data_A4P
# 
_chem_comp.id                                    A4P 
_chem_comp.name                                  "6-(ADENOSINE TETRAPHOSPHATE-METHYL)-7,8-DIHYDROPTERIN" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H24 N10 O17 P4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-05 
_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                        764.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A4P 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1EX8 
_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 
A4P N9R    N9R  N 0 1 Y N N -1.731 16.020 21.745 -1.202 -0.022 -8.513  N9R    A4P 1  
A4P C8R    C8R  C 0 1 Y N N -3.008 16.649 21.661 -1.777 0.965  -7.770  C8R    A4P 2  
A4P N7R    N7R  N 0 1 Y N N -3.421 16.922 20.450 -2.818 1.440  -8.390  N7R    A4P 3  
A4P C5R    C5R  C 0 1 Y N N -2.338 16.440 19.667 -2.977 0.789  -9.567  C5R    A4P 4  
A4P C6R    C6R  C 0 1 Y N N -2.244 16.479 18.243 -3.899 0.871  -10.625 C6R    A4P 5  
A4P N6R    N6R  N 0 1 N N N -3.075 16.934 17.408 -4.938 1.784  -10.589 N6R    A4P 6  
A4P N1R    N1R  N 0 1 Y N N -1.014 15.912 17.670 -3.749 0.052  -11.660 N1R    A4P 7  
A4P C1R    C1R  C 0 1 N N R -1.250 15.581 23.085 -0.013 -0.798 -8.154  C1R    A4P 8  
A4P C2R    C2R  C 0 1 Y N N -0.102 15.418 18.498 -2.760 -0.821 -11.703 C2R    A4P 9  
A4P N3R    N3R  N 0 1 Y N N -0.122 15.345 19.891 -1.873 -0.933 -10.737 N3R    A4P 10 
A4P C4R    C4R  C 0 1 Y N N -1.312 15.894 20.434 -1.939 -0.152 -9.664  C4R    A4P 11 
A4P "O5'"  O5*  O 0 1 N N N 2.338  17.056 23.485 1.122  -1.051 -4.055  "O5'"  A4P 12 
A4P "C5'"  C5*  C 0 1 N N N 1.679  16.748 24.797 1.912  -0.534 -5.128  "C5'"  A4P 13 
A4P "C4'"  C4*  C 0 1 N N R 0.524  15.864 24.495 1.489  -1.201 -6.439  "C4'"  A4P 14 
A4P "O4'"  O4*  O 0 1 N N N -0.383 16.552 23.604 0.112  -0.900 -6.719  "O4'"  A4P 15 
A4P "C3'"  C3*  C 0 1 N N S 0.811  14.606 23.774 2.330  -0.645 -7.604  "C3'"  A4P 16 
A4P "O3'"  O3*  O 0 1 N N N 1.324  13.604 24.613 3.067  -1.690 -8.241  "O3'"  A4P 17 
A4P "C2'"  C2*  C 0 1 N N R -0.526 14.243 23.143 1.277  -0.052 -8.577  "C2'"  A4P 18 
A4P "O2'"  O2*  O 0 1 N N N -1.261 13.305 23.974 1.615  -0.347 -9.934  "O2'"  A4P 19 
A4P PA     PA   P 0 1 N N R 3.731  17.847 23.459 1.618  -0.309 -2.714  PA     A4P 20 
A4P O1A    O1A  O 0 1 N N N 3.901  18.216 22.028 1.402  1.278  -2.869  O1A    A4P 21 
A4P O2A    O2A  O 0 1 N N N 4.889  17.053 24.022 3.053  -0.593 -2.495  O2A    A4P 22 
A4P O3A    O3A  O 0 1 N N N 3.503  19.032 24.417 0.766  -0.846 -1.458  O3A    A4P 23 
A4P PB     PB   P 0 1 N N R 2.852  20.442 23.871 1.311  -0.067 -0.159  PB     A4P 24 
