data_8A3 # _chem_comp.id 8A3 _chem_comp.name "4-[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]-~{N}-methyl-~{N}-[2,2,2-tris(fluoranyl)ethyl]benzenesulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 F6 N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(s)-3'-(6-amino-5-cyano-4-isopropyl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazol-4-yl)-N-methyl-N-(2,2,2-trifluoroethyl)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-sulfonamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-25 _chem_comp.pdbx_modified_date 2021-03-13 _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 613.575 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8A3 _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 5XMP _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 8A3 F67 F1 F 0 1 N N N 141.207 6.268 326.272 -8.365 -0.924 1.312 F67 8A3 1 8A3 C56 C1 C 0 1 N N N 141.319 7.194 327.220 -7.823 0.244 0.764 C56 8A3 2 8A3 F64 F2 F 0 1 N N N 142.041 6.701 328.219 -8.025 0.247 -0.620 F64 8A3 3 8A3 F65 F3 F 0 1 N N N 141.960 8.253 326.734 -8.450 1.359 1.331 F65 8A3 4 8A3 C54 C2 C 0 1 N N N 139.920 7.588 327.739 -6.323 0.297 1.061 C54 8A3 5 8A3 N51 N1 N 0 1 N N N 138.995 7.872 326.597 -5.666 -0.870 0.468 N51 8A3 6 8A3 C55 C3 C 0 1 N N N 138.061 6.746 326.301 -5.623 -2.138 1.202 C55 8A3 7 8A3 S44 S1 S 0 1 N N N 138.253 9.338 326.620 -4.972 -0.757 -1.031 S44 8A3 8 8A3 O52 O1 O 0 1 N N N 137.869 9.526 325.242 -4.930 -2.078 -1.554 O52 8A3 9 8A3 O53 O2 O 0 1 N N N 139.200 10.345 327.040 -5.620 0.320 -1.693 O53 8A3 10 8A3 C41 C4 C 0 1 Y N N 136.993 9.430 327.605 -3.297 -0.262 -0.795 C41 8A3 11 8A3 C40 C5 C 0 1 Y N N 137.265 9.486 328.966 -2.312 -1.219 -0.636 C40 8A3 12 8A3 C39 C6 C 0 1 Y N N 136.238 9.550 329.886 -0.998 -0.837 -0.451 C39 8A3 13 8A3 C42 C7 C 0 1 Y N N 135.661 9.452 327.164 -2.973 1.082 -0.775 C42 8A3 14 8A3 C43 C8 C 0 1 Y N N 134.621 9.499 328.100 -1.663 1.476 -0.591 C43 8A3 15 8A3 C32 C9 C 0 1 Y N N 134.905 9.563 329.467 -0.666 0.516 -0.425 C32 8A3 16 8A3 C19 C10 C 0 1 Y N N 133.844 9.591 330.511 0.744 0.933 -0.227 C19 8A3 17 8A3 C18 C11 C 0 1 Y N N 134.074 8.788 331.623 1.077 2.286 -0.206 C18 8A3 18 8A3 C17 C12 C 0 1 Y N N 133.188 8.720 332.674 2.390 2.668 -0.021 C17 8A3 19 8A3 C33 C13 C 0 1 N N N 133.567 7.810 333.825 2.751 4.131 0.003 C33 8A3 20 8A3 F49 F4 F 0 1 N N N 134.829 8.023 334.211 1.597 4.899 -0.182 F49 8A3 21 8A3 F48 F5 F 0 1 N N N 133.473 6.565 333.347 3.330 4.448 1.236 F48 8A3 22 8A3 F47 F6 F 0 1 N N N 132.793 8.015 334.881 3.661 4.403 -1.024 F47 8A3 23 8A3 C16 C14 C 0 1 Y N N 131.997 9.452 332.598 3.375 1.711 0.144 C16 8A3 24 8A3 C20 C15 C 0 1 Y N N 132.664 10.332 330.430 1.739 -0.027 -0.055 C20 8A3 25 8A3 C15 C16 C 0 1 Y N N 131.696 10.288 331.479 3.050 0.367 0.123 C15 8A3 26 8A3 C4 C17 C 0 1 N N S 130.375 11.102 331.441 4.128 -0.670 0.309 C4 8A3 27 8A3 C13 C18 C 0 1 N N N 129.168 10.296 331.981 5.456 0.018 0.630 C13 8A3 28 8A3 C34 C19 C 0 1 N N N 127.801 10.999 331.852 5.345 0.739 1.975 C34 8A3 29 8A3 C14 C20 C 0 1 N N N 129.081 