data_WFE
# 
_chem_comp.id                                    WFE 
_chem_comp.name                                  "N-{[(3S)-3-amino-1-(5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl]methyl}-2,4-difluorobenzamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 F2 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-05-10 
_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                        400.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WFE 
_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        3MVH 
_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 
WFE C1   C1   C 0 1 N N N 16.329 -0.758 29.317 3.283  3.141  0.021  C1   WFE 1  
WFE C2   C2   C 0 1 N N N 15.398 -1.302 28.248 3.879  2.411  -1.185 C2   WFE 2  
WFE C3   C3   C 0 1 Y N N 14.632 -2.492 28.778 4.989  1.503  -0.723 C3   WFE 3  
WFE C4   C4   C 0 1 Y N N 13.326 -2.404 29.232 6.300  1.793  -0.692 C4   WFE 4  
WFE N5   N5   N 0 1 Y N N 12.920 -3.638 29.579 7.003  0.717  -0.212 N5   WFE 5  
WFE C6   C6   C 0 1 Y N N 13.946 -4.506 29.426 6.146  -0.308 0.082  C6   WFE 6  
WFE N7   N7   N 0 1 Y N N 13.894 -5.838 29.723 6.301  -1.540 0.563  N7   WFE 7  
WFE C8   C8   C 0 1 Y N N 14.994 -6.599 29.552 5.261  -2.325 0.748  C8   WFE 8  
WFE N9   N9   N 0 1 Y N N 16.098 -6.027 29.016 4.025  -1.949 0.473  N9   WFE 9  
WFE C10  C10  C 0 1 Y N N 16.168 -4.724 28.661 3.769  -0.737 -0.011 C10  WFE 10 
WFE N11  N11  N 0 1 N N N 17.391 -4.422 28.163 2.473  -0.347 -0.298 N11  WFE 11 
WFE C12  C12  C 0 1 N N N 18.499 -5.420 28.024 1.850  -1.259 -1.291 C12  WFE 12 
WFE C13  C13  C 0 1 N N N 19.503 -4.730 27.068 0.333  -1.019 -1.090 C13  WFE 13 
WFE C14  C14  C 0 1 N N S 18.618 -3.768 26.358 0.212  -0.833 0.440  C14  WFE 14 
WFE N15  N15  N 0 1 N N N 17.977 -4.766 25.501 -0.187 -2.096 1.076  N15  WFE 15 
WFE C16  C16  C 0 1 N N N 19.229 -2.740 25.398 -0.800 0.268  0.763  C16  WFE 16 
WFE N17  N17  N 0 1 N N N 19.719 -1.548 26.097 -2.140 -0.165 0.357  N17  WFE 17 
WFE C18  C18  C 0 1 N N N 20.920 -1.491 26.597 -3.197 0.649  0.546  C18  WFE 18 
WFE O19  O19  O 0 1 N N N 21.683 -2.437 26.477 -3.039 1.743  1.053  O19  WFE 19 
WFE C20  C20  C 0 1 Y N N 21.425 -0.289 27.310 -4.546 0.213  0.138  C20  WFE 20 
WFE C21  C21  C 0 1 Y N N 21.020 1.006  26.973 -4.732 -1.046 -0.439 C21  WFE 21 
WFE C22  C22  C 0 1 Y N N 21.538 2.090  27.685 -5.994 -1.448 -0.818 C22  WFE 22 
WFE C23  C23  C 0 1 Y N N 22.444 1.836  28.708 -7.081 -0.607 -0.629 C23  WFE 23 
WFE F24  F24  F 0 1 N N N 22.975 2.830  29.404 -8.315 -1.009 -1.003 F24  WFE 24 
WFE C25  C25  C 0 1 Y N N 22.868 0.556  29.021 -6.906 0.642  -0.057 C25  WFE 25 
WFE C26  C26  C 0 1 Y N N 22.360 -0.510 28.307 -5.646 1.056  0.333  C26  WFE 26 
WFE F27  F27  F 0 1 N N N 22.736 -1.757 28.628 -5.477 2.272  0.896  F27  WFE 27 
