data_XU5 # _chem_comp.id XU5 _chem_comp.name "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(4-methylphenyl)cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H28 Cl 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 2010-10-15 _chem_comp.pdbx_modified_date 2011-06-04 _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 514.036 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XU5 _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 2XU5 _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 XU5 CL CL CL 0 0 N N N 17.516 10.374 22.270 -2.852 -1.888 2.309 CL XU5 1 XU5 C1 C1 C 0 1 N N S 23.164 11.301 22.618 0.081 1.207 -1.134 C1 XU5 2 XU5 C2 C2 C 0 1 N N N 24.212 11.879 23.549 -0.473 2.446 -0.480 C2 XU5 3 XU5 N3 N3 N 0 1 N N N 25.237 12.543 22.966 -1.415 3.176 -1.109 N3 XU5 4 XU5 C4 C4 C 0 1 N N N 26.295 13.280 23.653 -1.953 4.381 -0.473 C4 XU5 5 XU5 C5 C5 C 0 1 N N N 25.900 14.686 23.902 -0.975 5.168 0.361 C5 XU5 6 XU5 O6 O6 O 0 1 N N N 24.107 11.747 24.759 -0.071 2.786 0.613 O6 XU5 7 XU5 C7 C7 C 0 1 N N N 27.237 12.590 24.651 -3.021 5.166 -1.237 C7 XU5 8 XU5 C8 C8 C 0 1 N N N 27.741 12.972 23.258 -3.409 4.343 -0.006 C8 XU5 9 XU5 N9 N9 N 0 1 N N N 26.772 15.541 24.252 0.278 5.098 0.114 N9 XU5 10 XU5 N10 N10 N 0 1 N N N 23.169 9.843 22.685 1.087 0.587 -0.260 N10 XU5 11 XU5 C11 C11 C 0 1 N N N 21.849 9.359 23.099 0.652 -0.784 0.064 C11 XU5 12 XU5 C12 C12 C 0 1 N N R 20.903 10.578 22.837 -0.887 -0.764 -0.113 C12 XU5 13 XU5 C13 C13 C 0 1 N N N 21.829 11.763 23.247 -1.046 0.173 -1.339 C13 XU5 14 XU5 S14 S14 S 0 1 N N N 20.413 10.821 21.111 -1.521 -2.424 -0.476 S14 XU5 15 XU5 C15 C15 C 0 1 Y N N 19.477 9.347 20.756 -3.271 -2.266 -0.339 C15 XU5 16 XU5 C16 C16 C 0 1 Y N N 18.213 9.153 21.286 -3.849 -2.029 0.895 C16 XU5 17 XU5 C17 C17 C 0 1 Y N N 17.452 8.011 21.054 -5.223 -1.904 1.002 C17 XU5 18 XU5 C18 C18 C 0 1 Y N N 17.984 7.037 20.241 -6.016 -2.016 -0.124 C18 XU5 19 XU5 C19 C19 C 0 1 Y N N 19.241 7.217 19.712 -5.438 -2.253 -1.358 C19 XU5 20 XU5 C20 C20 C 0 1 Y N N 19.999 8.352 19.958 -4.065 -2.373 -1.466 C20 XU5 21 XU5 O22 O22 O 0 1 N N N 19.565 11.989 21.064 -1.305 -2.753 -1.842 O22 XU5 22 XU5 O23 O23 O 0 1 N N N 21.548 10.746 20.259 -1.169 -3.330 0.560 O23 XU5 23 XU5 C24 C24 C 0 1 N N N 24.219 9.069 22.354 2.221 1.174 0.173 C24 XU5 24 XU5 O25 O25 O 0 1 N N N 25.222 9.623 21.974 2.489 2.305 -0.174 O25 XU5 25 XU5 C26 C26 C 0 1 N N N 23.570 6.779 21.267 3.487 1.069 2.437 C26 XU5 26 XU5 C27 C27 C 0 1 N N N 24.120 7.566 22.455 3.155 0.426 1.089 C27 XU5 27 XU5 C28 C28 C 0 1 N N N 25.070 6.777 21.572 2.567 -0.153 2.378 C28 XU5 28 XU5 C29 C29 C 0 1 Y N N 22.354 5.856 25.391 6.569 -0.771 0.010 C29 XU5 29 XU5 C30 C30 C 0 1 Y N N 23.216 6.198 26.431 6.240 -1.804 -0.848 C30 XU5 30 XU5 C31 C31 C 0 1 Y N N 24.329 6.972 