data_DJR
# 
_chem_comp.id                                    DJR 
_chem_comp.name                                  "(3R,3AS,6AR)-HEXAHYDROFURO[2,3-B]FURAN-3-YL [(1S,2R)-1-BENZYL-2-HYDROXY-3-{ISOBUTYL[(4-METHOXYPHENYL)SULFONYL]AMINO}PROPYL]CARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H38 N2 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        562.675 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DJR 
_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        ? 
_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 
DJR C    C    C 0 1 N N S 11.933 18.193 18.530 -3.984 7.906  -3.835 C    DJR 1  
DJR O    O    O 0 1 N N N 10.975 18.637 20.571 -5.279 9.809  -3.219 O    DJR 2  
DJR C27  C27  C 0 1 N N R 10.619 18.152 19.264 -4.716 9.130  -4.355 C27  DJR 3  
DJR O9   O9   O 0 1 N N N 9.874  19.073 18.455 -3.764 9.941  -5.054 O9   DJR 4  
DJR C2   C2   C 0 1 N N N 10.206 18.761 17.105 -2.486 9.295  -4.995 C2   DJR 5  
DJR C1   C1   C 0 1 N N N 11.733 18.569 17.069 -2.538 8.362  -3.807 C1   DJR 6  
DJR C3   C3   C 0 1 N N N 12.413 18.712 20.644 -4.997 9.048  -2.037 C3   DJR 7  
DJR C5   C5   C 0 1 N N S 13.000 18.955 19.247 -4.642 7.651  -2.501 C5   DJR 8  
DJR O4   O4   O 0 1 N N N 12.833 20.315 18.884 -3.808 6.991  -1.575 O4   DJR 9  
DJR C4   C4   C 0 1 N N N 13.874 20.888 18.265 -3.406 5.733  -1.926 C4   DJR 10 
DJR O5   O5   O 0 1 N N N 14.944 20.350 18.006 -3.722 5.166  -2.967 O5   DJR 11 
DJR N1   N1   N 0 1 N N N 13.543 22.149 17.953 -2.603 5.213  -0.937 N1   DJR 12 
DJR C6   C6   C 0 1 N N S 14.485 22.979 17.257 -2.009 3.892  -0.998 C6   DJR 13 
DJR C8   C8   C 0 1 N N N 13.846 23.549 15.964 -0.645 3.928  -0.282 C8   DJR 14 
DJR C9   C9   C 0 1 Y N N 13.352 22.415 15.070 0.443  4.613  -1.071 C9   DJR 15 
DJR C11  C11  C 0 1 Y N N 14.268 21.691 14.292 1.229  3.866  -1.936 C11  DJR 16 
DJR C13  C13  C 0 1 Y N N 13.810 20.637 13.468 2.235  4.499  -2.666 C13  DJR 17 
DJR C14  C14  C 0 1 Y N N 12.436 20.311 13.427 2.443  5.871  -2.522 C14  DJR 18 
DJR C12  C12  C 0 1 Y N N 11.520 21.045 14.210 1.645  6.610  -1.649 C12  DJR 19 
DJR C10  C10  C 0 1 Y N N 11.977 22.096 15.031 0.639  5.977  -0.919 C10  DJR 20 
DJR C7   C7   C 0 1 N N R 14.914 24.105 18.213 -2.977 2.831  -0.430 C7   DJR 21 
DJR O6   O6   O 0 1 N N N 13.769 24.783 18.708 -4.177 2.831  -1.204 O6   DJR 22 
DJR C15  C15  C 0 1 N N N 15.783 25.087 17.473 -3.321 3.083  1.040  C15  DJR 23 
DJR N2   N2   N 0 1 N N S 17.196 24.711 17.525 -4.265 2.045  1.518  N2   DJR 24 
DJR S    S    S 0 1 N N N 17.935 24.280 16.068 -3.604 0.588  2.164  S    DJR 25 
