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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h13H2 
223 InChIKey         InChI                1.02b HYYXEHQHMXTTFP-KTOCXCPGDQ                                                                                                                
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                                                                                                   
# 
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 
# 
