data_1UN # _chem_comp.id 1UN _chem_comp.name "2-[2-HYDROXY-3-(3-HYDROXY-2-METHYL-BENZOYLAMINO)-4-PHENYL SULFANYL-BUTYL]-DECAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID TERT-BUTYLAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H45 N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "NELFINAVIR MESYLATE AG1343" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2021-03-01 _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 567.782 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1UN _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 1OHR _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 1UN C1 C1 C 0 1 N N S 2.645 -4.153 16.315 -1.954 -2.151 -4.031 C1 1UN 1 1UN C2 C2 C 0 1 N N S 3.461 -5.453 16.593 -1.101 -1.808 -5.255 C2 1UN 2 1UN C3 C3 C 0 1 N N N 2.685 -6.686 16.166 -1.912 -2.013 -6.533 C3 1UN 3 1UN C4 C4 C 0 1 N N N 2.272 -6.548 14.711 -3.178 -1.155 -6.507 C4 1UN 4 1UN C5 C5 C 0 1 N N N 1.434 -5.277 14.506 -4.026 -1.544 -5.294 C5 1UN 5 1UN C6 C6 C 0 1 N N N 2.293 -4.012 14.826 -3.224 -1.298 -4.015 C6 1UN 6 1UN N7 N7 N 0 1 N N N 4.738 -2.846 16.041 -0.823 -0.423 -2.714 N7 1UN 7 1UN C8 C8 C 0 1 N N S 5.578 -4.031 16.322 0.073 -0.129 -3.836 C8 1UN 8 1UN C9 C9 C 0 1 N N N 4.828 -5.323 15.889 -0.669 -0.344 -5.137 C9 1UN 9 1UN C10 C10 C 0 1 N N N 3.483 -2.959 16.821 -1.140 -1.854 -2.766 C10 1UN 10 1UN C11 C11 C 0 1 N N N 6.848 -3.955 15.521 0.514 1.309 -3.744 C11 1UN 11 1UN N12 N12 N 0 1 N N N 7.886 -4.465 16.233 1.716 1.678 -4.231 N12 1UN 12 1UN C13 C13 C 0 1 N N N 9.289 -4.534 15.760 2.144 3.076 -4.141 C13 1UN 13 1UN C14 C14 C 0 1 N N N 9.834 -3.158 15.420 3.534 3.224 -4.763 C14 1UN 14 1UN C15 C15 C 0 1 N N N 9.334 -5.409 14.470 1.151 3.963 -4.895 C15 1UN 15 1UN C16 C16 C 0 1 N N N 10.121 -5.118 16.937 2.194 3.501 -2.672 C16 1UN 16 1UN O17 O17 O 0 1 N N N 6.830 -3.538 14.345 -0.211 2.134 -3.231 O17 1UN 17 1UN C18 C18 C 0 1 N N N 5.338 -1.596 16.518 -0.046 -0.207 -1.485 C18 1UN 18 1UN C19 C19 C 0 1 N N R 4.820 -0.446 15.641 -0.941 -0.451 -0.268 C19 1UN 19 1UN C20 C20 C 0 1 N N R 5.512 -0.302 14.283 -0.226 0.034 0.994 C20 1UN 20 1UN O21 O21 O 0 1 N N N 5.032 0.729 16.433 -1.216 -1.848 -0.151 O21 1UN 21 1UN N22 N22 N 0 1 N N N 4.758 0.743 13.606 -1.082 -0.198 2.160 N22 1UN 22 1UN C23 C23 C 0 1 N N N 6.932 0.183 14.310 1.086 -0.732 1.164 C23 1UN 23 1UN C24 C24 C 0 1 N N N 3.879 0.393 12.645 -1.004 0.620 3.227 C24 1UN 24 1UN O25 O25 O 0 1 N N N 3.710 -0.787 12.306 -0.223 1.551 3.223 O25 1UN 25 1UN C29 C29 C 0 1 Y N N 3.198 1.488 11.992 -1.868 0.384 4.404 C29 1UN 26 1UN C30 C30 C 0 1 Y N N 3.939 2.596 11.522 -2.610 -0.793 4.504 C30 1UN 27 1UN C31 C31 C 0 1 Y N N 3.324 3.687 10.918 -3.416 -1.009 5.603 C31 1UN 28 1UN C32 C32 