A4P O1B    O1B  O 0 1 N N N 1.855  21.008 24.850 1.101  1.516  -0.356  O1B    A4P 25 
A4P O2B    O2B  O 0 1 N N N 2.468  20.334 22.420 2.751  -0.355 0.020   O2B    A4P 26 
A4P O3B    O3B  O 0 1 N N N 4.132  21.466 23.999 0.498  -0.558 1.141   O3B    A4P 27 
A4P PG     PG   P 0 1 N N S 5.002  21.847 22.869 1.092  0.257  2.396   PG     A4P 28 
A4P O1G    O1G  O 0 1 N N N 5.137  20.691 21.874 0.885  1.835  2.155   O1G    A4P 29 
A4P O2G    O2G  O 0 1 N N N 6.298  22.301 23.461 2.536  -0.035 2.536   O2G    A4P 30 
A4P O3G    O3G  O 0 1 N N N 4.272  23.014 22.102 0.321  -0.186 3.737   O3G    A4P 31 
A4P PD     PD   P 0 1 N N S 3.682  22.874 20.610 0.961  0.663  4.945   PD     A4P 32 
A4P O1D    O1D  O 0 1 N N N 2.547  23.875 20.595 0.757  2.235  4.662   O1D    A4P 33 
A4P O2D    O2D  O 0 1 N N N 3.060  21.494 20.588 2.407  0.364  5.047   O2D    A4P 34 
A4P O3D    O3D  O 0 1 N N N 4.704  22.997 19.523 0.233  0.267  6.325   O3D    A4P 35 
A4P N1     N1   N 0 1 N N N 8.299  26.822 16.133 -1.822 0.048  12.158  N1     A4P 36 
A4P C2     C2   C 0 1 N N N 8.494  26.505 14.862 -2.596 -1.015 12.244  C2     A4P 37 
A4P N2     N2   N 0 1 N N N 9.022  27.320 13.981 -3.206 -1.300 13.437  N2     A4P 38 
A4P N3     N3   N 0 1 N N N 8.104  25.211 14.451 -2.800 -1.841 11.183  N3     A4P 39 
A4P C4     C4   C 0 1 N N N 7.535  24.230 15.242 -2.212 -1.587 9.993   C4     A4P 40 
A4P O4     O4   O 0 1 N N N 7.248  23.110 14.683 -2.393 -2.321 9.036   O4     A4P 41 
A4P N5     N5   N 0 1 N N N 6.756  23.708 17.580 -0.740 -0.148 8.724   N5     A4P 42 
A4P C6     C6   C 0 1 N N N 6.601  24.146 18.877 0.203  0.726  8.679   C6     A4P 43 
A4P C6A    C6A  C 0 1 N N N 6.012  23.266 19.904 0.843  1.051  7.353   C6A    A4P 44 
A4P C7     C7   C 0 1 N N N 7.016  25.534 19.335 0.682  1.432  9.921   C7     A4P 45 
A4P N8     N8   N 0 1 N N N 7.543  26.268 18.333 -0.413 1.480  10.901  N8     A4P 46 
A4P C9     C9   C 0 1 N N N 7.749  25.957 17.027 -1.211 0.358  11.017  C9     A4P 47 
A4P C10    C10  C 0 1 N N N 7.326  24.591 16.635 -1.378 -0.455 9.888   C10    A4P 48 
A4P H8R    H8R  H 0 1 N N N -3.658 16.917 22.510 -1.421 1.303  -6.808  H8R    A4P 49 
A4P H6R1   1H6R H 0 0 N N N -3.007 16.961 16.390 -5.568 1.831  -11.325 H6R1   A4P 50 
A4P H6R2   2H6R H 0 0 N N N -3.250 17.896 17.695 -5.037 2.377  -9.828  H6R2   A4P 51 
A4P H1R    H1R  H 0 1 N N N -2.184 15.449 23.679 -0.050 -1.788 -8.607  H1R    A4P 52 
A4P H2R    H2R  H 0 1 N N N 0.777  15.020 17.964 -2.675 -1.469 -12.564 H2R    A4P 53 
A4P "H5'1" 1H5* H 0 0 N N N 2.378  16.317 25.551 1.762  0.542  -5.204  "H5'1" A4P 54 
A4P "H5'2" 2H5* H 0 0 N N N 1.397  17.659 25.373 2.965  -0.742 -4.937  "H5'2" A4P 55 
