data_G59 # _chem_comp.id G59 _chem_comp.name "(5R,7R)-5-(4-ethylphenyl)-N-(4-fluorobenzyl)-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H25 F N4 O" _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 392.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G59 _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 5DU6 _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 G59 O22 O1 O 0 1 N N N -19.888 27.361 -38.592 -0.784 -1.230 0.089 O22 G59 1 G59 C20 C1 C 0 1 N N N -19.378 26.351 -39.079 -1.412 -0.189 0.061 C20 G59 2 G59 N21 N1 N 0 1 N N N -19.556 26.045 -40.504 -2.759 -0.214 0.033 N21 G59 3 G59 C23 C2 C 0 1 N N N -20.345 26.984 -41.301 -3.468 -1.497 0.036 C23 G59 4 G59 C24 C3 C 0 1 Y N N -19.394 27.983 -41.953 -4.954 -1.250 0.001 C24 G59 5 G59 C25 C4 C 0 1 Y N N -18.171 28.336 -41.377 -5.610 -1.153 -1.212 C25 G59 6 G59 C26 C5 C 0 1 Y N N -17.291 29.245 -41.964 -6.973 -0.927 -1.245 C26 G59 7 G59 C29 C6 C 0 1 Y N N -19.706 28.599 -43.165 -5.661 -1.125 1.182 C29 G59 8 G59 C28 C7 C 0 1 Y N N -18.848 29.513 -43.777 -7.025 -0.904 1.151 C28 G59 9 G59 C27 C8 C 0 1 Y N N -17.642 29.828 -43.162 -7.681 -0.797 -0.063 C27 G59 10 G59 F30 F1 F 0 1 N N N -16.827 30.699 -43.735 -9.014 -0.581 -0.094 F30 G59 11 G59 C17 C9 C 0 1 Y N N -18.549 25.443 -38.176 -0.702 1.096 0.064 C17 G59 12 G59 C5 C10 C 0 1 Y N N -18.481 25.503 -36.751 0.674 1.281 0.096 C5 G59 13 G59 N4 N2 N 0 1 Y N N -17.625 24.525 -36.392 0.897 2.614 0.086 N4 G59 14 G59 N19 N3 N 0 1 Y N N -17.135 23.848 -37.477 -0.333 3.270 0.046 N19 G59 15 G59 C18 C11 C 0 1 Y N N -17.698 24.421 -38.527 -1.290 2.385 0.027 C18 G59 16 G59 N6 N4 N 0 1 N N N -19.107 26.325 -35.775 1.652 0.310 0.133 N6 G59 17 G59 C1 C12 C 0 1 N N R -18.730 26.162 -34.361 2.931 0.876 0.586 C1 G59 18 G59 C2 C13 C 0 1 N N N -18.247 24.746 -34.060 3.255 2.131 -0.231 C2 G59 19 G59 C3 C14 C 0 1 N N R -17.249 24.207 -35.053 2.233 3.224 0.113 C3 G59 20 G59 C13 C15 C 0 1 N N N -17.161 22.722 -34.910 2.309 4.349 -0.922 C13 G59 21 G59 C7 C16 C 0 1 Y N N -19.864 26.508 -33.394 4.026 -0.142 0.397 C7 G59 22 G59 C8 C17 C 0 1 Y N N -21.176 26.081 -33.580 4.051 -0.927 -0.741 C8 G59 23 G59 C9 C18 C 0 1 Y N N -22.187 26.402 -32.654 5.056 -1.861 -0.914 C9 G59 24 G59 C10 C19 C 0 1 Y N N -21.941 27.169 -31.493 6.035 -2.010 0.050 C10 G59 25 G59 C32 C20 C 0 1 N N N -23.038 27.504 -30.490 7.129 -3.028 -0.138 C32 G59 26 G59 C33 C21 C 0 1 