data_0AP
# 
_chem_comp.id                                    0AP 
_chem_comp.name                                  
;2'-deoxycytidine 3',5'-bis(dihydrogen phosphate)
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H15 N3 O10 P2" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-11 
_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                        387.177 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     0AP 
_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        1FLO 
_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 
0AP P      P      P 0 1 N N N 17.747 -3.852 6.428 3.045  2.909  -0.157 P      0AP 1  
0AP OP1    OP1    O 0 1 N N N 19.017 -4.108 5.717 2.609  3.192  -1.543 OP1    0AP 2  
0AP OP2    OP2    O 0 1 N N N 17.582 -4.310 7.827 3.148  4.290  0.665  OP2    0AP 3  
0AP "O5'"  "O5'"  O 0 1 N N N 17.495 -2.283 6.434 1.975  1.940  0.555  "O5'"  0AP 4  
0AP "C5'"  "C5'"  C 0 1 N N N 18.452 -1.387 5.876 1.581  0.680  0.008  "C5'"  0AP 5  
0AP "C4'"  "C4'"  C 0 1 N N R 18.270 -1.286 4.380 0.556  0.020  0.932  "C4'"  0AP 6  
0AP "O4'"  "O4'"  O 0 1 N N N 16.879 -1.022 4.073 -0.672 0.780  0.954  "O4'"  0AP 7  
0AP "C3'"  "C3'"  C 0 1 N N S 19.042 -0.101 3.794 0.120  -1.356 0.369  "C3'"  0AP 8  
0AP "O3'"  "O3'"  O 0 1 N N N 19.275 -0.382 2.409 1.015  -2.387 0.791  "O3'"  0AP 9  
0AP P1     P1     P 0 1 N N N 20.534 0.251  1.654 1.856  -3.294 -0.241 P1     0AP 10 
0AP O11    O11    O 0 1 N N N 20.871 -0.691 0.562 2.642  -2.419 -1.139 O11    0AP 11 
0AP O21    O21    O 0 1 N N N 20.200 1.656  1.307 2.853  -4.255 0.580  O21    0AP 12 
0AP O31    O31    O 0 1 N N N 21.674 0.228  2.770 0.844  -4.190 -1.115 O31    0AP 13 
0AP "C2'"  "C2'"  C 0 1 N N N 18.042 1.035  3.927 -1.277 -1.541 1.012  "C2'"  0AP 14 
0AP "C1'"  "C1'"  C 0 1 N N R 16.747 0.310  3.585 -1.710 -0.112 1.393  "C1'"  0AP 15 
0AP N1     N1     N 0 1 N N N 15.441 0.859  4.015 -2.970 0.221  0.725  N1     0AP 16 
0AP C2     C2     C 0 1 N N N 14.804 1.797  3.193 -3.015 0.298  -0.618 C2     0AP 17 
0AP O2     O2     O 0 1 N N N 15.388 2.208  2.193 -2.003 0.087  -1.266 O2     0AP 18 
0AP N3     N3     N 0 1 N N N 13.562 2.224  3.506 -4.147 0.599  -1.252 N3     0AP 19 
0AP C4     C4     C 0 1 N N N 12.956 1.760  4.591 -5.262 0.833  -0.572 C4     0AP 20 
0AP N4     N4     N 0 1 N N N 11.729 2.186  4.830 -6.426 1.143  -1.237 N4     0AP 21 
0AP C5     C5     C 0 1 N N N 13.589 0.834  5.473 -5.248 0.761  0.836  C5     0AP 22 
0AP C6     C6     C 0 1 N N N 14.829 0.424  5.155 -4.091 0.448  1.465  C6     0AP 23 
0AP OP3    OP3    O 0 1 N N N 16.606 -4.437 5.447 4.486  2.192  -0.183 OP3    0AP 24 
0AP "H5'1" "1H5'" H 0 0 N N N 18.318 -0.391 6.324 1.138  0.834  -0.976 "H5'1" 0AP 25 
0AP "H5'2" "2H5'" H 0 0 N N N 19.462 -1.767 6.088 2.455  0.035  -0.085 "H5'2" 0AP 26 
0AP "H4'"  "H4'"  H 0 1 N N N 18.628 -2.236 3.957 0.960  -0.085 1.939  "H4'"  0AP 27 
0AP "H3'"  "H3'"  H 0 1 N N N 20.008 0.114  4.274 0.047  -1.327 -0.718 "H3'"  0AP 28 
0AP "H1'"  "H1'"  H 0 1 N N N 16.670 0.422  2.493 -1.830 -0.038 2.474  "H1'"  0AP 29 
0AP "H2'1" "1H2'" H 0 0 N N N 18.028 1.469  4.938 -1.974 -1.972 0.292  "H2'1" 0AP 30 
0AP "H2'2" "2H2'" H 0 0 N N N 18.257 1.906  3.290 -1.208 -2.169 1.900  "H2'2" 0AP 31 
0AP H4N1   1H4N   H 0 0 N N N 11.374 1.772  5.669 -6.432 1.191  -2.206 H4N1   0AP 32 
0AP H4N2   2H4N   H 0 0 N N N 11.226 2.831  4.254 -7.240 1.313  -0.738 H4N2   0AP 33 
0AP H10    H10    H 0 1 N N N 17.547 -5.259 7.848 3.776  4.924  0.292  H10    0AP 34 
