data_6HI
# 
_chem_comp.id                                    6HI 
_chem_comp.name                                  "(3R,5R)-7-{2-[(4-fluorobenzyl)carbamoyl]-4-(4-fluorophenyl)-1-(1-methylethyl)-1H-imidazol-5-yl}-3,5-dihydroxyheptanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 F2 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                        515.549 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6HI 
_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        3CD0 
_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 
6HI N3   N3   N 0 1 Y N N -31.714 29.794 11.223 -1.733 0.348  0.554  N3   6HI 1  
6HI C4   C4   C 0 1 N N N -28.415 32.349 9.216  0.957  -3.219 0.204  C4   6HI 2  
6HI C5   C5   C 0 1 Y N N -30.883 28.963 10.617 -0.468 0.725  0.778  C5   6HI 3  
6HI C6   C6   C 0 1 N N N -29.012 32.163 10.607 -0.215 -2.862 1.120  C6   6HI 4  
6HI C7   C7   C 0 1 N N N -28.449 29.093 9.525  1.748  -0.450 1.320  C7   6HI 5  
6HI C8   C8   C 0 1 N N N -27.437 28.679 10.580 2.537  -0.441 0.009  C8   6HI 6  
6HI C10  C10  C 0 1 N N N -25.353 27.401 11.119 4.828  -0.487 -0.987 C10  6HI 7  
6HI C13  C13  C 0 1 N N N -27.954 32.107 11.706 0.187  -3.099 2.578  C13  6HI 8  
6HI C15  C15  C 0 1 Y N N -31.621 25.777 8.748  1.428  3.833  1.716  C15  6HI 9  
6HI C17  C17  C 0 1 Y N N -33.812 34.891 11.008 -6.744 -0.854 -1.901 C17  6HI 10 
6HI C20  C20  C 0 1 Y N N -33.938 36.236 10.667 -7.782 -0.037 -2.306 C20  6HI 11 
6HI C21  C21  C 0 1 Y N N -30.861 26.591 11.303 -0.398 3.016  -0.206 C21  6HI 12 
6HI C24  C24  C 0 1 Y N N -31.036 25.244 11.029 0.077  4.311  -0.212 C24  6HI 13 
6HI C26  C26  C 0 1 Y N N -34.351 35.411 13.300 -7.338 -0.477 0.389  C26  6HI 14 
6HI F2   F2   F 0 1 N N N -34.391 38.459 11.316 -9.616 1.359  -1.758 F2   6HI 15 
6HI C29  C29  C 0 1 Y N N -34.276 37.165 11.646 -8.600 0.561  -1.363 C29  6HI 16 
6HI C23  C23  C 0 1 Y N N -34.481 36.759 12.961 -8.377 0.340  -0.014 C23  6HI 17 
6HI C32  C32  C 0 1 Y N N -34.020 34.474 12.325 -6.522 -1.074 -0.554 C32  6HI 18 
6HI C1   C1   C 0 1 N N N -33.895 33.017 12.706 -5.393 -1.970 -0.113 C1   6HI 19 
6HI N2   N2   N 0 1 N N N -33.057 32.322 11.738 -4.178 -1.171 0.068  N2   6HI 20 
6HI C3   C3   C 0 1 N N N -31.743 32.182 11.898 -3.034 -1.765 0.462  C3   6HI 21 
6HI O2   O2   O 0 1 N N N -31.187 32.636 12.888 -3.010 -2.964 0.667  O2   6HI 22 
6HI C2   C2   C 0 1 Y N N -31.105 30.995 11.260 -1.811 -0.962 0.644  C2   6HI 23 
6HI N4   N4   N 0 1 Y N N -29.884 30.953 10.679 -0.569 -1.453 0.934  N4   6HI 24 
6HI C12  C12  C 0 1 Y N N -29.654 29.691 10.233 0.272  -0.398 1.019  C12  6HI 25 
6HI C27  C27  C 0 1 Y N N -31.050 27.529 10.301 0.040  2.120  0.767  C27  6HI 26 
6HI C30  C30  C 0 1 Y N N -31.421 24.842 9.757  0.989  4.721  0.747  C30  6HI 27 
6HI F1   F1   F 0 1 N N N -31.577 23.538 9.505  1.452  5.990  0.737  F1   6HI 28 
6HI C18  C18  C 0 1 Y N N -31.441 27.130 9.023  0.958  2.536  1.730  C18  6HI 29 
6HI C9   C9   C 0 1 N N R -26.191 28.006 9.994  4.027  -0.621 0.310  C9   6HI 30 
6HI O4   O4   O 0 1 N N N -25.390 28.967 9.325  4.246  -1.915 0.874  O4   6HI 31 
