data_676 # _chem_comp.id 676 _chem_comp.name "N-[(1S)-2-AMINO-1-PHENYLETHYL]-2-[(4S)-7-(2-FLUORO-4-PYRIDINYL)-1-OXO-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 "C22 H22 F N5 O2" _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 2014-04-29 _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 407.441 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 676 _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 4BZO _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 676 O21 O21 O 0 1 N N N 20.897 -34.399 4.609 2.447 1.081 1.635 O21 676 1 676 C19 C19 C 0 1 N N N 22.005 -33.893 4.799 2.256 0.482 0.598 C19 676 2 676 N20 N20 N 0 1 N N N 22.942 -34.468 5.575 3.297 -0.052 -0.073 N20 676 3 676 C22 C22 C 0 1 N N S 22.733 -35.707 6.346 4.657 0.090 0.452 C22 676 4 676 C24 C24 C 0 1 Y N N 23.228 -36.971 5.719 5.516 -1.034 -0.066 C24 676 5 676 C29 C29 C 0 1 Y N N 24.080 -36.972 4.614 6.437 -1.640 0.767 C29 676 6 676 C28 C28 C 0 1 Y N N 24.523 -38.179 4.071 7.225 -2.672 0.291 C28 676 7 676 C27 C27 C 0 1 Y N N 24.134 -39.411 4.635 7.091 -3.098 -1.017 C27 676 8 676 C26 C26 C 0 1 Y N N 23.281 -39.420 5.747 6.169 -2.492 -1.850 C26 676 9 676 C25 C25 C 0 1 Y N N 22.834 -38.202 6.283 5.378 -1.463 -1.373 C25 676 10 676 C23 C23 C 0 1 N N N 23.518 -35.515 7.665 5.241 1.429 -0.002 C23 676 11 676 N30 N30 N 0 1 N N N 22.900 -34.486 8.498 4.341 2.518 0.400 N30 676 12 676 C11 C11 C 0 1 N N N 22.376 -32.593 4.099 0.856 0.330 0.061 C11 676 13 676 C6 C6 C 0 1 N N S 21.614 -32.354 2.775 -0.130 1.016 1.008 C6 676 14 676 N5 N5 N 0 1 Y N N 22.232 -33.106 1.658 -1.501 0.768 0.552 N5 676 15 676 C1 C1 C 0 1 Y N N 22.514 -34.509 1.691 -2.341 -0.225 0.863 C1 676 16 676 C7 C7 C 0 1 N N N 21.849 -30.865 2.488 0.131 2.522 1.013 C7 676 17 676 N8 N8 N 0 1 N N N 21.483 -30.540 1.114 -0.300 3.172 -0.219 N8 676 18 676 C9 C9 C 0 1 N N N 21.639 -31.324 0.038 -1.439 2.814 -0.859 C9 676 19 676 O10 O10 O 0 1 N N N 21.488 -30.923 -1.113 -1.864 3.441 -1.812 O10 676 20 676 C4 C4 C 0 1 Y N N 22.002 -32.741 0.284 -2.133 1.625 -0.341 C4 676 21 676 C2 C2 C 0 1 Y N N 22.301 -33.834 -0.501 -3.377 1.156 -0.581 C2 676 22 676 C3 C3 C 0 1 Y N N 22.597 -34.908 0.349 -3.524 -0.025 0.181 C3 676 23 676 C12 C12 C 0 1 Y N N 23.022 -36.268 -0.115 -4.728 -0.890 0.236 C12 676 24 676 C14 C14 C 0 1 Y N N 23.108 -37.361 0.746 -5.870 -0.579 -0.505 C14 676 25 676 C16 C16 C 0 1 Y N N 23.585 -38.577 0.238 -6.970 -1.413 -0.424 C16 676 26 676 F18 F18 F 0 1 N N N 23.643 -39.658 1.036 -8.081 -1.123 -1.136 F18 676 27 676 N17 N17 N 0 1 Y N N 24.004 -38.696 -1.057 -6.948 -2.490 0.341 N17 676 28 676 C15 C15 C 0 1 Y N N 23.959 -37.637 -1.894 -5.888 -2.817 1.057 C15 676 29 676 C13 C13 C 0 1 Y N N 23.479 -36.416 -1.426 -4.748 -2.043 1.029 C13 676 30 676 H20 H20 H 0 1 N N N 23.837 -34.027 5.632 3.145 -0.531 -0.902 H20 676 31 676 H111 H111 H 0 0 N N N 22.156 -31.758 4.780 0.793 0.789 -0.925 H111 676 32 676 H112 H112 H 0 0 N N N 23.454 -32.613 3.879 0.609 -0.729 -0.015 H112 676 33 676 H22 H22 H 0 1 N N N 21.665 -35.815 6.586 4.632 0.056 1.541 H22 676 34 676 H231 H231 H 0 0 N N N 23.530 -36.466 8.218 6.217 1.576 0.460 H231 676 35 676 H232 H232 H 0 0 N N N 24.550 -35.215 7.429 5.349 1.429 -1.087 H232 676 36 676 H29 H29 H 0 1 N N N 24.397 -36.036 4.178 6.542 -1.308 1.789 H29 676 37 676 H25 H25 H 0 1 N N N 22.178 -38.208 7.141 4.655 -0.992 -2.023 H25 676 38 676 H28 H28 H 0 1 N N N 25.172 -38.169 3.208 7.946 -3.145 0.942 H28 676 39 676 H27 H27 H 0 1 N N N 24.490 -40.340 4.214 7.707 -3.903 -1.389 H27 676 40 676 H26 H26 H 0 1 N N N 22.970 -40.356 