data_G7A # _chem_comp.id G7A _chem_comp.name "(5R,7S)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 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 2015-09-20 _chem_comp.pdbx_modified_date 2016-01-15 _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 339.312 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G7A _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 5DUF _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 G7A O21 O1 O 0 1 N N N -46.991 12.933 11.516 0.791 3.749 -0.241 O21 G7A 1 G7A C20 C1 C 0 1 N N N -47.588 11.919 11.119 1.956 3.420 -0.126 C20 G7A 2 G7A O22 O2 O 0 1 N N N -48.418 11.326 11.843 2.931 4.348 -0.204 O22 G7A 3 G7A C17 C2 C 0 1 Y N N -47.362 11.407 9.737 2.300 2.013 0.104 C17 G7A 4 G7A C18 C3 C 0 1 Y N N -47.865 10.269 9.104 3.603 1.477 0.258 C18 G7A 5 G7A N19 N1 N 0 1 Y N N -47.401 10.220 7.823 3.495 0.191 0.444 N19 G7A 6 G7A N4 N2 N 0 1 Y N N -46.591 11.353 7.665 2.147 -0.164 0.421 N4 G7A 7 G7A C3 C4 C 0 1 N N S -45.946 11.644 6.371 1.576 -1.507 0.590 C3 G7A 8 G7A C13 C5 C 0 1 N N N -45.438 10.397 5.648 2.364 -2.514 -0.250 C13 G7A 9 G7A F57 F1 F 0 1 N N N -46.440 9.586 5.320 3.691 -2.552 0.190 F57 G7A 10 G7A F56 F2 F 0 1 N N N -44.829 10.773 4.543 1.791 -3.783 -0.114 F56 G7A 11 G7A F58 F3 F 0 1 N N N -44.578 9.754 6.416 2.329 -2.129 -1.594 F58 G7A 12 G7A C5 C6 C 0 1 Y N N -46.591 12.041 8.776 1.411 0.951 0.218 C5 G7A 13 G7A N6 N3 N 0 1 N N N -45.859 13.196 8.874 0.036 0.993 0.135 N6 G7A 14 G7A C1 C7 C 0 1 N N R -45.292 13.781 7.646 -0.558 -0.222 0.711 C1 G7A 15 G7A C2 C8 C 0 1 N N N -44.838 12.649 6.703 0.117 -1.460 0.113 C2 G7A 16 G7A C7 C9 C 0 1 Y N N -44.139 14.667 7.971 -2.033 -0.255 0.401 C7 G7A 17 G7A C12 C10 C 0 1 Y N N -43.153 14.283 8.886 -2.931 -0.687 1.359 C12 G7A 18 G7A C11 C11 C 0 1 Y N N -42.084 15.129 9.180 -4.283 -0.717 1.075 C11 G7A 19 G7A C10 C12 C 0 1 Y N N -41.976 16.376 8.563 -4.738 -0.315 -0.167 C10 G7A 20 G7A C32 C13 C 0 1 N N N -40.819 17.296 8.883 -6.212 -0.349 -0.477 C32 G7A 21 G7A C33 C14 C 0 1 N N N -40.775 17.605 10.364 -6.844 0.992 -0.096 C33 G7A 22 G7A C9 C15 C 0 1 Y N N -42.955 16.759 7.657 -3.840 0.117 -1.125 C9 G7A 23 G7A C8 C16 C 0 1 Y N N -44.018 15.917 7.361 -2.488 0.152 -0.839 C8 G7A 24 G7A H2 H1 H 0 1 N N N -48.487 11.773 12.678 2.655 5.263 -0.352 H2 G7A 25 G7A H18 H2 H 0 1 N N N -48.520 9.540 9.559 4.526 2.037 0.226 H18 G7A 26 G7A H3 H3 H 0 1 N N N -46.675 12.145 5.717 1.612 -1.793 1.641 H3 G7A 27 G7A H4 H4 H 0 1 N N N -45.095 13.009 9.491 -0.264 1.126 -0.819 H4 G7A 28 G7A H1 H5 H 0 1 N N N -46.066 14.371 7.133 -0.414 -0.220 1.791 H1 G7A 29 G7A H22 H6 H 0 1 N N N -44.010 12.107 7.184 0.090 -1.402 -0.975 H22 G7A 30 G7A H21 H7 H 0 1 N N N -44.485 13.100 5.764 -0.405 -2.356 0.446 H21 G7A 31 G7A H12 H8 H 0 1 