data_CF2
# 
_chem_comp.id                                    CF2 
_chem_comp.name                                  "2'-deoxy-5'-O-{[2-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)ethyl]carbamoyl}guanosine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C25 H26 N10 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        578.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CF2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VKF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
CF2 O6A    O6A    O 0 1 N N N 2.580  27.616 -6.447 9.130  -3.256 -0.390 O6A    CF2 1  
CF2 C6A    C6A    C 0 1 N N N 3.516  28.133 -5.796 8.823  -2.163 0.054  C6A    CF2 2  
CF2 N1A    N1A    N 0 1 N N N 4.665  28.540 -6.399 9.685  -1.460 0.821  N1A    CF2 3  
CF2 C2A    C2A    C 0 1 N N N 5.700  29.113 -5.714 9.332  -0.239 1.313  C2A    CF2 4  
CF2 N2A    N2A    N 0 1 N N N 6.823  29.493 -6.376 10.228 0.452  2.089  N2A    CF2 5  
CF2 N3A    N3A    N 0 1 N N N 5.652  29.305 -4.371 8.157  0.296  1.065  N3A    CF2 6  
CF2 C5AA   C5AA   C 0 0 Y N N 3.404  28.320 -4.327 7.557  -1.596 -0.226 C5AA   CF2 7  
CF2 C4AA   C4AA   C 0 0 Y N N 4.559  28.939 -3.652 7.252  -0.341 0.313  C4AA   CF2 8  
CF2 N7A    N7A    N 0 1 Y N N 2.486  28.067 -3.372 6.479  -2.001 -0.940 N7A    CF2 9  
CF2 C8A    C8A    C 0 1 Y N N 3.003  28.485 -2.189 5.554  -1.089 -0.878 C8A    CF2 10 
CF2 N9A    N9A    N 0 1 Y N N 4.236  29.010 -2.366 5.983  -0.047 -0.107 N9A    CF2 11 
CF2 "C1'A" "C1'A" C 0 0 N N R 5.152  29.556 -1.343 5.228  1.170  0.202  "C1'A" CF2 12 
CF2 "C2'A" "C2'A" C 0 0 N N N 4.428  29.976 -0.072 5.594  2.282  -0.802 "C2'A" CF2 13 
CF2 "C3'A" "C3'A" C 0 0 N N S 5.282  29.413 1.044  4.244  2.655  -1.462 "C3'A" CF2 14 
CF2 "O3'A" "O3'A" O 0 0 N N N 6.119  30.472 1.532  4.132  4.069  -1.630 "O3'A" CF2 15 
CF2 "O4'A" "O4'A" O 0 0 N N N 6.077  28.507 -1.017 3.819  0.920  0.068  "O4'A" CF2 16 
CF2 "C4'A" "C4'A" C 0 0 N N R 6.130  28.319 0.402  3.219  2.138  -0.420 "C4'A" CF2 17 
CF2 "C5'A" "C5'A" C 0 0 N N N 5.662  26.917 0.781  1.873  1.847  -1.087 "C5'A" CF2 18 
CF2 "O1'"  "O1'"  O 0 1 N N N 4.354  26.691 0.251  0.900  1.479  -0.074 "O1'"  CF2 19 
CF2 "C5'"  "C5'"  C 0 1 N N N 3.663  25.454 0.543  -0.344 1.189  -0.498 "C5'"  CF2 20 
CF2 "O2'"  "O2'"  O 0 1 N N N 4.280  24.585 1.150  -0.610 1.241  -1.683 "O2'"  CF2 21 
CF2 "N1'"  "N1'"  N 0 1 N N N 2.405  25.288 0.134  -1.295 0.840  0.391  "N1'"  CF2 22 
CF2 "C4'"  "C4'"  C 0 1 N N N 1.609  24.089 0.381  -2.649 0.525  -0.071 "C4'"  CF2 23 
