data_S35 # _chem_comp.id S35 _chem_comp.name "(3S)-3-({[1-(2-fluorophenyl)-5-{[(2R)-2-hydroxy-3,3-dimethylbutyl]oxy}-1H-pyrazol-3-yl]carbonyl}amino)-3-(2-methylphenyl)propanoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 F N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-22 _chem_comp.pdbx_modified_date 2014-09-05 _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 483.532 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S35 _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 4AZ3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 S35 C35 C35 C 0 1 N N N -36.280 9.574 15.482 5.969 2.437 0.768 C35 S35 1 S35 C30 C30 C 0 1 Y N N -35.051 8.736 15.869 5.480 1.972 -0.580 C30 S35 2 S35 C31 C31 C 0 1 Y N N -35.238 7.353 15.997 5.972 2.556 -1.733 C31 S35 3 S35 C32 C32 C 0 1 Y N N -34.175 6.518 16.350 5.524 2.130 -2.969 C32 S35 4 S35 C33 C33 C 0 1 Y N N -32.912 7.068 16.579 4.585 1.119 -3.053 C33 S35 5 S35 C34 C34 C 0 1 Y N N -32.720 8.446 16.449 4.094 0.534 -1.900 C34 S35 6 S35 C29 C29 C 0 1 Y N N -33.773 9.304 16.084 4.545 0.958 -0.664 C29 S35 7 S35 C24 C24 C 0 1 N N S -33.536 10.841 15.965 4.014 0.317 0.592 C24 S35 8 S35 C25 C25 C 0 1 N N N -32.068 11.233 15.680 4.950 -0.815 1.022 C25 S35 9 S35 C26 C26 C 0 1 N N N -31.562 10.832 14.286 4.493 -1.368 2.347 C26 S35 10 S35 O28 O28 O 0 1 N N N -32.337 10.986 13.320 3.581 -0.841 2.940 O28 S35 11 S35 O27 O27 O 0 1 N N N -30.383 10.426 14.215 5.099 -2.446 2.869 O27 S35 12 S35 N23 N23 N 0 1 N N N -33.943 11.498 17.221 2.678 -0.226 0.336 N23 S35 13 S35 C21 C21 C 0 1 N N N -34.596 12.662 17.311 1.598 0.578 0.411 C21 S35 14 S35 O22 O22 O 0 1 N N N -34.962 13.351 16.355 1.741 1.771 0.600 O22 S35 15 S35 C10 C10 C 0 1 Y N N -34.847 13.110 18.757 0.243 0.011 0.262 C10 S35 16 S35 N9 N9 N 0 1 Y N N -34.802 12.282 19.797 -0.046 -1.260 0.054 N9 S35 17 S35 C11 C11 C 0 1 Y N N -35.092 14.351 19.173 -0.968 0.731 0.324 C11 S35 18 S35 C12 C12 C 0 1 Y N N -35.234 14.221 20.496 -1.984 -0.148 0.141 C12 S35 19 S35 O13 O13 O 0 1 N N N -35.447 15.219 21.416 -3.308 0.150 0.131 O13 S35 20 S35 C14 C14 C 0 1 N N N -36.413 16.256 21.097 -3.663 1.532 0.218 C14 S35 21 S35 C15 C15 C 0 1 N N R -35.747 17.657 21.141 -5.184 1.663 0.306 C15 S35 22 S35 C17 C17 C 0 1 N N N -36.684 18.887 21.385 -5.558 3.132 0.516 C17 S35 23 S35 C19 C19 C 0 1 N N N -35.985 20.143 20.856 -5.064 3.959 -0.672 C19 S35 24 S35 C20 C20 C 0 1 N N N -38.023 18.763 20.639 -7.078 3.260 0.630 C20 S35 25 S35 C18 C18 C 0 1 N N N -36.978 19.098 22.880 -4.905 3.645 1.801 C18 S35 26 S35 O16 O16 O 0 1 N N N -34.626 17.648 22.044 -5.774 1.191 -0.907 O16 S35 27 S35 N8 N8 N 0 1 Y N N -34.994 12.947 20.812 -1.439 -1.384 -0.027 N8 S35 28 S35 C6 C6 C 0 1 Y N N -35.055 12.405 22.029 -2.148 -2.574 -0.243 C6 S35 29 S35 C5 C5 C 0 1 Y N N -33.886 12.198 22.770 -3.235 -2.891 0.560 C5 S35 30 S35 C4 C4 C 0 1 Y N N -33.956 11.590 24.029 -3.932 -4.064 0.346 C4 S35 31 S35 C3 C3 C 0 1 Y N N -35.189 11.175 24.544 -3.549 -4.924 -0.667 C3 S35 32 S35 C2 C2 C 0 1 Y N N -36.355 11.368 23.795 -2.467 -4.613 -1.469 C2 S35 33 S35 C1 C1 C 0 1 Y N N -36.287 11.972 22.535 -1.768 -3.437 -1.264 C1 S35 34 S35 F7 F7 F 0 1 N N N -37.412 12.151 21.813 -0.714 -3.130 -2.052 F7 S35 35 S35 H351 H351 H 0 0 N N N -36.803 9.901 16.393 5.333 3.247 1.125 H351 S35 36 S35 H352 H352 H 0 0 N N N -35.957 10.455 14.908 5.931 1.608 1.474 H352 S35 37 S35 H353 H353 H 0 0 N N N -36.960 8.965 14.868 6.995 2.793 0.679 H353 S35 38 S35 H31 H31 H 0 1 N N N -36.215 6.928 15.821 6.706 3.346 -1.667 H31 S35 39 S35 H32 H32 H 0 1 N N N -34.329 5.453 16.445 5.907 2.587 -3.869 H32 S35 40 S35 H33 H33 H 0 1 N N N -32.086 6.430 16.856 4.234 0.786 -4.018 H33 S35 41 S35 H34 H34 H 0 1 N N N -31.740 8.862 16.633 3.360 -0.255 -1.966 H34 S35 42 S35 H24 H24 H 0 1 N N N -34.159 11.219 15.141 3.958 1.063 1.385 H24 S35 43 S35 H251 H251 H 0 0 N N N -31.979 12.325 15.777 4.932 -1.606 0.273 H251 S35 44 S35 H252 H252 H 0 0 N N N -31.430 10.745 16.431 5.965 -0.429 1.120 H252 S35 45 S35 H23 H23 H 0 1 N N N -33.712 11.035 18.077 2.569 -1.163 0.113 H23 S35 46 S35 H27 H27 H 0 1 N N N -30.162 10.250 13.308 4.771 -2.765 3.721 H27 S35 47 S35 H11 H11 H 0 1 N N N -35.160 15.251 18.581 -1.069 1.794 0.488 H11 S35 48 S35 H141 H141 H 0 0 N N N -36.814 16.078 20.088 -3.208 1.968 1.108 H141 S35 49 S35 H142 H142 H 0 0 N N N -37.234 16.223 21.829 -3.303 2.056 -0.668 H142 S35 50 S35 H15 H15 H 0 1 N N N -35.332 17.810 20.134 -5.553 1.071 1.143 H15 S35 51 S35 H16 H16 H 0 1 N N N -34.227 18.510 22.063 -5.491 1.673 -1.696 H16 S35 52 S35 H191 H191 H 0 0 N N N -36.630 21.019 21.019 -5.588 3.648 -1.575 H191 S35 53 S35 H192 H192 H 0 0 N N N -35.033 20.285 21.389 -5.258 5.016 -0.486 H192 S35 54 S35 H193 H193 H 0 0 N N N -35.789 20.028 19.780 -3.993 3.805 -0.803 H193 S35 55 S35 H201 H201 H 0 0 N N N -38.641 19.650 20.844 -7.431 2.671 1.476 H201 S35 56 S35 H202 H202 H 0 0 N N N -37.835 18.689 19.558 -7.345 4.307 0.780 H202 S35 57 S35 H203 H203 H 0 0 N N N -38.551 17.861 20.982 -7.543 2.895 -0.286 H203 S35 58 S35 H181 H181 H 0 0 N N N -37.637 19.969 23.005 -3.822 3.554 1.720 H181 S35 59 S35 H182 H182 H 0 0 N N N -37.472 18.203 23.286 -5.172 4.692 1.951 H182 S35 60 S35 H183 H183 H 0 0 N N N -36.035 19.272 23.418 -5.258 3.056 2.648 H183 S35 61 S35 H5 H5 H 0 1 N N N -32.931 12.507 22.371 -3.536 -2.221 1.352 H5 S35 62 S35 H4 H4 H 0 1 N N N -33.055 11.441 24.605 -4.778 -4.311 0.971 H4 S35 63 S35 H3 H3 H 0 1 N N N -35.241 10.707 25.516 -4.095 -5.841 -0.831 H3 S35 64 S35 H2 H2 H 0 1 N N N -37.309 11.050 24.190 -2.169 -5.287 -2.259 H2 S35 65 # 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 S35 C35 C30 SING N N 1 S35 C30 C31 SING Y N 2 S35 C30 C29 DOUB Y N 3 S35 C31 C32 DOUB Y N 4 S35 C32 C33 SING Y N 5 S35 C33 C34 DOUB Y N 6 S35 C34 C29 SING Y N 