data_H94 # _chem_comp.id H94 _chem_comp.name "6-{4-[(4R)-4-hydroxy-6-oxo-4-(trifluoromethyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridin-3-yl]piperidin-1-yl}-4-(trifluoromethyl)pyridine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H16 F6 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-18 _chem_comp.pdbx_modified_date 2018-09-28 _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 474.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H94 _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 6DTJ _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 H94 C10 C1 C 0 1 Y N N 88.049 -3.320 112.242 2.704 1.160 0.422 C10 H94 1 H94 C11 C2 C 0 1 Y N N 89.296 -3.973 111.782 3.902 0.589 0.239 C11 H94 2 H94 C12 C3 C 0 1 N N N 87.716 -1.888 112.319 1.368 0.465 0.353 C12 H94 3 H94 C13 C4 C 0 1 N N N 87.273 -1.573 113.747 0.444 1.227 -0.601 C13 H94 4 H94 C14 C5 C 0 1 N N N 86.656 -0.189 113.841 -0.929 0.553 -0.621 C14 H94 5 H94 C16 C6 C 0 1 N N N 85.969 -0.261 111.542 -0.647 -0.218 1.659 C16 H94 6 H94 C17 C7 C 0 1 N N N 86.631 -1.605 111.290 0.735 0.433 1.747 C17 H94 7 H94 C18 C8 C 0 1 Y N N 84.457 0.617 113.174 -2.791 0.062 0.732 C18 H94 8 H94 C19 C9 C 0 1 Y N N 83.988 0.794 114.478 -3.747 0.662 -0.085 C19 H94 9 H94 C20 C10 C 0 1 Y N N 82.906 1.647 114.721 -5.028 0.181 -0.086 C20 H94 10 H94 C21 C11 C 0 1 Y N N 82.315 2.274 113.607 -5.334 -0.909 0.744 C21 H94 11 H94 C22 C12 C 0 1 Y N N 82.814 2.064 112.317 -4.326 -1.461 1.537 C22 H94 12 H94 C24 C13 C 0 1 N N N 81.334 3.082 113.738 -6.661 -1.447 0.777 C24 H94 13 H94 F34 F1 F 0 1 N N N 92.424 -2.292 111.963 2.565 -0.518 -1.719 F34 H94 14 H94 C31 C14 C 0 1 N N N 91.295 -2.733 112.459 3.151 -1.488 -0.898 C31 H94 15 H94 F32 F2 F 0 1 N N N 91.491 -3.605 113.438 2.179 -2.030 -0.050 F32 H94 16 H94 F33 F3 F 0 1 N N N 90.671 -1.688 112.965 3.695 -2.503 -1.692 F33 H94 17 H94 C2 C15 C 0 1 N N R 90.549 -3.373 111.288 4.258 -0.846 -0.061 C2 H94 18 H94 O1 O1 O 0 1 N N N 90.152 -2.376 110.352 4.418 -1.568 1.162 O1 H94 19 H94 C7 C16 C 0 1 Y N N 89.063 -5.310 111.940 4.891 1.590 0.382 C7 H94 20 H94 N6 N1 N 0 1 N N N 89.970 -6.244 111.583 6.253 1.296 0.224 N6 H94 21 H94 C4 C17 C 0 1 N N N 91.090 -5.890 110.936 6.584 0.078 -0.254 C4 H94 22 H94 O5 O2 O 0 1 N N N 91.886 -6.734 110.579 7.744 -0.272 -0.204 O5 H94 23 H94 C3 C18 C 0 1 N N N 91.410 -4.439 110.598 5.574 -0.861 -0.845 C3 H94 24 H94 N9 N2 N 0 1 Y N N 87.253 -4.328 112.593 2.910 2.471 0.687 N9 H94 25 H94 N8 N3 N 0 1 Y N N 87.846 -5.589 112.405 4.293 2.712 0.652 N8 H94 26 H94 N15 N4 N 0 1 N N N 85.525 -0.249 112.931 -1.493 0.548 0.735 N15 H94 27 H94 N23 N5 N 0 1 Y N N 83.854 1.244 112.124 -3.107 -0.963 1.511 N23 H94 28 H94 N25 N6 N 0 1 N N N 80.501 3.870 113.789 -7.713 -1.873 0.803 N25 H94 29 H94 C26 C19 C 0 1 N N N 82.391 1.832 116.149 -6.086 0.806 -0.958 C26 H94 30 H94 F27 F4 F 0 1 N N N 83.206 1.334 117.074 -6.586 -0.152 -1.846 F27 H94 31 H94 F28 F5 F 0 1 N N N 82.203 3.111 116.424 -7.127 1.286 -0.156 F28 H94 32 H94 F29 F6 F 0 1 N N N 81.243 1.178 116.245 -5.528 1.866 -1.681 F29 H94 33 H94 H1 H1 H 0 1 N N N 88.605 -1.286 112.079 1.505 -0.553 -0.009 H1 H94 34 H94 H2 H2 H 0 1 N N N 86.529 -2.319 114.064 0.339 2.257 -0.261 H2 H94 35 H94 H3 H3 H 0 1 N N N 88.148 -1.621 114.412 0.869 1.217 -1.605 H3 H94 36 H94 H4 H4 H 0 1 N N N 87.374 0.582 113.523 -1.594 1.102 -1.288 H4 H94 37 H94 H5 H5 H 0 1 N N N 86.322 0.022 114.868 -0.825 -0.473 -0.974 H5 H94 38 H94 H6 H6 H 0 1 N N N 86.690 0.552 111.370 -0.544 -1.240 1.295 H6 H94 39 H94 H7 H7 H 0 1 N N N 85.107 -0.134 110.870 -1.106 -0.229 2.648 H7 H94 40 H94 H8 H8 H 0 1 N N N 85.869 -2.396 111.346 1.368 -0.144 2.421 H8 H94 41 H94 H9 H9 H 0 1 N N N 87.081 -1.600 110.286 0.635 1.451 2.125 H9 H94 42 H94 H10 H10 H 0 1 N N N 84.460 0.273 115.298 -3.479 1.500 -0.712 H10 H94 43 H94 H11 H11 H 0 1 N N N 82.359 2.565 111.475 -4.549 -2.299 2.180 H11 H94 44 H94 H12 H12 H 0 1 N N N 89.620 -1.723 110.791 4.648 -2.499 1.042 H12 H94 45 H94 H13 H13 H 0 1 N N N 89.806 -7.206 111.802 6.936 1.946 0.451 H13 H94 46 H94 H14 H14 H 0 1 N N N 92.458 -4.254 110.875 5.980 -1.872 -0.837 H14 H94 47 H94 H15 H15 H 0 1 N N N 91.291 -4.314 109.512 5.376 -0.567 -1.876 H15 H94 48 H94 H16 H16 H 0 1 N N N 86.329 -4.201 112.953 2.221 3.130 0.868 H16 H94 49 # 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 H94 O1 C2 SING N N 1 H94 O5 C4 DOUB N N 2 H94 C3 C4 SING N N 3 H94 C3 C2 SING N N 4 H94 C4 N6 SING N N 5 H94 C2 C11 SING N N 6 H94 C2 C31 SING N N 7 H94 C17 C16 SING N N 8 H94 C17 C12 SING N N 9 H94 C16 N15 SING N N 10 H94 N6 C7 SING N N 11 H94 C11 C7 SING Y N 12 H94 C11 C10 DOUB Y N 13 H94 C7 N8 DOUB Y N 14 H94 F34 C31 SING N N 15 H94 N23 C22 DOUB Y N 16 H94 N23 C18 SING Y N 17 H94 C10 C12 SING N N 18 H94 C10 N9 SING Y N 19 H94 C22 C21 SING Y N 20 H94 C12 C13 SING N N 21 H94 N8 N9 SING Y N 22 H94 C31 F33 SING N N 23 H94 C31 F32 SING N N 24 H94 N15 C18 SING N N 25 H94 N15 C14 SING N N 26 H94 C18 C19 DOUB Y N 27 H94 C21 C24 SING N N 28 H94 C21 C20 DOUB Y N 29 H94 C24 N25 TRIP N N 30 H94 C13 C14 SING N N 31 H94 C19 C20 SING Y N 32 H94 C20 C26 SING N N 33 H94 C26 F29 SING N N 34 H94 C26 F28 SING N N 35 H94 C26 F27 SING N N 36 H94 C12 H1 SING N N 37 H94 C13 H2 SING N N 38 H94 C13 H3 SING N N 39 H94 C14 H4 SING N N 40 H94 C14 H5 SING N N 41 H94 C16 H6 SING N N 42 H94 C16 H7 SING N N 43 H94 C17 H8 SING N N 44 H94 C17 H9 SING N N 45 H94 C19 H10 SING N N 46 H94 C22 H11 SING N N 47 H94 O1 H12 SING N N 48 H94 N6 H13 SING N N 49 H94 C3 H14 SING N N 50 H94 C3 H15 SING N N 51 H94 N9 H16 SING N N 52 # 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 H94 SMILES ACDLabs 12.01 "c3(C1CCN(CC1)c2cc(C(F)(F)F)c(C#N)cn2)nnc4c3C(C(F)(F)F)(O)CC(N4)=O" H94 InChI InChI 1.03 "InChI=1S/C19H16F6N6O2/c20-18(21,22)11-5-12(27-8-10(11)7-26)31-3-1-9(2-4-31)15-14-16(30-29-15)28-13(32)6-17(14,33)19(23,24)25/h5,8-9,33H,1-4,6H2,(H2,28,29,30,32)/t17-/m1/s1" H94 InChIKey InChI 1.03 VTEXGUOJJDWHCA-QGZVFWFLSA-N H94 SMILES_CANONICAL CACTVS 3.385 "O[C@@]1(CC(=O)Nc2n[nH]c(C3CCN(CC3)c4cc(c(cn4)C#N)C(F)(F)F)c12)C(F)(F)F" H94 SMILES CACTVS 3.385 "O[C]1(CC(=O)Nc2n[nH]c(C3CCN(CC3)c4cc(c(cn4)C#N)C(F)(F)F)c12)C(F)(F)F" H94 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(c(cnc1N2CCC(CC2)c3c4c(n[nH]3)NC(=O)C[C@@]4(C(F)(F)F)O)C#N)C(F)(F)F" H94 SMILES "OpenEye OEToolkits" 2.0.6 "c1c(c(cnc1N2CCC(CC2)c3c4c(n[nH]3)NC(=O)CC4(C(F)(F)F)O)C#N)C(F)(F)F" # 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 H94 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{4-[(4R)-4-hydroxy-6-oxo-4-(trifluoromethyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridin-3-yl]piperidin-1-yl}-4-(trifluoromethyl)pyridine-3-carbonitrile" H94 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[4-[(4~{R})-4-oxidanyl-6-oxidanylidene-4-(trifluoromethyl)-5,7-dihydro-2~{H}-pyrazolo[3,4-b]pyridin-3-yl]piperidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H94 "Create component" 2018-06-18 RCSB H94 "Initial release" 2018-10-03 RCSB #