data_NI8 # _chem_comp.id NI8 _chem_comp.name "(4aS,7aS)-1,4-bis[3-(hydroxymethyl)benzyl]hexahydro-1H-pyrrolo[3,4-b]pyrazine-2,3-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-19 _chem_comp.pdbx_modified_date 2012-02-10 _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 395.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NI8 _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 3QP0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 NI8 C1 C1 C 0 1 N N S -16.219 19.825 -5.753 0.768 -1.714 -0.130 C1 NI8 1 NI8 C2 C2 C 0 1 N N S -17.520 19.409 -5.100 -0.770 -1.719 0.106 C2 NI8 2 NI8 N3 N3 N 0 1 N N N -18.588 19.669 -6.067 -1.306 -0.573 -0.608 N3 NI8 3 NI8 C5 C5 C 0 1 N N N -19.634 18.661 -6.207 -2.513 -0.654 -1.433 C5 NI8 4 NI8 C6 C6 C 0 1 Y N N -19.493 17.729 -7.396 -3.722 -0.349 -0.586 C6 NI8 5 NI8 C7 C7 C 0 1 Y N N -20.523 16.831 -7.654 -4.171 0.952 -0.466 C7 NI8 6 NI8 C8 C8 C 0 1 Y N N -20.436 15.953 -8.723 -5.280 1.232 0.311 C8 NI8 7 NI8 C9 C9 C 0 1 N N N -21.558 14.978 -8.986 -5.769 2.651 0.443 C9 NI8 8 NI8 C10 C10 C 0 1 Y N N -19.319 15.968 -9.545 -5.940 0.209 0.967 C10 NI8 9 NI8 C11 C11 C 0 1 Y N N -18.292 16.865 -9.296 -5.491 -1.093 0.846 C11 NI8 10 NI8 C12 C12 C 0 1 Y N N -18.377 17.752 -8.225 -4.385 -1.373 0.066 C12 NI8 11 NI8 C13 C13 C 0 1 N N N -18.613 20.869 -6.638 -0.599 0.587 -0.451 C13 NI8 12 NI8 O14 O14 O 0 1 N N N -19.535 21.225 -7.363 -0.931 1.598 -1.033 O14 NI8 13 NI8 C15 C15 C 0 1 N N N -17.506 21.784 -6.351 0.599 0.582 0.458 C15 NI8 14 NI8 O16 O16 O 0 1 N N N -17.670 22.989 -6.491 0.929 1.585 1.055 O16 NI8 15 NI8 N17 N17 N 0 1 N N N -16.329 21.262 -5.997 1.306 -0.581 0.597 N17 NI8 16 NI8 C18 C18 C 0 1 N N N -15.063 21.976 -6.004 2.516 -0.674 1.419 C18 NI8 17 NI8 C19 C19 C 0 1 Y N N -14.703 22.718 -4.737 3.723 -0.358 0.573 C19 NI8 18 NI8 C20 C20 C 0 1 Y N N -13.461 23.331 -4.732 4.173 0.945 0.469 C20 NI8 19 NI8 C21 C21 C 0 1 Y N N -13.021 24.040 -3.628 5.280 1.234 -0.306 C21 NI8 20 NI8 C22 C22 C 0 1 N N N -11.649 24.671 -3.682 5.770 2.655 -0.420 C22 NI8 21 NI8 C23 C23 C 0 1 Y N N -13.828 24.134 -2.497 5.938 0.220 -0.978 C23 NI8 22 NI8 C24 C24 C 0 1 Y N N -15.086 23.535 -2.497 5.488 -1.083 -0.873 C24 NI8 23 NI8 C25 C25 C 0 1 Y N N -15.531 22.819 -3.615 4.384 -1.373 -0.094 C25 NI8 24 NI8 C26 C26 C 0 1 N N N -17.209 17.961 -4.736 -1.129 -3.107 -0.428 C26 NI8 25 NI8 N27 N27 N 0 1 N N N -15.799 18.083 -4.335 -0.025 -3.970 0.081 