26.159 4.914 -2.116 -1.079 C31 XU5 31 XU5 C32 C32 C 0 1 Y N N 24.617 7.392 24.875 3.915 -1.394 -0.452 C32 XU5 32 XU5 C33 C33 C 0 1 Y N N 23.780 7.059 23.836 4.243 -0.361 0.406 C33 XU5 33 XU5 C34 C34 C 0 1 Y N N 22.632 6.289 24.090 5.570 -0.049 0.637 C34 XU5 34 XU5 C35 C35 C 0 1 N N N 22.955 5.745 27.854 7.329 -2.591 -1.531 C35 XU5 35 XU5 H1 H1 H 0 1 N N N 23.329 11.613 21.576 0.531 1.463 -2.093 H1 XU5 36 XU5 HN3 HN3 H 0 1 N N N 25.274 12.528 21.967 -1.736 2.904 -1.983 HN3 XU5 37 XU5 H5 H5 H 0 1 N N N 24.869 14.985 23.786 -1.332 5.792 1.168 H5 XU5 38 XU5 H7 H7 H 0 1 N N N 27.579 12.897 25.651 -3.017 6.251 -1.136 H7 XU5 39 XU5 H7A H7A H 0 1 N N N 27.212 11.675 25.261 -3.324 4.786 -2.212 H7A XU5 40 XU5 H8 H8 H 0 1 N N N 28.147 12.351 22.446 -3.967 3.421 -0.171 H8 XU5 41 XU5 H8A H8A H 0 1 N N N 28.589 13.546 22.855 -3.660 4.887 0.905 H8A XU5 42 XU5 HN9 HN9 H 0 1 N N N 26.335 16.432 24.377 0.908 5.604 0.651 HN9 XU5 43 XU5 H11 H11 H 0 1 N N N 21.542 8.480 22.513 1.104 -1.498 -0.624 H11 XU5 44 XU5 H11A H11A H 0 0 N N N 21.831 9.028 24.148 0.912 -1.031 1.094 H11A XU5 45 XU5 H12 H12 H 0 1 N N N 19.950 10.459 23.374 -1.376 -0.344 0.766 H12 XU5 46 XU5 H13 H13 H 0 1 N N N 21.896 11.890 24.338 -2.022 0.659 -1.329 H13 XU5 47 XU5 H13A H13A H 0 0 N N N 21.483 12.751 22.910 -0.900 -0.379 -2.268 H13A XU5 48 XU5 H17 H17 H 0 1 N N N 16.475 7.893 21.498 -5.676 -1.720 1.965 H17 XU5 49 XU5 H18 H18 H 0 1 N N N 17.421 6.142 20.021 -7.089 -1.919 -0.041 H18 XU5 50 XU5 H19 H19 H 0 1 N N N 19.654 6.444 19.080 -6.058 -2.341 -2.237 H19 XU5 51 XU5 H20 H20 H 0 1 N N N 20.985 8.455 19.530 -3.613 -2.554 -2.430 H20 XU5 52 XU5 H26 H26 H 0 1 N N N 22.840 5.958 21.218 4.494 0.922 2.830 H26 XU5 53 XU5 H26A H26A H 0 0 N N N 22.937 6.997 20.394 3.031 2.033 2.662 H26A XU5 54 XU5 H28 H28 H 0 1 N N N 25.754 5.949 21.811 2.968 -1.102 2.732 H28 XU5 55 XU5 H28A H28A H 0 0 N N N 25.991 6.994 21.011 1.505 0.008 2.564 H28A XU5 56 XU5 H29 H29 H 0 1 N N N 21.476 5.260 25.588 7.605 -0.530 0.194 H29 XU5 57 XU5 H31 H31 H 0 1 N N N 24.987 7.254 26.968 4.657 -2.923 -1.749 H31 XU5 58 XU5 H32 H32 H 0 1 N N N 25.501 7.983 24.687 2.878 -1.637 -0.633 H32 XU5 59 XU5 H34 H34 H 0 1 N N N 21.964 6.032 23.281 5.827 0.758 1.307 H34 XU5 60 XU5 H35 H35 H 0 1 N N N 22.892 4.647 27.884 7.610 -3.440 -0.909 H35 XU5 61 XU5 H35A H35A H 0 0 N N N 23.777 6.083 28.503 6.967 -2.950 -2.495 H35A XU5 62 XU5 H35B H35B H 0 0 N N N 22.007 6.176 28.208 8.198 -1.950 -1.686 H35B XU5 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 XU5 CL C16 SING N N 1 XU5 C1 C2 SING N N 2 XU5 C1 N10 SING N N 3 XU5 C1 C13 SING N N 4 XU5 C2 N3 SING N N 5 XU5 C2 O6 DOUB N N 6 XU5 N3 C4 SING N N 7 XU5 C4 C5 SING N N 8 XU5 C4 C7 SING N N 9 XU5 C4 C8 SING N N 10 XU5 C5 N9 DOUB N N 11 XU5 C7 C8 SING N N 12 XU5 N10 C11 SING N N 13 