data_3XF
# 
_chem_comp.id                                    3XF 
_chem_comp.name                                  "6-({(3S,4S)-4-[2-({2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl}amino)ethoxy]pyrrolidin-3-yl}methyl)-4-methylpyridin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H33 F2 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-06-25 
_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                        397.506 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3XF 
_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        3NLT 
_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 
3XF O1     O1     O 0 1 N N N -0.328 4.658  64.658 -1.102 -2.500 0.066  O1     3XF 1  
3XF C2     C2     C 0 1 N N N -0.221 3.351  65.218 -0.093 -3.353 0.611  C2     3XF 2  
3XF C3     C3     C 0 1 N N N 1.112  2.745  64.783 1.254  -3.029 -0.038 C3     3XF 3  
3XF N4     N4     N 0 1 N N N 1.024  2.097  63.481 1.659  -1.666 0.328  N4     3XF 4  
3XF C5     C5     C 0 1 N N N -0.007 1.094  63.246 2.951  -1.319 -0.279 C5     3XF 5  
3XF C6     C6     C 0 1 N N N 0.278  0.146  62.081 3.339  0.105  0.125  C6     3XF 6  
3XF F7     F7     F 0 1 N N N -0.264 0.693  61.002 2.360  0.999  -0.322 F7     3XF 7  
3XF F8     F8     F 0 1 N N N 1.589  -0.041 61.891 3.442  0.183  1.518  F8     3XF 8  
3XF "N1'"  "N1'"  N 0 1 N N N -2.744 7.124  64.126 -4.576 -3.265 -0.251 "N1'"  3XF 9  
3XF N11    N11    N 0 1 N N N -0.795 -1.378 63.748 5.713  -0.473 -0.039 N11    3XF 10 
3XF C12    C12    C 0 1 N N R -0.428 -1.198 62.342 4.685  0.465  -0.507 C12    3XF 11 
3XF C13    C13    C 0 1 N N N 0.258  -2.436 61.733 5.072  1.890  -0.105 C13    3XF 12 
3XF C14    C14    C 0 1 N N N 1.335  -3.073 62.631 6.428  2.240  -0.723 C14    3XF 13 
3XF C15    C15    C 0 1 N N N 1.360  -2.635 64.112 7.470  1.219  -0.257 C15    3XF 14 
3XF C16    C16    C 0 1 N N N 0.000  -2.186 64.674 7.014  -0.187 -0.655 C16    3XF 15 
3XF N1A    N1A    N 0 1 Y N N -0.024 9.369  66.398 -4.430 1.014  -0.589 N1A    3XF 16 
3XF "C2'"  "C2'"  C 0 1 N N N -2.334 5.761  63.840 -3.173 -3.753 -0.247 "C2'"  3XF 17 
3XF C2A    C2A    C 0 1 Y N N 0.432  8.154  66.684 -3.220 0.979  -0.063 C2A    3XF 18 
3XF "C3'"  "C3'"  C 0 1 N N S -1.527 5.307  65.057 -2.405 -2.721 0.608  "C3'"  3XF 19 
3XF C3A    C3A    C 0 1 Y N N 1.126  7.947  67.866 -2.672 2.101  0.526  C3A    3XF 20 
3XF "C4'"  "C4'"  C 0 1 N N S -1.243 6.564  65.862 -3.245 -1.429 0.527  "C4'"  3XF 21 
3XF C4A    C4A    C 0 1 Y N N 1.323  9.022  68.727 -3.407 3.278  0.562  C4A    3XF 22 
3XF "C5'"  "C5'"  C 0 1 N N N -2.227 7.619  65.380 -4.450 -1.789 -0.369 "C5'"  3XF 23 
3XF C5A    C5A    C 0 1 Y N N 0.829  10.276 68.396 -4.672 3.284  0.003  C5A    3XF 24 
3XF C6A    C6A    C 0 1 Y N N 0.150  10.430 67.201 -5.162 2.117  -0.574 C6A    3XF 25 
3XF N6A    N6A    N 0 1 N N N -0.358 11.624 66.795 -6.431 2.109  -1.140 N6A    3XF 26 
3XF C7A    C7A    C 0 1 N N N 0.173  7.064  65.686 -2.427 -0.302 -0.106 C7A    3XF 27 
3XF C8A    C8A    C 0 1 N N N 2.054  8.815  70.023 -2.839 4.521  1.198  C8A    3XF 28 
3XF H2     H2     H 0 1 N N N -0.262 3.411  66.316 -0.025 -3.194 1.687  H2     3XF 29 
3XF H2A    H2A    H 0 1 N N N -1.050 2.723  64.860 -0.352 -4.393 0.413  H2A    3XF 30 
3XF H3     H3     H 0 1 N N N 1.860  3.550  64.724 2.005  -3.738 0.311  H3     3XF 31 
