data_PAX
# 
_chem_comp.id                                    PAX 
_chem_comp.name                                  
;5'-PHOSPHOTHYMIDINE (3'-5')-PYROPHOSPHATE ADENOSINE 3'-PHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 N7 O20 P4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -2 
_chem_comp.pdbx_initial_date                     2004-07-22 
_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                        809.358 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PAX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1U1B 
_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 
PAX PA     PA   P 0  1 N N N -24.136 -18.730 -9.572  3.644  4.572  0.057  PA     PAX 1  
PAX O1A    O1A  O -1 1 N N N -25.550 -19.310 -9.536  2.895  3.257  0.062  O1A    PAX 2  
PAX O2A    O2A  O 0  1 N N N -23.710 -18.040 -10.873 5.064  4.651  -0.461 O2A    PAX 3  
PAX "O5'"  O5*  O 0  1 N N N -23.925 -17.704 -8.369  2.721  5.683  -0.711 "O5'"  PAX 4  
PAX PB     PB   P 0  1 N N N -22.779 -20.736 -7.959  4.294  4.655  2.944  PB     PAX 5  
PAX O1B    O1B  O -1 1 N N N -22.023 -19.881 -7.013  3.633  3.349  3.329  O1B    PAX 6  
PAX O2B    O2B  O 0  1 N N N -24.034 -21.383 -7.523  5.797  4.749  2.800  O2B    PAX 7  
PAX O3A    O3A  O 0  1 N N N -23.096 -19.879 -9.247  3.600  5.194  1.567  O3A    PAX 8  
PAX PG     PG   P 0  1 N N N -29.230 -15.857 -8.064  3.049  11.320 -2.671 PG     PAX 9  
PAX O1G    O1G  O 0  1 N N N -29.417 -15.806 -6.548  3.497  11.299 -4.225 O1G    PAX 10 
PAX O2G    O2G  O 0  1 N N N -30.184 -14.949 -8.831  4.443  11.552 -1.885 O2G    PAX 11 
PAX O3G    O3G  O 0  1 N N N -29.297 -17.307 -8.575  1.960  12.294 -2.331 O3G    PAX 12 
PAX N9A    N9A  N 0  1 Y N N -24.014 -13.430 -9.846  1.091  9.592  2.007  N9A    PAX 13 
PAX C4A    C4A  C 0  1 Y N N -23.062 -13.762 -10.795 0.325  10.326 2.869  C4A    PAX 14 
PAX N3A    N3A  N 0  1 Y N N -22.842 -14.983 -11.376 -0.902 10.823 2.651  N3A    PAX 15 
PAX C2A    C2A  C 0  1 Y N N -21.813 -14.942 -12.276 -1.339 11.496 3.738  C2A    PAX 16 
PAX N1A    N1A  N 0  1 Y N N -21.038 -13.862 -12.619 -0.710 11.698 4.921  N1A    PAX 17 
PAX C6A    C6A  C 0  1 Y N N -21.291 -12.649 -12.010 0.527  11.167 5.071  C6A    PAX 18 
PAX N6A    N6A  N 0  1 N N N -20.536 -11.606 -12.348 1.230  11.342 6.275  N6A    PAX 19 
PAX C5A    C5A  C 0  1 Y N N -22.353 -12.571 -11.047 1.088  10.450 4.019  C5A    PAX 20 
PAX N7A    N7A  N 0  1 Y N N -22.848 -11.533 -10.284 2.293  9.810  3.873  N7A    PAX 21 
PAX C8A    C8A  C 0  1 Y N N -23.821 -12.086 -9.596  2.263  9.307  2.657  C8A    PAX 22 
PAX "C5'"  C5*  C 0  1 N N N -24.982 -17.399 -7.471  3.205  7.008  -0.849 "C5'"  PAX 23 
PAX "C4'"  C4*  C 0  1 N N R -25.551 -16.033 -7.756  2.027  7.965  -0.873 "C4'"  PAX 24 
PAX "O4'"  O4*  O 0  1 N N N -24.500 -15.104 -8.197  1.311  7.887  0.370  "O4'"  PAX 25 
