data_4HI
# 
_chem_comp.id                                    4HI 
_chem_comp.name                                  "(3R,5R)-7-[4-(benzylcarbamoyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-1H-imidazol-1-yl]-3,5-dihydroxyheptanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H32 F N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-27 
_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                        497.558 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4HI 
_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        3CCW 
_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 
4HI N1   N1   N 0 1 Y N N 4.273  32.648 6.608  -0.095 0.221  0.864  N1   4HI 1  
4HI N3   N3   N 0 1 Y N N 6.337  32.095 6.073  -2.062 -0.428 0.195  N3   4HI 2  
4HI C4   C4   C 0 1 N N N 8.120  31.726 2.121  -5.683 2.044  -0.264 C4   4HI 3  
4HI C5   C5   C 0 1 Y N N 5.511  32.396 7.081  -0.848 -0.846 0.457  C5   4HI 4  
4HI C6   C6   C 0 1 N N N 3.237  32.671 4.246  -0.503 2.727  1.201  C6   4HI 5  
4HI C7   C7   C 0 1 N N N 3.110  33.010 7.449  1.317  0.188  1.252  C7   4HI 6  
4HI C8   C8   C 0 1 N N N 2.535  31.718 8.026  2.192  0.366  0.009  C8   4HI 7  
4HI C10  C10  C 0 1 N N N 0.780  30.447 9.279  4.533  0.691  -0.801 C10  4HI 8  
4HI C13  C13  C 0 1 N N N 2.931  34.157 4.109  0.748  3.126  0.417  C13  4HI 9  
4HI C15  C15  C 0 1 Y N N 6.504  33.572 10.533 1.438  -3.813 0.177  C15  4HI 10 
4HI C17  C17  C 0 1 Y N N 8.040  32.138 -0.345 -7.672 0.671  0.389  C17  4HI 11 
4HI C20  C20  C 0 1 Y N N 7.789  32.937 -1.458 -8.763 -0.115 0.068  C20  4HI 12 
4HI C21  C21  C 0 1 Y N N 6.494  31.237 9.017  -1.287 -3.288 0.236  C21  4HI 13 
4HI C24  C24  C 0 1 Y N N 6.983  31.222 10.312 -0.836 -4.586 0.121  C24  4HI 14 
4HI C26  C26  C 0 1 Y N N 7.358  33.930 1.115  -7.156 0.905  -1.937 C26  4HI 15 
4HI O2   O2   O 0 1 N N N 5.418  31.185 2.834  -3.228 2.959  0.373  O2   4HI 16 
4HI C3   C3   C 0 1 N N N 6.096  31.886 3.570  -3.316 1.754  0.233  C3   4HI 17 
4HI N2   N2   N 0 1 N N N 7.368  32.157 3.291  -4.501 1.197  -0.086 N2   4HI 18 
4HI C32  C32  C 0 1 Y N N 7.829  32.628 0.942  -6.870 1.183  -0.614 C32  4HI 19 
4HI C23  C23  C 0 1 Y N N 7.108  34.733 0.002  -8.250 0.124  -2.259 C23  4HI 20 
4HI C29  C29  C 0 1 Y N N 7.322  34.239 -1.285 -9.052 -0.388 -1.256 C29  4HI 21 
4HI C2   C2   C 0 1 Y N N 5.625  32.156 4.952  -2.126 0.903  0.411  C2   4HI 22 
4HI C12  C12  C 0 1 Y N N 4.316  32.497 5.263  -0.897 1.319  0.835  C12  4HI 23 
4HI C14  C14  C 0 1 N N N 1.993  31.845 4.545  -0.210 2.801  2.701  C14  4HI 24 
4HI C27  C27  C 0 1 Y N N 6.004  32.417 8.478  -0.370 -2.240 0.334  C27  4HI 25 
4HI C30  C30  C 0 1 Y N N 6.989  32.384 11.066 0.524  -4.851 0.091  C30  4HI 26 
4HI F1   F1   F 0 1 N N N 7.459  32.340 12.323 0.960  -6.124 -0.021 F1   4HI 27 
4HI C18  C18  C 0 1 Y N N 6.019  33.592 9.228  0.998  -2.511 0.298  C18  4HI 28 
4HI C9   C9   C 0 1 N N R 1.298  31.839 8.926  3.665  0.389  0.422  C9   4HI 29 
4HI O4   O4   O 0 1 N N N 0.223  32.501 8.284  4.029  -0.883 0.962  O4   4HI 30 
4HI C11  C11  C 0 1 N N R 1.671  29.710 10.263 5.993  0.838  -0.368 C11  4HI 31 
