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 2011-06-04 _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 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" DJR InChI InChI 1.03 "InChI=1S/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" DJR InChIKey InChI 1.03 BINXAIIXOUQUKC-UIPNDDLNSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DJR "Create component" 2006-08-24 RCSB DJR "Modify descriptor" 2011-06-04 RCSB #