N N N -43.220 13.320 9.370 -2.576 -1.000 2.330 H12 G7A 32 G7A H11 H9 H 0 1 N N N -41.334 14.816 9.891 -4.985 -1.054 1.824 H11 G7A 33 G7A H321 H10 H 0 0 N N N -39.878 16.809 8.588 -6.356 -0.529 -1.542 H321 G7A 34 G7A H322 H11 H 0 0 N N N -40.938 18.235 8.322 -6.686 -1.148 0.094 H322 G7A 35 G7A H331 H12 H 0 0 N N N -39.928 18.274 10.574 -7.910 0.968 -0.320 H331 G7A 36 G7A H333 H13 H 0 0 N N N -41.713 18.095 10.664 -6.700 1.172 0.969 H333 G7A 37 G7A H332 H14 H 0 0 N N N -40.653 16.670 10.930 -6.371 1.791 -0.667 H332 G7A 38 G7A H9 H15 H 0 1 N N N -42.889 17.724 7.176 -4.195 0.431 -2.095 H9 G7A 39 G7A H8 H16 H 0 1 N N N -44.764 16.234 6.647 -1.786 0.489 -1.588 H8 G7A 40 # 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 G7A F56 C13 SING N N 1 G7A F57 C13 SING N N 2 G7A C13 C3 SING N N 3 G7A C13 F58 SING N N 4 G7A C3 C2 SING N N 5 G7A C3 N4 SING N N 6 G7A C2 C1 SING N N 7 G7A C8 C9 DOUB Y N 8 G7A C8 C7 SING Y N 9 G7A C1 C7 SING N N 10 G7A C1 N6 SING N N 11 G7A C9 C10 SING Y N 12 G7A N4 N19 SING Y N 13 G7A N4 C5 SING Y N 14 G7A N19 C18 DOUB Y N 15 G7A C7 C12 DOUB Y N 16 G7A C10 C32 SING N N 17 G7A C10 C11 DOUB Y N 18 G7A C5 N6 SING N N 19 G7A C5 C17 DOUB Y N 20 G7A C32 C33 SING N N 21 G7A C12 C11 SING Y N 22 G7A C18 C17 SING Y N 23 G7A C17 C20 SING N N 24 G7A C20 O21 DOUB N N 25 G7A C20 O22 SING N N 26 G7A O22 H2 SING N N 27 G7A C18 H18 SING N N 28 G7A C3 H3 SING N N 29 G7A N6 H4 SING N N 30 G7A C1 H1 SING N N 31 G7A C2 H22 SING N N 32 G7A C2 H21 SING N N 33 G7A C12 H12 SING N N 34 G7A C11 H11 SING N N 35 G7A C32 H321 SING N N 36 G7A C32 H322 SING N N 37 G7A C33 H331 SING N N 38 G7A C33 H333 SING N N 39 G7A C33 H332 SING N N 40 G7A C9 H9 SING N N 41 G7A C8 H8 SING N N 42 # 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 G7A SMILES ACDLabs 12.01 "O=C(O)c1cnn3c1NC(c2ccc(CC)cc2)CC3C(F)(F)F" G7A InChI InChI 1.03 "InChI=1S/C16H16F3N3O2/c1-2-9-3-5-10(6-4-9)12-7-13(16(17,18)19)22-14(21-12)11(8-20-22)15(23)24/h3-6,8,12-13,21H,2,7H2,1H3,(H,23,24)/t12-,13+/m1/s1" G7A InChIKey InChI 1.03 PZUHMVXZBLEHFM-OLZOCXBDSA-N G7A SMILES_CANONICAL CACTVS 3.385 "CCc1ccc(cc1)[C@H]2C[C@H](n3ncc(C(O)=O)c3N2)C(F)(F)F" G7A SMILES CACTVS 3.385 "CCc1ccc(cc1)[CH]2C[CH](n3ncc(C(O)=O)c3N2)C(F)(F)F" G7A SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)[C@H]2C[C@H](n3c(c(cn3)C(=O)O)N2)C(F)(F)F" G7A SMILES "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)C2CC(n3c(c(cn3)C(=O)O)N2)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 G7A "SYSTEMATIC NAME" ACDLabs 12.01 "(5R,7S)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid" G7A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R,7S)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G7A "Create component" 2015-09-20 EBI G7A "Initial release" 2016-01-20 RCSB #