data_LZI # _chem_comp.id LZI _chem_comp.name "(4R)-4-{[(5-chlorothiophen-2-yl)carbonyl]amino}-N-(cyclopropylmethyl)-1-(2-{[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]amino}-2-oxoethyl)-L-prolinamide" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C27 H27 Cl F N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-26 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 572.051 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LZI _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 2VWM _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 LZI O30 O30 O 0 1 N N N 17.614 10.980 30.635 17.614 10.980 30.635 O30 LZI 1 LZI C7 C7 C 0 1 N N N 17.541 10.557 31.819 17.541 10.557 31.819 C7 LZI 2 LZI C28 C28 C 0 1 N N N 17.839 11.332 32.991 17.839 11.332 32.991 C28 LZI 3 LZI C36 C36 C 0 1 N N N 17.747 10.789 34.238 17.747 10.789 34.238 C36 LZI 4 LZI C35 C35 C 0 1 N N N 17.327 9.434 34.402 17.327 9.434 34.402 C35 LZI 5 LZI C24 C24 C 0 1 N N N 17.058 8.669 33.314 17.058 8.669 33.314 C24 LZI 6 LZI N2 N2 N 0 1 N N N 17.138 9.202 32.009 17.138 9.202 32.009 N2 LZI 7 LZI C8 C8 C 0 1 Y N N 16.849 8.383 30.844 16.849 8.383 30.844 C8 LZI 8 LZI C11 C11 C 0 1 Y N N 17.851 7.508 30.443 17.851 7.508 30.443 C11 LZI 9 LZI C19 C19 C 0 1 Y N N 17.613 6.746 29.324 17.613 6.746 29.324 C19 LZI 10 LZI F39 F39 F 0 1 N N N 18.584 5.873 28.933 18.584 5.873 28.933 F39 LZI 11 LZI C31 C31 C 0 1 Y N N 15.645 8.505 30.156 15.645 8.505 30.156 C31 LZI 12 LZI C34 C34 C 0 1 Y N N 15.409 7.701 29.031 15.409 7.701 29.031 C34 LZI 13 LZI C18 C18 C 0 1 Y N N 16.413 6.823 28.620 16.413 6.823 28.620 C18 LZI 14 LZI N15 N15 N 0 1 N N N 16.198 6.012 27.454 16.198 6.012 27.454 N15 LZI 15 LZI C12 C12 C 0 1 N N N 15.694 6.655 26.291 15.694 6.655 26.291 C12 LZI 16 LZI O33 O33 O 0 1 N N N 15.546 7.882 26.320 15.546 7.882 26.320 O33 LZI 17 LZI C16 C16 C 0 1 N N N 15.347 5.896 25.049 15.347 5.896 25.049 C16 LZI 18 LZI N1 N1 N 0 1 N N N 15.100 4.453 25.231 15.100 4.453 25.231 N1 LZI 19 LZI C5 C5 C 0 1 N N S 15.534 3.496 24.187 15.534 3.496 24.187 C5 LZI 20 LZI C10 C10 C 0 1 N N N 15.020 3.940 22.861 15.020 3.940 22.861 C10 LZI 21 LZI N23 N23 N 0 1 N N N 15.825 3.722 21.765 15.825 3.722 21.765 N23 LZI 22 LZI O32 O32 O 0 1 N N N 13.919 4.502 22.768 13.919 4.502 22.768 O32 LZI 23 LZI C21 C21 C 0 1 N N N 14.063 4.036 25.914 14.063 4.036 25.914 C21 LZI 24 LZI C17 C17 C 0 1 N N R 13.653 2.662 25.453 13.653 2.662 25.453 C17 LZI 25 LZI C20 C20 C 0 1 N N N 14.767 2.268 24.541 14.767 2.268 24.541 C20 LZI 26 LZI N13 N13 N 0 1 N N N 13.574 1.710 26.552 13.574 1.710 26.552 N13 LZI 27 LZI C6 C6 C 0 1 N N N 12.570 1.885 27.453 12.570 1.885 27.453 C6 LZI 28 LZI O29 O29 O 0 1 N N N 11.790 2.833 27.302 11.790 2.833 27.302 O29 LZI 29 LZI C3 C3 C 0 1 Y N N 12.482 0.951 28.534 12.482 0.951 28.534 C3 LZI 30 LZI C14 C14 C 0 1 Y N N 13.273 -0.131 28.778 13.273 -0.131 28.778 C14 LZI 31 LZI C22 C22 C 0 1 Y N N 12.867 -0.809 29.940 12.867 -0.809 29.940 