6HI C11  C11  C 0 1 N N R -25.970 26.130 11.699 6.324  -0.542 -0.670 C11  6HI 32 
6HI O3   O3   O 0 1 N N N -25.925 25.077 10.753 6.654  -1.832 -0.153 O3   6HI 33 
6HI C35  C35  C 0 1 N N N -25.191 25.730 12.934 7.125  -0.284 -1.948 C35  6HI 34 
6HI C36  C36  C 0 1 N N N -25.851 24.584 13.646 8.593  -0.216 -1.614 C36  6HI 35 
6HI O7   O7   O 0 1 N N N -25.496 23.436 13.416 8.961  -0.359 -0.472 O7   6HI 36 
6HI O6   O6   O 0 1 N N N -26.797 24.834 14.549 9.493  0.003  -2.586 O6   6HI 37 
6HI H4   H4   H 0 1 N N N -29.224 32.394 8.472  1.853  -2.697 0.540  H4   6HI 38 
6HI H4A  H4A  H 0 1 N N N -27.838 33.285 9.187  1.129  -4.295 0.236  H4A  6HI 39 
6HI H4B  H4B  H 0 1 N N N -27.752 31.502 8.986  0.724  -2.919 -0.818 H4B  6HI 40 
6HI H6   H6   H 0 1 N N N -29.629 33.056 10.784 -1.073 -3.488 0.874  H6   6HI 41 
6HI H7   H7   H 0 1 N N N -28.757 28.216 8.937  1.973  -1.362 1.874  H7   6HI 42 
6HI H7A  H7A  H 0 1 N N N -28.005 29.832 8.842  2.027  0.417  1.919  H7A  6HI 43 
6HI H8   H8   H 0 1 N N N -27.118 29.581 11.123 2.194  -1.257 -0.627 H8   6HI 44 
6HI H8A  H8A  H 0 1 N N N -27.928 27.945 11.236 2.381  0.509  -0.502 H8A  6HI 45 
6HI H10  H10  H 0 1 N N N -24.360 27.152 10.716 4.569  -1.305 -1.660 H10  6HI 46 
6HI H10A H10A H 0 0 N N N -25.297 28.143 11.929 4.592  0.464  -1.464 H10A 6HI 47 
6HI H13  H13  H 0 1 N N N -26.953 32.094 11.251 1.110  -2.561 2.792  H13  6HI 48 
6HI H13A H13A H 0 0 N N N -28.051 32.991 12.353 -0.604 -2.740 3.236  H13A 6HI 49 
6HI H13B H13B H 0 0 N N N -28.096 31.196 12.306 0.340  -4.166 2.743  H13B 6HI 50 
6HI H15  H15  H 0 1 N N N -31.914 25.457 7.759  2.142  4.156  2.458  H15  6HI 51 
6HI H17  H17  H 0 1 N N N -33.552 34.167 10.250 -6.108 -1.324 -2.636 H17  6HI 52 
6HI H20  H20  H 0 1 N N N -33.774 36.556 9.648  -7.955 0.135  -3.358 H20  6HI 53 
6HI H21  H21  H 0 1 N N N -30.578 26.909 12.296 -1.109 2.697  -0.953 H21  6HI 54 
6HI H24  H24  H 0 1 N N N -30.873 24.509 11.803 -0.262 5.006  -0.966 H24  6HI 55 
6HI H26  H26  H 0 1 N N N -34.508 35.094 14.321 -7.164 -0.650 1.441  H26  6HI 56 
6HI H23  H23  H 0 1 N N N -34.740 37.485 13.718 -9.015 0.805  0.723  H23  6HI 57 
6HI H1   H1   H 0 1 N N N -33.439 32.939 13.704 -5.656 -2.449 0.829  H1   6HI 58 
6HI H1A  H1A  H 0 1 N N N -34.895 32.558 12.716 -5.217 -2.732 -0.872 H1A  6HI 59 
6HI HN2  HN2  H 0 1 N N N -33.486 31.935 10.922 -4.197 -0.216 -0.096 HN2  6HI 60 
6HI H18  H18  H 0 1 N N N -31.603 27.867 8.250  1.300  1.845  2.485  H18  6HI 61 
6HI H9   H9   H 0 1 N N N -26.517 27.224 9.292  4.349  0.144  1.016  H9   6HI 62 
6HI HO4  HO4  H 0 1 N N N -25.211 29.693 9.910  3.981  -2.645 0.298  HO4  6HI 63 
6HI H11  H11  H 0 1 N N N -27.022 26.324 11.956 6.566  0.220  0.071  H11  6HI 64 
6HI HO3  HO3  H 0 1 N N N -25.915 25.440 9.875  6.464  -2.560 -0.761 HO3  6HI 65 
6HI H35  H35  H 0 1 N N N -24.178 25.426 12.633 6.951  -1.094 -2.656 H35  6HI 66 
6HI H35A H35A H 0 0 N N N -25.155 26.591 13.618 6.809  0.660  -2.391 H35A 6HI 67 
6HI HO6  HO6  H 0 1 N N N -27.097 24.016 14.928 10.423 0.039  -2.324 HO6  6HI 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 
6HI C5  N3   SING Y N 1  
6HI N3  C2   DOUB N N 2  
