data_RIE
# 
_chem_comp.id                                    RIE 
_chem_comp.name                                  "(3R,5R)-7-[1-(4-fluorophenyl)-4-(1-methylethyl)-3-{methyl[(1R)-1-phenylethyl]carbamoyl}-1H-pyrazol-5-yl]-3,5-dihydroxyheptanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H36 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                     2007-11-28 
_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                        525.612 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RIE 
_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        2R4F 
_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 
RIE N3   N3   N 0 1 Y N N 98.384  -8.612  18.909 -0.446 0.938  0.193  N3   RIE 1  
RIE C4   C4   C 0 1 Y N N 98.134  -8.298  17.633 0.161  -0.197 0.627  C4   RIE 2  
RIE C5   C5   C 0 1 Y N N 98.472  -9.558  16.886 -0.732 -1.205 0.487  C5   RIE 3  
RIE C6   C6   C 0 1 N N N 98.405  -9.851  15.427 -0.528 -2.658 0.832  C6   RIE 4  
RIE C7   C7   C 0 1 N N N 97.615  -6.978  17.102 1.565  -0.313 1.163  C7   RIE 5  
RIE C8   C8   C 0 1 N N N 96.099  -7.105  16.973 2.544  -0.469 -0.002 C8   RIE 6  
RIE C10  C10  C 0 1 N N N 93.912  -5.869  17.007 4.951  -0.734 -0.615 C10  RIE 7  
RIE C13  C13  C 0 1 N N N 96.993  -10.286 15.048 -1.549 -3.079 1.891  C13  RIE 8  
RIE C15  C15  C 0 1 Y N N 99.089  -6.120  21.522 1.437  3.917  1.249  C15  RIE 9  
RIE C17  C17  C 0 1 Y N N 102.217 -13.135 15.911 -7.842 -0.532 -0.846 C17  RIE 10 
RIE C20  C20  C 0 1 Y N N 102.865 -13.499 14.731 -8.843 0.050  -0.090 C20  RIE 11 
RIE C21  C21  C 0 1 Y N N 97.028  -7.750  20.684 0.049  3.000  -0.967 C21  RIE 12 
RIE C24  C24  C 0 1 Y N N 96.843  -6.921  21.790 0.635  4.250  -0.988 C24  RIE 13 
RIE C26  C26  C 0 1 Y N N 101.591 -15.443 16.266 -6.276 -0.130 0.919  C26  RIE 14 
RIE O2   O2   O 0 1 N N N 98.550  -12.661 17.159 -3.266 -2.493 -0.207 O2   RIE 15 
RIE C3   C3   C 0 1 N N N 99.351  -11.923 17.716 -3.160 -1.296 -0.386 C3   RIE 16 
RIE N2   N2   N 0 1 N N N 100.539 -12.360 18.161 -4.196 -0.595 -0.889 N2   RIE 17 
RIE C1   C1   C 0 1 N N R 100.873 -13.780 17.952 -5.470 -1.265 -1.161 C1   RIE 18 
RIE C16  C16  C 0 1 N N N 101.682 -14.324 19.136 -5.808 -1.134 -2.648 C16  RIE 19 
RIE C32  C32  C 0 1 Y N N 101.576 -14.107 16.682 -6.559 -0.624 -0.340 C32  RIE 20 
RIE C23  C23  C 0 1 Y N N 102.240 -15.809 15.089 -7.278 0.447  1.677  C23  RIE 21 
RIE C29  C29  C 0 1 Y N N 102.876 -14.833 14.324 -8.561 0.540  1.171  C29  RIE 22 
RIE C14  C14  C 0 1 N N N 101.515 -11.519 18.857 -4.047 0.836  -1.164 C14  RIE 23 
