data_1LE # _chem_comp.id 1LE _chem_comp.name "(2S)-2-cyano-N-(1-hydroxy-2-methylpropan-2-yl)-3-[3-(3,4,5-trimethoxyphenyl)-1H-indazol-5-yl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-18 _chem_comp.pdbx_modified_date 2013-04-05 _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 452.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1LE _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 4JG8 _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 1LE O01 O01 O 0 1 N N N 14.685 4.598 21.226 4.168 -0.246 1.681 O01 1LE 1 1LE C02 C02 C 0 1 N N N 13.748 4.228 20.535 4.036 -0.021 0.496 C02 1LE 2 1LE N03 N03 N 0 1 N N N 13.764 2.932 19.894 4.892 -0.562 -0.393 N03 1LE 3 1LE C04 C04 C 0 1 N N N 14.868 2.018 20.029 5.983 -1.422 0.072 C04 1LE 4 1LE C05 C05 C 0 1 N N N 16.137 2.634 19.542 6.886 -0.632 1.021 C05 1LE 5 1LE C06 C06 C 0 1 N N N 15.028 1.594 21.453 5.402 -2.631 0.809 C06 1LE 6 1LE C07 C07 C 0 1 N N N 14.585 0.823 19.180 6.801 -1.902 -1.129 C07 1LE 7 1LE O08 O08 O 0 1 N N N 14.099 1.041 17.905 7.866 -2.741 -0.675 O08 1LE 8 1LE C09 C09 C 0 1 N N S 12.560 5.135 20.352 2.909 0.858 0.018 C09 1LE 9 1LE C10 C10 C 0 1 N N N 12.165 5.059 18.916 3.464 2.024 -0.690 C10 1LE 10 1LE N11 N11 N 0 1 N N N 11.861 4.999 17.818 3.891 2.924 -1.236 N11 1LE 11 1LE C12 C12 C 0 1 N N N 12.834 6.572 20.712 2.088 1.334 1.218 C12 1LE 12 1LE C13 C13 C 0 1 Y N N 11.717 7.581 20.637 0.892 2.111 0.732 C13 1LE 13 1LE C14 C14 C 0 1 Y N N 11.324 8.118 19.400 0.993 3.484 0.544 C14 1LE 14 1LE C15 C15 C 0 1 Y N N 10.289 9.056 19.339 -0.077 4.210 0.104 C15 1LE 15 1LE C16 C16 C 0 1 Y N N 9.633 9.472 20.531 -1.287 3.571 -0.160 C16 1LE 16 1LE N17 N17 N 0 1 Y N N 8.611 10.359 20.752 -2.511 4.006 -0.599 N17 1LE 17 1LE N18 N18 N 0 1 Y N N 8.327 10.426 22.061 -3.383 2.916 -0.688 N18 1LE 18 1LE C19 C19 C 0 1 Y N N 9.143 9.588 22.724 -2.766 1.818 -0.326 C19 1LE 19 1LE C20 C20 C 0 1 Y N N 9.146 9.377 24.208 -3.350 0.456 -0.286 C20 1LE 20 1LE C21 C21 C 0 1 Y N N 9.064 10.466 25.066 -2.563 -0.651 -0.599 C21 1LE 21 1LE C22 C22 C 0 1 Y N N 9.064 10.269 26.442 -3.110 -1.921 -0.561 C22 1LE 22 1LE O23 O23 O 0 1 N N N 8.987 11.343 27.297 -2.342 -3.002 -0.865 O23 1LE 23 1LE C24 C24 C 0 1 N N N 7.763 11.796 27.741 -0.980 -2.751 -1.215 C24 1LE 24 1LE C25 C25 C 0 1 Y N N 9.148 8.984 26.960 -4.445 -2.094 -0.211 C25 1LE 25 1LE O26 O26 O 0 1 N N N 9.147 8.793 28.325 -4.982 -3.344 -0.173 O26 1LE 26 1LE C27 C27 C 0 1 N N N 10.286 9.062 29.054 -4.903 -4.047 1.069 C27 1LE 27 1LE C28 C28 C 0 1 Y N N 9.228 7.892 26.102 -5.232 -0.991 0.101 C28 1LE 28 1LE O29 O29 O 0 1 N N N 9.308 6.618 26.619 -6.537 -1.162 0.443 O29 1LE 29 1LE C30 C30 C 0 1 N N N 8.193 6.047 