data_2N8 # _chem_comp.id 2N8 _chem_comp.name "(2R)-2-[3-chloro-4-(methylsulfonyl)phenyl]-3-[(1R)-3-oxocyclopentyl]-N-(pyrazin-2-yl)propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 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 2013-12-09 _chem_comp.pdbx_modified_date 2014-10-24 _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 421.898 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2N8 _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 4NO7 _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 2N8 O29 O29 O 0 1 N N N -6.039 6.877 16.766 -4.187 -2.506 1.876 O29 2N8 1 2N8 S27 S27 S 0 1 N N N -5.413 6.083 17.776 -4.291 -1.895 0.597 S27 2N8 2 2N8 O30 O30 O 0 1 N N N -4.417 5.232 17.183 -4.509 -2.674 -0.571 O30 2N8 3 2N8 C28 C28 C 0 1 N N N -4.698 7.118 18.849 -5.440 -0.493 0.653 C28 2N8 4 2N8 C23 C23 C 0 1 Y N N -6.456 5.139 18.507 -2.711 -1.158 0.339 C23 2N8 5 2N8 C22 C22 C 0 1 Y N N -6.486 4.905 19.770 -1.736 -1.254 1.314 C22 2N8 6 2N8 C21 C21 C 0 1 Y N N -7.606 4.413 20.471 -0.497 -0.675 1.111 C21 2N8 7 2N8 C24 C24 C 0 1 Y N N -7.434 4.407 17.883 -2.445 -0.489 -0.842 C24 2N8 8 2N8 CL26 CL26 CL 0 0 N N N -7.556 4.353 16.124 -3.667 -0.374 -2.069 CL26 2N8 9 2N8 C25 C25 C 0 1 Y N N -8.380 3.670 18.581 -1.204 0.090 -1.044 C25 2N8 10 2N8 C10 C10 C 0 1 Y N N -8.449 3.598 19.954 -0.232 -0.001 -0.066 C10 2N8 11 2N8 C9 C9 C 0 1 N N R -9.421 2.728 20.716 1.119 0.629 -0.287 C9 2N8 12 2N8 C8 C8 C 0 1 N N N -10.853 2.880 20.202 1.376 1.677 0.799 C8 2N8 13 2N8 C3 C3 C 0 1 N N R -11.343 4.318 20.199 0.332 2.790 0.690 C3 2N8 14 2N8 C4 C4 C 0 1 N N N -12.693 4.428 19.485 0.555 3.855 1.793 C4 2N8 15 2N8 C5 C5 C 0 1 N N N -13.484 5.553 20.156 -0.099 5.115 1.174 C5 2N8 16 2N8 C1 C1 C 0 1 N N N -12.732 5.759 21.444 0.246 5.034 -0.303 C1 2N8 17 2N8 O6 O6 O 0 1 N N N -13.058 6.585 22.280 0.297 5.958 -1.078 O6 2N8 18 2N8 C2 C2 C 0 1 N N N -11.562 4.841 21.620 0.514 3.578 -0.623 C2 2N8 19 2N8 C11 C11 C 0 1 N N N -9.004 1.293 20.656 2.185 -0.434 -0.221 C11 2N8 20 2N8 O13 O13 O 0 1 N N N -8.473 0.887 19.635 1.876 -1.593 -0.044 O13 2N8 21 2N8 N14 N14 N 0 1 N N N -9.257 0.575 21.757 3.483 -0.096 -0.360 N14 2N8 22 2N8 C15 C15 C 0 1 Y N N -8.973 -0.738 21.968 4.474 -1.068 -0.230 C15 2N8 23 2N8 N16 N16 N 0 1 Y N N -9.336 -1.290 23.140 5.720 -0.713 0.052 N16 2N8 24 2N8 C17 C17 C 0 1 Y N N -9.063 -2.580 23.407 6.658 -1.637 0.174 C17 2N8 25 2N8 C18 C18 C 0 1 Y N N -8.416 -3.376 22.456 6.340 -2.972 0.009 C18 2N8 26 2N8 N19 N19 N 0 1 Y N N -8.078 -2.834 21.288 5.099 -3.330 -0.271 N19 2N8 27 2N8 C20 C20 C 0 1 Y N N -8.335 -1.545 21.025 4.156 -2.414 -0.389 C20 2N8 28 2N8 H1 H1 H 0 1 N N N -4.204 6.540 19.644 -5.163 0.172 1.470 H1 2N8 29 2N8 H2 H2 H 0 1 N N N -3.951 7.732 18.324 -5.395 0.051 -0.290 H2 2N8 30 2N8 H3 H3 H 0 1 N N N -5.463 7.772 19.293 -6.454 -0.861 0.812 H3 2N8 31 2N8 H4 H4 H 0 1 N N N -5.587 5.099 20.336 -1.942 -1.780 2.234 H4 2N8 32 2N8 H5 H5 H 0 1 N N N -7.760 4.738 21.489 0.265 -0.750 1.874 H5 2N8 33 2N8 H6 H6 H 0 1 N N N -9.110 3.116 18.009 -0.996 0.613 -1.966 H6 2N8 34 2N8 H7 H7 H 0 1 N N N -9.407 3.045 21.769 1.142 1.107 -1.266 H7 2N8 35 2N8 H8 H8 H 0 1 N N N -11.519 2.286 20.845 1.307 1.208 1.780 H8 2N8 36 2N8 H9 H9 H 0 1 N N N -10.897 2.494 19.173 2.372 2.099 0.667 H9 2N8 37 2N8 H10 H10 H 0 1 N N