data_478
# 
_chem_comp.id                                    478 
_chem_comp.name                                  "{3-[(4-AMINO-BENZENESULFONYL)-ISOBUTYL-AMINO]-1-BENZYL-2-HYDROXY-PROPYL}-CARBAMIC ACID TETRAHYDRO-FURAN-3-YL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H35 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        505.627 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     478 
_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        1HPV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
478 C1   C1   C 0 1 N N N 11.169 14.977 2.445  -0.329 0.334  6.545  C1   478 1  
478 C2   C2   C 0 1 N N N 9.176  16.224 2.997  2.090  0.112  6.736  C2   478 2  
478 C3   C3   C 0 1 N N N 10.149 15.702 5.999  0.516  -0.240 3.429  C3   478 3  
478 C4   C4   C 0 1 N N S 10.113 15.149 3.548  0.900  -0.256 5.822  C4   478 4  
478 C5   C5   C 0 1 N N S 10.960 16.662 8.145  0.073  -0.319 1.034  C5   478 5  
478 C6   C6   C 0 1 N N R 10.387 18.119 8.484  0.923  -0.003 -0.197 C6   478 6  
478 C7   C7   C 0 1 N N N 12.416 16.278 8.652  -1.346 0.211  0.824  C7   478 7  
478 C8   C8   C 0 1 Y N N 12.831 14.914 8.170  -2.183 -0.099 2.038  C8   478 8  
478 C9   C9   C 0 1 Y N N 13.636 14.825 6.978  -2.248 0.803  3.082  C9   478 9  
478 C10  C10  C 0 1 Y N N 12.299 13.706 8.765  -2.890 -1.285 2.104  C10  478 10 
478 C11  C11  C 0 1 Y N N 13.891 13.566 6.331  -3.017 0.517  4.195  C11  478 11 
478 C12  C12  C 0 1 Y N N 12.574 12.434 8.116  -3.655 -1.573 3.219  C12  478 12 
478 C13  C13  C 0 1 Y N N 13.371 12.357 6.887  -3.720 -0.670 4.264  C13  478 13 
478 C14  C14  C 0 1 N N N 9.695  18.411 9.891  0.306  -0.671 -1.427 C14  478 14 
478 C15  C15  C 0 1 N N N 7.381  17.697 9.170  2.224  -1.256 -2.983 C15  478 15 
478 C16  C16  C 0 1 N N N 6.186  18.406 9.790  3.239  -1.319 -1.840 C16  478 16 
478 C17  C17  C 0 1 Y N N 8.832  16.381 12.886 -0.360 0.501  -4.761 C17  478 17 
478 C18  C18  C 0 1 Y N N 10.073 16.363 13.604 -1.718 0.592  -4.514 C18  478 18 
478 C19  C19  C 0 1 Y N N 10.092 16.692 14.992 -2.625 0.221  -5.487 C19  478 19 
478 C20  C20  C 0 1 Y N N 8.865  17.054 15.620 -2.172 -0.242 -6.716 C20  478 20 
478 C21  C21  C 0 1 Y N N 7.652  17.006 14.926 -0.808 -0.332 -6.961 C21  478 21 
478 C22  C22  C 0 1 Y N N 7.639  16.669 13.555 0.093  0.045  -5.985 C22  478 22 
478 C23  C23  C 0 1 N N N 6.146  19.937 9.614  4.392  -2.246 -2.232 C23  478 23 
478 C24  C24  C 0 1 N N N 4.822  17.695 9.731  3.784  0.083  -1.563 C24  478 24 
478 C25  C25  C 0 1 N N N 9.751  16.626 1.633  1.439  0.886  7.905  C25  478 25 
478 N1   N1   N 0 1 N N N 10.940 16.472 6.713  0.664  0.320  2.212  N1   478 26 
478 N2   N2   N 0 1 N N N 8.516  17.580 10.228 1.120  -0.369 -2.607 N2   478 27 
478 N3   N3   N 0 1 N N N 8.840  17.322 16.898 -3.087 -0.617 -7.702 N3   478 28 
478 O1   O1   O 0 1 N N N 10.726 15.662 4.731  1.059  0.347  4.511  O1   478 29 
478 O2   O2   O 0 1 N N N 9.081  15.313 6.287  -0.106 -1.276 3.549  O2   478 30 
478 O3   O3   O 0 1 N N N 11.432 19.030 8.466  0.968  1.410  -0.395 O3   478 31 
478 O4   O4   O 0 1 N N N 10.051 15.511 10.847 0.090  1.861  -2.656 O4   478 32 
478 O5   O5   O 0 1 N N N 7.707  15.160 11.071 1.999  1.279  -4.204 O5   478 33 
478 O6   O6   O 0 1 N N N 11.053 16.082 1.515  0.069  0.430  7.932  O6   478 34 
478 S1   S1   S 0 1 N N N 8.765  16.112 11.200 0.793  0.975  -3.517 S1   478 35 
