data_AHF
# 
_chem_comp.id                                    AHF 
_chem_comp.name                                  2-[4-(HYDROXY-METHOXY-METHYL)-BENZYL]-7-(4-HYDROXYMETHYL-BENZYL)-1,1-DIOXO-3,6-BIS-PHENOXYMETHYL-1LAMBDA6-[1,2,7]THIADIAZEPANE-4,5-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C35 H40 N2 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-02 
_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                        664.765 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AHF 
_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        1G35 
_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 
AHF N01  N01  N 0 1 N N N 11.594 23.922 6.163  -0.107 1.027  -1.547 N01  AHF 1  
AHF S02  S02  S 0 1 N N N 11.941 22.288 6.477  -0.427 2.064  -0.272 S02  AHF 2  
AHF N03  N03  N 0 1 N N N 13.610 22.422 6.259  -0.587 1.113  1.091  N03  AHF 3  
AHF C04  C04  C 0 1 N N R 14.023 22.301 4.841  -1.276 -0.154 0.998  C04  AHF 4  
AHF C05  C05  C 0 1 N N S 14.158 23.776 4.298  -0.315 -1.275 0.605  C05  AHF 5  
AHF C06  C06  C 0 1 N N S 13.187 24.863 4.869  -0.025 -1.320 -0.841 C06  AHF 6  
AHF C07  C07  C 0 1 N N R 11.681 24.634 4.856  0.760  -0.110 -1.342 C07  AHF 7  
AHF C08  C08  C 0 1 N N N 10.312 24.239 6.727  -0.707 1.271  -2.861 C08  AHF 8  
AHF C09  C09  C 0 1 Y N N 9.736  25.450 7.351  -1.948 0.430  -3.011 C09  AHF 9  
AHF C10  C10  C 0 1 Y N N 8.341  25.748 7.178  -3.108 0.785  -2.347 C10  AHF 10 
AHF C11  C11  C 0 1 Y N N 7.767  26.912 7.771  -4.247 0.013  -2.484 C11  AHF 11 
AHF C12  C12  C 0 1 Y N N 8.614  27.816 8.567  -4.226 -1.112 -3.286 C12  AHF 12 
AHF C13  C13  C 0 1 Y N N 10.049 27.518 8.751  -3.067 -1.466 -3.951 C13  AHF 13 
AHF C14  C14  C 0 1 Y N N 10.601 26.326 8.135  -1.929 -0.692 -3.817 C14  AHF 14 
AHF O15  O15  O 0 1 N N N 11.308 21.469 5.461  -1.715 2.608  -0.528 O15  AHF 15 
AHF O16  O16  O 0 1 N N N 15.016 20.468 3.576  -2.833 0.539  2.711  O16  AHF 16 
AHF C17  C17  C 0 1 Y N N 15.955 19.495 3.261  -3.355 0.192  3.917  C17  AHF 17 
AHF C18  C18  C 0 1 Y N N 16.157 19.120 1.877  -4.298 1.007  4.526  C18  AHF 18 
AHF C19  C19  C 0 1 Y N N 17.149 18.094 1.523  -4.828 0.652  5.751  C19  AHF 19 
AHF C20  C20  C 0 1 Y N N 17.943 17.441 2.564  -4.419 -0.513 6.371  C20  AHF 20 
AHF C21  C21  C 0 1 Y N N 17.753 17.801 3.951  -3.479 -1.327 5.766  C21  AHF 21 
AHF C22  C22  C 0 1 Y N N 16.762 18.825 4.305  -2.951 -0.980 4.538  C22  AHF 22 
AHF C23  C23  C 0 1 N N N 14.508 22.802 7.411  -0.040 1.563  2.374  C23  AHF 23 
AHF C24  C24  C 0 1 Y N N 15.413 21.902 8.178  1.317  0.944  2.585  C24  AHF 24 
AHF C25  C25  C 0 1 Y N N 14.881 20.953 9.143  2.405  1.401  1.866  C25  AHF 25 
AHF C26  C26  C 0 1 Y N N 15.805 20.076 9.902  3.650  0.833  2.061  C26  AHF 26 
AHF C27  C27  C 0 1 Y N N 17.270 20.160 9.687  3.807  -0.191 2.975  C27  AHF 27 
AHF C28  C28  C 0 1 Y N N 17.794 21.132 8.698  2.717  -0.652 3.691  C28  AHF 28 
