data_I5A
# 
_chem_comp.id                                    I5A 
_chem_comp.name                                  "5'-deoxy-5'-iodocytidine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H12 I N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-10-02 
_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                        353.114 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I5A 
_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        3K2X 
_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 
I5A I      I      I 0 1 N N N 24.692 -35.445 1.423 3.188  -0.931 -0.130 I      I5A 1  
I5A N1     N1     N 0 1 N N N 20.421 -34.124 2.874 -2.435 0.041  -0.450 N1     I5A 2  
I5A C2     C2     C 0 1 N N N 19.407 -33.414 3.400 -2.688 -0.457 0.775  C2     I5A 3  
I5A O2     O2     O 0 1 N N N 18.813 -33.858 4.418 -1.906 -0.236 1.684  O2     I5A 4  
I5A N3     N3     N 0 1 N N N 19.012 -32.235 2.841 -3.777 -1.186 1.009  N3     I5A 5  
I5A C4     C4     C 0 1 N N N 19.638 -31.749 1.757 -4.643 -1.441 0.038  C4     I5A 6  
I5A N4     N4     N 0 1 N N N 19.218 -30.593 1.245 -5.765 -2.196 0.292  N4     I5A 7  
I5A C5     C5     C 0 1 N N N 20.697 -32.463 1.174 -4.408 -0.935 -1.257 C5     I5A 8  
I5A C6     C6     C 0 1 N N N 21.074 -33.673 1.776 -3.299 -0.190 -1.478 C6     I5A 9  
I5A "C1'"  "C1'"  C 0 1 N N R 20.755 -35.400 3.537 -1.229 0.841  -0.678 "C1'"  I5A 10 
I5A "C2'"  "C2'"  C 0 1 N N R 20.776 -36.489 2.493 -1.257 2.116  0.193  "C2'"  I5A 11 
I5A "O2'"  O2*    O 0 1 N N N 19.607 -37.315 2.621 -1.705 3.236  -0.573 O2*    I5A 12 
I5A "C3'"  "C3'"  C 0 1 N N S 22.080 -37.225 2.718 0.214  2.309  0.624  "C3'"  I5A 13 
I5A "O3'"  "O3'"  O 0 1 N N N 21.720 -38.539 3.162 0.719  3.554  0.137  "O3'"  I5A 14 
I5A "C4'"  "C4'"  C 0 1 N N S 22.868 -36.507 3.816 0.957  1.127  -0.037 "C4'"  I5A 15 
I5A "O4'"  "O4'"  O 0 1 N N N 22.018 -35.420 4.214 -0.058 0.119  -0.237 "O4'"  I5A 16 
I5A "C5'"  "C5'"  C 0 1 N N N 24.148 -35.729 3.476 2.054  0.602  0.890  "C5'"  I5A 17 
I5A HN4    HN4    H 0 1 N N N 18.453 -30.108 1.668 -5.925 -2.543 1.184  HN4    I5A 18 
I5A HN4A   HN4A   H 0 0 N N N 19.668 -30.211 0.438 -6.397 -2.381 -0.420 HN4A   I5A 19 
I5A H5     H5     H 0 1 N N N 21.203 -32.094 0.294 -5.104 -1.134 -2.058 H5     I5A 20 
I5A H6     H6     H 0 1 N N N 21.889 -34.248 1.362 -3.098 0.210  -2.461 H6     I5A 21 
I5A "H1'"  "H1'"  H 0 1 N N N 19.984 -35.548 4.308 -1.140 1.101  -1.732 "H1'"  I5A 22 
I5A "H2'"  "H2'"  H 0 1 N N N 20.738 -36.112 1.460 -1.896 1.970  1.064  "H2'"  I5A 23 
I5A "HO2'" HO2*   H 0 0 N N N 19.627 -37.998 1.961 -1.742 4.064  -0.076 HO2*   I5A 24 
I5A "H3'"  "H3'"  H 0 1 N N N 22.698 -37.265 1.809 0.304  2.260  1.709  "H3'"  I5A 25 
I5A "HO3'" "HO3'" H 0 0 N N N 22.507 -39.047 3.319 1.640  3.727  0.378  "HO3'" I5A 26 
I5A "H4'"  "H4'"  H 0 1 N N N 23.149 -37.324 4.497 1.382  1.433  -0.993 "H4'"  I5A 27 
I5A "H5'"  "H5'"  H 0 1 N N N 24.978 -36.281 3.941 1.601  0.181  1.788  "H5'"  I5A 28 
I5A "H5'A" "H5'A" H 0 0 N N N 24.021 -34.723 3.903 2.718  1.421  1.168  "H5'A" I5A 29 
# 
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 
I5A I     "C5'"  SING N N 1  
I5A C6    N1     SING N N 2  
I5A N1    C2     SING N N 3  
I5A N1    "C1'"  SING N N 4  
I5A N3    C2     SING N N 5  
I5A C2    O2     DOUB N N 6  
I5A C4    N3     DOUB N N 7  
I5A C5    C4     SING N N 8  
I5A N4    C4     SING N N 9  
I5A N4    HN4    SING N N 10 
I5A N4    HN4A   SING N N 11 
I5A C5    C6     DOUB N N 12 
I5A C5    H5     SING N N 13 
I5A C6    H6     SING N N 14 
I5A "C2'" "C1'"  SING N N 15 
I5A "C1'" "O4'"  SING N N 16 
I5A "C1'" "H1'"  SING N N 17 
I5A "C2'" "O2'"  SING N N 18 
I5A "C2'" "C3'"  SING N N 19 
I5A "C2'" "H2'"  SING N N 20 
I5A "O2'" "HO2'" SING N N 21 
I5A "C3'" "O3'"  SING N N 22 
I5A "C3'" "C4'"  SING N N 23 
I5A "C3'" "H3'"  SING N N 24 
I5A "O3'" "HO3'" SING N N 25 
I5A "C5'" "C4'"  SING N N 26 
I5A "C4'" "O4'"  SING N N 27 
I5A "C4'" "H4'"  SING N N 28 
I5A "C5'" "H5'"  SING N N 29 
I5A "C5'" "H5'A" SING N N 30 
# 
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 
I5A SMILES           ACDLabs              11.02 "O=C1N=C(N)C=CN1C2OC(C(O)C2O)CI"                                                                                             
I5A SMILES_CANONICAL CACTVS               3.352 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CI)[C@@H](O)[C@H]2O"                                                                         
I5A SMILES           CACTVS               3.352 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CI)[CH](O)[CH]2O"                                                                               
I5A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CI)O)O"                                                                       
I5A SMILES           "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)CI)O)O"                                                                                         
I5A InChI            InChI                1.03  "InChI=1S/C9H12IN3O4/c10-3-4-6(14)7(15)8(17-4)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)/t4-,6-,7-,8-/m1/s1" 
I5A InChIKey         InChI                1.03  ZFSSJWRSRMQVTI-XVFCMESISA-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 
I5A "SYSTEMATIC NAME" ACDLabs              11.02 "5'-deoxy-5'-iodocytidine"                                                          
I5A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-azanyl-1-[(2R,3R,4S,5S)-3,4-dihydroxy-5-(iodomethyl)oxolan-2-yl]pyrimidin-2-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 
I5A "Create component"  2009-10-02 RCSB 
I5A "Modify descriptor" 2011-06-04 RCSB 
# 