6.188 6.065 -2.824 -2.872 H26 676 41 676 H301 H301 H 0 0 N N N 23.425 -34.381 9.343 4.173 2.500 1.395 H301 676 42 676 H302 H302 H 0 0 N N N 22.889 -33.618 8.002 4.705 3.414 0.111 H302 676 43 676 H6 H6 H 0 1 N N N 20.543 -32.578 2.885 -0.004 0.621 2.015 H6 676 44 676 H71C H71C H 0 0 N N N 21.237 -30.264 3.176 -0.402 2.969 1.852 H71C 676 45 676 H72C H72C H 0 0 N N N 22.913 -30.631 2.643 1.199 2.694 1.146 H72C 676 46 676 H1 H1 H 0 1 N N N 22.637 -35.130 2.566 -2.130 -1.044 1.534 H1 676 47 676 H8 H8 H 0 1 N N N 21.074 -29.641 0.959 0.245 3.883 -0.590 H8 676 48 676 H2 H2 H 0 1 N N N 22.306 -33.858 -1.581 -4.117 1.599 -1.231 H2 676 49 676 H14 H14 H 0 1 N N N 22.814 -37.273 1.781 -5.893 0.300 -1.132 H14 676 50 676 H13 H13 H 0 1 N N N 23.460 -35.566 -2.091 -3.883 -2.320 1.613 H13 676 51 676 H15 H15 H 0 1 N N N 24.292 -37.736 -2.917 -5.913 -3.706 1.669 H15 676 52 # 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 676 O21 C19 DOUB N N 1 676 C19 N20 SING N N 2 676 C19 C11 SING N N 3 676 N20 C22 SING N N 4 676 C22 C24 SING N N 5 676 C22 C23 SING N N 6 676 C24 C29 SING Y N 7 676 C24 C25 DOUB Y N 8 676 C29 C28 DOUB Y N 9 676 C28 C27 SING Y N 10 676 C27 C26 DOUB Y N 11 676 C26 C25 SING Y N 12 676 C23 N30 SING N N 13 676 C11 C6 SING N N 14 676 C6 N5 SING N N 15 676 C6 C7 SING N N 16 676 N5 C1 SING Y N 17 676 N5 C4 SING Y N 18 676 C1 C3 DOUB Y N 19 676 C7 N8 SING N N 20 676 N8 C9 SING N N 21 676 C9 O10 DOUB N N 22 676 C9 C4 SING N N 23 676 C4 C2 DOUB Y N 24 676 C2 C3 SING Y N 25 676 C3 C12 SING N N 26 676 C12 C14 DOUB Y N 27 676 C12 C13 SING Y N 28 676 C14 C16 SING Y N 29 676 C16 F18 SING N N 30 676 C16 N17 DOUB Y N 31 676 N17 C15 SING Y N 32 676 C15 C13 DOUB Y N 33 676 N20 H20 SING N N 34 676 C11 H111 SING N N 35 676 C11 H112 SING N N 36 676 C22 H22 SING N N 37 676 C23 H231 SING N N 38 676 C23 H232 SING N N 39 676 C29 H29 SING N N 40 676 C25 H25 SING N N 41 676 C28 H28 SING N N 42 676 C27 H27 SING N N 43 676 C26 H26 SING N N 44 676 N30 H301 SING N N 45 676 N30 H302 SING N N 46 676 C6 H6 SING N N 47 676 C7 H71C SING N N 48 676 C7 H72C SING N N 49 676 C1 H1 SING N N 50 676 N8 H8 SING N N 51 676 C2 H2 SING N N 52 676 C14 H14 SING N N 53 676 C13 H13 SING N N 54 676 C15 H15 SING N N 55 # 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 676 SMILES ACDLabs 12.01 "Fc4nccc(c1cn2c(c1)C(=O)NCC2CC(=O)NC(c3ccccc3)CN)c4" 676 InChI InChI 1.03 "InChI=1S/C22H22FN5O2/c23-20-9-15(6-7-25-20)16-8-19-22(30)26-12-17(28(19)13-16)10-21(29)27-18(11-24)14-4-2-1-3-5-14/h1-9,13,17-18H,10-12,24H2,(H,26,30)(H,27,29)/t17-,18+/m0/s1" 676 InChIKey InChI 1.03 MCZCAWWHZGEUFE-ZWKOTPCHSA-N 676 SMILES_CANONICAL CACTVS 3.385 "NC[C@@H](NC(=O)C[C@H]1CNC(=O)c2cc(cn12)c3ccnc(F)c3)c4ccccc4" 676 SMILES CACTVS 3.385 "NC[CH](NC(=O)C[CH]1CNC(=O)c2cc(cn12)c3ccnc(F)c3)c4ccccc4" 676 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@@H](CN)NC(=O)C[C@H]2CNC(=O)c3n2cc(c3)c4ccnc(c4)F" 676 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(CN)NC(=O)CC2CNC(=O)c3n2cc(c3)c4ccnc(c4)F" # 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 676 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S)-2-amino-1-phenylethyl]-2-[(4S)-7-(2-fluoropyridin-4-yl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetamide" 676 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(1S)-2-azanyl-1-phenyl-ethyl]-2-[(4S)-7-(2-fluoranylpyridin-4-yl)-1-oxidanylidene-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 676 "Create component" 2013-07-29 EBI 676 "Initial release" 2013-10-30 RCSB 676 "Other modification" 2014-04-29 EBI #