data_XFE
# 
_chem_comp.id                                    XFE 
_chem_comp.name                                  "(3R)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-05-07 
_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                        217.270 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XFE 
_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        3MV5 
_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 
XFE C1   C1   C 0 1 N N R 7.703 2.945  19.080 -3.438 0.182  0.326  C1   XFE 1  
XFE C2   C2   C 0 1 N N N 8.350 4.142  18.414 -2.885 1.183  -0.714 C2   XFE 2  
XFE C3   C3   C 0 1 N N N 7.177 4.810  17.699 -1.354 1.110  -0.567 C3   XFE 3  
XFE N4   N4   N 0 1 N N N 6.372 3.665  17.289 -1.067 0.145  0.516  N4   XFE 4  
XFE C5   C5   C 0 1 N N N 6.644 2.479  18.089 -2.240 -0.768 0.570  C5   XFE 5  
XFE C6   C6   C 0 1 Y N N 5.095 3.922  16.743 0.097  -0.556 0.261  C6   XFE 6  
XFE N7   N7   N 0 1 Y N N 4.881 5.246  16.571 0.085  -1.881 0.148  N7   XFE 7  
XFE C8   C8   C 0 1 Y N N 3.707 5.708  16.098 1.195  -2.554 -0.096 C8   XFE 8  
XFE N9   N9   N 0 1 Y N N 2.693 4.849  15.739 2.364  -1.968 -0.241 N9   XFE 9  
XFE C10  C10  C 0 1 Y N N 4.054 3.000  16.377 1.321  0.114  0.109  C10  XFE 10 
XFE C11  C11  C 0 1 Y N N 2.829 3.515  15.868 2.479  -0.645 -0.145 C11  XFE 11 
XFE N12  N12  N 0 1 Y N N 1.917 2.554  15.579 3.523  0.233  -0.244 N12  XFE 12 
XFE C13  C13  C 0 1 Y N N 2.428 1.325  15.846 3.076  1.516  -0.058 C13  XFE 13 
XFE C14  C14  C 0 1 Y N N 3.733 1.532  16.317 1.750  1.511  0.152  C14  XFE 14 
XFE C15  C15  C 0 1 N N N 4.577 0.346  16.711 0.874  2.712  0.399  C15  XFE 15 
XFE N16  N16  N 0 1 N N N 7.047 3.357  20.315 -4.584 -0.556 -0.222 N16  XFE 16 
XFE H1   H1   H 0 1 N N N 8.436 2.163  19.328 -3.717 0.696  1.245  H1   XFE 17 
XFE H2   H2   H 0 1 N N N 8.815 4.815  19.149 -3.183 0.887  -1.720 H2   XFE 18 
XFE H2A  H2A  H 0 1 N N N 9.138 3.839  17.708 -3.240 2.190  -0.496 H2A  XFE 19 
XFE H3   H3   H 0 1 N N N 6.621 5.486  18.365 -0.907 0.765  -1.500 H3   XFE 20 
XFE H3A  H3A  H 0 1 N N N 7.508 5.410  16.838 -0.958 2.092  -0.308 H3A  XFE 21 
XFE H5   H5   H 0 1 N N N 7.013 1.651  17.467 -2.313 -1.243 1.548  H5   XFE 22 
XFE H5A  H5A  H 0 1 N N N 5.739 2.126  18.605 -2.180 -1.518 -0.219 H5A  XFE 23 
XFE H8   H8   H 0 1 N N N 3.559 6.773  15.999 1.140  -3.629 -0.180 H8   XFE 24 
XFE H13  H13  H 0 1 N N N 1.929 0.376  15.721 3.697  2.400  -0.085 H13  XFE 25 
XFE H15  H15  H 0 1 N N N 4.412 0.115  17.774 0.503  3.093  -0.552 H15  XFE 26 
XFE H15A H15A H 0 0 N N N 4.296 -0.523 16.099 0.032  2.425  1.029  H15A XFE 27 
XFE H15B H15B H 0 0 N N N 5.639 0.582  16.548 1.454  3.488  0.899  H15B XFE 28 
XFE HN16 HN16 H 0 0 N N N 7.735 3.665  20.972 -5.354 0.065  -0.421 HN16 XFE 29 
XFE HN1A HN1A H 0 0 N N N 6.413 4.106  20.122 -4.319 -1.077 -1.045 HN1A XFE 30 
XFE HN12 HN12 H 0 0 N N N 0.999 2.726  15.221 4.444  -0.015 -0.419 HN12 XFE 31 
# 
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 
XFE C5  C1   SING N N 1  
XFE C2  C1   SING N N 2  
XFE C1  N16  SING N N 3  
XFE C1  H1   SING N N 4  
XFE C3  C2   SING N N 5  
XFE C2  H2   SING N N 6  
XFE C2  H2A  SING N N 7  
XFE N4  C3   SING N N 8  
XFE C3  H3   SING N N 9  
XFE C3  H3A  SING N N 10 
XFE C6  N4   SING N N 11 
XFE N4  C5   SING N N 12 
XFE C5  H5   SING N N 13 
XFE C5  H5A  SING N N 14 
XFE C10 C6   DOUB Y N 15 
XFE N7  C6   SING Y N 16 
XFE C8  N7   DOUB Y N 17 
XFE N9  C8   SING Y N 18 
XFE C8  H8   SING N N 19 
XFE N9  C11  DOUB Y N 20 
XFE C11 C10  SING Y N 21 
XFE C14 C10  SING Y N 22 
XFE N12 C11  SING Y N 23 
XFE N12 C13  SING Y N 24 
XFE C13 C14  DOUB Y N 25 
XFE C13 H13  SING N N 26 
XFE C14 C15  SING N N 27 
XFE C15 H15  SING N N 28 
XFE C15 H15A SING N N 29 
XFE C15 H15B SING N N 30 
XFE N16 HN16 SING N N 31 
XFE N16 HN1A SING N N 32 
XFE N12 HN12 SING N N 33 
# 
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 
XFE SMILES           ACDLabs              12.01 "n1cnc(c2c(cnc12)C)N3CCC(N)C3"                                                                                    
XFE SMILES_CANONICAL CACTVS               3.370 "Cc1c[nH]c2ncnc(N3CC[C@@H](N)C3)c12"                                                                              
XFE SMILES           CACTVS               3.370 "Cc1c[nH]c2ncnc(N3CC[CH](N)C3)c12"                                                                                
XFE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c[nH]c2c1c(ncn2)[N@]3CC[C@H](C3)N"                                                                            
XFE SMILES           "OpenEye OEToolkits" 1.7.0 "Cc1c[nH]c2c1c(ncn2)N3CCC(C3)N"                                                                                   
XFE InChI            InChI                1.03  "InChI=1S/C11H15N5/c1-7-4-13-10-9(7)11(15-6-14-10)16-3-2-8(12)5-16/h4,6,8H,2-3,5,12H2,1H3,(H,13,14,15)/t8-/m1/s1" 
XFE InChIKey         InChI                1.03  SMTIKTZYKPWXQP-MRVPVSSYSA-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 
XFE "SYSTEMATIC NAME" ACDLabs              12.01 "(3R)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine"    
XFE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(1S,3R)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XFE "Create component"     2010-05-07 RCSB 
XFE "Modify aromatic_flag" 2011-06-04 RCSB 
XFE "Modify descriptor"    2011-06-04 RCSB 
# 
