data_223 # _chem_comp.id 223 _chem_comp.name "(3R,4R)-1-[(4-AMINO-5H-PYRROLO[3,2-D]PYRIMIDIN-7-YL)METHYL]-4-(HYDROXYMETHYL)PYRROLIDIN-3-OL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H17 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-DEAZA-1'-AZA-2'-DEOXY-1'-(9-METHYLENE)-IMMUCILLIN-A" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-10-24 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 263.296 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 223 _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 223 N1 N1 N 0 1 Y N N -9.357 -15.957 -38.700 -2.299 3.903 0.710 N1 223 1 223 C2 C2 C 0 1 Y N N -8.510 -15.007 -37.948 -1.434 3.573 -0.275 C2 223 2 223 C4 C4 C 0 1 Y N N -6.590 -16.030 -39.098 -2.275 1.507 -0.589 C4 223 3 223 C5 C5 C 0 1 Y N N -7.383 -16.910 -39.805 -3.206 1.758 0.415 C5 223 4 223 C6 C6 C 0 1 Y N N -8.851 -16.859 -39.579 -3.213 2.976 1.071 C6 223 5 223 C8 C8 C 0 1 Y N N -5.295 -17.288 -40.377 -3.566 -0.320 -0.354 C8 223 6 223 N6 N6 N 0 1 N N N -9.601 -17.647 -40.196 -4.144 3.249 2.087 N6 223 7 223 N3 N3 N 0 1 Y N N -7.071 -15.114 -38.219 -1.348 2.420 -0.970 N3 223 8 223 C9 C9 C 0 1 Y N N -5.269 -16.258 -39.440 -2.520 0.207 -1.051 C9 223 9 223 N7 N7 N 0 1 Y N N -6.577 -17.674 -40.579 -3.981 0.633 0.542 N7 223 10 223 C10 C10 C 0 1 N N N -4.043 -15.505 -38.978 -1.760 -0.497 -2.138 C10 223 11 223 "N1'" N1* N 0 1 N N R -3.463 -15.811 -37.676 -0.625 -1.242 -1.613 "N1'" 223 12 223 "C6'" C6* C 0 1 N N N -3.624 -17.215 -37.259 0.126 -1.934 -2.661 "C6'" 223 13 223 "C4'" C4* C 0 1 N N R -3.899 -17.182 -35.755 1.035 -2.828 -1.827 "C4'" 223 14 223 "C5'" C5* C 0 1 N N N -5.143 -17.994 -35.378 1.630 -3.977 -2.626 "C5'" 223 15 223 "O5'" O5* O 0 1 N N N -5.329 -19.161 -36.193 2.465 -4.741 -1.772 "O5'" 223 16 223 "C3'" C3* C 0 1 N N S -4.061 -15.708 -35.389 0.123 -3.293 -0.688 "C3'" 223 17 223 "O3'" O3* O 0 1 N N N -2.921 -15.241 -34.673 0.847 -3.286 0.533 "O3'" 223 18 223 "C2'" C2* C 0 1 N N N -4.101 -14.929 -36.690 -1.025 -2.281 -0.656 "C2'" 223 19 223 H2 H2 H 0 1 N N N -8.919 -14.289 -37.252 -0.713 4.337 -0.542 H2 223 20 223 H8 H8 H 0 1 N N N -4.430 -17.712 -40.865 -4.063 -1.279 -0.399 H8 223 21 223 HN61 1HN6 H 0 0 N N N -9.801 -17.276 -41.103 -5.104 3.407 1.847 HN61 223 22 223 HN62 2HN6 H 0 0 N N N -9.147 -18.533 -40.291 -3.823 3.375 3.029 HN62 223 23 223 HN7 HN7 H 0 1 N N N -6.878 -18.401 -41.196 -4.744 0.522 1.195 HN7 223 24 223 H101 1H10 H 0 0 N N N -3.258 -15.709 -39.721 -2.410 -1.202 -2.669 H101 223 25 223 H102 2H10 H 0 0 N N N -4.392 -14.467 -38.876 -1.380 0.215 -2.877 H102 223 26 223 "H6'1" 1H6* H 0 0 N N N -4.462 -17.685 -37.796 0.703 -1.238 -3.278 "H6'1" 223 27 223 "H6'2" 2H6* H 0 0 N N N -2.725 -17.806 -37.489 -0.531 -2.527 -3.312 "H6'2" 223 28 223 "H4'" H4* H 0 1 N N N -3.072 -17.646 -35.197 1.864 -2.232 -1.420 "H4'" 223 29 223 "H5'1" 1H5* H 0 0 N N N -6.025 -17.347 -35.498 