C 0 1 Y N N 1.951 3.659 10.753 -3.486 -0.065 6.611 C32 1UN 29 1UN C33 C33 C 0 1 Y N N 1.206 2.570 11.229 -2.746 1.105 6.524 C33 1UN 30 1UN C34 C34 C 0 1 Y N N 1.806 1.460 11.829 -1.935 1.333 5.424 C34 1UN 31 1UN O38 O38 O 0 1 N N N -0.164 2.619 11.201 -2.818 2.030 7.518 O38 1UN 32 1UN C39 C39 C 0 1 N N N 0.935 0.343 12.334 -1.131 2.604 5.328 C39 1UN 33 1UN S74 S74 S 0 1 N N N 7.747 -0.242 12.758 1.933 -0.156 2.661 S74 1UN 34 1UN C77 C77 C 0 1 Y N N 7.704 1.203 11.820 3.369 -1.176 2.612 C77 1UN 35 1UN C78 C78 C 0 1 Y N N 7.968 1.062 10.464 4.334 -1.068 3.606 C78 1UN 36 1UN C79 C79 C 0 1 Y N N 7.972 2.204 9.686 5.458 -1.869 3.564 C79 1UN 37 1UN C80 C80 C 0 1 Y N N 7.714 3.451 10.264 5.624 -2.777 2.534 C80 1UN 38 1UN C81 C81 C 0 1 Y N N 7.443 3.580 11.630 4.666 -2.886 1.542 C81 1UN 39 1UN C82 C82 C 0 1 Y N N 7.436 2.428 12.412 3.537 -2.093 1.581 C82 1UN 40 1UN H1 H1 H 0 1 N N N 1.670 -4.189 16.854 -2.222 -3.208 -4.055 H1 1UN 41 1UN H2 H2 H 0 1 N N N 3.638 -5.579 17.686 -0.217 -2.444 -5.282 H2 1UN 42 1UN H31A 1H3 H 0 0 N N N 3.252 -7.626 16.355 -2.189 -3.065 -6.608 H31A 1UN 43 1UN H32A 2H3 H 0 0 N N N 1.814 -6.887 16.833 -1.305 -1.737 -7.395 H32A 1UN 44 1UN H41 1H4 H 0 1 N N N 3.151 -6.579 14.026 -3.750 -1.321 -7.419 H41 1UN 45 1UN H42 2H4 H 0 1 N N N 1.742 -7.457 14.343 -2.903 -0.103 -6.436 H42 1UN 46 1UN H51 1H5 H 0 1 N N N 0.987 -5.231 13.485 -4.292 -2.599 -5.359 H51 1UN 47 1UN H52 2H5 H 0 1 N N N 0.488 -5.300 15.096 -4.934 -0.940 -5.276 H52 1UN 48 1UN H61 1H6 H 0 1 N N N 1.798 -3.047 14.564 -3.830 -1.566 -3.150 H61 1UN 49 1UN H62 2H6 H 0 1 N N N 3.177 -3.881 14.159 -2.953 -0.244 -3.955 H62 1UN 50 1UN H8 H8 H 0 1 N N N 5.801 -4.053 17.414 0.948 -0.778 -3.807 H8 1UN 51 1UN H91 1H9 H 0 1 N N N 5.455 -6.230 16.049 -0.009 -0.091 -5.967 H91 1UN 52 1UN H92 2H9 H 0 1 N N N 4.721 -5.378 14.780 -1.549 0.298 -5.161 H92 1UN 53 1UN H101 1H10 H 0 0 N N N 2.900 -2.008 16.812 -0.216 -2.431 -2.785 H101 1UN 54 1UN H102 2H10 H 0 0 N N N 3.678 -3.022 17.916 -1.723 -2.129 -1.887 H102 1UN 55 1UN HNC HNC H 0 1 N N N 7.720 -4.933 17.075 2.296 1.018 -4.641 HNC 1UN 56 1UN H141 1H14 H 0 0 N N N 10.889 -3.209 15.064 3.853 4.264 -4.696 H141 1UN 57 1UN H142 2H14 H 0 0 N N N 9.181 -2.632 14.684 4.242 2.592 -4.226 H142 1UN 58 1UN H143 3H14 H 0 0 N N N 9.728 -2.454 16.278 3.498 2.921 -5.810 H143 1UN 59 1UN H151 1H15 H 0 0 N N N 10.389 -5.460 14.114 1.115 3.660 -5.942 H151 1UN 60 1UN H152 2H15 H 0 0 N N N 8.883 -6.417 14.621 0.161 3.857 -4.452 H152 1UN 61 1UN H153 3H15 H 0 0 N N N 8.634 -5.045 13.681 1.470 5.003 -4.828 H153 1UN 62 1UN H161 1H16 H 0 0 N N N 11.176 -5.169 16.581 2.902 2.869 -2.135 H161 1UN 63 1UN H162 2H16 H 0 0 N N N 10.002 -4.547 17.887 2.513 4.541 -2.606 H162 1UN 64 