3XF H3A    H3A    H 0 1 N N N 1.415  1.995  65.528 1.162  -3.102 -1.122 H3A    3XF 32 
3XF HN4    HN4    H 0 1 N N N 0.862  2.826  62.816 0.949  -0.996 0.072  HN4    3XF 33 
3XF H5     H5     H 0 1 N N N -0.098 0.486  64.158 3.714  -2.016 0.069  H5     3XF 34 
3XF H5A    H5A    H 0 1 N N N -0.946 1.623  63.026 2.871  -1.380 -1.364 H5A    3XF 35 
3XF "HN1'" "HN1'" H 0 0 N N N -2.406 7.714  63.393 -5.090 -3.647 -1.031 "HN1'" 3XF 36 
3XF HN11   HN11   H 0 0 N N N -0.801 -0.458 64.139 5.779  -0.463 0.968  HN11   3XF 37 
3XF H12    H12    H 0 1 N N N -1.366 -1.121 61.773 4.605  0.404  -1.592 H12    3XF 38 
3XF H13    H13    H 0 1 N N N -0.517 -3.194 61.547 4.317  2.588  -0.466 H13    3XF 39 
3XF H13A   H13A   H 0 0 N N N 0.741  -2.126 60.795 5.139  1.956  0.981  H13A   3XF 40 
3XF H14    H14    H 0 1 N N N 1.164  -4.160 62.619 6.352  2.212  -1.810 H14    3XF 41 
3XF H14A   H14A   H 0 0 N N N 2.312  -2.809 62.200 6.728  3.238  -0.403 H14A   3XF 42 
3XF H15    H15    H 0 1 N N N 1.703  -3.492 64.710 8.429  1.437  -0.728 H15    3XF 43 
3XF H15A   H15A   H 0 0 N N N 2.055  -1.787 64.199 7.575  1.274  0.826  H15A   3XF 44 
3XF H16    H16    H 0 1 N N N 0.188  -1.582 65.574 7.747  -0.917 -0.313 H16    3XF 45 
3XF H16A   H16A   H 0 0 N N N -0.579 -3.088 64.919 6.923  -0.245 -1.740 H16A   3XF 46 
3XF "H2'"  "H2'"  H 0 1 N N N -3.211 5.114  63.690 -3.115 -4.741 0.208  "H2'"  3XF 47 
3XF "H2'A" "H2'A" H 0 0 N N N -1.719 5.722  62.929 -2.776 -3.776 -1.262 "H2'A" 3XF 48 
3XF "H3'"  "H3'"  H 0 1 N N N -2.081 4.572  65.659 -2.332 -3.063 1.640  "H3'"  3XF 49 
3XF H3AA   H3AA   H 0 0 N N N 1.507  6.968  68.114 -1.681 2.062  0.954  H3AA   3XF 50 
3XF "H4'"  "H4'"  H 0 1 N N N -1.357 6.345  66.934 -3.586 -1.137 1.520  "H4'"  3XF 51 
3XF "H5'"  "H5'"  H 0 1 N N N -1.724 8.587  65.240 -4.253 -1.506 -1.403 "H5'"  3XF 52 
3XF "H5'A" "H5'A" H 0 0 N N N -3.039 7.758  66.109 -5.353 -1.300 -0.006 "H5'A" 3XF 53 
3XF H5AA   H5AA   H 0 0 N N N 0.972  11.116 69.059 -5.271 4.183  0.014  H5AA   3XF 54 
3XF HN6A   HN6A   H 0 0 N N N -0.807 11.512 65.909 -6.778 1.298  -1.544 HN6A   3XF 55 
3XF HN6B   HN6B   H 0 0 N N N -1.024 11.949 67.467 -6.971 2.915  -1.132 HN6B   3XF 56 
3XF H7A    H7A    H 0 1 N N N 0.302  7.457  64.667 -2.201 -0.555 -1.142 H7A    3XF 57 
3XF H7AA   H7AA   H 0 0 N N N 0.880  6.237  65.849 -1.498 -0.172 0.448  H7AA   3XF 58 
3XF H8A    H8A    H 0 1 N N N 3.130  8.986  69.869 -2.301 5.099  0.447  H8A    3XF 59 
3XF H8AA   H8AA   H 0 0 N N N 1.674  9.522  70.775 -3.651 5.123  1.607  H8AA   3XF 60 
3XF H8AB   H8AB   H 0 0 N N N 1.893  7.785  70.374 -2.156 4.240  1.999  H8AB   3XF 61 
# 
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 
3XF O1    "C3'"  SING N N 1  
3XF O1    C2     SING N N 2  
3XF C3    C2     SING N N 3  
3XF C2    H2     SING N N 4  
3XF C2    H2A    SING N N 5  
3XF N4    C3     SING N N 6  
3XF C3    H3     SING N N 7  
3XF C3    H3A    SING N N 8  
3XF C5    N4     SING N N 9  
3XF N4    HN4    SING N N 10 
3XF C6    C5     SING N N 11 
3XF C5    H5     SING N N 12 
3XF C5    H5A    SING N N 13 
3XF F7    C6     SING N N 14 
3XF F8    C6     SING N N 15 
3XF C6    C12    SING N N 16 
3XF "C2'" "N1'"  SING N N 17 
3XF "N1'" "C5'"  SING N N 18 
3XF "N1'" "HN1'" SING N N 19 
3XF C12   N11    SING N N 20 
3XF N11   C16    SING N N 21 
3XF N11   HN11   SING N N 22 
3XF C13   C12    SING N N 23 
