data_DF2 # _chem_comp.id DF2 _chem_comp.name "(2R)-3-{[(4Z)-5,6-DIPHENYL-6,7-DIHYDRO-4H-PYRROLO[2,3-D]PYRIMIDIN-4-YLIDENE]AMINO}PROPANE-1,2-DIOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 N4 O2" _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 360.409 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DF2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2BRO _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 DF2 C2 C2 C 0 1 Y N N 6.008 -2.244 19.494 3.504 3.230 -2.020 C2 DF2 1 DF2 C10 C10 C 0 1 Y N N 2.017 -4.258 19.564 5.579 -0.576 -1.159 C10 DF2 2 DF2 C11 C11 C 0 1 Y N N 0.675 -4.577 19.762 6.531 -1.664 -1.137 C11 DF2 3 DF2 C12 C12 C 0 1 Y N N 0.031 -5.633 19.118 6.409 -2.711 -2.049 C12 DF2 4 DF2 C13 C13 C 0 1 Y N N -1.325 -5.903 19.363 7.328 -3.761 -2.028 C13 DF2 5 DF2 C14 C14 C 0 1 Y N N -2.048 -5.090 20.250 8.366 -3.761 -1.096 C14 DF2 6 DF2 C15 C15 C 0 1 Y N N -1.414 -4.025 20.872 8.485 -2.711 -0.185 C15 DF2 7 DF2 C16 C16 C 0 1 Y N N -0.061 -3.770 20.631 7.566 -1.662 -0.205 C16 DF2 8 DF2 C19 C19 C 0 1 Y N N 2.413 -6.585 17.124 2.999 -2.395 -0.083 C19 DF2 9 DF2 C20 C20 C 0 1 Y N N 2.389 -7.945 16.775 2.476 -3.348 0.791 C20 DF2 10 DF2 C21 C21 C 0 1 Y N N 2.826 -8.949 17.661 2.795 -3.300 2.148 C21 DF2 11 DF2 C22 C22 C 0 1 Y N N 3.339 -8.759 18.919 3.638 -2.298 2.631 C22 DF2 12 DF2 N1 N1 N 0 1 Y N N 4.764 -2.110 19.920 4.644 2.606 -2.382 N1 DF2 13 DF2 C26 C26 C 0 1 N N N 8.648 -5.460 15.685 0.402 0.787 2.957 C26 DF2 14 DF2 C6 C6 C 0 1 Y N N 3.848 -3.058 19.686 4.755 1.413 -1.773 C6 DF2 15 DF2 C5 C5 C 0 1 Y N N 4.191 -4.227 19.005 3.850 0.848 -0.883 C5 DF2 16 DF2 O27 O27 O 0 1 N N N 7.840 -6.548 15.226 -0.481 0.088 3.830 O27 DF2 17 DF2 N9 N9 N 0 1 N N N 6.029 -5.385 17.991 1.732 1.113 0.297 N9 DF2 18 DF2 C4 C4 C 0 1 Y N N 5.528 -4.336 18.605 2.695 1.588 -0.578 C4 DF2 19 DF2 N3 N3 N 0 1 Y N N 6.400 -3.352 18.869 2.540 2.806 -1.173 N3 DF2 20 DF2 N90 N90 N 0 1 Y N N 2.540 -3.106 19.975 5.797 0.537 -1.930 N90 DF2 21 DF2 C17 C17 C 0 1 Y N N 3.350 -7.380 19.167 4.161 -1.345 1.757 C17 DF2 22 DF2 C1 C1 C 0 1 Y N N 3.019 -4.996 18.938 4.379 -0.411 -0.499 C1 DF2 23 DF2 C18 C18 C 0 1 Y N N 2.905 -6.305 18.383 3.841 -1.394 0.401 C18 DF2 24 DF2 C23 C23 C 0 1 N N R 7.750 -4.582 16.538 -0.321 1.066 1.643 C23 DF2 25 DF2 C8 C8 C 0 1 N N N 7.467 -5.401 17.808 0.531 1.841 0.638 C8 DF2 26 DF2 O24 O24 O 0 1 N N N 8.335 -3.264 16.836 -0.723 -0.180 1.073 O24 DF2 27 DF2 H2 H2 H 0 1 N N N 6.731 -1.427 19.659 3.338 4.203 -2.470 H2 DF2 28 DF2 H12 H12 H 0 1 N N N 0.593 -6.263 18.408 5.605 -2.725 -2.781 H12 DF2 29 DF2 H13 H13 H 0 1 N N N -1.820 -6.751 18.860 7.234 -4.578 -2.737 H13 DF2 30 DF2 H14 H14 H 0 1 N N N -3.113 -5.297 20.451 9.081 -4.578 -1.079 H14 DF2 31 DF2 H15 H15 H 0 1 N N N -1.980 -3.376 21.561 9.293 -2.711 0.541 H15 DF2 32 DF2 H16 H16 H 0 1 N N N 0.431 -2.921 21.134 7.673 -0.851 0.511 H16 DF2 33 DF2 H19 H19 H 0 1 N N N 2.063 -5.795 16.439 2.740 -2.445 -1.138 H19 DF2 34 DF2 H20 H20 H 0 1 N N N 2.017 -8.236 15.778 1.819 -4.126 0.415 H20 DF2 35 DF2 H21 H21 H 0 1 N N N 2.748 -9.991 17.308 2.389 -4.042 2.828 H21 DF2 36 DF2 H22 H22 H 0 1 N N N 3.681 -9.548 19.610 3.887 -2.261 3.687 H22 DF2 37 DF2 H261 