data_G57 # _chem_comp.id G57 _chem_comp.name "2-[3-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]phenyl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 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 2016-09-14 _chem_comp.pdbx_modified_date 2017-07-07 _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 496.481 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G57 _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 5GVM _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 G57 O52 O1 O 0 1 N N N 39.941 45.431 21.989 6.064 0.892 1.412 O52 G57 1 G57 C50 C1 C 0 1 N N N 38.857 45.551 22.609 6.667 0.621 0.400 C50 G57 2 G57 O51 O2 O 0 1 N N N 38.293 46.664 22.739 7.925 0.159 0.473 O51 G57 3 G57 C49 C2 C 0 1 N N N 38.228 44.304 23.210 6.004 0.797 -0.942 C49 G57 4 G57 C42 C3 C 0 1 Y N N 36.752 44.526 23.475 4.604 1.318 -0.747 C42 G57 5 G57 C41 C4 C 0 1 Y N N 35.840 44.503 22.413 3.555 0.434 -0.596 C41 G57 6 G57 C43 C5 C 0 1 Y N N 36.317 44.765 24.773 4.374 2.681 -0.713 C43 G57 7 G57 C44 C6 C 0 1 Y N N 34.966 45.001 25.005 3.091 3.167 -0.535 C44 G57 8 G57 C45 C7 C 0 1 Y N N 34.050 44.970 23.943 2.033 2.293 -0.389 C45 G57 9 G57 C34 C8 C 0 1 Y N N 34.479 44.695 22.649 2.261 0.918 -0.416 C34 G57 10 G57 C20 C9 C 0 1 Y N N 33.483 44.714 21.553 1.128 -0.027 -0.254 C20 G57 11 G57 C19 C10 C 0 1 Y N N 33.749 45.513 20.450 1.356 -1.402 -0.276 C19 G57 12 G57 C18 C11 C 0 1 Y N N 32.831 45.606 19.407 0.300 -2.276 -0.119 C18 G57 13 G57 C35 C12 C 0 1 N N N 33.129 46.479 18.219 0.545 -3.763 -0.142 C35 G57 14 G57 F48 F1 F 0 1 N N N 32.240 46.428 17.272 -0.402 -4.404 0.664 F48 G57 15 G57 F47 F2 F 0 1 N N N 33.291 47.712 18.662 0.434 -4.233 -1.455 F47 G57 16 G57 F46 F3 F 0 1 N N N 34.214 46.063 17.629 1.829 -4.032 0.343 F46 G57 17 G57 C17 C13 C 0 1 Y N N 31.633 44.909 19.477 -0.983 -1.791 0.060 C17 G57 18 G57 C21 C14 C 0 1 Y N N 32.283 44.003 21.618 -0.166 0.456 -0.073 C21 G57 19 G57 C16 C15 C 0 1 Y N N 31.323 44.098 20.585 -1.215 -0.427 0.083 C16 G57 20 G57 C4 C16 C 0 1 N N S 30.020 43.293 20.570 -2.615 0.095 0.278 C4 G57 21 G57 C14 C17 C 0 1 N N N 28.765 43.998 19.997 -3.550 -1.061 0.641 C14 G57 22 G57 C36 C18 C 0 1 N N N 27.477 43.154 20.100 -3.095 -1.692 1.958 C36 G57 23 G57 C15 C19 C 0 1 N N N 28.483 45.407 20.563 -4.978 -0.532 0.796 C15 G57 24 G57 C3 C20 C 0 1 N N N 30.353 42.095 19.662 -2.626 1.125 1.379 C3 G57 25 G57 C8 C21 C 0 1 N N N 30.789 42.314 18.497 -2.468 0.680 2.731 C8 G57 26 G57 N9 N1 N 0 1 N N N 31.186 42.528 