1UN H163 3H16 H 0 0 N N N 9.732 -6.093 17.311 1.204 3.395 -2.229 H163 1UN 65 1UN H181 1H18 H 0 0 N N N 5.158 -1.421 17.604 0.323 0.817 -1.465 H181 1UN 66 1UN H182 2H18 H 0 0 N N N 6.451 -1.640 16.553 0.795 -0.899 -1.462 H182 1UN 67 1UN H19 H19 H 0 1 N N N 3.754 -0.634 15.372 -1.876 0.095 -0.389 H19 1UN 68 1UN H20 H20 H 0 1 N N N 5.537 -1.312 13.813 -0.016 1.100 0.905 H20 1UN 69 1UN HOL HOL H 0 1 N N N 5.974 0.772 16.537 -0.365 -2.293 -0.046 HOL 1UN 70 1UN HNM HNM H 0 1 N N N 4.879 1.681 13.867 -1.705 -0.942 2.163 HNM 1UN 71 1UN H231 1H23 H 0 0 N N N 6.999 1.272 14.535 0.876 -1.797 1.253 H231 1UN 72 1UN H232 2H23 H 0 0 N N N 7.490 -0.199 15.196 1.723 -0.558 0.296 H232 1UN 73 1UN H30 H30 H 0 1 N N N 5.036 2.609 11.630 -2.558 -1.533 3.719 H30 1UN 74 1UN H31 H31 H 0 1 N N N 3.912 4.555 10.577 -3.993 -1.919 5.676 H31 1UN 75 1UN H32 H32 H 0 1 N N N 1.452 4.501 10.244 -4.118 -0.240 7.469 H32 1UN 76 1UN HO HO H 0 1 N N N -0.438 3.374 10.694 -3.538 2.633 7.287 HO 1UN 77 1UN H391 1H39 H 0 0 N N N -0.172 0.320 12.204 -0.110 2.415 5.659 H391 1UN 78 1UN H392 2H39 H 0 0 N N N 1.336 -0.607 11.910 -1.120 2.949 4.294 H392 1UN 79 1UN H393 3H39 H 0 0 N N N 1.142 0.228 13.423 -1.583 3.368 5.961 H393 1UN 80 1UN H78 H78 H 0 1 N N N 8.168 0.073 10.018 4.205 -0.359 4.410 H78 1UN 81 1UN H79 H79 H 0 1 N N N 8.180 2.120 8.606 6.209 -1.786 4.336 H79 1UN 82 1UN H80 H80 H 0 1 N N N 7.724 4.352 9.628 6.505 -3.402 2.503 H80 1UN 83 1UN H81 H81 H 0 1 N N N 7.239 4.566 12.079 4.800 -3.596 0.739 H81 1UN 84 1UN H82 H82 H 0 1 N N N 7.219 2.485 13.492 2.789 -2.179 0.807 H82 1UN 85 # # 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 1UN C1 C2 SING N N 1 1UN C1 C6 SING N N 2 1UN C1 C10 SING N N 3 1UN C1 H1 SING N N 4 1UN C2 C3 SING N N 5 1UN C2 C9 SING N N 6 1UN C2 H2 SING N N 7 1UN C3 C4 SING N N 8 1UN C3 H31A SING N N 9 1UN C3 H32A SING N N 10 1UN C4 C5 SING N N 11 1UN C4 H41 SING N N 12 1UN C4 H42 SING N N 13 1UN C5 C6 SING N N 14 1UN C5 H51 SING N N 15 1UN C5 H52 SING N N 16 1UN C6 H61 SING N N 17 1UN C6 H62 SING N N 18 1UN N7 C8 SING N N 19 1UN N7 C10 SING N N 20 1UN N7 C18 SING N N 21 1UN C8 C9 SING N N 22 1UN C8 C11 SING N N 23 1UN C8 H8 SING N N 24 1UN C9 H91 SING N N 25 1UN C9 H92 SING N N 26 1UN C10 H101 SING N N 27 1UN C10 H102 SING N N 28 1UN C11 N12 SING N N 29 1UN C11 O17 DOUB N N 30 1UN N12 C13 SING N N 31 1UN N12 HNC SING N N 32 1UN C13 C14 SING N N 33 1UN C13 C15 SING N N 34 1UN C13 C16 SING N N 35 1UN C14 H141 SING N N 36 1UN C14 H142 SING N N 37 1UN C14 H143 SING N N 38 1UN C15 H151 SING N N 39 1UN C15 H152 SING N N 40 1UN C15 H153 SING N N 41 1UN C16 H161 SING N N 42 1UN C16 H162 SING N N 43 1UN C16 H163 SING N N 44 1UN C18 C19 SING N N 45 1UN C18 H181 SING N N 46 1UN