data_FU3
# 
_chem_comp.id                                    FU3 
_chem_comp.name                                  "2-amino-N-cyclobutyl-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 Cl2 F3 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-03-21 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        504.333 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FU3 
_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        3R4O 
_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 
FU3 C1   C1   C  0 1 Y N N 10.062 -24.013 9.354  3.098  1.377  -1.054 C1   FU3 1  
FU3 C2   C2   C  0 1 Y N N 10.609 -26.232 10.272 4.527  -0.534 -1.316 C2   FU3 2  
FU3 C3   C3   C  0 1 N N N -0.340 -22.335 11.742 -6.691 -3.171 -1.224 C3   FU3 3  
FU3 C4   C4   C  0 1 N N N 1.129  -21.984 11.416 -6.681 -1.676 -0.865 C4   FU3 4  
FU3 C5   C5   C  0 1 N N N 0.221  -23.272 12.831 -5.794 -2.809 -2.420 C5   FU3 5  
FU3 C6   C6   C  0 1 N N N 6.359  -24.160 12.008 -0.534 -1.108 -0.500 C6   FU3 6  
FU3 C7   C7   C  0 1 N N N 5.361  -23.504 14.131 -1.890 -2.381 0.946  C7   FU3 7  
FU3 C8   C8   C  0 1 N N N 8.074  -20.243 10.445 -0.365 3.065  0.671  C8   FU3 8  
FU3 C9   C9   C  0 1 N N N 6.818  -20.780 11.132 -0.622 4.531  0.319  C9   FU3 9  
FU3 C10  C10  C  0 1 N N N 8.865  -21.383 9.822  0.915  2.591  -0.021 C10  FU3 10 
FU3 C11  C11  C  0 1 Y N N 10.607 -25.292 9.204  4.226  0.789  -1.594 C11  FU3 11 
FU3 C12  C12  C  0 1 Y N N 9.486  -23.639 10.577 2.260  0.643  -0.228 C12  FU3 12 
FU3 C13  C13  C  0 1 Y N N 10.036 -25.875 11.526 3.696  -1.280 -0.505 C13  FU3 13 
FU3 C14  C14  C  0 1 Y N N 7.406  -24.018 13.042 0.312  -1.630 0.630  C14  FU3 14 
FU3 C15  C15  C  0 1 Y N N 6.866  -23.652 14.259 -0.481 -2.375 1.478  C15  FU3 15 
FU3 C16  C16  C  0 1 Y N N 9.455  -24.581 11.705 2.558  -0.695 0.051  C16  FU3 16 
FU3 C17  C17  C  0 1 Y N N 8.801  -24.189 12.983 1.669  -1.487 0.932  C17  FU3 17 
FU3 C18  C18  C  0 1 Y N N 8.969  -23.648 15.254 1.354  -2.784 2.813  C18  FU3 18 
FU3 C19  C19  C  0 1 N N N 1.461  -23.398 11.928 -5.337 -1.587 -1.606 C19  FU3 19 
FU3 C20  C20  C  0 1 N N N 3.919  -23.780 11.962 -2.971 -1.343 -1.074 C20  FU3 20 
FU3 C21  C21  C  0 1 N N N 6.056  -19.727 11.858 -1.902 5.005  1.010  C21  FU3 21 
FU3 N22  N22  N  0 1 N N N 9.780  -23.464 16.369 1.884  -3.383 3.942  N22  FU3 22 
FU3 N23  N23  N  0 1 Y N N 7.607  -23.458 15.385 0.064  -2.934 2.549  N23  FU3 23 
FU3 N24  N24  N  0 1 Y N N 9.588  -24.005 14.085 2.149  -2.075 2.027  N24  FU3 24 
FU3 N25  N25  N  0 1 N N N 2.756  -23.459 12.652 -4.177 -1.852 -0.751 N25  FU3 25 
FU3 N26  N26  N  0 1 N N N 5.119  -23.828 12.702 -1.904 -1.587 -0.288 N26  FU3 26 
FU3 O27  O27  O  0 1 N N N 3.892  -24.012 10.747 -2.846 -0.664 -2.075 O27  FU3 27 
FU3 O28  O28  O  0 1 N N N 8.918  -22.413 10.817 1.155  1.221  0.308  O28  FU3 28 
FU3 F29  F29  F  0 1 N N N 5.622  -18.772 11.026 -2.981 4.226  0.578  F29  FU3 29 
