data_BPF
# 
_chem_comp.id                                    BPF 
_chem_comp.name                                  2,5-BIS{[4-(N-ETHYLAMIDINO)]PHENYL}FURAN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DB185; FURAMIDINE DERIVATIVE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        358.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BPF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        360D 
_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 
BPF C1     C1     C 0 1 Y N N 8.366  23.646 7.244  0.462  0.016  -2.526  C1     BPF 1  
BPF C2     C2     C 0 1 Y N N 7.803  24.480 6.285  -0.912 0.000  -2.781  C2     BPF 2  
BPF C3     C3     C 0 1 Y N N 8.583  24.968 5.244  -1.369 -0.030 -4.073  C3     BPF 3  
BPF C4     C4     C 0 1 Y N N 9.927  24.622 5.161  -0.461 -0.045 -5.135  C4     BPF 4  
BPF C5     C5     C 0 1 Y N N 10.490 23.788 6.120  0.912  -0.029 -4.881  C5     BPF 5  
BPF C6     C6     C 0 1 Y N N 9.710  23.300 7.162  1.370  0.007  -3.590  C6     BPF 6  
BPF O1     O1     O 0 1 Y N N 8.220  22.237 9.287  0.188  0.065  -0.029  O1     BPF 7  
BPF CA     CA     C 0 1 Y N N 7.631  23.078 8.307  0.954  0.049  -1.136  CA     BPF 8  
BPF CB     CB     C 0 1 Y N N 6.254  23.222 8.621  2.263  0.067  -0.753  CB     BPF 9  
BPF "CB'"  "CB'"  C 0 1 Y N N 5.992  22.470 9.797  2.279  0.101  0.647   "CB'"  BPF 10 
BPF "CA'"  "CA'"  C 0 1 Y N N 7.207  21.860 10.208 0.979  0.094  1.060   "CA'"  BPF 11 
BPF C7     C7     C 0 1 N N N 10.815 25.029 4.137  -0.955 -0.078 -6.530  C7     BPF 12 
BPF N1     N1     N 0 1 N N N 11.650 24.139 3.563  -2.238 -0.093 -6.768  N1     BPF 13 
BPF N2     N2     N 0 1 N N N 10.863 26.312 3.704  -0.066 -0.092 -7.570  N2     BPF 14 
BPF C8     C8     C 0 1 N N N 11.633 26.844 2.791  -0.496 -0.020 -8.788  C8     BPF 15 
BPF C9     C9     C 0 1 N N N 10.961 27.963 1.973  0.467  -0.171 -9.937  C9     BPF 16 
BPF "C1'"  "C1'"  C 0 1 Y N N 7.448  20.995 11.295 0.518  0.119  2.461   "C1'"  BPF 17 
BPF "C2'"  "C2'"  C 0 1 Y N N 6.530  20.575 12.250 -0.850 0.114  2.747   "C2'"  BPF 18 
BPF "C3'"  "C3'"  C 0 1 Y N N 6.933  19.732 13.279 -1.277 0.137  4.050   "C3'"  BPF 19 
BPF "C4'"  "C4'"  C 0 1 Y N N 8.255  19.308 13.352 -0.346 0.166  5.090   "C4'"  BPF 20 
BPF "C5'"  "C5'"  C 0 1 Y N N 9.173  19.728 12.397 1.021  0.176  4.805   "C5'"  BPF 21 
BPF "C6'"  "C6'"  C 0 1 Y N N 8.770  20.572 11.369 1.450  0.148  3.503   "C6'"  BPF 22 
BPF "C7'"  "C7'"  C 0 1 N N N 8.798  18.491 14.369 -0.808 0.190  6.495   "C7'"  BPF 23 
BPF "N1'"  "N1'"  N 0 1 N N N 10.102 18.595 14.683 -2.157 0.185  6.777   "N1'"  BPF 24 
BPF "N2'"  "N2'"  N 0 1 N N N 8.047  17.614 15.077 0.060  0.216  7.466   "N2'"  BPF 25 
BPF "C8'"  "C8'"  C 0 1 N N N 8.418  16.847 16.075 -0.389 0.090  8.855   "C8'"  BPF 26 