CF2 "C1'"  "C1'"  C 0 1 N N N 2.024  23.228 -0.786 -3.526 0.163  1.130  "C1'"  CF2 24 
CF2 N10    N10    N 0 1 N N N 1.732  21.780 -0.827 -4.880 -0.152 0.668  N10    CF2 25 
CF2 C9A    C9A    C 0 1 Y N N 2.227  20.784 0.046  -5.226 -1.443 0.327  C9A    CF2 26 
CF2 C5A    C5A    C 0 1 Y N N 1.893  19.437 -0.202 -6.535 -1.737 -0.116 C5A    CF2 27 
CF2 C6     C6     C 0 1 Y N N 2.369  18.446 0.663  -6.864 -3.064 -0.458 C6     CF2 28 
CF2 C7     C7     C 0 1 Y N N 3.176  18.782 1.756  -5.923 -4.044 -0.359 C7     CF2 29 
CF2 C7M    C7M    C 0 1 N N N 3.665  17.669 2.655  -6.282 -5.461 -0.726 C7M    CF2 30 
CF2 C8     C8     C 0 1 Y N N 3.503  20.111 2.001  -4.635 -3.753 0.077  C8     CF2 31 
CF2 C8M    C8M    C 0 1 N N N 4.363  20.513 3.175  -3.613 -4.856 0.177  C8M    CF2 32 
CF2 C9     C9     C 0 1 Y N N 3.029  21.114 1.153  -4.285 -2.465 0.418  C9     CF2 33 
CF2 N5     N5     N 0 1 N N N 1.116  19.082 -1.270 -7.462 -0.775 -0.214 N5     CF2 34 
CF2 C4A    C4A    C 0 1 N N N 0.638  20.033 -2.119 -7.175 0.463  0.099  C4A    CF2 35 
CF2 C4     C4     C 0 1 N N N -0.157 19.720 -3.229 -8.172 1.552  0.003  C4     CF2 36 
CF2 O4     O4     O 0 1 N N N -0.472 18.540 -3.484 -9.309 1.340  -0.373 O4     CF2 37 
CF2 N3     N3     N 0 1 N N N -0.595 20.716 -4.041 -7.765 2.794  0.352  N3     CF2 38 
CF2 C10    C10    C 0 1 N N N 0.943  21.379 -1.912 -5.828 0.822  0.572  C10    CF2 39 
CF2 N1     N1     N 0 1 N N N 0.488  22.344 -2.745 -5.580 2.082  0.885  N1     CF2 40 
CF2 C2     C2     C 0 1 N N N -0.283 22.014 -3.805 -6.511 3.025  0.766  C2     CF2 41 
CF2 O2     O2     O 0 1 N N N ?      ?      ?      -6.210 4.167  1.066  O2     CF2 42 
CF2 "HA'"  "HA'"  H 0 1 N N N 4.757  28.415 -7.387 10.561 -1.827 1.023  "HA'"  CF2 43 
CF2 "HA'1" "HA'1" H 0 0 N N N 7.476  29.891 -5.732 11.099 0.070  2.280  "HA'1" CF2 44 
CF2 "HA'2" "HA'2" H 0 0 N N N 6.974  29.390 -7.359 9.990  1.322  2.446  "HA'2" CF2 45 
CF2 HAA    HAA    H 0 1 N N N 2.499  28.409 -1.237 4.588  -1.151 -1.356 HAA    CF2 46 
CF2 HAB    HAB    H 0 1 N N N 5.644  30.454 -1.746 5.454  1.498  1.217  HAB    CF2 47 
CF2 HAA1   HAA1   H 0 0 N N N 4.349  31.071 -0.001 6.014  3.142  -0.282 HAA1   CF2 48 
CF2 HAA2   HAA2   H 0 0 N N N 3.393  29.605 -0.036 6.293  1.906  -1.548 HAA2   CF2 49 
CF2 HAC    HAC    H 0 1 N N N 4.693  29.011 1.882  4.122  2.141  -2.416 HAC    CF2 50 
CF2 HAD    HAD    H 0 1 N N N 6.304  30.331 2.453  4.810  4.452  -2.204 HAD    CF2 51 
CF2 HAE    HAE    H 0 1 N N N 7.163  28.400 0.771  3.099  2.858  0.389  HAE    CF2 52 
CF2 HAB1   HAB1   H 0 0 N N N 6.359  26.174 0.367  1.529  2.736  -1.616 HAB1   CF2 53 
