data_IIG # _chem_comp.id IIG _chem_comp.name "N-cyclopropyl-N-(cis-4-cyclopropyl-4-hydroxycyclohexyl)-4-[(1S)-2,2,2-trifluoro-1-hydroxy-1-methylethyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 F3 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-12-10 _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 411.458 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IIG _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 3FCO _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 IIG N1 N1 N 0 1 N N N 47.440 35.680 -5.698 -2.566 -1.887 -0.365 N1 IIG 1 IIG C4 C4 C 0 1 Y N N 50.679 36.145 -5.927 0.531 -0.970 -1.567 C4 IIG 2 IIG C5 C5 C 0 1 Y N N 49.795 35.496 -5.031 -0.142 -1.571 -0.502 C5 IIG 3 IIG C6 C6 C 0 1 Y N N 50.218 34.411 -4.255 0.345 -1.421 0.798 C6 IIG 4 IIG C7 C7 C 0 1 Y N N 51.530 33.956 -4.414 1.487 -0.680 1.022 C7 IIG 5 IIG C8 C8 C 0 1 N N S 53.791 34.056 -5.502 3.400 0.715 0.213 C8 IIG 6 IIG C10 C10 C 0 1 N N N 54.322 33.434 -4.227 3.324 1.358 1.599 C10 IIG 7 IIG C13 C13 C 0 1 N N N 46.126 36.309 -5.550 -3.562 -2.791 0.216 C13 IIG 8 IIG C15 C15 C 0 1 N N N 45.544 37.032 -6.748 -3.241 -3.414 1.576 C15 IIG 9 IIG C17 C17 C 0 1 N N N 46.770 32.469 -7.249 -3.931 1.528 0.555 C17 IIG 10 IIG C20 C20 C 0 1 N N N 47.070 31.051 -8.782 -2.951 3.801 0.214 C20 IIG 11 IIG C21 C21 C 0 1 N N N 45.813 30.178 -8.998 -1.787 4.745 -0.095 C21 IIG 12 IIG C22 C22 C 0 1 N N N 46.871 30.319 -10.111 -2.806 4.404 -1.184 C22 IIG 13 IIG C1 C1 C 0 1 N N N 46.832 32.566 -8.817 -2.630 2.314 0.379 C1 IIG 14 IIG C18 C18 C 0 1 N N N 47.962 33.555 -8.751 -1.894 1.810 -0.864 C18 IIG 15 IIG C19 C19 C 0 1 N N N 47.535 34.864 -8.114 -1.573 0.323 -0.699 C19 IIG 16 IIG O3 O3 O 0 1 N N N 45.505 33.067 -8.923 -1.803 2.130 1.530 O3 IIG 17 IIG C16 C16 C 0 1 N N N 46.358 33.724 -6.517 -3.610 0.041 0.720 C16 IIG 18 IIG C12 C12 C 0 1 N N N 47.585 34.555 -6.616 -2.874 -0.463 -0.523 C12 IIG 19 IIG C14 C14 C 0 1 N N N 46.283 37.830 -5.705 -3.199 -4.274 0.311 C14 IIG 20 IIG C11 C11 C 0 1 N N N 48.412 36.098 -4.874 -1.366 -2.363 -0.749 C11 IIG 21 IIG O2 O2 O 0 1 N N N 48.251 36.977 -4.012 -1.289 -3.445 -1.299 O2 IIG 22 IIG C3 C3 C 0 1 Y N N 51.997 35.692 -6.072 1.675 -0.237 -1.330 C3 IIG 23 IIG C2 C2 C 0 1 Y N N 52.390 34.592 -5.310 2.149 -0.087 -0.038 C2 IIG 24 IIG C9 C9 C 0 1 N N N 53.727 32.916 -6.508 4.619 -0.206 0.144 C9 IIG 25 IIG F2 F2 F 0 1 N N N 54.988 32.762 -6.862 4.503 -1.206 1.116 F2 IIG 26 IIG F3 F3 F 0 1 N N N 53.227 31.822 -5.926 4.689 -0.794 -1.123 F3 IIG 27 IIG