data_Y2F
# 
_chem_comp.id                                    Y2F 
_chem_comp.name                                  "6-{[(3R,4R)-4-(2-{[(2S)-1-(3-fluorophenyl)propan-2-yl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H31 F N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-04-29 
_chem_comp.pdbx_modified_date                    2012-04-27 
_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                        386.506 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Y2F 
_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        3RQN 
_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 
Y2F N01    N01    N 0 1 Y N N 17.081 8.437  55.349 -5.029 -0.118 -1.005 N01    Y2F 1  
Y2F C02    C02    C 0 1 Y N N 16.886 9.665  54.808 -6.314 0.194  -0.939 C02    Y2F 2  
Y2F N02    N02    N 0 1 N N N 15.679 10.283 54.877 -7.203 -0.348 -1.860 N02    Y2F 3  
Y2F C03    C03    C 0 1 Y N N 17.956 10.308 54.180 -6.784 1.060  0.044  C03    Y2F 4  
Y2F C04    C04    C 0 1 Y N N 19.203 9.680  54.119 -5.889 1.592  0.954  C04    Y2F 5  
Y2F C05    C05    C 0 1 Y N N 19.369 8.408  54.690 -4.549 1.240  0.851  C05    Y2F 6  
Y2F C06    C06    C 0 1 Y N N 18.277 7.793  55.303 -4.153 0.375  -0.149 C06    Y2F 7  
Y2F C07    C07    C 0 1 N N N 20.358 10.372 53.434 -6.356 2.534  2.034  C07    Y2F 8  
Y2F C08    C08    C 0 1 N N N 18.408 6.405  55.923 -2.701 -0.011 -0.267 C08    Y2F 9  
Y2F O09    O09    O 0 1 N N N 17.988 3.602  56.274 -0.287 -0.804 -0.666 O09    Y2F 10 
Y2F "N1'"  "N1'"  N 0 1 N N N 17.648 3.718  53.407 -1.974 -3.203 1.375  "N1'"  Y2F 11 
Y2F C10    C10    C 0 1 N N N 18.143 2.300  56.834 0.873  -1.040 -1.466 C10    Y2F 12 
Y2F C11    C11    C 0 1 N N N 17.069 2.123  57.908 1.676  0.255  -1.594 C11    Y2F 13 
Y2F N12    N12    N 0 1 N N N 15.717 2.017  57.392 2.188  0.646  -0.273 N12    Y2F 14 
Y2F C13    C13    C 0 1 N N S 14.737 1.122  58.003 2.967  1.889  -0.357 C13    Y2F 15 
Y2F C14    C14    C 0 1 N N N 15.221 0.530  59.322 2.022  3.089  -0.274 C14    Y2F 16 
Y2F C15    C15    C 0 1 N N N 13.392 1.828  58.207 3.965  1.944  0.800  C15    Y2F 17 
Y2F "C2'"  "C2'"  C 0 1 N N N 18.778 3.091  54.065 -0.695 -2.718 0.794  "C2'"  Y2F 18 
Y2F C21    C21    C 0 1 Y N N 12.315 0.892  58.752 4.972  0.833  0.650  C21    Y2F 19 
Y2F C22    C22    C 0 1 Y N N 11.942 -0.306 58.131 4.726  -0.403 1.217  C22    Y2F 20 
Y2F C23    C23    C 0 1 Y N N 10.932 -1.120 58.662 5.648  -1.424 1.080  C23    Y2F 21 
Y2F C24    C24    C 0 1 Y N N 10.294 -0.734 59.844 6.817  -1.210 0.374  C24    Y2F 22 
Y2F C25    C25    C 0 1 Y N N 10.669 0.456  60.455 7.064  0.028  -0.196 C25    Y2F 23 
Y2F F25    F25    F 0 1 N N N 10.091 0.905  61.587 8.206  0.239  -0.886 F25    Y2F 24 
Y2F C26    C26    C 0 1 Y N N 11.669 1.253  59.919 6.137  1.048  -0.062 C26    Y2F 25 
Y2F "C3'"  "C3'"  C 0 1 N N R 18.977 3.962  55.310 -1.112 -1.957 -0.483 "C3'"  Y2F 26 
Y2F "C4'"  "C4'"  C 0 1 N N R 18.624 5.357  54.819 -2.576 -1.536 -0.239 "C4'"  Y2F 27 
Y2F "C5'"  "C5'"  C 0 1 N N N 17.409 5.079  53.908 -2.920 -2.077 1.165  "C5'"  Y2F 28 
Y2F HN02   HN02   H 0 0 N N N 15.031 9.697  55.363 -6.880 -0.952 -2.547 HN02   Y2F 29 
Y2F HN0A   HN0A   H 0 0 N N N 15.776 11.150 55.366 -8.145 -0.122 -1.816 HN0A   Y2F 30 
