data_8B3 # _chem_comp.id 8B3 _chem_comp.name ;(4~{S})-6-azanyl-4-[3-(2-fluorophenyl)-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 F4 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(s)-6-amino-4-(2'-fluoro-5-(trifluoromethyl)-[1,1'-biphenyl]-3-yl)-4-isopropyl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazol e-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 456.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8B3 _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 5XMS _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 8B3 C2 C1 C 0 1 N N N 30.210 41.049 20.470 3.064 -1.351 1.414 C2 8B3 1 8B3 C3 C2 C 0 1 N N N 30.500 42.278 19.987 2.187 -0.325 1.417 C3 8B3 2 8B3 C4 C3 C 0 1 N N S 30.331 43.562 20.792 1.799 0.428 0.170 C4 8B3 3 8B3 C5 C4 C 0 1 Y N N 29.904 43.255 22.198 2.301 -0.346 -1.022 C5 8B3 4 8B3 C6 C5 C 0 1 Y N N 29.627 41.905 22.678 3.209 -1.420 -0.894 C6 8B3 5 8B3 N11 N1 N 0 1 Y N N 29.274 41.836 23.959 3.455 -1.883 -2.086 N11 8B3 6 8B3 C12 C6 C 0 1 N N N 29.759 45.536 23.667 1.089 0.836 -2.917 C12 8B3 7 8B3 C13 C7 C 0 1 N N N 29.201 44.337 20.100 2.435 1.820 0.188 C13 8B3 8 8B3 C14 C8 C 0 1 N N N 28.995 45.764 20.636 2.029 2.549 1.470 C14 8B3 9 8B3 C15 C9 C 0 1 Y N N 31.648 44.317 20.802 0.299 0.555 0.099 C15 8B3 10 8B3 C16 C10 C 0 1 Y N N 32.012 45.135 19.715 -0.282 1.801 -0.057 C16 8B3 11 8B3 C17 C11 C 0 1 Y N N 33.214 45.830 19.678 -1.658 1.926 -0.123 C17 8B3 12 8B3 C18 C12 C 0 1 Y N N 34.080 45.729 20.746 -2.459 0.805 -0.033 C18 8B3 13 8B3 C19 C13 C 0 1 Y N N 33.756 44.948 21.839 -1.880 -0.452 0.125 C19 8B3 14 8B3 C20 C14 C 0 1 Y N N 32.555 44.237 21.869 -0.493 -0.572 0.185 C20 8B3 15 8B3 F50 F1 F 0 1 N N N 33.016 45.245 24.533 -1.447 -2.746 -1.456 F50 8B3 16 8B3 C39 C15 C 0 1 Y N N 34.326 45.050 24.265 -2.480 -2.768 -0.585 C39 8B3 17 8B3 C40 C16 C 0 1 Y N N 35.243 44.991 25.302 -3.282 -3.890 -0.489 C40 8B3 18 8B3 C41 C17 C 0 1 Y N N 36.585 44.787 25.029 -4.339 -3.912 0.403 C41 8B3 19 8B3 C42 C18 C 0 1 Y N N 37.002 44.640 23.713 -4.600 -2.813 1.202 C42 8B3 20 8B3 C43 C19 C 0 1 Y N N 36.083 44.674 22.670 -3.807 -1.687 1.114 C43 8B3 21 8B3 C32 C20 C 0 1 Y N N 34.741 44.884 22.954 -2.737 -1.659 0.223 C32 8B3 22 8B3 C33 C21 C 0 1 N N N 33.595 46.711 18.506 -2.283 3.286 -0.293 C33 8B3 23 8B3 F48 F2 F 0 1 N N N 34.560 46.155 17.842 -1.462 4.253 0.298 F48 8B3 24 8B3 F47 F3 F 0 1 N N N 34.084 47.865 18.953 -2.426 3.566 -1.656 F47 8B3 25 8B3 F46 F4 F 0 1 N N N 32.608 46.865 17.640 -3.539 3.302 0.321 F46 8B3 26 8B3 C34 C22 C 0 1 N N N 27.851 43.588 20.101 3.958 1.685 0.138 C34 8B3 27 8B3 C8 C23 C 0 1 N N N 30.886 42.454 18.808 1.599 0.066 2.663 C8 8B3 28 8B3 N9 N2 N 0 1 N N N 31.249 42.626 17.704 1.132 0.376 3.651 N9 8B3 29 8B3 N7 N3 N 0 1 N N N 30.346 39.947 19.747 3.338 -1.961 2.613 N7 8B3 30 8B3 C10 C24 C 0 1 Y N N 29.636 44.054 23.425 2.017 -0.192 -2.324 C10 8B3 31 8B3 N51 N4 N 0 1 Y N N 29.276 43.175 24.375 2.715 -1.127 -3.009 N51 8B3 32 8B3 O1 O1 O 0 1 N N N 29.747 40.852 21.824 3.685 -1.823 0.315 O1 8B3 33 8B3 H2 H2 H 0 1 N N N 28.798 46.025 23.448 1.663 1.712 -3.221 H2 8B3 34 8B3 H3 H3 H 0 1 N N N 30.030 45.715 24.718 0.584 0.413 -3.785 H3 8B3 35 8B3 H4 H4 H 0 1 N N N 30.539 45.951 23.012 0.348 1.129 -2.172 H4 8B3 36 8B3 H5 H5 H 0 1 N N N 29.496 44.441 19.045 2.092 2.387 -0.677 H5 8B3 37 8B3 H6 H6 H 0 1 N N N 29.956 46.299 20.636 2.488 2.058 2.329 H6 8B3 38 8B3 H7 H7 H 0 1 N N N 28.279 46.297 19.993 2.367 