.013 4.799  -3.477 H38  HBH 79 
HBH H39  H39  H 0 1 N N N 8.785  -7.850 16.904 -5.214 3.877  -2.870 H39  HBH 80 
HBH H40  H40  H 0 1 N N N 7.290  -6.442 15.489 -5.389 1.585  -1.986 H40  HBH 81 
# 
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 
HBH C1  C2   SING N N 1  
HBH C1  N22  SING N N 2  
HBH C1  C23  SING N N 3  
HBH C1  H1   SING N N 4  
HBH C2  C3   SING N N 5  
HBH C2  H21  SING N N 6  
HBH C2  H22A SING N N 7  
HBH C3  C8   DOUB Y N 8  
HBH C3  C4   SING Y N 9  
HBH C7  C8   SING Y N 10 
HBH C7  C6   DOUB Y N 11 
HBH C7  H7   SING N N 12 
HBH C8  H8   SING N N 13 
HBH C10 C11  SING N N 14 
HBH C10 O9   SING N N 15 
HBH C10 H101 SING N N 16 
HBH C10 H102 SING N N 17 
HBH C11 C12  SING N N 18 
HBH C11 H111 SING N N 19 
HBH C11 H112 SING N N 20 
HBH C12 C13  SING N N 21 
HBH C12 H121 SING N N 22 
HBH C12 H122 SING N N 23 
HBH C13 O14  DOUB N N 24 
HBH C13 N15  SING N N 25 
HBH C16 C20  SING N N 26 
HBH C16 N15  SING N N 27 
HBH C16 C17  SING N N 28 
HBH C16 H16  SING N N 29 
HBH C20 O21  DOUB N N 30 
HBH C20 N22  SING N N 31 
HBH N26 C27  SING N N 32 
HBH N26 C25  SING N N 33 
HBH N26 S32  SING N N 34 
HBH C27 C28  SING N N 35 
HBH C27 H271 SING N N 36 
HBH C27 H272 SING N N 37 
HBH C30 C29  SING N N 38 
HBH C30 H301 SING N N 39 
HBH C30 H302 SING N N 40 
HBH C30 H303 SING N N 41 
HBH C31 C29  SING N N 42 
HBH C31 H311 SING N N 43 
HBH C31 H312 SING N N 44 
HBH C31 H313 SING N N 45 
HBH C35 S32  SING N N 46 
HBH C35 C36  DOUB Y N 47 
HBH C35 C40  SING Y N 48 
HBH C4  C5   DOUB Y N 49 
HBH C4  H4   SING N N 50 
HBH C5  C6   SING Y N 51 
HBH C5  H5   SING N N 52 
HBH C6  O9   SING N N 53 
HBH N15 H15  SING N N 54 
HBH C17 C18  SING N N 55 
HBH C17 H171 SING N N 56 
HBH C17 H172 SING N N 57 
HBH C18 O19  DOUB N N 58 
HBH C18 N19  SING N N 59 
HBH N19 H191 SING N N 60 
HBH N19 H192 SING N N 61 
HBH N22 H22  SING N N 62 
HBH C23 O24  SING N N 63 
HBH C23 C25  SING N N 64 
HBH C23 H23  SING N N 65 
HBH O24 H24  SING N N 66 
HBH C25 H251 SING N N 67 
HBH C25 H252 SING N N 68 
HBH C28 C29  SING N N 69 
HBH C28 H281 SING N N 70 
HBH C28 H282 SING N N 71 
HBH C29 H29  SING N N 72 
HBH S32 O33  DOUB N N 73 
HBH S32 O34  DOUB N N 74 
HBH C36 C37  SING Y N 75 
HBH C36 H36  SING N N 76 
HBH C37 C38  DOUB Y N 77 
HBH C37 H37  SING N N 78 
HBH C38 C39  SING Y N 79 
HBH C38 H38  SING N N 80 
HBH C39 C40  DOUB Y N 81 
HBH C39 H39  SING N N 82 
HBH C40 H40  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 
HBH SMILES           ACDLabs              10.04 O=S(=O)(c1ccccc1)N(CCC(C)C)CC(O)C3NC(=O)C(NC(=O)CCCOc2ccc(cc2)C3)CC(=O)N 
HBH InChI            InChI                1.02b 
InChI=1/C29H40N4O7S/c1-20(2)14-15-33(41(38,39)23-7-4-3-5-8-23)19-26(34)24-17-21-10-12-22(13-11-21)40-16-6-9-28(36)31-25(18-27(30)35)29(37)32-24/h3-5,7-8,10-13,20,24-26,34H,6,9,14-19H2,1-2H3,(H2,30,35)(H,31,36)(H,32,37)/t24-,25-,26+/m0/s1/f/h31-32H,30H2 
HBH InChIKey         InChI                1.02b HOUHLOFMBSYNBO-WSHPSBOXDP 
HBH SMILES_CANONICAL CACTVS               3.341 CC(C)CCN(C[C@@H](O)[C@@H]1Cc2ccc(OCCCC(=O)N[C@@H](CC(N)=O)C(=O)N1)cc2)[S](=O)(=O)c3ccccc3 
HBH SMILES           CACTVS               3.341 CC(C)CCN(C[CH](O)[CH]1Cc2ccc(OCCCC(=O)N[CH](CC(N)=O)C(=O)N1)cc2)[S](=O)(=O)c3ccccc3 
HBH 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)CC(=O)N)O)S(=O)(=O)c3ccccc3 
HBH SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCN(CC(C1Cc2ccc(cc2)OCCCC(=O)NC(C(=O)N1)CC(=O)N)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 
HBH "SYSTEMATIC NAME" ACDLabs              10.04 2-[(8S,11S)-11-{(1R)-1-hydroxy-2-[(3-methylbutyl)(phenylsulfonyl)amino]ethyl}-6,9-dioxo-2-oxa-7,10-diazabicyclo[11.2.2]heptadeca-1(15),13,16-trien-8-yl]acetamide   
HBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[(3S,6S)-3-[(1R)-1-hydroxy-2-(3-methylbutyl-(phenylsulfonyl)amino)ethyl]-5,8-dioxo-12-oxa-4,7-diazabicyclo[11.2.2]heptadeca-1(16),13(17),14-trien-6-yl]ethanamide 
# 