17.436 -2.342 0.327 3.804 N9 G57 27 G57 C2 C22 C 0 1 N N N 30.200 40.803 20.021 -2.777 2.446 1.150 C2 G57 28 G57 N7 N2 N 0 1 N N N 30.487 39.769 19.231 -2.765 3.287 2.234 N7 G57 29 G57 C5 C23 C 0 1 Y N N 29.745 42.788 21.942 -3.092 0.757 -0.989 C5 G57 30 G57 C10 C24 C 0 1 Y N N 29.589 43.428 23.274 -3.452 0.208 -2.159 C10 G57 31 G57 C13 C25 C 0 1 N N N 29.638 44.892 23.622 -3.463 -1.263 -2.485 C13 G57 32 G57 N11 N3 N 0 1 Y N N 29.387 42.416 24.139 -3.804 1.214 -2.993 N11 G57 33 G57 N12 N4 N 0 1 Y N N 29.431 41.135 23.565 -3.653 2.427 -2.302 N12 G57 34 G57 C6 C26 C 0 1 Y N N 29.628 41.377 22.281 -3.228 2.158 -1.102 C6 G57 35 G57 O1 O3 O 0 1 N N N 29.719 40.440 21.317 -2.938 2.996 -0.070 O1 G57 36 G57 H1 H1 H 0 1 N N N 38.811 47.334 22.309 8.306 0.059 1.356 H1 G57 37 G57 H2 H2 H 0 1 N N N 38.347 43.465 22.509 6.577 1.506 -1.539 H2 G57 38 G57 H3 H3 H 0 1 N N N 38.733 44.065 24.157 5.966 -0.164 -1.456 H3 G57 39 G57 H4 H4 H 0 1 N N N 36.192 44.336 21.406 3.736 -0.630 -0.618 H4 G57 40 G57 H5 H5 H 0 1 N N N 37.020 44.767 25.593 5.199 3.369 -0.827 H5 G57 41 G57 H6 H6 H 0 1 N N N 34.621 45.209 26.007 2.917 4.233 -0.509 H6 G57 42 G57 H7 H7 H 0 1 N N N 33.004 45.161 24.132 1.032 2.673 -0.249 H7 G57 43 G57 H8 H8 H 0 1 N N N 34.675 46.067 20.400 2.357 -1.782 -0.416 H8 G57 44 G57 H9 H9 H 0 1 N N N 30.925 44.990 18.666 -1.806 -2.479 0.183 H9 G57 45 G57 H10 H10 H 0 1 N N N 32.085 43.371 22.471 -0.348 1.521 -0.052 H10 G57 46 G57 H11 H11 H 0 1 N N N 28.956 44.133 18.922 -3.525 -1.811 -0.150 H11 G57 47 G57 H12 H12 H 0 1 N N N 27.665 42.147 19.700 -3.466 -2.715 2.018 H12 G57 48 G57 H13 H13 H 0 1 N N N 27.172 43.078 21.154 -2.005 -1.698 2.000 H13 G57 49 G57 H14 H14 H 0 1 N N N 26.676 43.635 19.520 -3.487 -1.112 2.793 H14 G57 50 G57 H15 H15 H 0 1 N N N 29.394 46.019 20.495 -5.003 0.219 1.586 H15 G57 51 G57 H16 H16 H 0 1 N N N 27.679 45.881 19.981 -5.302 -0.082 -0.142 H16 G57 52 G57 H17 H17 H 0 1 N N N 28.175 45.324 21.616 -5.644 -1.355 1.054 H17 G57 53 G57 H18 H18 H 0 1 N N N 30.303 38.915 19.718 -2.650 2.927 3.127 H18 G57 54 G57 H19 H19 H 0 1 N N N 29.921 39.812 18.408 -2.871 4.243 2.107 H19 G57 55 G57 H20 H20 H 0 1 N N N 28.627 45.320 23.552 -4.437 -1.684 -2.234 H20 G57 56 G57 H21 H21 H 0 1 N N N 30.017 45.012 24.648 -3.272 -1.401 -3.549 H21 G57 57 G57 H22 H22 H 0 1 N N N 30.306 45.413 22.921 -2.689 -1.769 -1.908 H22 G57 58 G57 H23 H23 H 0 1 N N N 29.219 42.565 25.113 -4.109 1.114 -3.909 H23 G57 59 # 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 