FU3 F30  F30  F  0 1 N N N 4.985  -20.265 12.449 -1.759 4.876  2.396  F30  FU3 30 
FU3 F31  F31  F  0 1 N N N 6.806  -19.150 12.800 -2.137 6.346  0.688  F31  FU3 31 
FU3 CL32 CL32 CL 0 0 N N N 11.271 -25.693 7.683  5.271  1.714  -2.627 CL32 FU3 32 
FU3 CL33 CL33 CL 0 0 N N N 10.072 -27.048 12.809 4.067  -2.944 -0.176 CL33 FU3 33 
FU3 H1   H1   H  0 1 N N N 10.085 -23.315 8.530  2.871  2.410  -1.271 H1   FU3 34 
FU3 H2   H2   H  0 1 N N N 11.043 -27.211 10.132 5.408  -0.988 -1.746 H2   FU3 35 
FU3 H3   H3   H  0 1 N N N -0.953 -22.781 10.944 -6.198 -3.801 -0.484 H3   FU3 36 
FU3 H3A  H3A  H  0 1 N N N -1.007 -21.519 12.058 -7.673 -3.546 -1.513 H3A  FU3 37 
FU3 H4   H4   H  0 1 N N N 1.387  -21.732 10.377 -7.481 -1.107 -1.341 H4   FU3 38 
FU3 H4A  H4A  H  0 1 N N N 1.585  -21.124 11.927 -6.604 -1.485 0.205  H4A  FU3 39 
FU3 H5   H5   H  0 1 N N N 0.355  -22.869 13.846 -5.000 -3.532 -2.605 H5   FU3 40 
FU3 H5A  H5A  H  0 1 N N N -0.342 -24.186 13.072 -6.351 -2.551 -3.321 H5A  FU3 41 
FU3 H6   H6   H  0 1 N N N 6.330  -25.185 11.609 -0.518 -0.018 -0.501 H6   FU3 42 
FU3 H7   H7   H  0 1 N N N 4.825  -24.192 14.802 -2.199 -3.404 0.730  H7   FU3 43 
FU3 H8   H8   H  0 1 N N N 7.780  -19.534 9.657  -0.254 2.964  1.750  H8   FU3 44 
FU3 H8A  H8A  H  0 1 N N N 8.702  -19.732 11.189 -1.206 2.458  0.334  H8A  FU3 45 
FU3 H9   H9   H  0 1 N N N 6.162  -21.213 10.363 0.219  5.138  0.655  H9   FU3 46 
FU3 H9A  H9A  H  0 1 N N N 7.123  -21.548 11.858 -0.733 4.632  -0.761 H9A  FU3 47 
FU3 H10  H10  H  0 1 N N N 8.368  -21.748 8.911  0.804  2.692  -1.100 H10  FU3 48 
FU3 H10A H10A H  0 0 N N N 9.878  -21.051 9.552  1.756  3.198  0.316  H10A FU3 49 
FU3 H19  H19  H  0 1 N N N 1.595  -24.262 11.260 -5.226 -0.681 -2.203 H19  FU3 50 
FU3 HN22 HN22 H  0 0 N N N 9.216  -23.204 17.153 1.313  -3.904 4.528  HN22 FU3 51 
FU3 HN2A HN2A H  0 0 N N N 10.263 -24.315 16.574 2.826  -3.282 4.148  HN2A FU3 52 
FU3 HN25 HN25 H  0 0 N N N 2.791  -23.270 13.633 -4.277 -2.393 0.047  HN25 FU3 53 
FU3 H21  H21  H  0 1 N N N 6.538  -23.478 11.164 -0.154 -1.485 -1.450 H21  FU3 54 
FU3 H22  H22  H  0 1 N N N 5.029  -22.485 14.380 -2.564 -1.939 1.679  H22  FU3 55 
# 
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 
FU3 C1   C12  SING Y N 1  
FU3 C1   H1   SING N N 2  
FU3 C2   C13  DOUB Y N 3  
FU3 C2   H2   SING N N 4  
FU3 C3   C5   SING N N 5  
FU3 C3   H3   SING N N 6  
FU3 C3   H3A  SING N N 7  
FU3 C4   C3   SING N N 8  
FU3 C4   C19  SING N N 9  
FU3 C4   H4   SING N N 10 
FU3 C4   H4A  SING N N 11 
FU3 C5   H5   SING N N 12 
FU3 C5   H5A  SING N N 13 
FU3 C6   N26  SING N N 14 
FU3 C6   C14  SING N N 15 
FU3 C6   H6   SING N N 16 
FU3 C7   C15  SING N N 17 
FU3 C7   H7   SING N N 18 
FU3 C8   C9   SING N N 19 
FU3 C8   H8   SING N N 20 
FU3 C8   H8A  SING N N 21 
FU3 C9   C21  SING N N 22 
FU3 C9   H9   SING N N 23 
FU3 C9   H9A  SING N N 24 
FU3 C10  C8   SING N N 25 
