data_8AU # _chem_comp.id 8AU _chem_comp.name ;(4~{S})-6-azanyl-4-[3-(2-chlorophenyl)-5-(trifluoromethyl)phenyl]-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5- carbonitrile ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H20 Cl F3 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(S)-6-amino-4-(2'-chloro-5-(trifluoromethyl)-[1,1-biphenyl]-3-yl)-4-isopropyl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole -5-carbonitrile ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-25 _chem_comp.pdbx_modified_date 2020-06-17 _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 472.890 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8AU _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 5XMV _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 8AU C4 C1 C 0 1 N N S 30.160 43.462 20.697 -2.038 -0.230 0.269 C4 8AU 1 8AU C6 C2 C 0 1 Y N N 29.605 41.734 22.577 -3.097 1.742 -0.966 C6 8AU 2 8AU C8 C3 C 0 1 N N N 30.803 42.340 18.659 -1.941 0.228 2.752 C8 8AU 3 8AU C15 C4 C 0 1 N N N 28.656 45.602 20.513 -2.064 -2.193 1.814 C15 8AU 4 8AU C17 C5 C 0 1 Y N N 31.768 45.144 19.612 -0.062 -1.725 -0.089 C17 8AU 5 8AU C22 C6 C 0 1 Y N N 34.612 44.877 22.811 2.542 1.614 -0.477 C22 8AU 6 8AU C2 C7 C 0 1 N N N 30.198 40.951 20.342 -2.648 1.983 1.291 C2 8AU 7 8AU C3 C8 C 0 1 N N N 30.418 42.193 19.860 -2.226 0.710 1.434 C3 8AU 8 8AU N9 N1 N 0 1 N N N 31.158 42.485 17.553 -1.716 -0.154 3.798 N9 8AU 9 8AU C14 C9 C 0 1 N N N 28.931 44.163 20.047 -2.709 -1.571 0.574 C14 8AU 10 8AU C18 C10 C 0 1 Y N N 32.957 45.888 19.573 1.286 -1.926 -0.324 C18 8AU 11 8AU CL3 CL1 CL 0 0 N N N 32.598 45.335 24.767 4.141 0.362 1.329 CL33 8AU 12 8AU C25 C11 C 0 1 Y N N 34.276 45.036 24.246 3.728 1.662 0.255 C25 8AU 13 8AU C26 C12 C 0 1 Y N N 35.262 44.966 25.212 4.573 2.747 0.125 C26 8AU 14 8AU C27 C13 C 0 1 Y N N 36.583 44.739 24.832 4.245 3.783 -0.730 C27 8AU 15 8AU C28 C14 C 0 1 Y N N 36.920 44.589 23.492 3.070 3.740 -1.459 C28 8AU 16 8AU C29 C15 C 0 1 Y N N 35.951 44.646 22.488 2.217 2.661 -1.337 C29 8AU 17 8AU C20 C16 C 0 1 Y N N 33.589 44.952 21.724 1.632 0.449 -0.346 C20 8AU 18 8AU C19 C17 C 0 1 Y N N 33.853 45.776 20.634 2.135 -0.846 -0.453 C19 8AU 19 8AU C23 C18 C 0 1 N N N 33.303 46.830 18.423 1.828 -3.328 -0.440 C23 8AU 20 8AU F32 F1 F 0 1 N N N 33.151 48.086 18.823 1.772 -3.741 -1.775 F32 8AU 21 8AU F31 F2 F 0 1 N N N 32.537 46.625 17.359 3.155 -3.352 0.001 F31 8AU 22 8AU F30 F3 F 0 1 N N N 34.587 46.680 18.078 1.060 -4.191 0.348 F30 8AU 23 8AU C21 C19 C 0 1 Y N N 32.408 44.190 21.743 0.274 0.646 -0.104 C21 8AU 24 8AU C16 C20 C 0 1 Y N N 31.460 44.280 20.697 -0.567 -0.441 0.019 C16 8AU 25 8AU C24 C21 C 0 1 N N N 27.626 43.353 20.123 -4.200 -1.348 0.832 C24 8AU 26 8AU N7 N2 N 0 1 N N N 30.374 39.834 19.650 -2.777 2.744 2.426 N7 8AU 27 8AU C5 C22 C 0 1 Y N N 29.791 43.106 22.111 -2.677 0.394 -0.945 C5 8AU 28 8AU C10 C23 C 0 1 Y N N 29.549 43.869 23.371 -2.951 -0.147 -2.141 C10 8AU 29 8AU C13 C24 C 0 1 N N N 29.602 45.360 23.597 -2.672 -1.567 -2.560 C13 8AU 30 8AU N11 N3 N 0 1 Y N N 29.272 42.952 24.317 -3.524 0.813 -2.904 N11 8AU 31 8AU N12 N4 N 0 1 Y N N 29.298 41.607 23.880 -3.603 1.988 -2.140 N12 8AU 32 8AU O1 O1 O 0 1 N N N 29.744 40.728 21.689 -2.955 2.559 0.112 O1 8AU 33 8AU H1 H1 H 0 1 N N N 29.585 46.188 20.462 -2.224 -3.271 1.805 H1 8AU 34 8AU H2 H2 H 0 1 N N N 27.897 46.060 19.861 -0.994 -1.985 1.811 H2 8AU 35 8AU H3 H3 H 0 1 N N N 28.288 45.588 21.550 -2.514 -1.767 2.711 H3 8AU 36 8AU H4 H4 H 0 1 N N N 31.067 45.231 18.795 -0.724 -2.573 0.007 H4 8AU 37 8AU H5 H5 H 0 1 N N N 29.170 44.239 18.976 -2.583 -2.241 -0.276 H5 8AU 38 8AU H6 H6 H 0 1 N N N 35.010 45.087 26.255 5.492 