data_151
# 
_chem_comp.id                                    151 
_chem_comp.name                                  "(2S)-3-METHYL-2-((2R,3S)-3-[(METHYLSULFONYL)AMINO]-1-{[2-(PYRROLIDIN-1-YLMETHYL)-1,3-OXAZOL-4-YL]CARBONYL}PYRROLIDIN-2-YL)BUTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H30 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-05 
_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                        442.530 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     151 
_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        1H1B 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
151 O3    O3    O 0 1 N N N 17.630 13.215 24.721 0.194  -2.949 -0.945 O3    151 1  
151 C2    C2    C 0 1 N N N 18.260 12.771 23.753 0.667  -1.831 -0.877 C2    151 2  
151 N1    N1    N 0 1 N N N 17.818 11.732 22.962 -0.141 -0.767 -0.701 N1    151 3  
151 C26   C26   C 0 1 N N N 18.699 10.896 22.177 0.293  0.644  -0.643 C26   151 4  
151 C28   C28   C 0 1 N N N 17.869 9.614  21.895 -0.958 1.461  -1.052 C28   151 5  
151 C29   C29   C 0 1 N N R 16.779 9.759  22.939 -2.096 0.641  -0.390 C29   151 6  
151 N2    N2    N 0 1 N N N 17.406 9.400  24.167 -3.360 0.830  -1.105 N2    151 7  
151 S1    S1    S 0 1 N N N 16.398 8.901  25.457 -4.492 1.888  -0.521 S1    151 8  
151 C3    C3    C 0 1 N N N 14.757 8.446  24.987 -3.644 3.490  -0.609 C3    151 9  
151 O1    O1    O 0 1 N N N 17.261 7.845  26.079 -5.535 1.795  -1.481 O1    151 10 
151 O2    O2    O 0 1 N N N 16.307 10.115 26.384 -4.661 1.459  0.823  O2    151 11 
151 C8    C8    C 0 1 N N S 16.456 11.270 22.947 -1.600 -0.814 -0.531 C8    151 12 
151 C7    C7    C 0 1 N N S 15.661 11.640 21.689 -1.952 -1.608 0.729  C7    151 13 
151 C27   C27   C 0 1 N N N 15.298 13.144 21.502 -3.472 -1.653 0.896  C27   151 14 
151 C1    C1    C 0 1 N N N 14.465 13.568 22.717 -4.103 -2.282 -0.348 C1    151 15 
151 C17   C17   C 0 1 N N N 14.550 13.321 20.168 -3.826 -2.491 2.126  C17   151 16 
151 C30   C30   C 0 1 N N N 14.365 10.791 21.665 -1.334 -0.941 1.932  C30   151 17 
151 O5    O5    O 0 1 N N N 13.370 10.848 22.429 -1.972 -0.140 2.572  O5    151 18 
151 C4    C4    C 0 1 Y N N 19.557 13.194 23.586 2.125  -1.639 -0.987 C4    151 19 
151 N3    N3    N 0 1 Y N N 20.288 13.279 22.356 2.790  -0.453 -0.935 N3    151 20 
151 C5    C5    C 0 1 Y N N 21.558 13.657 22.874 4.062  -0.689 -1.065 C5    151 21 
151 O4    O4    O 0 1 Y N N 21.620 13.797 24.246 4.254  -2.007 -1.211 O4    151 22 
151 C6    C6    C 0 1 Y N N 20.371 13.465 24.690 3.058  -2.614 -1.165 C6    151 23 
151 C9    C9    C 0 1 N N N 22.726 13.916 21.986 5.148  0.356  -1.059 C9    151 24 
151 N4    N4    N 0 1 N N N 23.498 12.739 21.641 5.622  0.561  0.316  N4    151 25 
151 C11   C11   C 0 1 N N N 22.972 11.921 20.544 6.832  1.400  0.226  C11   151 26 
151 C13   C13   C 0 1 N N N 23.741 12.376 19.310 6.515  2.736  0.929  C13   151 27 
151 C14   C14   C 0 1 N N N 25.129 12.409 19.918 5.341  2.365  1.872  C14   151 28 
151 C12   C12   C 0 1 N N N 24.870 13.124 21.254 4.571  1.327  1.019  C12   151 29 
151 O51   O51   O 0 1 N Y N 14.176 10.314 20.213 -0.075 -1.238 2.290  O51   151 30 