4HI O3   O3   O 0 1 N N N 1.675  30.407 11.490 6.469  -0.412 0.135  O3   4HI 32 
4HI C35  C35  C 0 1 N N N 1.144  28.300 10.489 6.841  1.262  -1.568 C35  4HI 33 
4HI C36  C36  C 0 1 N N N 2.211  27.443 11.123 8.255  1.526  -1.116 C36  4HI 34 
4HI O6   O6   O 0 1 N N N 2.147  27.202 12.348 9.182  1.913  -2.006 O6   4HI 35 
4HI O7   O7   O 0 1 N N N 3.111  26.983 10.397 8.552  1.389  0.047  O7   4HI 36 
4HI H4   H4   H 0 1 N N N 7.831  30.696 1.866  -5.886 2.583  0.661  H4   4HI 37 
4HI H4A  H4A  H 0 1 N N N 9.195  31.775 2.350  -5.502 2.757  -1.068 H4A  4HI 38 
4HI H6   H6   H 0 1 N N N 3.598  32.284 3.282  -1.319 3.407  0.956  H6   4HI 39 
4HI H7   H7   H 0 1 N N N 3.426  33.679 8.263  1.519  0.995  1.957  H7   4HI 40 
4HI H7A  H7A  H 0 1 N N N 2.351  33.535 6.851  1.543  -0.769 1.722  H7A  4HI 41 
4HI H8   H8   H 0 1 N N N 2.250  31.085 7.173  2.020  -0.463 -0.677 H8   4HI 42 
4HI H8A  H8A  H 0 1 N N N 3.326  31.317 8.677  1.938  1.304  -0.483 H8A  4HI 43 
4HI H10  H10  H 0 1 N N N -0.217 30.555 9.731  4.447  -0.126 -1.518 H10  4HI 44 
4HI H10A H10A H 0 0 N N N 0.758  29.858 8.350  4.197  1.618  -1.266 H10A 4HI 45 
4HI H13  H13  H 0 1 N N N 2.857  34.610 5.109  1.600  2.546  0.771  H13  4HI 46 
4HI H13A H13A H 0 0 N N N 3.737  34.647 3.543  0.590  2.930  -0.644 H13A 4HI 47 
4HI H13B H13B H 0 0 N N N 1.977  34.287 3.576  0.946  4.188  0.564  H13B 4HI 48 
4HI H15  H15  H 0 1 N N N 6.503  34.474 11.127 2.497  -4.024 0.154  H15  4HI 49 
4HI H17  H17  H 0 1 N N N 8.401  31.129 -0.481 -7.449 0.888  1.423  H17  4HI 50 
4HI H20  H20  H 0 1 N N N 7.956  32.549 -2.452 -9.390 -0.515 0.851  H20  4HI 51 
4HI H21  H21  H 0 1 N N N 6.494  30.332 8.428  -2.347 -3.083 0.259  H21  4HI 52 
4HI H24  H24  H 0 1 N N N 7.360  30.303 10.735 -1.545 -5.398 0.045  H24  4HI 53 
4HI H26  H26  H 0 1 N N N 7.187  34.316 2.109  -6.529 1.304  -2.721 H26  4HI 54 
4HI HN2  HN2  H 0 1 N N N 7.861  32.717 3.957  -4.571 0.236  -0.198 HN2  4HI 55 
4HI H23  H23  H 0 1 N N N 6.747  35.742 0.137  -8.479 -0.086 -3.293 H23  4HI 56 
4HI H29  H29  H 0 1 N N N 7.127  34.863 -2.144 -9.905 -1.002 -1.507 H29  4HI 57 
4HI H14  H14  H 0 1 N N N 1.935  31.646 5.625  0.673  2.203  2.929  H14  4HI 58 
4HI H14A H14A H 0 0 N N N 1.099  32.401 4.227  -0.030 3.838  2.985  H14A 4HI 59 
4HI H14B H14B H 0 0 N N N 2.046  30.892 3.999  -1.064 2.414  3.257  H14B 4HI 60 
4HI H18  H18  H 0 1 N N N 5.656  34.514 8.799  1.712  -1.703 0.365  H18  4HI 61 
4HI H9   H9   H 0 1 N N N 1.617  32.411 9.810  3.819  1.162  1.176  H9   4HI 62 
4HI HO4  HO4  H 0 1 N N N -0.477 32.649 8.909  3.917  -1.618 0.345  HO4  4HI 63 
4HI H11  H11  H 0 1 N N N 2.692  29.652 9.857  6.065  1.595  0.414  H11  4HI 64 
4HI HO3  HO3  H 0 1 N N N 1.676  29.785 12.208 6.433  -1.134 -0.508 HO3  4HI 65 
4HI H35  H35  H 0 1 N N N 0.269  28.342 11.155 6.840  0.466  -2.313 H35  4HI 66 
4HI H35A H35A H 0 0 N N N 0.859  27.863 9.521  6.424  2.169  -2.006 H35A 4HI 67 
4HI HO6  HO6  H 0 1 N N N 2.870  26.638 12.598 10.075 2.070  -1.669 HO6  4HI 68 
# 
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 
4HI C12 N1   SING Y N 1  
4HI N1  C5   SING N N 2  
4HI N1  C7   SING Y N 3  
