data_G51 # _chem_comp.id G51 _chem_comp.name "(5R,7S)-N-(1,3-benzodioxol-5-ylmethyl)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 F3 N4 O3" _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 472.460 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G51 _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 5DUC _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 G51 O22 O1 O 0 1 N N N -5.666 32.498 -37.649 -0.713 -1.725 0.204 O22 G51 1 G51 C20 C1 C 0 1 N N N -6.179 33.459 -38.213 -1.258 -0.642 0.309 C20 G51 2 G51 N21 N1 N 0 1 N N N -5.899 33.822 -39.466 -2.603 -0.562 0.330 N21 G51 3 G51 C23 C2 C 0 1 N N N -4.973 33.206 -40.403 -3.410 -1.781 0.226 C23 G51 4 G51 C24 C3 C 0 1 Y N N -5.837 32.472 -41.406 -4.872 -1.420 0.274 C24 G51 5 G51 C29 C4 C 0 1 Y N N -5.421 32.311 -42.742 -5.528 -1.359 1.489 C29 G51 6 G51 C28 C5 C 0 1 Y N N -6.223 31.636 -43.674 -6.869 -1.022 1.539 C28 G51 7 G51 C27 C6 C 0 1 Y N N -7.443 31.140 -43.222 -7.557 -0.746 0.370 C27 G51 8 G51 O40 O2 O 0 1 N N N -8.398 30.439 -43.910 -8.858 -0.396 0.146 O40 G51 9 G51 C41 C7 C 0 1 N N N -9.397 30.002 -42.961 -8.885 0.153 -1.184 C41 G51 10 G51 O42 O3 O 0 1 N N N -9.075 30.696 -41.739 -7.783 -0.496 -1.845 O42 G51 11 G51 C26 C8 C 0 1 Y N N -7.852 31.294 -41.918 -6.897 -0.807 -0.855 C26 G51 12 G51 C25 C9 C 0 1 Y N N -7.069 31.960 -40.982 -5.554 -1.145 -0.897 C25 G51 13 G51 C17 C10 C 0 1 Y N N -7.200 34.264 -37.494 -0.449 0.578 0.419 C17 G51 14 G51 C18 C11 C 0 1 Y N N -8.193 35.126 -37.967 -0.933 1.902 0.553 C18 G51 15 G51 N19 N2 N 0 1 Y N N -8.890 35.628 -36.898 0.091 2.707 0.620 N19 G51 16 G51 N4 N3 N 0 1 Y N N -8.337 35.077 -35.726 1.266 1.960 0.535 N4 G51 17 G51 C3 C12 C 0 1 N N S -8.885 35.447 -34.420 2.646 2.462 0.570 C3 G51 18 G51 C13 C13 C 0 1 N N N -9.205 36.922 -34.488 2.775 3.685 -0.340 C13 G51 19 G51 F57 F1 F 0 1 N N N -10.083 37.169 -35.442 2.445 3.328 -1.651 F57 G51 20 G51 F56 F2 F 0 1 N N N -9.710 37.256 -33.322 1.906 4.689 0.103 F56 G51 21 G51 F58 F3 F 0 1 N N N -8.111 37.612 -34.757 4.091 4.158 -0.302 F58 G51 22 G51 C5 C14 C 0 1 Y N N -7.340 34.304 -36.032 0.938 0.654 0.418 C5 G51 23 G51 N6 N4 N 0 1 N N N -6.684 33.637 -35.070 1.837 -0.386 0.315 N6 G51 24 G51 C1 C15 C 0 1 N N R -7.202 33.724 -33.711 3.171 0.030 0.775 C1 G51 25 G51 C2 C16 C 0 1 N N N -7.819 35.092 -33.390 3.566 1.340 0.066 C2 G51 26 G51 C7 C17 C 0 1 Y N N -6.125 33.392 -32.756 4.175 -1.042 0.438 C7 G51 27 G51 C12 C18 C 0 1 Y N N -4.822 33.837 -32.954 4.103 -1.699 -0.776 C12 G51 28 G51 