data_DXW
# 
_chem_comp.id                                    DXW 
_chem_comp.name                                  "6-{[(3S,4S)-4-{2-[(furan-2-ylmethyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H26 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-10-18 
_chem_comp.pdbx_modified_date                    2012-03-09 
_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                        330.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DXW 
_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        3TYO 
_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 
DXW N02   N02   N 0 1 N N N 15.472 -0.684 23.786 5.419  1.401  1.015  N02   DXW 1  
DXW C02   C02   C 0 1 Y N N 14.547 0.166  23.298 4.143  1.605  0.503  C02   DXW 2  
DXW C03   C03   C 0 1 Y N N 14.837 0.982  22.196 3.796  2.852  -0.008 C03   DXW 3  
DXW C04   C04   C 0 1 Y N N 13.853 1.855  21.721 2.523  3.041  -0.515 C04   DXW 4  
DXW C05   C05   C 0 1 Y N N 12.609 1.871  22.338 1.636  1.973  -0.494 C05   DXW 5  
DXW C07   C07   C 0 1 N N N 14.093 2.772  20.539 2.108  4.376  -1.076 C07   DXW 6  
DXW N01   N01   N 0 1 Y N N 13.327 0.210  23.895 3.270  0.609  0.500  N01   DXW 7  
DXW C06   C06   C 0 1 Y N N 12.361 1.041  23.437 2.047  0.763  0.028  C06   DXW 8  
DXW C08   C08   C 0 1 N N N 10.988 1.050  24.107 1.089  -0.400 0.054  C08   DXW 9  
DXW "C3'" "C3'" C 0 1 N N S 10.045 0.047  23.429 1.722  -1.599 -0.655 "C3'" DXW 10 
DXW "C4'" "C4'" C 0 1 N N S 8.711  0.037  24.157 0.736  -2.785 -0.686 "C4'" DXW 11 
DXW "C5'" "C5'" C 0 1 N N N 8.916  -0.891 25.367 1.443  -3.914 0.095  "C5'" DXW 12 
DXW "N1'" "N1'" N 0 1 N N N 9.917  -1.832 24.859 2.889  -3.588 -0.003 "N1'" DXW 13 
DXW "C2'" "C2'" C 0 1 N N N 10.495 -1.409 23.577 2.941  -2.111 0.142  "C2'" DXW 14 
DXW O09   O09   O 0 1 N N N 8.354  1.376  24.482 -0.489 -2.429 -0.043 O09   DXW 15 
DXW C10   C10   C 0 1 N N N 6.942  1.585  24.510 -1.636 -3.103 -0.564 C10   DXW 16 
DXW C11   C11   C 0 1 N N N 6.766  3.061  24.827 -2.885 -2.647 0.194  C11   DXW 17 
DXW N12   N12   N 0 1 N N N 7.043  3.312  26.226 -3.121 -1.221 -0.066 N12   DXW 18 
DXW C13   C13   C 0 1 N N N 6.089  2.889  27.261 -4.315 -0.747 0.648  C13   DXW 19 
DXW C22   C22   C 0 1 Y N N 4.860  3.777  27.297 -4.525 0.717  0.357  C22   DXW 20 
DXW O21   O21   O 0 1 Y N N 4.839  5.141  27.494 -4.017 1.739  1.066  O21   DXW 21 
DXW C23   C23   C 0 1 Y N N 3.520  5.556  27.446 -4.411 2.901  0.520  C23   DXW 22 
DXW C24   C24   C 0 1 Y N N 2.716  4.452  27.221 -5.179 2.629  -0.550 C24   DXW 23 
DXW C25   C25   C 0 1 Y N N 3.542  3.347  27.123 -5.248 1.221  -0.658 C25   DXW 24 
DXW H1    H1    H 0 1 N N N 15.090 -1.183 24.564 5.666  0.532  1.368  H1    DXW 25 
DXW H2    H2    H 0 1 N N N 15.738 -1.332 23.073 6.063  2.126  1.015  H2    DXW 26 
DXW H3    H3    H 0 1 N N N 15.806 0.937  21.721 4.511  3.661  -0.008 H3    DXW 27 
DXW H4    H4    H 0 1 N N N 11.832 2.525  21.969 0.635  2.088  -0.881 H4    DXW 28 
DXW H5    H5    H 0 1 N N N 13.815 2.253  19.610 2.335  4.409  -2.142 H5    DXW 29 
DXW H6    H6    H 0 1 N N N 13.481 3.680  20.649 1.037  4.515  -0.929 H6    DXW 30 
DXW H7    H7    H 0 1 N N N 15.157 3.049  20.500 2.652  5.170  -0.565 H7    DXW 31 
DXW H8    H8    H 0 1 N N N 10.556 2.059  24.027 0.867  -0.665 1.088  H8    DXW 32 
DXW H9    H9    H 0 1 N N N 11.104 0.775  25.166 0.166  -0.122 -0.456 H9    DXW 33 
DXW H10   H10   H 0 1 N N N 10.013 0.362  22.375 2.019  -1.325 -1.668 H10   DXW 34 
DXW H11   H11   H 0 1 N N N 7.868  -0.345 23.563 0.548  -3.094 -1.714 H11   DXW 35 
DXW H12   H12   H 0 1 N N N 9.274  -0.344 26.252 1.122  -3.914 1.137  H12   DXW 36 
DXW H13   H13   H 0 1 N N N 7.985  -1.397 25.663 1.237  -4.881 -0.365 H13   DXW 37 
DXW H14   H14   H 0 1 N N N 9.477  -2.721 24.729 3.266  -3.878 -0.893 H14   DXW 38 
DXW H16   H16   H 0 1 N N N 10.124 -2.029 22.747 3.865  -1.719 -0.284 H16   DXW 39 
DXW H17   H17   H 0 1 N N N 11.592 -1.490 23.587 2.855  -1.828 1.191  H17   DXW 40 
DXW H18   H18   H 0 1 N N N 6.488  1.334  23.540 -1.747 -2.867 -1.623 H18   DXW 41 
DXW H19   H19   H 0 1 N N N 6.467  0.958  25.279 -1.511 -4.180 -0.444 H19   DXW 42 