DJR O8   O8   O 0 1 N N N 18.614 22.937 16.178 -2.384 0.255  1.451  O8   DJR 26 
DJR O7   O7   O 0 1 N N N 16.843 24.053 15.051 -4.652 -0.408 2.289  O7   DJR 27 
DJR C18  C18  C 0 1 Y N N 18.929 25.644 15.597 -3.139 1.069  3.804  C18  DJR 28 
DJR C23  C23  C 0 1 Y N N 20.296 25.712 15.905 -1.868 1.569  4.024  C23  DJR 29 
DJR C22  C22  C 0 1 Y N N 21.040 26.849 15.528 -1.502 1.947  5.316  C22  DJR 30 
DJR C21  C21  C 0 1 Y N N 20.416 27.918 14.844 -2.412 1.818  6.365  C21  DJR 31 
DJR O1   O1   O 0 1 N N N 21.133 29.068 14.465 -2.055 2.187  7.625  O1   DJR 32 
DJR C26  C26  C 0 1 N N N 22.528 29.097 14.813 -0.734 2.696  7.803  C26  DJR 33 
DJR C20  C20  C 0 1 Y N N 19.052 27.832 14.543 -3.689 1.311  6.122  C20  DJR 34 
DJR C19  C19  C 0 1 Y N N 18.312 26.705 14.916 -4.055 0.933  4.830  C19  DJR 35 
DJR C16  C16  C 0 1 N N N 18.043 25.047 18.685 -5.441 2.636  2.210  C16  DJR 36 
DJR C17  C17  C 0 1 N N N 17.850 24.048 19.853 -6.377 3.353  1.230  C17  DJR 37 
DJR C25  C25  C 0 1 N N N 18.868 24.374 20.959 -6.905 2.417  0.142  C25  DJR 38 
DJR C24  C24  C 0 1 N N N 18.074 22.601 19.374 -7.533 4.051  1.947  C24  DJR 39 
DJR H    H    H 0 1 N N N 12.339 17.171 18.520 -4.078 7.053  -4.517 H    DJR 40 
DJR H27  H27  H 0 1 N N N 10.059 17.214 19.397 -5.535 8.872  -5.035 H27  DJR 41 
DJR H21  1H2  H 0 1 N N N 9.904  19.579 16.434 -1.696 10.045 -4.910 H21  DJR 42 
DJR H22A 2H2  H 0 0 N N N 9.682  17.855 16.765 -2.344 8.741  -5.930 H22A DJR 43 
DJR H11A 1H1  H 0 0 N N N 12.061 17.789 16.366 -1.823 7.538  -3.884 H11A DJR 44 
DJR H12A 2H1  H 0 0 N N N 12.316 19.431 16.712 -2.309 8.920  -2.892 H12A DJR 45 
DJR H31  1H3  H 0 1 N N N 12.806 17.765 21.043 -5.875 9.054  -1.383 H31  DJR 46 
DJR H32  2H3  H 0 1 N N N 12.697 19.545 21.304 -4.177 9.530  -1.493 H32  DJR 47 
DJR H5   H5   H 0 1 N N N 14.059 18.701 19.095 -5.555 7.062  -2.642 H5   DJR 48 
DJR HN1  HN1  H 0 1 N N N 12.645 22.510 18.204 -2.417 5.785  -0.121 HN1  DJR 49 
DJR H6   H6   H 0 1 N N N 15.367 22.396 16.952 -1.855 3.688  -2.065 H6   DJR 50 
DJR H81  1H8  H 0 1 N N N 14.599 24.137 15.418 -0.745 4.396  0.707  H81  DJR 51 
DJR H82  2H8  H 0 1 N N N 12.992 24.186 16.238 -0.312 2.902  -0.074 H82  DJR 52 
DJR H11  H11  H 0 1 N N N 15.319 21.938 14.322 1.074  2.797  -2.054 H11  DJR 53 
DJR H13  H13  H 0 1 N N N 14.513 20.079 12.868 2.856  3.924  -3.346 H13  DJR 54 
DJR H14  H14  H 0 1 N N N 12.088 19.504 12.799 3.226  6.364  -3.091 H14  DJR 55 
DJR H12  H12  H 0 1 N N N 10.468 20.802 14.180 1.807  7.678  -1.537 H12  DJR 56 
DJR H10  H10  H 0 1 N N N 11.275 22.657 15.630 0.022  6.561  -0.240 H10  DJR 57 
