data_2PU
# 
_chem_comp.id                                    2PU 
_chem_comp.name                                  1-(5-OXO-2,3,5,9B-TETRAHYDRO-1H-PYRROLO[2,1-A]ISOINDOL-9-YL)-3-(5-PYRROLIDIN-2-YL-1H-PYRAZOL-3-YL)-UREA 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N'-(PYRROLIDINO[2,1-B]ISOINDOLIN-4-ON-8-YL)-N-(5-(PYRROLIDIN-2-YL)PYRAZOL-3-YL)UREA" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-02-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        366.417 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2PU 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1GIJ 
_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 
2PU C1   C1   C 0 1 Y N N 5.314  10.427 27.521 -0.334 -0.304 -3.324 C1   2PU 1  
2PU C2   C2   C 0 1 N N S 6.638  11.202 27.221 0.915  -0.296 -4.158 C2   2PU 2  
2PU C3   C3   C 0 1 Y N N 4.819  10.928 28.791 -1.383 0.007  -4.195 C3   2PU 3  
2PU C4   C4   C 0 1 Y N N 4.578  9.427  26.821 -0.592 -0.555 -1.990 C4   2PU 4  
2PU N5   N5   N 0 1 N N N 6.772  12.064 28.412 0.521  0.327  -5.446 N5   2PU 5  
2PU C6   C6   C 0 1 N N N 8.024  10.587 27.177 1.960  0.692  -3.601 C6   2PU 6  
2PU C7   C7   C 0 1 N N N 5.762  11.946 29.344 -0.810 0.223  -5.541 C7   2PU 7  
2PU C8   C8   C 0 1 Y N N 3.605  10.447 29.347 -2.689 0.053  -3.707 C8   2PU 8  
2PU C9   C9   C 0 1 Y N N 3.350  8.960  27.389 -1.897 -0.497 -1.513 C9   2PU 9  
2PU N10  N10  N 0 1 N N N 4.993  8.832  25.576 0.459  -0.862 -1.119 N10  2PU 10 
2PU C11  C11  C 0 1 N N N 8.141  12.442 28.736 1.772  0.811  -6.043 C11  2PU 11 
2PU C12  C12  C 0 1 N N N 8.922  11.733 27.603 2.736  1.111  -4.875 C12  2PU 12 
2PU O13  O13  O 0 1 N N N 5.620  12.543 30.429 -1.448 0.296  -6.573 O13  2PU 13 
2PU C14  C14  C 0 1 Y N N 2.867  9.456  28.621 -2.937 -0.196 -2.373 C14  2PU 14 
2PU C15  C15  C 0 1 N N N 4.340  7.987  24.769 0.333  -0.619 0.200  C15  2PU 15 
2PU N16  N16  N 0 1 N N N 4.972  7.636  23.657 1.289  -1.031 1.055  N16  2PU 16 
2PU O17  O17  O 0 1 N N N 3.186  7.609  25.050 -0.646 -0.033 0.620  O17  2PU 17 
2PU C18  C18  C 0 1 Y N N 6.287  7.979  23.382 1.155  -0.784 2.429  C18  2PU 18 
2PU C19  C19  C 0 1 Y N N 7.098  7.364  22.486 0.082  -0.122 3.047  C19  2PU 19 
2PU N20  N20  N 0 1 Y N N 6.968  8.997  23.998 2.008  -1.137 3.362  N20  2PU 20 
2PU C21  C21  C 0 1 Y N N 8.331  8.043  22.573 0.327  -0.087 4.377  C21  2PU 21 
2PU N22  N22  N 0 1 Y N N 8.220  9.035  23.510 1.508  -0.702 4.596  N22  2PU 22 
2PU C23  C23  C 0 1 N N S 9.591  7.725  21.802 -0.560 0.528  5.426  C23  2PU 23 
2PU C24  C24  C 0 1 N N N 10.873 8.470  22.232 0.203  1.622  6.203  C24  2PU 24 
2PU N25  N25  N 0 1 N N N 9.626  7.752  20.367 -0.925 -0.479 6.454  N25  2PU 25 