G57 F48 C35 SING N N 1 G57 N9 C8 TRIP N N 2 G57 F46 C35 SING N N 3 G57 C35 F47 SING N N 4 G57 C35 C18 SING N N 5 G57 C8 C3 SING N N 6 G57 N7 C2 SING N N 7 G57 C18 C17 DOUB Y N 8 G57 C18 C19 SING Y N 9 G57 C17 C16 SING Y N 10 G57 C3 C2 DOUB N N 11 G57 C3 C4 SING N N 12 G57 C14 C36 SING N N 13 G57 C14 C15 SING N N 14 G57 C14 C4 SING N N 15 G57 C2 O1 SING N N 16 G57 C19 C20 DOUB Y N 17 G57 C4 C16 SING N N 18 G57 C4 C5 SING N N 19 G57 C16 C21 DOUB Y N 20 G57 O1 C6 SING N N 21 G57 C20 C21 SING Y N 22 G57 C20 C34 SING N N 23 G57 C5 C6 SING Y N 24 G57 C5 C10 DOUB Y N 25 G57 O52 C50 DOUB N N 26 G57 C6 N12 DOUB Y N 27 G57 C41 C34 DOUB Y N 28 G57 C41 C42 SING Y N 29 G57 C50 O51 SING N N 30 G57 C50 C49 SING N N 31 G57 C34 C45 SING Y N 32 G57 C49 C42 SING N N 33 G57 C10 C13 SING N N 34 G57 C10 N11 SING Y N 35 G57 C42 C43 DOUB Y N 36 G57 N12 N11 SING Y N 37 G57 C45 C44 DOUB Y N 38 G57 C43 C44 SING Y N 39 G57 O51 H1 SING N N 40 G57 C49 H2 SING N N 41 G57 C49 H3 SING N N 42 G57 C41 H4 SING N N 43 G57 C43 H5 SING N N 44 G57 C44 H6 SING N N 45 G57 C45 H7 SING N N 46 G57 C19 H8 SING N N 47 G57 C17 H9 SING N N 48 G57 C21 H10 SING N N 49 G57 C14 H11 SING N N 50 G57 C36 H12 SING N N 51 G57 C36 H13 SING N N 52 G57 C36 H14 SING N N 53 G57 C15 H15 SING N N 54 G57 C15 H16 SING N N 55 G57 C15 H17 SING N N 56 G57 N7 H18 SING N N 57 G57 N7 H19 SING N N 58 G57 C13 H20 SING N N 59 G57 C13 H21 SING N N 60 G57 C13 H22 SING N N 61 G57 N11 H23 SING N N 62 # 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 G57 InChI InChI 1.03 "InChI=1S/C26H23F3N4O3/c1-13(2)25(20(12-30)23(31)36-24-22(25)14(3)32-33-24)18-9-17(10-19(11-18)26(27,28)29)16-6-4-5-15(7-16)8-21(34)35/h4-7,9-11,13H,8,31H2,1-3H3,(H,32,33)(H,34,35)/t25-/m0/s1" G57 InChIKey InChI 1.03 DBCDVNKPJCGLLK-VWLOTQADSA-N G57 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3cccc(CC(O)=O)c3)C(=C(N)Oc4n[nH]c(C)c14)C#N" G57 SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3cccc(CC(O)=O)c3)C(=C(N)Oc4n[nH]c(C)c14)C#N" G57 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4cccc(c4)CC(=O)O)C(C)C)C#N)N" G57 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4cccc(c4)CC(=O)O)C(C)C)C#N)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 G57 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[3-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]phenyl]ethanoic 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 G57 "Create component" 2016-09-14 RCSB G57 "Initial release" 2017-07-12 RCSB #