data_JAC # _chem_comp.id JAC _chem_comp.name "1-({4-[3-(TRIFLUOROMETHYL)-6,7-DIHYDROPYRANO[4,3-C]PYRAZOL-1(4H)-YL]PHENYL}METHYL)-2-PYRROLIDINONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 F3 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-10 _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 365.350 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JAC _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 2XXI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 JAC C1 C1 C 0 1 N N N 65.029 22.841 45.898 -4.224 -1.840 0.203 C1 JAC 1 JAC F1 F1 F 0 1 N N N 64.487 23.302 47.102 -3.673 -3.126 0.180 F1 JAC 2 JAC N1 N1 N 0 1 Y N N 63.745 24.379 44.458 -1.861 -1.079 -0.186 N1 JAC 3 JAC O1 O1 O 0 1 N N N 62.233 20.313 43.297 -4.134 2.702 0.705 O1 JAC 4 JAC C2 C2 C 0 1 Y N N 64.081 23.158 44.784 -3.126 -0.820 0.045 C2 JAC 5 JAC F2 F2 F 0 1 N N N 66.221 23.519 45.659 -5.140 -1.707 -0.846 F2 JAC 6 JAC N2 N2 N 0 1 Y N N 62.852 24.302 43.386 -1.168 0.140 -0.267 N2 JAC 7 JAC O2 O2 O 0 1 N N N 62.185 31.111 40.362 5.410 1.301 1.418 O2 JAC 8 JAC C3 C3 C 0 1 Y N N 62.648 23.008 43.084 -2.057 1.128 -0.079 C3 JAC 9 JAC F3 F3 F 0 1 N N N 65.252 21.467 45.981 -4.879 -1.636 1.423 F3 JAC 10 JAC N3 N3 N 0 1 N N N 60.895 30.158 41.936 5.142 -0.120 -0.330 N3 JAC 11 JAC C4 C4 C 0 1 N N N 61.792 22.353 42.021 -1.838 2.621 -0.071 C4 JAC 12 JAC C5 C5 C 0 1 N N N 62.087 20.840 41.989 -3.211 3.295 -0.212 C5 JAC 13 JAC C6 C6 C 0 1 N N N 63.454 20.769 43.892 -4.529 1.365 0.368 C6 JAC 14 JAC C7 C7 C 0 1 Y N N 63.420 22.272 43.941 -3.278 0.560 0.118 C7 JAC 15 JAC C8 C8 C 0 1 Y N N 62.285 25.444 42.822 0.205 0.296 -0.502 C8 JAC 16 JAC C9 C9 C 0 1 Y N N 60.927 25.484 42.550 0.930 1.238 0.215 C9 JAC 17 JAC C10 C10 C 0 1 Y N N 60.374 26.626 42.019 2.283 1.390 -0.018 C10 JAC 18 JAC C11 C11 C 0 1 Y N N 61.161 27.737 41.780 2.915 0.605 -0.965 C11 JAC 19 JAC C12 C12 C 0 1 N N N 60.537 28.969 41.179 4.391 0.773 -1.217 C12 JAC 20 JAC C13 C13 C 0 1 N N N 60.512 30.418 43.323 5.523 -1.496 -0.669 C13 JAC 21 JAC C14 C14 C 0 1 N N N 60.540 31.958 43.433 5.888 -2.165 0.674 C14 JAC 22 JAC C15 C15 C 0 1 N N N 61.660 32.303 42.423 6.302 -0.947 1.531 C15 JAC 23 JAC C16 C16 C 0 1 N N N 61.629 31.155 41.438 5.577 0.219 0.896 C16 JAC 24 JAC C17 C17 C 0 1 Y N N 62.510 27.706 42.069 2.195 -0.335 -1.680 C17 JAC 25 JAC C18 C18 C 0 1 Y N N 63.073 26.559 42.593 0.843 -0.495 -1.448 C18 JAC 26 JAC H4 H4 H 0 1 N N N 60.729 22.515 42.253 -1.373 2.921 0.868 H4 JAC 27 JAC H4A H4A H 0 1 N N N 62.022 22.794 41.040 -1.199 2.905 -0.908 H4A JAC 28 JAC H5 H5 H 0 1 N N N 63.021 20.672 41.432 -3.576 3.164 -1.230 H5 JAC 29 JAC H5A H5A H 0 1 N N N 61.241 20.332 41.503 -3.116 4.359 0.005 H5A JAC 30 JAC H6 H6 H 0 1 N N N 63.549 20.363 44.910 -5.090 0.927 1.193 H6 JAC 31 JAC H6A H6A H 0 1 N N N 64.316 20.428 43.299 -5.144 1.379 -0.531 H6A JAC 32 JAC H9 H9 H 0 1 N N N 60.307 24.624 42.754 0.437 1.852 0.954 H9 JAC 33 JAC H10 H10 H 0 1 N N N 59.319 26.655 41.788 2.847 2.123 0.539 H10 JAC 34 JAC H12 H12 H 0 1 N N N 59.443 28.856 