data_D3E
# 
_chem_comp.id                                    D3E 
_chem_comp.name                                  N-cyclopropyl-N-(trans-4-pyridin-3-ylcyclohexyl)-4-[(1S)-2,2,2-trifluoro-1-hydroxy-1-methylethyl]benzamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H27 F3 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-12 
_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                        432.479 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D3E 
_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        3D3E 
_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 
D3E F25  F25  F 0 1 N N N 10.809 41.042 -2.020 5.079  -0.671 0.551  F25  D3E 1  
D3E C21  C21  C 0 1 N N N 11.398 40.653 -3.134 4.154  -1.713 0.682  C21  D3E 2  
D3E F23  F23  F 0 1 N N N 12.279 39.715 -2.836 4.833  -2.934 0.746  F23  D3E 3  
D3E F24  F24  F 0 1 N N N 12.026 41.679 -3.681 3.409  -1.531 1.852  F24  D3E 4  
D3E C2   C2   C 0 1 N N S 10.405 40.061 -4.179 3.214  -1.715 -0.526 C2   D3E 5  
D3E C1   C1   C 0 1 N N N 9.493  41.120 -4.818 4.038  -1.785 -1.813 C1   D3E 6  
D3E O22  O22  O 0 1 N N N 11.302 39.632 -5.184 2.347  -2.849 -0.452 O22  D3E 7  
D3E C3   C3   C 0 1 Y N N 9.622  38.893 -3.582 2.391  -0.452 -0.524 C3   D3E 8  
D3E C8   C8   C 0 1 Y N N 8.557  39.115 -2.708 3.010  0.773  -0.696 C8   D3E 9  
D3E C7   C7   C 0 1 Y N N 7.838  38.059 -2.157 2.262  1.933  -0.696 C7   D3E 10 
D3E C6   C6   C 0 1 Y N N 8.161  36.741 -2.453 0.879  1.867  -0.521 C6   D3E 11 
D3E C5   C5   C 0 1 Y N N 9.217  36.504 -3.320 0.261  0.628  -0.348 C5   D3E 12 
D3E C4   C4   C 0 1 Y N N 9.934  37.562 -3.872 1.020  -0.525 -0.356 C4   D3E 13 
D3E C9   C9   C 0 1 N N N 7.403  35.612 -1.876 0.072  3.106  -0.519 C9   D3E 14 
D3E O11  O11  O 0 1 N N N 6.252  35.400 -2.247 0.446  4.076  -1.148 O11  D3E 15 
D3E N10  N10  N 0 1 N N N 8.019  34.797 -0.924 -1.079 3.159  0.180  N10  D3E 16 
D3E C12  C12  C 0 1 N N N 8.245  33.404 -1.239 -1.426 4.369  0.928  C12  D3E 17 
D3E C14  C14  C 0 1 N N N 6.942  32.801 -1.675 -1.559 5.674  0.140  C14  D3E 18 
D3E C13  C13  C 0 1 N N N 7.351  32.682 -0.266 -0.354 5.453  1.056  C13  D3E 19 
D3E C15  C15  C 0 1 N N N 8.877  35.406 0.134  -1.984 2.006  0.191  C15  D3E 20 
D3E C20  C20  C 0 1 N N N 10.098 34.481 0.297  -1.566 1.042  1.303  C20  D3E 21 
D3E C19  C19  C 0 1 N N N 11.094 35.009 1.330  -2.510 -0.162 1.315  C19  D3E 22 
D3E C18  C18  C 0 1 N N N 10.376 35.185 2.664  -2.440 -0.879 -0.035 C18  D3E 23 
D3E C17  C17  C 0 1 N N N 9.219  36.174 2.504  -2.857 0.086  -1.147 C17  D3E 24 
D3E C16  C16  C 0 1 N N N 8.198  35.631 1.496  -1.913 1.289  -1.159 C16  D3E 25 
D3E C26  C26  C 0 1 Y N N 11.330 35.646 3.721  -3.370 -2.065 -0.023 C26  D3E 26 
D3E C31  C31  C 0 1 Y N N 12.316 36.575 3.431  -2.877 -3.345 -0.222 C31  D3E 27 
D3E C30  C30  C 0 1 Y N N 13.172 36.979 4.440  -3.770 -4.406 -0.202 C30  D3E 28 
D3E C29  C29  C 0 1 Y N N 12.997 36.439 5.708  -5.111 -4.154 0.013  C29  D3E 29 