2PU C26  C26  C 0 1 N N N 11.912 8.016  21.147 -0.283 1.491  7.661  C26  2PU 26 
2PU C27  C27  C 0 1 N N N 11.041 7.412  20.000 -1.301 0.330  7.642  C27  2PU 27 
2PU H2   H2   H 0 1 N N N 6.468  11.545 26.174 1.334  -1.293 -4.298 H2   2PU 28 
2PU H61  1H6  H 0 1 N N N 8.295  10.122 26.201 2.621  0.198  -2.889 H61  2PU 29 
2PU H62  2H6  H 0 1 N N N 8.139  9.657  27.781 1.472  1.554  -3.144 H62  2PU 30 
2PU H8   H8   H 0 1 N N N 3.245  10.832 30.316 -3.506 0.283  -4.375 H8   2PU 31 
2PU H9   H9   H 0 1 N N N 2.758  8.194  26.861 -2.099 -0.688 -0.470 H9   2PU 32 
2PU H10  H10  H 0 1 N N N 5.878  8.370  25.784 1.278  -1.249 -1.465 H10  2PU 33 
2PU H111 1H11 H 0 0 N N N 8.473  12.197 29.772 2.198  0.044  -6.690 H111 2PU 34 
2PU H112 2H11 H 0 0 N N N 8.325  13.538 28.831 1.585  1.720  -6.614 H112 2PU 35 
2PU H121 1H12 H 0 0 N N N 9.224  12.408 26.768 3.647  0.521  -4.975 H121 2PU 36 
2PU H122 2H12 H 0 0 N N N 9.953  11.420 27.890 2.973  2.174  -4.842 H122 2PU 37 
2PU H14  H14  H 0 1 N N N 1.913  9.069  29.017 -3.949 -0.156 -1.998 H14  2PU 38 
2PU H16  H16  H 0 1 N N N 4.429  7.085  22.992 2.071  -1.499 0.721  H16  2PU 39 
2PU H19  H19  H 0 1 N N N 6.821  6.514  21.840 -0.783 0.286  2.549  H19  2PU 40 
2PU H22  H22  H 0 1 N N N 8.947  9.691  23.796 1.934  -0.826 5.459  H22  2PU 41 
2PU H23  H23  H 0 1 N N N 9.560  6.656  22.118 -1.457 0.944  4.967  H23  2PU 42 
2PU H241 1H24 H 0 0 N N N 11.188 8.290  23.286 1.277  1.446  6.146  H241 2PU 43 
2PU H242 2H24 H 0 0 N N N 10.760 9.574  22.339 -0.041 2.608  5.809  H242 2PU 44 
2PU H25  H25  H 0 1 N N N 9.296  8.629  19.964 -1.767 -0.933 6.134  H25  2PU 45 
2PU H261 1H26 H 0 0 N N N 12.700 7.327  21.532 0.551  1.252  8.320  H261 2PU 46 
2PU H262 2H26 H 0 0 N N N 12.605 8.824  20.815 -0.767 2.414  7.983  H262 2PU 47 
2PU H271 1H27 H 0 0 N N N 11.338 7.753  18.981 -1.216 -0.264 8.552  H271 2PU 48 
2PU H272 2H27 H 0 0 N N N 11.214 6.324  19.827 -2.315 0.715  7.532  H272 2PU 49 
# 
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 
2PU C1  C2   SING N N 1  
2PU C1  C3   DOUB Y N 2  
2PU C1  C4   SING Y N 3  
2PU C2  N5   SING N N 4  
2PU C2  C6   SING N N 5  
2PU C2  H2   SING N N 6  
2PU C3  C7   SING N N 7  
2PU C3  C8   SING Y N 8  
2PU C4  C9   DOUB Y N 9  
2PU C4  N10  SING N N 10 
2PU N5  C7   SING N N 11 
2PU N5  C11  SING N N 12 
2PU C6  C12  SING N N 13 
2PU C6  H61  SING N N 14 
2PU C6  H62  SING N N 15 
2PU C7  O13  DOUB N N 16 
2PU C8  C14  DOUB Y N 17 
2PU C8  H8   SING N N 18 
2PU C9  C14  SING Y N 19 
2PU C9  H9   SING N N 20 
2PU N10 C15  SING N N 21 
2PU N10 H10  SING N N 22 
2PU C11 C12  SING N N 23 
2PU C11 H111 SING N N 24 
2PU C11 H112 SING N N 25 
2PU C12 H121 SING N N 26 
2PU C12 H122 SING N N 27 
2PU C14 H14  SING N N 28 