AHF C29  C29  C 0 1 Y N N 16.863 21.990 7.957  1.473  -0.081 3.499  C29  AHF 29 
AHF O30  O30  O 0 1 N N N 15.424 24.325 4.512  0.914  -1.092 1.310  O30  AHF 30 
AHF O31  O31  O 0 1 N N N 13.421 26.016 4.176  -1.262 -1.386 -1.554 O31  AHF 31 
AHF C32  C32  C 0 1 N N N 11.127 23.823 3.607  1.439  -0.466 -2.666 C32  AHF 32 
AHF O33  O33  O 0 1 N N N 9.707  23.725 3.747  2.177  0.660  -3.141 O33  AHF 33 
AHF C34  C34  C 0 1 Y N N 8.769  24.460 3.176  2.755  0.286  -4.313 C34  AHF 34 
AHF C35  C35  C 0 1 Y N N 9.091  25.556 2.241  3.544  1.185  -5.017 C35  AHF 35 
AHF C36  C36  C 0 1 Y N N 8.040  26.337 1.634  4.130  0.802  -6.208 C36  AHF 36 
AHF C37  C37  C 0 1 Y N N 6.659  26.034 1.953  3.931  -0.474 -6.699 C37  AHF 37 
AHF C38  C38  C 0 1 Y N N 6.338  24.961 2.870  3.145  -1.371 -6.000 C38  AHF 38 
AHF C39  C39  C 0 1 Y N N 7.395  24.177 3.479  2.561  -0.995 -4.805 C39  AHF 39 
AHF O40  O40  O 0 1 N N N 11.737 22.006 7.833  0.761  2.817  -0.076 O40  AHF 40 
AHF C41  C41  C 0 1 N N N 15.336 21.479 4.610  -1.904 -0.486 2.353  C41  AHF 41 
AHF C42  C42  C 0 1 N N S 18.106 19.372 10.374 5.164  -0.811 3.187  C42  AHF 42 
AHF O43  O43  O 0 1 N N N 17.702 18.805 11.552 5.069  -1.840 4.174  O43  AHF 43 
AHF O44  O44  O 0 1 N N N 19.341 19.148 9.916  6.081  0.191  3.632  O44  AHF 44 
AHF C45  C45  C 0 1 N N N 18.540 18.000 12.286 6.381  -2.385 4.329  C45  AHF 45 
AHF C46  C46  C 0 1 N N N 8.147  28.853 9.111  -5.467 -1.954 -3.435 C46  AHF 46 
AHF O47  O47  O 0 1 N N N 7.648  29.675 8.176  -6.238 -1.474 -4.539 O47  AHF 47 
AHF H04  H04  H 0 1 N N N 13.253 21.714 4.286  -2.063 -0.079 0.248  H04  AHF 48 
AHF H05  H05  H 0 1 N N N 13.908 23.586 3.227  -0.750 -2.229 0.904  H05  AHF 49 
AHF H06  H06  H 0 1 N N N 13.430 24.863 5.957  0.547  -2.222 -1.055 H06  AHF 50 
AHF H07  H07  H 0 1 N N N 11.048 25.545 4.748  1.523  0.148  -0.608 H07  AHF 51 
AHF H082 2H08 H 0 0 N N N 9.594  23.994 5.909  -0.970 2.326  -2.950 H082 AHF 52 
AHF H081 1H08 H 0 0 N N N 10.155 23.444 7.493  0.006  1.007  -3.641 H081 AHF 53 
AHF H10  H10  H 0 1 N N N 7.702  25.074 6.582  -3.124 1.665  -1.721 H10  AHF 54 
AHF H11  H11  H 0 1 N N N 6.692  27.108 7.617  -5.152 0.290  -1.965 H11  AHF 55 
AHF H13  H13  H 0 1 N N N 10.702 28.180 9.343  -3.051 -2.345 -4.577 H13  AHF 56 
AHF H14  H14  H 0 1 N N N 11.670 26.087 8.261  -1.024 -0.968 -4.336 H14  AHF 57 
AHF H18  H18  H 0 1 N N N 15.557 19.614 1.094  -4.618 1.918  4.043  H18  AHF 58 
AHF H19  H19  H 0 1 N N N 17.298 17.811 0.467  -5.562 1.286  6.226  H19  AHF 59 
AHF H20  H20  H 0 1 N N N 18.689 16.672 2.301  -4.834 -0.789 7.329  H20  AHF 60 
AHF H21  H21  H 0 1 N N N 18.355 17.301 4.728  -3.161 -2.238 6.253  H21  AHF 61 
AHF H22  H22  H 0 1 N N N 16.622 19.093 5.365  -2.217 -1.616 4.066  H22  AHF 62 
AHF H231 1H23 H 0 0 N N N 15.146 23.638 7.041  -0.707 1.260  3.180  H231 AHF 63 
AHF H232 2H23 H 0 0 N N N 13.850 23.293 8.165  0.053  2.649  2.368  H232 AHF 64 