D3E N28  N28  N 0 1 Y N N 12.047 35.545 6.010  -5.545 -2.922 0.197  N28  D3E 30 
D3E C27  C27  C 0 1 Y N N 11.228 35.164 5.023  -4.724 -1.890 0.191  C27  D3E 31 
D3E H1   H1   H 0 1 N N N 9.275  41.909 -4.083 4.633  -2.698 -1.814 H1   D3E 32 
D3E H1A  H1A  H 0 1 N N N 9.998  41.561 -5.690 3.368  -1.786 -2.673 H1A  D3E 33 
D3E H1B  H1B  H 0 1 N N N 8.553  40.648 -5.139 4.699  -0.920 -1.869 H1B  D3E 34 
D3E HO22 HO22 H 0 0 N N N 10.835 39.536 -6.006 1.794  -2.870 0.340  HO22 D3E 35 
D3E H8   H8   H 0 1 N N N 8.285  40.129 -2.454 4.080  0.822  -0.831 H8   D3E 36 
D3E H7   H7   H 0 1 N N N 7.016  38.267 -1.489 2.746  2.889  -0.830 H7   D3E 37 
D3E H5   H5   H 0 1 N N N 9.486  35.488 -3.570 -0.809 0.570  -0.213 H5   D3E 38 
D3E H4   H4   H 0 1 N N N 10.753 37.348 -4.542 0.543  -1.485 -0.226 H4   D3E 39 
D3E H12  H12  H 0 1 N N N 9.281  33.352 -1.606 -2.097 4.222  1.775  H12  D3E 40 
D3E H14  H14  H 0 1 N N N 6.053  33.270 -2.122 -1.388 5.632  -0.935 H14  D3E 41 
D3E H14A H14A H 0 0 N N N 6.625  32.101 -2.462 -2.317 6.385  0.468  H14A D3E 42 
D3E H13  H13  H 0 1 N N N 7.537  31.792 0.353  -0.319 6.019  1.987  H13  D3E 43 
D3E H13A H13A H 0 0 N N N 6.897  32.915 0.708  0.610  5.265  0.584  H13A D3E 44 
D3E H15  H15  H 0 1 N N N 9.140  36.421 -0.198 -3.004 2.346  0.369  H15  D3E 45 
D3E H20  H20  H 0 1 N N N 9.746  33.492 0.625  -0.546 0.701  1.125  H20  D3E 46 
D3E H20A H20A H 0 0 N N N 10.614 34.429 -0.673 -1.616 1.552  2.265  H20A D3E 47 
D3E H19  H19  H 0 1 N N N 11.921 34.293 1.446  -2.213 -0.849 2.107  H19  D3E 48 
D3E H19A H19A H 0 0 N N N 11.500 35.975 0.996  -3.530 0.178  1.493  H19A D3E 49 
D3E H18  H18  H 0 1 N N N 9.968  34.214 2.980  -1.420 -1.219 -0.213 H18  D3E 50 
D3E H17  H17  H 0 1 N N N 8.727  36.318 3.477  -2.807 -0.425 -2.109 H17  D3E 51 
D3E H17A H17A H 0 0 N N N 9.613  37.133 2.137  -3.877 0.426  -0.969 H17A D3E 52 
D3E H16  H16  H 0 1 N N N 7.380  36.357 1.380  -2.210 1.977  -1.951 H16  D3E 53 
D3E H16A H16A H 0 0 N N N 7.798  34.675 1.864  -0.893 0.949  -1.337 H16A D3E 54 
D3E H31  H31  H 0 1 N N N 12.415 36.977 2.434  -1.823 -3.512 -0.388 H31  D3E 55 
D3E H30  H30  H 0 1 N N N 13.956 37.696 4.247  -3.421 -5.417 -0.354 H30  D3E 56 
D3E H29  H29  H 0 1 N N N 13.665 36.758 6.494  -5.813 -4.975 0.029  H29  D3E 57 
D3E H27  H27  H 0 1 N N N 10.451 34.448 5.247  -5.115 -0.896 0.350  H27  D3E 58 
# 
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 
D3E F25 C21  SING N N 1  
D3E C21 F23  SING N N 2  
D3E C21 F24  SING N N 3  
D3E C21 C2   SING N N 4  
D3E C2  C1   SING N N 5  
D3E C2  O22  SING N N 6  
D3E C2  C3   SING N N 7  
D3E C3  C8   DOUB N N 8  
D3E C3  C4   SING N N 9  
D3E C8  C7   SING N N 10 
D3E C7  C6   DOUB N N 11 
D3E C6  C5   SING Y N 12 
D3E C6  C9   SING Y N 13 
D3E C5  C4   DOUB Y N 14 
D3E C9  O11  DOUB N N 15 
D3E C9  N10  SING Y N 16 
D3E N10 C12  SING N N 17 
D3E N10 C15  SING Y N 18 
D3E C12 C14  SING N N 19 
D3E C12 C13  SING Y N 20 
D3E C14 C13  SING N N 21 