N N N -24.188 28.195 -31.157 8.307 -2.381 -0.869 C33 G59 27 G59 C11 C22 C 0 1 Y N N -20.626 27.586 -31.322 6.010 -1.224 1.188 C11 G59 28 G59 C12 C23 C 0 1 Y N N -19.624 27.257 -32.252 5.008 -0.287 1.359 C12 G59 29 G59 HN21 H1 H 0 0 N N N -19.153 25.226 -40.914 -3.260 0.616 0.010 HN21 G59 30 G59 H231 H2 H 0 0 N N N -21.055 27.517 -40.651 -3.175 -2.076 -0.840 H231 G59 31 G59 H232 H3 H 0 0 N N N -20.899 26.437 -42.078 -3.212 -2.050 0.939 H232 G59 32 G59 H25 H4 H 0 1 N N N -17.895 27.885 -40.435 -5.057 -1.255 -2.134 H25 G59 33 G59 H26 H5 H 0 1 N N N -16.352 29.487 -41.488 -7.485 -0.851 -2.193 H26 G59 34 G59 H29 H6 H 0 1 N N N -20.643 28.360 -43.646 -5.148 -1.201 2.129 H29 G59 35 G59 H28 H7 H 0 1 N N N -19.118 29.970 -44.717 -7.577 -0.807 2.074 H28 G59 36 G59 H18 H8 H 0 1 N N N -17.511 24.120 -39.547 -2.348 2.597 -0.007 H18 G59 37 G59 HN6 H9 H 0 1 N N N -18.914 27.274 -36.023 1.372 -0.464 0.716 HN6 G59 38 G59 H49 H10 H 0 1 N N N -17.896 26.847 -34.148 2.858 1.139 1.641 H49 G59 39 G59 H21 H11 H 0 1 N N N -19.121 24.078 -34.053 4.258 2.479 0.015 H21 G59 40 G59 H22 H12 H 0 1 N N N -17.778 24.746 -33.065 3.200 1.899 -1.295 H22 G59 41 G59 H3 H13 H 0 1 N N N -16.264 24.643 -34.831 2.437 3.622 1.107 H3 G59 42 G59 H133 H14 H 0 0 N N N -16.871 22.469 -33.879 1.561 5.108 -0.690 H133 G59 43 G59 H131 H15 H 0 0 N N N -18.139 22.273 -35.136 3.302 4.799 -0.897 H131 G59 44 G59 H132 H16 H 0 0 N N N -16.407 22.330 -35.609 2.119 3.943 -1.915 H132 G59 45 G59 H8 H17 H 0 1 N N N -21.423 25.492 -34.451 3.286 -0.810 -1.494 H8 G59 46 G59 H9 H18 H 0 1 N N N -23.190 26.048 -32.838 5.075 -2.474 -1.802 H9 G59 47 G59 H321 H19 H 0 0 N N N -23.398 26.573 -30.027 7.460 -3.390 0.835 H321 G59 48 G59 H322 H20 H 0 0 N N N -22.625 28.164 -29.713 6.751 -3.863 -0.728 H322 G59 49 G59 H332 H21 H 0 0 N N N -24.962 28.424 -30.410 7.977 -2.018 -1.842 H332 G59 50 G59 H333 H22 H 0 0 N N N -23.836 29.130 -31.618 8.686 -1.545 -0.280 H333 G59 51 G59 H331 H23 H 0 0 N N N -24.610 27.539 -31.933 9.099 -3.117 -1.006 H331 G59 52 G59 H11 H24 H 0 1 N N N -20.368 28.176 -30.455 6.775 -1.340 1.941 H11 G59 53 G59 H12 H25 H 0 1 N N N -18.618 27.605 -32.068 4.991 0.329 2.246 H12 G59 54 # 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 G59 C28 C29 DOUB Y N 1 G59 C28 C27 SING Y N 2 G59 F30 C27 SING N N 3 G59 C29 C24 SING Y N 4 G59 C27 C26 DOUB Y N 5 G59 C26 C25 SING Y N 6 G59 C24 C25 DOUB Y N 7 