data_1AK # _chem_comp.id 1AK _chem_comp.name "4-{5-[(E)-2-{4-(2-chlorophenyl)-5-[5-(methylsulfonyl)pyridin-2-yl]-4H-1,2,4-triazol-3-yl}ethenyl]-1,3,4-oxadiazol-2-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H16 Cl N7 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-15 _chem_comp.pdbx_modified_date 2013-03-15 _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 529.958 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1AK _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 4HYF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 1AK CL1 CL1 CL 0 0 N N N -45.655 71.461 20.218 -1.567 1.291 -2.395 CL1 1AK 1 1AK C01 C01 C 0 1 Y N N -45.250 70.329 17.834 -1.961 3.309 -0.635 C01 1AK 2 1AK C02 C02 C 0 1 Y N N -44.476 69.568 16.863 -2.085 3.840 0.635 C02 1AK 3 1AK C03 C03 C 0 1 Y N N -43.204 69.081 17.220 -1.962 3.024 1.745 C03 1AK 4 1AK C04 C04 C 0 1 Y N N -42.701 69.325 18.473 -1.715 1.674 1.587 C04 1AK 5 1AK C05 C05 C 0 1 Y N N -43.469 70.073 19.429 -1.591 1.136 0.313 C05 1AK 6 1AK C06 C06 C 0 1 Y N N -44.744 70.567 19.080 -1.714 1.959 -0.800 C06 1AK 7 1AK N08 N08 N 0 1 Y N N -42.900 70.334 20.787 -1.340 -0.232 0.150 N08 1AK 8 1AK C09 C09 C 0 1 Y N N -42.414 71.548 21.245 -2.267 -1.236 0.031 C09 1AK 9 1AK N10 N10 N 0 1 Y N N -41.982 71.379 22.521 -1.604 -2.366 -0.105 N10 1AK 10 1AK N11 N11 N 0 1 Y N N -42.187 70.078 22.885 -0.339 -2.142 -0.078 N11 1AK 11 1AK C12 C12 C 0 1 Y N N -42.745 69.425 21.847 -0.114 -0.848 0.071 C12 1AK 12 1AK C13 C13 C 0 1 N N N -43.113 67.964 21.869 1.193 -0.195 0.141 C13 1AK 13 1AK C14 C14 C 0 1 N N N -42.265 67.085 22.392 2.324 -0.932 0.048 C14 1AK 14 1AK C15 C15 C 0 1 Y N N -42.548 65.629 22.293 3.630 -0.280 0.118 C15 1AK 15 1AK N16 N16 N 0 1 Y N N -42.424 64.702 23.265 3.851 1.012 0.270 N16 1AK 16 1AK N17 N17 N 0 1 Y N N -42.794 63.486 22.736 5.119 1.228 0.288 N17 1AK 17 1AK C18 C18 C 0 1 Y N N -43.148 63.679 21.458 5.759 0.086 0.149 C18 1AK 18 1AK C19 C19 C 0 1 Y N N -43.613 62.640 20.453 7.223 -0.094 0.119 C19 1AK 19 1AK C20 C20 C 0 1 Y N N -43.668 61.300 20.778 8.067 1.013 0.246 C20 1AK 20 1AK C21 C21 C 0 1 Y N N -44.094 60.362 19.803 9.423 0.846 0.218 C21 1AK 21 1AK C22 C22 C 0 1 Y N N -44.452 60.791 18.530 9.966 -0.434 0.064 C22 1AK 22 1AK C23 C23 C 0 1 Y N N -44.395 62.111 18.209 9.122 -1.541 -0.063 C23 1AK 23 1AK C24 C24 C 0 1 Y N N -43.969 63.057 19.178 7.766 -1.374 -0.029 C24 1AK 24 1AK C25 C25 C 0 1 N N N -44.903 59.807 17.497 11.387 -0.609 0.035 C25 1AK 25 