data_065
# 
_chem_comp.id                                    065 
_chem_comp.name                                  (3R,3AS,6AR)-HEXAHYDROFURO[2,3-B]FURAN-3-YL(2S,3R)-3-HYDROXY-4-(N-ISOBUTYLBENZO[D][1,3]DIOXOLE-5-SULFONAMIDO)-1-PHENYLBUTAN-2-YLCARBAMATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H36 N2 O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "RL-98065, [(1R,5S,6R)-2,8-DIOXABICYCLO[3.3.0]OCT-6-YL]N-[(2S,3R)-4-[(3,4-METHYLENEDIOXYPHENYL)SULFONYL-(2-METHYLPROPYL)AMINO]-3-HYDROXY-1-PHENYL-BUTAN-2-YL] CARBAMATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-03 
_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                        576.658 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     065 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_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 
065 C2   C2   C 0 1 Y N N 15.799 34.901 17.793 -2.815 4.119  0.295  C2   065 1  
065 O39  O39  O 0 1 N N N 15.265 35.815 18.645 -2.172 5.309  0.482  O39  065 2  
065 C40  C40  C 0 1 N N N 15.894 37.015 18.389 -1.291 5.452  -0.647 C40  065 3  
065 O41  O41  O 0 1 N N N 16.799 36.868 17.367 -1.017 4.094  -1.041 O41  065 4  
065 C3   C3   C 0 1 Y N N 16.781 35.543 17.040 -2.108 3.375  -0.646 C3   065 5  
065 C4   C4   C 0 1 Y N N 17.559 34.870 16.109 -2.563 2.120  -1.016 C4   065 6  
065 C5   C5   C 0 1 Y N N 17.282 33.530 15.964 -3.717 1.609  -0.451 C5   065 7  
065 C6   C6   C 0 1 Y N N 16.326 32.906 16.724 -4.419 2.348  0.482  C6   065 8  
065 C7   C7   C 0 1 Y N N 15.496 33.580 17.609 -3.970 3.601  0.857  C7   065 9  
065 S8   S8   S 0 1 N N N 18.331 32.553 14.941 -4.295 0.013  -0.924 S8   065 10 
065 O9   O9   O 0 1 N N N 17.545 31.452 14.434 -5.689 -0.007 -0.649 O9   065 11 
065 O10  O10  O 0 1 N N N 18.980 33.460 14.014 -3.753 -0.244 -2.212 O10  065 12 
065 N11  N11  N 0 1 N N N 19.545 31.921 15.858 -3.600 -1.084 0.103  N11  065 13 
065 C12  C12  C 0 1 N N N 20.405 32.877 16.537 -4.276 -1.449 1.351  C12  065 14 
065 C13  C13  C 0 1 N N N 21.888 32.520 16.577 -5.096 -2.721 1.134  C13  065 15 
065 C14  C14  C 0 1 N N N 22.458 32.466 15.151 -5.701 -3.172 2.465  C14  065 16 
065 C15  C15  C 0 1 N N N 22.643 33.545 17.422 -6.219 -2.440 0.133  C15  065 17 
065 C16  C16  C 0 1 N N N 19.278 30.678 16.548 -2.310 -1.690 -0.236 C16  065 18 
065 C17  C17  C 0 1 N N R 20.113 29.517 15.990 -1.184 -0.900 0.433  C17  065 19 
065 O18  O18  O 0 1 N N N 20.008 28.405 16.907 -1.296 -1.019 1.853  O18  065 20 
065 C19  C19  C 0 1 N N S 19.705 29.058 14.609 0.168  -1.455 -0.020 C19  065 21 
065 N20  N20  N 0 1 N N N 20.695 28.164 14.084 1.244  -0.624 0.525  N20  065 22 
