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 
# 