151 H261  1H26  H 0 0 N N N 19.640 10.675 22.702 1.107  0.818  -1.348 H261  151 31 
151 H262  2H26  H 0 0 N N N 18.990 11.395 21.241 0.603  0.906  0.368  H262  151 32 
151 H281  1H28  H 0 0 N N N 18.441 8.677  21.960 -1.073 1.484  -2.136 H281  151 33 
151 H282  2H28  H 0 0 N N N 17.472 9.584  20.870 -0.915 2.471  -0.644 H282  151 34 
151 H29   H29   H 0 1 N N N 15.873 9.158  22.769 -2.205 0.911  0.661  H29   151 35 
151 H2    H2    H 0 1 N N N 18.019 8.636  23.967 -3.534 0.335  -1.921 H2    151 36 
151 H3C1  1H3C  H 0 0 N N N 14.782 7.484  24.455 -3.371 3.699  -1.643 H3C1  151 37 
151 H3C2  2H3C  H 0 0 N N N 14.337 9.220  24.327 -4.308 4.273  -0.243 H3C2  151 38 
151 H3C3  3H3C  H 0 0 N N N 14.130 8.351  25.886 -2.745 3.459  0.006  H3C3  151 39 
151 H8    H8    H 0 1 N N N 15.827 11.680 23.751 -2.061 -1.279 -1.402 H8    151 40 
151 H7    H7    H 0 1 N N N 16.337 11.424 20.849 -1.566 -2.623 0.638  H7    151 41 
151 H27   H27   H 0 1 N N N 16.190 13.786 21.450 -3.854 -0.640 1.024  H27   151 42 
151 H1C1  1H1C  H 0 0 N N N 13.698 12.806 22.919 -3.641 -3.250 -0.540 H1C1  151 43 
151 H1C2  2H1C  H 0 0 N N N 13.979 14.533 22.509 -5.173 -2.416 -0.184 H1C2  151 44 
151 H1C3  3H1C  H 0 0 N N N 15.121 13.670 23.594 -3.946 -1.627 -1.205 H1C3  151 45 
151 H171  1H17  H 0 0 N N N 14.774 12.471 19.507 -3.444 -3.504 1.998  H171  151 46 
151 H172  2H17  H 0 0 N N N 14.875 14.255 19.687 -3.376 -2.043 3.013  H172  151 47 
151 H173  3H17  H 0 0 N N N 13.467 13.363 20.357 -4.909 -2.523 2.245  H173  151 48 
151 H6    H6    H 0 1 N N N 20.063 13.419 25.724 2.871  -3.674 -1.252 H6    151 49 
151 H9C1  1H9C  H 0 0 N N N 23.402 14.582 22.543 5.976  0.023  -1.684 H9C1  151 50 
151 H9C2  2H9C  H 0 0 N N N 22.346 14.354 21.051 4.752  1.293  -1.450 H9C2  151 51 
151 H111  1H11  H 0 0 N N N 21.886 12.046 20.421 7.664  0.905  0.727  H111  151 52 
151 H112  2H11  H 0 0 N N N 23.135 10.850 20.737 7.081  1.581  -0.820 H112  151 53 
151 H131  1H13  H 0 0 N N N 23.398 13.317 18.855 7.375  3.083  1.502  H131  151 54 
151 H132  2H13  H 0 0 N N N 23.653 11.683 18.460 6.205  3.489  0.204  H132  151 55 
151 H141  1H14  H 0 0 N N N 25.877 12.910 19.286 5.708  1.917  2.795  H141  151 56 
151 H142  2H14  H 0 0 N N N 25.542 11.400 20.062 4.719  3.236  2.082  H142  151 57 
151 H121  1H12  H 0 0 N N N 25.606 12.838 22.020 3.923  1.830  0.301  H121  151 58 
151 H122  2H12  H 0 0 N N N 24.954 14.215 21.138 3.986  0.667  1.660  H122  151 59 
151 "HO'" "HO'" H 0 1 N N N 13.261 10.106 20.064 0.321  -0.811 3.062  "HO'" 151 60 
# 
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 
151 O3  C2    DOUB N N 1  
151 C2  N1    SING N N 2  
151 C2  C4    SING N N 3  
151 N1  C26   SING N N 4  
151 N1  C8    SING N N 5  
151 C26 C28   SING N N 6  
151 C26 H261  SING N N 7  
151 C26 H262  SING N N 8  
151 C28 C29   SING N N 9  
151 C28 H281  SING N N 10 
151 C28 H282  SING N N 11 
151 C29 N2    SING N N 12 
151 C29 C8    SING N N 13 
151 C29 H29   SING N N 14 
151 N2  S1    SING N N 15 
151 N2  H2    SING N N 16 
151 S1  C3    SING N N 17 
151 S1  O1    DOUB N N 18 
151 S1  O2    DOUB N N 19 
