data_FF7
# 
_chem_comp.id                                    FF7 
_chem_comp.name                                  "5'-O-[(R)-{[(R)-[(R)-chloro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-2'-deoxycytidine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 Cl N3 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-03-27 
_chem_comp.pdbx_modified_date                    2018-06-15 
_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                        499.629 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FF7 
_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        6CTT 
_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 
FF7 C4    C1  C  0 1 N N N 9.370  7.569  11.037 -6.809 -2.657 0.433  C4    FF7 1  
FF7 N4    N1  N  0 1 N N N 10.790 7.584  11.322 -7.567 -3.660 0.993  N4    FF7 2  
FF7 C5    C2  C  0 1 N N N 8.508  7.167  12.035 -6.635 -2.597 -0.965 C5    FF7 3  
FF7 C6    C3  C  0 1 N N N 7.146  7.143  11.748 -5.885 -1.599 -1.490 C6    FF7 4  
FF7 N3    N2  N  0 1 N N N 8.884  7.928  9.843  -6.244 -1.738 1.205  N3    FF7 5  
FF7 C2    C4  C  0 1 N N N 7.568  7.884  9.622  -5.508 -0.763 0.674  C2    FF7 6  
FF7 O2    O1  O  0 1 N N N 7.136  8.200  8.556  -4.998 0.070  1.405  O2    FF7 7  
FF7 N1    N3  N  0 1 N N N 6.709  7.490  10.551 -5.319 -0.682 -0.656 N1    FF7 8  
FF7 "C1'" C5  C  0 1 N N R 5.275  7.423  10.238 -4.504 0.403  -1.211 "C1'" FF7 9  
FF7 "C2'" C6  C  0 1 N N N 4.959  6.218  9.820  -5.141 1.773  -0.888 "C2'" FF7 10 
FF7 "C3'" C7  C  0 1 N N S 4.420  5.474  11.061 -3.931 2.694  -0.614 "C3'" FF7 11 
FF7 "O3'" O2  O  0 1 N N N 3.650  4.345  10.775 -3.898 3.770  -1.554 "O3'" FF7 12 
FF7 "O4'" O3  O  0 1 N N N 4.409  7.654  11.563 -3.210 0.437  -0.571 "O4'" FF7 13 
FF7 "C4'" C8  C  0 1 N N R 3.646  6.622  11.737 -2.707 1.771  -0.803 "C4'" FF7 14 
FF7 "C5'" C9  C  0 1 N N N 3.464  6.368  13.276 -1.619 2.114  0.216  "C5'" FF7 15 
FF7 "O5'" O4  O  0 1 N N N 4.733  6.279  13.873 -0.453 1.332  -0.049 "O5'" FF7 16 
FF7 PA    P1  P  0 1 N N N 5.013  5.006  14.895 0.891  1.434  0.831  PA    FF7 17 
FF7 O1A   O5  O  0 1 N N N 3.940  4.965  15.942 0.591  0.928  2.330  O1A   FF7 18 
FF7 O2A   O6  O  0 1 N N N 6.402  5.053  15.453 1.351  2.841  0.868  O2A   FF7 19 
FF7 O3A   O7  O  0 1 N N N 4.961  3.685  13.923 2.035  0.513  0.172  O3A   FF7 20 
FF7 PB    P2  P  0 1 N N N 3.909  2.439  13.959 3.631  0.407  0.359  PB    FF7 21 
FF7 O1B   O8  O  0 1 N N N 3.816  1.922  12.530 3.942  0.066  1.765  O1B   FF7 22 
FF7 O2B   O9  O  0 1 N N N 2.525  2.811  14.432 4.310  1.819  -0.014 O2B   FF7 23 
FF7 C3B   C10 C  0 1 N N R 4.737  1.093  14.964 4.286  -0.891 -0.741 C3B   FF7 24 
FF7 PG    P3  P  0 1 N N N 3.968  0.908  16.640 6.093  -1.011 -0.530 PG    FF7 25 
FF7 O2G   O10 O  0 1 N N N 3.570  2.290  17.127 6.672  -2.157 -1.501 O2G   FF7 26 
FF7 O1G   O11 O  0 1 N N N 4.979  0.287  17.569 6.772  0.401  -0.902 O1G   FF7 27 
FF7 O3G   O12 O  0 1 N N N 2.785  0.006  16.563 6.404  -1.352 0.876  O3G   FF7 28 
FF7 CL    CL1 CL 0 0 N N N 4.609  -0.491 14.167 3.526  -2.472 -0.324 CL    FF7 29 
FF7 H1    H1  H  0 1 N N N 11.439 7.869  10.616 -7.982 -4.328 0.426  H1    FF7 30 
FF7 H2    H2  H  0 1 N N N 11.122 7.310  12.225 -7.685 -3.699 1.955  H2    FF7 31 
FF7 H3    H3  H  0 1 N N N 8.878  6.880  13.008 -7.092 -3.335 -1.607 H3    FF7 32 
FF7 H4    H4  H  0 1 N N N 6.442  6.839  12.509 -5.736 -1.532 -2.557 H4    FF7 33 
FF7 H5    H5  H  0 1 N N N 5.011  8.205  9.511  -4.392 0.279  -2.288 H5    FF7 34 
FF7 H6    H6  H  0 1 N N N 4.186  6.273  9.040  -5.714 2.138  -1.741 H6    FF7 35 
FF7 H7    H7  H  0 1 N N N 5.847  5.705  9.421  -5.775 1.701  -0.004 H7    FF7 36 
FF7 H8    H8  H  0 1 N N N 5.273  5.205  11.702 -3.967 3.077  0.406  H8    FF7 37 
FF7 H9    H9  H  0 1 N N N 3.820  3.672  11.424 -4.673 4.346  -1.519 H9    FF7 38 
FF7 H10   H10 H  0 1 N N N 2.656  6.725  11.268 -2.319 1.859  -1.818 H10   FF7 39 
FF7 H11   H11 H  0 1 N N N 2.902  7.201  13.724 -1.371 3.173  0.140  H11   FF7 40 
FF7 H12   H12 H  0 1 N N N 2.915  5.428  13.433 -1.981 1.898  1.221  H12   FF7 41 
