data_AFJ
# 
_chem_comp.id                                    AFJ 
_chem_comp.name                                  (2R,4S,5S)-N-butyl-4-hydroxy-2,7-dimethyl-5-{[N-(4-methylpentanoyl)-L-methionyl]amino}octanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H49 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2R,4S,5S)-4-Hydroxy-2,7-dimethyl-5-[(S)-2-(4-methyl-pentanoylamino)-4-methylsulfanyl-butyrylamino]-octanoic acid butylamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-07-21 
_chem_comp.pdbx_modified_date                    2009-02-20 
_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                        487.739 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AFJ 
_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        3DUY 
_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 
AFJ S1   S1   S 0 1 N N N 23.904 4.868  16.172 2.793   3.982  0.384  S1   AFJ 1  
AFJ C2   C2   C 0 1 N N N 25.499 5.083  17.031 3.152   2.223  0.645  C2   AFJ 2  
AFJ C5   C5   C 0 1 N N N 26.519 5.800  16.107 1.961   1.384  0.176  C5   AFJ 3  
AFJ C8   C8   C 0 1 N N S 27.937 5.945  16.747 2.264   -0.099 0.396  C8   AFJ 4  
AFJ N10  N10  N 0 1 N N N 27.950 7.018  17.750 3.382   -0.502 -0.460 N10  AFJ 5  
AFJ C12  C12  C 0 1 N N N 27.752 6.811  19.082 4.651   -0.314 -0.045 C12  AFJ 6  
AFJ O13  O13  O 0 1 N N N 27.545 5.711  19.589 4.866   0.188  1.038  O13  AFJ 7  
AFJ C14  C14  C 0 1 N N N 27.793 8.043  19.958 5.801   -0.728 -0.925 C14  AFJ 8  
AFJ C17  C17  C 0 1 N N N 29.015 8.095  20.919 7.122   -0.408 -0.223 C17  AFJ 9  
AFJ C20  C20  C 0 1 N N N 30.387 8.421  20.254 8.290   -0.828 -1.118 C20  AFJ 10 
AFJ C22  C22  C 0 1 N N N 31.558 7.819  21.078 8.291   0.023  -2.389 C22  AFJ 11 
AFJ C26  C26  C 0 1 N N N 30.588 9.957  20.172 9.607   -0.623 -0.366 C26  AFJ 12 
AFJ C30  C30  C 0 1 N N N 29.019 6.219  15.718 1.046   -0.917 0.050  C30  AFJ 13 
AFJ O31  O31  O 0 1 N N N 28.718 6.575  14.578 1.107   -1.754 -0.826 O31  AFJ 14 
AFJ N32  N32  N 0 1 N N N 30.310 6.052  16.116 -0.110  -0.719 0.713  N32  AFJ 15 
AFJ C34  C34  C 0 1 N N S 31.462 6.287  15.230 -1.293  -1.513 0.376  C34  AFJ 16 
AFJ C36  C36  C 0 1 N N S 32.093 4.925  14.801 -2.555  -0.740 0.765  C36  AFJ 17 
AFJ O38  O38  O 0 1 N N N 32.786 4.301  15.898 -2.540  -0.479 2.170  O38  AFJ 18 
AFJ C40  C40  C 0 1 N N N 31.129 3.922  14.081 -2.596  0.585  0.000  C40  AFJ 19 
AFJ C43  C43  C 0 1 N N R 31.796 2.988  13.027 -3.920  1.297  0.283  C43  AFJ 20 
AFJ C45  C45  C 0 1 N N N 30.966 1.683  12.902 -3.895  2.691  -0.347 C45  AFJ 21 
AFJ C49  C49  C 0 1 N N N 31.886 3.619  11.649 -5.055  0.499  -0.306 C49  AFJ 22 
AFJ O50  O50  O 0 1 N N N 30.954 4.293  11.226 -4.827  -0.536 -0.895 O50  AFJ 23 
AFJ N51  N51  N 0 1 N N N 33.017 3.396  10.945 -6.324  0.937  -0.179 N51  AFJ 24 
AFJ C53  C53  C 0 1 N N N 33.218 3.933  9.605  -7.427  0.161  -0.752 C53  AFJ 25 
AFJ C56  C56  C 0 1 N N N 34.468 3.338  8.922  -8.751  0.873  -0.468 C56  AFJ 26 