RIE C2   C2   C 0 1 Y N N 98.928  -10.509 17.951 -1.897 -0.608 -0.051 C2   RIE 24 
RIE C12  C12  C 0 1 N N N 98.879  -8.681  14.569 -0.715 -3.511 -0.424 C12  RIE 25 
RIE C27  C27  C 0 1 Y N N 98.223  -7.794  19.956 0.148  2.207  0.169  C27  RIE 26 
RIE C18  C18  C 0 1 Y N N 99.245  -6.959  20.419 0.849  2.668  1.276  C18  RIE 27 
RIE C30  C30  C 0 1 Y N N 97.883  -6.102  22.213 1.329  4.710  0.119  C30  RIE 28 
RIE F1   F1   F 0 1 N N N 97.721  -5.297  23.277 1.900  5.934  0.096  F1   RIE 29 
RIE N4   N4   N 0 1 Y N N 98.845  -9.903  19.153 -1.642 0.678  -0.197 N4   RIE 30 
RIE C9   C9   C 0 1 N N R 95.416  -5.757  16.760 3.954  -0.702 0.544  C9   RIE 31 
RIE O4   O4   O 0 1 N N N 95.618  -5.350  15.403 3.994  -1.949 1.241  O4   RIE 32 
RIE C11  C11  C 0 1 N N R 93.534  -5.904  18.486 6.374  -0.842 -0.062 C11  RIE 33 
RIE O3   O3   O 0 1 N N N 93.773  -4.629  19.094 6.530  -2.096 0.606  O3   RIE 34 
RIE C35  C35  C 0 1 N N N 92.053  -6.256  18.604 7.377  -0.749 -1.213 C35  RIE 35 
RIE C36  C36  C 0 1 N N N 91.693  -6.567  20.039 8.778  -0.732 -0.657 C36  RIE 36 
RIE O6   O6   O 0 1 N N N 92.019  -7.677  20.512 8.955  -0.789 0.536  O6   RIE 37 
RIE O7   O7   O 0 1 N N N 91.075  -5.705  20.701 9.829  -0.654 -1.489 O7   RIE 38 
RIE H6   H6   H 0 1 N N N 99.100  -10.678 15.221 0.480  -2.801 1.222  H6   RIE 39 
RIE H7   H7   H 0 1 N N N 97.870  -6.163  17.795 1.813  0.585  1.728  H7   RIE 40 
RIE H7A  H7A  H 0 1 N N N 98.070  -6.746  16.128 1.634  -1.184 1.815  H7A  RIE 41 
RIE H8   H8   H 0 1 N N N 95.875  -7.749  16.110 2.246  -1.320 -0.615 H8   RIE 42 
RIE H8A  H8A  H 0 1 N N N 95.716  -7.531  17.912 2.534  0.437  -0.609 H8A  RIE 43 
RIE H10  H10  H 0 1 N N N 93.425  -4.995  16.551 4.742  -1.595 -1.251 H10  RIE 44 
RIE H10A H10A H 0 0 N N N 93.581  -6.821  16.566 4.858  0.181  -1.201 H10A RIE 45 
RIE H13  H13  H 0 1 N N N 96.384  -10.391 15.958 -2.549 -2.790 1.567  H13  RIE 46 
RIE H13A H13A H 0 0 N N N 96.541  -9.530  14.390 -1.509 -4.160 2.024  H13A RIE 47 
RIE H13B H13B H 0 0 N N N 97.036  -11.252 14.523 -1.317 -2.587 2.835  H13B RIE 48 
RIE H15  H15  H 0 1 N N N 99.904  -5.486  21.839 1.978  4.277  2.111  H15  RIE 49 
RIE H17  H17  H 0 1 N N N 102.211 -12.103 16.228 -8.064 -0.918 -1.830 H17  RIE 50 
RIE H20  H20  H 0 1 N N N 103.358 -12.748 14.132 -9.845 0.123  -0.486 H20  RIE 51 
RIE H21  H21  H 0 1 N N N 96.212  -8.387  20.375 -0.492 2.642  -1.830 H21  RIE 52 
RIE H24  H24  H 0 1 N N N 95.899  -6.915  22.314 0.558  4.867  -1.871 H24  RIE 53 
RIE H26  H26  H 0 1 N N N 101.096 -16.196 16.862 -5.273 -0.203 1.315  H26  RIE 54 