DXW H20   H20   H 0 1 N N N 7.461  3.649  24.210 -3.745 -3.226 -0.142 H20   DXW 43 
DXW H21   H21   H 0 1 N N N 5.730  3.357  24.605 -2.737 -2.803 1.263  H21   DXW 44 
DXW H22   H22   H 0 1 N N N 7.898  2.834  26.427 -2.312 -0.670 0.177  H22   DXW 45 
DXW H24   H24   H 0 1 N N N 5.772  1.858  27.046 -5.185 -1.312 0.315  H24   DXW 46 
DXW H25   H25   H 0 1 N N N 6.588  2.939  28.240 -4.177 -0.889 1.719  H25   DXW 47 
DXW H26   H26   H 0 1 N N N 3.175  6.573  27.564 -4.154 3.886  0.879  H26   DXW 48 
DXW H27   H27   H 0 1 N N N 1.639  4.453  27.137 -5.650 3.349  -1.204 H27   DXW 49 
DXW H28   H28   H 0 1 N N N 3.224  2.331  26.944 -5.785 0.659  -1.408 H28   DXW 50 
# 
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 
DXW C07   C04   SING N N 1  
DXW C04   C03   DOUB Y N 2  
DXW C04   C05   SING Y N 3  
DXW C03   C02   SING Y N 4  
DXW C05   C06   DOUB Y N 5  
DXW C02   N02   SING N N 6  
DXW C02   N01   DOUB Y N 7  
DXW "C3'" "C2'" SING N N 8  
DXW "C3'" C08   SING N N 9  
DXW "C3'" "C4'" SING N N 10 
DXW C06   N01   SING Y N 11 
DXW C06   C08   SING N N 12 
DXW "C2'" "N1'" SING N N 13 
DXW "C4'" O09   SING N N 14 
DXW "C4'" "C5'" SING N N 15 
DXW O09   C10   SING N N 16 
DXW C10   C11   SING N N 17 
DXW C11   N12   SING N N 18 
DXW "N1'" "C5'" SING N N 19 
DXW N12   C13   SING N N 20 
DXW C25   C24   SING Y N 21 
DXW C25   C22   DOUB Y N 22 
DXW C24   C23   DOUB Y N 23 
DXW C13   C22   SING N N 24 
DXW C22   O21   SING Y N 25 
DXW C23   O21   SING Y N 26 
DXW N02   H1    SING N N 27 
DXW N02   H2    SING N N 28 
DXW C03   H3    SING N N 29 
DXW C05   H4    SING N N 30 
DXW C07   H5    SING N N 31 
DXW C07   H6    SING N N 32 
DXW C07   H7    SING N N 33 
DXW C08   H8    SING N N 34 
DXW C08   H9    SING N N 35 
DXW "C3'" H10   SING N N 36 
DXW "C4'" H11   SING N N 37 
DXW "C5'" H12   SING N N 38 
DXW "C5'" H13   SING N N 39 
DXW "N1'" H14   SING N N 40 
DXW "C2'" H16   SING N N 41 
DXW "C2'" H17   SING N N 42 
DXW C10   H18   SING N N 43 
DXW C10   H19   SING N N 44 
DXW C11   H20   SING N N 45 
DXW C11   H21   SING N N 46 
DXW N12   H22   SING N N 47 
DXW C13   H24   SING N N 48 
DXW C13   H25   SING N N 49 
DXW C23   H26   SING N N 50 
DXW C24   H27   SING N N 51 
DXW C25   H28   SING N N 52 
# 
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 
DXW SMILES           ACDLabs              12.01 "n1c(N)cc(cc1CC3CNCC3OCCNCc2occc2)C"                                                                                                                            
DXW InChI            InChI                1.03  "InChI=1S/C18H26N4O2/c1-13-7-15(22-18(19)8-13)9-14-10-21-12-17(14)24-6-4-20-11-16-3-2-5-23-16/h2-3,5,7-8,14,17,20-21H,4,6,9-12H2,1H3,(H2,19,22)/t14-,17+/m0/s1" 
DXW InChIKey         InChI                1.03  JGPWHIBNRITPFL-WMLDXEAASA-N                                                                                                                                     
DXW SMILES_CANONICAL CACTVS               3.370 "Cc1cc(N)nc(C[C@H]2CNC[C@H]2OCCNCc3occc3)c1"                                                                                                                    
DXW SMILES           CACTVS               3.370 "Cc1cc(N)nc(C[CH]2CNC[CH]2OCCNCc3occc3)c1"                                                                                                                      
DXW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)C[C@H]2CNC[C@H]2OCCNCc3ccco3"                                                                                                                    
DXW SMILES           "OpenEye OEToolkits" 1.7.2 "Cc1cc(nc(c1)N)CC2CNCC2OCCNCc3ccco3"                                                                                                                            
# 
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 
DXW "SYSTEMATIC NAME" ACDLabs              12.01 "6-{[(3S,4S)-4-{2-[(furan-2-ylmethyl)amino]ethoxy}pyrrolidin-3-yl]methyl}-4-methylpyridin-2-amine" 
DXW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "6-[[(3S,4S)-4-[2-(furan-2-ylmethylamino)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 
DXW "Create component" 2011-10-18 RCSB 
# 