FF7 H13   H13 H  0 1 N N N 4.338  4.976  16.805 0.285  0.012  2.382  H13   FF7 42 
FF7 H14   H14 H  0 1 N N N 1.897  2.643  13.739 4.147  2.106  -0.923 H14   FF7 43 
FF7 H15   H15 H  0 1 N N N 5.798  1.355  15.090 4.058  -0.640 -1.776 H15   FF7 44 
FF7 H16   H16 H  0 1 N N N 2.634  2.312  17.290 7.630  -2.277 -1.441 H16   FF7 45 
FF7 H17   H17 H  0 1 N N N 4.642  -0.538 17.899 6.609  0.688  -1.811 H17   FF7 46 
# 
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 
FF7 O2    C2    DOUB N N 1  
FF7 C2    N3    SING N N 2  
FF7 C2    N1    SING N N 3  
FF7 "C2'" "C1'" SING N N 4  
FF7 "C2'" "C3'" SING N N 5  
FF7 N3    C4    DOUB N N 6  
FF7 "C1'" N1    SING N N 7  
FF7 "C1'" "O4'" SING N N 8  
FF7 N1    C6    SING N N 9  
FF7 "O3'" "C3'" SING N N 10 
FF7 C4    N4    SING N N 11 
FF7 C4    C5    SING N N 12 
FF7 "C3'" "C4'" SING N N 13 
FF7 "O4'" "C4'" SING N N 14 
FF7 "C4'" "C5'" SING N N 15 
FF7 C6    C5    DOUB N N 16 
FF7 O1B   PB    DOUB N N 17 
FF7 "C5'" "O5'" SING N N 18 
FF7 "O5'" PA    SING N N 19 
FF7 O3A   PB    SING N N 20 
FF7 O3A   PA    SING N N 21 
FF7 PB    O2B   SING N N 22 
FF7 PB    C3B   SING N N 23 
FF7 CL    C3B   SING N N 24 
FF7 PA    O2A   DOUB N N 25 
FF7 PA    O1A   SING N N 26 
FF7 C3B   PG    SING N N 27 
FF7 O3G   PG    DOUB N N 28 
FF7 PG    O2G   SING N N 29 
FF7 PG    O1G   SING N N 30 
FF7 N4    H1    SING N N 31 
FF7 N4    H2    SING N N 32 
FF7 C5    H3    SING N N 33 
FF7 C6    H4    SING N N 34 
FF7 "C1'" H5    SING N N 35 
FF7 "C2'" H6    SING N N 36 
FF7 "C2'" H7    SING N N 37 
FF7 "C3'" H8    SING N N 38 
FF7 "O3'" H9    SING N N 39 
FF7 "C4'" H10   SING N N 40 
FF7 "C5'" H11   SING N N 41 
FF7 "C5'" H12   SING N N 42 
FF7 O1A   H13   SING N N 43 
FF7 O2B   H14   SING N N 44 
FF7 C3B   H15   SING N N 45 
FF7 O2G   H16   SING N N 46 
FF7 O1G   H17   SING N N 47 
# 
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 
FF7 SMILES           ACDLabs              12.01 "C=1(N)C=CN(C(N=1)=O)C2OC(C(C2)O)COP(=O)(O)OP(O)(C(P(O)(O)=O)Cl)=O"                                                                                                                                   
FF7 InChI            InChI                1.03  "InChI=1S/C10H17ClN3O12P3/c11-9(27(17,18)19)28(20,21)26-29(22,23)24-4-6-5(15)3-8(25-6)14-2-1-7(12)13-10(14)16/h1-2,5-6,8-9,15H,3-4H2,(H,20,21)(H,22,23)(H2,12,13,16)(H2,17,18,19)/t5-,6+,8+,9+/m0/s1" 
FF7 InChIKey         InChI                1.03  DDLGFLMLTFUPNR-HIORRCEOSA-N                                                                                                                                                                           
FF7 SMILES_CANONICAL CACTVS               3.385 "NC1=NC(=O)N(C=C1)[C@H]2C[C@H](O)[C@@H](CO[P](O)(=O)O[P](O)(=O)[C@H](Cl)[P](O)(O)=O)O2"                                                                                                               
FF7 SMILES           CACTVS               3.385 "NC1=NC(=O)N(C=C1)[CH]2C[CH](O)[CH](CO[P](O)(=O)O[P](O)(=O)[CH](Cl)[P](O)(O)=O)O2"                                                                                                                    
FF7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)OP(=O)([C@@H](P(=O)(O)O)Cl)O)O"                                                                                                                      
FF7 SMILES           "OpenEye OEToolkits" 2.0.6 "C1C(C(OC1N2C=CC(=NC2=O)N)COP(=O)(O)OP(=O)(C(P(=O)(O)O)Cl)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 
FF7 "SYSTEMATIC NAME" ACDLabs              12.01 "5'-O-[(R)-{[(R)-[(R)-chloro(phosphono)methyl](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-2'-deoxycytidine"                                                                              
FF7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(~{R})-[[[(2~{R},3~{S},5~{R})-5-(4-azanyl-2-oxidanylidene-pyrimidin-1-yl)-3-oxidanyl-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]-chloranyl-methyl]phosphonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FF7 "Create component" 2018-03-27 RCSB 
FF7 "Initial release"  2018-06-20 RCSB 
# 