C18 H182 SING N N 47 1UN C19 C20 SING N N 48 1UN C19 O21 SING N N 49 1UN C19 H19 SING N N 50 1UN C20 N22 SING N N 51 1UN C20 C23 SING N N 52 1UN C20 H20 SING N N 53 1UN O21 HOL SING N N 54 1UN N22 C24 SING N N 55 1UN N22 HNM SING N N 56 1UN C23 S74 SING N N 57 1UN C23 H231 SING N N 58 1UN C23 H232 SING N N 59 1UN C24 O25 DOUB N N 60 1UN C24 C29 SING N N 61 1UN C29 C30 DOUB Y N 62 1UN C29 C34 SING Y N 63 1UN C30 C31 SING Y N 64 1UN C30 H30 SING N N 65 1UN C31 C32 DOUB Y N 66 1UN C31 H31 SING N N 67 1UN C32 C33 SING Y N 68 1UN C32 H32 SING N N 69 1UN C33 C34 DOUB Y N 70 1UN C33 O38 SING N N 71 1UN C34 C39 SING N N 72 1UN O38 HO SING N N 73 1UN C39 H391 SING N N 74 1UN C39 H392 SING N N 75 1UN C39 H393 SING N N 76 1UN S74 C77 SING N N 77 1UN C77 C78 DOUB Y N 78 1UN C77 C82 SING Y N 79 1UN C78 C79 SING Y N 80 1UN C78 H78 SING N N 81 1UN C79 C80 DOUB Y N 82 1UN C79 H79 SING N N 83 1UN C80 C81 SING Y N 84 1UN C80 H80 SING N N 85 1UN C81 C82 DOUB Y N 86 1UN C81 H81 SING N N 87 1UN C82 H82 SING N N 88 # # 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 1UN SMILES ACDLabs 10.04 "O=C(c1cccc(O)c1C)NC(CSc2ccccc2)C(O)CN4C(C(=O)NC(C)(C)C)CC3CCCCC3C4" 1UN SMILES_CANONICAL CACTVS 3.341 "Cc1c(O)cccc1C(=O)N[C@@H](CSc2ccccc2)[C@H](O)CN3C[C@H]4CCCC[C@H]4C[C@H]3C(=O)NC(C)(C)C" 1UN SMILES CACTVS 3.341 "Cc1c(O)cccc1C(=O)N[CH](CSc2ccccc2)[CH](O)CN3C[CH]4CCCC[CH]4C[CH]3C(=O)NC(C)(C)C" 1UN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(cccc1O)C(=O)N[C@@H](CSc2ccccc2)[C@@H](C[N@@]3C[C@H]4CCCC[C@H]4C[C@H]3C(=O)NC(C)(C)C)O" 1UN SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(cccc1O)C(=O)NC(CSc2ccccc2)C(CN3CC4CCCCC4CC3C(=O)NC(C)(C)C)O" 1UN InChI InChI 1.03 "InChI=1S/C32H45N3O4S/c1-21-25(15-10-16-28(21)36)30(38)33-26(20-40-24-13-6-5-7-14-24)29(37)19-35-18-23-12-9-8-11-22(23)17-27(35)31(39)34-32(2,3)4/h5-7,10,13-16,22-23,26-27,29,36-37H,8-9,11-12,17-20H2,1-4H3,(H,33,38)(H,34,39)/t22-,23+,26-,27-,29+/m0/s1" 1UN InChIKey InChI 1.03 QAGYKUNXZHXKMR-HKWSIXNMSA-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 1UN "SYSTEMATIC NAME" ACDLabs 10.04 "(3S,4aS,8aS)-N-tert-butyl-2-[(2R,3R)-2-hydroxy-3-{[(3-hydroxy-2-methylphenyl)carbonyl]amino}-4-(phenylsulfanyl)butyl]decahydroisoquinoline-3-carboxamide" 1UN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4aS,8aS)-N-tert-butyl-2-[(2R,3R)-2-hydroxy-3-[(3-hydroxy-2-methyl-phenyl)carbonylamino]-4-phenylsulfanyl-butyl]-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1UN "Create component" 1999-07-08 RCSB 1UN "Modify descriptor" 2011-06-04 RCSB 1UN "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 1UN _pdbx_chem_comp_synonyms.name "NELFINAVIR MESYLATE AG1343" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##