data_D09
# 
_chem_comp.id                                    D09 
_chem_comp.name                                  "5-[(1E)-2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H16 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-08 
_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                        296.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D09 
_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        3K47 
_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 
D09 "C'1"  "C'1"  C 0 1 Y N N -6.710  1.021  13.343 2.808  0.295  -0.470 "C'1"  D09 1  
D09 "C'2"  "C'2"  C 0 1 Y N N -7.432  0.790  14.549 3.629  -0.287 0.507  "C'2"  D09 2  
D09 "C'3"  "C'3"  C 0 1 Y N N -8.810  1.049  14.586 4.875  -0.777 0.154  "C'3"  D09 3  
D09 "C'4"  "C'4"  C 0 1 Y N N -9.469  1.500  13.424 5.307  -0.693 -1.157 "C'4"  D09 4  
D09 "C'5"  "C'5"  C 0 1 Y N N -8.773  1.712  12.213 4.500  -0.120 -2.125 "C'5"  D09 5  
D09 "C'6"  "C'6"  C 0 1 Y N N -7.380  1.464  12.181 3.254  0.368  -1.792 "C'6"  D09 6  
D09 "N1'"  "N1'"  N 0 1 Y N N 0.293   3.351  13.621 -4.485 0.645  0.192  "N1'"  D09 7  
D09 C10    C10    C 0 1 N N N -4.848  -0.671 13.048 1.366  2.123  0.642  C10    D09 8  
D09 C11    C11    C 0 1 N N N -5.331  0.762  13.344 1.481  0.820  -0.105 C11    D09 9  
D09 C13    C13    C 0 1 N N N -6.918  -0.912 16.395 4.094  -0.973 2.735  C13    D09 10 
D09 O13    O13    O 0 1 N N N -6.739  0.370  15.678 3.204  -0.368 1.795  O13    D09 11 
D09 "C2'"  "C2'"  C 0 1 Y N N 0.051   4.649  13.875 -4.835 -0.625 0.062  "C2'"  D09 12 
D09 "N2'"  "N2'"  N 0 1 N N N 1.029   5.504  13.922 -6.174 -0.961 0.172  "N2'"  D09 13 
D09 "N3'"  "N3'"  N 0 1 Y N N -1.207  5.099  14.044 -3.953 -1.587 -0.171 "N3'"  D09 14 
D09 "C4'"  "C4'"  C 0 1 Y N N -2.265  4.251  13.990 -2.657 -1.310 -0.284 "C4'"  D09 15 
D09 "N4'"  "N4'"  N 0 1 N N N -3.484  4.763  14.202 -1.737 -2.314 -0.527 "N4'"  D09 16 
D09 "C5'"  "C5'"  C 0 1 Y N N -2.039  2.880  13.727 -2.246 0.021  -0.152 "C5'"  D09 17 
D09 "C6'"  "C6'"  C 0 1 Y N N -2.875  1.764  13.600 -0.955 0.728  -0.207 "C6'"  D09 18 
D09 "C7'"  "C7'"  C 0 1 Y N N -2.102  0.701  13.312 -1.244 2.039  0.004  "C7'"  D09 19 
D09 "C8'"  "C8'"  C 0 1 Y N N -0.717  2.441  13.533 -3.210 1.011  0.093  "C8'"  D09 20 
D09 "O8'"  "O8'"  O 0 1 Y N N -0.757  1.064  13.276 -2.569 2.189  0.178  "O8'"  D09 21 
D09 "C9'"  "C9'"  C 0 1 N N N -4.396  1.894  13.736 0.373  0.137  -0.440 "C9'"  D09 22 
D09 "H'3"  "H'3"  H 0 1 N N N -9.364  0.903  15.501 5.510  -1.225 0.904  "H'3"  D09 23 
D09 "H'4"  "H'4"  H 0 1 N N N -10.532 1.688  13.461 6.280  -1.077 -1.427 "H'4"  D09 24 
D09 "H'5"  "H'5"  H 0 1 N N N -9.293  2.056  11.331 4.846  -0.059 -3.146 "H'5"  D09 25 
D09 "H'6"  "H'6"  H 0 1 N N N -6.827  1.614  11.265 2.626  0.811  -2.550 "H'6"  D09 26 
D09 H10    H10    H 0 1 N N N -3.749  -0.704 13.087 1.218  2.937  -0.067 H10    D09 27 
D09 H10A   H10A   H 0 0 N N N -5.262  -1.360 13.799 0.517  2.077  1.324  H10A   D09 28 
D09 H10B   H10B   H 0 0 N N N -5.188  -0.973 12.046 2.279  2.298  1.211  H10B   D09 29 
D09 H13    H13    H 0 1 N N N -6.226  -0.955 17.249 5.026  -0.408 2.769  H13    D09 30 
D09 H13A   H13A   H 0 0 N N N -7.954  -0.987 16.758 3.633  -0.975 3.723  H13A   D09 31 
D09 H13B   H13B   H 0 0 N N N -6.708  -1.747 15.711 4.302  -1.999 2.430  H13B   D09 32 
D09 "HN2'" "HN2'" H 0 0 N N N 1.893   5.032  13.748 -6.835 -0.271 0.342  "HN2'" D09 33 
