data_22A # _chem_comp.id 22A _chem_comp.name "7-({[2-hydroxy-1-(hydroxymethyl)ethyl]amino}methyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-21 _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 238.243 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 22A _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 3K8Q _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 22A N1 N1 N 0 1 N N N 13.582 8.613 55.803 3.402 1.668 -0.192 N1 22A 1 22A C2 C2 C 0 1 N N N 12.826 8.938 56.870 2.211 2.126 0.272 C2 22A 2 22A N3 N3 N 0 1 N N N 12.966 10.100 57.526 1.221 1.327 0.545 N3 22A 3 22A C4 C4 C 0 1 Y N N 13.912 10.984 57.112 1.338 -0.012 0.376 C4 22A 4 22A C5 C5 C 0 1 Y N N 14.634 10.758 55.917 2.543 -0.541 -0.101 C5 22A 5 22A C6 C6 C 0 1 N N N 14.556 9.424 55.329 3.598 0.347 -0.394 C6 22A 6 22A O6 O6 O 0 1 N N N 15.224 9.119 54.314 4.666 -0.070 -0.811 O6 22A 7 22A N7 N7 N 0 1 Y N N 15.639 11.788 55.783 2.389 -1.906 -0.176 N7 22A 8 22A C8 C8 C 0 1 Y N N 15.281 12.693 56.757 1.133 -2.229 0.237 C8 22A 9 22A C9 C9 C 0 1 Y N N 14.230 12.247 57.576 0.470 -1.105 0.579 C9 22A 10 22A "N1'" "N1'" N 0 1 N N N 14.638 12.827 59.854 -1.842 -0.646 -0.013 "N1'" 22A 11 22A C10 C10 C 0 1 N N N 13.667 12.979 58.768 -0.947 -1.031 1.086 C10 22A 12 22A "C2'" "C2'" C 0 1 N N N 14.831 11.513 60.476 -3.235 -0.563 0.445 "C2'" 22A 13 22A "C3'" "C3'" C 0 1 N N N 13.964 11.394 61.723 -3.492 0.818 1.050 "C3'" 22A 14 22A "C4'" "C4'" C 0 1 N N N 16.294 11.184 60.819 -4.176 -0.784 -0.740 "C4'" 22A 15 22A "O5'" "O5'" O 0 1 N N N 17.184 12.316 60.786 -4.023 0.285 -1.676 "O5'" 22A 16 22A "O6'" "O6'" O 0 1 N N N 13.940 12.612 62.498 -3.369 1.814 0.033 "O6'" 22A 17 22A HN1 HN1 H 0 1 N N N 13.417 7.740 55.344 4.117 2.295 -0.385 HN1 22A 18 22A H2 H2 H 0 1 N N N 12.079 8.236 57.210 2.081 3.188 0.419 H2 22A 19 22A H8 H8 H 0 1 N N N 15.761 13.652 56.880 0.730 -3.230 0.284 H8 22A 20 22A "HN1'" "HN1'" H 0 0 N N N 14.338 13.440 60.585 -1.755 -1.283 -0.791 "HN1'" 22A 21 22A H10 H10 H 0 1 N N N 13.521 14.043 58.530 -1.246 -2.005 1.474 H10 22A 22 22A H10A H10A H 0 0 N N N 12.697 12.549 59.058 -1.010 -0.289 1.882 H10A 22A 23 22A "H2'" "H2'" H 0 1 N N N 14.525 10.774 59.721 -3.415 -1.329 1.200 "H2'" 22A 24 22A "H3'" "H3'" H 0 1 N N N 12.936 11.159 61.411 -4.497 0.850 1.470 "H3'" 22A 25 22A "H3'A" "H3'A" H 0 0 N N N 14.368 10.588 62.353 -2.763 1.012 1.837 "H3'A" 22A 26 22A "H4'" "H4'" H 0 1 N N N 16.316 10.768 61.837 -3.934 -1.729 -1.226 "H4'" 22A 27 22A "H4'A" "H4'A" H 0 0 N N N 16.655 10.450 60.084 -5.207 -0.811 -0.386 "H4'A" 22A 28 22A "HO5'" "HO5'" H 0 0 N N N 18.064 12.034 61.007 -4.590 0.211 -2.455 "HO5'" 22A 29 22A "HO6'" "HO6'" H 0 0 N N N 13.389 12.491 63.262 -3.519 2.717 0.345 "HO6'" 22A 30 22A H14 H14 H 0 1 N N N 16.405 11.832 55.142 3.065 -2.534 -0.475 H14 22A 31 # 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 22A N1 C2 SING N N 1 22A N1 HN1 SING N N 2 22A C2 N3 DOUB N N 3 22A C2 H2 SING N N 4 22A C4 N3 SING N N 5 22A C4 C9 SING Y N 6 22A C5 C4 DOUB Y N 7 22A C6 N1 SING N N 8 22A C6 C5 SING N N 9 22A O6 C6 DOUB N N 10 22A N7 C5 SING Y N 11 22A N7 C8 SING Y N 12 22A C8 C9 DOUB Y N 13 22A C8 H8 SING N N 14 22A C9 C10 SING N N 15 22A "N1'" "C2'" SING N N 16 22A "N1'" "HN1'" SING N N 17 22A C10 "N1'" SING N N 18 22A C10 H10 SING N N 19 22A C10 H10A SING N N 20 22A "C2'" "C4'" SING N N 21 22A "C2'" "C3'" SING N N 22 22A "C2'" "H2'" SING N N 23 22A "C3'" "O6'" SING N N 24 22A "C3'" "H3'" SING N N 25 22A "C3'" "H3'A" SING N N 26 22A "C4'" "H4'" SING N N 27 22A "C4'" "H4'A" SING N N 28 22A "O5'" "C4'" SING N N 29 22A "O5'" "HO5'" SING N N 30 22A "O6'" "HO6'" SING N N 31 22A N7 H14 SING N N 32 # 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 22A SMILES ACDLabs 12.01 "O=C1c2c(N=CN1)c(cn2)CNC(CO)CO" 22A SMILES_CANONICAL CACTVS 3.370 "OCC(CO)NCc1c[nH]c2C(=O)NC=Nc12" 22A SMILES CACTVS 3.370 "OCC(CO)NCc1c[nH]c2C(=O)NC=Nc12" 22A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1c(c2c([nH]1)C(=O)NC=N2)CNC(CO)CO" 22A SMILES "OpenEye OEToolkits" 1.7.0 "c1c(c2c([nH]1)C(=O)NC=N2)CNC(CO)CO" 22A InChI InChI 1.03 "InChI=1S/C10H14N4O3/c15-3-7(4-16)11-1-6-2-12-9-8(6)13-5-14-10(9)17/h2,5,7,11-12,15-16H,1,3-4H2,(H,13,14,17)" 22A InChIKey InChI 1.03 YGATXRRSBPFSBK-UHFFFAOYSA-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 22A "SYSTEMATIC NAME" ACDLabs 12.01 "7-{[(1,3-dihydroxypropan-2-yl)amino]methyl}-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one" 22A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "7-[(1,3-dihydroxypropan-2-ylamino)methyl]-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 22A "Create component" 2009-10-21 RCSB 22A "Modify synonyms" 2011-02-21 RCSB 22A "Modify aromatic_flag" 2011-06-04 RCSB 22A "Modify descriptor" 2011-06-04 RCSB #