151 C3  H3C1  SING N N 20 
151 C3  H3C2  SING N N 21 
151 C3  H3C3  SING N N 22 
151 C8  C7    SING N N 23 
151 C8  H8    SING N N 24 
151 C7  C27   SING N N 25 
151 C7  C30   SING N N 26 
151 C7  H7    SING N N 27 
151 C27 C1    SING N N 28 
151 C27 C17   SING N N 29 
151 C27 H27   SING N N 30 
151 C1  H1C1  SING N N 31 
151 C1  H1C2  SING N N 32 
151 C1  H1C3  SING N N 33 
151 C17 H171  SING N N 34 
151 C17 H172  SING N N 35 
151 C17 H173  SING N N 36 
151 C30 O5    DOUB N N 37 
151 C30 O51   SING N N 38 
151 C4  N3    SING Y N 39 
151 C4  C6    DOUB Y N 40 
151 N3  C5    DOUB Y N 41 
151 C5  O4    SING Y N 42 
151 C5  C9    SING N N 43 
151 O4  C6    SING Y N 44 
151 C6  H6    SING N N 45 
151 C9  N4    SING N N 46 
151 C9  H9C1  SING N N 47 
151 C9  H9C2  SING N N 48 
151 N4  C11   SING N N 49 
151 N4  C12   SING N N 50 
151 C11 C13   SING N N 51 
151 C11 H111  SING N N 52 
151 C11 H112  SING N N 53 
151 C13 C14   SING N N 54 
151 C13 H131  SING N N 55 
151 C13 H132  SING N N 56 
151 C14 C12   SING N N 57 
151 C14 H141  SING N N 58 
151 C14 H142  SING N N 59 
151 C12 H121  SING N N 60 
151 C12 H122  SING N N 61 
151 O51 "HO'" SING N N 62 
# 
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 
151 SMILES           ACDLabs              10.04 O=C(O)C(C(C)C)C3N(C(=O)c1nc(oc1)CN2CCCC2)CCC3NS(=O)(=O)C                                                                                                                         
151 InChI            InChI                1.02b InChI=1/C19H30N4O6S/c1-12(2)16(19(25)26)17-13(21-30(3,27)28)6-9-23(17)18(24)14-11-29-15(20-14)10-22-7-4-5-8-22/h11-13,16-17,21H,4-10H2,1-3H3,(H,25,26)/t13-,16+,17-/m1/s1/f/h25H 
151 InChIKey         InChI                1.02b PWBJTGRBTWYVSH-JHICGDMZDR                                                                                                                                                        
151 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@@H]([C@H]1[C@@H](CCN1C(=O)c2coc(CN3CCCC3)n2)N[S](C)(=O)=O)C(O)=O                                                                                                         
151 SMILES           CACTVS               3.341 CC(C)[CH]([CH]1[CH](CCN1C(=O)c2coc(CN3CCCC3)n2)N[S](C)(=O)=O)C(O)=O                                                                                                              
151 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H]([C@H]1[C@@H](CCN1C(=O)c2coc(n2)CN3CCCC3)NS(=O)(=O)C)C(=O)O                                                                                                           
151 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C1C(CCN1C(=O)c2coc(n2)CN3CCCC3)NS(=O)(=O)C)C(=O)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 
151 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-methyl-2-[(2S,3R)-3-[(methylsulfonyl)amino]-1-{[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl}pyrrolidin-2-yl]butanoic acid" 
151 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-methyl-2-[(2S,3R)-3-(methylsulfonylamino)-1-[[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl]pyrrolidin-2-yl]butanoic acid"   
# 