3XF C12   H12    SING N N 24 
3XF C13   C14    SING N N 25 
3XF C13   H13    SING N N 26 
3XF C13   H13A   SING N N 27 
3XF C14   C15    SING N N 28 
3XF C14   H14    SING N N 29 
3XF C14   H14A   SING N N 30 
3XF C15   C16    SING N N 31 
3XF C15   H15    SING N N 32 
3XF C15   H15A   SING N N 33 
3XF C16   H16    SING N N 34 
3XF C16   H16A   SING N N 35 
3XF N1A   C2A    DOUB Y N 36 
3XF N1A   C6A    SING Y N 37 
3XF "C2'" "C3'"  SING N N 38 
3XF "C2'" "H2'"  SING N N 39 
3XF "C2'" "H2'A" SING N N 40 
3XF C7A   C2A    SING N N 41 
3XF C2A   C3A    SING Y N 42 
3XF "C3'" "C4'"  SING N N 43 
3XF "C3'" "H3'"  SING N N 44 
3XF C3A   C4A    DOUB Y N 45 
3XF C3A   H3AA   SING N N 46 
3XF "C5'" "C4'"  SING N N 47 
3XF C7A   "C4'"  SING N N 48 
3XF "C4'" "H4'"  SING N N 49 
3XF C5A   C4A    SING Y N 50 
3XF C4A   C8A    SING N N 51 
3XF "C5'" "H5'"  SING N N 52 
3XF "C5'" "H5'A" SING N N 53 
3XF C6A   C5A    DOUB Y N 54 
3XF C5A   H5AA   SING N N 55 
3XF N6A   C6A    SING N N 56 
3XF N6A   HN6A   SING N N 57 
3XF N6A   HN6B   SING N N 58 
3XF C7A   H7A    SING N N 59 
3XF C7A   H7AA   SING N N 60 
3XF C8A   H8A    SING N N 61 
3XF C8A   H8AA   SING N N 62 
3XF C8A   H8AB   SING N N 63 
# 
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 
3XF SMILES           ACDLabs              12.01 "FC(F)(C1NCCCC1)CNCCOC3C(Cc2nc(N)cc(c2)C)CNC3"                                                                                                                                 
3XF SMILES_CANONICAL CACTVS               3.370 "Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCNCC(F)(F)[C@H]3CCCCN3)c1"                                                                                                                       
3XF SMILES           CACTVS               3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCC(F)(F)[CH]3CCCCN3)c1"                                                                                                                          
3XF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCNCC([C@H]3CCCCN3)(F)F"                                                                                                                       
3XF SMILES           "OpenEye OEToolkits" 1.7.0 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCC(C3CCCCN3)(F)F"                                                                                                                                   
3XF InChI            InChI                1.03  "InChI=1S/C20H33F2N5O/c1-14-8-16(27-19(23)9-14)10-15-11-25-12-17(15)28-7-6-24-13-20(21,22)18-4-2-3-5-26-18/h8-9,15,17-18,24-26H,2-7,10-13H2,1H3,(H2,23,27)/t15-,17+,18+/m0/s1" 
3XF InChIKey         InChI                1.03  PYDITBVREMCKIX-CGTJXYLNSA-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 
3XF "SYSTEMATIC NAME" ACDLabs              12.01 "6-({(3S,4S)-4-[2-({2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl}amino)ethoxy]pyrrolidin-3-yl}methyl)-4-methylpyridin-2-amine"  
3XF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "6-[[(3S,4S)-4-[2-[[2,2-difluoro-2-[(2R)-piperidin-2-yl]ethyl]amino]ethoxy]pyrrolidin-3-yl]methyl]-4-methyl-pyridin-2-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 
3XF "Create component"     2010-06-25 RCSB 
3XF "Modify aromatic_flag" 2011-06-04 RCSB 
3XF "Modify descriptor"    2011-06-04 RCSB 
# 