2.786 0.691 H6 8AU 39 8AU H7 H7 H 0 1 N N N 37.353 44.679 25.587 4.908 4.630 -0.829 H7 8AU 40 8AU H8 H8 H 0 1 N N N 37.953 44.425 23.222 2.818 4.552 -2.125 H8 8AU 41 8AU H9 H9 H 0 1 N N N 36.239 44.511 21.456 1.301 2.629 -1.907 H9 8AU 42 8AU H10 H10 H 0 1 N N N 34.773 46.341 20.610 3.188 -1.004 -0.636 H10 8AU 43 8AU H11 H11 H 0 1 N N N 32.221 43.523 22.572 -0.119 1.648 -0.013 H11 8AU 44 8AU H12 H12 H 0 1 N N N 27.814 42.321 19.791 -4.646 -0.845 -0.026 H12 8AU 45 8AU H13 H13 H 0 1 N N N 27.261 43.343 21.160 -4.690 -2.309 0.986 H13 8AU 46 8AU H14 H14 H 0 1 N N N 26.869 43.815 19.472 -4.326 -0.730 1.721 H14 8AU 47 8AU H15 H15 H 0 1 N N N 30.148 39.047 20.224 -3.079 3.664 2.362 H15 8AU 48 8AU H16 H16 H 0 1 N N N 29.778 39.842 18.847 -2.565 2.363 3.293 H16 8AU 49 8AU H17 H17 H 0 1 N N N 28.607 45.794 23.420 -3.491 -2.209 -2.235 H17 8AU 50 8AU H18 H18 H 0 1 N N N 29.912 45.563 24.633 -2.582 -1.615 -3.645 H18 8AU 51 8AU H19 H19 H 0 1 N N N 30.327 45.810 22.903 -1.742 -1.905 -2.103 H19 8AU 52 8AU H20 H20 H 0 1 N N N 29.063 43.204 25.262 -3.828 0.707 -3.819 H20 8AU 53 # # 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 8AU F31 C23 SING N N 1 8AU N9 C8 TRIP N N 2 8AU F30 C23 SING N N 3 8AU C23 F32 SING N N 4 8AU C23 C18 SING N N 5 8AU C8 C3 SING N N 6 8AU C18 C17 DOUB Y N 7 8AU C18 C19 SING Y N 8 8AU C17 C16 SING Y N 9 8AU N7 C2 SING N N 10 8AU C3 C2 DOUB N N 11 8AU C3 C4 SING N N 12 8AU C14 C24 SING N N 13 8AU C14 C15 SING N N 14 8AU C14 C4 SING N N 15 8AU C2 O1 SING N N 16 8AU C19 C20 DOUB Y N 17 8AU C16 C4 SING N N 18 8AU C16 C21 DOUB Y N 19 8AU C4 C5 SING N N 20 8AU O1 C6 SING N N 21 8AU C20 C21 SING Y N 22 8AU C20 C22 SING N N 23 8AU C5 C6 SING Y N 24 8AU C5 C10 DOUB Y N 25 8AU C29 C22 DOUB Y N 26 8AU C29 C28 SING Y N 27 8AU C6 N12 DOUB Y N 28 8AU C22 C25 SING Y N 29 8AU C10 C13 SING N N 30 8AU C10 N11 SING Y N 31 8AU C28 C27 DOUB Y N 32 8AU N12 N11 SING Y N 33 8AU C25 CL3 SING N N 34 8AU C25 C26 DOUB Y N 35 8AU C27 C26 SING Y N 36 8AU C15 H1 SING N N 37 8AU C15 H2 SING N N 38 8AU C15 H3 SING N N 39 8AU C17 H4 SING N N 40 8AU C14 H5 SING N N 41 8AU C26 H6 SING N N 42 8AU C27 H7 SING N N 43 8AU C28 H8 SING N N 44 8AU C29 H9 SING N N 45 8AU C19 H10 SING N N 46 8AU C21 H11 SING N N 47 8AU C24 H12 SING N N 48 8AU C24 H13 SING N N 49 8AU C24 H14 SING N N 50 8AU N7 H15 SING N N 51 8AU N7 H16 SING N N 52 8AU C13 H17 SING N N 53 8AU C13 H18 SING N N 54 8AU C13 H19 SING N N 55 8AU N11 H20 SING N N 56 # # 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 8AU InChI InChI 1.03 "InChI=1S/C24H20ClF3N4O/c1-12(2)23(18(11-29)21(30)33-22-20(23)13(3)31-32-22)15-8-14(9-16(10-15)24(26,27)28)17-6-4-5-7-19(17)25/h4-10,12H,30H2,1-3H3,(H,31,32)/t23-/m0/s1" 8AU InChIKey InChI 1.03 MHJHVTMVGRIZDH-QHCPKHFHSA-N 8AU SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3Cl)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8AU SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3Cl)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8AU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4ccccc4Cl)C(C)C)C#N)N" 8AU SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4ccccc4Cl)C(C)C)C#N)N" # _pdbx_chem_comp_identifier.comp_id 8AU _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~{S})-6-azanyl-4-[3-(2-chlorophenyl)-5-(trifluoromethyl)phenyl]-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8AU "Create component" 2017-05-25 PDBJ 8AU "Initial release" 2017-11-29 RCSB 8AU "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8AU _pdbx_chem_comp_synonyms.name "(S)-6-amino-4-(2'-chloro-5-(trifluoromethyl)-[1,1-biphenyl]-3-yl)-4-isopropyl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##