data_3WE # _chem_comp.id 3WE _chem_comp.name "(2E,3aR,14aS)-9-bromo-2-imino-1,2,3,5,6,14a-hexahydro-4H,8H-imidazo[4',5':5,6]pyrrolo[1',2':4,5]pyrazino[1,2-a]indol-8-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H14 Br N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-25 _chem_comp.pdbx_modified_date 2014-12-05 _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 360.209 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3WE _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 4RUR _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 3WE BR1 BR1 BR 0 0 N N N 8.352 -139.022 19.454 2.745 -1.828 0.389 BR1 3WE 1 3WE C7 C7 C 0 1 Y N N 7.081 -137.887 20.281 1.631 -0.353 -0.011 C7 3WE 2 3WE C8 C8 C 0 1 Y N N 6.529 -136.753 19.798 0.273 -0.388 -0.157 C8 3WE 3 3WE N14 N14 N 0 1 Y N N 5.685 -136.268 20.692 -0.174 0.894 -0.416 N14 3WE 4 3WE C5 C5 C 0 1 Y N N 5.642 -137.051 21.803 0.905 1.744 -0.482 C5 3WE 5 3WE C4 C4 C 0 1 Y N N 6.502 -138.126 21.645 2.056 0.983 -0.204 C4 3WE 6 3WE C3 C3 C 0 1 Y N N 6.683 -139.116 22.613 3.309 1.609 -0.172 C3 3WE 7 3WE C6 C6 C 0 1 Y N N 4.898 -136.920 22.985 1.030 3.105 -0.746 C6 3WE 8 3WE C1 C1 C 0 1 Y N N 5.064 -137.905 23.972 2.274 3.694 -0.726 C1 3WE 9 3WE C2 C2 C 0 1 Y N N 5.941 -138.988 23.794 3.407 2.946 -0.426 C2 3WE 10 3WE C20 C20 C 0 1 N N S 4.910 -135.035 20.488 -1.621 1.157 -0.550 C20 3WE 11 3WE N19 N19 N 0 1 N N N 3.521 -135.313 20.816 -1.961 2.048 0.576 N19 3WE 12 3WE C18 C18 C 0 1 N N N 2.937 -135.602 19.732 -2.888 1.432 1.372 C18 3WE 13 3WE N22 N22 N 0 1 N N N 1.712 -136.154 19.681 -3.366 1.959 2.464 N22 3WE 14 3WE N17 N17 N 0 1 N N N 3.606 -135.317 18.615 -3.259 0.200 0.898 N17 3WE 15 3WE C16 C16 C 0 1 N N R 4.846 -134.668 18.970 -2.549 -0.048 -0.349 C16 3WE 16 3WE C10 C10 C 0 1 N N N 4.778 -133.176 18.578 -3.581 -0.092 -1.482 C10 3WE 17 3WE C23 C23 C 0 1 N N N 5.081 -133.214 17.055 -4.138 -1.535 -1.377 C23 3WE 18 3WE C13 C13 C 0 1 N N N 6.138 -134.340 16.883 -3.063 -2.326 -0.603 C13 3WE 19 3WE N12 N12 N 0 1 N N N 5.948 -135.072 18.126 -1.961 -1.395 -0.322 N12 3WE 20 3WE C11 C11 C 0 1 N N N 6.769 -136.081 18.497 -0.650 -1.531 -0.088 C11 3WE 21 3WE O21 O21 O 0 1 N N N 7.706 -136.428 17.794 -0.210 -2.631 0.189 O21 3WE 22 3WE H1 H1 H 0 1 N N N 7.363 -139.941 22.458 4.195 1.035 0.054 H1 3WE 23 3WE H2 H2 H 0 1 N N N 4.221 -136.091 23.131 0.154 3.697 -0.967 H2 3WE 24 3WE H3 H3 H 0 1 N N N 4.503 -137.828 24.892 2.370 4.749 -0.933 H3 3WE 25 3WE H4 H4 H 0 1 N N N 6.044 -139.728 24.574 4.374 3.425 -0.404 H4 3WE 26 3WE H5 H5 H 0 1 N N N 5.314 -134.195 21.072 -1.827 1.652 -1.499 H5 3WE 27 3WE H6 H6 H 0 1 N N N 3.106 -135.282 21.725 -1.587 2.931 0.727 