AFJ C59  C59  C 0 1 N N N 34.418 3.557  7.393  -9.903  0.063  -1.067 C59  AFJ 27 
AFJ C62  C62  C 0 1 N N N 34.752 5.009  6.995  -11.228 0.775  -0.784 C62  AFJ 28 
AFJ C66  C66  C 0 1 N N N 32.450 7.322  15.855 -1.252  -2.838 1.141  C66  AFJ 29 
AFJ C69  C69  C 0 1 N N N 31.826 8.715  16.203 -0.058  -3.667 0.662  C69  AFJ 30 
AFJ C71  C71  C 0 1 N N N 31.477 9.562  14.945 0.056   -4.934 1.511  C71  AFJ 31 
AFJ C75  C75  C 0 1 N N N 32.801 9.514  17.115 -0.261  -4.052 -0.805 C75  AFJ 32 
AFJ C79  C79  C 0 1 N N N 22.794 4.777  17.610 4.296   4.799  0.990  C79  AFJ 33 
AFJ H2   H2   H 0 1 N N N 25.343 5.689  17.936 4.039   1.944  0.076  H2   AFJ 34 
AFJ H2A  H2A  H 0 1 N N N 25.896 4.093  17.301 3.329   2.041  1.705  H2A  AFJ 35 
AFJ H5   H5   H 0 1 N N N 26.618 5.212  15.182 1.074   1.663  0.745  H5   AFJ 36 
AFJ H5A  H5A  H 0 1 N N N 26.137 6.815  15.922 1.784   1.566  -0.884 H5A  AFJ 37 
AFJ H8   H8   H 0 1 N N N 28.157 4.979  17.225 2.528   -0.265 1.441  H8   AFJ 38 
AFJ HN10 HN10 H 0 0 N N N 28.113 7.954  17.437 3.210   -0.903 -1.326 HN10 AFJ 39 
AFJ H14  H14  H 0 1 N N N 27.839 8.925  19.302 5.743   -1.799 -1.119 H14  AFJ 40 
AFJ H14A H14A H 0 0 N N N 26.891 8.020  20.587 5.750   -0.185 -1.869 H14A AFJ 41 
AFJ H17  H17  H 0 1 N N N 28.815 8.880  21.664 7.180   0.663  -0.030 H17  AFJ 42 
AFJ H17A H17A H 0 0 N N N 29.114 7.083  21.337 7.173   -0.951 0.720  H17A AFJ 43 
AFJ H20  H20  H 0 1 N N N 30.383 7.982  19.245 8.184   -1.880 -1.384 H20  AFJ 44 
AFJ H22  H22  H 0 1 N N N 32.432 7.677  20.425 9.123   -0.277 -3.026 H22  AFJ 45 
AFJ H22A H22A H 0 0 N N N 31.821 8.505  21.897 7.353   -0.123 -2.924 H22A AFJ 46 
AFJ H22B H22B H 0 0 N N N 31.251 6.849  21.496 8.398   1.074  -2.123 H22B AFJ 47 
AFJ H26  H26  H 0 1 N N N 30.636 10.376 21.188 9.607   -1.230 0.540  H26  AFJ 48 
AFJ H26A H26A H 0 0 N N N 31.526 10.176 19.641 10.439  -0.923 -1.003 H26A AFJ 49 
AFJ H26B H26B H 0 0 N N N 29.745 10.408 19.629 9.714   0.428  -0.100 H26B AFJ 50 
AFJ HN32 HN32 H 0 0 N N N 30.484 5.756  17.055 -0.158  -0.049 1.414  HN32 AFJ 51 
AFJ H34  H34  H 0 1 N N N 31.134 6.762  14.294 -1.304  -1.712 -0.695 H34  AFJ 52 
AFJ H36  H36  H 0 1 N N N 32.820 5.197  14.022 -3.435  -1.331 0.514  H36  AFJ 53 
AFJ HO38 HO38 H 0 0 N N N 33.696 4.164  15.661 -1.782  0.045  2.464  HO38 AFJ 54 
AFJ H40  H40  H 0 1 N N N 30.681 3.281  14.854 -1.768  1.217  0.323  H40  AFJ 55 
AFJ H40A H40A H 0 0 N N N 30.405 4.538  13.528 -2.509  0.391  -1.069 H40A AFJ 56 
AFJ H43  H43  H 0 1 N N N 32.819 2.791  13.380 -4.061  1.387  1.361  H43  AFJ 57 
AFJ H45  H45  H 0 1 N N N 30.770 1.473  11.840 -4.812  3.221  -0.091 H45  AFJ 58 
AFJ H45A H45A H 0 0 N N N 31.529 0.847  13.343 -3.037  3.245  0.032  H45A AFJ 59 
AFJ H45B H45B H 0 0 N N N 30.011 1.804  13.434 -3.819  2.598  -1.430 H45B AFJ 60 
AFJ HN51 HN51 H 0 0 N N N 33.741 2.843  11.357 -6.506  1.765  0.292  HN51 AFJ 61 
AFJ H53  H53  H 0 1 N N N 32.336 3.691  8.994  -7.286  0.071  -1.829 H53  AFJ 62 
