data_331
# 
_chem_comp.id                                    331 
_chem_comp.name                                  "(2S)-2-(4-[2-(3-[2,4-DIFLUOROPHENYL]-1-HEPTYLUREIDO)ETHYL]PHENOXY)-2-METHYLBUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H36 F2 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         GW2331 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-24 
_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                        490.583 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     331 
_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        1Y0S 
_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 
331 C1  C1  C 0 1 Y N N 1.875  0.228  13.774 -2.085 0.075  -4.129 C1  331 1  
331 N2  N2  N 0 1 N N N 0.956  0.412  12.757 -0.922 0.340  -3.393 N2  331 2  
331 C3  C3  C 0 1 Y N N 1.465  0.321  15.121 -2.002 -0.179 -5.493 C3  331 3  
331 C4  C4  C 0 1 Y N N 3.231  -0.073 13.524 -3.321 0.072  -3.499 C4  331 4  
331 C5  C5  C 0 1 N N N 0.986  1.168  11.621 -0.918 0.171  -2.056 C5  331 5  
331 C6  C6  C 0 1 Y N N 2.379  0.114  16.200 -3.151 -0.445 -6.217 C6  331 6  
331 F7  F7  F 0 1 N N N 0.154  0.611  15.357 -0.800 -0.176 -6.110 F7  331 7  
331 C8  C8  C 0 1 Y N N 4.143  -0.280 14.570 -4.466 -0.188 -4.226 C8  331 8  
331 N9  N9  N 0 1 N N N -0.121 1.090  10.810 0.163  0.526  -1.335 N9  331 9  
331 O10 O10 O 0 1 N N N 1.946  1.879  11.326 -1.891 -0.301 -1.500 O10 331 10 
331 C11 C11 C 0 1 Y N N 3.715  -0.188 15.891 -4.382 -0.447 -5.584 C11 331 11 
331 C12 C12 C 0 1 N N N -1.289 0.254  11.081 0.168  0.342  0.118  C12 331 12 
331 C13 C13 C 0 1 N N N -0.127 1.881  9.576  1.335  1.095  -2.005 C13 331 13 
331 F14 F14 F 0 1 N N N 4.620  -0.400 16.842 -5.504 -0.702 -6.293 F14 331 14 
331 C15 C15 C 0 1 N N N -2.340 0.911  11.960 -0.377 1.602  0.793  C15 331 15 
331 C16 C16 C 0 1 N N N 0.565  1.102  8.484  2.290  -0.029 -2.407 C16 331 16 
331 C17 C17 C 0 1 Y N N -3.494 -0.013 11.938 -0.372 1.413  2.288  C17 331 17 
331 C18 C18 C 0 1 N N N 0.335  1.832  7.182  3.514  0.565  -3.107 C18 331 18 
331 C19 C19 C 0 1 Y N N -4.401 0.105  10.913 -1.481 0.880  2.920  C19 331 19 
331 C20 C20 C 0 1 Y N N -3.686 -1.007 12.911 0.738  1.777  3.026  C20 331 20 
331 C21 C21 C 0 1 N N N 1.169  1.302  5.965  4.468  -0.560 -3.509 C21 331 21 
331 C22 C22 C 0 1 Y N N -5.480 -0.765 10.843 -1.477 0.701  4.289  C22 331 22 
331 C23 C23 C 0 1 Y N N -4.771 -1.876 12.851 0.744  1.604  4.397  C23 331 23 
331 C24 C24 C 0 1 N N N 0.587  1.902  4.695  5.692  0.034  -4.209 C24 331 24 
331 C25 C25 C 0 1 Y N N -5.687 -1.770 11.796 -0.364 1.065  5.032  C25 331 25 
331 C26 C26 C 0 1 N N N 1.432  1.721  3.461  6.647  -1.091 -4.611 C26 331 26 
331 O27 O27 O 0 1 N N N -6.804 -2.586 11.589 -0.360 0.894  6.381  O27 331 27 
331 C28 C28 C 0 1 N N N 1.130  2.811  2.457  7.871  -0.496 -5.310 C28 331 28 
331 C29 C29 C 0 1 N N S -6.701 -4.016 11.608 0.356  -0.313 6.642  C29 331 29 
331 C30 C30 C 0 1 N N N -6.511 -4.594 13.027 -0.413 -1.483 6.085  C30 331 30 
331 C31 C31 C 0 1 N N N -5.705 -4.780 10.754 0.528  -0.488 8.152  C31 331 31 
331 C32 C32 C 0 1 N N N -8.066 -4.484 11.027 1.732  -0.245 5.976  C32 331 32 
331 O33 O33 O 0 1 N N N -5.781 -5.557 13.289 0.141  -2.706 6.071  O33 331 33 
331 O34 O34 O 0 1 N N N -7.144 -4.052 13.921 -1.529 -1.322 5.652  O34 331 34 
331 C35 C35 C 0 1 N N N -4.307 -4.301 10.513 -0.847 -0.557 8.818  C35 331 35 