1AK N26 N26 N 0 1 N N N -45.244 59.068 16.713 12.514 -0.749 0.012 N26 1AK 26 1AK O27 O27 O 0 1 Y N N -42.990 65.008 21.171 4.833 -0.889 0.045 O27 1AK 27 1AK C28 C28 C 0 1 Y N N -42.337 72.896 20.481 -3.736 -1.079 0.051 C28 1AK 28 1AK C29 C29 C 0 1 Y N N -41.660 72.965 19.315 -4.554 -2.202 -0.077 C29 1AK 29 1AK C30 C30 C 0 1 Y N N -41.594 74.219 18.645 -5.928 -2.038 -0.056 C30 1AK 30 1AK C31 C31 C 0 1 Y N N -42.216 75.297 19.224 -6.441 -0.757 0.092 C31 1AK 31 1AK C32 C32 C 0 1 Y N N -42.872 75.167 20.407 -5.571 0.313 0.214 C32 1AK 32 1AK N33 N33 N 0 1 Y N N -42.927 73.972 21.021 -4.268 0.131 0.197 N33 1AK 33 1AK S34 S34 S 0 1 N N N -42.156 76.887 18.441 -8.183 -0.494 0.124 S34 1AK 34 1AK O35 O35 O 0 1 N N N -40.902 77.061 17.693 -8.344 0.842 -0.331 O35 1AK 35 1AK O36 O36 O 0 1 N N N -42.026 77.895 19.408 -8.715 -1.588 -0.610 O36 1AK 36 1AK C37 C37 C 0 1 N N N -43.587 77.177 17.400 -8.628 -0.628 1.878 C37 1AK 37 1AK H01 H01 H 0 1 N N N -46.226 70.706 17.568 -2.062 3.948 -1.500 H01 1AK 38 1AK H02 H02 H 0 1 N N N -44.874 69.379 15.877 -2.278 4.895 0.762 H02 1AK 39 1AK H03 H03 H 0 1 N N N -42.624 68.515 16.507 -2.058 3.442 2.736 H03 1AK 40 1AK H04 H04 H 0 1 N N N -41.723 68.953 18.742 -1.619 1.037 2.454 H04 1AK 41 1AK H13 H13 H 0 1 N N N -44.058 67.634 21.463 1.256 0.876 0.267 H13 1AK 42 1AK H14 H14 H 0 1 N N N -41.370 67.428 22.889 2.261 -2.003 -0.079 H14 1AK 43 1AK H20 H20 H 0 1 N N N -43.389 60.968 21.767 7.648 2.001 0.364 H20 1AK 44 1AK H21 H21 H 0 1 N N N -44.140 59.312 20.050 10.075 1.701 0.315 H21 1AK 45 1AK H23 H23 H 0 1 N N N -44.673 62.439 17.218 9.542 -2.529 -0.183 H23 1AK 46 1AK H24 H24 H 0 1 N N N -43.922 64.105 18.922 7.115 -2.230 -0.127 H24 1AK 47 1AK H29 H29 H 0 1 N N N -41.180 72.090 18.901 -4.122 -3.185 -0.191 H29 1AK 48 1AK H30 H30 H 0 1 N N N -41.069 74.320 17.707 -6.587 -2.888 -0.153 H30 1AK 49 1AK H32 H32 H 0 1 N N N -43.350 76.025 20.855 -5.968 1.311 0.329 H32 1AK 50 1AK H37 H37 H 0 1 N N N -43.508 78.171 16.936 -8.092 0.131 2.448 H37 1AK 51 1AK H37A H37A H 0 0 N N N -43.631 76.408 16.614 -9.702 -0.477 1.992 H37A 1AK 52 1AK H37B H37B H 0 0 N N N -44.500 77.129 18.011 -8.359 -1.618 2.247 H37B 1AK 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 1AK C06 CL1 SING N N 1 1AK C02 C01 DOUB Y N 2 1AK C01 C06 SING Y N 3 1AK C01 H01 SING N N 4 1AK C02 C03 SING Y N 5 1AK C02 H02 SING N N 6 1AK C03 C04 DOUB Y N 7 1AK C03 H03 SING N N 8 1AK C04 C05 SING Y N 9 1AK C04 H04 SING N N 10 1AK C06 C05 DOUB Y N 