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 2011-06-04 _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 Y N 8 D3E C3 C4 SING Y N 9 D3E C8 C7 SING Y N 10 D3E C7 C6 DOUB Y N 11 D3E C6 C5 SING Y N 12 D3E C6 C9 SING N N 13 D3E C5 C4 DOUB Y N 14 D3E C9 O11 DOUB N N 15 D3E C9 N10 SING N N 16 D3E N10 C12 SING N N 17 D3E N10 C15 SING N N 18 D3E C12 C14 SING N N 19 D3E C12 C13 SING N 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 Y N 29 D3E C26 C27 SING Y N 30 D3E C31 C30 SING Y N 31 D3E C30 C29 DOUB Y N 32 D3E C29 N28 SING Y N 33 D3E N28 C27 DOUB Y 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 N N 52 D3E C18 H18 SING N N 53 D3E C17 H17 SING N N 54 D3E C17 H17A SING N N 55 D3E C16 H16 SING N N 56 D3E C16 H16A SING N N 57 D3E C31 H31 SING N N 58 D3E C30 H30 SING N N 59 D3E C29 H29 SING N 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 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" D3E InChI InChI 1.03 "InChI=1S/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 1.03 FLRYWTWLHWACRP-GRWTVWFQSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D3E "Create component" 2008-05-12 RCSB D3E "Modify aromatic_flag" 2011-06-04 RCSB D3E "Modify descriptor" 2011-06-04 RCSB #