1H26 H 0 0 N N N 9.573 -5.790 16.214 0.698 1.718 3.449 H261 DF2 38 DF2 H262 2H26 H 0 0 N N N 9.151 -4.905 14.859 1.283 0.155 2.804 H262 DF2 39 DF2 H27 H27 H 0 1 N N N 8.402 -7.097 14.692 -0.181 0.273 4.733 H27 DF2 40 DF2 H90 H90 H 0 1 N N N 2.020 -2.364 20.444 6.601 0.694 -2.523 H90 DF2 41 DF2 H17 H17 H 0 1 N N N 3.780 -7.092 20.141 4.817 -0.572 2.149 H17 DF2 42 DF2 H23 H23 H 0 1 N N N 6.788 -4.427 15.995 -1.240 1.627 1.848 H23 DF2 43 DF2 H8C1 1H8C H 0 0 N N N 7.898 -6.429 17.777 -0.039 2.011 -0.282 H8C1 DF2 44 DF2 H8C2 2H8C H 0 0 N N N 8.031 -5.043 18.701 0.807 2.818 1.048 H8C2 DF2 45 DF2 H24 H24 H 0 1 N N N 8.510 -2.758 16.051 -1.490 0.011 0.512 H24 DF2 46 DF2 HN1 HN1 H 0 1 N N N 5.791 -6.189 18.537 1.876 0.205 0.724 HN1 DF2 47 # 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 DF2 C2 N1 SING Y N 1 DF2 C2 N3 DOUB Y N 2 DF2 C2 H2 SING N N 3 DF2 C10 C11 SING Y N 4 DF2 C10 N90 SING Y N 5 DF2 C10 C1 DOUB Y N 6 DF2 C11 C12 DOUB Y N 7 DF2 C11 C16 SING Y N 8 DF2 C12 C13 SING Y N 9 DF2 C12 H12 SING N N 10 DF2 C13 C14 DOUB Y N 11 DF2 C13 H13 SING N N 12 DF2 C14 C15 SING Y N 13 DF2 C14 H14 SING N N 14 DF2 C15 C16 DOUB Y N 15 DF2 C15 H15 SING N N 16 DF2 C16 H16 SING N N 17 DF2 C19 C20 DOUB Y N 18 DF2 C19 C18 SING Y N 19 DF2 C19 H19 SING N N 20 DF2 C20 C21 SING Y N 21 DF2 C20 H20 SING N N 22 DF2 C21 C22 DOUB Y N 23 DF2 C21 H21 SING N N 24 DF2 C22 C17 SING Y N 25 DF2 C22 H22 SING N N 26 DF2 N1 C6 DOUB Y N 27 DF2 C26 O27 SING N N 28 DF2 C26 C23 SING N N 29 DF2 C26 H261 SING N N 30 DF2 C26 H262 SING N N 31 DF2 C6 C5 SING Y N 32 DF2 C6 N90 SING Y N 33 DF2 C5 C4 DOUB Y N 34 DF2 C5 C1 SING Y N 35 DF2 O27 H27 SING N N 36 DF2 N9 C4 SING N Z 37 DF2 N9 C8 SING N N 38 DF2 C4 N3 SING Y N 39 DF2 N90 H90 SING N N 40 DF2 C17 C18 DOUB Y N 41 DF2 C17 H17 SING N N 42 DF2 C1 C18 SING Y N 43 DF2 C23 C8 SING N N 44 DF2 C23 O24 SING N N 45 DF2 C23 H23 SING N N 46 DF2 C8 H8C1 SING N N 47 DF2 C8 H8C2 SING N N 48 DF2 O24 H24 SING N N 49 DF2 HN1 N9 SING N N 50 # 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 DF2 SMILES ACDLabs 10.04 "n1c3c(c(nc1)NCC(O)CO)c(c(c2ccccc2)n3)c4ccccc4" DF2 SMILES_CANONICAL CACTVS 3.341 "OC[C@H](O)CNc1ncnc2[nH]c(c3ccccc3)c(c4ccccc4)c12" DF2 SMILES CACTVS 3.341 "OC[CH](O)CNc1ncnc2[nH]c(c3ccccc3)c(c4ccccc4)c12" DF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2c3c([nH]c2c4ccccc4)ncnc3NC[C@H](CO)O" DF2 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)c2c3c([nH]c2c4ccccc4)ncnc3NCC(CO)O" DF2 InChI InChI 1.03 "InChI=1S/C21H20N4O2/c26-12-16(27)11-22-20-18-17(14-7-3-1-4-8-14)19(15-9-5-2-6-10-15)25-21(18)24-13-23-20/h1-10,13,16,26-27H,11-12H2,(H2,22,23,24,25)/t16-/m1/s1" DF2 InChIKey InChI 1.03 TWEONIHFGKSPLC-MRXNPFEDSA-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 DF2 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-3-[(5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propane-1,2-diol" DF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-3-[(5,6-diphenyl-7H-pyrrolo[3,2-e]pyrimidin-4-yl)amino]propane-1,2-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DF2 "Create component" 2005-05-09 EBI DF2 "Modify aromatic_flag" 2011-06-04 RCSB DF2 "Modify descriptor" 2011-06-04 RCSB #