data_8B0 # _chem_comp.id 8B0 _chem_comp.name "(4~{S})-6-azanyl-4-[3-(2-cyanophenyl)-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 "C25 H20 F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(s)-6-amino-4-(2'-cyano-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 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 463.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8B0 _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 5XMT _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 8B0 C2 C1 C 0 1 N N N -30.356 40.923 97.380 2.630 1.905 -1.324 C2 8B0 1 8B0 C3 C2 C 0 1 N N N -30.654 42.149 97.890 2.176 0.640 -1.442 C3 8B0 2 8B0 C4 C3 C 0 1 N N S -30.512 43.440 97.092 1.954 -0.268 -0.259 C4 8B0 3 8B0 C5 C4 C 0 1 Y N N -30.054 43.141 95.690 2.597 0.367 0.948 C5 8B0 4 8B0 C6 C5 C 0 1 Y N N -29.753 41.797 95.189 3.052 1.704 0.943 C6 8B0 5 8B0 C10 C6 C 0 1 Y N N -29.766 43.964 94.467 2.846 -0.154 2.159 C10 8B0 6 8B0 C12 C7 C 0 1 N N N -29.893 45.451 94.250 2.526 -1.557 2.607 C12 8B0 7 8B0 C13 C8 C 0 1 N N N -29.419 44.279 97.820 2.593 -1.632 -0.527 C13 8B0 8 8B0 C14 C9 C 0 1 N N N -29.337 45.752 97.382 1.960 -2.256 -1.772 C14 8B0 9 8B0 C15 C10 C 0 1 Y N N -31.865 44.177 97.046 0.475 -0.438 -0.018 C15 8B0 10 8B0 C16 C11 C 0 1 Y N N -32.304 44.959 98.132 -0.063 -1.706 0.104 C16 8B0 11 8B0 C17 C12 C 0 1 Y N N -33.500 45.671 98.133 -1.419 -1.869 0.325 C17 8B0 12 8B0 C19 C13 C 0 1 Y N N -33.939 44.848 95.928 -1.705 0.514 0.304 C19 8B0 13 8B0 N53 N1 N 0 1 N N N -37.409 44.000 96.774 -4.403 -0.115 -1.949 N53 8B0 14 8B0 C50 C14 C 0 1 N N N -36.810 44.209 95.817 -4.118 0.728 -1.242 C50 8B0 15 8B0 C39 C15 C 0 1 Y N N -36.146 44.441 94.751 -3.759 1.790 -0.351 C39 8B0 16 8B0 C40 C16 C 0 1 Y N N -36.891 44.358 93.581 -4.576 2.915 -0.234 C40 8B0 17 8B0 C41 C17 C 0 1 Y N N -36.276 44.594 92.364 -4.225 3.935 0.626 C41 8B0 18 8B0 C42 C18 C 0 1 Y N N -34.916 44.907 92.326 -3.065 3.850 1.377 C42 8B0 19 8B0 C43 C19 C 0 1 Y N N -34.173 44.991 93.494 -2.244 2.745 1.275 C43 8B0 20 8B0 C32 C20 C 0 1 Y N N -34.786 44.762 94.718 -2.583 1.703 0.417 C32 8B0 21 8B0 C18 C21 C 0 1 Y N N -34.330 45.601 97.023 -2.242 -0.767 0.425 C18 8B0 22 8B0 C33 C22 C 0 1 N N N -33.870 46.450 99.379 -1.998 -3.255 0.456 C33 8B0 23 8B0 F48 F1 F 0 1 N N N -34.826 47.338 99.174 -1.242 -4.150 -0.308 F48 8B0 24 8B0 F47 F2 F 0 1 N N N -32.802 47.057 99.886 -1.969 -3.647 1.798 F47 8B0 25 8B0 F46 F3 F 0 1 N N N -34.350 45.575 100.253 -3.320 -3.253 -0.001 F46 8B0 26 8B0 C20 C23 C 0 1 Y N N -32.725 44.140 95.938 -0.337 0.673 0.086 C20 8B0 27 8B0 C34 C24 C 0 1 N N N -28.015 43.637 97.835 4.096 -1.455 -0.753 C34 8B0 28 8B0 C8 C25 C 0 1 N N N -31.045 42.294 99.088 1.891 0.136 -2.752 C8 8B0 29 8B0 N9 N2 N 0 1 N N N -31.403 42.442 100.191 1.665 -0.264 -3.791 N9 8B0 30 8B0 N7 N3 N 0 1 N N N -30.458 39.783 98.063 2.788 2.637 -2.474 N7 8B0 31 8B0 N51 N4 N 0 1 Y N N -29.390 43.082 93.509 3.437 0.808 2.905 N51 8B0 32 8B0 N11 N5 N 0 1 Y N N -29.357 41.729 93.899 3.553 1.963 2.116 N11 8B0 33 8B0 O1 O1 O 0 1 N N N -29.887 40.737 96.031 2.935 2.501 -0.154 O1 8B0 34 8B0 H1 H1 H 0 1 N N N -30.910 45.686 93.903 3.331 -2.227 2.304 H1 8B0 35 8B0 H2 H2 H 0 1 N N N -29.698 45.977 95.196 2.425 -1.577 3.692 H2 8B0 36 8B0 H3 H3 H 0 1 N N N -29.164 45.775 93.493 1.592 -1.880 2.148 H3 8B0 37 8B0 H4 H4 H 0 1 N N N -29.735 44.307 98.873 2.428 -2.285 0.330 H4 8B0 38 8B0 H5 H5 H 0 1 N N N -28.542 46.260 97.948 2.444 -1.859 -2.664 H5 8B0 39 8B0 H6 H6 H 0 1 N N N -29.111 45.803 96.307 2.087 -3.338 -1.741 H6 8B0 40 8B0 H7 H7 H 0 1 N N N -30.300 46.247 97.578 