AFJ H53A H53A H 0 0 N N N 33.363 5.020  9.693  -7.444  -0.832 -0.303 H53A AFJ 63 
AFJ H56  H56  H 0 1 N N N 35.365 3.831  9.325  -8.892  0.963  0.609  H56  AFJ 64 
AFJ H56A H56A H 0 0 N N N 34.498 2.257  9.122  -8.733  1.866  -0.917 H56A AFJ 65 
AFJ H59  H59  H 0 1 N N N 35.152 2.888  6.921  -9.763  -0.027 -2.144 H59  AFJ 66 
AFJ H59A H59A H 0 0 N N N 33.393 3.343  7.056  -9.921  -0.930 -0.618 H59A AFJ 67 
AFJ H62  H62  H 0 1 N N N 34.832 5.629  7.900  -11.368 0.865  0.294  H62  AFJ 68 
AFJ H62A H62A H 0 0 N N N 35.708 5.029  6.452  -11.210 1.768  -1.232 H62A AFJ 69 
AFJ H62B H62B H 0 0 N N N 33.954 5.405  6.349  -12.049 0.198  -1.210 H62B AFJ 70 
AFJ H66  H66  H 0 1 N N N 32.838 6.889  16.789 -1.152  -2.639 2.208  H66  AFJ 71 
AFJ H66A H66A H 0 0 N N N 33.221 7.511  15.093 -2.174  -3.391 0.960  H66A AFJ 72 
AFJ H69  H69  H 0 1 N N N 30.880 8.517  16.728 0.854   -3.079 0.761  H69  AFJ 73 
AFJ H71  H71  H 0 1 N N N 31.395 10.622 15.227 -0.857  -5.522 1.412  H71  AFJ 74 
AFJ H71A H71A H 0 0 N N N 32.270 9.444  14.192 0.906   -5.525 1.169  H71A AFJ 75 
AFJ H71B H71B H 0 0 N N N 30.519 9.219  14.526 0.200   -4.660 2.556  H71B AFJ 76 
AFJ H75  H75  H 0 1 N N N 33.739 9.703  16.573 -0.343  -3.149 -1.410 H75  AFJ 77 
AFJ H75A H75A H 0 0 N N N 32.340 10.473 17.393 0.590   -4.642 -1.146 H75A AFJ 78 
AFJ H75B H75B H 0 0 N N N 33.013 8.931  18.024 -1.174  -4.639 -0.904 H75B AFJ 79 
AFJ H79  H79  H 0 1 N N N 23.391 4.759  18.534 4.191   5.878  0.880  H79  AFJ 80 
AFJ H79A H79A H 0 0 N N N 22.132 5.656  17.618 4.444   4.553  2.041  H79A AFJ 81 
AFJ H79B H79B H 0 0 N N N 22.187 3.861  17.547 5.154   4.456  0.412  H79B AFJ 82 
# 
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 
AFJ S1  C2   SING N N 1  
AFJ S1  C79  SING N N 2  
AFJ C5  C2   SING N N 3  
AFJ C2  H2   SING N N 4  
AFJ C2  H2A  SING N N 5  
AFJ C5  C8   SING N N 6  
AFJ C5  H5   SING N N 7  
AFJ C5  H5A  SING N N 8  
AFJ C30 C8   SING N N 9  
AFJ C8  N10  SING N N 10 
AFJ C8  H8   SING N N 11 
AFJ N10 C12  SING N N 12 
AFJ N10 HN10 SING N N 13 
AFJ C12 O13  DOUB N N 14 
AFJ C12 C14  SING N N 15 
AFJ C14 C17  SING N N 16 
AFJ C14 H14  SING N N 17 
AFJ C14 H14A SING N N 18 
AFJ C20 C17  SING N N 19 
AFJ C17 H17  SING N N 20 
AFJ C17 H17A SING N N 21 
AFJ C26 C20  SING N N 22 
AFJ C20 C22  SING N N 23 
AFJ C20 H20  SING N N 24 
AFJ C22 H22  SING N N 25 
AFJ C22 H22A SING N N 26 
AFJ C22 H22B SING N N 27 
AFJ C26 H26  SING N N 28 
AFJ C26 H26A SING N N 29 
AFJ C26 H26B SING N N 30 
AFJ O31 C30  DOUB N N 31 
AFJ C30 N32  SING N N 32 
AFJ C34 N32  SING N N 33 
AFJ N32 HN32 SING N N 34 
AFJ C36 C34  SING N N 35 
AFJ C34 C66  SING N N 36 
AFJ C34 H34  SING N N 37 
AFJ C40 C36  SING N N 38 
AFJ C36 O38  SING N N 39 
AFJ C36 H36  SING N N 40 
AFJ O38 HO38 SING N N 41 
AFJ C43 C40  SING N N 42 
AFJ C40 H40  SING N N 43 
AFJ C40 H40A SING N N 44 
AFJ C49 C43  SING N N 45 
AFJ C45 C43  SING N N 46 
AFJ C43 H43  SING N N 47 