41.188 4.678 1.806 -1.020 H12 JAC 35 JAC H12A H12A H 0 0 N N N 60.908 29.084 40.150 4.613 0.525 -2.255 H12A JAC 36 JAC H13 H13 H 0 1 N N N 59.511 30.018 43.544 4.685 -2.015 -1.134 H13 JAC 37 JAC H13A H13A H 0 0 N N N 61.184 29.931 44.045 6.385 -1.495 -1.337 H13A JAC 38 JAC H14 H14 H 0 1 N N N 59.577 32.416 43.164 5.024 -2.671 1.105 H14 JAC 39 JAC H14A H14A H 0 0 N N N 60.719 32.334 44.451 6.722 -2.857 0.551 H14A JAC 40 JAC H15 H15 H 0 1 N N N 61.467 33.264 41.924 5.982 -1.081 2.565 H15 JAC 41 JAC H15A H15A H 0 0 N N N 62.642 32.418 42.905 7.380 -0.794 1.482 H15A JAC 42 JAC H17 H17 H 0 1 N N N 63.123 28.576 41.886 2.692 -0.947 -2.418 H17 JAC 43 JAC H18 H18 H 0 1 N N N 64.128 26.532 42.824 0.282 -1.231 -2.004 H18 JAC 44 # 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 JAC C1 F1 SING N N 1 JAC C1 C2 SING N N 2 JAC C1 F2 SING N N 3 JAC C1 F3 SING N N 4 JAC N1 C2 DOUB Y N 5 JAC N1 N2 SING Y N 6 JAC O1 C5 SING N N 7 JAC O1 C6 SING N N 8 JAC C2 C7 SING Y N 9 JAC N2 C3 SING Y N 10 JAC N2 C8 SING Y N 11 JAC O2 C16 DOUB N N 12 JAC C3 C4 SING N N 13 JAC C3 C7 DOUB Y N 14 JAC N3 C12 SING N N 15 JAC N3 C13 SING N N 16 JAC N3 C16 SING N N 17 JAC C4 C5 SING N N 18 JAC C6 C7 SING N N 19 JAC C8 C9 DOUB Y N 20 JAC C8 C18 SING Y N 21 JAC C9 C10 SING Y N 22 JAC C10 C11 DOUB Y N 23 JAC C11 C12 SING N N 24 JAC C11 C17 SING Y N 25 JAC C13 C14 SING N N 26 JAC C14 C15 SING N N 27 JAC C15 C16 SING N N 28 JAC C17 C18 DOUB Y N 29 JAC C4 H4 SING N N 30 JAC C4 H4A SING N N 31 JAC C5 H5 SING N N 32 JAC C5 H5A SING N N 33 JAC C6 H6 SING N N 34 JAC C6 H6A SING N N 35 JAC C9 H9 SING N N 36 JAC C10 H10 SING N N 37 JAC C12 H12 SING N N 38 JAC C12 H12A SING N N 39 JAC C13 H13 SING N N 40 JAC C13 H13A SING N N 41 JAC C14 H14 SING N N 42 JAC C14 H14A SING N N 43 JAC C15 H15 SING N N 44 JAC C15 H15A SING N N 45 JAC C17 H17 SING N N 46 JAC C18 H18 SING N N 47 # 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 JAC SMILES ACDLabs 12.01 "O=C1N(CCC1)Cc4ccc(n2nc(c3c2CCOC3)C(F)(F)F)cc4" JAC SMILES_CANONICAL CACTVS 3.352 "FC(F)(F)c1nn(c2CCOCc12)c3ccc(CN4CCCC4=O)cc3" JAC SMILES CACTVS 3.352 "FC(F)(F)c1nn(c2CCOCc12)c3ccc(CN4CCCC4=O)cc3" JAC SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1CN2CCCC2=O)n3c4c(c(n3)C(F)(F)F)COCC4" JAC SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1CN2CCCC2=O)n3c4c(c(n3)C(F)(F)F)COCC4" JAC InChI InChI 1.03 "InChI=1S/C18H18F3N3O2/c19-18(20,21)17-14-11-26-9-7-15(14)24(22-17)13-5-3-12(4-6-13)10-23-8-1-2-16(23)25/h3-6H,1-2,7-11H2" JAC InChIKey InChI 1.03 URIDIEFPWLZYEF-UHFFFAOYSA-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 JAC "SYSTEMATIC NAME" ACDLabs 12.01 "1-{4-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]benzyl}pyrrolidin-2-one" JAC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "1-[[4-[3-(trifluoromethyl)-6,7-dihydro-4H-pyrano[3,4-d]pyrazol-1-yl]phenyl]methyl]pyrrolidin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JAC "Create component" 2010-11-10 EBI JAC "Modify aromatic_flag" 2011-06-04 RCSB JAC "Modify descriptor" 2011-06-04 RCSB #