C22 LZI 32 LZI C9 C9 C 0 1 Y N N 11.811 -0.149 30.514 11.811 -0.149 30.514 C9 LZI 33 LZI S4 S4 S 0 1 Y N N 11.228 1.220 29.686 11.228 1.220 29.686 S4 LZI 34 LZI CL3 CL3 CL 0 0 N N N 11.035 -0.507 32.018 11.035 -0.507 32.018 CL3 LZI 35 LZI C37 C37 C 0 1 N N N 15.456 4.016 20.400 15.456 4.016 20.400 C37 LZI 36 LZI C25 C25 C 0 1 N N N 16.663 3.933 19.458 16.663 3.933 19.458 C25 LZI 37 LZI C27 C27 C 0 1 N N N 16.500 3.196 18.158 16.500 3.196 18.158 C27 LZI 38 LZI C26 C26 C 0 1 N N N 17.335 2.603 19.256 17.335 2.603 19.256 C26 LZI 39 LZI H28 H28 H 0 1 N N N 18.141 12.363 32.882 18.141 12.363 32.882 H28 LZI 40 LZI H36 H36 H 0 1 N N N 17.992 11.385 35.104 17.993 11.385 35.104 H36 LZI 41 LZI H35 H35 H 0 1 N N N 17.223 9.018 35.393 17.223 9.018 35.393 H35 LZI 42 LZI H24 H24 H 0 1 N N N 16.778 7.635 33.449 16.778 7.635 33.449 H24 LZI 43 LZI H11 H11 H 0 1 N N N 18.780 7.430 30.989 18.780 7.430 30.989 H11 LZI 44 LZI H31 H31 H 0 1 N N N 14.899 9.213 30.486 14.899 9.213 30.486 H31 LZI 45 LZI H34 H34 H 0 1 N N N 14.473 7.760 28.496 14.473 7.760 28.496 H34 LZI 46 LZI H15 H15 H 0 1 N N N 16.396 5.032 27.460 16.396 5.032 27.460 H15 LZI 47 LZI H161 1H16 H 0 0 N N N 14.428 6.339 24.637 14.428 6.339 24.637 H161 LZI 48 LZI H162 2H16 H 0 0 N N N 16.224 5.974 24.390 16.224 5.974 24.390 H162 LZI 49 LZI H5 H5 H 0 1 N N N 16.627 3.382 24.137 16.627 3.382 24.137 H5 LZI 50 LZI H211 1H21 H 0 0 N N N 14.325 3.996 26.982 14.325 3.996 26.982 H211 LZI 51 LZI H212 2H21 H 0 0 N N N 13.226 4.732 25.756 13.226 4.732 25.756 H212 LZI 52 LZI H201 1H20 H 0 0 N N N 14.360 1.805 23.630 14.359 1.805 23.630 H201 LZI 53 LZI H202 2H20 H 0 0 N N N 15.425 1.539 25.038 15.425 1.539 25.038 H202 LZI 54 LZI H23 H23 H 0 1 N N N 16.731 3.332 21.926 16.731 3.332 21.926 H23 LZI 55 LZI H371 1H37 H 0 0 N N N 14.701 3.286 20.073 14.701 3.286 20.073 H371 LZI 56 LZI H372 2H37 H 0 0 N N N 15.059 5.041 20.363 15.059 5.041 20.363 H372 LZI 57 LZI H17 H17 H 0 1 N N N 12.656 2.668 24.988 12.656 2.668 24.988 H17 LZI 58 LZI H13 H13 H 0 1 N N N 14.229 0.960 26.641 14.229 0.960 26.641 H13 LZI 59 LZI H14 H14 H 0 1 N N N 14.105 -0.429 28.158 14.105 -0.429 28.158 H14 LZI 60 LZI H22 H22 H 0 1 N N N 13.318 -1.713 30.323 13.318 -1.712 30.323 H22 LZI 61 LZI H25 H25 H 0 1 N N N 17.004 4.937 19.751 17.004 4.937 19.750 H25 LZI 62 LZI H271 1H27 H 0 0 N N N 15.599 2.816 17.654 15.599 2.816 17.654 H271 LZI 63 LZI H272 2H27 H 0 0 N N N 16.645 3.430 17.093 16.645 3.430 17.093 H272 LZI 64 LZI H261 1H26 H 0 0 N N N 18.398 2.323 19.280 18.398 2.323 19.280 H261 LZI 65 LZI H262 2H26 H 0 0 N N N 17.369 1.644 19.794 17.369 1.644 19.794 H262 LZI 66 # 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 LZI O30 C7 DOUB N N 1 LZI C7 C28 SING N N 2 LZI C7 N2 SING N N 3 LZI C28 C36 DOUB N N 4 LZI C36 C35 SING N N 5 LZI C35 C24 DOUB N N 6 LZI C24 N2 SING N N 7 LZI N2 C8 SING N N 8 LZI C8 C11 SING Y N 9 LZI C8 C31 DOUB Y N 10 LZI C11 C19 DOUB Y N 11 LZI C19 F39 SING N N 12 LZI C19 