F1 F1 F 0 1 N N N 52.977 33.216 -7.567 5.780 0.538 0.378 F1 IIG 28 IIG O1 O1 O 0 1 N N N 54.625 35.099 -6.082 3.519 1.737 -0.780 O1 IIG 29 IIG H4 H4 H 0 1 N N N 50.336 36.993 -6.501 0.160 -1.083 -2.575 H4 IIG 30 IIG H6 H6 H 0 1 N N N 49.549 33.938 -3.552 -0.172 -1.883 1.626 H6 IIG 31 IIG H7 H7 H 0 1 N N N 51.879 33.109 -3.841 1.864 -0.562 2.027 H7 IIG 32 IIG H10 H10 H 0 1 N N N 54.451 32.351 -4.373 3.233 0.579 2.356 H10 IIG 33 IIG H10A H10A H 0 0 N N N 55.292 33.888 -3.974 4.228 1.938 1.781 H10A IIG 34 IIG H10B H10B H 0 0 N N N 53.609 33.611 -3.408 2.455 2.014 1.648 H10B IIG 35 IIG H13 H13 H 0 1 N N N 45.693 35.579 -4.851 -4.602 -2.539 0.010 H13 IIG 36 IIG H15 H15 H 0 1 N N N 45.747 36.906 -7.822 -2.290 -3.151 2.039 H15 IIG 37 IIG H15A H15A H 0 0 N N N 44.553 37.090 -7.222 -4.071 -3.573 2.265 H15A IIG 38 IIG H17 H17 H 0 1 N N N 46.035 31.689 -6.999 -4.455 1.887 1.440 H17 IIG 39 IIG H17A H17A H 0 0 N N N 47.799 32.259 -6.923 -4.562 1.668 -0.323 H17A IIG 40 IIG H20 H20 H 0 1 N N N 47.871 31.092 -8.030 -3.754 4.181 0.845 H20 IIG 41 IIG H21 H21 H 0 1 N N N 45.442 29.294 -8.458 -1.824 5.746 0.334 H21 IIG 42 IIG H21A H21A H 0 0 N N N 44.725 30.316 -8.913 -0.793 4.306 -0.180 H21A IIG 43 IIG H22 H22 H 0 1 N N N 46.785 30.707 -11.137 -2.481 3.742 -1.987 H22 IIG 44 IIG H22A H22A H 0 0 N N N 47.465 29.627 -10.727 -3.513 5.182 -1.473 H22A IIG 45 IIG H18 H18 H 0 1 N N N 48.775 33.121 -8.151 -2.524 1.950 -1.742 H18 IIG 46 IIG H18A H18A H 0 0 N N N 48.290 33.767 -9.779 -0.967 2.370 -0.989 H18A IIG 47 IIG H19 H19 H 0 1 N N N 48.215 35.686 -8.381 -1.048 -0.036 -1.584 H19 IIG 48 IIG H19A H19A H 0 0 N N N 46.543 35.202 -8.450 -0.942 0.183 0.179 H19A IIG 49 IIG HO3 HO3 H 0 1 N N N 45.138 33.179 -8.054 -0.928 2.535 1.454 HO3 IIG 50 IIG H16 H16 H 0 1 N N N 45.491 34.210 -6.987 -2.979 -0.099 1.598 H16 IIG 51 IIG H16A H16A H 0 0 N N N 46.030 33.544 -5.483 -4.537 -0.519 0.845 H16A IIG 52 IIG H12 H12 H 0 1 N N N 48.560 34.134 -6.328 -3.504 -0.323 -1.401 H12 IIG 53 IIG H14 H14 H 0 1 N N N 45.953 38.660 -5.062 -4.001 -4.998 0.168 H14 IIG 54 IIG H14A H14A H 0 0 N N N 47.118 38.546 -5.698 -2.220 -4.577 -0.059 H14A IIG 55 IIG H3 H3 H 0 1 N N N 52.684 36.177 -6.750 2.197 0.228 -2.153 H3 IIG 56 IIG HO1 HO1 H 0 1 N N N 54.807 35.761 -5.426 3.572 1.401 -1.685 HO1 IIG 57 # 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 IIG C12 N1 SING N N 1 IIG N1 C13 SING N N 2 IIG N1 C11 SING N N 3 IIG C3 C4 DOUB Y N 4 IIG C4 C5 SING Y N 5 IIG C4 H4 SING N N 6 IIG C5 C11 SING N N 7 IIG C5 C6 DOUB