data_DF1
# 
_chem_comp.id                                    DF1 
_chem_comp.name                                  (2R)-1-[(5,6-DIPHENYL-7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)AMINO]PROPAN-2-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-09 
_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                        344.410 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DF1 
_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        2BRN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
DF1 C17  C17  C 0 1 Y N N 3.891  -6.935 18.934 1.783  1.155  -0.916 C17  DF1 1  
DF1 C18  C18  C 0 1 Y N N 3.684  -8.180 18.324 3.145  1.227  -0.709 C18  DF1 2  
DF1 C19  C19  C 0 1 Y N N 2.703  -8.323 17.339 3.789  0.251  0.029  C19  DF1 3  
DF1 C20  C20  C 0 1 Y N N 1.929  -7.224 16.965 3.072  -0.803 0.565  C20  DF1 4  
DF1 C21  C21  C 0 1 Y N N 2.143  -5.978 17.570 1.709  -0.884 0.371  C21  DF1 5  
DF1 C15  C15  C 0 1 Y N N 3.126  -5.834 18.554 1.055  0.094  -0.377 C15  DF1 6  
DF1 C7   C7   C 0 1 Y N N 3.329  -4.581 19.161 -0.406 0.010  -0.594 C7   DF1 7  
DF1 C6   C6   C 0 1 Y N N 4.521  -3.842 19.132 -1.450 0.008  0.435  C6   DF1 8  
DF1 C4   C4   C 0 1 Y N N 5.826  -4.104 18.742 -1.454 0.062  1.837  C4   DF1 9  
DF1 N10  N10  N 0 1 N N N 6.161  -5.300 18.163 -0.270 0.153  2.546  N10  DF1 10 
DF1 C11  C11  C 0 1 N N N 6.683  -5.355 16.767 -0.296 0.214  4.010  C11  DF1 11 
DF1 C12  C12  C 0 1 N N R 8.111  -4.750 16.816 1.135  0.309  4.542  C12  DF1 12 
DF1 C14  C14  C 0 1 N N N 9.049  -5.449 15.829 1.108  0.374  6.070  C14  DF1 13 
DF1 O13  O13  O 0 1 N N N 8.084  -3.306 16.628 1.874  -0.840 4.126  O13  DF1 14 
DF1 N3   N3   N 0 1 Y N N 6.771  -3.162 18.938 -2.625 0.030  2.467  N3   DF1 15 
DF1 C2   C2   C 0 1 Y N N 6.459  -1.994 19.531 -3.757 -0.055 1.793  C2   DF1 16 
DF1 N1   N1   N 0 1 Y N N 5.208  -1.734 19.908 -3.800 -0.114 0.479  N1   DF1 17 
DF1 C5   C5   C 0 1 Y N N 4.236  -2.630 19.729 -2.679 -0.088 -0.241 C5   DF1 18 
DF1 N9   N9   N 0 1 Y N N 2.907  -2.602 20.053 -2.416 -0.133 -1.584 N9   DF1 19 
DF1 C8   C8   C 0 1 Y N N 2.310  -3.753 19.643 -1.059 -0.074 -1.807 C8   DF1 20 
DF1 C16  C16  C 0 1 Y N N 0.966  -4.082 19.880 -0.407 -0.099 -3.131 C16  DF1 21 
DF1 C22  C22  C 0 1 Y N N 0.452  -5.344 19.532 -0.691 0.893  -4.071 C22  DF1 22 
DF1 C23  C23  C 0 1 Y N N -0.886 -5.648 19.817 -0.078 0.864  -5.306 C23  DF1 23 
DF1 C24  C24  C 0 1 Y N N -1.666 -4.751 20.554 0.816  -0.145 -5.615 C24  DF1 24 
DF1 C25  C25  C 0 1 Y N N -1.118 -3.536 20.973 1.102  -1.132 -4.688 C25  DF1 25 
DF1 C26  C26  C 0 1 Y N N 0.198  -3.218 20.643 0.500  -1.112 -3.447 C26  DF1 26 
DF1 H17  H17  H 0 1 N N N 4.661  -6.827 19.716 1.282  1.918  -1.493 H17  DF1 27 
DF1 H18  H18  H 0 1 N N N 4.296  -9.048 18.622 3.711  2.048  -1.126 H18  DF1 28 
DF1 H19  H19  H 0 1 N N N 2.541  -9.302 16.858 4.856  0.312  0.188  H19  DF1 29 
DF1 H20  H20  H 0 1 N N N 1.149  -7.336 16.193 3.581  -1.562 1.141  H20  DF1 30 
DF1 H21  H21  H 0 1 N N N 1.534  -5.109 17.269 1.150  -1.708 0.790  H21  DF1 31 
DF1 H10  H10  H 0 1 N N N 6.052  -6.164 18.694 0.577  0.175  2.075  H10  DF1 32 
DF1 H111 1H11 H 0 0 N N N 6.016  -4.859 16.024 -0.771 -0.684 4.403  H111 DF1 33 
DF1 H112 2H11 H 0 0 N N N 6.649  -6.376 16.320 -0.860 1.091  4.327  H112 DF1 34 
DF1 H12  H12  H 0 1 N N N 8.512  -4.939 17.839 1.609  1.208  4.149  H12  DF1 35 
DF1 H141 1H14 H 0 0 N N N 10.075 -5.014 15.864 2.127  0.441  6.449  H141 DF1 36 
DF1 H142 2H14 H 0 0 N N N 8.635  -5.436 14.794 0.543  1.251  6.387  H142 DF1 37 
DF1 H143 3H14 H 0 0 N N N 9.067  -6.552 15.994 0.633  -0.525 6.463  H143 DF1 38 
DF1 H13  H13  H 0 1 N N N 8.958  -2.936 16.658 1.422  -1.611 4.495  H13  DF1 39 