C11 C19 C 0 1 Y N N -3.838 33.499 -32.028 5.024 -2.682 -1.085 C11 G51 29 G51 C10 C20 C 0 1 Y N N -4.159 32.732 -30.914 6.018 -3.008 -0.181 C10 G51 30 G51 C32 C21 C 0 1 N N N -3.100 32.361 -29.906 7.022 -4.080 -0.518 C32 G51 31 G51 C33 C22 C 0 1 N N N -1.830 31.952 -30.611 8.225 -3.448 -1.222 C33 G51 32 G51 C9 C23 C 0 1 Y N N -5.462 32.294 -30.730 6.090 -2.350 1.033 C9 G51 33 G51 C8 C24 C 0 1 Y N N -6.442 32.624 -31.649 5.172 -1.364 1.340 C8 G51 34 G51 H2 H1 H 0 1 N N N -6.391 34.624 -39.806 -3.036 0.301 0.414 H2 G51 35 G51 H232 H2 H 0 0 N N N -4.309 32.502 -39.880 -3.190 -2.283 -0.716 H232 G51 36 G51 H231 H3 H 0 0 N N N -4.368 33.975 -40.907 -3.172 -2.446 1.056 H231 G51 37 G51 H29 H4 H 0 1 N N N -4.469 32.714 -43.054 -4.992 -1.574 2.402 H29 G51 38 G51 H28 H5 H 0 1 N N N -5.908 31.506 -44.699 -7.378 -0.976 2.490 H28 G51 39 G51 H412 H6 H 0 0 N N N -10.405 30.274 -43.307 -9.825 -0.090 -1.680 H412 G51 40 G51 H411 H7 H 0 0 N N N -9.342 28.913 -42.814 -8.733 1.232 -1.156 H411 G51 41 G51 H25 H8 H 0 1 N N N -7.400 32.079 -39.961 -5.038 -1.189 -1.845 H25 G51 42 G51 H18 H9 H 0 1 N N N -8.381 35.359 -39.005 -1.972 2.195 0.591 H18 G51 43 G51 H3 H10 H 0 1 N N N -9.802 34.876 -34.213 2.916 2.730 1.591 H3 G51 44 G51 HN6 H11 H 0 1 N N N -6.680 32.670 -35.327 1.515 -1.195 0.825 HN6 G51 45 G51 H1 H12 H 0 1 N N N -7.998 32.973 -33.598 3.151 0.182 1.854 H1 G51 46 G51 H22 H13 H 0 1 N N N -7.030 35.858 -33.405 3.453 1.232 -1.012 H22 G51 47 G51 H21 H14 H 0 1 N N N -8.277 35.058 -32.391 4.601 1.582 0.305 H21 G51 48 G51 H12 H15 H 0 1 N N N -4.576 34.438 -33.817 3.327 -1.445 -1.483 H12 G51 49 G51 H11 H16 H 0 1 N N N -2.822 33.834 -32.176 4.968 -3.197 -2.033 H11 G51 50 G51 H322 H17 H 0 0 N N N -2.894 33.227 -29.260 7.353 -4.569 0.398 H322 G51 51 G51 H321 H18 H 0 0 N N N -3.461 31.523 -29.292 6.561 -4.816 -1.176 H321 G51 52 G51 H332 H19 H 0 0 N N N -1.066 31.684 -29.866 7.894 -2.959 -2.138 H332 G51 53 G51 H331 H20 H 0 0 N N N -2.032 31.085 -31.257 8.686 -2.712 -0.564 H331 G51 54 G51 H333 H21 H 0 0 N N N -1.466 32.789 -31.225 8.951 -4.223 -1.466 H333 G51 55 G51 H9 H22 H 0 1 N N N -5.712 31.694 -29.867 6.867 -2.604 1.739 H9 G51 56 G51 H8 H23 H 0 1 N N N -7.456 32.282 -31.502 5.230 -0.847 2.287 H8 G51 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 G51 O40 C27 SING N N 1 G51 O40 C41 SING N N 2 G51 C28 C27 DOUB Y N 3 G51 C28 C29 SING Y N 4 G51 C27 C26 SING Y N 5 G51 C41 O42 SING N N 6 G51 C29 C24 DOUB Y N 7 G51 C26 O42 SING N N 8 G51 C26 C25 DOUB Y N 9 G51 C24 C25 