0.897 -2.016 -1.799 H7 8B0 41 8B0 H8 H8 H 0 1 N N N -31.679 45.009 99.011 0.577 -2.572 0.026 H8 8B0 42 8B0 H9 H9 H 0 1 N N N -37.942 44.111 93.621 -5.482 2.987 -0.817 H9 8B0 43 8B0 H10 H10 H 0 1 N N N -36.845 44.536 91.448 -4.859 4.804 0.714 H10 8B0 44 8B0 H11 H11 H 0 1 N N N -34.436 45.086 91.375 -2.800 4.655 2.047 H11 8B0 45 8B0 H12 H12 H 0 1 N N N -33.121 45.234 93.451 -1.340 2.687 1.864 H12 8B0 46 8B0 H13 H13 H 0 1 N N N -35.272 46.129 97.013 -3.301 -0.896 0.594 H13 8B0 47 8B0 H14 H14 H 0 1 N N N -32.448 43.555 95.074 0.084 1.663 -0.008 H14 8B0 48 8B0 H15 H15 H 0 1 N N N -27.315 44.298 98.367 4.260 -0.849 -1.643 H15 8B0 49 8B0 H16 H16 H 0 1 N N N -28.062 42.664 98.347 4.537 -0.959 0.112 H16 8B0 50 8B0 H17 H17 H 0 1 N N N -27.668 43.491 96.802 4.560 -2.432 -0.887 H17 8B0 51 8B0 H18 H18 H 0 1 N N N -30.180 39.019 97.481 2.575 2.241 -3.334 H18 8B0 52 8B0 H19 H19 H 0 1 N N N -29.864 39.822 98.867 3.112 3.549 -2.428 H19 8B0 53 8B0 H20 H20 H 0 1 N N N -29.151 43.374 92.583 3.729 0.716 3.825 H20 8B0 54 # # 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 8B0 C42 C41 DOUB Y N 1 8B0 C42 C43 SING Y N 2 8B0 C41 C40 SING Y N 3 8B0 C43 C32 DOUB Y N 4 8B0 N51 N11 SING Y N 5 8B0 N51 C10 SING Y N 6 8B0 C40 C39 DOUB Y N 7 8B0 N11 C6 DOUB Y N 8 8B0 C12 C10 SING N N 9 8B0 C10 C5 DOUB Y N 10 8B0 C32 C39 SING Y N 11 8B0 C32 C19 SING N N 12 8B0 C39 C50 SING N N 13 8B0 C6 C5 SING Y N 14 8B0 C6 O1 SING N N 15 8B0 C5 C4 SING N N 16 8B0 C50 N53 TRIP N N 17 8B0 C19 C20 DOUB Y N 18 8B0 C19 C18 SING Y N 19 8B0 C20 C15 SING Y N 20 8B0 O1 C2 SING N N 21 8B0 C18 C17 DOUB Y N 22 8B0 C15 C4 SING N N 23 8B0 C15 C16 DOUB Y N 24 8B0 C4 C13 SING N N 25 8B0 C4 C3 SING N N 26 8B0 C2 C3 DOUB N N 27 8B0 C2 N7 SING N N 28 8B0 C14 C13 SING N N 29 8B0 C13 C34 SING N N 30 8B0 C3 C8 SING N N 31 8B0 C16 C17 SING Y N 32 8B0 C17 C33 SING N N 33 8B0 C8 N9 TRIP N N 34 8B0 F48 C33 SING N N 35 8B0 C33 F47 SING N N 36 8B0 C33 F46 SING N N 37 8B0 C12 H1 SING N N 38 8B0 C12 H2 SING N N 39 8B0 C12 H3 SING N N 40 8B0 C13 H4 SING N N 41 8B0 C14 H5 SING N N 42 8B0 C14 H6 SING N N 43 8B0 C14 H7 SING N N 44 8B0 C16 H8 SING N N 45 8B0 C40 H9 SING N N 46 8B0 C41 H10 SING N N 47 8B0 C42 H11 SING N N 48 8B0 C43 H12 SING N N 49 8B0 C18 H13 SING N N 50 8B0 C20 H14 SING N N 51 8B0 C34 H15 SING N N 52 8B0 C34 H16 SING N N 53 8B0 C34 H17 SING N N 54 8B0 N7 H18 SING N N 55 8B0 N7 H19 SING N N 56 8B0 N51 H20 SING N N 57 # # 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 8B0 InChI InChI 1.03 "InChI=1S/C25H20F3N5O/c1-13(2)24(20(12-30)22(31)34-23-21(24)14(3)32-33-23)17-8-16(9-18(10-17)25(26,27)28)19-7-5-4-6-15(19)11-29/h4-10,13H,31H2,1-3H3,(H,32,33)/t24-/m0/s1" 8B0 InChIKey InChI 1.03 ZYSRKKYQJKRKDR-DEOSSOPVSA-N 8B0 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3C#N)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8B0 SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3ccccc3C#N)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8B0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4ccccc4C#N)C(C)C)C#N)N" 8B0 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4ccccc4C#N)C(C)C)C#N)N" # _pdbx_chem_comp_identifier.comp_id 8B0 _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-cyanophenyl)-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 8B0 "Create component" 2017-05-25 PDBJ 8B0 "Initial release" 2017-11-29 RCSB 8B0 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8B0 _pdbx_chem_comp_synonyms.name "(s)-6-amino-4-(2'-cyano-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 PDB _pdbx_chem_comp_synonyms.type ? ##