3.585 1.422 H7 8B3 39 8B3 H8 H8 H 0 1 N N N 28.602 45.717 21.662 0.945 2.525 1.575 H8 8B3 40 8B3 H9 H9 H 0 1 N N N 31.332 45.225 18.880 0.342 2.680 -0.128 H9 8B3 41 8B3 H10 H10 H 0 1 N N N 35.018 46.264 20.728 -3.534 0.904 -0.084 H10 8B3 42 8B3 H11 H11 H 0 1 N N N 32.322 43.619 22.723 -0.038 -1.544 0.303 H11 8B3 43 8B3 H12 H12 H 0 1 N N N 34.911 45.104 26.323 -3.083 -4.750 -1.110 H12 8B3 44 8B3 H13 H13 H 0 1 N N N 37.303 44.743 25.835 -4.963 -4.790 0.475 H13 8B3 45 8B3 H14 H14 H 0 1 N N N 38.051 44.498 23.497 -5.427 -2.837 1.896 H14 8B3 46 8B3 H15 H15 H 0 1 N N N 36.410 44.538 21.650 -4.010 -0.832 1.742 H15 8B3 47 8B3 H16 H16 H 0 1 N N N 27.997 42.567 19.718 4.308 1.183 1.040 H16 8B3 48 8B3 H17 H17 H 0 1 N N N 27.458 43.541 21.127 4.242 1.100 -0.737 H17 8B3 49 8B3 H18 H18 H 0 1 N N N 27.135 44.122 19.459 4.409 2.675 0.075 H18 8B3 50 8B3 H19 H19 H 0 1 N N N 30.092 39.152 20.298 3.960 -2.704 2.648 H19 8B3 51 8B3 H20 H20 H 0 1 N N N 29.752 40.000 18.944 2.909 -1.648 3.425 H20 8B3 52 8B3 H22 H22 H 0 1 N N N 29.029 43.453 25.303 2.707 -1.253 -3.971 H22 8B3 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 8B3 F46 C33 SING N N 1 8B3 N9 C8 TRIP N N 2 8B3 F48 C33 SING N N 3 8B3 C33 F47 SING N N 4 8B3 C33 C17 SING N N 5 8B3 C8 C3 SING N N 6 8B3 C17 C16 DOUB Y N 7 8B3 C17 C18 SING Y N 8 8B3 C16 C15 SING Y N 9 8B3 N7 C2 SING N N 10 8B3 C3 C2 DOUB N N 11 8B3 C3 C4 SING N N 12 8B3 C13 C34 SING N N 13 8B3 C13 C14 SING N N 14 8B3 C13 C4 SING N N 15 8B3 C2 O1 SING N N 16 8B3 C18 C19 DOUB Y N 17 8B3 C4 C15 SING N N 18 8B3 C4 C5 SING N N 19 8B3 C15 C20 DOUB Y N 20 8B3 O1 C6 SING N N 21 8B3 C19 C20 SING Y N 22 8B3 C19 C32 SING N N 23 8B3 C5 C6 SING Y N 24 8B3 C5 C10 DOUB Y N 25 8B3 C43 C32 DOUB Y N 26 8B3 C43 C42 SING Y N 27 8B3 C6 N11 DOUB Y N 28 8B3 C32 C39 SING Y N 29 8B3 C10 C12 SING N N 30 8B3 C10 N51 SING Y N 31 8B3 C42 C41 DOUB Y N 32 8B3 N11 N51 SING Y N 33 8B3 C39 F50 SING N N 34 8B3 C39 C40 DOUB Y N 35 8B3 C41 C40 SING Y N 36 8B3 C12 H2 SING N N 37 8B3 C12 H3 SING N N 38 8B3 C12 H4 SING N N 39 8B3 C13 H5 SING N N 40 8B3 C14 H6 SING N N 41 8B3 C14 H7 SING N N 42 8B3 C14 H8 SING N N 43 8B3 C16 H9 SING N N 44 8B3 C18 H10 SING N N 45 8B3 C20 H11 SING N N 46 8B3 C40 H12 SING N N 47 8B3 C41 H13 SING N N 48 8B3 C42 H14 SING N N 49 8B3 C43 H15 SING N N 50 8B3 C34 H16 SING N N 51 8B3 C34 H17 SING N N 52 8B3 C34 H18 SING N N 53 8B3 N7 H19 SING N N 54 8B3 N7 H20 SING N N 55 8B3 N51 H22 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 8B3 InChI InChI 1.03 "InChI=1S/C24H20F4N4O/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" 8B3 InChIKey InChI 1.03 ODGVACPFBGBPRF-QHCPKHFHSA-N 8B3 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3F)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8B3 SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3F)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8B3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4ccccc4F)C(C)C)C#N)N" 8B3 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4ccccc4F)C(C)C)C#N)N" # _pdbx_chem_comp_identifier.comp_id 8B3 _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-fluorophenyl)-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 8B3 "Create component" 2017-05-25 PDBJ 8B3 "Initial release" 2017-11-29 RCSB 8B3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8B3 _pdbx_chem_comp_synonyms.name "(s)-6-amino-4-(2'-fluoro-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 ? ##