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 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 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 Y 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 Y 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 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" DF1 InChI InChI 1.03 "InChI=1S/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" DF1 InChIKey InChI 1.03 VBASHTSSQNDDAS-CQSZACIVSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DF1 "Create component" 2005-05-09 EBI DF1 "Modify aromatic_flag" 2011-06-04 RCSB DF1 "Modify descriptor" 2011-06-04 RCSB #