PAX "C1'"  C1*  C 0  1 N N R -25.062 -14.247 -9.173  0.736  9.182  0.647  "C1'"  PAX 26 
PAX "C2'"  C2*  C 0  1 N N R -25.924 -15.230 -9.986  1.230  10.147 -0.433 "C2'"  PAX 27 
PAX "O2'"  O2*  O 0  1 N N N -26.795 -14.589 -10.916 0.210  10.314 -1.416 "O2'"  PAX 28 
PAX "C3'"  C3*  C 0  1 N N S -26.630 -16.001 -8.863  2.433  9.423  -1.007 "C3'"  PAX 29 
PAX "O3'"  O3*  O 0  1 N N N -27.738 -15.238 -8.359  2.716  9.775  -2.345 "O3'"  PAX 30 
PAX O5     O5   O 0  1 N N N -19.696 -22.514 -12.320 1.352  6.892  5.386  O5     PAX 31 
PAX C5     C5   C 0  1 N N N -20.977 -23.003 -11.865 2.158  6.934  6.552  C5     PAX 32 
PAX C4     C4   C 0  1 N N R -20.989 -23.121 -10.352 3.619  6.922  6.139  C4     PAX 33 
PAX O4     O4   O 0  1 N N N -19.786 -23.773 -9.903  4.451  6.935  7.312  O4     PAX 34 
PAX C1     C1   C 0  1 N N R -19.121 -22.977 -8.945  5.558  6.046  7.100  C1     PAX 35 
PAX C2     C2   C 0  1 N N N -19.608 -21.559 -9.155  5.496  5.601  5.650  C2     PAX 36 
PAX C3     C3   C 0  1 N N S -21.040 -21.791 -9.614  4.015  5.681  5.355  C3     PAX 37 
PAX O3     O3   O 0  1 N N N -21.885 -21.950 -8.497  3.772  5.820  3.971  O3     PAX 38 
PAX PD     PD   P 0  1 N N N -19.538 -21.643 -13.700 -0.257 6.895  5.560  PD     PAX 39 
PAX O1D    O1D  O 0  1 N N N -19.675 -22.675 -14.832 -0.513 5.648  6.558  O1D    PAX 40 
PAX O2D    O2D  O 0  1 N N N -18.134 -20.992 -13.636 -0.540 8.184  6.494  O2D    PAX 41 
PAX O3D    O3D  O 0  1 N N N -20.680 -20.612 -13.688 -1.034 6.849  4.277  O3D    PAX 42 
PAX N1T    N1T  N 0  1 Y N N -17.662 -23.150 -9.151  5.433  4.942  8.013  N1T    PAX 43 
PAX C6T    C6T  C 0  1 Y N N -17.075 -23.076 -10.441 4.329  4.901  8.856  C6T    PAX 44 
PAX C2T    C2T  C 0  1 Y N N -16.875 -23.396 -8.006  6.403  3.918  8.059  C2T    PAX 45 
PAX O2T    O2T  O 0  1 N N N -17.326 -23.463 -6.881  7.406  3.890  7.343  O2T    PAX 46 
PAX N3T    N3T  N 0  1 Y N N -15.522 -23.559 -8.269  6.154  2.907  8.994  N3T    PAX 47 
PAX C4T    C4T  C 0  1 Y N N -14.885 -23.499 -9.516  5.072  2.818  9.857  C4T    PAX 48 
PAX O4T    O4T  O 0  1 N N N -13.671 -23.670 -9.558  4.915  1.900  10.657 O4T    PAX 49 
PAX C5T    C5T  C 0  1 Y N N -15.753 -23.233 -10.656 4.094  3.933  9.749  C5T    PAX 50 
PAX CM5    CM5  C 0  1 N N N -15.196 -23.139 -12.044 2.898  3.908  10.647 CM5    PAX 51 
PAX H1G    H1G  H 0  1 N N N -28.822 -16.372 -6.069  3.692  12.149 -4.674 H1G    PAX 52 
PAX H2A    H2A  H 0  1 N N N -21.580 -15.892 -12.785 -2.328 11.933 3.653  H2A    PAX 53 
PAX H6A1   1H6A H 0  0 N N N -20.722 -10.709 -11.898 2.157  11.723 6.254  H6A1   PAX 54 
PAX H6A2   2H6A H 0  0 N N N -20.570 -11.484 -13.360 0.836  10.998 7.130  H6A2   PAX 55 
PAX H8A    H8A  H 0  1 N N N -24.412 -11.485 -8.884  3.053  8.731  2.195  H8A    PAX 56 
PAX "H5'1" 1H5* H 0  0 N N N -25.772 -18.185 -7.482  3.864  7.232  -0.005 "H5'1" PAX 57 
PAX "H5'2" 2H5* H 0  0 N N N -24.661 -17.498 -6.407  3.777  7.079  -1.779 "H5'2" PAX 58 