Y2F H03    H03    H 0 1 N N N 17.820 11.286 53.743 -7.832 1.314  0.095  H03    Y2F 31 
Y2F H05    H05    H 0 1 N N N 20.328 7.913  54.655 -3.825 1.638  1.546  H05    Y2F 32 
Y2F H07    H07    H 0 1 N N N 20.908 10.981 54.167 -6.631 1.963  2.920  H07    Y2F 33 
Y2F H07A   H07A   H 0 0 N N N 21.034 9.618  53.004 -5.554 3.228  2.283  H07A   Y2F 34 
Y2F H07B   H07B   H 0 0 N N N 19.974 11.020 52.633 -7.222 3.093  1.678  H07B   Y2F 35 
Y2F H08    H08    H 0 1 N N N 19.267 6.393  56.610 -2.299 0.370  -1.205 H08    Y2F 36 
Y2F H08A   H08A   H 0 0 N N N 17.489 6.166  56.477 -2.144 0.414  0.568  H08A   Y2F 37 
Y2F "HN1'" "HN1'" H 0 0 N N N 16.832 3.166  53.577 -1.869 -3.409 2.357  "HN1'" Y2F 38 
Y2F H10    H10    H 0 1 N N N 18.023 1.536  56.051 1.490  -1.806 -0.995 H10    Y2F 39 
Y2F H10A   H10A   H 0 0 N N N 19.143 2.198  57.281 0.568  -1.378 -2.457 H10A   Y2F 40 
Y2F H11    H11    H 0 1 N N N 17.293 1.198  58.460 2.512  0.099  -2.276 H11    Y2F 41 
Y2F H11A   H11A   H 0 0 N N N 17.109 2.999  58.572 1.033  1.045  -1.982 H11A   Y2F 42 
Y2F HN12   HN12   H 0 0 N N N 15.327 2.935  57.465 1.437  0.735  0.394  HN12   Y2F 43 
Y2F H13    H13    H 0 1 N N N 14.602 0.289  57.297 3.506  1.917  -1.304 H13    Y2F 44 
Y2F H14    H14    H 0 1 N N N 14.445 -0.132 59.734 1.310  3.050  -1.098 H14    Y2F 45 
Y2F H14A   H14A   H 0 0 N N N 16.142 -0.047 59.149 1.482  3.062  0.673  H14A   Y2F 46 
Y2F H14B   H14B   H 0 0 N N N 15.426 1.342  60.035 2.599  4.012  -0.336 H14B   Y2F 47 
Y2F H15    H15    H 0 1 N N N 13.535 2.649  58.925 4.481  2.905  0.790  H15    Y2F 48 
Y2F H15A   H15A   H 0 0 N N N 13.054 2.220  57.236 3.434  1.828  1.745  H15A   Y2F 49 
Y2F "H2'"  "H2'"  H 0 1 N N N 18.565 2.045  54.330 -0.192 -2.046 1.490  "H2'"  Y2F 50 
Y2F "H2'A" "H2'A" H 0 0 N N N 19.672 3.088  53.424 -0.049 -3.558 0.542  "H2'A" Y2F 51 
Y2F H22    H22    H 0 1 N N N 12.443 -0.609 57.224 3.813  -0.571 1.770  H22    Y2F 52 
Y2F H23    H23    H 0 1 N N N 10.650 -2.035 58.163 5.456  -2.389 1.525  H23    Y2F 53 
Y2F H24    H24    H 0 1 N N N 9.521  -1.352 60.276 7.537  -2.007 0.267  H24    Y2F 54 
Y2F H26    H26    H 0 1 N N N 11.947 2.168  60.420 6.327  2.012  -0.510 H26    Y2F 55 
Y2F "H3'"  "H3'"  H 0 1 N N N 19.982 3.870  55.748 -1.044 -2.612 -1.352 "H3'"  Y2F 56 
Y2F "H4'"  "H4'"  H 0 1 N N N 19.449 5.850  54.284 -3.228 -1.982 -0.989 "H4'"  Y2F 57 
Y2F "H5'"  "H5'"  H 0 1 N N N 17.351 5.805  53.084 -3.949 -2.436 1.192  "H5'"  Y2F 58 
Y2F "H5'A" "H5'A" H 0 0 N N N 16.465 5.140  54.469 -2.766 -1.305 1.918  "H5'A" Y2F 59 
# 
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 
Y2F C02   N01    DOUB Y N 1  
Y2F C06   N01    SING Y N 2  
Y2F C03   C02    SING Y N 3  
Y2F C02   N02    SING N N 4  
Y2F N02   HN02   SING N N 5  
Y2F N02   HN0A   SING N N 6  
Y2F C04   C03    DOUB Y N 7  
Y2F C03   H03    SING N N 8  
Y2F C07   C04    SING N N 9  
Y2F C04   C05    SING Y N 10 
Y2F C05   C06    DOUB Y N 11 
Y2F C05   H05    SING N N 12 
Y2F C06   C08    SING N N 13 
Y2F C07   H07    SING N N 14 
Y2F C07   H07A   SING N N 15 
Y2F C07   H07B   SING N N 16 
Y2F "C4'" C08    SING N N 17 
Y2F C08   H08    SING N N 18 
Y2F C08   H08A   SING N N 19 
Y2F "C3'" O09    SING N N 20 
Y2F O09   C10    SING N N 21 
Y2F "N1'" "C5'"  SING N N 22 
