data_I5C
# 
_chem_comp.id                                    I5C 
_chem_comp.name                                  "5-IODO-2'-DEOXY-CYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H13 I N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-16 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        433.094 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     I5C 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1UE2 
_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 
I5C I      I    I 0 1 N N N 3.652  18.357 36.148 -1.752 -5.118 0.259  I      I5C 1  
I5C P      P    P 0 1 N N N -2.283 16.517 34.319 -3.968 -1.665 3.118  P      I5C 2  
I5C OP1    O1P  O 0 1 N N N -1.936 17.886 34.810 -4.406 -2.599 4.208  OP1    I5C 3  
I5C OP2    O2P  O 0 1 N N N -3.694 16.177 34.050 -3.912 -2.311 1.636  OP2    I5C 4  
I5C "O5'"  O5*  O 0 1 N N N -1.727 15.474 35.378 -2.493 -1.028 3.315  "O5'"  I5C 5  
I5C N1     N1   N 0 1 N N N 2.302  14.350 37.013 1.164  -2.047 0.989  N1     I5C 6  
I5C C6     C6   C 0 1 N N N 2.373  15.707 36.809 0.010  -2.813 0.936  C6     I5C 7  
I5C C2     C2   C 0 1 N N N 3.473  13.582 37.055 2.347  -2.525 0.381  C2     I5C 8  
I5C O2     O2   O 0 1 N N N 3.367  12.345 37.212 3.388  -1.868 0.411  O2     I5C 9  
I5C N3     N3   N 0 1 N N N 4.675  14.184 36.921 2.318  -3.753 -0.253 N3     I5C 10 
I5C C4     C4   C 0 1 N N N 4.748  15.504 36.723 1.225  -4.474 -0.301 C4     I5C 11 
I5C N4     N4   N 0 1 N N N 5.952  16.046 36.620 1.271  -5.688 -0.949 N4     I5C 12 
I5C C5     C5   C 0 1 N N N 3.564  16.321 36.641 -0.049 -4.001 0.331  C5     I5C 13 
I5C "C2'"  C2*  C 0 1 N N N -0.002 14.342 38.063 0.710  0.360  0.754  "C2'"  I5C 14 
I5C "C5'"  C5*  C 0 1 N N N -1.811 14.078 35.107 -2.005 -0.136 2.327  "C5'"  I5C 15 
I5C "C4'"  C4*  C 0 1 N N R -0.993 13.317 36.118 -0.611 0.328  2.728  "C4'"  I5C 16 
I5C "O4'"  O4*  O 0 1 N N N 0.410  13.602 35.919 0.247  -0.829 2.764  "O4'"  I5C 17 
I5C "C1'"  C1*  C 0 1 N N R 1.019  13.658 37.177 1.157  -0.778 1.657  "C1'"  I5C 18 
I5C "C3'"  C3*  C 0 1 N N S -1.307 13.736 37.557 0.008  1.286  1.720  "C3'"  I5C 19 
I5C "O3'"  O3*  O 0 1 N N N -1.696 12.570 38.284 0.965  2.121  2.368  "O3'"  I5C 20 
I5C OP3    O3P  O 0 1 N Y N ?      ?      ?      -4.901 -0.360 2.920  OP3    I5C 21 
I5C HOP2   2HOP H 0 0 N N N -3.914 15.307 33.738 -4.684 -2.823 1.313  HOP2   I5C 22 
I5C H6     H6   H 0 1 N N N 1.454  16.316 36.779 -0.853 -2.374 1.427  H6     I5C 23 
I5C H41    1H4  H 0 1 N N N 6.007  17.053 36.468 0.445  -6.235 -0.968 H41    I5C 24 
I5C H42    2H4  H 0 1 N N N 6.474  15.566 35.886 2.127  -5.960 -1.367 H42    I5C 25 
I5C "H2'"  1H2* H 0 1 N N N 0.175  14.237 39.158 -0.003 -0.001 0.003  "H2'"  I5C 26 
I5C "H2''" 2H2* H 0 0 N N N 0.036  15.456 38.058 1.556  0.818  0.232  "H2''" I5C 27 
I5C "H5'"  1H5* H 0 1 N N N -2.866 13.720 35.064 -1.971 -0.654 1.366  "H5'"  I5C 28 
I5C "H5''" 2H5* H 0 0 N N N -1.517 13.834 34.059 -2.683 0.718  2.254  "H5''" I5C 29 
I5C "H4'"  H4*  H 0 1 N N N -1.239 12.239 35.973 -0.644 0.753  3.736  "H4'"  I5C 30 
I5C "H1'"  H1*  H 0 1 N N N 1.278  12.681 37.648 2.163  -0.604 2.054  "H1'"  I5C 31 