PAX "H4'"  H4*  H 0  1 N N N -26.013 -15.735 -6.786  1.348  7.666  -1.681 "H4'"  PAX 59 
PAX "H1'"  H1*  H 0  1 N N N -25.712 -13.411 -8.824  -0.354 9.080  0.653  "H1'"  PAX 60 
PAX "H2'"  H2*  H 0  1 N N N -25.346 -15.891 -10.673 1.478  11.144 -0.059 "H2'"  PAX 61 
PAX H2     H2   H 0  1 N N N -27.326 -15.195 -11.417 0.652  10.512 -2.260 H2     PAX 62 
PAX "H3'"  H3*  H 0  1 N N N -27.010 -16.996 -9.192  3.315  9.629  -0.389 "H3'"  PAX 63 
PAX H51    1H5  H 0  1 N N N -21.818 -22.375 -12.239 1.928  7.844  7.110  H51    PAX 64 
PAX H52    2H5  H 0  1 N N N -21.254 -23.963 -12.359 1.932  6.063  7.172  H52    PAX 65 
PAX H4     H4   H 0  1 N N N -21.917 -23.693 -10.122 3.829  7.834  5.568  H4     PAX 66 
PAX H1     H1   H 0  1 N N N -19.332 -23.260 -7.887  6.493  6.561  7.337  H1     PAX 67 
PAX H21    1H2  H 0  1 N N N -19.495 -20.883 -8.275  5.917  4.608  5.466  H21    PAX 68 
PAX H22    2H2  H 0  1 N N N -18.984 -20.939 -9.840  6.040  6.308  5.011  H22    PAX 69 
PAX H3     H3   H 0  1 N N N -21.420 -20.944 -10.232 3.499  4.787  5.724  H3     PAX 70 
PAX H2D    H2D  H 0  1 N N N -18.042 -20.487 -14.435 -1.468 8.436  6.687  H2D    PAX 71 
PAX H6T    H6T  H 0  1 N N N -17.688 -22.883 -11.337 3.640  5.733  8.745  H6T    PAX 72 
PAX H3T    H3T  H 0  1 N N N -14.931 -23.742 -7.457  6.840  2.159  9.045  H3T    PAX 73 
PAX HM51   1HM5 H 0  0 N N N -14.102 -23.268 -12.221 2.313  3.010  10.456 HM51   PAX 74 
PAX HM52   2HM5 H 0  0 N N N -15.744 -23.861 -12.691 2.281  4.787  10.462 HM52   PAX 75 
PAX HM53   3HM5 H 0  0 N N N -15.508 -22.162 -12.481 3.220  3.916  11.688 HM53   PAX 76 
PAX HO1    HO1  H 0  1 N N N -30.944 -14.760 -8.293  4.822  12.456 -1.848 HO1    PAX 77 
PAX HO2    HO2  H 0  1 N N N -19.703 -22.226 -15.669 -1.436 5.378  6.752  HO2    PAX 78 
# 
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 
PAX PA    O1A    SING N N 1  
PAX PA    O2A    DOUB N N 2  
PAX PA    "O5'"  SING N N 3  
PAX PA    O3A    SING N N 4  
PAX "O5'" "C5'"  SING N N 5  
PAX PB    O1B    SING N N 6  
PAX PB    O2B    DOUB N N 7  
PAX PB    O3A    SING N N 8  
PAX PB    O3     SING N N 9  
PAX PG    O1G    SING N N 10 
PAX PG    O2G    SING N N 11 
PAX PG    O3G    DOUB N N 12 
PAX PG    "O3'"  SING N N 13 
PAX O1G   H1G    SING N N 14 
PAX N9A   C4A    SING Y N 15 
PAX N9A   C8A    SING Y N 16 
PAX N9A   "C1'"  SING N N 17 
PAX C4A   N3A    DOUB Y N 18 
PAX C4A   C5A    SING Y N 19 
PAX N3A   C2A    SING Y N 20 
PAX C2A   N1A    DOUB Y N 21 
PAX C2A   H2A    SING N N 22 
PAX N1A   C6A    SING Y N 23 
PAX C6A   N6A    SING N N 24 
PAX C6A   C5A    DOUB Y N 25 
PAX N6A   H6A1   SING N N 26 
PAX N6A   H6A2   SING N N 27 
PAX C5A   N7A    SING Y N 28 
PAX N7A   C8A    DOUB Y N 29 
PAX C8A   H8A    SING N N 30 
PAX "C5'" "C4'"  SING N N 31 
PAX "C5'" "H5'1" SING N N 32 
PAX "C5'" "H5'2" SING N N 33 