478 H11A 1H1  H 0 0 N N N 12.200 14.870 2.854  -0.562 1.323  6.148  H11A 478 36 
478 H12A 2H1  H 0 0 N N N 11.100 13.985 1.940  -1.189 -0.328 6.442  H12A 478 37 
478 H21A 1H2  H 0 0 N N N 8.108  15.904 2.953  2.584  -0.787 7.102  H21A 478 38 
478 H22A 2H2  H 0 0 N N N 9.030  17.085 3.690  2.797  0.748  6.204  H22A 478 39 
478 H4   H4   H 0 1 N N N 9.604  14.189 3.800  0.808  -1.338 5.734  H4   478 40 
478 H5   H5   H 0 1 N N N 10.279 15.992 8.720  0.039  -1.398 1.185  H5   478 41 
478 H6   H6   H 0 1 N N N 9.589  18.200 7.709  1.935  -0.381 -0.047 H6   478 42 
478 H71  1H7  H 0 1 N N N 13.163 17.054 8.367  -1.312 1.290  0.673  H71  478 43 
478 H72  2H7  H 0 1 N N N 12.494 16.358 9.761  -1.785 -0.264 -0.052 H72  478 44 
478 H9   H9   H 0 1 N N N 14.068 15.744 6.549  -1.699 1.731  3.028  H9   478 45 
478 H10  H10  H 0 1 N N N 11.699 13.753 9.689  -2.839 -1.991 1.288  H10  478 46 
478 H11  H11  H 0 1 N N N 14.488 13.527 5.404  -3.067 1.223  5.012  H11  478 47 
478 H12  H12  H 0 1 N N N 12.170 11.510 8.564  -4.204 -2.501 3.273  H12  478 48 
478 H13  H13  H 0 1 N N N 13.577 11.397 6.384  -4.319 -0.893 5.134  H13  478 49 
478 H141 1H14 H 0 0 N N N 10.452 18.337 10.705 -0.704 -0.293 -1.577 H141 478 50 
478 H142 2H14 H 0 0 N N N 9.426  19.491 9.961  0.272  -1.750 -1.276 H142 478 51 
478 H151 1H15 H 0 0 N N N 7.106  16.708 8.734  2.710  -0.872 -3.880 H151 478 52 
478 H152 2H15 H 0 0 N N N 7.726  18.192 8.232  1.836  -2.256 -3.180 H152 478 53 
478 H16  H16  H 0 1 N N N 6.430  18.280 10.870 2.753  -1.704 -0.943 H16  478 54 
478 H18  H18  H 0 1 N N N 11.011 16.096 13.089 -2.069 0.952  -3.558 H18  478 55 
478 H19  H19  H 0 1 N N N 11.033 16.667 15.566 -3.685 0.292  -5.293 H19  478 56 
478 H21  H21  H 0 1 N N N 6.711  17.232 15.456 -0.452 -0.693 -7.915 H21  478 57 
478 H22  H22  H 0 1 N N N 6.686  16.630 13.000 1.154  -0.024 -6.175 H22  478 58 
478 H231 1H23 H 0 0 N N N 5.270  20.456 10.068 5.115  -2.291 -1.417 H231 478 59 
478 H232 2H23 H 0 0 N N N 7.092  20.387 9.993  4.003  -3.245 -2.429 H232 478 60 
478 H233 3H23 H 0 0 N N N 6.221  20.196 8.532  4.878  -1.862 -3.129 H233 478 61 
478 H241 1H24 H 0 0 N N N 3.946  18.214 10.185 4.270  0.467  -2.460 H241 478 62 
478 H242 2H24 H 0 0 N N N 4.587  17.437 8.671  2.962  0.743  -1.284 H242 478 63 
478 H243 3H24 H 0 0 N N N 4.918  16.678 10.178 4.507  0.038  -0.749 H243 478 64 
478 H251 1H25 H 0 0 N N N 9.087  16.333 0.786  1.938  0.645  8.844  H251 478 65 
478 H252 2H25 H 0 0 N N N 9.731  17.728 1.469  1.478  1.959  7.718  H252 478 66 
478 HN1  HN1  H 0 1 N N N 11.593 16.963 6.104  1.162  1.147  2.116  HN1  478 67 
478 HN31 1HN3 H 0 0 N N N 7.961  17.581 17.347 -2.769 -0.941 -8.560 HN31 478 68 
478 HN32 2HN3 H 0 0 N N N 9.527  18.051 17.088 -4.039 -0.554 -7.530 HN32 478 69 
478 HO3  HO3  H 0 1 N N N 11.092 19.894 8.667  0.055  1.704  -0.524 HO3  478 70 
# 
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 
478 C1  C4   SING N N 1  
478 C1  O6   SING N N 2  
478 C1  H11A SING N N 3  
478 C1  H12A SING N N 4  
478 C2  C4   SING N N 5  
478 C2  C25  SING N N 6  
478 C2  H21A SING N N 7  
478 C2  H22A SING N N 8  
478 C3  N1   SING N N 9  
478 C3  O1   SING N N 10 
478 C3  O2   DOUB N N 11 
478 C4  O1   SING N N 12 
478 C4  H4   SING N N 13 
478 C5  C6   SING N N 14 
478 C5  C7   SING N N 15 
478 C5  N1   SING N N 16 