G59 C24 C23 SING N N 8 G59 C23 N21 SING N N 9 G59 N21 C20 SING N N 10 G59 C20 O22 DOUB N N 11 G59 C20 C17 SING N N 12 G59 C18 C17 SING Y N 13 G59 C18 N19 DOUB Y N 14 G59 C17 C5 DOUB Y N 15 G59 N19 N4 SING Y N 16 G59 C5 N4 SING Y N 17 G59 C5 N6 SING N N 18 G59 N4 C3 SING N N 19 G59 N6 C1 SING N N 20 G59 C3 C13 SING N N 21 G59 C3 C2 SING N N 22 G59 C1 C2 SING N N 23 G59 C1 C7 SING N N 24 G59 C8 C7 DOUB Y N 25 G59 C8 C9 SING Y N 26 G59 C7 C12 SING Y N 27 G59 C9 C10 DOUB Y N 28 G59 C12 C11 DOUB Y N 29 G59 C10 C11 SING Y N 30 G59 C10 C32 SING N N 31 G59 C33 C32 SING N N 32 G59 N21 HN21 SING N N 33 G59 C23 H231 SING N N 34 G59 C23 H232 SING N N 35 G59 C25 H25 SING N N 36 G59 C26 H26 SING N N 37 G59 C29 H29 SING N N 38 G59 C28 H28 SING N N 39 G59 C18 H18 SING N N 40 G59 N6 HN6 SING N N 41 G59 C1 H49 SING N N 42 G59 C2 H21 SING N N 43 G59 C2 H22 SING N N 44 G59 C3 H3 SING N N 45 G59 C13 H133 SING N N 46 G59 C13 H131 SING N N 47 G59 C13 H132 SING N N 48 G59 C8 H8 SING N N 49 G59 C9 H9 SING N N 50 G59 C32 H321 SING N N 51 G59 C32 H322 SING N N 52 G59 C33 H332 SING N N 53 G59 C33 H333 SING N N 54 G59 C33 H331 SING N N 55 G59 C11 H11 SING N N 56 G59 C12 H12 SING N N 57 # 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 G59 SMILES ACDLabs 12.01 "O=C(c3c1n(C(CC(N1)c2ccc(cc2)CC)C)nc3)NCc4ccc(cc4)F" G59 InChI InChI 1.03 "InChI=1S/C23H25FN4O/c1-3-16-4-8-18(9-5-16)21-12-15(2)28-22(27-21)20(14-26-28)23(29)25-13-17-6-10-19(24)11-7-17/h4-11,14-15,21,27H,3,12-13H2,1-2H3,(H,25,29)/t15-,21-/m1/s1" G59 InChIKey InChI 1.03 CVQMYJIZDVAJAR-QVKFZJNVSA-N G59 SMILES_CANONICAL CACTVS 3.385 "CCc1ccc(cc1)[C@H]2C[C@@H](C)n3ncc(C(=O)NCc4ccc(F)cc4)c3N2" G59 SMILES CACTVS 3.385 "CCc1ccc(cc1)[CH]2C[CH](C)n3ncc(C(=O)NCc4ccc(F)cc4)c3N2" G59 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)[C@H]2C[C@H](n3c(c(cn3)C(=O)NCc4ccc(cc4)F)N2)C" G59 SMILES "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)C2CC(n3c(c(cn3)C(=O)NCc4ccc(cc4)F)N2)C" # 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 G59 "SYSTEMATIC NAME" ACDLabs 12.01 "(5R,7R)-5-(4-ethylphenyl)-N-(4-fluorobenzyl)-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide" G59 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R,7R)-5-(4-ethylphenyl)-N-[(4-fluorophenyl)methyl]-7-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G59 "Create component" 2015-09-20 EBI G59 "Initial release" 2016-01-20 RCSB #