331 H36 H36 H 0 1 N N N 0.107  -0.110 12.854 -0.120 0.646  -3.845 H36 331 36 
331 H37 H37 H 0 1 N N N 3.599  -0.157 12.515 -3.388 0.273  -2.440 H37 331 37 
331 H38 H38 H 0 1 N N N 2.068  0.181  17.233 -3.087 -0.646 -7.276 H38 331 38 
331 H39 H39 H 0 1 N N N 5.175  -0.514 14.352 -5.428 -0.191 -3.735 H39 331 39 
331 H40 H40 H 0 1 N N N -0.970 -0.695 11.485 -0.459 -0.509 0.378  H40 331 40 
331 H41 H41 H 0 1 N N N -1.680 0.027  10.101 1.187  0.160  0.458  H41 331 41 
331 H42 H42 H 0 1 N N N 0.360  2.823  9.766  1.845  1.779  -1.326 H42 331 42 
331 H43 H43 H 0 1 N N N -1.155 2.079  9.314  1.017  1.638  -2.895 H43 331 43 
331 H44 H44 H 0 1 N N N -2.642 1.858  11.545 0.250  2.454  0.533  H44 331 44 
331 H45 H45 H 0 1 N N N -1.973 1.049  12.965 -1.396 1.784  0.453  H45 331 45 
331 H46 H46 H 0 1 N N N 0.140  0.113  8.420  1.780  -0.713 -3.086 H46 331 46 
331 H47 H47 H 0 1 N N N 1.618  0.993  8.700  2.608  -0.572 -1.517 H47 331 47 
331 H48 H48 H 0 1 N N N 0.508  2.888  7.333  4.024  1.248  -2.428 H48 331 48 
331 H49 H49 H 0 1 N N N -0.722 1.762  6.978  3.195  1.107  -3.997 H49 331 49 
331 H50 H50 H 0 1 N N N -4.256 0.866  10.166 -2.348 0.597  2.341  H50 331 50 
331 H51 H51 H 0 1 N N N -2.982 -1.112 13.722 1.601  2.197  2.531  H51 331 51 
331 H52 H52 H 0 1 N N N 1.134  0.222  5.905  3.958  -1.244 -4.188 H52 331 52 
331 H53 H53 H 0 1 N N N 2.211  1.583  6.049  4.787  -1.103 -2.619 H53 331 53 
331 H54 H54 H 0 1 N N N -6.157 -0.650 10.020 -2.342 0.280  4.782  H54 331 54 
331 H55 H55 H 0 1 N N N -4.886 -2.631 13.610 1.613  1.888  4.973  H55 331 55 
331 H56 H56 H 0 1 N N N 0.472  2.962  4.861  6.202  0.717  -3.530 H56 331 56 
331 H57 H57 H 0 1 N N N -0.398 1.502  4.511  5.374  0.576  -5.099 H57 331 57 
331 H58 H58 H 0 1 N N N 1.274  0.750  3.020  6.137  -1.775 -5.290 H58 331 58 
331 H59 H59 H 0 1 N N N 2.465  1.765  3.761  6.965  -1.633 -3.720 H59 331 59 
331 H60 H60 H 0 1 N N N 1.792  2.752  1.610  8.551  -1.298 -5.597 H60 331 60 
331 H61 H61 H 0 1 N N N 1.209  3.786  2.890  7.552  0.045  -6.201 H61 331 61 
331 H62 H62 H 0 1 N N N 0.122  2.708  2.107  8.381  0.186  -4.632 H62 331 62 
331 H63 H63 H 0 1 N N N -6.149 -4.924 9.779  1.084  0.358  8.555  H63 331 63 
331 H64 H64 H 0 1 N N N -5.607 -5.777 11.150 1.074  -1.410 8.351  H64 331 64 
331 H65 H65 H 0 1 N N N -8.124 -5.565 10.958 2.211  0.701  6.229  H65 331 65 
331 H66 H66 H 0 1 N N N -8.207 -4.092 10.033 2.349  -1.070 6.332  H66 331 66 
331 H67 H67 H 0 1 N N N -8.891 -4.150 11.631 1.616  -0.316 4.895  H67 331 67 
331 H33 H33 H 0 1 N N N -5.664 -5.913 14.162 -0.351 -3.457 5.714  H33 331 68 
331 H69 H69 H 0 1 N N N -3.673 -5.153 10.434 -0.725 -0.681 9.894  H69 331 69 
331 H70 H70 H 0 1 N N N -3.873 -3.758 11.296 -1.394 0.364  8.618  H70 331 70 
331 H71 H71 H 0 1 N N N -4.266 -3.703 9.613  -1.404 -1.403 8.415  H71 331 71 
# 
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 
331 C1  N2  SING N N 1  
331 C1  C3  SING Y N 2  
331 C1  C4  DOUB Y N 3  
331 N2  C5  SING N N 4  
331 N2  H36 SING N N 5  
331 C3  C6  DOUB Y N 6  
331 C3  F7  SING N N 7  
331 C4  C8  SING Y N 8  
331 C4  H37 SING N N 9  
331 C5  N9  SING N N 10 
331 C5  O10 DOUB N N 11 
331 C6  C11 SING Y N 12 
331 C6  H38 SING N N 13 
331 C8  C11 DOUB Y N 14 
331 C8  H39 SING N N 15 
331 N9  C12 SING N N 16 
331 N9  C13 SING N N 17 
331 C11 F14 SING N N 18 
331 C12 C15 SING N N 19 
331 C12 H40 SING N N 20 
331 C12 H41 SING N N 21 