PAX "C4'" "O4'"  SING N N 34 
PAX "C4'" "C3'"  SING N N 35 
PAX "C4'" "H4'"  SING N N 36 
PAX "O4'" "C1'"  SING N N 37 
PAX "C1'" "C2'"  SING N N 38 
PAX "C1'" "H1'"  SING N N 39 
PAX "C2'" "O2'"  SING N N 40 
PAX "C2'" "C3'"  SING N N 41 
PAX "C2'" "H2'"  SING N N 42 
PAX "O2'" H2     SING N N 43 
PAX "C3'" "O3'"  SING N N 44 
PAX "C3'" "H3'"  SING N N 45 
PAX O5    C5     SING N N 46 
PAX O5    PD     SING N N 47 
PAX C5    C4     SING N N 48 
PAX C5    H51    SING N N 49 
PAX C5    H52    SING N N 50 
PAX C4    O4     SING N N 51 
PAX C4    C3     SING N N 52 
PAX C4    H4     SING N N 53 
PAX O4    C1     SING N N 54 
PAX C1    C2     SING N N 55 
PAX C1    N1T    SING N N 56 
PAX C1    H1     SING N N 57 
PAX C2    C3     SING N N 58 
PAX C2    H21    SING N N 59 
PAX C2    H22    SING N N 60 
PAX C3    O3     SING N N 61 
PAX C3    H3     SING N N 62 
PAX PD    O1D    SING N N 63 
PAX PD    O2D    SING N N 64 
PAX PD    O3D    DOUB N N 65 
PAX O2D   H2D    SING N N 66 
PAX N1T   C6T    SING Y N 67 
PAX N1T   C2T    SING Y N 68 
PAX C6T   C5T    DOUB Y N 69 
PAX C6T   H6T    SING N N 70 
PAX C2T   O2T    DOUB N N 71 
PAX C2T   N3T    SING Y N 72 
PAX N3T   C4T    SING Y N 73 
PAX N3T   H3T    SING N N 74 
PAX C4T   O4T    DOUB N N 75 
PAX C4T   C5T    SING Y N 76 
PAX C5T   CM5    SING N N 77 
PAX CM5   HM51   SING N N 78 
PAX CM5   HM52   SING N N 79 
PAX CM5   HM53   SING N N 80 
PAX HO1   O2G    SING N N 81 
PAX HO2   O1D    SING N N 82 
# 
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 
PAX InChI            InChI                1.02b 
;InChI=1/C20H29N7O20P4/c1-8-3-26(20(30)25-18(8)29)12-2-9(10(43-12)4-41-48(31,32)33)45-51(39,40)47-50(37,38)42-5-11-15(46-49(34,35)36)14(28)19(44-11)27-7-24-13-16(21)22-6-23-17(13)27/h3,6-7,9-12,14-15,19,28H,2,4-5H2,1H3,(H,37,38)(H,39,40)(H2,21,22,23)(H,25,29,30)(H2,31,32,33)(H2,34,35,36)/p-2/t9-,10+,11+,12+,14+,15+,19+/m0/s1/fC20H27N7O20P4/h25,31-32,34-35H,21H2/q-2
;
PAX InChIKey         InChI                1.02b DQGQNMNTNSHMMC-FIROWMOFDH 
PAX SMILES_CANONICAL CACTVS               3.341 CC1=CN([C@H]2C[C@H](O[P]([O-])(=O)O[P]([O-])(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O[P](O)(O)=O)n4cnc5c(N)ncnc45)[C@@H](CO[P](O)(O)=O)O2)C(=O)NC1=O 
PAX SMILES           CACTVS               3.341 CC1=CN([CH]2C[CH](O[P]([O-])(=O)O[P]([O-])(=O)OC[CH]3O[CH]([CH](O)[CH]3O[P](O)(O)=O)n4cnc5c(N)ncnc45)[CH](CO[P](O)(O)=O)O2)C(=O)NC1=O 
PAX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)O[P@@](=O)([O-])O[P@@](=O)([O-])OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)O)OP(=O)(O)O 
PAX SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)O)OP(=O)([O-])OP(=O)([O-])OCC3C(C(C(O3)n4cnc5c4ncnc5N)O)OP(=O)(O)O 
# 
_pdbx_chem_comp_identifier.comp_id           PAX 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)-2-(phosphonooxymethyl)oxolan-3-yl]oxy-oxido-phosphoryl] phosphate" 
# 