8.877 331.408 6.569 -1.031 0.705 C14 8A3 30 8A3 C3 C21 C 0 1 N N N 130.574 12.341 332.353 3.751 -1.600 1.435 C3 8A3 31 8A3 C8 C22 C 0 1 N N N 131.038 12.152 333.522 3.302 -1.030 2.670 C8 8A3 32 8A3 N9 N2 N 0 1 N N N 131.463 11.961 334.603 2.946 -0.579 3.649 N9 8A3 33 8A3 C2 C23 C 0 1 N N N 130.248 13.601 331.944 3.817 -2.944 1.333 C2 8A3 34 8A3 N7 N3 N 0 1 N N N 130.398 14.688 332.711 3.452 -3.686 2.428 N7 8A3 35 8A3 C5 C24 C 0 1 Y N N 130.027 11.526 330.026 4.269 -1.488 -0.949 C5 8A3 36 8A3 C10 C25 C 0 1 Y N N 129.899 10.855 328.680 4.378 -1.086 -2.224 C10 8A3 37 8A3 C12 C26 C 0 1 N N N 130.103 9.409 328.284 4.381 0.341 -2.709 C12 8A3 38 8A3 N63 N4 N 0 1 Y N N 129.566 11.824 327.789 4.484 -2.192 -2.996 N63 8A3 39 8A3 N11 N5 N 0 1 Y N N 129.450 13.102 328.351 4.437 -3.316 -2.156 N11 8A3 40 8A3 C6 C27 C 0 1 Y N N 129.708 12.909 329.655 4.308 -2.900 -0.929 C6 8A3 41 8A3 O1 O3 O 0 1 N N N 129.703 13.878 330.617 4.215 -3.608 0.230 O1 8A3 42 8A3 H1 H1 H 0 1 N N N 140.007 8.488 328.366 -5.901 1.207 0.635 H1 8A3 43 8A3 H2 H2 H 0 1 N N N 139.511 6.761 328.339 -6.165 0.294 2.139 H2 8A3 44 8A3 H3 H3 H 0 1 N N N 138.618 5.797 326.300 -4.723 -2.171 1.816 H3 8A3 45 8A3 H4 H4 H 0 1 N N N 137.276 6.709 327.070 -6.502 -2.218 1.841 H4 8A3 46 8A3 H5 H5 H 0 1 N N N 137.601 6.901 325.314 -5.611 -2.967 0.494 H5 8A3 47 8A3 H6 H6 H 0 1 N N N 138.290 9.479 329.308 -2.570 -2.268 -0.656 H6 8A3 48 8A3 H7 H7 H 0 1 N N N 136.467 9.590 330.941 -0.230 -1.585 -0.327 H7 8A3 49 8A3 H8 H8 H 0 1 N N N 135.439 9.433 326.107 -3.746 1.825 -0.904 H8 8A3 50 8A3 H9 H9 H 0 1 N N N 133.595 9.486 327.764 -1.410 2.526 -0.575 H9 8A3 51 8A3 H10 H10 H 0 1 N N N 134.978 8.198 331.663 0.308 3.034 -0.334 H10 8A3 52 8A3 H11 H11 H 0 1 N N N 131.286 9.383 333.408 4.401 2.014 0.287 H11 8A3 53 8A3 H12 H12 H 0 1 N N N 132.480 10.947 329.562 1.486 -1.077 -0.066 H12 8A3 54 8A3 H13 H13 H 0 1 N N N 129.345 10.177 333.060 5.690 0.740 -0.152 H13 8A3 55 8A3 H14 H14 H 0 1 N N N 127.871 12.016 332.265 5.247 0.005 2.774 H14 8A3 56 8A3 H15 H15 H 0 1 N N N 127.515 11.053 330.791 6.240 1.340 2.140 H15 8A3 57 8A3 H16 H16 H 0 1 N N N 127.042 10.429 332.408 4.469 1.388 1.968 H16 8A3 58 8A3 H17 H17 H 0 1 N N N 128.205 8.363 331.831 7.515 -0.540 0.933 H17 8A3 59 8A3 H18 H18 H 0 1 N N N 128.982 8.929 330.314 6.335 -1.753 1.487 H18 8A3 60 8A3 H19 H19 H 0 1 N N N 129.994 8.320 331.667 6.648 -1.545 -0.253 H19 8A3 61 8A3 H20 H20 H 0 1 N N N 130.097 15.497 332.206 3.159 -3.242 3.239 H20 8A3 62 8A3 H21 H21 H 0 1 N N N 129.848 14.589 333.540 3.487 -4.655 2.391 H21 8A3 63 8A3 H22 H22 H 0 1 N N N 131.156 9.249 328.008 5.405 0.715 -2.730 H22 8A3 64 8A3 H23 H23 H 0 1 N N N 129.843 8.757 329.131 3.958 0.385 -3.713 H23 8A3 65 8A3 H24 H24 H 0 1 N N N 129.459 9.170 327.425 3.783 0.955 -2.036 H24 8A3 66 8A3 H25 H25 H 0 1 N N N 129.417 11.641 326.817 4.575 -2.206 -3.961 H25 8A3 67 # # 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 8A3 O52 S44 DOUB N N 1 8A3 F67 C56 SING N N 2 8A3 C55 N51 SING N N 3 8A3 N51 S44 SING N N 4 8A3 N51 C54 SING N N 5 8A3 S44 