331 C13 C16 SING N N 22 
331 C13 H42 SING N N 23 
331 C13 H43 SING N N 24 
331 C15 C17 SING N N 25 
331 C15 H44 SING N N 26 
331 C15 H45 SING N N 27 
331 C16 C18 SING N N 28 
331 C16 H46 SING N N 29 
331 C16 H47 SING N N 30 
331 C17 C19 SING Y N 31 
331 C17 C20 DOUB Y N 32 
331 C18 C21 SING N N 33 
331 C18 H48 SING N N 34 
331 C18 H49 SING N N 35 
331 C19 C22 DOUB Y N 36 
331 C19 H50 SING N N 37 
331 C20 C23 SING Y N 38 
331 C20 H51 SING N N 39 
331 C21 C24 SING N N 40 
331 C21 H52 SING N N 41 
331 C21 H53 SING N N 42 
331 C22 C25 SING Y N 43 
331 C22 H54 SING N N 44 
331 C23 C25 DOUB Y N 45 
331 C23 H55 SING N N 46 
331 C24 C26 SING N N 47 
331 C24 H56 SING N N 48 
331 C24 H57 SING N N 49 
331 C25 O27 SING N N 50 
331 C26 C28 SING N N 51 
331 C26 H58 SING N N 52 
331 C26 H59 SING N N 53 
331 O27 C29 SING N N 54 
331 C28 H60 SING N N 55 
331 C28 H61 SING N N 56 
331 C28 H62 SING N N 57 
331 C29 C30 SING N N 58 
331 C29 C31 SING N N 59 
331 C29 C32 SING N N 60 
331 C30 O33 SING N N 61 
331 C30 O34 DOUB N N 62 
331 C31 C35 SING N N 63 
331 C31 H63 SING N N 64 
331 C31 H64 SING N N 65 
331 C32 H65 SING N N 66 
331 C32 H66 SING N N 67 
331 C32 H67 SING N N 68 
331 O33 H33 SING N N 69 
331 C35 H69 SING N N 70 
331 C35 H70 SING N N 71 
331 C35 H71 SING N N 72 
# 
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 
331 SMILES           ACDLabs              10.04 Fc1ccc(c(F)c1)NC(=O)N(CCCCCCC)CCc2ccc(OC(C(=O)O)(CC)C)cc2                                                                                                                                        
331 InChI            InChI                1.02b InChI=1/C27H36F2N2O4/c1-4-6-7-8-9-17-31(26(34)30-24-15-12-21(28)19-23(24)29)18-16-20-10-13-22(14-11-20)35-27(3,5-2)25(32)33/h10-15,19H,4-9,16-18H2,1-3H3,(H,30,34)(H,32,33)/t27-/m0/s1/f/h30,32H 
331 InChIKey         InChI                1.02b VGSJXSLGVQINOL-JPVNEAPBDR                                                                                                                                                                        
331 SMILES_CANONICAL CACTVS               3.341 CCCCCCCN(CCc1ccc(O[C@@](C)(CC)C(O)=O)cc1)C(=O)Nc2ccc(F)cc2F                                                                                                                                      
331 SMILES           CACTVS               3.341 CCCCCCCN(CCc1ccc(O[C](C)(CC)C(O)=O)cc1)C(=O)Nc2ccc(F)cc2F                                                                                                                                        
331 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCN(CCc1ccc(cc1)O[C@@](C)(CC)C(=O)O)C(=O)Nc2ccc(cc2F)F                                                                                                                                      
331 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCN(CCc1ccc(cc1)OC(C)(CC)C(=O)O)C(=O)Nc2ccc(cc2F)F                                                                                                                                          
# 
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 
331 "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-[4-(2-{[(2,4-difluorophenyl)carbamoyl](heptyl)amino}ethyl)phenoxy]-2-methylbutanoic acid" 
331 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[4-[2-[(2,4-difluorophenyl)carbamoyl-heptyl-amino]ethyl]phenoxy]-2-methyl-butanoic acid"  
# 
