data_8A0 # _chem_comp.id 8A0 _chem_comp.name "(4~{S})-6-azanyl-3-methyl-4-[3-(2-methylphenyl)-5-(trifluoromethyl)phenyl]-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 "C25 H23 F3 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(s)-6-amino-4-isopropyl-3 methyl-4-(2'-methyl-5-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)-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 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 452.472 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8A0 _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 5XMU _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 8A0 C5 C1 C 0 1 Y N N 29.694 33.745 94.945 2.451 0.280 1.021 C5 8A0 1 8A0 C6 C2 C 0 1 Y N N 29.422 35.085 94.479 3.382 1.339 0.929 C6 8A0 2 8A0 C8 C3 C 0 1 N N N 30.855 34.549 98.361 1.501 0.220 -2.630 C8 8A0 3 8A0 C2 C4 C 0 1 N N N 30.098 35.956 96.686 3.086 1.482 -1.362 C2 8A0 4 8A0 N7 N1 N 0 1 N N N 30.330 37.030 97.430 3.305 2.187 -2.519 N7 8A0 5 8A0 C12 C5 C 0 1 N N N 29.557 31.474 93.458 1.340 -1.048 2.880 C12 8A0 6 8A0 C16 C6 C 0 1 Y N N 31.732 31.754 97.450 -0.252 -1.708 0.043 C16 8A0 7 8A0 F48 F1 F 0 1 N N N 32.481 30.178 99.671 -1.526 -4.090 -0.439 F48 8A0 8 8A0 C33 C7 C 0 1 N N N 33.293 30.099 98.621 -2.277 -3.158 0.285 C33 8A0 9 8A0 F46 F2 F 0 1 N N N 33.326 28.847 98.192 -3.571 -3.091 -0.243 F46 8A0 10 8A0 F47 F3 F 0 1 N N N 34.512 30.365 99.054 -2.341 -3.552 1.626 F47 8A0 11 8A0 C17 C8 C 0 1 Y N N 32.950 31.049 97.455 -1.624 -1.804 0.190 C17 8A0 12 8A0 C18 C9 C 0 1 Y N N 33.825 31.183 96.398 -2.395 -0.661 0.250 C18 8A0 13 8A0 C19 C10 C 0 1 Y N N 33.534 32.021 95.331 -1.790 0.591 0.162 C19 8A0 14 8A0 C32 C11 C 0 1 Y N N 34.535 32.125 94.231 -2.615 1.823 0.227 C32 8A0 15 8A0 C43 C12 C 0 1 Y N N 34.181 31.698 92.966 -2.264 2.855 1.095 C43 8A0 16 8A0 C42 C13 C 0 1 Y N N 35.090 31.775 91.909 -3.032 4.001 1.146 C42 8A0 17 8A0 C41 C14 C 0 1 Y N N 36.371 32.267 92.112 -4.147 4.126 0.338 C41 8A0 18 8A0 C40 C15 C 0 1 Y N N 36.735 32.683 93.385 -4.500 3.105 -0.526 C40 8A0 19 8A0 C39 C16 C 0 1 Y N N 35.827 32.616 94.445 -3.740 1.955 -0.586 C39 8A0 20 8A0 C50 C17 C 0 1 N N N 36.241 33.071 95.813 -4.122 0.845 -1.532 C50 8A0 21 8A0 C20 C18 C 0 1 Y N N 32.346 32.751 95.316 -0.408 0.682 0.015 C20 8A0 22 8A0 C15 C19 C 0 1 Y N N 31.406 32.626 96.363 0.355 -0.468 -0.039 C15 8A0 23 8A0 C4 C20 C 0 1 N N S 30.105 33.437 96.347 1.850 -0.371 -0.198 C4 8A0 24 8A0 C13 C21 C 0 1 N N N 28.923 32.732 97.039 2.442 -1.770 -0.381 C13 8A0 25 