AFJ C45 H45  SING N N 48 
AFJ C45 H45A SING N N 49 
AFJ C45 H45B SING N N 50 
AFJ N51 C49  SING N N 51 
AFJ O50 C49  DOUB N N 52 
AFJ C53 N51  SING N N 53 
AFJ N51 HN51 SING N N 54 
AFJ C56 C53  SING N N 55 
AFJ C53 H53  SING N N 56 
AFJ C53 H53A SING N N 57 
AFJ C59 C56  SING N N 58 
AFJ C56 H56  SING N N 59 
AFJ C56 H56A SING N N 60 
AFJ C62 C59  SING N N 61 
AFJ C59 H59  SING N N 62 
AFJ C59 H59A SING N N 63 
AFJ C62 H62  SING N N 64 
AFJ C62 H62A SING N N 65 
AFJ C62 H62B SING N N 66 
AFJ C66 C69  SING N N 67 
AFJ C66 H66  SING N N 68 
AFJ C66 H66A SING N N 69 
AFJ C71 C69  SING N N 70 
AFJ C69 C75  SING N N 71 
AFJ C69 H69  SING N N 72 
AFJ C71 H71  SING N N 73 
AFJ C71 H71A SING N N 74 
AFJ C71 H71B SING N N 75 
AFJ C75 H75  SING N N 76 
AFJ C75 H75A SING N N 77 
AFJ C75 H75B SING N N 78 
AFJ C79 H79  SING N N 79 
AFJ C79 H79A SING N N 80 
AFJ C79 H79B SING N N 81 
# 
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 
AFJ SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(CC(C)C)C(O)CC(C(=O)NCCCC)C)CCSC)CCC(C)C                                                                                                                                              
AFJ InChI            InChI                1.02b InChI=1/C25H49N3O4S/c1-8-9-13-26-24(31)19(6)16-22(29)21(15-18(4)5)28-25(32)20(12-14-33-7)27-23(30)11-10-17(2)3/h17-22,29H,8-16H2,1-7H3,(H,26,31)(H,27,30)(H,28,32)/t19-,20+,21+,22+/m1/s1/f/h26-28H 
AFJ InChIKey         InChI                1.02b XTRMRNMVFXWTCC-IJEYBDPFDC                                                                                                                                                                           
AFJ SMILES_CANONICAL CACTVS               3.341 CCCCNC(=O)[C@H](C)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](CCSC)NC(=O)CCC(C)C                                                                                                                              
AFJ SMILES           CACTVS               3.341 CCCCNC(=O)[CH](C)C[CH](O)[CH](CC(C)C)NC(=O)[CH](CCSC)NC(=O)CCC(C)C                                                                                                                                  
AFJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCNC(=O)[C@H](C)C[C@@H]([C@H](CC(C)C)NC(=O)[C@H](CCSC)NC(=O)CCC(C)C)O                                                                                                                             
AFJ SMILES           "OpenEye OEToolkits" 1.5.0 CCCCNC(=O)C(C)CC(C(CC(C)C)NC(=O)C(CCSC)NC(=O)CCC(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 
AFJ "SYSTEMATIC NAME" ACDLabs              10.04 (2R,4S,5S)-N-butyl-4-hydroxy-2,7-dimethyl-5-{[N-(4-methylpentanoyl)-L-methionyl]amino}octanamide                         
AFJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,4S,5S)-N-butyl-4-hydroxy-2,7-dimethyl-5-[[(2S)-2-(4-methylpentanoylamino)-4-methylsulfanyl-butanoyl]amino]octanamide 
# 