A4P "H4'"  H4*  H 0 1 N N N 0.135  15.616 25.510 1.625  -2.280 -6.366  "H4'"  A4P 56 
A4P "H3'"  H3*  H 0 1 N N N 1.615  14.721 23.010 3.004  0.134  -7.250  "H3'"  A4P 57 
A4P "HO'3" 3HO* H 0 0 N N N 1.508  12.795 24.149 3.523  -1.291 -8.996  "HO'3" A4P 58 
A4P "H2'"  H2*  H 0 1 N N N -0.417 13.748 22.149 1.172  1.022  -8.430  "H2'"  A4P 59 
A4P "HO'2" 2HO* H 0 0 N N N -0.809 12.470 24.010 2.423  0.144  -10.135 "HO'2" A4P 60 
A4P HOA1   1HOA H 0 0 N N N 4.727  18.685 22.012 0.456  1.419  -3.010  HOA1   A4P 61 
A4P HOB1   1HOB H 0 0 N N N 1.479  21.821 24.534 0.151  1.660  -0.470  HOB1   A4P 62 
A4P HOG1   1HOG H 0 0 N N N 5.696  20.936 21.146 -0.065 1.983  2.069   HOG1   A4P 63 
A4P HOD1   1HOD H 0 0 N N N 2.199  23.792 19.714 -0.195 2.387  4.603   HOD1   A4P 64 
A4P HN21   1HN2 H 0 0 N N N 9.172  27.075 13.002 -3.066 -0.722 14.203  HN21   A4P 65 
A4P HN22   2HN2 H 0 0 N N N 9.919  27.627 14.355 -3.781 -2.078 13.514  HN22   A4P 66 
A4P HN3    HN3  H 0 1 N N N 8.249  24.956 13.474 -3.378 -2.614 11.278  HN3    A4P 67 
A4P H6A1   1H6A H 0 0 N N N 6.086  23.688 20.933 0.705  2.109  7.133   H6A1   A4P 68 
A4P H6A2   2H6A H 0 0 N N N 6.611  22.342 20.081 1.908  0.825  7.399   H6A2   A4P 69 
A4P H71    1H7  H 0 1 N N N 6.166  26.068 19.821 1.527  0.889  10.345  H71    A4P 70 
A4P H72    2H7  H 0 1 N N N 7.712  25.479 20.203 0.990  2.447  9.667   H72    A4P 71 
A4P HN8    HN8  H 0 1 N N N 8.454  26.567 18.678 -0.569 2.268  11.445  HN8    A4P 72 
# 
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 
A4P N9R   C8R    SING Y N 1  
A4P N9R   C1R    SING N N 2  
A4P N9R   C4R    SING Y N 3  
A4P C8R   N7R    DOUB Y N 4  
A4P C8R   H8R    SING N N 5  
A4P N7R   C5R    SING Y N 6  
A4P C5R   C6R    SING Y N 7  
A4P C5R   C4R    DOUB Y N 8  
A4P C6R   N6R    SING N N 9  
A4P C6R   N1R    DOUB Y N 10 
A4P N6R   H6R1   SING N N 11 
A4P N6R   H6R2   SING N N 12 
A4P N1R   C2R    SING Y N 13 
A4P C1R   "O4'"  SING N N 14 
A4P C1R   "C2'"  SING N N 15 
A4P C1R   H1R    SING N N 16 
A4P C2R   N3R    DOUB Y N 17 
A4P C2R   H2R    SING N N 18 
A4P N3R   C4R    SING Y N 19 
A4P "O5'" "C5'"  SING N N 20 
A4P "O5'" PA     SING N N 21 
A4P "C5'" "C4'"  SING N N 22 
A4P "C5'" "H5'1" SING N N 23 
A4P "C5'" "H5'2" SING N N 24 
A4P "C4'" "O4'"  SING N N 25 
A4P "C4'" "C3'"  SING N N 26 
A4P "C4'" "H4'"  SING N N 27 
A4P "C3'" "O3'"  SING N N 28 
A4P "C3'" "C2'"  SING N N 29 
A4P "C3'" "H3'"  SING N N 30 
A4P "O3'" "HO'3" SING N N 31 
A4P "C2'" "O2'"  SING N N 32 
A4P "C2'" "H2'"  SING N N 33 
A4P "O2'" "HO'2" SING N N 34 
A4P PA    O1A    SING N N 35 
A4P PA    O2A    DOUB N N 36 
A4P PA    O3A    SING N N 37 