478 C5  H5   SING N N 17 
478 C6  C14  SING N N 18 
478 C6  O3   SING N N 19 
478 C6  H6   SING N N 20 
478 C7  C8   SING N N 21 
478 C7  H71  SING N N 22 
478 C7  H72  SING N N 23 
478 C8  C9   DOUB Y N 24 
478 C8  C10  SING Y N 25 
478 C9  C11  SING Y N 26 
478 C9  H9   SING N N 27 
478 C10 C12  DOUB Y N 28 
478 C10 H10  SING N N 29 
478 C11 C13  DOUB Y N 30 
478 C11 H11  SING N N 31 
478 C12 C13  SING Y N 32 
478 C12 H12  SING N N 33 
478 C13 H13  SING N N 34 
478 C14 N2   SING N N 35 
478 C14 H141 SING N N 36 
478 C14 H142 SING N N 37 
478 C15 C16  SING N N 38 
478 C15 N2   SING N N 39 
478 C15 H151 SING N N 40 
478 C15 H152 SING N N 41 
478 C16 C23  SING N N 42 
478 C16 C24  SING N N 43 
478 C16 H16  SING N N 44 
478 C17 C18  DOUB Y N 45 
478 C17 C22  SING Y N 46 
478 C17 S1   SING N N 47 
478 C18 C19  SING Y N 48 
478 C18 H18  SING N N 49 
478 C19 C20  DOUB Y N 50 
478 C19 H19  SING N N 51 
478 C20 C21  SING Y N 52 
478 C20 N3   SING N N 53 
478 C21 C22  DOUB Y N 54 
478 C21 H21  SING N N 55 
478 C22 H22  SING N N 56 
478 C23 H231 SING N N 57 
478 C23 H232 SING N N 58 
478 C23 H233 SING N N 59 
478 C24 H241 SING N N 60 
478 C24 H242 SING N N 61 
478 C24 H243 SING N N 62 
478 C25 O6   SING N N 63 
478 C25 H251 SING N N 64 
478 C25 H252 SING N N 65 
478 N1  HN1  SING N N 66 
478 N2  S1   SING N N 67 
478 N3  HN31 SING N N 68 
478 N3  HN32 SING N N 69 
478 O3  HO3  SING N N 70 
478 O4  S1   DOUB N N 71 
478 O5  S1   DOUB N N 72 
# 
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 
478 SMILES           ACDLabs              10.04 O=C(OC1CCOC1)NC(Cc2ccccc2)C(O)CN(CC(C)C)S(=O)(=O)c3ccc(N)cc3                                                                                                                                             
478 InChI            InChI                1.02b InChI=1/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1/f/h27H 
478 InChIKey         InChI                1.02b YMARZQAQMVYCKC-RGRKSSPIDA                                                                                                                                                                                
478 SMILES_CANONICAL CACTVS               3.341 CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CCOC2)[S](=O)(=O)c3ccc(N)cc3                                                                                                                              
478 SMILES           CACTVS               3.341 CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2CCOC2)[S](=O)(=O)c3ccc(N)cc3                                                                                                                                  
478 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[N@](C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CCOC2)O)S(=O)(=O)c3ccc(cc3)N                                                                                                                              
478 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2CCOC2)O)S(=O)(=O)c3ccc(cc3)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 
478 "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-tetrahydrofuran-3-yl [(1S,2R)-3-{[(4-aminophenyl)sulfonyl](2-methylpropyl)amino}-1-benzyl-2-hydroxypropyl]carbamate" 
478 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenyl-butan-2-yl]carbamate"  
# 