27.201 -7.287 0.015 0.752 C30 1LE 30 1LE C31 C31 C 0 1 Y N N 9.226 8.089 24.727 -4.687 0.281 0.069 C31 1LE 31 1LE C32 C32 C 0 1 Y N N 10.020 8.949 21.756 -1.390 2.181 0.031 C32 1LE 32 1LE C33 C33 C 0 1 Y N N 11.070 7.995 21.814 -0.280 1.459 0.476 C33 1LE 33 1LE H031 H031 H 0 0 N N N 12.979 2.661 19.336 4.786 -0.383 -1.340 H031 1LE 34 1LE H052 H052 H 0 0 N N N 16.372 3.520 20.150 6.303 -0.291 1.877 H052 1LE 35 1LE H053 H053 H 0 0 N N N 16.955 1.903 19.626 7.698 -1.272 1.367 H053 1LE 36 1LE H051 H051 H 0 0 N N N 16.019 2.933 18.490 7.300 0.229 0.497 H051 1LE 37 1LE H063 H063 H 0 0 N N N 15.236 2.475 22.077 4.759 -3.194 0.132 H063 1LE 38 1LE H061 H061 H 0 0 N N N 14.102 1.111 21.798 6.214 -3.271 1.154 H061 1LE 39 1LE H062 H062 H 0 0 N N N 15.864 0.883 21.532 4.819 -2.289 1.664 H062 1LE 40 1LE H071 H071 H 0 0 N N N 13.844 0.209 19.713 6.158 -2.465 -1.805 H071 1LE 41 1LE H072 H072 H 0 0 N N N 15.525 0.260 19.081 7.215 -1.041 -1.653 H072 1LE 42 1LE H081 H081 H 0 0 N N N 13.961 0.207 17.471 8.427 -3.082 -1.385 H081 1LE 43 1LE H091 H091 H 0 0 N N N 11.731 4.765 20.973 2.269 0.293 -0.660 H091 1LE 44 1LE H121 H121 H 0 0 N N N 13.202 6.578 21.749 1.751 0.470 1.793 H121 1LE 45 1LE H122 H122 H 0 0 N N N 13.630 6.925 20.039 2.704 1.973 1.850 H122 1LE 46 1LE H141 H141 H 0 0 N N N 11.822 7.806 18.494 1.929 3.983 0.748 H141 1LE 47 1LE H151 H151 H 0 0 N N N 9.987 9.465 18.386 0.014 5.277 -0.038 H151 1LE 48 1LE H171 H171 H 0 0 N N N 8.144 10.882 20.039 -2.737 4.924 -0.813 H171 1LE 49 1LE H211 H211 H 0 0 N N N 9.000 11.466 24.664 -1.526 -0.517 -0.871 H211 1LE 50 1LE H242 H242 H 0 0 N N N 7.911 12.656 28.411 -0.476 -2.258 -0.384 H242 1LE 51 1LE H243 H243 H 0 0 N N N 7.151 12.103 26.880 -0.481 -3.695 -1.434 H243 1LE 52 1LE H241 H241 H 0 0 N N N 7.250 10.990 28.286 -0.943 -2.109 -2.095 H241 1LE 53 1LE H272 H272 H 0 0 N N N 10.099 8.853 30.118 -5.425 -3.481 1.840 H272 1LE 54 1LE H273 H273 H 0 0 N N N 11.110 8.427 28.695 -5.366 -5.027 0.961 H273 1LE 55 1LE H271 H271 H 0 0 N N N 10.558 10.121 28.931 -3.857 -4.168 1.351 H271 1LE 56 1LE H302 H302 H 0 0 N N N 8.441 5.036 27.555 -8.310 -0.262 1.007 H302 1LE 57 1LE H303 H303 H 0 0 N N N 7.867 6.664 28.052 -6.827 0.527 1.597 H303 1LE 58 1LE H301 H301 H 0 0 N N N 7.383 5.987 26.460 -7.295 0.678 -0.114 H301 1LE 59 1LE H311 H311 H 0 0 N N N 9.287 7.241 24.060 -5.297 1.137 0.316 H311 1LE 60 1LE H331 H331 H 0 0 N N N 11.373 7.586 22.767 -0.350 0.391 0.620 H331 1LE 61 # 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 1LE N11 C10 TRIP N N 1 1LE O08 C07 SING N N 2 1LE C10 C09 SING N N 3 1LE C07 C04 SING N N 4 1LE C15 C14 DOUB Y N 5 1LE C15 C16 SING Y N 6 1LE C14 C13 SING Y N 7 1LE C05 C04 SING