RIE H1   H1   H 0 1 N N N 99.893  -14.273 17.876 -5.389 -2.319 -0.898 H1   RIE 55 
RIE H16  H16  H 0 1 N N N 102.732 -14.454 18.834 -5.020 -1.597 -3.241 H16  RIE 56 
RIE H16A H16A H 0 0 N N N 101.627 -13.614 19.975 -6.756 -1.632 -2.850 H16A RIE 57 
RIE H16B H16B H 0 0 N N N 101.267 -15.294 19.448 -5.889 -0.079 -2.910 H16B RIE 58 
RIE H23  H23  H 0 1 N N N 102.250 -16.841 14.772 -7.056 0.833  2.661  H23  RIE 59 
RIE H29  H29  H 0 1 N N N 103.380 -15.111 13.410 -9.342 0.995  1.761  H29  RIE 60 
RIE H14  H14  H 0 1 N N N 102.362 -11.308 18.187 -3.596 0.972  -2.147 H14  RIE 61 
RIE H14A H14A H 0 0 N N N 101.038 -10.573 19.154 -5.027 1.314  -1.145 H14A RIE 62 
RIE H14B H14B H 0 0 N N N 101.878 -12.044 19.753 -3.408 1.288  -0.406 H14B RIE 63 
RIE H12  H12  H 0 1 N N N 98.993  -7.786  15.199 0.109  -3.328 -1.114 H12  RIE 64 
RIE H12A H12A H 0 0 N N N 99.847  -8.932  14.110 -0.730 -4.565 -0.148 H12A RIE 65 
RIE H12B H12B H 0 0 N N N 98.139  -8.482  13.780 -1.657 -3.248 -0.906 H12B RIE 66 
RIE H18  H18  H 0 1 N N N 100.193 -6.964  19.902 0.933  2.050  2.158  H18  RIE 67 
RIE H9   H9   H 0 1 N N N 95.845  -5.027  17.462 4.217  0.105  1.227  H9   RIE 68 
RIE HO4  HO4  H 0 1 N N N 95.663  -4.402  15.360 3.770  -2.714 0.693  HO4  RIE 69 
RIE H11  H11  H 0 1 N N N 94.148  -6.657  19.002 6.552  -0.030 0.643  H11  RIE 70 
RIE HO3  HO3  H 0 1 N N N 93.826  -4.732  20.037 6.386  -2.865 0.038  HO3  RIE 71 
RIE H35  H35  H 0 1 N N N 91.452  -5.402  18.259 7.258  -1.610 -1.870 H35  RIE 72 
RIE H35A H35A H 0 0 N N N 91.848  -7.143  17.986 7.199  0.167  -1.777 H35A RIE 73 
RIE HO7  HO7  H 0 1 N N N 90.911  -6.035  21.577 10.708 -0.646 -1.086 HO7  RIE 74 
# 
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 
RIE C4  N3   SING Y N 1  
RIE N3  N4   SING N N 2  
RIE N3  C27  SING Y N 3  
RIE C5  C4   DOUB Y N 4  
RIE C7  C4   SING Y N 5  
RIE C6  C5   SING N N 6  
RIE C5  C2   SING N N 7  
RIE C12 C6   SING N N 8  
RIE C13 C6   SING N N 9  
RIE C6  H6   SING N N 10 
RIE C8  C7   SING N N 11 
RIE C7  H7   SING N N 12 
RIE C7  H7A  SING N N 13 
RIE C9  C8   SING N N 14 
RIE C8  H8   SING N N 15 
RIE C8  H8A  SING N N 16 
RIE C9  C10  SING N N 17 
RIE C10 C11  SING N N 18 
RIE C10 H10  SING N N 19 
RIE C10 H10A SING N N 20 
RIE C13 H13  SING Y N 21 
RIE C13 H13A SING N N 22 
RIE C13 H13B SING Y N 23 
RIE C18 C15  DOUB N N 24 
RIE C15 C30  SING Y N 25 
RIE C15 H15  SING N N 26 
RIE C20 C17  DOUB Y N 27 
RIE C17 C32  SING N N 28 
RIE C17 H17  SING Y N 29 
RIE C29 C20  SING N N 30 
RIE C20 H20  SING Y N 31 
RIE C27 C21  DOUB N N 32 
RIE C21 C24  SING N N 33 