BPF "C9'"  "C9'"  C 0 1 N N N 7.409  16.831 17.242 0.174  -1.197 9.458   "C9'"  BPF 27 
BPF H2     H2     H 0 1 N N N 6.759  24.749 6.349  -1.614 0.010  -1.960  H2     BPF 28 
BPF H3     H3     H 0 1 N N N 8.145  25.616 4.499  -2.430 -0.043 -4.271  H3     BPF 29 
BPF H5     H5     H 0 1 N N N 11.534 23.519 6.056  1.613  -0.041 -5.703  H5     BPF 30 
BPF H6     H6     H 0 1 N N N 10.148 22.653 7.907  2.432  0.020  -3.394  H6     BPF 31 
BPF HB     HB     H 0 1 N N N 5.533  23.801 8.064  3.124  0.061  -1.406  HB     BPF 32 
BPF "HB'"  "HB'"  H 0 1 N N N 5.036  22.378 10.292 3.154  0.123  1.280   "HB'"  BPF 33 
BPF HN1    HN1    H 0 1 N N N 12.198 24.601 2.866  -2.563 -0.043 -7.680  HN1    BPF 34 
BPF H8     H8     H 0 1 N N N 12.652 26.526 2.625  -1.545 0.147  -8.982  H8     BPF 35 
BPF H91    1H9    H 0 1 N N N 9.993  27.607 1.591  -0.072 -0.082 -10.879 H91    BPF 36 
BPF H92    2H9    H 0 1 N N N 11.609 28.240 1.128  1.227  0.607  -9.879  H92    BPF 37 
BPF H93    3H9    H 0 1 N N N 10.801 28.842 2.615  0.946  -1.149 -9.883  H93    BPF 38 
BPF "H2'"  "H2'"  H 0 1 N N N 5.503  20.904 12.193 -1.570 0.091  1.943   "H2'"  BPF 39 
BPF "H3'"  "H3'"  H 0 1 N N N 6.219  19.406 14.022 -2.334 0.133  4.271   "H3'"  BPF 40 
BPF "H5'"  "H5'"  H 0 1 N N N 10.200 19.398 12.454 1.740  0.199  5.610   "H5'"  BPF 41 
BPF "H6'"  "H6'"  H 0 1 N N N 9.484  20.899 10.628 2.507  0.152  3.283   "H6'"  BPF 42 
BPF HN11   1HN1   H 0 0 N N N 10.753 19.219 14.251 -2.801 0.048  6.064   HN11   BPF 43 
BPF HN12   2HN1   H 0 0 N N N 10.317 17.950 15.417 -2.463 0.318  7.688   HN12   BPF 44 
BPF "H8'1" "1H8'" H 0 0 N N N 9.363  17.252 16.465 -1.478 0.057  8.882   "H8'1" BPF 45 
BPF "H8'2" "2H8'" H 0 0 N N N 8.523  15.819 15.698 -0.037 0.946  9.430   "H8'2" BPF 46 
BPF "H9'1" "1H9'" H 0 0 N N N 6.783  15.929 17.173 -0.160 -1.291 10.491  "H9'1" BPF 47 
BPF "H9'2" "2H9'" H 0 0 N N N 6.771  17.725 17.187 -0.177 -2.053 8.883   "H9'2" BPF 48 
BPF "H9'3" "3H9'" H 0 0 N N N 7.953  16.827 18.198 1.263  -1.164 9.431   "H9'3" BPF 49 
# 
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 
BPF C1    C2     DOUB Y N 1  
BPF C1    C6     SING Y N 2  
BPF C1    CA     SING N N 3  
BPF C2    C3     SING Y N 4  
BPF C2    H2     SING N N 5  
BPF C3    C4     DOUB Y N 6  
BPF C3    H3     SING N N 7  
BPF C4    C5     SING Y N 8  
BPF C4    C7     SING N N 9  
BPF C5    C6     DOUB Y N 10 
BPF C5    H5     SING N N 11 
BPF C6    H6     SING N N 12 
BPF O1    CA     SING Y N 13 
BPF O1    "CA'"  SING Y N 14 
BPF CA    CB     DOUB Y N 15 
BPF CB    "CB'"  SING Y N 16 
BPF CB    HB     SING N N 17 
BPF "CB'" "CA'"  DOUB Y N 18 
BPF "CB'" "HB'"  SING N N 19 
BPF "CA'" "C1'"  SING N N 20 
BPF C7    N1     DOUB N Z 21 
BPF C7    N2     SING N N 22 
BPF N1    HN1    SING N N 23 
BPF N2    C8     DOUB N N 24 