I5C "H3'"  H3*  H 0 1 N N N -2.140 14.468 37.661 -0.722 1.941  1.236  "H3'"  I5C 32 
I5C "HO3'" H3T  H 0 0 N Y N -2.508 12.192 37.968 0.737  3.043  2.155  "HO3'" I5C 33 
I5C HOP3   3HOP H 0 0 N N N -0.220 -0.869 -0.312 -5.874 -0.475 2.871  HOP3   I5C 34 
# 
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 
I5C I     C5     SING N N 1  
I5C P     OP1    DOUB N N 2  
I5C P     OP2    SING N N 3  
I5C P     "O5'"  SING N N 4  
I5C P     OP3    SING N N 5  
I5C OP2   HOP2   SING N N 6  
I5C "O5'" "C5'"  SING N N 7  
I5C N1    C6     SING N N 8  
I5C N1    C2     SING N N 9  
I5C N1    "C1'"  SING N N 10 
I5C C6    C5     DOUB N N 11 
I5C C6    H6     SING N N 12 
I5C C2    O2     DOUB N N 13 
I5C C2    N3     SING N N 14 
I5C N3    C4     DOUB N N 15 
I5C C4    N4     SING N N 16 
I5C C4    C5     SING N N 17 
I5C N4    H41    SING N N 18 
I5C N4    H42    SING N N 19 
I5C "C2'" "C1'"  SING N N 20 
I5C "C2'" "C3'"  SING N N 21 
I5C "C2'" "H2'"  SING N N 22 
I5C "C2'" "H2''" SING N N 23 
I5C "C5'" "C4'"  SING N N 24 
I5C "C5'" "H5'"  SING N N 25 
I5C "C5'" "H5''" SING N N 26 
I5C "C4'" "O4'"  SING N N 27 
I5C "C4'" "C3'"  SING N N 28 
I5C "C4'" "H4'"  SING N N 29 
I5C "O4'" "C1'"  SING N N 30 
I5C "C1'" "H1'"  SING N N 31 
I5C "C3'" "O3'"  SING N N 32 
I5C "C3'" "H3'"  SING N N 33 
I5C "O3'" "HO3'" SING N N 34 
I5C OP3   HOP3   SING N N 35 
# 
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 
I5C SMILES           ACDLabs              10.04 "IC=1C(=NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O)N"                                                                                                              
I5C InChI            InChI                1.02b "InChI=1/C9H13IN3O7P/c10-4-2-13(9(15)12-8(4)11)7-1-5(14)6(20-7)3-19-21(16,17)18/h2,5-7,14H,1,3H2,(H2,11,12,15)(H2,16,17,18)/t5-,6+,7+/m0/s1/f/h16-17H,11H2" 
I5C InChIKey         InChI                1.02b JYCZFDPCUJKMMG-PSXLHVPUDA                                                                                                                                   
I5C SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1I)[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2"                                                                                                  
I5C SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1I)[CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2"                                                                                                      
I5C SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=NC2=O)N)I)COP(=O)(O)O)O"                                                                                                    
I5C SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=NC2=O)N)I)COP(=O)(O)O)O"                                                                                                                 
# 
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 
I5C "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-5-iodocytidine 5'-(dihydrogen phosphate)
;
I5C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(4-amino-5-iodo-2-oxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
