data_YJ9 # _chem_comp.id YJ9 _chem_comp.name "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-[4-(trifluoromethyl)phenyl]cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 Cl F3 N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-05-19 _chem_comp.pdbx_modified_date 2011-11-18 _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 568.008 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YJ9 _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 2YJ9 _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 YJ9 C1 C1 C 0 1 N N S 8.204 35.599 21.249 -0.835 1.286 -1.089 C1 YJ9 1 YJ9 C2 C2 C 0 1 N N N 8.368 36.711 22.294 -1.663 2.421 -0.542 C2 YJ9 2 YJ9 N3 N3 N 0 1 N N N 7.317 36.830 23.170 -2.672 2.932 -1.274 N3 YJ9 3 YJ9 C4 C4 C 0 1 N N N 7.282 37.735 24.251 -3.477 4.035 -0.743 C4 YJ9 4 YJ9 C5 C5 C 0 1 N N N 7.798 37.119 25.476 -2.734 5.026 0.116 C5 YJ9 5 YJ9 O6 O6 O 0 1 N N N 9.413 37.393 22.346 -1.420 2.874 0.556 O6 YJ9 6 YJ9 C7 C7 C 0 1 N N N 7.519 39.227 24.067 -4.610 4.570 -1.621 C7 YJ9 7 YJ9 C8 C8 C 0 1 N N N 6.137 38.730 24.365 -4.932 3.736 -0.378 C8 YJ9 8 YJ9 N9 N9 N 0 1 N N N 7.786 37.614 26.675 -1.474 5.188 -0.038 N9 YJ9 9 YJ9 N10 N10 N 0 1 N N N 8.344 36.031 19.884 0.197 0.905 -0.113 N10 YJ9 10 YJ9 C11 C11 C 0 1 N N N 9.313 35.215 19.176 0.004 -0.510 0.251 C11 YJ9 11 YJ9 C12 C12 C 0 1 N N R 9.529 33.982 20.084 -1.492 -0.793 -0.035 C12 YJ9 12 YJ9 C13 C13 C 0 1 N N N 9.317 34.571 21.467 -1.728 0.048 -1.318 C13 YJ9 13 YJ9 S14 S14 S 0 1 N N N 8.452 32.658 19.822 -1.772 -2.556 -0.354 S14 YJ9 14 YJ9 C15 C15 C 0 1 Y N N 8.744 32.211 18.197 -3.525 -2.732 -0.349 C15 YJ9 15 YJ9 C16 C16 C 0 1 Y N N 9.889 31.565 17.711 -4.234 -2.563 0.826 C16 YJ9 16 YJ9 C17 C17 C 0 1 Y N N 10.097 31.211 16.374 -5.611 -2.700 0.829 C17 YJ9 17 YJ9 C18 C18 C 0 1 Y N N 9.140 31.533 15.431 -6.277 -3.006 -0.343 C18 YJ9 18 YJ9 C19 C19 C 0 1 Y N N 7.987 32.182 15.849 -5.568 -3.174 -1.518 C19 YJ9 19 YJ9 C20 C20 C 0 1 Y N N 7.789 32.513 17.180 -4.193 -3.032 -1.522 C20 YJ9 20 YJ9 CL CL CL 0 0 N N N 11.115 31.122 18.762 -3.397 -2.179 2.298 CL YJ9 21 YJ9 O22 O22 O 0 1 N N N 8.850 31.635 20.720 -1.390 -2.890 -1.681 O22 YJ9 22 YJ9 O23 O23 O 0 1 N N N 7.130 33.145 19.907 -1.339 -3.337 0.752 O23 YJ9 23 YJ9 C24 C24 C 0 1 N N N 7.415 36.881 19.348 1.161 1.715 0.367 C24 YJ9 24 YJ9 O25 O25 O 0 1 N N N 6.487 37.290 20.093 1.238 2.862 -0.021 O25 YJ9 25 YJ9 C26 C26 C 0 1 N N N 6.869 36.283 16.970 2.241 1.942 2.717 C26 YJ9 26 YJ9 C27 C27 C 0 1 N N N 7.550 37.256 17.901 2.144 1.196 1.385 C27 YJ9 27 YJ9 C28 C28 C 0 1 N N N 6.308 37.660 17.160 1.575 0.566 2.658 C28 YJ9 28 YJ9 C29 C29 C 0 1 Y N N 11.027 37.908 16.464 5.797 0.636 0.615 C29 YJ9 29 YJ9 C30 C30 C 0 1 Y N N 11.390 39.033 17.219 5.738 -0.474 -0.208 C30 YJ9 30 YJ9 C31 C31 C 0 1 Y N