DF1 H2   H2   H 0 1 N N N 7.248  -1.244 19.707 -4.687 -0.079 2.342  H2   DF1 40 
DF1 H9   H9   H 0 1 N N N 2.435  -1.834 20.530 -3.090 -0.197 -2.278 H9   DF1 41 
DF1 H22  H22  H 0 1 N N N 1.098  -6.089 19.038 -1.389 1.682  -3.832 H22  DF1 42 
DF1 H23  H23  H 0 1 N N N -1.324 -6.595 19.460 -0.296 1.631  -6.035 H23  DF1 43 
DF1 H24  H24  H 0 1 N N N -2.711 -5.002 20.804 1.293  -0.163 -6.584 H24  DF1 44 
DF1 H25  H25  H 0 1 N N N -1.726 -2.830 21.564 1.801  -1.917 -4.936 H25  DF1 45 
DF1 H26  H26  H 0 1 N N N 0.633  -2.267 20.993 0.724  -1.883 -2.725 H26  DF1 46 
# 
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 
DF1 C17 C18  DOUB Y N 1  
DF1 C17 C15  SING Y N 2  
DF1 C17 H17  SING N N 3  
DF1 C18 C19  SING Y N 4  
DF1 C18 H18  SING N N 5  
DF1 C19 C20  DOUB Y N 6  
DF1 C19 H19  SING N N 7  
DF1 C20 C21  SING Y N 8  
DF1 C20 H20  SING N N 9  
DF1 C21 C15  DOUB Y N 10 
DF1 C21 H21  SING N N 11 
DF1 C15 C7   SING N N 12 
DF1 C7  C6   SING Y N 13 
DF1 C7  C8   DOUB Y N 14 
DF1 C6  C4   DOUB Y N 15 
DF1 C6  C5   SING Y N 16 
DF1 C4  N10  SING N N 17 
DF1 C4  N3   SING Y N 18 
DF1 N10 C11  SING N N 19 
DF1 N10 H10  SING N N 20 
DF1 C11 C12  SING N N 21 
DF1 C11 H111 SING N N 22 
DF1 C11 H112 SING N N 23 
DF1 C12 C14  SING N N 24 
DF1 C12 O13  SING N N 25 
DF1 C12 H12  SING N N 26 
DF1 C14 H141 SING N N 27 
DF1 C14 H142 SING N N 28 
DF1 C14 H143 SING N N 29 
DF1 O13 H13  SING N N 30 
DF1 N3  C2   DOUB Y N 31 
DF1 C2  N1   SING Y N 32 
DF1 C2  H2   SING N N 33 
DF1 N1  C5   DOUB Y N 34 
DF1 C5  N9   SING Y N 35 
DF1 N9  C8   SING Y N 36 
DF1 N9  H9   SING N N 37 
DF1 C8  C16  SING N N 38 
DF1 C16 C22  DOUB Y N 39 
DF1 C16 C26  SING Y N 40 
DF1 C22 C23  SING Y N 41 
DF1 C22 H22  SING N N 42 
DF1 C23 C24  DOUB Y N 43 
DF1 C23 H23  SING N N 44 
DF1 C24 C25  SING Y N 45 
DF1 C24 H24  SING N N 46 
DF1 C25 C26  DOUB Y N 47 
DF1 C25 H25  SING N N 48 
DF1 C26 H26  SING N N 49 
# 
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 
DF1 SMILES           ACDLabs              10.04 n1c3c(c(nc1)NCC(O)C)c(c(c2ccccc2)n3)c4ccccc4                                                                                                                       
DF1 InChI            InChI                1.02b InChI=1/C21H20N4O/c1-14(26)12-22-20-18-17(15-8-4-2-5-9-15)19(16-10-6-3-7-11-16)25-21(18)24-13-23-20/h2-11,13-14,26H,12H2,1H3,(H2,22,23,24,25)/t14-/m1/s1/f/h22,25H 
DF1 InChIKey         InChI                1.02b VBASHTSSQNDDAS-XLXMRRLPDW                                                                                                                                          
DF1 SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)CNc1ncnc2[nH]c(c3ccccc3)c(c4ccccc4)c12                                                                                                                   
DF1 SMILES           CACTVS               3.341 C[CH](O)CNc1ncnc2[nH]c(c3ccccc3)c(c4ccccc4)c12                                                                                                                     
DF1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CNc1c2c(c([nH]c2ncn1)c3ccccc3)c4ccccc4)O                                                                                                                    
DF1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(CNc1c2c(c([nH]c2ncn1)c3ccccc3)c4ccccc4)O                                                                                                                        
# 
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 
DF1 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-1-[(5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-2-ol 
DF1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-1-[(5,6-diphenyl-7H-pyrrolo[3,2-e]pyrimidin-4-yl)amino]propan-2-ol 
# 
