data_CMR
# 
_chem_comp.id                                    CMR 
_chem_comp.name                                  "2'-DEOXY-CYTIDINE-5'-RP-MONOMETHYLPHOSPHONATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H16 N3 O6 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-10-09 
_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                        305.224 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     CMR 
_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        ? 
_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 
CMR P      P    P 0 1 N N S 1.831  -4.111 -9.307  -3.957 -1.699 3.179  P      CMR 1  
CMR CMP    CMP  C 0 1 N N N 0.915  -2.570 -9.146  -5.108 -0.340 3.138  CMP    CMR 2  
CMR OP1    O1P  O 0 1 N N N 1.262  -5.135 -10.161 -4.267 -2.721 4.233  OP1    CMR 3  
CMR "O5'"  O5*  O 0 1 N N N 2.079  -4.828 -7.884  -2.493 -1.028 3.315  "O5'"  CMR 4  
CMR "C5'"  C5*  C 0 1 N N N 2.720  -6.096 -7.842  -2.005 -0.136 2.327  "C5'"  CMR 5  
CMR "C4'"  C4*  C 0 1 N N R 2.738  -6.727 -6.446  -0.611 0.328  2.728  "C4'"  CMR 6  
CMR "O4'"  O4*  O 0 1 N N N 3.555  -5.962 -5.577  0.247  -0.829 2.764  "O4'"  CMR 7  
CMR "C1'"  C1*  C 0 1 N N R 2.919  -5.808 -4.323  1.157  -0.778 1.657  "C1'"  CMR 8  
CMR N1     N1   N 0 1 N N N 3.357  -4.491 -3.765  1.164  -2.047 0.989  N1     CMR 9  
CMR C6     C6   C 0 1 N N N 3.271  -3.366 -4.550  -0.008 -2.785 0.956  C6     CMR 10 
CMR C5     C5   C 0 1 N N N 3.853  -2.204 -4.167  -0.094 -3.972 0.359  C5     CMR 11 
CMR C4     C4   C 0 1 N N N 4.512  -2.192 -2.905  1.147  -4.479 -0.282 C4     CMR 12 
CMR N4     N4   N 0 1 N N N 5.121  -1.100 -2.510  1.101  -5.702 -0.910 N4     CMR 13 
CMR N3     N3   N 0 1 N N N 4.567  -3.251 -2.102  2.260  -3.794 -0.259 N3     CMR 14 
CMR C2     C2   C 0 1 N N N 4.007  -4.421 -2.518  2.328  -2.561 0.367  C2     CMR 15 
CMR O2     O2   O 0 1 N N N 4.093  -5.393 -1.756  3.386  -1.929 0.379  O2     CMR 16 
CMR "C3'"  C3*  C 0 1 N N S 1.338  -6.854 -5.828  0.008  1.286  1.720  "C3'"  CMR 17 
CMR "C2'"  C2*  C 0 1 N N N 1.422  -5.893 -4.640  0.710  0.360  0.754  "C2'"  CMR 18 
CMR "O3'"  O3*  O 0 1 N N N 1.138  -8.219 -5.484  0.965  2.121  2.368  "O3'"  CMR 19 
CMR OP3    O3P  O 0 1 N Y N ?      ?      ?       -3.994 -2.278 1.669  OP3    CMR 20 
CMR HMP1   1HMP H 0 0 N N N -0.097 -2.783 -8.833  -5.310 0.012  4.153  HMP1   CMR 21 
CMR HMP2   2HMP H 0 0 N N N 1.394  -1.941 -8.409  -4.692 0.486  2.554  HMP2   CMR 22 
CMR HMP3   3HMP H 0 0 N N N 0.897  -2.060 -10.097 -6.048 -0.658 2.680  HMP3   CMR 23 
CMR "H5'"  1H5* H 0 1 N N N 2.196  -6.777 -8.512  -1.971 -0.654 1.366  "H5'"  CMR 24 
CMR "H5''" 2H5* H 0 0 N N N 3.748  -5.992 -8.194  -2.683 0.718  2.254  "H5''" CMR 25 
CMR "H4'"  H4*  H 0 1 N N N 3.180  -7.721 -6.539  -0.644 0.753  3.736  "H4'"  CMR 26 
CMR "H1'"  H1*  H 0 1 N N N 3.197  -6.639 -3.665  2.163  -0.604 2.054  "H1'"  CMR 27 
CMR H6     H6   H 0 1 N N N 2.765  -3.445 -5.504  -0.867 -2.341 1.449  H6     CMR 28 
CMR H5     H5   H 0 1 N N N 3.785  -1.334 -4.803  -1.005 -4.554 0.330  H5     CMR 29 
CMR H41    1H4  H 0 1 N N N 5.499  -1.088 -1.569  0.349  -6.310 -0.691 H41    CMR 30 
CMR H42    2H4  H 0 1 N N N 5.155  -0.268 -3.092  1.822  -5.923 -1.553 H42    CMR 31 