XU5 N10 C24 SING N N 14 XU5 C11 C12 SING N N 15 XU5 C12 C13 SING N N 16 XU5 C12 S14 SING N N 17 XU5 S14 C15 SING N N 18 XU5 S14 O22 DOUB N N 19 XU5 S14 O23 DOUB N N 20 XU5 C15 C16 DOUB Y N 21 XU5 C15 C20 SING Y N 22 XU5 C16 C17 SING Y N 23 XU5 C17 C18 DOUB Y N 24 XU5 C18 C19 SING Y N 25 XU5 C19 C20 DOUB Y N 26 XU5 C24 O25 DOUB N N 27 XU5 C24 C27 SING N N 28 XU5 C26 C27 SING N N 29 XU5 C26 C28 SING N N 30 XU5 C27 C28 SING N N 31 XU5 C27 C33 SING N N 32 XU5 C29 C30 DOUB Y N 33 XU5 C29 C34 SING Y N 34 XU5 C30 C31 SING Y N 35 XU5 C30 C35 SING N N 36 XU5 C31 C32 DOUB Y N 37 XU5 C32 C33 SING Y N 38 XU5 C33 C34 DOUB Y N 39 XU5 C1 H1 SING N N 40 XU5 N3 HN3 SING N N 41 XU5 C5 H5 SING N N 42 XU5 C7 H7 SING N N 43 XU5 C7 H7A SING N N 44 XU5 C8 H8 SING N N 45 XU5 C8 H8A SING N N 46 XU5 N9 HN9 SING N N 47 XU5 C11 H11 SING N N 48 XU5 C11 H11A SING N N 49 XU5 C12 H12 SING N N 50 XU5 C13 H13 SING N N 51 XU5 C13 H13A SING N N 52 XU5 C17 H17 SING N N 53 XU5 C18 H18 SING N N 54 XU5 C19 H19 SING N N 55 XU5 C20 H20 SING N N 56 XU5 C26 H26 SING N N 57 XU5 C26 H26A SING N N 58 XU5 C28 H28 SING N N 59 XU5 C28 H28A SING N N 60 XU5 C29 H29 SING N N 61 XU5 C31 H31 SING N N 62 XU5 C32 H32 SING N N 63 XU5 C34 H34 SING N N 64 XU5 C35 H35 SING N N 65 XU5 C35 H35A SING N N 66 XU5 C35 H35B 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 XU5 SMILES ACDLabs 10.04 "O=S(=O)(c1ccccc1Cl)C5CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C4(c3ccc(cc3)C)CC4)C5" XU5 SMILES_CANONICAL CACTVS 3.352 "Cc1ccc(cc1)C2(CC2)C(=O)N3C[C@@H](C[C@H]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl" XU5 SMILES CACTVS 3.352 "Cc1ccc(cc1)C2(CC2)C(=O)N3C[CH](C[CH]3C(=O)NC4(CC4)C=N)[S](=O)(=O)c5ccccc5Cl" XU5 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "[H]/N=C/C1(CC1)NC(=O)[C@@H]2C[C@H](CN2C(=O)C3(CC3)c4ccc(cc4)C)S(=O)(=O)c5ccccc5Cl" XU5 SMILES "OpenEye OEToolkits" 1.6.1 "[H]N=CC1(CC1)NC(=O)C2CC(CN2C(=O)C3(CC3)c4ccc(cc4)C)S(=O)(=O)c5ccccc5Cl" XU5 InChI InChI 1.03 "InChI=1S/C26H28ClN3O4S/c1-17-6-8-18(9-7-17)26(12-13-26)24(32)30-15-19(35(33,34)22-5-3-2-4-20(22)27)14-21(30)23(31)29-25(16-28)10-11-25/h2-9,16,19,21,28H,10-15H2,1H3,(H,29,31)/b28-16+/t19-,21+/m1/s1" XU5 InChIKey InChI 1.03 UZYJLDSLFCNNEE-NOUGMWGKSA-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 XU5 "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-4-[(2-chlorophenyl)sulfonyl]-N-{1-[(E)-iminomethyl]cyclopropyl}-1-{[1-(4-methylphenyl)cyclopropyl]carbonyl}-L-prolinamide" XU5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S,4R)-4-(2-chlorophenyl)sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(4-methylphenyl)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 XU5 "Create component" 2010-10-15 EBI XU5 "Modify aromatic_flag" 2011-06-04 RCSB XU5 "Modify descriptor" 2011-06-04 RCSB #