CF2 HAB2   HAB2   H 0 0 N N N 5.634  26.824 1.877  1.989  1.025  -1.795 HAB2   CF2 54 
CF2 "H1'"  "H1'"  H 0 1 N N N 1.978  26.035 -0.376 -1.083 0.798  1.336  "H1'"  CF2 55 
CF2 "H4'1" "H4'1" H 0 0 N N N 1.840  23.623 1.350  -3.070 1.391  -0.581 "H4'1" CF2 56 
CF2 "H4'2" "H4'2" H 0 0 N N N 0.526  24.271 0.446  -2.611 -0.319 -0.760 "H4'2" CF2 57 
CF2 "H1'1" "H1'1" H 0 0 N N N 1.517  23.656 -1.664 -3.105 -0.703 1.640  "H1'1" CF2 58 
CF2 "H1'2" "H1'2" H 0 0 N N N 3.122  23.251 -0.725 -3.564 1.007  1.819  "H1'2" CF2 59 
CF2 H9     H9     H 0 1 N N N 3.279  22.146 1.348  -3.282 -2.249 0.756  H9     CF2 60 
CF2 H6     H6     H 0 1 N N N 2.111  17.412 0.486  -7.860 -3.303 -0.798 H6     CF2 61 
CF2 H7M1   H7M1   H 0 0 N N N 3.784  16.747 2.067  -6.081 -5.624 -1.785 H7M1   CF2 62 
CF2 H7M2   H7M2   H 0 0 N N N 4.633  17.951 3.094  -5.686 -6.153 -0.132 H7M2   CF2 63 
CF2 H7M3   H7M3   H 0 0 N N N 2.933  17.499 3.459  -7.341 -5.631 -0.528 H7M3   CF2 64 
CF2 H8M1   H8M1   H 0 0 N N N 5.409  20.611 2.848  -3.079 -4.942 -0.769 H8M1   CF2 65 
CF2 H8M2   H8M2   H 0 0 N N N 4.012  21.476 3.574  -2.906 -4.625 0.973  H8M2   CF2 66 
CF2 H8M3   H8M3   H 0 0 N N N 4.295  19.745 3.959  -4.115 -5.797 0.398  H8M3   CF2 67 
CF2 H3     H3     H 0 1 N N N -1.162 20.487 -4.832 -8.393 3.532  0.301  H3     CF2 68 
# 
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 
CF2 O6A    C6A    DOUB N N 1  
CF2 C6A    N1A    SING N N 2  
CF2 C6A    C5AA   SING N N 3  
CF2 N1A    C2A    SING N N 4  
CF2 C2A    N2A    SING N N 5  
CF2 C2A    N3A    DOUB N N 6  
CF2 N3A    C4AA   SING N N 7  
CF2 C5AA   C4AA   DOUB N N 8  
CF2 C5AA   N7A    SING N N 9  
CF2 C4AA   N9A    SING N N 10 
CF2 N7A    C8A    DOUB Y N 11 
CF2 C8A    N9A    SING Y N 12 
CF2 N9A    "C1'A" SING Y N 13 
CF2 "C1'A" "C2'A" SING Y N 14 
CF2 "C1'A" "O4'A" SING Y N 15 
CF2 "C2'A" "C3'A" SING N N 16 
CF2 "C3'A" "O3'A" SING N N 17 
CF2 "C3'A" "C4'A" SING N N 18 
CF2 "O4'A" "C4'A" SING N N 19 
CF2 "C4'A" "C5'A" SING N N 20 
CF2 "C5'A" "O1'"  SING N N 21 
CF2 "O1'"  "C5'"  SING N N 22 
CF2 "C5'"  "O2'"  DOUB N N 23 
CF2 "C5'"  "N1'"  SING N N 24 
CF2 "N1'"  "C4'"  SING N N 25 
CF2 "C4'"  "C1'"  SING N N 26 
CF2 "C1'"  N10    SING N N 27 
CF2 N10    C9A    SING N N 28 
CF2 N10    C10    SING N N 29 
CF2 C9A    C5A    SING N N 30 
CF2 C9A    C9     DOUB N N 31 
CF2 C5A    C6     DOUB N N 32 
CF2 C5A    N5     SING N N 33 
CF2 C6     C7     SING N N 34 
CF2 C7     C7M    SING N N 35 
CF2 C7     C8     DOUB N N 36 
CF2 C8     C8M    SING N N 37 
CF2 C8     C9     SING N N 38 