11 1AK C05 N08 SING N N 12 1AK N08 C09 SING Y N 13 1AK N08 C12 SING Y N 14 1AK C28 C09 SING N N 15 1AK C09 N10 DOUB Y N 16 1AK N10 N11 SING Y N 17 1AK C12 N11 DOUB Y N 18 1AK C12 C13 SING N N 19 1AK C13 C14 DOUB N E 20 1AK C13 H13 SING N N 21 1AK C15 C14 SING N N 22 1AK C14 H14 SING N N 23 1AK O27 C15 SING Y N 24 1AK C15 N16 DOUB Y N 25 1AK N17 N16 SING Y N 26 1AK C18 N17 DOUB Y N 27 1AK C19 C18 SING N N 28 1AK O27 C18 SING Y N 29 1AK C24 C19 DOUB Y N 30 1AK C19 C20 SING Y N 31 1AK C21 C20 DOUB Y N 32 1AK C20 H20 SING N N 33 1AK C22 C21 SING Y N 34 1AK C21 H21 SING N N 35 1AK C25 C22 SING N N 36 1AK C23 C22 DOUB Y N 37 1AK C23 C24 SING Y N 38 1AK C23 H23 SING N N 39 1AK C24 H24 SING N N 40 1AK N26 C25 TRIP N N 41 1AK C29 C28 DOUB Y N 42 1AK C28 N33 SING Y N 43 1AK C30 C29 SING Y N 44 1AK C29 H29 SING N N 45 1AK C30 C31 DOUB Y N 46 1AK C30 H30 SING N N 47 1AK S34 C31 SING N N 48 1AK C31 C32 SING Y N 49 1AK C32 N33 DOUB Y N 50 1AK C32 H32 SING N N 51 1AK C37 S34 SING N N 52 1AK O35 S34 DOUB N N 53 1AK S34 O36 DOUB N N 54 1AK C37 H37 SING N N 55 1AK C37 H37A SING N N 56 1AK C37 H37B 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 1AK SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(nc1)c3nnc(n3c2ccccc2Cl)\C=C\c4nnc(o4)c5ccc(C#N)cc5)C" 1AK InChI InChI 1.03 "InChI=1S/C25H16ClN7O3S/c1-37(34,35)18-10-11-20(28-15-18)24-31-29-22(33(24)21-5-3-2-4-19(21)26)12-13-23-30-32-25(36-23)17-8-6-16(14-27)7-9-17/h2-13,15H,1H3/b13-12+" 1AK InChIKey InChI 1.03 HIWVLHPKZNBSBE-OUKQBFOZSA-N 1AK SMILES_CANONICAL CACTVS 3.370 "C[S](=O)(=O)c1ccc(nc1)c2nnc(\C=C\c3oc(nn3)c4ccc(cc4)C#N)n2c5ccccc5Cl" 1AK SMILES CACTVS 3.370 "C[S](=O)(=O)c1ccc(nc1)c2nnc(C=Cc3oc(nn3)c4ccc(cc4)C#N)n2c5ccccc5Cl" 1AK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)c1ccc(nc1)c2nnc(n2c3ccccc3Cl)/C=C/c4nnc(o4)c5ccc(cc5)C#N" 1AK SMILES "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)c1ccc(nc1)c2nnc(n2c3ccccc3Cl)C=Cc4nnc(o4)c5ccc(cc5)C#N" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 1AK "SYSTEMATIC NAME" ACDLabs 12.01 "4-{5-[(E)-2-{4-(2-chlorophenyl)-5-[5-(methylsulfonyl)pyridin-2-yl]-4H-1,2,4-triazol-3-yl}ethenyl]-1,3,4-oxadiazol-2-yl}benzonitrile" 1AK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[5-[(E)-2-[4-(2-chlorophenyl)-5-(5-methylsulfonylpyridin-2-yl)-1,2,4-triazol-3-yl]ethenyl]-1,3,4-oxadiazol-2-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1AK "Create component" 2012-11-15 RCSB 1AK "Initial release" 2013-03-20 RCSB #