4HI C2  N3   SING N N 4  
4HI N3  C5   DOUB N N 5  
4HI C32 C4   SING N N 6  
4HI C4  N2   SING N N 7  
4HI C4  H4   SING N N 8  
4HI C4  H4A  SING N N 9  
4HI C5  C27  SING N N 10 
4HI C13 C6   SING N N 11 
4HI C6  C14  SING N N 12 
4HI C6  C12  SING N N 13 
4HI C6  H6   SING N N 14 
4HI C7  C8   SING N N 15 
4HI C7  H7   SING N N 16 
4HI C7  H7A  SING N N 17 
4HI C8  C9   SING N N 18 
4HI C8  H8   SING N N 19 
4HI C8  H8A  SING N N 20 
4HI C9  C10  SING N N 21 
4HI C10 C11  SING N N 22 
4HI C10 H10  SING N N 23 
4HI C10 H10A SING Y N 24 
4HI C13 H13  SING N N 25 
4HI C13 H13A SING Y N 26 
4HI C13 H13B SING N N 27 
4HI C18 C15  DOUB Y N 28 
4HI C15 C30  SING Y N 29 
4HI C15 H15  SING N N 30 
4HI C20 C17  DOUB Y N 31 
4HI C17 C32  SING N N 32 
4HI C17 H17  SING Y N 33 
4HI C20 C29  SING N N 34 
4HI C20 H20  SING N N 35 
4HI C27 C21  DOUB N N 36 
4HI C21 C24  SING N N 37 
4HI C21 H21  SING N N 38 
4HI C24 C30  DOUB N N 39 
4HI C24 H24  SING N N 40 
4HI C23 C26  SING Y N 41 
4HI C32 C26  DOUB Y N 42 
4HI C26 H26  SING N N 43 
4HI O2  C3   DOUB Y N 44 
4HI N2  C3   SING N N 45 
4HI C3  C2   SING Y N 46 
4HI N2  HN2  SING Y N 47 
4HI C29 C23  DOUB Y N 48 
4HI C23 H23  SING N N 49 
4HI C29 H29  SING N N 50 
4HI C2  C12  DOUB N N 51 
4HI C14 H14  SING Y N 52 
4HI C14 H14A SING Y N 53 
4HI C14 H14B SING N N 54 
4HI C27 C18  SING Y N 55 
4HI C30 F1   SING N N 56 
4HI C18 H18  SING N N 57 
4HI O4  C9   SING N N 58 
4HI C9  H9   SING N N 59 
4HI O4  HO4  SING N N 60 
4HI C11 C35  SING N N 61 
4HI C11 O3   SING N N 62 
4HI C11 H11  SING N N 63 
4HI O3  HO3  SING N N 64 
4HI C35 C36  SING N N 65 
4HI C35 H35  SING N N 66 
4HI C35 H35A SING N N 67 
4HI O7  C36  DOUB N N 68 
4HI C36 O6   SING N N 69 
4HI O6  HO6  SING N N 70 
# 
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 
4HI SMILES           ACDLabs              10.04 O=C(O)CC(O)CC(O)CCn2c(c(nc2c1ccc(F)cc1)C(=O)NCc3ccccc3)C(C)C 
4HI InChI            InChI                1.02b 
InChI=1/C27H32FN3O5/c1-17(2)25-24(27(36)29-16-18-6-4-3-5-7-18)30-26(19-8-10-20(28)11-9-19)31(25)13-12-21(32)14-22(33)15-23(34)35/h3-11,17,21-22,32-33H,12-16H2,1-2H3,(H,29,36)(H,34,35)/t21-,22-/m1/s1/f/h29,34H 
4HI InChIKey         InChI                1.02b ATGOOVTXNDYCBK-CFUKBUSMDR 
4HI SMILES_CANONICAL CACTVS               3.341 CC(C)c1n(CC[C@@H](O)C[C@@H](O)CC(O)=O)c(nc1C(=O)NCc2ccccc2)c3ccc(F)cc3 
4HI SMILES           CACTVS               3.341 CC(C)c1n(CC[CH](O)C[CH](O)CC(O)=O)c(nc1C(=O)NCc2ccccc2)c3ccc(F)cc3 
4HI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)c1c(nc(n1CC[C@H](C[C@H](CC(=O)O)O)O)c2ccc(cc2)F)C(=O)NCc3ccccc3 
4HI SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)c1c(nc(n1CCC(CC(CC(=O)O)O)O)c2ccc(cc2)F)C(=O)NCc3ccccc3 
# 
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 
4HI "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-7-[4-(benzylcarbamoyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-1H-imidazol-1-yl]-3,5-dihydroxyheptanoic acid" 
4HI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[2-(4-fluorophenyl)-4-(phenylmethylcarbamoyl)-5-propan-2-yl-imidazol-1-yl]-3,5-dihydroxy-heptanoic acid" 
# 