DJR H7   H7   H 0 1 N N N 15.473 23.668 19.053 -2.523 1.839  -0.534 H7   DJR 58 
DJR HO6  HO6  H 0 1 N N N 13.869 24.934 19.641 -3.983 2.326  -2.009 HO6  DJR 59 
DJR H151 1H15 H 0 0 N N N 15.665 26.079 17.934 -3.800 4.057  1.181  H151 DJR 60 
DJR H152 2H15 H 0 0 N N N 15.469 25.095 16.419 -2.426 3.031  1.668  H152 DJR 61 
DJR H23  H23  H 0 1 N N N 20.776 24.898 16.428 -1.152 1.675  3.214  H23  DJR 62 
DJR H22  H22  H 0 1 N N N 22.093 26.904 15.763 -0.506 2.341  5.498  H22  DJR 63 
DJR H261 1H26 H 0 0 N N N 23.135 29.104 13.896 -0.195 2.653  6.853  H261 DJR 64 
DJR H262 2H26 H 0 0 N N N 22.740 30.002 15.400 -0.212 2.103  8.557  H262 DJR 65 
DJR H263 3H26 H 0 0 N N N 22.776 28.206 15.409 -0.796 3.735  8.137  H263 DJR 66 
DJR H20  H20  H 0 1 N N N 18.567 28.642 14.019 -4.402 1.208  6.935  H20  DJR 67 
DJR H19  H19  H 0 1 N N N 17.260 26.651 14.679 -5.052 0.539  4.653  H19  DJR 68 
DJR H161 1H16 H 0 0 N N N 19.097 25.021 18.370 -5.079 3.330  2.977  H161 DJR 69 
DJR H162 2H16 H 0 0 N N N 17.754 26.047 19.040 -5.977 1.828  2.721  H162 DJR 70 
DJR H17  H17  H 0 1 N N N 16.822 24.139 20.234 -5.783 4.130  0.731  H17  DJR 71 
DJR H251 1H25 H 0 0 N N N 19.874 24.452 20.521 -7.571 1.650  0.551  H251 DJR 72 
DJR H252 2H25 H 0 0 N N N 18.600 25.329 21.434 -7.471 2.981  -0.608 H252 DJR 73 
DJR H253 3H25 H 0 0 N N N 18.858 23.574 21.714 -6.080 1.914  -0.374 H253 DJR 74 
DJR H241 1H24 H 0 0 N N N 18.127 22.582 18.275 -8.204 3.333  2.430  H241 DJR 75 
DJR H242 2H24 H 0 0 N N N 19.016 22.218 19.793 -8.127 4.638  1.239  H242 DJR 76 
DJR H243 3H24 H 0 0 N N N 17.238 21.970 19.711 -7.158 4.736  2.715  H243 DJR 77 
# 
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 
DJR C   C1   SING N N 1  
DJR C   C5   SING N N 2  
DJR C   C27  SING N N 3  
DJR C   H    SING N N 4  
DJR O   C27  SING N N 5  
DJR O   C3   SING N N 6  
DJR C27 O9   SING N N 7  
DJR C27 H27  SING N N 8  
DJR O9  C2   SING N N 9  
DJR C2  C1   SING N N 10 
DJR C2  H21  SING N N 11 
DJR C2  H22A SING N N 12 
DJR C1  H11A SING N N 13 
DJR C1  H12A SING N N 14 
DJR C3  C5   SING N N 15 
DJR C3  H31  SING N N 16 
DJR C3  H32  SING N N 17 
DJR C5  O4   SING N N 18 
DJR C5  H5   SING N N 19 
DJR O4  C4   SING N N 20 
DJR C4  N1   SING N N 21 
DJR C4  O5   DOUB N N 22 
DJR N1  C6   SING N N 23 
DJR N1  HN1  SING N N 24 
DJR C6  C8   SING N N 25 
DJR C6  C7   SING N N 26 
DJR C6  H6   SING N N 27 
DJR C8  C9   SING N N 28 
DJR C8  H81  SING N N 29 
DJR C8  H82  SING N N 30 
DJR C9  C11  DOUB Y N 31 
DJR C9  C10  SING Y N 32 
DJR C11 C13  SING Y N 33 