N -10.607 4.955 19.686 -0.675 2.376 0.753 H10 2N8 38 2N8 H11 H11 H 0 1 N N N -13.242 3.479 19.574 0.051 3.570 2.716 H11 2N8 39 2N8 H12 H12 H 0 1 N N N -12.536 4.663 18.422 1.620 4.017 1.966 H12 2N8 40 2N8 H13 H13 H 0 1 N N N -13.476 6.465 19.541 -1.180 5.091 1.314 H13 2N8 41 2N8 H14 H14 H 0 1 N N N -14.524 5.248 20.347 0.323 6.019 1.614 H14 2N8 42 2N8 H15 H15 H 0 1 N N N -11.799 4.021 22.314 1.533 3.459 -0.991 H15 2N8 43 2N8 H16 H16 H 0 1 N N N -10.679 5.386 21.985 -0.196 3.224 -1.371 H16 2N8 44 2N8 H17 H17 H 0 1 N N N -9.705 1.059 22.509 3.727 0.823 -0.550 H17 2N8 45 2N8 H18 H18 H 0 1 N N N -9.345 -3.003 24.360 7.673 -1.348 0.403 H18 2N8 46 2N8 H19 H19 H 0 1 N N N -8.195 -4.412 22.666 7.109 -3.724 0.109 H19 2N8 47 2N8 H20 H20 H 0 1 N N N -8.045 -1.126 20.073 3.142 -2.707 -0.618 H20 2N8 48 # 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 2N8 CL26 C24 SING N N 1 2N8 O29 S27 DOUB N N 2 2N8 O30 S27 DOUB N N 3 2N8 S27 C23 SING N N 4 2N8 S27 C28 SING N N 5 2N8 C24 C23 DOUB Y N 6 2N8 C24 C25 SING Y N 7 2N8 C23 C22 SING Y N 8 2N8 C25 C10 DOUB Y N 9 2N8 C4 C5 SING N N 10 2N8 C4 C3 SING N N 11 2N8 O13 C11 DOUB N N 12 2N8 C22 C21 DOUB Y N 13 2N8 C10 C21 SING Y N 14 2N8 C10 C9 SING N N 15 2N8 C5 C1 SING N N 16 2N8 C3 C8 SING N N 17 2N8 C3 C2 SING N N 18 2N8 C8 C9 SING N N 19 2N8 C11 C9 SING N N 20 2N8 C11 N14 SING N N 21 2N8 C20 N19 DOUB Y N 22 2N8 C20 C15 SING Y N 23 2N8 N19 C18 SING Y N 24 2N8 C1 C2 SING N N 25 2N8 C1 O6 DOUB N N 26 2N8 N14 C15 SING N N 27 2N8 C15 N16 DOUB Y N 28 2N8 C18 C17 DOUB Y N 29 2N8 N16 C17 SING Y N 30 2N8 C28 H1 SING N N 31 2N8 C28 H2 SING N N 32 2N8 C28 H3 SING N N 33 2N8 C22 H4 SING N N 34 2N8 C21 H5 SING N N 35 2N8 C25 H6 SING N N 36 2N8 C9 H7 SING N N 37 2N8 C8 H8 SING N N 38 2N8 C8 H9 SING N N 39 2N8 C3 H10 SING N N 40 2N8 C4 H11 SING N N 41 2N8 C4 H12 SING N N 42 2N8 C5 H13 SING N N 43 2N8 C5 H14 SING N N 44 2N8 C2 H15 SING N N 45 2N8 C2 H16 SING N N 46 2N8 N14 H17 SING N N 47 2N8 C17 H18 SING N N 48 2N8 C18 H19 SING N N 49 2N8 C20 H20 SING N N 50 # 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 2N8 SMILES ACDLabs 12.01 "O=C(Nc1nccnc1)C(c2ccc(c(Cl)c2)S(=O)(=O)C)CC3CC(=O)CC3" 2N8 InChI InChI 1.03 "InChI=1S/C19H20ClN3O4S/c1-28(26,27)17-5-3-13(10-16(17)20)15(9-12-2-4-14(24)8-12)19(25)23-18-11-21-6-7-22-18/h3,5-7,10-12,15H,2,4,8-9H2,1H3,(H,22,23,25)/t12-,15+/m0/s1" 2N8 InChIKey InChI 1.03 XEANIURBPHCHMG-SWLSCSKDSA-N 2N8 SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)c1ccc(cc1Cl)[C@@H](C[C@H]2CCC(=O)C2)C(=O)Nc3cnccn3" 2N8 SMILES CACTVS 3.385 "C[S](=O)(=O)c1ccc(cc1Cl)[CH](C[CH]2CCC(=O)C2)C(=O)Nc3cnccn3" 2N8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)c1ccc(cc1Cl)[C@@H](C[C@H]2CCC(=O)C2)C(=O)Nc3cnccn3" 2N8 SMILES "OpenEye OEToolkits" 1.7.6 "CS(=O)(=O)c1ccc(cc1Cl)C(CC2CCC(=O)C2)C(=O)Nc3cnccn3" # 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 2N8 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[3-chloro-4-(methylsulfonyl)phenyl]-3-[(1R)-3-oxocyclopentyl]-N-(pyrazin-2-yl)propanamide" 2N8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-(3-chloranyl-4-methylsulfonyl-phenyl)-3-[(1R)-3-oxidanylidenecyclopentyl]-N-pyrazin-2-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 2N8 "Create component" 2013-12-09 RCSB 2N8 "Initial release" 2014-10-29 RCSB #