CF2 N5     C4A    DOUB N N 39 
CF2 C4A    C4     SING N N 40 
CF2 C4A    C10    SING N N 41 
CF2 C4     O4     DOUB N N 42 
CF2 C4     N3     SING N N 43 
CF2 N3     C2     SING N N 44 
CF2 C10    N1     DOUB N N 45 
CF2 N1     C2     SING N N 46 
CF2 C2     O2     DOUB Y N 47 
CF2 N1A    "HA'"  SING Y N 48 
CF2 N2A    "HA'1" SING Y N 49 
CF2 N2A    "HA'2" SING N N 50 
CF2 C8A    HAA    SING Y N 51 
CF2 "C1'A" HAB    SING N N 52 
CF2 "C2'A" HAA1   SING N N 53 
CF2 "C2'A" HAA2   SING Y N 54 
CF2 "C3'A" HAC    SING N N 55 
CF2 "O3'A" HAD    SING N N 56 
CF2 "C4'A" HAE    SING N N 57 
CF2 "C5'A" HAB1   SING N N 58 
CF2 "C5'A" HAB2   SING Y N 59 
CF2 "N1'"  "H1'"  SING N N 60 
CF2 "C4'"  "H4'1" SING N N 61 
CF2 "C4'"  "H4'2" SING N N 62 
CF2 "C1'"  "H1'1" SING N N 63 
CF2 "C1'"  "H1'2" SING N N 64 
CF2 C9     H9     SING N N 65 
CF2 C6     H6     SING N N 66 
CF2 C7M    H7M1   SING N N 67 
CF2 C7M    H7M2   SING N N 68 
CF2 C7M    H7M3   SING N N 69 
CF2 C8M    H8M1   SING N N 70 
CF2 C8M    H8M2   SING N N 71 
CF2 C8M    H8M3   SING N N 72 
CF2 N3     H3     SING N N 73 
# 
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 
CF2 SMILES           ACDLabs              10.04 O=C2C3=Nc1cc(c(cc1N(C3=NC(=O)N2)CCNC(=O)OCC6OC(n5cnc4c5N=C(N)NC4=O)CC6O)C)C 
CF2 InChI            InChI                1.02b 
;InChI=1/C25H26N10O7/c1-10-5-12-13(6-11(10)2)34(20-18(29-12)22(38)33-24(39)31-20)4-3-27-25(40)41-8-15-14(36)7-16(42-15)35-9-28-17-19(35)30-23(26)32-21(17)37/h5-6,9,14-16,36H,3-4,7-8H2,1-2H3,(H,27,40)(H,33,38,39)(H3,26,30,32,37)/t14-,15+,16+/m0/s1/f/h27,32-33H,26H2
;
CF2 InChIKey         InChI                1.02b JIELMHTXDVQHJI-QXPHFZNVDS 
CF2 SMILES_CANONICAL CACTVS               3.341 Cc1cc2N=C3C(=O)NC(=O)N=C3N(CCNC(=O)OC[C@H]4O[C@H](C[C@@H]4O)n5cnc6C(=O)NC(=Nc56)N)c2cc1C 
CF2 SMILES           CACTVS               3.341 Cc1cc2N=C3C(=O)NC(=O)N=C3N(CCNC(=O)OC[CH]4O[CH](C[CH]4O)n5cnc6C(=O)NC(=Nc56)N)c2cc1C 
CF2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CCNC(=O)OC[C@@H]4[C@H](C[C@@H](O4)n5cnc6c5N=C(NC6=O)N)O 
CF2 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CCNC(=O)OCC4C(CC(O4)n5cnc6c5N=C(NC6=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 
CF2 "SYSTEMATIC NAME" ACDLabs              10.04 "2'-deoxy-5'-O-{[2-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)ethyl]carbamoyl}guanosine"                                    
CF2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxy-oxolan-2-yl]methyl N-[2-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)ethyl]carbamate" 
# 
