data_UGX # _chem_comp.id UGX _chem_comp.name "N-(2,2-dimethylpropyl)-2-[1-oxo-7-(thiophen-3-yl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-29 _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 345.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UGX _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 4BZN _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 UGX O13 O13 O 0 1 N N N 20.484 -34.091 4.333 2.958 0.340 1.768 O13 UGX 1 UGX C12 C12 C 0 1 N N N 21.607 -33.651 4.563 2.751 -0.061 0.643 C12 UGX 2 UGX N14 N14 N 0 1 N N N 22.498 -34.327 5.283 3.760 -0.586 -0.081 N14 UGX 3 UGX C21 C21 C 0 1 N N N 22.278 -35.619 5.939 5.106 -0.671 0.492 C21 UGX 4 UGX C15 C15 C 0 1 N N N 23.220 -36.728 5.505 6.056 -1.300 -0.529 C15 UGX 5 UGX C24 C24 C 0 1 N N N 24.657 -36.285 5.773 6.093 -0.437 -1.791 C24 UGX 6 UGX C23 C23 C 0 1 N N N 23.092 -37.034 4.021 7.461 -1.389 0.069 C23 UGX 7 UGX C22 C22 C 0 1 N N N 22.914 -37.991 6.329 5.564 -2.704 -0.886 C22 UGX 8 UGX C11 C11 C 0 1 N N N 22.065 -32.323 3.998 1.366 0.021 0.056 C11 UGX 9 UGX C6 C6 C 0 1 N N S 21.327 -31.917 2.713 0.414 0.645 1.079 C6 UGX 10 UGX N5 N5 N 0 1 Y N N 21.694 -32.761 1.521 -0.955 0.616 0.556 N5 UGX 11 UGX C1 C1 C 0 1 Y N N 22.032 -34.051 1.489 -1.908 -0.326 0.678 C1 UGX 12 UGX C7 C7 C 0 1 N N N 21.645 -30.428 2.440 0.822 2.095 1.336 C7 UGX 13 UGX N8 N8 N 0 1 N N N 21.230 -30.070 1.081 0.504 2.976 0.219 N8 UGX 14 UGX C9 C9 C 0 1 N N N 21.356 -30.841 -0.001 -0.638 2.845 -0.497 C9 UGX 15 UGX O10 O10 O 0 1 N N N 21.201 -30.425 -1.143 -0.963 3.658 -1.342 O10 UGX 16 UGX C4 C4 C 0 1 Y N N 21.694 -32.266 0.264 -1.464 1.666 -0.197 C4 UGX 17 UGX C2 C2 C 0 1 Y N N 22.054 -33.245 -0.659 -2.738 1.368 -0.538 C2 UGX 18 UGX C3 C3 C 0 1 Y N N 22.243 -34.340 0.153 -3.026 0.102 0.015 C3 UGX 19 UGX C16 C16 C 0 1 Y N N 22.692 -35.683 -0.351 -4.312 -0.634 -0.101 C16 UGX 20 UGX C18 C18 C 0 1 Y N N 22.697 -36.791 0.481 -4.512 -1.841 0.456 C18 UGX 21 UGX S20 S20 S 0 1 Y N N 23.348 -38.111 -0.447 -6.146 -2.388 0.105 S20 UGX 22 UGX C19 C19 C 0 1 Y N N 23.576 -37.144 -1.874 -6.481 -0.919 -0.801 C19 UGX 23 UGX C17 C17 C 0 1 Y N N 23.174 -35.838 -1.650 -5.411 -0.127 -0.791 C17 UGX 24 UGX H14 H14 H 0 1 N N N 23.403 -33.915 5.386 3.595 -0.907 -0.981 H14 UGX 25 UGX H111 H111 H 0 0 N N N 21.897 -31.545 4.757 1.388 0.637 -0.843 H111 UGX 26 UGX H112 H112 H 0 0 N N N 23.140 -32.391 3.775 1.019 -0.981 -0.199 H112 UGX 27 UGX H211 H211 H 0 0 N N N 22.396 -35.476 7.023 5.456 0.330 0.746 H211 UGX 28 UGX H212 H212 H 0 0 N N N 21.249 -35.941 5.722 5.079 -1.286 1.391 H212 UGX 29 UGX H241 H241 H 0 0 N N N 25.350 -37.081 5.463 6.443 0.564 -1.538 H241 UGX 30 UGX H242 H242 H 0 0 N N N 24.871 -35.369 5.202 6.769 -0.885 -2.519 H242 UGX 31 UGX H243 H243 H 0 0 N N N 24.785 -36.086 6.847 5.091 -0.373 -2.218 H243 UGX 32 UGX H231 H231 H 0 0 N N N 23.790 -37.840 3.751 7.435 -2.004 0.969 H231 UGX 33 UGX H232 H232 H 0 0 N N N 22.062 -37.351 3.800 8.138 -1.837 -0.658 H232 UGX 34 UGX H233 H233 H 0 0 N N N 23.331 -36.132 3.439 7.812 -0.389 0.323 H233 UGX 35 UGX H221 H221 H 0 0 N N N 23.591 -38.802 6.023 4.562 -2.641 -1.312 H221 UGX 36 UGX H222 H222 H 0 0 N N N 23.060 -37.776 7.398 6.240 -3.152 -1.613 H222 UGX 37 UGX H223 H223 H 0 0 N N N 21.872 -38.298 6.156 5.537 -3.319 0.014 H223 UGX 38 UGX H6 H6 H 0 1 N N N 20.246 -32.010 2.891 0.461 0.081 2.010 H6 UGX 39 UGX H71C H71C H 0 0 N N N 21.104 -29.801 3.164 0.303 2.454 2.226 H71C UGX 40 UGX H72C H72C H 0 0 N N N 22.727 -30.261 2.547 1.896 2.132 1.519 H72C UGX 41 UGX H1 H1 H 0 1 N N N 22.122 -34.726 2.327 -1.807 -1.261 1.208 H1 UGX 42 UGX H8 H8 H 0 1 N N N 20.816 -29.169 0.953 1.130 3.678 -0.019 H8 UGX 43 UGX H2 H2 H 0 1 N N N 22.158 -33.166 -1.731 -3.407 1.982 -1.122 H2 UGX 44 UGX H18 H18 H 0 1 N N N 22.362 -36.828 1.507 -3.782 -2.390 1.031 H18 UGX 45 UGX H17 H17 H 0 1 N N N 23.227 -35.046 -2.383 -5.394 0.833 -1.285 H17 UGX 46 UGX H19 H19 H 0 1 N N N 23.976 -37.512 -2.807 -7.417 -0.691 -1.288 H19 UGX 47 # 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 UGX O13 C12 DOUB N N 1 UGX C12 N14 SING N N 2 UGX C12 C11 SING N N 3 UGX N14 C21 SING N N 4 UGX C21 C15 SING N N 5 UGX C15 C24 SING N N 6 UGX C15 C23 SING N N 7 UGX C15 C22 SING N N 8 UGX C11 C6 SING N N 9 UGX C6 N5 SING N N 10 UGX C6 C7 SING N N 11 UGX N5 C1 SING Y N 12 UGX N5 C4 SING Y N 13 UGX C1 C3 DOUB Y N 14 UGX C7 N8 SING N N 15 UGX N8 C9 SING N N 16 UGX C9 O10 DOUB N N 17 UGX C9 C4 SING N N 18 UGX C4 C2 DOUB Y N 19 UGX C2 C3 SING Y N 20 UGX C3 C16 SING N N 21 UGX C16 C18 DOUB Y N 22 UGX C16 C17 SING Y N 23 UGX C18 S20 SING Y N 24 UGX S20 C19 SING Y N 25 UGX C19 C17 DOUB Y N 26 UGX N14 H14 SING N N 27 UGX C11 H111 SING N N 28 UGX C11 H112 SING N N 29 UGX C21 H211 SING N N 30 UGX C21 H212 SING N N 31 UGX C24 H241 SING N N 32 UGX C24 H242 SING N N 33 UGX C24 H243 SING N N 34 UGX C23 H231 SING N N 35 UGX C23 H232 SING N N 36 UGX C23 H233 SING N N 37 UGX C22 H221 SING N N 38 UGX C22 H222 SING N N 39 UGX C22 H223 SING N N 40 UGX C6 H6 SING N N 41 UGX C7 H71C SING N N 42 UGX C7 H72C SING N N 43 UGX C1 H1 SING N N 44 UGX N8 H8 SING N N 45 UGX C2 H2 SING N N 46 UGX C18 H18 SING N N 47 UGX C17 H17 SING N N 48 UGX C19 H19 SING N N 49 # 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 UGX SMILES ACDLabs 12.01 "O=C3c2n(cc(c1ccsc1)c2)C(CC(=O)NCC(C)(C)C)CN3" UGX InChI InChI 1.03 "InChI=1S/C18H23N3O2S/c1-18(2,3)11-20-16(22)7-14-8-19-17(23)15-6-13(9-21(14)15)12-4-5-24-10-12/h4-6,9-10,14H,7-8,11H2,1-3H3,(H,19,23)(H,20,22)/t14-/m0/s1" UGX InChIKey InChI 1.03 PNMQDIXULZYDDT-AWEZNQCLSA-N UGX SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)CNC(=O)C[C@H]1CNC(=O)c2cc(cn12)c3cscc3" UGX SMILES CACTVS 3.385 "CC(C)(C)CNC(=O)C[CH]1CNC(=O)c2cc(cn12)c3cscc3" UGX SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)(C)CNC(=O)C[C@H]1CNC(=O)c2n1cc(c2)c3ccsc3" UGX SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(C)CNC(=O)CC1CNC(=O)c2n1cc(c2)c3ccsc3" # 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 UGX "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2,2-dimethylpropyl)-2-[(4S)-1-oxo-7-(thiophen-3-yl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetamide" UGX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-(2,2-dimethylpropyl)-2-[(4S)-1-oxidanylidene-7-thiophen-3-yl-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-4-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UGX "Create component" 2013-07-29 EBI UGX "Initial release" 2013-10-30 RCSB UGX "Modify descriptor" 2014-09-05 RCSB #