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                    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                        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 InChI            InChI                1.02b 
;InChI=1/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/f/h33-34H
;
1UN InChIKey         InChI                1.02b QAGYKUNXZHXKMR-OJWIKGAMDR 
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 
# 
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 
# 