D09 HN2A   HN2A   H 0 0 N N N 0.888   6.210  13.227 -6.451 -1.886 0.080  HN2A   D09 34 
D09 "HN4'" "HN4'" H 0 0 N N N -3.408  5.745  14.375 -2.034 -3.233 -0.617 "HN4'" D09 35 
D09 HN4A   HN4A   H 0 0 N N N -4.054  4.610  13.395 -0.794 -2.099 -0.607 HN4A   D09 36 
D09 "H7'"  "H7'"  H 0 1 N N N -2.473  -0.297 13.133 -0.519 2.839  0.027  "H7'"  D09 37 
D09 "H9'"  "H9'"  H 0 1 N N N -4.814  2.813  14.120 0.457  -0.846 -0.880 "H9'"  D09 38 
# 
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 
D09 "C'6" "C'1"  DOUB Y N 1  
D09 "C'1" C11    SING N N 2  
D09 "C'1" "C'2"  SING Y N 3  
D09 "C'2" "C'3"  DOUB Y N 4  
D09 "C'2" O13    SING N N 5  
D09 "C'4" "C'3"  SING Y N 6  
D09 "C'3" "H'3"  SING N N 7  
D09 "C'5" "C'4"  DOUB Y N 8  
D09 "C'4" "H'4"  SING N N 9  
D09 "C'6" "C'5"  SING Y N 10 
D09 "C'5" "H'5"  SING N N 11 
D09 "C'6" "H'6"  SING N N 12 
D09 "C8'" "N1'"  DOUB Y N 13 
D09 "N1'" "C2'"  SING Y N 14 
D09 C10   C11    SING N N 15 
D09 C10   H10    SING N N 16 
D09 C10   H10A   SING N N 17 
D09 C10   H10B   SING N E 18 
D09 C11   "C9'"  DOUB N N 19 
D09 O13   C13    SING N N 20 
D09 C13   H13    SING N N 21 
D09 C13   H13A   SING N N 22 
D09 C13   H13B   SING N N 23 
D09 "C2'" "N2'"  SING N N 24 
D09 "C2'" "N3'"  DOUB Y N 25 
D09 "N2'" "HN2'" SING N N 26 
D09 "N2'" HN2A   SING N N 27 
D09 "C4'" "N3'"  SING Y N 28 
D09 "C5'" "C4'"  DOUB Y N 29 
D09 "C4'" "N4'"  SING N N 30 
D09 "N4'" "HN4'" SING N N 31 
D09 "N4'" HN4A   SING N N 32 
D09 "C8'" "C5'"  SING Y N 33 
D09 "C6'" "C5'"  SING Y N 34 
D09 "C7'" "C6'"  DOUB Y N 35 
D09 "C6'" "C9'"  SING N N 36 
D09 "O8'" "C7'"  SING Y N 37 
D09 "C7'" "H7'"  SING N N 38 
D09 "O8'" "C8'"  SING Y N 39 
D09 "C9'" "H9'"  SING N N 40 
# 
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 
D09 SMILES           ACDLabs              12.01 "n1c(c2c(nc1N)occ2\C=C(\c3ccccc3OC)C)N"                                                                                     
D09 SMILES_CANONICAL CACTVS               3.370 "COc1ccccc1\C(C)=C\c2coc3nc(N)nc(N)c23"                                                                                     
D09 SMILES           CACTVS               3.370 "COc1ccccc1C(C)=Cc2coc3nc(N)nc(N)c23"                                                                                       
D09 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C/C(=C\c1coc2c1c(nc(n2)N)N)/c3ccccc3OC"                                                                                    
D09 SMILES           "OpenEye OEToolkits" 1.7.0 "CC(=Cc1coc2c1c(nc(n2)N)N)c3ccccc3OC"                                                                                       
D09 InChI            InChI                1.03  "InChI=1S/C16H16N4O2/c1-9(11-5-3-4-6-12(11)21-2)7-10-8-22-15-13(10)14(17)19-16(18)20-15/h3-8H,1-2H3,(H4,17,18,19,20)/b9-7+" 
D09 InChIKey         InChI                1.03  JXICVPBZQSPDOK-VQHVLOKHSA-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 
D09 "SYSTEMATIC NAME" ACDLabs              12.01 "5-[(1E)-2-(2-methoxyphenyl)prop-1-en-1-yl]furo[2,3-d]pyrimidine-2,4-diamine" 
D09 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[(E)-2-(2-methoxyphenyl)prop-1-enyl]furo[2,3-d]pyrimidine-2,4-diamine"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
D09 "Create component"     2008-08-08 RCSB 
D09 "Other modification"   2010-11-17 RCSB 
D09 "Modify aromatic_flag" 2011-06-04 RCSB 
D09 "Modify descriptor"    2011-06-04 RCSB 
# 