N N 8 1LE N03 C04 SING N N 9 1LE N03 C02 SING N N 10 1LE C04 C06 SING N N 11 1LE C09 C02 SING N N 12 1LE C09 C12 SING N N 13 1LE C16 N17 SING Y N 14 1LE C16 C32 DOUB Y N 15 1LE C02 O01 DOUB N N 16 1LE C13 C12 SING N N 17 1LE C13 C33 DOUB Y N 18 1LE N17 N18 SING Y N 19 1LE C32 C33 SING Y N 20 1LE C32 C19 SING Y N 21 1LE N18 C19 DOUB Y N 22 1LE C19 C20 SING N N 23 1LE C20 C31 DOUB Y N 24 1LE C20 C21 SING Y N 25 1LE C31 C28 SING Y N 26 1LE C21 C22 DOUB Y N 27 1LE C28 O29 SING N N 28 1LE C28 C25 DOUB Y N 29 1LE C22 C25 SING Y N 30 1LE C22 O23 SING N N 31 1LE O29 C30 SING N N 32 1LE C25 O26 SING N N 33 1LE O23 C24 SING N N 34 1LE O26 C27 SING N N 35 1LE N03 H031 SING N N 36 1LE C05 H052 SING N N 37 1LE C05 H053 SING N N 38 1LE C05 H051 SING N N 39 1LE C06 H063 SING N N 40 1LE C06 H061 SING N N 41 1LE C06 H062 SING N N 42 1LE C07 H071 SING N N 43 1LE C07 H072 SING N N 44 1LE O08 H081 SING N N 45 1LE C09 H091 SING N N 46 1LE C12 H121 SING N N 47 1LE C12 H122 SING N N 48 1LE C14 H141 SING N N 49 1LE C15 H151 SING N N 50 1LE N17 H171 SING N N 51 1LE C21 H211 SING N N 52 1LE C24 H242 SING N N 53 1LE C24 H243 SING N N 54 1LE C24 H241 SING N N 55 1LE C27 H272 SING N N 56 1LE C27 H273 SING N N 57 1LE C27 H271 SING N N 58 1LE C30 H302 SING N N 59 1LE C30 H303 SING N N 60 1LE C30 H301 SING N N 61 1LE C31 H311 SING N N 62 1LE C33 H331 SING N N 63 # 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 1LE SMILES ACDLabs 12.01 "N#CC(C(=O)NC(C)(C)CO)Cc1cc2c(cc1)nnc2c3cc(OC)c(OC)c(OC)c3" 1LE InChI InChI 1.03 "InChI=1S/C24H28N4O5/c1-24(2,13-29)26-23(30)16(12-25)8-14-6-7-18-17(9-14)21(28-27-18)15-10-19(31-3)22(33-5)20(11-15)32-4/h6-7,9-11,16,29H,8,13H2,1-5H3,(H,26,30)(H,27,28)/t16-/m0/s1" 1LE InChIKey InChI 1.03 ARQUOOKSSVJHHS-INIZCTEOSA-N 1LE SMILES_CANONICAL CACTVS 3.370 "COc1cc(cc(OC)c1OC)c2n[nH]c3ccc(C[C@@H](C#N)C(=O)NC(C)(C)CO)cc23" 1LE SMILES CACTVS 3.370 "COc1cc(cc(OC)c1OC)c2n[nH]c3ccc(C[CH](C#N)C(=O)NC(C)(C)CO)cc23" 1LE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(CO)NC(=O)[C@@H](Cc1ccc2c(c1)c(n[nH]2)c3cc(c(c(c3)OC)OC)OC)C#N" 1LE SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(CO)NC(=O)C(Cc1ccc2c(c1)c(n[nH]2)c3cc(c(c(c3)OC)OC)OC)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 1LE "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-cyano-N-(1-hydroxy-2-methylpropan-2-yl)-3-[3-(3,4,5-trimethoxyphenyl)-1H-indazol-5-yl]propanamide" 1LE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-cyano-N-(2-methyl-1-oxidanyl-propan-2-yl)-3-[3-(3,4,5-trimethoxyphenyl)-1H-indazol-5-yl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1LE "Create component" 2013-03-18 RCSB 1LE "Initial release" 2013-04-10 RCSB #