065 C21  C21  C 0 1 N N N 21.568 28.480 13.108 2.439  -0.576 -0.097 C21  065 23 
065 O22  O22  O 0 1 N N N 21.649 29.553 12.521 2.623  -1.221 -1.110 O22  065 24 
065 O23  O23  O 0 1 N N N 22.393 27.438 12.872 3.428  0.188  0.404  O23  065 25 
065 C24  C24  C 0 1 N N R 23.215 27.513 11.686 4.688  0.192  -0.319 C24  065 26 
065 C25  C25  C 0 1 N N N 24.542 26.868 12.023 4.709  1.331  -1.354 C25  065 27 
065 O26  O26  O 0 1 N N N 24.274 25.460 11.968 5.737  2.250  -0.960 O26  065 28 
065 C27  C27  C 0 1 N N R 23.307 25.235 10.957 6.710  1.522  -0.186 C27  065 29 
065 O28  O28  O 0 1 N N N 22.257 24.447 11.503 7.283  2.407  0.786  O28  065 30 
065 C29  C29  C 0 1 N N N 21.031 25.144 11.549 6.501  2.405  1.985  C29  065 31 
065 C30  C30  C 0 1 N N N 21.200 26.374 10.624 5.334  1.417  1.780  C30  065 32 
065 C31  C31  C 0 1 N N S 22.695 26.577 10.586 5.855  0.510  0.638  C31  065 33 
065 C32  C32  C 0 1 N N N 18.350 28.380 14.514 0.325  -2.890 0.486  C32  065 34 
065 C33  C33  C 0 1 Y N N 17.893 26.589 12.795 2.781  -3.347 0.643  C33  065 35 
065 C34  C34  C 0 1 Y N N 17.651 26.222 11.479 3.950  -3.887 0.140  C34  065 36 
065 C35  C35  C 0 1 Y N N 17.462 27.150 10.495 3.937  -4.559 -1.068 C35  065 37 
065 C36  C36  C 0 1 Y N N 17.606 28.509 10.786 2.755  -4.692 -1.772 C36  065 38 
065 C37  C37  C 0 1 Y N N 17.872 28.893 12.112 1.586  -4.152 -1.270 C37  065 39 
065 C38  C38  C 0 1 Y N N 18.013 27.939 13.106 1.599  -3.479 -0.062 C38  065 40 
065 H27  H27  H 0 1 N N N 23.772 24.741 10.091 7.464  1.040  -0.809 H27  065 41 
065 H31  H31  H 0 1 N N N 22.946 26.986 9.596  6.404  -0.371 0.972  H31  065 42 
065 H24  H24  H 0 1 N N N 23.245 28.566 11.370 4.847  -0.769 -0.808 H24  065 43 
065 H141 1H14 H 0 0 N N N 21.631 32.453 14.425 -6.346 -2.386 2.856  H141 065 44 
065 H142 2H14 H 0 0 N N N 23.087 33.351 14.974 -6.286 -4.079 2.310  H142 065 45 
065 H143 3H14 H 0 0 N N N 23.064 31.555 15.033 -4.901 -3.373 3.178  H143 065 46 
065 H13  H13  H 0 1 N N N 22.010 31.527 17.035 -4.451 -3.508 0.743  H13  065 47 
065 H151 1H15 H 0 0 N N N 22.824 33.132 18.425 -6.865 -1.653 0.524  H151 065 48 
065 H152 2H15 H 0 0 N N N 23.605 33.778 16.942 -5.789 -2.118 -0.815 H152 065 49 
065 H153 3H15 H 0 0 N N N 22.043 34.463 17.507 -6.804 -3.346 -0.022 H153 065 50 
065 H121 1H12 H 0 0 N N N 20.311 33.838 16.010 -3.532 -1.624 2.129  H121 065 51 
065 H122 2H12 H 0 0 N N N 20.069 32.897 17.584 -4.937 -0.638 1.657  H122 065 52 
065 H161 1H16 H 0 0 N N N 19.524 30.807 17.612 -2.289 -2.721 0.117  H161 065 53 
065 H162 2H16 H 0 0 N N N 18.215 30.432 16.406 -2.174 -1.673 -1.317 H162 065 54 
065 H17  H17  H 0 1 N N N 21.145 29.886 15.892 -1.259 0.150  0.150  H17  065 55 