SING Y N 10 G51 C24 C23 SING N N 11 G51 C23 N21 SING N N 12 G51 N21 C20 SING N N 13 G51 C20 O22 DOUB N N 14 G51 C20 C17 SING N N 15 G51 C18 C17 SING Y N 16 G51 C18 N19 DOUB Y N 17 G51 C17 C5 DOUB Y N 18 G51 N19 N4 SING Y N 19 G51 C5 N4 SING Y N 20 G51 C5 N6 SING N N 21 G51 N4 C3 SING N N 22 G51 F57 C13 SING N N 23 G51 N6 C1 SING N N 24 G51 F58 C13 SING N N 25 G51 C13 C3 SING N N 26 G51 C13 F56 SING N N 27 G51 C3 C2 SING N N 28 G51 C1 C2 SING N N 29 G51 C1 C7 SING N N 30 G51 C12 C7 DOUB Y N 31 G51 C12 C11 SING Y N 32 G51 C7 C8 SING Y N 33 G51 C11 C10 DOUB Y N 34 G51 C8 C9 DOUB Y N 35 G51 C10 C9 SING Y N 36 G51 C10 C32 SING N N 37 G51 C33 C32 SING N N 38 G51 N21 H2 SING N N 39 G51 C23 H232 SING N N 40 G51 C23 H231 SING N N 41 G51 C29 H29 SING N N 42 G51 C28 H28 SING N N 43 G51 C41 H412 SING N N 44 G51 C41 H411 SING N N 45 G51 C25 H25 SING N N 46 G51 C18 H18 SING N N 47 G51 C3 H3 SING N N 48 G51 N6 HN6 SING N N 49 G51 C1 H1 SING N N 50 G51 C2 H22 SING N N 51 G51 C2 H21 SING N N 52 G51 C12 H12 SING N N 53 G51 C11 H11 SING N N 54 G51 C32 H322 SING N N 55 G51 C32 H321 SING N N 56 G51 C33 H332 SING N N 57 G51 C33 H331 SING N N 58 G51 C33 H333 SING N N 59 G51 C9 H9 SING N N 60 G51 C8 H8 SING N N 61 # 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 G51 SMILES ACDLabs 12.01 "O=C(c1c2n(nc1)C(CC(N2)c3ccc(cc3)CC)C(F)(F)F)NCc4cc5c(cc4)OCO5" G51 InChI InChI 1.03 "InChI=1S/C24H23F3N4O3/c1-2-14-3-6-16(7-4-14)18-10-21(24(25,26)27)31-22(30-18)17(12-29-31)23(32)28-11-15-5-8-19-20(9-15)34-13-33-19/h3-9,12,18,21,30H,2,10-11,13H2,1H3,(H,28,32)/t18-,21+/m1/s1" G51 InChIKey InChI 1.03 AGTNDMNRULIWGD-NQIIRXRSSA-N G51 SMILES_CANONICAL CACTVS 3.385 "CCc1ccc(cc1)[C@H]2C[C@H](n3ncc(C(=O)NCc4ccc5OCOc5c4)c3N2)C(F)(F)F" G51 SMILES CACTVS 3.385 "CCc1ccc(cc1)[CH]2C[CH](n3ncc(C(=O)NCc4ccc5OCOc5c4)c3N2)C(F)(F)F" G51 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)[C@H]2C[C@H](n3c(c(cn3)C(=O)NCc4ccc5c(c4)OCO5)N2)C(F)(F)F" G51 SMILES "OpenEye OEToolkits" 1.9.2 "CCc1ccc(cc1)C2CC(n3c(c(cn3)C(=O)NCc4ccc5c(c4)OCO5)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 G51 "SYSTEMATIC NAME" ACDLabs 12.01 "(5R,7S)-N-(1,3-benzodioxol-5-ylmethyl)-5-(4-ethylphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide" G51 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R,7S)-N-(1,3-benzodioxol-5-ylmethyl)-5-(4-ethylphenyl)-7-(trifluoromethyl)-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 G51 "Create component" 2015-09-20 EBI G51 "Initial release" 2016-01-20 RCSB #