O53 DOUB N N 6 8A3 S44 C41 SING N N 7 8A3 F65 C56 SING N N 8 8A3 C42 C41 DOUB Y N 9 8A3 C42 C43 SING Y N 10 8A3 C56 C54 SING N N 11 8A3 C56 F64 SING N N 12 8A3 C41 C40 SING Y N 13 8A3 N63 N11 SING Y N 14 8A3 N63 C10 SING Y N 15 8A3 C43 C32 DOUB Y N 16 8A3 C12 C10 SING N N 17 8A3 N11 C6 DOUB Y N 18 8A3 C10 C5 DOUB Y N 19 8A3 C40 C39 DOUB Y N 20 8A3 C32 C39 SING Y N 21 8A3 C32 C19 SING N N 22 8A3 C6 C5 SING Y N 23 8A3 C6 O1 SING N N 24 8A3 C5 C4 SING N N 25 8A3 C20 C19 DOUB Y N 26 8A3 C20 C15 SING Y N 27 8A3 C19 C18 SING Y N 28 8A3 O1 C2 SING N N 29 8A3 C14 C13 SING N N 30 8A3 C4 C15 SING N N 31 8A3 C4 C13 SING N N 32 8A3 C4 C3 SING N N 33 8A3 C15 C16 DOUB Y N 34 8A3 C18 C17 DOUB Y N 35 8A3 C34 C13 SING N N 36 8A3 C2 C3 DOUB N N 37 8A3 C2 N7 SING N N 38 8A3 C3 C8 SING N N 39 8A3 C16 C17 SING Y N 40 8A3 C17 C33 SING N N 41 8A3 F48 C33 SING N N 42 8A3 C8 N9 TRIP N N 43 8A3 C33 F49 SING N N 44 8A3 C33 F47 SING N N 45 8A3 C54 H1 SING N N 46 8A3 C54 H2 SING N N 47 8A3 C55 H3 SING N N 48 8A3 C55 H4 SING N N 49 8A3 C55 H5 SING N N 50 8A3 C40 H6 SING N N 51 8A3 C39 H7 SING N N 52 8A3 C42 H8 SING N N 53 8A3 C43 H9 SING N N 54 8A3 C18 H10 SING N N 55 8A3 C16 H11 SING N N 56 8A3 C20 H12 SING N N 57 8A3 C13 H13 SING N N 58 8A3 C34 H14 SING N N 59 8A3 C34 H15 SING N N 60 8A3 C34 H16 SING N N 61 8A3 C14 H17 SING N N 62 8A3 C14 H18 SING N N 63 8A3 C14 H19 SING N N 64 8A3 N7 H20 SING N N 65 8A3 N7 H21 SING N N 66 8A3 C12 H22 SING N N 67 8A3 C12 H23 SING N N 68 8A3 C12 H24 SING N N 69 8A3 N63 H25 SING N N 70 # # 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 8A3 InChI InChI 1.03 "InChI=1S/C27H25F6N5O3S/c1-14(2)26(21(12-34)23(35)41-24-22(26)15(3)36-37-24)18-9-17(10-19(11-18)27(31,32)33)16-5-7-20(8-6-16)42(39,40)38(4)13-25(28,29)30/h5-11,14H,13,35H2,1-4H3,(H,36,37)/t26-/m0/s1" 8A3 InChIKey InChI 1.03 IWWMJNMFKYGJIC-SANMLTNESA-N 8A3 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccc(cc3)[S](=O)(=O)N(C)CC(F)(F)F)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8A3 SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3ccc(cc3)[S](=O)(=O)N(C)CC(F)(F)F)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8A3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4ccc(cc4)S(=O)(=O)N(C)CC(F)(F)F)C(C)C)C#N)N" 8A3 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4ccc(cc4)S(=O)(=O)N(C)CC(F)(F)F)C(C)C)C#N)N" # _pdbx_chem_comp_identifier.comp_id 8A3 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "4-[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]-~{N}-methyl-~{N}-[2,2,2-tris(fluoranyl)ethyl]benzenesulfonamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8A3 "Create component" 2017-05-25 PDBJ 8A3 "Initial release" 2017-11-29 RCSB 8A3 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8A3 _pdbx_chem_comp_synonyms.name "(s)-3'-(6-amino-5-cyano-4-isopropyl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazol-4-yl)-N-methyl-N-(2,2,2-trifluoroethyl)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-sulfonamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##