2.226 -3.590 -3.455 "H5'1" 223 30 223 "H5'2" 2H5* H 0 0 N N N -5.009 -18.337 -34.341 0.836 -4.617 -3.015 "H5'2" 223 31 223 "HO5'" HO5* H 0 0 N N N -5.370 -18.906 -37.107 3.374 -4.426 -1.908 "HO5'" 223 32 223 "H3'" H3* H 0 1 N N N -4.966 -15.581 -34.777 -0.261 -4.305 -0.857 "H3'" 223 33 223 "HO3'" HO3* H 0 0 N N N -2.191 -15.137 -35.272 0.255 -3.645 1.214 "HO3'" 223 34 223 "H2'1" 1H2* H 0 0 N N N -3.555 -13.979 -36.598 -1.946 -2.780 -0.983 "H2'1" 223 35 223 "H2'2" 2H2* H 0 0 N N N -5.128 -14.661 -36.979 -1.191 -1.855 0.339 "H2'2" 223 36 # # 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 223 N1 C6 SING Y N 1 223 N1 C2 DOUB Y N 2 223 C2 N3 SING Y N 3 223 C2 H2 SING N N 4 223 C4 C5 SING Y N 5 223 C4 C9 SING Y N 6 223 C4 N3 DOUB Y N 7 223 C5 N7 SING Y N 8 223 C5 C6 DOUB Y N 9 223 C6 N6 SING N N 10 223 C8 N7 SING Y N 11 223 C8 C9 DOUB Y N 12 223 C8 H8 SING N N 13 223 N6 HN61 SING N N 14 223 N6 HN62 SING N N 15 223 C9 C10 SING N N 16 223 N7 HN7 SING N N 17 223 C10 "N1'" SING N N 18 223 C10 H101 SING N N 19 223 C10 H102 SING N N 20 223 "N1'" "C6'" SING N N 21 223 "N1'" "C2'" SING N N 22 223 "C6'" "C4'" SING N N 23 223 "C6'" "H6'1" SING N N 24 223 "C6'" "H6'2" SING N N 25 223 "C4'" "C3'" SING N N 26 223 "C4'" "C5'" SING N N 27 223 "C4'" "H4'" SING N N 28 223 "C5'" "O5'" SING N N 29 223 "C5'" "H5'1" SING N N 30 223 "C5'" "H5'2" SING N N 31 223 "O5'" "HO5'" SING N N 32 223 "C3'" "C2'" SING N N 33 223 "C3'" "O3'" SING N N 34 223 "C3'" "H3'" SING N N 35 223 "O3'" "HO3'" SING N N 36 223 "C2'" "H2'1" SING N N 37 223 "C2'" "H2'2" SING N N 38 # # 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 223 SMILES ACDLabs 10.04 "OCC3CN(Cc2cnc1c2ncnc1N)CC3O" 223 SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2c(CN3C[C@H](O)[C@@H](CO)C3)c[nH]c12" 223 SMILES CACTVS 3.341 "Nc1ncnc2c(CN3C[CH](O)[CH](CO)C3)c[nH]c12" 223 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c2c([nH]1)c(ncn2)N)C[N@@]3C[C@@H]([C@H](C3)O)CO" 223 SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c2c([nH]1)c(ncn2)N)CN3CC(C(C3)O)CO" 223 InChI InChI 1.03 "InChI=1S/C12H17N5O2/c13-12-11-10(15-6-16-12)7(1-14-11)2-17-3-8(5-18)9(19)4-17/h1,6,8-9,14,18-19H,2-5H2,(H2,13,15,16)/t8-,9+/m1/s1" 223 InChIKey InChI 1.03 HYYXEHQHMXTTFP-BDAKNGLRSA-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 223 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-(hydroxymethyl)pyrrolidin-3-ol" 223 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3R,4R)-1-[(4-amino-5H-pyrrolo[4,5-d]pyrimidin-7-yl)methyl]-4-(hydroxymethyl)pyrrolidin-3-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 223 "Create component" 2006-10-24 PDBJ 223 "Modify descriptor" 2011-06-04 RCSB 223 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 223 _pdbx_chem_comp_synonyms.name "4'-DEAZA-1'-AZA-2'-DEOXY-1'-(9-METHYLENE)-IMMUCILLIN-A" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##