8A0 C34 C22 C 0 1 N N N 27.585 33.484 96.927 1.922 -2.377 -1.686 C34 8A0 26 8A0 C14 C23 C 0 1 N N N 28.727 31.258 96.619 3.968 -1.676 -0.435 C14 8A0 27 8A0 C3 C24 C 0 1 N N N 30.390 34.683 97.184 2.180 0.483 -1.397 C3 8A0 28 8A0 N9 N2 N 0 1 N N N 31.286 34.423 99.446 0.961 0.012 -3.608 N9 8A0 29 8A0 C10 C25 C 0 1 Y N N 29.444 32.951 93.707 2.252 0.012 2.320 C10 8A0 30 8A0 N51 N3 N 0 1 Y N N 29.105 33.845 92.765 3.019 0.866 3.037 N51 8A0 31 8A0 N11 N4 N 0 1 Y N N 29.089 35.181 93.193 3.717 1.686 2.137 N11 8A0 32 8A0 O1 O1 O 0 1 N N N 29.539 36.111 95.356 3.790 1.837 -0.269 O1 8A0 33 8A0 H1 H1 H 0 1 N N N 30.064 37.850 96.924 2.816 1.959 -3.326 H1 8A0 34 8A0 H2 H2 H 0 1 N N N 29.797 36.972 98.274 3.949 2.912 -2.531 H2 8A0 35 8A0 H3 H3 H 0 1 N N N 30.581 31.233 93.136 1.893 -1.980 2.994 H3 8A0 36 8A0 H4 H4 H 0 1 N N N 29.326 30.927 94.384 0.963 -0.728 3.852 H4 8A0 37 8A0 H5 H5 H 0 1 N N N 28.846 31.179 92.672 0.503 -1.204 2.200 H5 8A0 38 8A0 H6 H6 H 0 1 N N N 31.040 31.636 98.271 0.349 -2.604 -0.002 H6 8A0 39 8A0 H7 H7 H 0 1 N N N 34.751 30.627 96.401 -3.467 -0.737 0.364 H7 8A0 40 8A0 H8 H8 H 0 1 N N N 33.192 31.301 92.793 -1.393 2.757 1.726 H8 8A0 41 8A0 H9 H9 H 0 1 N N N 34.793 31.448 90.923 -2.761 4.801 1.819 H9 8A0 42 8A0 H10 H10 H 0 1 N N N 37.073 32.325 91.293 -4.745 5.024 0.382 H10 8A0 43 8A0 H11 H11 H 0 1 N N N 37.731 33.063 93.558 -5.372 3.208 -1.155 H11 8A0 44 8A0 H12 H12 H 0 1 N N N 36.015 34.141 95.928 -4.793 0.152 -1.026 H12 8A0 45 8A0 H13 H13 H 0 1 N N N 35.691 32.496 96.573 -4.623 1.268 -2.402 H13 8A0 46 8A0 H14 H14 H 0 1 N N N 37.321 32.909 95.942 -3.225 0.315 -1.851 H14 8A0 47 8A0 H15 H15 H 0 1 N N N 32.142 33.420 94.493 0.067 1.650 -0.054 H15 8A0 48 8A0 H16 H16 H 0 1 N N N 29.169 32.710 98.111 2.146 -2.402 0.456 H16 8A0 49 8A0 H17 H17 H 0 1 N N N 26.799 32.915 97.445 2.327 -1.821 -2.532 H17 8A0 50 8A0 H18 H18 H 0 1 N N N 27.683 34.477 97.389 2.236 -3.419 -1.753 H18 8A0 51 8A0 H19 H19 H 0 1 N N N 27.316 33.598 95.866 0.834 -2.324 -1.704 H19 8A0 52 8A0 H20 H20 H 0 1 N N N 27.867 30.834 97.158 4.338 -1.244 0.495 H20 8A0 53 8A0 H21 H21 H 0 1 N N N 28.543 31.207 95.536 4.389 -2.673 -0.565 H21 8A0 54 8A0 H22 H22 H 0 1 N N N 29.632 30.684 96.864 4.264 -1.044 -1.272 H22 8A0 55 8A0 H23 H23 H 0 1 N N N 28.880 33.579 91.828 3.076 0.905 4.005 H23 8A0 56 # # 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 8A0 C42 C41 DOUB Y N 1 8A0 C42 C43 SING Y N 2 8A0 C41 C40 SING Y N 3 8A0 N51 N11 SING Y N 4 8A0 N51 C10 SING Y N 5 8A0 C43 C32 DOUB