065 H18  H18  H 0 1 N N N 19.985 27.591 16.417 -1.238 -1.928 2.177  H18  065 56 
065 H19  H19  H 0 1 N N N 19.623 29.985 14.023 0.218  -1.446 -1.109 H19  065 57 
065 H321 1H32 H 0 0 N N N 18.360 27.492 15.163 0.364  -2.889 1.575  H321 065 58 
065 H322 2H32 H 0 0 N N N 17.589 29.111 14.825 -0.524 -3.488 0.153  H322 065 59 
065 H33  H33  H 0 1 N N N 17.987 25.838 13.566 2.790  -2.826 1.589  H33  065 60 
065 H34  H34  H 0 1 N N N 17.611 25.173 11.226 4.873  -3.783 0.691  H34  065 61 
065 H35  H35  H 0 1 N N N 17.202 26.834 9.495  4.851  -4.981 -1.461 H35  065 62 
065 H36  H36  H 0 1 N N N 17.515 29.251 10.007 2.745  -5.216 -2.716 H36  065 63 
065 H37  H37  H 0 1 N N N 17.967 29.940 12.357 0.663  -4.255 -1.821 H37  065 64 
065 H20  H20  H 0 1 N N N 20.741 27.242 14.469 1.098  -0.109 1.334  H20  065 65 
065 H251 1H25 H 0 0 N N N 25.320 27.154 11.300 4.930  0.929  -2.342 H251 065 66 
065 H252 2H25 H 0 0 N N N 24.923 27.184 13.005 3.744  1.838  -1.365 H252 065 67 
065 H291 1H29 H 0 0 N N N 20.209 24.504 11.196 7.115  2.082  2.826  H291 065 68 
065 H292 2H29 H 0 0 N N N 20.782 25.448 12.577 6.111  3.405  2.174  H292 065 69 
065 H301 1H30 H 0 0 N N N 20.792 26.185 9.620  5.155  0.836  2.685  H301 065 70 
065 H302 2H30 H 0 0 N N N 20.657 27.259 10.986 4.431  1.944  1.473  H302 065 71 
065 H6   H6   H 0 1 N N N 16.213 31.836 16.629 -5.320 1.945  0.921  H6   065 72 
065 H7   H7   H 0 1 N N N 14.673 33.097 18.114 -4.523 4.178  1.583  H7   065 73 
065 H401 1H40 H 0 0 N N N 15.142 37.764 18.101 -1.786 5.992  -1.454 H401 065 74 
065 H402 2H40 H 0 0 N N N 16.425 37.342 19.295 -0.371 5.958  -0.353 H402 065 75 
065 H4   H4   H 0 1 N N N 18.330 35.364 15.537 -2.017 1.541  -1.745 H4   065 76 
# 
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 
065 C2  C7   SING Y N 1  
065 C2  O39  SING N N 2  
065 C2  C3   DOUB Y N 3  
065 O39 C40  SING N N 4  
065 C40 O41  SING N N 5  
065 C40 H401 SING N N 6  
065 C40 H402 SING N N 7  
065 O41 C3   SING N N 8  
065 C3  C4   SING Y N 9  
065 C4  C5   DOUB Y N 10 
065 C4  H4   SING N N 11 
065 C5  S8   SING N N 12 
065 C5  C6   SING Y N 13 
065 C6  C7   DOUB Y N 14 
065 C6  H6   SING N N 15 
065 C7  H7   SING N N 16 
065 S8  N11  SING N N 17 
065 S8  O9   DOUB N N 18 
065 S8  O10  DOUB N N 19 
065 N11 C12  SING N N 20 
065 N11 C16  SING N N 21 
065 C12 C13  SING N N 22 
065 C12 H121 SING N N 23 
065 C12 H122 SING N N 24 
065 C13 C14  SING N N 25 
065 C13 C15  SING N N 26 
065 C13 H13  SING N N 27 
065 C14 H141 SING N N 28 
065 C14 H142 SING N N 29 
065 C14 H143 SING N N 30 
065 C15 H151 SING N N 31 
065 C15 H152 SING N N 32 
065 C15 H153 SING N N 33 
065 C16 C17  SING N N 34 