Y2F "N1'" "C2'"  SING N N 23 
Y2F "N1'" "HN1'" SING N N 24 
Y2F C10   C11    SING N N 25 
Y2F C10   H10    SING N N 26 
Y2F C10   H10A   SING N N 27 
Y2F N12   C11    SING N N 28 
Y2F C11   H11    SING N N 29 
Y2F C11   H11A   SING N N 30 
Y2F N12   C13    SING N N 31 
Y2F N12   HN12   SING N N 32 
Y2F C13   C15    SING N N 33 
Y2F C13   C14    SING N N 34 
Y2F C13   H13    SING N N 35 
Y2F C14   H14    SING N N 36 
Y2F C14   H14A   SING N N 37 
Y2F C14   H14B   SING N N 38 
Y2F C15   C21    SING N N 39 
Y2F C15   H15    SING N N 40 
Y2F C15   H15A   SING N N 41 
Y2F "C2'" "C3'"  SING N N 42 
Y2F "C2'" "H2'"  SING N N 43 
Y2F "C2'" "H2'A" SING N N 44 
Y2F C22   C21    DOUB Y N 45 
Y2F C21   C26    SING Y N 46 
Y2F C22   C23    SING Y N 47 
Y2F C22   H22    SING N N 48 
Y2F C23   C24    DOUB Y N 49 
Y2F C23   H23    SING N N 50 
Y2F C24   C25    SING Y N 51 
Y2F C24   H24    SING N N 52 
Y2F C26   C25    DOUB Y N 53 
Y2F C25   F25    SING N N 54 
Y2F C26   H26    SING N N 55 
Y2F "C4'" "C3'"  SING N N 56 
Y2F "C3'" "H3'"  SING N N 57 
Y2F "C5'" "C4'"  SING N N 58 
Y2F "C4'" "H4'"  SING N N 59 
Y2F "C5'" "H5'"  SING N N 60 
Y2F "C5'" "H5'A" SING N N 61 
# 
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 
Y2F SMILES           ACDLabs              12.01 "Fc1cccc(c1)CC(NCCOC2C(CNC2)Cc3nc(N)cc(c3)C)C"                                                                                                                                            
Y2F SMILES_CANONICAL CACTVS               3.370 "C[C@@H](Cc1cccc(F)c1)NCCO[C@H]2CNC[C@H]2Cc3cc(C)cc(N)n3"                                                                                                                                 
Y2F SMILES           CACTVS               3.370 "C[CH](Cc1cccc(F)c1)NCCO[CH]2CNC[CH]2Cc3cc(C)cc(N)n3"                                                                                                                                     
Y2F SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@@H]2CNC[C@@H]2OCCN[C@@H](C)Cc3cccc(c3)F"                                                                                                                               
Y2F SMILES           "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNC(C)Cc3cccc(c3)F"                                                                                                                                              
Y2F InChI            InChI                1.03  "InChI=1S/C22H31FN4O/c1-15-8-20(27-22(24)9-15)12-18-13-25-14-21(18)28-7-6-26-16(2)10-17-4-3-5-19(23)11-17/h3-5,8-9,11,16,18,21,25-26H,6-7,10,12-14H2,1-2H3,(H2,24,27)/t16-,18+,21-/m0/s1" 
Y2F InChIKey         InChI                1.03  AUSIEXNWJKDTQY-CDXJDZJCSA-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 
Y2F "SYSTEMATIC NAME" ACDLabs              12.01 "6-{[(3R,4R)-4-(2-{[(2S)-1-(3-fluorophenyl)propan-2-yl]amino}ethoxy)pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine"  
Y2F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3R,4R)-4-[2-[[(2S)-1-(3-fluorophenyl)propan-2-yl]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 
Y2F "Create component"     2011-04-29 RCSB 
Y2F "Modify aromatic_flag" 2011-06-04 RCSB 
Y2F "Modify descriptor"    2011-06-04 RCSB 
# 