BPF C8    C9     SING N N 25 
BPF C8    H8     SING N N 26 
BPF C9    H91    SING N N 27 
BPF C9    H92    SING N N 28 
BPF C9    H93    SING N N 29 
BPF "C1'" "C2'"  DOUB Y N 30 
BPF "C1'" "C6'"  SING Y N 31 
BPF "C2'" "C3'"  SING Y N 32 
BPF "C2'" "H2'"  SING N N 33 
BPF "C3'" "C4'"  DOUB Y N 34 
BPF "C3'" "H3'"  SING N N 35 
BPF "C4'" "C5'"  SING Y N 36 
BPF "C4'" "C7'"  SING N N 37 
BPF "C5'" "C6'"  DOUB Y N 38 
BPF "C5'" "H5'"  SING N N 39 
BPF "C6'" "H6'"  SING N N 40 
BPF "C7'" "N1'"  SING N N 41 
BPF "C7'" "N2'"  DOUB N Z 42 
BPF "N1'" HN11   SING N N 43 
BPF "N1'" HN12   SING N N 44 
BPF "N2'" "C8'"  SING N N 45 
BPF "C8'" "C9'"  SING N N 46 
BPF "C8'" "H8'1" SING N N 47 
BPF "C8'" "H8'2" SING N N 48 
BPF "C9'" "H9'1" SING N N 49 
BPF "C9'" "H9'2" SING N N 50 
BPF "C9'" "H9'3" SING N N 51 
# 
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 
BPF SMILES           ACDLabs              10.04 [N@H]=C(/N=C/C)c3ccc(c2oc(c1ccc(/C(=N/CC)N)cc1)cc2)cc3                                                                                                                          
BPF InChI            InChI                1.02b InChI=1/C22H22N4O/c1-3-25-21(23)17-9-5-15(6-10-17)19-13-14-20(27-19)16-7-11-18(12-8-16)22(24)26-4-2/h3,5-14,23H,4H2,1-2H3,(H2,24,26)/b23-21-,25-3+/f/h24H2/b23-21-,25-3+,26-22- 
BPF InChIKey         InChI                1.02b HAPAECYJTWTWGL-KTJMOBAPDM                                                                                                                                                       
BPF SMILES_CANONICAL CACTVS               3.341 CCN=C(N)c1ccc(cc1)c2oc(cc2)c3ccc(cc3)C(=N)N=CC                                                                                                                                  
BPF SMILES           CACTVS               3.341 CCN=C(N)c1ccc(cc1)c2oc(cc2)c3ccc(cc3)C(=N)N=CC                                                                                                                                  
BPF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)c2ccc(o2)c3ccc(cc3)/C(=N/CC)/N)\N=CC                                                                                                                         
BPF SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)c2ccc(o2)c3ccc(cc3)C(=NCC)N)N=CC                                                                                                                               
# 
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 
BPF "SYSTEMATIC NAME" ACDLabs              10.04 "4-{5-[4-(N'-ethylcarbamimidoyl)phenyl]furan-2-yl}-N-[(1E)-ethylidene]benzenecarboximidamide" 
BPF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[5-[4-(N'-ethylcarbamimidoyl)phenyl]furan-2-yl]-N-ethylidene-benzenecarboximidamide"       
# 