CMR "H3'"  H3*  H 0 1 N N N 0.571  -6.532 -6.534  -0.722 1.941  1.236  "H3'"  CMR 32 
CMR "H2'"  1H2* H 0 1 N N N 0.854  -6.255 -3.789  -0.003 -0.001 0.003  "H2'"  CMR 33 
CMR "H2''" 2H2* H 0 0 N N N 1.037  -4.923 -4.952  1.556  0.818  0.232  "H2''" CMR 34 
CMR "HO3'" H3T  H 0 0 N Y N 0.272  -8.298 -5.102  0.743  3.042  2.146  "HO3'" CMR 35 
CMR HOP3   3HOP H 0 0 N N N 0.484  -0.813 -0.085  -3.480 -3.087 1.458  HOP3   CMR 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 
CMR P     CMP    SING N N 1  
CMR P     OP1    DOUB N N 2  
CMR P     "O5'"  SING N N 3  
CMR P     OP3    SING N N 4  
CMR CMP   HMP1   SING N N 5  
CMR CMP   HMP2   SING N N 6  
CMR CMP   HMP3   SING N N 7  
CMR "O5'" "C5'"  SING N N 8  
CMR "C5'" "C4'"  SING N N 9  
CMR "C5'" "H5'"  SING N N 10 
CMR "C5'" "H5''" SING N N 11 
CMR "C4'" "O4'"  SING N N 12 
CMR "C4'" "C3'"  SING N N 13 
CMR "C4'" "H4'"  SING N N 14 
CMR "O4'" "C1'"  SING N N 15 
CMR "C1'" N1     SING N N 16 
CMR "C1'" "C2'"  SING N N 17 
CMR "C1'" "H1'"  SING N N 18 
CMR N1    C6     SING N N 19 
CMR N1    C2     SING N N 20 
CMR C6    C5     DOUB N N 21 
CMR C6    H6     SING N N 22 
CMR C5    C4     SING N N 23 
CMR C5    H5     SING N N 24 
CMR C4    N4     SING N N 25 
CMR C4    N3     DOUB N N 26 
CMR N4    H41    SING N N 27 
CMR N4    H42    SING N N 28 
CMR N3    C2     SING N N 29 
CMR C2    O2     DOUB N N 30 
CMR "C3'" "C2'"  SING N N 31 
CMR "C3'" "O3'"  SING N N 32 
CMR "C3'" "H3'"  SING N N 33 
CMR "C2'" "H2'"  SING N N 34 
CMR "C2'" "H2''" SING N N 35 
CMR "O3'" "HO3'" SING N N 36 
CMR OP3   HOP3   SING N N 37 
# 
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 
CMR SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2)COP(=O)(O)C"                                                                                                                   
CMR InChI            InChI                1.02b "InChI=1/C10H16N3O6P/c1-20(16,17)18-5-7-6(14)4-9(19-7)13-3-2-8(11)12-10(13)15/h2-3,6-7,9,14H,4-5H2,1H3,(H,16,17)(H2,11,12,15)/t6-,7+,9+/m0/s1/f/h16H,11H2" 
CMR InChIKey         InChI                1.02b HGVVWCDXVSXKJT-KZVINKLSDJ                                                                                                                                  
CMR SMILES_CANONICAL CACTVS               3.341 "C[P@@](O)(=O)OC[C@H]1O[C@H](C[C@@H]1O)N2C=CC(=NC2=O)N"                                                                                                    
CMR SMILES           CACTVS               3.341 "C[P](O)(=O)OC[CH]1O[CH](C[CH]1O)N2C=CC(=NC2=O)N"                                                                                                          
CMR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[P@@](=O)(O)OC[C@@H]1[C@H](C[C@@H](O1)N2C=CC(=NC2=O)N)O"                                                                                                 
CMR SMILES           "OpenEye OEToolkits" 1.5.0 "CP(=O)(O)OCC1C(CC(O1)N2C=CC(=NC2=O)N)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 
CMR "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-[(S)-hydroxy(methyl)phosphoryl]cytidine"                                             
CMR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methoxy-methyl-phosphinic acid" 
# 