065 C16 H161 SING N N 35 
065 C16 H162 SING N N 36 
065 C17 O18  SING N N 37 
065 C17 C19  SING N N 38 
065 C17 H17  SING N N 39 
065 O18 H18  SING N N 40 
065 C19 C32  SING N N 41 
065 C19 N20  SING N N 42 
065 C19 H19  SING N N 43 
065 N20 C21  SING N N 44 
065 N20 H20  SING N N 45 
065 C21 O22  DOUB N N 46 
065 C21 O23  SING N N 47 
065 O23 C24  SING N N 48 
065 C24 C25  SING N N 49 
065 C24 C31  SING N N 50 
065 C24 H24  SING N N 51 
065 C25 O26  SING N N 52 
065 C25 H251 SING N N 53 
065 C25 H252 SING N N 54 
065 O26 C27  SING N N 55 
065 C27 O28  SING N N 56 
065 C27 C31  SING N N 57 
065 C27 H27  SING N N 58 
065 O28 C29  SING N N 59 
065 C29 C30  SING N N 60 
065 C29 H291 SING N N 61 
065 C29 H292 SING N N 62 
065 C30 C31  SING N N 63 
065 C30 H301 SING N N 64 
065 C30 H302 SING N N 65 
065 C31 H31  SING N N 66 
065 C32 C38  SING N N 67 
065 C32 H321 SING N N 68 
065 C32 H322 SING N N 69 
065 C33 C38  SING Y N 70 
065 C33 C34  DOUB Y N 71 
065 C33 H33  SING N N 72 
065 C34 C35  SING Y N 73 
065 C34 H34  SING N N 74 
065 C35 C36  DOUB Y N 75 
065 C35 H35  SING N N 76 
065 C36 C37  SING Y N 77 
065 C36 H36  SING N N 78 
065 C37 C38  DOUB Y N 79 
065 C37 H37  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 
065 SMILES           ACDLabs              10.04 O=S(=O)(c2ccc1OCOc1c2)N(CC(C)C)CC(O)C(NC(=O)OC3COC4OCCC34)Cc5ccccc5 
065 InChI            InChI                1.02b 
InChI=1/C28H36N2O9S/c1-18(2)14-30(40(33,34)20-8-9-24-25(13-20)38-17-37-24)15-23(31)22(12-19-6-4-3-5-7-19)29-28(32)39-26-16-36-27-21(26)10-11-35-27/h3-9,13,18,21-23,26-27,31H,10-12,14-17H2,1-2H3,(H,29,32)/t21-,22-,23+,26-,27+/m0/s1/f/h29H 
065 InChIKey         InChI                1.02b HNEIRZJZTYYDES-LPLRIBQODX 
065 SMILES_CANONICAL CACTVS               3.341 CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CO[C@H]3OCC[C@@H]23)[S](=O)(=O)c4ccc5OCOc5c4 
065 SMILES           CACTVS               3.341 CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2CO[CH]3OCC[CH]23)[S](=O)(=O)c4ccc5OCOc5c4 
065 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)c4ccc5c(c4)OCO5 
065 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CN(CC(C(Cc1ccccc1)NC(=O)OC2COC3C2CCO3)O)S(=O)(=O)c4ccc5c(c4)OCO5 
# 
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 
065 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl {(1S,2R)-3-[(1,3-benzodioxol-5-ylsulfonyl)(2-methylpropyl)amino]-1-benzyl-2-hydroxypropyl}carbamate"                       
065 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofuro[5,4-b]furan-3-yl] N-[(2S,3R)-4-(1,3-benzodioxol-5-ylsulfonyl-(2-methylpropyl)amino)-3-hydroxy-1-phenyl-butan-2-yl]carbamate" 
# 