FU3 C10  O28  SING N N 26 
FU3 C10  H10  SING N N 27 
FU3 C10  H10A SING N N 28 
FU3 C11  C1   DOUB Y N 29 
FU3 C11  C2   SING Y N 30 
FU3 C12  O28  SING N N 31 
FU3 C12  C16  DOUB Y N 32 
FU3 C13  C16  SING Y N 33 
FU3 C13  CL33 SING N N 34 
FU3 C14  C15  DOUB Y N 35 
FU3 C15  N23  SING Y N 36 
FU3 C16  C17  SING Y N 37 
FU3 C17  C14  SING Y N 38 
FU3 C17  N24  DOUB Y N 39 
FU3 C18  N23  DOUB Y N 40 
FU3 C18  N22  SING N N 41 
FU3 C19  C5   SING N N 42 
FU3 C19  N25  SING N N 43 
FU3 C19  H19  SING N N 44 
FU3 C20  N25  SING N N 45 
FU3 C20  N26  SING N N 46 
FU3 C21  F30  SING N N 47 
FU3 C21  F31  SING N N 48 
FU3 N22  HN22 SING N N 49 
FU3 N22  HN2A SING N N 50 
FU3 N24  C18  SING Y N 51 
FU3 N25  HN25 SING N N 52 
FU3 N26  C7   SING N N 53 
FU3 O27  C20  DOUB N N 54 
FU3 F29  C21  SING N N 55 
FU3 CL32 C11  SING N N 56 
FU3 C6   H21  SING N N 57 
FU3 C7   H22  SING N N 58 
# 
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 
FU3 SMILES           ACDLabs              12.01 "FC(F)(F)CCCOc4cc(Cl)cc(Cl)c4c1nc(nc3c1CN(C(=O)NC2CCC2)C3)N"                                                                                                                 
FU3 SMILES_CANONICAL CACTVS               3.370 "Nc1nc2CN(Cc2c(n1)c3c(Cl)cc(Cl)cc3OCCCC(F)(F)F)C(=O)NC4CCC4"                                                                                                                 
FU3 SMILES           CACTVS               3.370 "Nc1nc2CN(Cc2c(n1)c3c(Cl)cc(Cl)cc3OCCCC(F)(F)F)C(=O)NC4CCC4"                                                                                                                 
FU3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1c(cc(c(c1OCCCC(F)(F)F)c2c3c(nc(n2)N)CN(C3)C(=O)NC4CCC4)Cl)Cl"                                                                                                             
FU3 SMILES           "OpenEye OEToolkits" 1.7.0 "c1c(cc(c(c1OCCCC(F)(F)F)c2c3c(nc(n2)N)CN(C3)C(=O)NC4CCC4)Cl)Cl"                                                                                                             
FU3 InChI            InChI                1.03  "InChI=1S/C21H22Cl2F3N5O2/c22-11-7-14(23)17(16(8-11)33-6-2-5-21(24,25)26)18-13-9-31(10-15(13)29-19(27)30-18)20(32)28-12-3-1-4-12/h7-8,12H,1-6,9-10H2,(H,28,32)(H2,27,29,30)" 
FU3 InChIKey         InChI                1.03  OQTGWGQVJCWDDT-UHFFFAOYSA-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 
FU3 "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-N-cyclobutyl-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxamide" 
FU3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-azanyl-N-cyclobutyl-4-[2,4-dichloro-6-(4,4,4-trifluorobutoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxamide"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FU3 "Create component"     2011-03-21 RCSB 
FU3 "Modify aromatic_flag" 2011-06-04 RCSB 
FU3 "Modify descriptor"    2011-06-04 RCSB 
# 