WFE C28  C28  C 0 1 N N N 17.811 -3.199 27.585 1.619  -0.420 0.908  C28  WFE 28 
WFE C29  C29  C 0 1 Y N N 15.045 -3.874 28.904 4.846  0.139  -0.219 C29  WFE 29 
WFE H1   H1   H 0 1 N N N 16.880 0.107  28.919 2.480  3.798  -0.313 H1   WFE 30 
WFE H1A  H1A  H 0 1 N N N 15.740 -0.446 30.192 2.886  2.412  0.727  H1A  WFE 31 
WFE H1B  H1B  H 0 1 N N N 17.042 -1.541 29.615 4.059  3.733  0.507  H1B  WFE 32 
WFE H2   H2   H 0 1 N N N 14.687 -0.516 27.953 3.104  1.820  -1.671 H2   WFE 33 
WFE H2A  H2A  H 0 1 N N N 15.991 -1.613 27.375 4.276  3.141  -1.891 H2A  WFE 34 
WFE H4   H4   H 0 1 N N N 12.737 -1.501 29.296 6.736  2.732  -0.998 H4   WFE 35 
WFE H8   H8   H 0 1 N N N 14.994 -7.641 29.836 5.425  -3.318 1.139  H8   WFE 36 
WFE H12  H12  H 0 1 N N N 18.961 -5.644 28.997 2.152  -0.990 -2.303 H12  WFE 37 
WFE H12A H12A H 0 0 N N N 18.134 -6.369 27.605 2.109  -2.296 -1.077 H12A WFE 38 
WFE H13  H13  H 0 1 N N N 20.316 -4.226 27.611 0.012  -0.118 -1.615 H13  WFE 39 
WFE H13A H13A H 0 0 N N N 19.981 -5.443 26.380 -0.242 -1.883 -1.423 H13A WFE 40 
WFE HN15 HN15 H 0 0 N N N 17.308 -4.317 24.908 -1.089 -2.400 0.742  HN15 WFE 41 
WFE HN1A HN1A H 0 0 N N N 18.670 -5.217 24.939 0.512  -2.809 0.933  HN1A WFE 42 
WFE H16  H16  H 0 1 N N N 20.074 -3.210 24.874 -0.791 0.467  1.834  H16  WFE 43 
WFE H16A H16A H 0 0 N N N 18.456 -2.431 24.679 -0.533 1.177  0.222  H16A WFE 44 
WFE HN17 HN17 H 0 0 N N N 19.114 -0.757 26.192 -2.266 -1.038 -0.047 HN17 WFE 45 
WFE H21  H21  H 0 1 N N N 20.315 1.166  26.171 -3.887 -1.702 -0.588 H21  WFE 46 
WFE H22  H22  H 0 1 N N N 21.242 3.101  27.447 -6.137 -2.421 -1.265 H22  WFE 47 
WFE H25  H25  H 0 1 N N N 23.585 0.394  29.812 -7.756 1.293  0.089  H25  WFE 48 
WFE H28  H28  H 0 1 N N N 16.973 -2.552 27.287 2.014  -1.164 1.599  H28  WFE 49 
WFE H28A H28A H 0 0 N N N 18.428 -2.591 28.263 1.578  0.555  1.393  H28A WFE 50 
WFE HN5  HN5  H 0 1 N N N 12.003 -3.877 29.900 7.965  0.688  -0.097 HN5  WFE 51 
# 
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 
WFE C2  C1   SING N N 1  
WFE C1  H1   SING N N 2  
WFE C1  H1A  SING N N 3  
WFE C1  H1B  SING N N 4  
WFE C2  C3   SING N N 5  
WFE C2  H2   SING N N 6  
WFE C2  H2A  SING N N 7  
WFE C3  C29  SING Y N 8  
WFE C3  C4   DOUB Y N 9  
WFE C4  N5   SING Y N 10 
WFE C4  H4   SING N N 11 
WFE C6  N5   SING Y N 12 
WFE C29 C6   DOUB Y N 13 
WFE C6  N7   SING Y N 14 
WFE C8  N7   DOUB Y N 15 
WFE N9  C8   SING Y N 16 
WFE C8  H8   SING N N 17 
WFE C10 N9   DOUB Y N 18 
WFE N11 C10  SING N N 19 
WFE C10 C29  SING Y N 20 
WFE C28 N11  SING N N 21 
WFE C12 N11  SING N N 22 
WFE C13 C12  SING N N 23 
WFE C12 H12  SING N N 24 
WFE C12 H12A SING N N 25 
WFE C14 C13  SING N N 26 
WFE C13 H13  SING N N 27 
WFE C13 H13A SING N N 28 