D3E C15 C20  SING N N 22 
D3E C15 C16  SING N N 23 
D3E C20 C19  SING N N 24 
D3E C19 C18  SING N N 25 
D3E C18 C17  SING N N 26 
D3E C18 C26  SING N N 27 
D3E C17 C16  SING N N 28 
D3E C26 C31  DOUB N N 29 
D3E C26 C27  SING N N 30 
D3E C31 C30  SING N N 31 
D3E C30 C29  DOUB N N 32 
D3E C29 N28  SING N N 33 
D3E N28 C27  DOUB N N 34 
D3E C1  H1   SING N N 35 
D3E C1  H1A  SING N N 36 
D3E C1  H1B  SING N N 37 
D3E O22 HO22 SING N N 38 
D3E C8  H8   SING N N 39 
D3E C7  H7   SING N N 40 
D3E C5  H5   SING N N 41 
D3E C4  H4   SING N N 42 
D3E C12 H12  SING N N 43 
D3E C14 H14  SING N N 44 
D3E C14 H14A SING N N 45 
D3E C13 H13  SING N N 46 
D3E C13 H13A SING N N 47 
D3E C15 H15  SING N N 48 
D3E C20 H20  SING N N 49 
D3E C20 H20A SING N N 50 
D3E C19 H19  SING N N 51 
D3E C19 H19A SING Y N 52 
D3E C18 H18  SING Y N 53 
D3E C17 H17  SING Y N 54 
D3E C17 H17A SING N N 55 
D3E C16 H16  SING Y N 56 
D3E C16 H16A SING N N 57 
D3E C31 H31  SING Y N 58 
D3E C30 H30  SING N N 59 
D3E C29 H29  SING Y N 60 
D3E C27 H27  SING N N 61 
# 
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 
D3E SMILES           ACDLabs              10.04 FC(F)(F)C(O)(c1ccc(cc1)C(=O)N(C2CC2)C4CCC(c3cccnc3)CC4)C                                                                                                                          
D3E InChI            InChI                1.02b InChI=1/C24H27F3N2O2/c1-23(31,24(25,26)27)19-8-4-17(5-9-19)22(30)29(21-12-13-21)20-10-6-16(7-11-20)18-3-2-14-28-15-18/h2-5,8-9,14-16,20-21,31H,6-7,10-13H2,1H3/t16-,20-,23-/m0/s1 
D3E InChIKey         InChI                1.02b FLRYWTWLHWACRP-GRWTVWFQBU                                                                                                                                                         
D3E SMILES_CANONICAL CACTVS               3.341 C[C@](O)(c1ccc(cc1)C(=O)N(C2CC2)[C@@H]3CC[C@H](CC3)c4cccnc4)C(F)(F)F                                                                                                              
D3E SMILES           CACTVS               3.341 C[C](O)(c1ccc(cc1)C(=O)N(C2CC2)[CH]3CC[CH](CC3)c4cccnc4)C(F)(F)F                                                                                                                  
D3E SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](c1ccc(cc1)C(=O)N(C2CCC(CC2)c3cccnc3)C4CC4)(C(F)(F)F)O                                                                                                                       
D3E SMILES           "OpenEye OEToolkits" 1.5.0 CC(c1ccc(cc1)C(=O)N(C2CCC(CC2)c3cccnc3)C4CC4)(C(F)(F)F)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 
D3E "SYSTEMATIC NAME" ACDLabs              10.04 N-cyclopropyl-N-(trans-4-pyridin-3-ylcyclohexyl)-4-[(1S)-2,2,2-trifluoro-1-hydroxy-1-methylethyl]benzamide 
D3E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-cyclopropyl-N-(4-pyridin-3-ylcyclohexyl)-4-[(2S)-1,1,1-trifluoro-2-hydroxy-propan-2-yl]benzamide         
# 