Y N 6 8A0 N11 C6 DOUB Y N 7 8A0 C40 C39 DOUB Y N 8 8A0 C12 C10 SING N N 9 8A0 C10 C5 DOUB Y N 10 8A0 C32 C39 SING Y N 11 8A0 C32 C19 SING N N 12 8A0 C39 C50 SING N N 13 8A0 C6 C5 SING Y N 14 8A0 C6 O1 SING N N 15 8A0 C5 C4 SING N N 16 8A0 C20 C19 DOUB Y N 17 8A0 C20 C15 SING Y N 18 8A0 C19 C18 SING Y N 19 8A0 O1 C2 SING N N 20 8A0 C4 C15 SING N N 21 8A0 C4 C13 SING N N 22 8A0 C4 C3 SING N N 23 8A0 C15 C16 DOUB Y N 24 8A0 C18 C17 DOUB Y N 25 8A0 C14 C13 SING N N 26 8A0 C2 C3 DOUB N N 27 8A0 C2 N7 SING N N 28 8A0 C34 C13 SING N N 29 8A0 C3 C8 SING N N 30 8A0 C16 C17 SING Y N 31 8A0 C17 C33 SING N N 32 8A0 F46 C33 SING N N 33 8A0 C8 N9 TRIP N N 34 8A0 C33 F47 SING N N 35 8A0 C33 F48 SING N N 36 8A0 N7 H1 SING N N 37 8A0 N7 H2 SING N N 38 8A0 C12 H3 SING N N 39 8A0 C12 H4 SING N N 40 8A0 C12 H5 SING N N 41 8A0 C16 H6 SING N N 42 8A0 C18 H7 SING N N 43 8A0 C43 H8 SING N N 44 8A0 C42 H9 SING N N 45 8A0 C41 H10 SING N N 46 8A0 C40 H11 SING N N 47 8A0 C50 H12 SING N N 48 8A0 C50 H13 SING N N 49 8A0 C50 H14 SING N N 50 8A0 C20 H15 SING N N 51 8A0 C13 H16 SING N N 52 8A0 C34 H17 SING N N 53 8A0 C34 H18 SING N N 54 8A0 C34 H19 SING N N 55 8A0 C14 H20 SING N N 56 8A0 C14 H21 SING N N 57 8A0 C14 H22 SING N N 58 8A0 N51 H23 SING N N 59 # # 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 8A0 InChI InChI 1.03 "InChI=1S/C25H23F3N4O/c1-13(2)24(20(12-29)22(30)33-23-21(24)15(4)31-32-23)17-9-16(10-18(11-17)25(26,27)28)19-8-6-5-7-14(19)3/h5-11,13H,30H2,1-4H3,(H,31,32)/t24-/m0/s1" 8A0 InChIKey InChI 1.03 UBSNISIBQUMDAM-DEOSSOPVSA-N 8A0 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3C)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8A0 SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3C)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8A0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccccc1c2cc(cc(c2)C(F)(F)F)[C@@]3(c4c([nH]nc4OC(=C3C#N)N)C)C(C)C" 8A0 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccccc1c2cc(cc(c2)C(F)(F)F)C3(c4c([nH]nc4OC(=C3C#N)N)C)C(C)C" # _pdbx_chem_comp_identifier.comp_id 8A0 _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-3-methyl-4-[3-(2-methylphenyl)-5-(trifluoromethyl)phenyl]-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 8A0 "Create component" 2017-05-25 PDBJ 8A0 "Initial release" 2017-11-29 RCSB 8A0 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8A0 _pdbx_chem_comp_synonyms.name "(s)-6-amino-4-isopropyl-3 methyl-4-(2'-methyl-5-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##