N 10.518 39.568 18.151 4.517 -1.043 -0.515 C31 YJ9 31 YJ9 C32 C32 C 0 1 Y N N 9.278 38.974 18.347 3.353 -0.503 0.000 C32 YJ9 32 YJ9 C33 C33 C 0 1 Y N N 8.880 37.854 17.616 3.412 0.607 0.823 C33 YJ9 33 YJ9 C34 C34 C 0 1 Y N N 9.770 37.325 16.659 4.634 1.176 1.130 C34 YJ9 34 YJ9 C35 C35 C 0 1 N N N 12.731 39.709 17.018 7.007 -1.063 -0.770 C35 YJ9 35 YJ9 F36 F36 F 0 1 N N N 13.146 40.471 18.032 7.501 -2.032 0.110 F36 YJ9 36 YJ9 F37 F37 F 0 1 N N N 13.760 38.876 16.840 6.737 -1.652 -2.010 F37 YJ9 37 YJ9 F38 F38 F 0 1 N N N 12.726 40.536 15.970 7.959 -0.051 -0.932 F38 YJ9 38 YJ9 H1 H1 H 0 1 N N N 7.184 35.212 21.387 -0.367 1.587 -2.026 H1 YJ9 39 YJ9 HN3 HN3 H 0 1 N N N 6.524 36.236 23.032 -2.866 2.569 -2.153 HN3 YJ9 40 YJ9 H7 H7 H 0 1 N N N 8.165 39.923 24.622 -4.818 5.639 -1.577 H7 YJ9 41 YJ9 H7A H7A H 0 1 N N N 7.907 39.790 23.205 -4.757 4.101 -2.594 H7A YJ9 42 YJ9 H8 H8 H 0 1 N N N 5.205 38.818 23.788 -5.292 2.718 -0.534 H8 YJ9 43 YJ9 H8A H8A H 0 1 N N N 5.462 38.952 25.205 -5.353 4.256 0.482 H8A YJ9 44 YJ9 H11 H11 H 0 1 N N N 8.932 34.917 18.188 0.635 -1.151 -0.364 H11 YJ9 45 YJ9 H11A H11A H 0 0 N N N 10.254 35.763 19.023 0.222 -0.663 1.308 H11A YJ9 46 YJ9 H12 H12 H 0 1 N N N 10.512 33.526 19.897 -2.120 -0.441 0.783 H12 YJ9 47 YJ9 H13 H13 H 0 1 N N N 10.234 35.043 21.850 -2.775 0.338 -1.402 H13 YJ9 48 YJ9 H13A H13A H 0 0 N N N 9.018 33.800 22.193 -1.406 -0.501 -2.203 H13A YJ9 49 YJ9 H17 H17 H 0 1 N N N 10.997 30.691 16.082 -6.166 -2.568 1.746 H17 YJ9 50 YJ9 H18 H18 H 0 1 N N N 9.286 31.285 14.390 -7.352 -3.113 -0.341 H18 YJ9 51 YJ9 H19 H19 H 0 1 N N N 7.229 32.434 15.122 -6.088 -3.414 -2.433 H19 YJ9 52 YJ9 H20 H20 H 0 1 N N N 6.877 33.019 17.459 -3.640 -3.160 -2.441 H20 YJ9 53 YJ9 H26 H26 H 0 1 N N N 7.235 35.772 16.067 3.222 2.007 3.187 H26 YJ9 54 YJ9 H26A H26A H 0 0 N N N 6.429 35.293 17.158 1.594 2.809 2.857 H26A YJ9 55 YJ9 H28 H28 H 0 1 N N N 6.137 38.470 16.436 2.118 -0.275 3.089 H28 YJ9 56 YJ9 H28A H28A H 0 0 N N N 5.326 37.989 17.532 0.490 0.527 2.759 H28A YJ9 57 YJ9 H29 H29 H 0 1 N N N 11.712 37.495 15.738 6.752 1.077 0.858 H29 YJ9 58 YJ9 H31 H31 H 0 1 N N N 10.800 40.441 18.722 4.471 -1.909 -1.158 H31 YJ9 59 YJ9 H32 H32 H 0 1 N N N 8.605 39.389 19.083 2.399 -0.947 -0.240 H32 YJ9 60 YJ9 H34 H34 H 0 1 N N N 9.480 36.465 16.073 4.679 2.043 1.773 H34 YJ9 61 YJ9 H5 H5 H 0 1 N N N 8.240 36.139 25.368 -3.266 5.600 0.860 H5 YJ9 62 YJ9 H9 H9 H 0 1 N N N 8.201 36.994 27.341 -0.996 5.826 0.514 H9 YJ9 63 # 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 YJ9 C1 C2 SING N N 1 YJ9 C1 N10 SING N N 2 YJ9 C1 C13 SING N N 3 YJ9 C1 H1 SING N N 4 YJ9 C2 N3 SING N N 5 YJ9 C2 O6 DOUB N N 6 YJ9 N3 C4 SING N N 7 YJ9 N3 HN3 SING N N 8 YJ9 C4 C5 SING N N 9 YJ9 C4 C7 SING N N 10 YJ9 C4 C8 SING N N 11 YJ9 C5 N9 DOUB N N 