6HI C4  C6   SING N N 3  
6HI C4  H4   SING N N 4  
6HI C4  H4A  SING N N 5  
6HI C4  H4B  SING Y N 6  
6HI C12 C5   DOUB N N 7  
6HI C27 C5   SING N N 8  
6HI C6  N4   SING N N 9  
6HI C6  C13  SING N N 10 
6HI C6  H6   SING N N 11 
6HI C7  C12  SING N N 12 
6HI C7  C8   SING N N 13 
6HI C7  H7   SING N N 14 
6HI C7  H7A  SING N N 15 
6HI C9  C8   SING N N 16 
6HI C8  H8   SING N N 17 
6HI C8  H8A  SING N N 18 
6HI C9  C10  SING N N 19 
6HI C10 C11  SING N N 20 
6HI C10 H10  SING N N 21 
6HI C10 H10A SING Y N 22 
6HI C13 H13  SING Y N 23 
6HI C13 H13A SING N N 24 
6HI C13 H13B SING Y N 25 
6HI C15 C18  DOUB N N 26 
6HI C15 C30  SING Y N 27 
6HI C15 H15  SING Y N 28 
6HI C20 C17  DOUB N N 29 
6HI C17 C32  SING N N 30 
6HI C17 H17  SING Y N 31 
6HI C20 C29  SING N N 32 
6HI C20 H20  SING N N 33 
6HI C27 C21  DOUB N N 34 
6HI C24 C21  SING Y N 35 
6HI C21 H21  SING Y N 36 
6HI C30 C24  DOUB N N 37 
6HI C24 H24  SING Y N 38 
6HI C32 C26  DOUB N N 39 
6HI C23 C26  SING N N 40 
6HI C26 H26  SING N N 41 
6HI F2  C29  SING N N 42 
6HI C29 C23  DOUB N N 43 
6HI C23 H23  SING N N 44 
6HI C32 C1   SING N N 45 
6HI N2  C1   SING N N 46 
6HI C1  H1   SING Y N 47 
6HI C1  H1A  SING Y N 48 
6HI N2  C3   SING Y N 49 
6HI N2  HN2  SING N N 50 
6HI C2  C3   SING Y N 51 
6HI C3  O2   DOUB Y N 52 
6HI N4  C2   SING N N 53 
6HI C12 N4   SING Y N 54 
6HI C18 C27  SING N N 55 
6HI F1  C30  SING N N 56 
6HI C18 H18  SING N N 57 
6HI O4  C9   SING N N 58 
6HI C9  H9   SING N N 59 
6HI O4  HO4  SING N N 60 
6HI O3  C11  SING N N 61 
6HI C11 C35  SING N N 62 
6HI C11 H11  SING N N 63 
6HI O3  HO3  SING N N 64 
6HI C35 C36  SING N N 65 
6HI C35 H35  SING N N 66 
6HI C35 H35A SING N N 67 
6HI O7  C36  DOUB N N 68 
6HI C36 O6   SING N N 69 
6HI 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 
6HI SMILES           ACDLabs              10.04 O=C(NCc1ccc(F)cc1)c2nc(c(n2C(C)C)CCC(O)CC(O)CC(=O)O)c3ccc(F)cc3 
6HI InChI            InChI                1.02b 
InChI=1/C27H31F2N3O5/c1-16(2)32-23(12-11-21(33)13-22(34)14-24(35)36)25(18-5-9-20(29)10-6-18)31-26(32)27(37)30-15-17-3-7-19(28)8-4-17/h3-10,16,21-22,33-34H,11-15H2,1-2H3,(H,30,37)(H,35,36)/t21-,22-/m1/s1/f/h30,35H 
6HI InChIKey         InChI                1.02b KNKKPGAQSAHIHV-VCAFVUGPDZ 
6HI SMILES_CANONICAL CACTVS               3.341 CC(C)n1c(CC[C@@H](O)C[C@@H](O)CC(O)=O)c(nc1C(=O)NCc2ccc(F)cc2)c3ccc(F)cc3 
6HI SMILES           CACTVS               3.341 CC(C)n1c(CC[CH](O)C[CH](O)CC(O)=O)c(nc1C(=O)NCc2ccc(F)cc2)c3ccc(F)cc3 
6HI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)n1c(c(nc1C(=O)NCc2ccc(cc2)F)c3ccc(cc3)F)CC[C@H](C[C@H](CC(=O)O)O)O 
6HI SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)n1c(c(nc1C(=O)NCc2ccc(cc2)F)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 
6HI "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-7-{2-[(4-fluorobenzyl)carbamoyl]-4-(4-fluorophenyl)-1-(1-methylethyl)-1H-imidazol-5-yl}-3,5-dihydroxyheptanoic acid" 
6HI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[5-(4-fluorophenyl)-2-[(4-fluorophenyl)methylcarbamoyl]-3-propan-2-yl-imidazol-4-yl]-3,5-dihydroxy-heptanoic acid" 
# 