N27 NI8 26 NI8 C28 C28 C 0 1 N N N -15.212 19.377 -4.694 1.164 -3.112 0.324 C28 NI8 27 NI8 O29 O29 O 0 1 N N N -10.796 23.901 -4.553 6.723 2.914 0.613 O29 NI8 28 NI8 O30 O30 O 0 1 N N N -21.453 13.959 -7.989 -6.720 2.925 -0.588 O30 NI8 29 NI8 H1 H1 H 0 1 N N N -15.938 19.402 -6.729 0.977 -1.601 -1.194 H1 NI8 30 NI8 H2 H2 H 0 1 N N N -17.872 19.934 -4.200 -0.993 -1.640 1.170 H2 NI8 31 NI8 H5 H5 H 0 1 N N N -19.619 18.041 -5.298 -2.447 0.069 -2.246 H5 NI8 32 NI8 H5A H5A H 0 1 N N N -20.591 19.192 -6.315 -2.603 -1.658 -1.847 H5A NI8 33 NI8 H7 H7 H 0 1 N N N -21.396 16.818 -7.018 -3.655 1.751 -0.978 H7 NI8 34 NI8 H9 H9 H 0 1 N N N -22.532 15.485 -8.917 -6.241 2.784 1.417 H9 NI8 35 NI8 H9A H9A H 0 1 N N N -21.462 14.543 -9.992 -4.926 3.336 0.352 H9A NI8 36 NI8 H10 H10 H 0 1 N N N -19.250 15.283 -10.377 -6.806 0.428 1.574 H10 NI8 37 NI8 H11 H11 H 0 1 N N N -17.422 16.876 -9.935 -6.006 -1.891 1.358 H11 NI8 38 NI8 H12 H12 H 0 1 N N N -17.579 18.455 -8.039 -4.037 -2.390 -0.032 H12 NI8 39 NI8 H18 H18 H 0 1 N N N -14.271 21.234 -6.183 2.452 0.039 2.241 H18 NI8 40 NI8 H18A H18A H 0 0 N N N -15.112 22.719 -6.814 2.607 -1.684 1.819 H18A NI8 41 NI8 H20 H20 H 0 1 N N N -12.827 23.255 -5.603 3.659 1.737 0.994 H20 NI8 42 NI8 H22 H22 H 0 1 N N N -11.734 25.698 -4.067 6.240 2.800 -1.393 H22 NI8 43 NI8 H22A H22A H 0 0 N N N -11.216 24.692 -2.671 4.928 3.339 -0.317 H22A NI8 44 NI8 H23 H23 H 0 1 N N N -13.481 24.668 -1.625 6.802 0.446 -1.584 H23 NI8 45 NI8 H24 H24 H 0 1 N N N -15.722 23.624 -1.629 6.002 -1.875 -1.398 H24 NI8 46 NI8 H25 H25 H 0 1 N N N -16.504 22.350 -3.611 4.035 -2.391 -0.010 H25 NI8 47 NI8 H26 H26 H 0 1 N N N -17.848 17.583 -3.924 -2.088 -3.436 -0.029 H26 NI8 48 NI8 H26A H26A H 0 0 N N N -17.349 17.273 -5.583 -1.144 -3.107 -1.518 H26A NI8 49 NI8 HN27 HN27 H 0 0 N N N -15.744 17.978 -3.342 -0.302 -4.452 0.924 HN27 NI8 50 NI8 H28 H28 H 0 1 N N N -14.188 19.290 -5.086 2.012 -3.470 -0.259 H28 NI8 51 NI8 H28A H28A H 0 0 N N N -15.148 20.070 -3.842 1.413 -3.105 1.386 H28A NI8 52 NI8 HO29 HO29 H 0 0 N N N -9.934 24.299 -4.586 7.082 3.811 0.600 HO29 NI8 53 NI8 HO30 HO30 H 0 0 N N N -22.143 13.319 -8.116 -7.077 3.823 -0.565 HO30 NI8 54 # 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 NI8 C1 C2 SING N N 1 NI8 C1 N17 SING N N 2 NI8 C1 C28 SING N N 3 NI8 C2 N3 SING N N 4 NI8 C2 C26 SING N N 5 NI8 N3 C5 SING N N 6 NI8 N3 C13 SING N N 7 NI8 C5 C6 SING N N 8 NI8 C6 C7 