A4P O1A   HOA1   SING N N 38 
A4P O3A   PB     SING N N 39 
A4P PB    O1B    SING N N 40 
A4P PB    O2B    DOUB N N 41 
A4P PB    O3B    SING N N 42 
A4P O1B   HOB1   SING N N 43 
A4P O3B   PG     SING N N 44 
A4P PG    O1G    SING N N 45 
A4P PG    O2G    DOUB N N 46 
A4P PG    O3G    SING N N 47 
A4P O1G   HOG1   SING N N 48 
A4P O3G   PD     SING N N 49 
A4P PD    O1D    SING N N 50 
A4P PD    O2D    DOUB N N 51 
A4P PD    O3D    SING N N 52 
A4P O1D   HOD1   SING N N 53 
A4P O3D   C6A    SING N N 54 
A4P N1    C2     DOUB N N 55 
A4P N1    C9     SING N N 56 
A4P C2    N2     SING N N 57 
A4P C2    N3     SING N N 58 
A4P N2    HN21   SING N N 59 
A4P N2    HN22   SING N N 60 
A4P N3    C4     SING N N 61 
A4P N3    HN3    SING N N 62 
A4P C4    O4     DOUB N N 63 
A4P C4    C10    SING N N 64 
A4P N5    C6     DOUB N N 65 
A4P N5    C10    SING N N 66 
A4P C6    C6A    SING N N 67 
A4P C6    C7     SING N N 68 
A4P C6A   H6A1   SING N N 69 
A4P C6A   H6A2   SING N N 70 
A4P C7    N8     SING N N 71 
A4P C7    H71    SING N N 72 
A4P C7    H72    SING N N 73 
A4P N8    C9     SING N N 74 
A4P N8    HN8    SING N N 75 
A4P C9    C10    DOUB N N 76 
# 
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 
A4P SMILES           ACDLabs              10.04 O=C2NC(=NC=1NCC(=NC=12)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC5OC(n4cnc3c(ncnc34)N)C(O)C5O)N 
A4P InChI            InChI                1.02b 
;InChI=1/C17H24N10O17P4/c18-12-8-14(22-4-21-12)27(5-23-8)16-11(29)10(28)7(41-16)3-40-46(33,34)43-48(37,38)44-47(35,36)42-45(31,32)39-2-6-1-20-13-9(24-6)15(30)26-17(19)25-13/h4-5,7,10-11,16,28-29H,1-3H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H2,18,21,22)(H4,19,20,25,26,30)/t7-,10-,11-,16-/m1/s1/f/h20,26,31,33,35,37H,18-19H2
;
A4P InChIKey         InChI                1.02b ZKRKFZJAQKKHKL-DTQZOFFFDP 
A4P SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N=C(CN2)CO[P@@](O)(=O)O[P@@](O)(=O)O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C(=O)N1 
A4P SMILES           CACTVS               3.341 NC1=NC2=C(N=C(CN2)CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)C(=O)N1 
A4P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)O[P@@](=O)(O)O[P@@](=O)(O)OCC4=NC5=C(NC4)N=C(NC5=O)N)O)O)N 
A4P SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4=NC5=C(NC4)N=C(NC5=O)N)O)O)N 
# 
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 
A4P "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(R)-{[(S)-{[(S)-[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine" 
A4P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[[[(2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" 
# 