0AP H11    H11    H 0 1 N N N 20.129 2.171  2.102 3.392  -4.832 0.021  H11    0AP 35 
0AP H12    H12    H 0 1 N N N 22.527 0.223  2.352 0.295  -4.789 -0.590 H12    0AP 36 
0AP H13    H13    H 0 1 N N N 13.091 0.476  6.362 -6.148 0.949  1.404  H13    0AP 37 
0AP H14    H14    H 0 1 N N N 15.348 -0.259 5.811 -4.056 0.382  2.543  H14    0AP 38 
0AP H15    H15    H 0 1 N N N 15.798 -4.552 5.933 4.834  1.977  0.693  H15    0AP 39 
# 
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 
0AP P     OP1    DOUB N N 1  
0AP P     OP2    SING N N 2  
0AP P     "O5'"  SING N N 3  
0AP P     OP3    SING N N 4  
0AP "O5'" "C5'"  SING N N 5  
0AP "C5'" "C4'"  SING N N 6  
0AP "C5'" "H5'1" SING N N 7  
0AP "C5'" "H5'2" SING N N 8  
0AP "C4'" "O4'"  SING N N 9  
0AP "C4'" "C3'"  SING N N 10 
0AP "C4'" "H4'"  SING N N 11 
0AP "O4'" "C1'"  SING N N 12 
0AP "C3'" "O3'"  SING N N 13 
0AP "C3'" "C2'"  SING N N 14 
0AP "C3'" "H3'"  SING N N 15 
0AP "O3'" P1     SING N N 16 
0AP P1    O11    DOUB N N 17 
0AP P1    O21    SING N N 18 
0AP P1    O31    SING N N 19 
0AP "C2'" "C1'"  SING N N 20 
0AP "C2'" "H2'1" SING N N 21 
0AP "C2'" "H2'2" SING N N 22 
0AP "C1'" N1     SING N N 23 
0AP "C1'" "H1'"  SING N N 24 
0AP N1    C2     SING N N 25 
0AP N1    C6     SING N N 26 
0AP C2    O2     DOUB N N 27 
0AP C2    N3     SING N N 28 
0AP N3    C4     DOUB N N 29 
0AP C4    N4     SING N N 30 
0AP C4    C5     SING N N 31 
0AP N4    H4N1   SING N N 32 
0AP N4    H4N2   SING N N 33 
0AP C5    C6     DOUB N N 34 
0AP OP2   H10    SING N N 35 
0AP O21   H11    SING N N 36 
0AP O31   H12    SING N N 37 
0AP C5    H13    SING N N 38 
0AP C6    H14    SING N N 39 
0AP OP3   H15    SING N N 40 
# 
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 
0AP SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(OP(=O)(O)O)C2)COP(=O)(O)O"                                                                                                                                         
0AP InChI            InChI                1.02b "InChI=1/C9H15N3O10P2/c10-7-1-2-12(9(13)11-7)8-3-5(22-24(17,18)19)6(21-8)4-20-23(14,15)16/h1-2,5-6,8H,3-4H2,(H2,10,11,13)(H2,14,15,16)(H2,17,18,19)/t5-,6+,8+/m0/s1/f/h14-15,17-18H,10H2" 
0AP InChIKey         InChI                1.02b PIILJQRMNSOCFD-UCJIWSPSDL                                                                                                                                                                 
0AP SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O[P](O)(O)=O)[C@@H](CO[P](O)(O)=O)O2"                                                                                                                      
0AP SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2C[CH](O[P](O)(O)=O)[CH](CO[P](O)(O)=O)O2"                                                                                                                          
0AP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)OP(=O)(O)O"                                                                                                                            
0AP SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=CC(=NC2=O)N)COP(=O)(O)O)OP(=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 
0AP "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxycytidine 3',5'-bis(dihydrogen phosphate)
;
0AP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3-phosphonooxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