AHF H25  H25  H 0 1 N N N 13.790 20.899 9.297  2.283  2.202  1.152  H25  AHF 65 
AHF H26  H26  H 0 1 N N N 15.399 19.355 10.632 4.500  1.190  1.499  H26  AHF 66 
AHF H28  H28  H 0 1 N N N 18.878 21.216 8.513  2.840  -1.453 4.404  H28  AHF 67 
AHF H29  H29  H 0 1 N N N 17.259 22.711 7.223  0.623  -0.439 4.060  H29  AHF 68 
AHF HO3  HO3  H 0 1 N N N 15.505 25.213 4.185  1.499  -1.813 1.042  HO3  AHF 69 
AHF HO1  HO1  H 0 1 N N N 12.831 26.675 4.522  -1.710 -2.192 -1.262 HO1  AHF 70 
AHF H321 1H32 H 0 0 N N N 11.436 24.265 2.631  2.117  -1.306 -2.513 H321 AHF 71 
AHF H322 2H32 H 0 0 N N N 11.619 22.830 3.481  0.682  -0.740 -3.401 H322 AHF 72 
AHF H35  H35  H 0 1 N N N 10.138 25.796 1.990  3.700  2.182  -4.634 H35  AHF 73 
AHF H36  H36  H 0 1 N N N 8.288  27.154 0.936  4.745  1.501  -6.756 H36  AHF 74 
AHF H37  H37  H 0 1 N N N 5.847  26.623 1.495  4.390  -0.771 -7.630 H37  AHF 75 
AHF H38  H38  H 0 1 N N N 5.283  24.739 3.105  2.990  -2.368 -6.386 H38  AHF 76 
AHF H39  H39  H 0 1 N N N 7.152  23.359 4.178  1.947  -1.696 -4.259 H39  AHF 77 
AHF H411 1H41 H 0 0 N N N 16.216 22.113 4.352  -2.424 -1.441 2.289  H411 AHF 78 
AHF H412 2H41 H 0 0 N N N 15.753 21.039 5.545  -1.122 -0.548 3.110  H412 AHF 79 
AHF H42  H42  H 0 1 N N N 17.568 18.583 9.797  5.519  -1.238 2.249  H42  AHF 80 
AHF HO4  HO4  H 0 1 N N N 19.934 18.588 10.403 5.730  0.542  4.462  HO4  AHF 81 
AHF H451 1H45 H 0 0 N N N 18.210 17.538 13.245 6.358  -3.179 5.076  H451 AHF 82 
AHF H452 2H45 H 0 0 N N N 18.902 17.183 11.618 6.720  -2.792 3.377  H452 AHF 83 
AHF H453 3H45 H 0 0 N N N 19.477 18.570 12.483 7.064  -1.601 4.654  H453 AHF 84 
AHF H461 1H46 H 0 0 N N N 7.395  28.610 9.898  -5.184 -2.991 -3.613 H461 AHF 85 
AHF H462 2H46 H 0 0 N N N 8.900  29.362 9.756  -6.061 -1.891 -2.523 H462 AHF 86 
AHF HO7  HO7  H 0 1 N N N 7.296  30.456 8.585  -7.021 -2.039 -4.599 HO7  AHF 87 
# 
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 
AHF N01 S02  SING N N 1  
AHF N01 C07  SING N N 2  
AHF N01 C08  SING N N 3  
AHF S02 N03  SING N N 4  
AHF S02 O15  DOUB N N 5  
AHF S02 O40  DOUB N N 6  
AHF N03 C04  SING N N 7  
AHF N03 C23  SING N N 8  
AHF C04 C05  SING N N 9  
AHF C04 C41  SING N N 10 
AHF C04 H04  SING N N 11 
AHF C05 C06  SING N N 12 
AHF C05 O30  SING N N 13 
AHF C05 H05  SING N N 14 
AHF C06 C07  SING N N 15 
AHF C06 O31  SING N N 16 
AHF C06 H06  SING N N 17 
AHF C07 C32  SING N N 18 
AHF C07 H07  SING N N 19 
AHF C08 C09  SING N N 20 
AHF C08 H082 SING N N 21 
AHF C08 H081 SING N N 22 
AHF C09 C10  DOUB Y N 23 
AHF C09 C14  SING Y N 24 
AHF C10 C11  SING Y N 25 
AHF C10 H10  SING N N 26 
AHF C11 C12  DOUB Y N 27 
AHF C11 H11  SING N N 28 
AHF C12 C13  SING Y N 29 
AHF C12 C46  SING N N 30 
AHF C13 C14  DOUB Y N 31 
AHF C13 H13  SING N N 32 
AHF C14 H14  SING N N 33 
AHF O16 C17  SING N N 34 
AHF O16 C41  SING N N 35 
AHF C17 C18  DOUB Y N 36 
AHF C17 C22  SING Y N 37 
AHF C18 C19  SING Y N 38 
AHF C18 H18  SING N N 39 
AHF C19 C20  DOUB Y N 40 