Y N 8 IIG C7 C6 SING Y N 9 IIG C6 H6 SING N N 10 IIG C2 C7 DOUB Y N 11 IIG C7 H7 SING N N 12 IIG C9 C8 SING N N 13 IIG O1 C8 SING N N 14 IIG C8 C2 SING N N 15 IIG C8 C10 SING N N 16 IIG C10 H10 SING N N 17 IIG C10 H10A SING N N 18 IIG C10 H10B SING N N 19 IIG C15 C13 SING N N 20 IIG C14 C13 SING N N 21 IIG C13 H13 SING N N 22 IIG C15 C14 SING N N 23 IIG C15 H15 SING N N 24 IIG C15 H15A SING N N 25 IIG C1 C17 SING N N 26 IIG C17 C16 SING N N 27 IIG C17 H17 SING N N 28 IIG C17 H17A SING N N 29 IIG C22 C20 SING N N 30 IIG C21 C20 SING N N 31 IIG C1 C20 SING N N 32 IIG C20 H20 SING N N 33 IIG C22 C21 SING N N 34 IIG C21 H21 SING N N 35 IIG C21 H21A SING N N 36 IIG C22 H22 SING N N 37 IIG C22 H22A SING N N 38 IIG O3 C1 SING N N 39 IIG C1 C18 SING N N 40 IIG C18 C19 SING N N 41 IIG C18 H18 SING N N 42 IIG C18 H18A SING N N 43 IIG C19 C12 SING N N 44 IIG C19 H19 SING N N 45 IIG C19 H19A SING N N 46 IIG O3 HO3 SING N N 47 IIG C12 C16 SING N N 48 IIG C16 H16 SING N N 49 IIG C16 H16A SING N N 50 IIG C12 H12 SING N N 51 IIG C14 H14 SING N N 52 IIG C14 H14A SING N N 53 IIG C11 O2 DOUB N N 54 IIG C3 C2 SING Y N 55 IIG C3 H3 SING N N 56 IIG F1 C9 SING N N 57 IIG F2 C9 SING N N 58 IIG C9 F3 SING N N 59 IIG O1 HO1 SING N N 60 # 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 IIG SMILES ACDLabs 10.04 "FC(F)(F)C(O)(c1ccc(cc1)C(=O)N(C3CCC(O)(C2CC2)CC3)C4CC4)C" IIG SMILES_CANONICAL CACTVS 3.341 "C[C@](O)(c1ccc(cc1)C(=O)N(C2CC2)[C@@H]3CC[C@](O)(CC3)C4CC4)C(F)(F)F" IIG SMILES CACTVS 3.341 "C[C](O)(c1ccc(cc1)C(=O)N(C2CC2)[CH]3CC[C](O)(CC3)C4CC4)C(F)(F)F" IIG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@](c1ccc(cc1)C(=O)N(C2CC2)C3CCC(CC3)(C4CC4)O)(C(F)(F)F)O" IIG SMILES "OpenEye OEToolkits" 1.5.0 "CC(c1ccc(cc1)C(=O)N(C2CC2)C3CCC(CC3)(C4CC4)O)(C(F)(F)F)O" IIG InChI InChI 1.03 "InChI=1S/C22H28F3NO3/c1-20(28,22(23,24)25)15-4-2-14(3-5-15)19(27)26(17-8-9-17)18-10-12-21(29,13-11-18)16-6-7-16/h2-5,16-18,28-29H,6-13H2,1H3/t18-,20-,21+/m0/s1" IIG InChIKey InChI 1.03 SWXZIRVTPISJMP-SESVDKBCSA-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 IIG "SYSTEMATIC NAME" ACDLabs 10.04 "N-cyclopropyl-N-(cis-4-cyclopropyl-4-hydroxycyclohexyl)-4-[(1S)-2,2,2-trifluoro-1-hydroxy-1-methylethyl]benzamide" IIG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-cyclopropyl-N-(4-cyclopropyl-4-hydroxy-cyclohexyl)-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 IIG "Create component" 2008-12-10 RCSB IIG "Modify aromatic_flag" 2011-06-04 RCSB IIG "Modify descriptor" 2011-06-04 RCSB #