2PU C15 N16  SING N N 29 
2PU C15 O17  DOUB N N 30 
2PU N16 C18  SING N N 31 
2PU N16 H16  SING N N 32 
2PU C18 C19  SING Y N 33 
2PU C18 N20  DOUB Y N 34 
2PU C19 C21  DOUB Y N 35 
2PU C19 H19  SING N N 36 
2PU N20 N22  SING Y N 37 
2PU C21 N22  SING Y N 38 
2PU C21 C23  SING N N 39 
2PU N22 H22  SING N N 40 
2PU C23 C24  SING N N 41 
2PU C23 N25  SING N N 42 
2PU C23 H23  SING N N 43 
2PU C24 C26  SING N N 44 
2PU C24 H241 SING N N 45 
2PU C24 H242 SING N N 46 
2PU N25 C27  SING N N 47 
2PU N25 H25  SING N N 48 
2PU C26 C27  SING N N 49 
2PU C26 H261 SING N N 50 
2PU C26 H262 SING N N 51 
2PU C27 H271 SING N N 52 
2PU C27 H272 SING N N 53 
# 
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 
2PU SMILES           ACDLabs              10.04 O=C2c1cccc(c1C3N2CCC3)NC(=O)Nc4nnc(c4)C5NCCC5                                                                                                                                         
2PU InChI            InChI                1.02b InChI=1/C19H22N6O2/c26-18-11-4-1-5-13(17(11)15-7-3-9-25(15)18)21-19(27)22-16-10-14(23-24-16)12-6-2-8-20-12/h1,4-5,10,12,15,20H,2-3,6-9H2,(H3,21,22,23,24,27)/t12-,15-/m0/s1/f/h21-23H 
2PU InChIKey         InChI                1.02b IWOOJEZSDPRYAZ-QLQIDVGFDQ                                                                                                                                                             
2PU SMILES_CANONICAL CACTVS               3.341 O=C(Nc1cc([nH]n1)[C@@H]2CCCN2)Nc3cccc4C(=O)N5CCC[C@H]5c34                                                                                                                             
2PU SMILES           CACTVS               3.341 O=C(Nc1cc([nH]n1)[CH]2CCCN2)Nc3cccc4C(=O)N5CCC[CH]5c34                                                                                                                                
2PU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)NC(=O)Nc3cc([nH]n3)[C@@H]4CCCN4)[C@@H]5CCCN5C2=O                                                                                                                          
2PU SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(c(c1)NC(=O)Nc3cc([nH]n3)C4CCCN4)C5CCCN5C2=O                                                                                                                                    
# 
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 
2PU "SYSTEMATIC NAME" ACDLabs              10.04 1-[(9bS)-5-oxo-2,3,5,9b-tetrahydro-1H-pyrrolo[2,1-a]isoindol-9-yl]-3-{5-[(2S)-pyrrolidin-2-yl]-1H-pyrazol-3-yl}urea 
2PU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(9bS)-5-oxo-1,2,3,9b-tetrahydrobenzo[f]pyrrolizin-9-yl]-3-[5-[(2S)-pyrrolidin-2-yl]-1H-pyrazol-3-yl]urea         
# 