7 S35 C29 C24 SING N N 8 S35 C24 C25 SING N N 9 S35 C24 N23 SING N N 10 S35 C25 C26 SING N N 11 S35 C26 O28 DOUB N N 12 S35 C26 O27 SING N N 13 S35 N23 C21 SING N N 14 S35 C21 O22 DOUB N N 15 S35 C21 C10 SING N N 16 S35 C10 N9 DOUB Y N 17 S35 C10 C11 SING Y N 18 S35 N9 N8 SING Y N 19 S35 C11 C12 DOUB Y N 20 S35 C12 O13 SING N N 21 S35 C12 N8 SING Y N 22 S35 O13 C14 SING N N 23 S35 C14 C15 SING N N 24 S35 C15 C17 SING N N 25 S35 C15 O16 SING N N 26 S35 C17 C19 SING N N 27 S35 C17 C20 SING N N 28 S35 C17 C18 SING N N 29 S35 N8 C6 SING N N 30 S35 C6 C5 SING Y N 31 S35 C6 C1 DOUB Y N 32 S35 C5 C4 DOUB Y N 33 S35 C4 C3 SING Y N 34 S35 C3 C2 DOUB Y N 35 S35 C2 C1 SING Y N 36 S35 C1 F7 SING N N 37 S35 C35 H351 SING N N 38 S35 C35 H352 SING N N 39 S35 C35 H353 SING N N 40 S35 C31 H31 SING N N 41 S35 C32 H32 SING N N 42 S35 C33 H33 SING N N 43 S35 C34 H34 SING N N 44 S35 C24 H24 SING N N 45 S35 C25 H251 SING N N 46 S35 C25 H252 SING N N 47 S35 N23 H23 SING N N 48 S35 O27 H27 SING N N 49 S35 C11 H11 SING N N 50 S35 C14 H141 SING N N 51 S35 C14 H142 SING N N 52 S35 C15 H15 SING N N 53 S35 O16 H16 SING N N 54 S35 C19 H191 SING N N 55 S35 C19 H192 SING N N 56 S35 C19 H193 SING N N 57 S35 C20 H201 SING N N 58 S35 C20 H202 SING N N 59 S35 C20 H203 SING N N 60 S35 C18 H181 SING N N 61 S35 C18 H182 SING N N 62 S35 C18 H183 SING N N 63 S35 C5 H5 SING N N 64 S35 C4 H4 SING N N 65 S35 C3 H3 SING N N 66 S35 C2 H2 SING N N 67 # 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 S35 SMILES ACDLabs 12.01 "O=C(O)CC(c1ccccc1C)NC(=O)c3nn(c2c(F)cccc2)c(OCC(O)C(C)(C)C)c3" S35 InChI InChI 1.03 "InChI=1S/C26H30FN3O5/c1-16-9-5-6-10-17(16)19(14-24(32)33)28-25(34)20-13-23(35-15-22(31)26(2,3)4)30(29-20)21-12-8-7-11-18(21)27/h5-13,19,22,31H,14-15H2,1-4H3,(H,28,34)(H,32,33)/t19-,22-/m0/s1" S35 InChIKey InChI 1.03 PUJVTKSRQZHCAT-UGKGYDQZSA-N S35 SMILES_CANONICAL CACTVS 3.385 "Cc1ccccc1[C@H](CC(O)=O)NC(=O)c2cc(OC[C@H](O)C(C)(C)C)n(n2)c3ccccc3F" S35 SMILES CACTVS 3.385 "Cc1ccccc1[CH](CC(O)=O)NC(=O)c2cc(OC[CH](O)C(C)(C)C)n(n2)c3ccccc3F" S35 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccccc1[C@H](CC(=O)O)NC(=O)c2cc(n(n2)c3ccccc3F)OC[C@@H](C(C)(C)C)O" S35 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccccc1C(CC(=O)O)NC(=O)c2cc(n(n2)c3ccccc3F)OCC(C(C)(C)C)O" # 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 S35 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-3-({[1-(2-fluorophenyl)-5-{[(2R)-2-hydroxy-3,3-dimethylbutyl]oxy}-1H-pyrazol-3-yl]carbonyl}amino)-3-(2-methylphenyl)propanoic acid" S35 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3S)-3-[[5-[(2R)-3,3-dimethyl-2-oxidanyl-butoxy]-1-(2-fluorophenyl)pyrazol-3-yl]carbonylamino]-3-(2-methylphenyl)propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S35 "Create component" 2012-06-22 EBI S35 "Initial release" 2012-09-21 RCSB S35 "Modify descriptor" 2014-09-05 RCSB #