12 YJ9 C7 C8 SING N N 13 YJ9 C7 H7 SING N N 14 YJ9 C7 H7A SING N N 15 YJ9 C8 H8 SING N N 16 YJ9 C8 H8A SING N N 17 YJ9 N10 C11 SING N N 18 YJ9 N10 C24 SING N N 19 YJ9 C11 C12 SING N N 20 YJ9 C11 H11 SING N N 21 YJ9 C11 H11A SING N N 22 YJ9 C12 C13 SING N N 23 YJ9 C12 S14 SING N N 24 YJ9 C12 H12 SING N N 25 YJ9 C13 H13 SING N N 26 YJ9 C13 H13A SING N N 27 YJ9 S14 C15 SING N N 28 YJ9 S14 O22 DOUB N N 29 YJ9 S14 O23 DOUB N N 30 YJ9 C15 C16 DOUB Y N 31 YJ9 C15 C20 SING Y N 32 YJ9 C16 C17 SING Y N 33 YJ9 C16 CL SING N N 34 YJ9 C17 C18 DOUB Y N 35 YJ9 C17 H17 SING N N 36 YJ9 C18 C19 SING Y N 37 YJ9 C18 H18 SING N N 38 YJ9 C19 C20 DOUB Y N 39 YJ9 C19 H19 SING N N 40 YJ9 C20 H20 SING N N 41 YJ9 C24 O25 DOUB N N 42 YJ9 C24 C27 SING N N 43 YJ9 C26 C27 SING N N 44 YJ9 C26 C28 SING N N 45 YJ9 C26 H26 SING N N 46 YJ9 C26 H26A SING N N 47 YJ9 C27 C28 SING N N 48 YJ9 C27 C33 SING N N 49 YJ9 C28 H28 SING N N 50 YJ9 C28 H28A SING N N 51 YJ9 C29 C30 DOUB Y N 52 YJ9 C29 C34 SING Y N 53 YJ9 C29 H29 SING N N 54 YJ9 C30 C31 SING Y N 55 YJ9 C30 C35 SING N N 56 YJ9 C31 C32 DOUB Y N 57 YJ9 C31 H31 SING N N 58 YJ9 C32 C33 SING Y N 59 YJ9 C32 H32 SING N N 60 YJ9 C33 C34 DOUB Y N 61 YJ9 C34 H34 SING N N 62 YJ9 C35 F36 SING N N 63 YJ9 C35 F37 SING N N 64 YJ9 C35 F38 SING N N 65 YJ9 C5 H5 SING N N 66 YJ9 N9 H9 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 YJ9 SMILES ACDLabs 12.01 "O=S(=O)(c1ccccc1Cl)C5CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C4(c3ccc(cc3)C(F)(F)F)CC4)C5" YJ9 SMILES_CANONICAL CACTVS 3.370 "FC(F)(F)c1ccc(cc1)C2(CC2)C(=O)N3C[C@@H](C[C@H]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl" YJ9 SMILES CACTVS 3.370 "FC(F)(F)c1ccc(cc1)C2(CC2)C(=O)N3C[CH](C[CH]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl" YJ9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)c4ccc(cc4)C(F)(F)F)C(=O)NC5(CC5)C=N)Cl" YJ9 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)S(=O)(=O)C2CC(N(C2)C(=O)C3(CC3)c4ccc(cc4)C(F)(F)F)C(=O)NC5(CC5)C=N)Cl" YJ9 InChI InChI 1.03 "InChI=1S/C26H25ClF3N3O4S/c27-19-3-1-2-4-21(19)38(36,37)18-13-20(22(34)32-24(15-31)9-10-24)33(14-18)23(35)25(11-12-25)16-5-7-17(8-6-16)26(28,29)30/h1-8,15,18,20,31H,9-14H2,(H,32,34)/b31-15+/t18-,20+/m1/s1" YJ9 InChIKey InChI 1.03 ACNGWBKPMPBISI-UTGIELOBSA-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 YJ9 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-[(2-chlorophenyl)sulfonyl]-N-[1-(iminomethyl)cyclopropyl]-1-({1-[4-(trifluoromethyl)phenyl]cyclopropyl}carbonyl)-L-prolinamide" YJ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-[4-(trifluoromethyl)phenyl]cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site YJ9 "Create component" 2011-05-19 EBI YJ9 "Modify aromatic_flag" 2011-06-04 RCSB YJ9 "Modify descriptor" 2011-06-04 RCSB #