WFE C16 C14  SING N N 29 
WFE N15 C14  SING N N 30 
WFE C14 C28  SING N N 31 
WFE N15 HN15 SING N N 32 
WFE N15 HN1A SING N N 33 
WFE C16 N17  SING N N 34 
WFE C16 H16  SING N N 35 
WFE C16 H16A SING N N 36 
WFE N17 C18  SING N N 37 
WFE N17 HN17 SING N N 38 
WFE O19 C18  DOUB N N 39 
WFE C18 C20  SING N N 40 
WFE C21 C20  DOUB Y N 41 
WFE C20 C26  SING Y N 42 
WFE C21 C22  SING Y N 43 
WFE C21 H21  SING N N 44 
WFE C22 C23  DOUB Y N 45 
WFE C22 H22  SING N N 46 
WFE C23 C25  SING Y N 47 
WFE C23 F24  SING N N 48 
WFE C26 C25  DOUB Y N 49 
WFE C25 H25  SING N N 50 
WFE C26 F27  SING N N 51 
WFE C28 H28  SING N N 52 
WFE C28 H28A SING N N 53 
WFE N5  HN5  SING N N 54 
# 
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 
WFE SMILES           ACDLabs              12.01 "Fc1ccc(c(F)c1)C(=O)NCC4(N)CCN(c2ncnc3c2c(cn3)CC)C4"                                                                                                                                
WFE SMILES_CANONICAL CACTVS               3.370 "CCc1c[nH]c2ncnc(N3CC[C@](N)(CNC(=O)c4ccc(F)cc4F)C3)c12"                                                                                                                            
WFE SMILES           CACTVS               3.370 "CCc1c[nH]c2ncnc(N3CC[C](N)(CNC(=O)c4ccc(F)cc4F)C3)c12"                                                                                                                             
WFE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCc1c[nH]c2c1c(ncn2)N3CC[C@@](C3)(CNC(=O)c4ccc(cc4F)F)N"                                                                                                                           
WFE SMILES           "OpenEye OEToolkits" 1.7.0 "CCc1c[nH]c2c1c(ncn2)N3CCC(C3)(CNC(=O)c4ccc(cc4F)F)N"                                                                                                                               
WFE InChI            InChI                1.03  "InChI=1S/C20H22F2N6O/c1-2-12-8-24-17-16(12)18(27-11-26-17)28-6-5-20(23,10-28)9-25-19(29)14-4-3-13(21)7-15(14)22/h3-4,7-8,11H,2,5-6,9-10,23H2,1H3,(H,25,29)(H,24,26,27)/t20-/m0/s1" 
WFE InChIKey         InChI                1.03  MOZRQQTUYAYCQT-FQEVSTJZSA-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 
WFE "SYSTEMATIC NAME" ACDLabs              12.01 "N-{[(3S)-3-amino-1-(5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl]methyl}-2,4-difluorobenzamide"   
WFE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-[[(3S)-3-azanyl-1-(5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl]methyl]-2,4-difluoro-benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WFE "Create component"     2010-05-10 RCSB 
WFE "Modify aromatic_flag" 2011-06-04 RCSB 
WFE "Modify descriptor"    2011-06-04 RCSB 
# 