DJR C11 H11  SING N N 34 
DJR C13 C14  DOUB Y N 35 
DJR C13 H13  SING N N 36 
DJR C14 C12  SING Y N 37 
DJR C14 H14  SING N N 38 
DJR C12 C10  DOUB Y N 39 
DJR C12 H12  SING N N 40 
DJR C10 H10  SING N N 41 
DJR C7  C15  SING N N 42 
DJR C7  O6   SING N N 43 
DJR C7  H7   SING N N 44 
DJR O6  HO6  SING N N 45 
DJR C15 N2   SING N N 46 
DJR C15 H151 SING N N 47 
DJR C15 H152 SING N N 48 
DJR N2  S    SING N N 49 
DJR N2  C16  SING N N 50 
DJR S   O7   DOUB N N 51 
DJR S   C18  SING N N 52 
DJR S   O8   DOUB N N 53 
DJR C18 C19  DOUB Y N 54 
DJR C18 C23  SING Y N 55 
DJR C23 C22  DOUB Y N 56 
DJR C23 H23  SING N N 57 
DJR C22 C21  SING Y N 58 
DJR C22 H22  SING N N 59 
DJR C21 O1   SING N N 60 
DJR C21 C20  DOUB Y N 61 
DJR O1  C26  SING N N 62 
DJR C26 H261 SING N N 63 
DJR C26 H262 SING N N 64 
DJR C26 H263 SING N N 65 
DJR C20 C19  SING Y N 66 
DJR C20 H20  SING N N 67 
DJR C19 H19  SING N N 68 
DJR C16 C17  SING N N 69 
DJR C16 H161 SING N N 70 
DJR C16 H162 SING N N 71 
DJR C17 C24  SING N N 72 
DJR C17 C25  SING N N 73 
DJR C17 H17  SING N N 74 
DJR C25 H251 SING N N 75 
DJR C25 H252 SING N N 76 
DJR C25 H253 SING N N 77 
DJR C24 H241 SING N N 78 
DJR C24 H242 SING N N 79 
DJR C24 H243 SING N N 80 
# 
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 
DJR SMILES           ACDLabs              10.04 O=S(=O)(c1ccc(OC)cc1)N(CC(C)C)CC(O)C(NC(=O)OC2COC3OCCC23)Cc4ccccc4 
DJR InChI            InChI                1.02b 
InChI=1/C28H38N2O8S/c1-19(2)16-30(39(33,34)22-11-9-21(35-3)10-12-22)17-25(31)24(15-20-7-5-4-6-8-20)29-28(32)38-26-18-37-27-23(26)13-14-36-27/h4-12,19,23-27,31H,13-18H2,1-3H3,(H,29,32)/t23-,24-,25+,26-,27+/m0/s1/f/h29H 
DJR InChIKey         InChI                1.02b BINXAIIXOUQUKC-GRJCSDOJDU 
DJR SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3CO[C@H]4OCC[C@@H]34 
DJR SMILES           CACTVS               3.341 COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CO[CH]4OCC[CH]34 
DJR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[N@@](C[C@H]([C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)c4ccc(cc4)OC 
DJR SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc(cc4)OC 
# 
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 
DJR "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl [(1S,2R)-1-benzyl-2-hydroxy-3-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}propyl]carbamate"                       
DJR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[3,2-d]furan-4-yl] N-[(2S,3R)-3-hydroxy-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)amino]-1-phenyl-butan-2-yl]carbamate" 
# 