AHF C19 H19  SING N N 41 
AHF C20 C21  SING Y N 42 
AHF C20 H20  SING N N 43 
AHF C21 C22  DOUB Y N 44 
AHF C21 H21  SING N N 45 
AHF C22 H22  SING N N 46 
AHF C23 C24  SING N N 47 
AHF C23 H231 SING N N 48 
AHF C23 H232 SING N N 49 
AHF C24 C25  DOUB Y N 50 
AHF C24 C29  SING Y N 51 
AHF C25 C26  SING Y N 52 
AHF C25 H25  SING N N 53 
AHF C26 C27  DOUB Y N 54 
AHF C26 H26  SING N N 55 
AHF C27 C28  SING Y N 56 
AHF C27 C42  SING N N 57 
AHF C28 C29  DOUB Y N 58 
AHF C28 H28  SING N N 59 
AHF C29 H29  SING N N 60 
AHF O30 HO3  SING N N 61 
AHF O31 HO1  SING N N 62 
AHF C32 O33  SING N N 63 
AHF C32 H321 SING N N 64 
AHF C32 H322 SING N N 65 
AHF O33 C34  SING N N 66 
AHF C34 C35  DOUB Y N 67 
AHF C34 C39  SING Y N 68 
AHF C35 C36  SING Y N 69 
AHF C35 H35  SING N N 70 
AHF C36 C37  DOUB Y N 71 
AHF C36 H36  SING N N 72 
AHF C37 C38  SING Y N 73 
AHF C37 H37  SING N N 74 
AHF C38 C39  DOUB Y N 75 
AHF C38 H38  SING N N 76 
AHF C39 H39  SING N N 77 
AHF C41 H411 SING N N 78 
AHF C41 H412 SING N N 79 
AHF C42 O43  SING N N 80 
AHF C42 O44  SING N N 81 
AHF C42 H42  SING N N 82 
AHF O43 C45  SING N N 83 
AHF O44 HO4  SING N N 84 
AHF C45 H451 SING N N 85 
AHF C45 H452 SING N N 86 
AHF C45 H453 SING N N 87 
AHF C46 O47  SING N N 88 
AHF C46 H461 SING N N 89 
AHF C46 H462 SING N N 90 
AHF O47 HO7  SING N N 91 
# 
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 
AHF SMILES           ACDLabs              10.04 O=S2(=O)N(C(C(O)C(O)C(N2Cc1ccc(cc1)C(O)OC)COc3ccccc3)COc4ccccc4)Cc5ccc(cc5)CO 
AHF InChI            InChI                1.02b 
InChI=1/C35H40N2O9S/c1-44-35(41)28-18-16-26(17-19-28)21-37-32(24-46-30-10-6-3-7-11-30)34(40)33(39)31(23-45-29-8-4-2-5-9-29)36(47(37,42)43)20-25-12-14-27(22-38)15-13-25/h2-19,31-35,38-41H,20-24H2,1H3/t31-,32-,33+,34+,35+/m1/s1 
AHF InChIKey         InChI                1.02b XLJNZONSWKENRP-VABIIVNOBD 
AHF SMILES_CANONICAL CACTVS               3.341 CO[C@H](O)c1ccc(CN2[C@H](COc3ccccc3)[C@H](O)[C@@H](O)[C@@H](COc4ccccc4)N(Cc5ccc(CO)cc5)[S]2(=O)=O)cc1 
AHF SMILES           CACTVS               3.341 CO[CH](O)c1ccc(CN2[CH](COc3ccccc3)[CH](O)[CH](O)[CH](COc4ccccc4)N(Cc5ccc(CO)cc5)[S]2(=O)=O)cc1 
AHF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(c1ccc(cc1)CN2[C@@H]([C@@H]([C@H]([C@H]([N@](S2(=O)=O)Cc3ccc(cc3)CO)COc4ccccc4)O)O)COc5ccccc5)O 
AHF SMILES           "OpenEye OEToolkits" 1.5.0 COC(c1ccc(cc1)CN2C(C(C(C(N(S2(=O)=O)Cc3ccc(cc3)CO)COc4ccccc4)O)O)COc5ccccc5)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 
AHF "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4S,5S,6R)-2-{4-[(S)-hydroxy(methoxy)methyl]benzyl}-7-[4-(hydroxymethyl)benzyl]-3,6-bis(phenoxymethyl)-1,2,7-thiadiazepane-4,5-diol 1,1-dioxide"            
AHF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,4S,5S,6R,7R)-2-[[4-(hydroxy-methoxy-methyl)phenyl]methyl]-7-[[4-(hydroxymethyl)phenyl]methyl]-1,1-dioxo-3,6-bis(phenoxymethyl)-1,2,7-thiadiazepane-4,5-diol 
# 