H6 3WE 28 3WE H9 H9 H 0 1 N N N 1.330 -136.303 20.593 -3.066 2.836 2.751 H9 3WE 29 3WE H12 H12 H 0 1 N N N 3.300 -135.519 17.685 -3.888 -0.405 1.322 H12 3WE 30 3WE H14 H14 H 0 1 N N N 5.534 -132.588 19.119 -4.371 0.640 -1.314 H14 3WE 31 3WE H15 H15 H 0 1 N N N 3.779 -132.759 18.774 -3.103 0.072 -2.448 H15 3WE 32 3WE H16 H16 H 0 1 N N N 5.486 -132.249 16.717 -5.079 -1.538 -0.827 H16 3WE 33 3WE H17 H17 H 0 1 N N N 4.170 -133.449 16.485 -4.280 -1.959 -2.371 H17 3WE 34 3WE H18 H18 H 0 1 N N N 5.924 -134.967 16.005 -3.479 -2.701 0.332 H18 3WE 35 3WE H19 H19 H 0 1 N N N 7.157 -133.932 16.803 -2.702 -3.155 -1.211 H19 3WE 36 # 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 3WE C13 C23 SING N N 1 3WE C13 N12 SING N N 2 3WE C23 C10 SING N N 3 3WE O21 C11 DOUB N N 4 3WE N12 C11 SING N N 5 3WE N12 C16 SING N N 6 3WE C11 C8 SING N N 7 3WE C10 C16 SING N N 8 3WE N17 C16 SING N N 9 3WE N17 C18 SING N N 10 3WE C16 C20 SING N N 11 3WE BR1 C7 SING N N 12 3WE N22 C18 DOUB N N 13 3WE C18 N19 SING N N 14 3WE C8 C7 DOUB Y N 15 3WE C8 N14 SING Y N 16 3WE C7 C4 SING Y N 17 3WE C20 N14 SING N N 18 3WE C20 N19 SING N N 19 3WE N14 C5 SING Y N 20 3WE C4 C5 DOUB Y N 21 3WE C4 C3 SING Y N 22 3WE C5 C6 SING Y N 23 3WE C3 C2 DOUB Y N 24 3WE C6 C1 DOUB Y N 25 3WE C2 C1 SING Y N 26 3WE C3 H1 SING N N 27 3WE C6 H2 SING N N 28 3WE C1 H3 SING N N 29 3WE C2 H4 SING N N 30 3WE C20 H5 SING N N 31 3WE N19 H6 SING N N 32 3WE N22 H9 SING N N 33 3WE N17 H12 SING N N 34 3WE C10 H14 SING N N 35 3WE C10 H15 SING N N 36 3WE C23 H16 SING N N 37 3WE C23 H17 SING N N 38 3WE C13 H18 SING N N 39 3WE C13 H19 SING N N 40 # 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 3WE SMILES ACDLabs 12.01 "Brc2c1ccccc1n3c2C(=O)N5C4(NC(=[N@H])NC34)CCC5" 3WE InChI InChI 1.03 "InChI=1S/C15H14BrN5O/c16-10-8-4-1-2-5-9(8)21-11(10)12(22)20-7-3-6-15(20)13(21)18-14(17)19-15/h1-2,4-5,13H,3,6-7H2,(H3,17,18,19)/t13-,15+/m0/s1" 3WE InChIKey InChI 1.03 STFYSQROIBDKFP-DZGCQCFKSA-N 3WE SMILES_CANONICAL CACTVS 3.385 "Brc1c2ccccc2n3[C@@H]4NC(=N)N[C@@]45CCCN5C(=O)c13" 3WE SMILES CACTVS 3.385 "Brc1c2ccccc2n3[CH]4NC(=N)N[C]45CCCN5C(=O)c13" 3WE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C/1\N[C@@H]2[C@@]3(N1)CCCN3C(=O)c4n2c5ccccc5c4Br" 3WE SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c3n2C4C5(CCCN5C3=O)NC(=N)N4)Br" # 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 3WE "SYSTEMATIC NAME" ACDLabs 12.01 "(2E,3aR,14aS)-9-bromo-2-imino-1,2,3,5,6,14a-hexahydro-4H,8H-imidazo[4',5':5,6]pyrrolo[1',2':4,5]pyrazino[1,2-a]indol-8-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3WE "Create component" 2014-11-25 RCSB 3WE "Initial release" 2014-12-10 RCSB #