C18 SING Y N 13 LZI C31 C34 SING Y N 14 LZI C34 C18 DOUB Y N 15 LZI C18 N15 SING N N 16 LZI N15 C12 SING N N 17 LZI C12 O33 DOUB N N 18 LZI C12 C16 SING N N 19 LZI C16 N1 SING N N 20 LZI N1 C5 SING N N 21 LZI N1 C21 SING N N 22 LZI C5 C10 SING N N 23 LZI C5 C20 SING N N 24 LZI C10 N23 SING N N 25 LZI C10 O32 DOUB N N 26 LZI N23 C37 SING N N 27 LZI C21 C17 SING N N 28 LZI C17 C20 SING N N 29 LZI C17 N13 SING N N 30 LZI N13 C6 SING N N 31 LZI C6 O29 DOUB N N 32 LZI C6 C3 SING N N 33 LZI C3 C14 DOUB Y N 34 LZI C3 S4 SING Y N 35 LZI C14 C22 SING Y N 36 LZI C22 C9 DOUB Y N 37 LZI C9 S4 SING Y N 38 LZI C9 CL3 SING N N 39 LZI C37 C25 SING N N 40 LZI C25 C27 SING N N 41 LZI C25 C26 SING N N 42 LZI C27 C26 SING N N 43 LZI C28 H28 SING N N 44 LZI C36 H36 SING N N 45 LZI C35 H35 SING N N 46 LZI C24 H24 SING N N 47 LZI C11 H11 SING N N 48 LZI C31 H31 SING N N 49 LZI C34 H34 SING N N 50 LZI N15 H15 SING N N 51 LZI C16 H161 SING N N 52 LZI C16 H162 SING N N 53 LZI C5 H5 SING N N 54 LZI C21 H211 SING N N 55 LZI C21 H212 SING N N 56 LZI C20 H201 SING N N 57 LZI C20 H202 SING N N 58 LZI N23 H23 SING N N 59 LZI C37 H371 SING N N 60 LZI C37 H372 SING N N 61 LZI C17 H17 SING N N 62 LZI N13 H13 SING N N 63 LZI C14 H14 SING N N 64 LZI C22 H22 SING N N 65 LZI C25 H25 SING N N 66 LZI C27 H271 SING N N 67 LZI C27 H272 SING N N 68 LZI C26 H261 SING N N 69 LZI C26 H262 SING N N 70 # 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 LZI SMILES ACDLabs 10.04 "O=C(NC4CC(C(=O)NCC1CC1)N(CC(=O)Nc3ccc(N2C=CC=CC2=O)cc3F)C4)c5sc(Cl)cc5" LZI SMILES_CANONICAL CACTVS 3.341 "Fc1cc(ccc1NC(=O)CN2C[C@@H](C[C@H]2C(=O)NCC3CC3)NC(=O)c4sc(Cl)cc4)N5C=CC=CC5=O" LZI SMILES CACTVS 3.341 "Fc1cc(ccc1NC(=O)CN2C[CH](C[CH]2C(=O)NCC3CC3)NC(=O)c4sc(Cl)cc4)N5C=CC=CC5=O" LZI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1N2C=CC=CC2=O)F)NC(=O)C[N@]3C[C@@H](C[C@H]3C(=O)NCC4CC4)NC(=O)c5ccc(s5)Cl" LZI SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1N2C=CC=CC2=O)F)NC(=O)CN3CC(CC3C(=O)NCC4CC4)NC(=O)c5ccc(s5)Cl" LZI InChI InChI 1.03 "InChI=1S/C27H27ClFN5O4S/c28-23-9-8-22(39-23)27(38)31-17-11-21(26(37)30-13-16-4-5-16)33(14-17)15-24(35)32-20-7-6-18(12-19(20)29)34-10-2-1-3-25(34)36/h1-3,6-10,12,16-17,21H,4-5,11,13-15H2,(H,30,37)(H,31,38)(H,32,35)/t17-,21+/m1/s1" LZI InChIKey InChI 1.03 LRFNMAKOTZSBFP-UTKZUKDTSA-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 LZI "SYSTEMATIC NAME" ACDLabs 10.04 "(4R)-4-{[(5-chlorothiophen-2-yl)carbonyl]amino}-N-(cyclopropylmethyl)-1-(2-{[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]amino}-2-oxoethyl)-L-prolinamide" LZI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2S,4R)-4-[(5-chlorothiophen-2-yl)carbonylamino]-N-(cyclopropylmethyl)-1-[2-[[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]amino]-2-oxo-ethyl]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 LZI "Create component" 2008-06-26 EBI LZI "Modify aromatic_flag" 2011-06-04 RCSB LZI "Modify descriptor" 2011-06-04 RCSB #