DOUB Y N 9 NI8 C6 C12 SING Y N 10 NI8 C7 C8 SING Y N 11 NI8 C8 C9 SING N N 12 NI8 C8 C10 DOUB Y N 13 NI8 C9 O30 SING N N 14 NI8 C10 C11 SING Y N 15 NI8 C11 C12 DOUB Y N 16 NI8 C13 O14 DOUB N N 17 NI8 C13 C15 SING N N 18 NI8 C15 O16 DOUB N N 19 NI8 C15 N17 SING N N 20 NI8 N17 C18 SING N N 21 NI8 C18 C19 SING N N 22 NI8 C19 C20 DOUB Y N 23 NI8 C19 C25 SING Y N 24 NI8 C20 C21 SING Y N 25 NI8 C21 C22 SING N N 26 NI8 C21 C23 DOUB Y N 27 NI8 C22 O29 SING N N 28 NI8 C23 C24 SING Y N 29 NI8 C24 C25 DOUB Y N 30 NI8 C26 N27 SING N N 31 NI8 N27 C28 SING N N 32 NI8 C1 H1 SING N N 33 NI8 C2 H2 SING N N 34 NI8 C5 H5 SING N N 35 NI8 C5 H5A SING N N 36 NI8 C7 H7 SING N N 37 NI8 C9 H9 SING N N 38 NI8 C9 H9A SING N N 39 NI8 C10 H10 SING N N 40 NI8 C11 H11 SING N N 41 NI8 C12 H12 SING N N 42 NI8 C18 H18 SING N N 43 NI8 C18 H18A SING N N 44 NI8 C20 H20 SING N N 45 NI8 C22 H22 SING N N 46 NI8 C22 H22A SING N N 47 NI8 C23 H23 SING N N 48 NI8 C24 H24 SING N N 49 NI8 C25 H25 SING N N 50 NI8 C26 H26 SING N N 51 NI8 C26 H26A SING N N 52 NI8 N27 HN27 SING N N 53 NI8 C28 H28 SING N N 54 NI8 C28 H28A SING N N 55 NI8 O29 HO29 SING N N 56 NI8 O30 HO30 SING N N 57 # 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 NI8 SMILES ACDLabs 12.01 "O=C1C(=O)N(C3CNCC3N1Cc2cccc(c2)CO)Cc4cccc(c4)CO" NI8 SMILES_CANONICAL CACTVS 3.370 "OCc1cccc(CN2[C@H]3CNC[C@@H]3N(Cc4cccc(CO)c4)C(=O)C2=O)c1" NI8 SMILES CACTVS 3.370 "OCc1cccc(CN2[CH]3CNC[CH]3N(Cc4cccc(CO)c4)C(=O)C2=O)c1" NI8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)CO)CN2[C@H]3CNC[C@@H]3N(C(=O)C2=O)Cc4cccc(c4)CO" NI8 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc(c1)CO)CN2C3CNCC3N(C(=O)C2=O)Cc4cccc(c4)CO" NI8 InChI InChI 1.03 "InChI=1S/C22H25N3O4/c26-13-17-5-1-3-15(7-17)11-24-19-9-23-10-20(19)25(22(29)21(24)28)12-16-4-2-6-18(8-16)14-27/h1-8,19-20,23,26-27H,9-14H2/t19-,20-/m0/s1" NI8 InChIKey InChI 1.03 BNGHHYKOKSEZPO-PMACEKPBSA-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 NI8 "SYSTEMATIC NAME" ACDLabs 12.01 "(4aS,7aS)-1,4-bis[3-(hydroxymethyl)benzyl]hexahydro-1H-pyrrolo[3,4-b]pyrazine-2,3-dione" NI8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4aS,7aS)-1,4-bis[[3-(hydroxymethyl)phenyl]methyl]-5,6,7,7a-tetrahydro-4aH-pyrrolo[3,4-b]pyrazine-2,3-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NI8 "Create component" 2011-02-19 PDBJ NI8 "Modify aromatic_flag" 2011-06-04 RCSB NI8 "Modify descriptor" 2011-06-04 RCSB #