RIE C21 H21  SING N N 34 
RIE C24 C30  DOUB N N 35 
RIE C24 H24  SING N N 36 
RIE C23 C26  SING N N 37 
RIE C26 C32  DOUB N N 38 
RIE C26 H26  SING N N 39 
RIE O2  C3   DOUB N N 40 
RIE C3  C2   SING N N 41 
RIE C3  N2   SING N N 42 
RIE C1  N2   SING N N 43 
RIE N2  C14  SING Y N 44 
RIE C32 C1   SING N N 45 
RIE C1  C16  SING Y N 46 
RIE C1  H1   SING Y N 47 
RIE C16 H16  SING N N 48 
RIE C16 H16A SING N N 49 
RIE C16 H16B SING N N 50 
RIE C29 C23  DOUB N N 51 
RIE C23 H23  SING Y N 52 
RIE C29 H29  SING N N 53 
RIE C14 H14  SING N N 54 
RIE C14 H14A SING N N 55 
RIE C14 H14B SING N N 56 
RIE C2  N4   DOUB Y N 57 
RIE C12 H12  SING Y N 58 
RIE C12 H12A SING Y N 59 
RIE C12 H12B SING N N 60 
RIE C27 C18  SING N N 61 
RIE C18 H18  SING N N 62 
RIE C30 F1   SING N N 63 
RIE O4  C9   SING N N 64 
RIE C9  H9   SING N N 65 
RIE O4  HO4  SING N N 66 
RIE C11 C35  SING N N 67 
RIE C11 O3   SING N N 68 
RIE C11 H11  SING N N 69 
RIE O3  HO3  SING N N 70 
RIE C35 C36  SING N N 71 
RIE C35 H35  SING N N 72 
RIE C35 H35A SING N N 73 
RIE C36 O6   DOUB N N 74 
RIE C36 O7   SING N N 75 
RIE O7  HO7  SING N N 76 
# 
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 
RIE SMILES           ACDLabs              10.04 O=C(O)CC(O)CC(O)CCc2c(c(nn2c1ccc(F)cc1)C(=O)N(C(c3ccccc3)C)C)C(C)C 
RIE InChI            InChI                1.02b 
InChI=1/C29H36FN3O5/c1-18(2)27-25(15-14-23(34)16-24(35)17-26(36)37)33(22-12-10-21(30)11-13-22)31-28(27)29(38)32(4)19(3)20-8-6-5-7-9-20/h5-13,18-19,23-24,34-35H,14-17H2,1-4H3,(H,36,37)/t19-,23-,24-/m1/s1/f/h36H 
RIE InChIKey         InChI                1.02b MPDDTAJMJCESGV-QDHSKHFBDU 
RIE SMILES_CANONICAL CACTVS               3.341 CC(C)c1c(CC[C@@H](O)C[C@@H](O)CC(O)=O)n(nc1C(=O)N(C)[C@H](C)c2ccccc2)c3ccc(F)cc3 
RIE SMILES           CACTVS               3.341 CC(C)c1c(CC[CH](O)C[CH](O)CC(O)=O)n(nc1C(=O)N(C)[CH](C)c2ccccc2)c3ccc(F)cc3 
RIE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)c1c(n(nc1C(=O)N(C)[C@H](C)c2ccccc2)c3ccc(cc3)F)CC[C@H](C[C@H](CC(=O)O)O)O 
RIE SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)c1c(n(nc1C(=O)N(C)C(C)c2ccccc2)c3ccc(cc3)F)CCC(CC(CC(=O)O)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 
RIE "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-7-[1-(4-fluorophenyl)-4-(1-methylethyl)-3-{methyl[(1R)-1-phenylethyl]carbamoyl}-1H-pyrazol-5-yl]-3,5-dihydroxyheptanoic acid" 
RIE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[2-(4-fluorophenyl)-5-[methyl-[(1R)-1-phenylethyl]carbamoyl]-4-propan-2-yl-pyrazol-3-yl]-3,5-dihydroxy-heptanoic acid"      
# 
