data_MPN
# 
_chem_comp.id                                    MPN 
_chem_comp.name                                  "PHOSPHORIC ACID MONO-(2-AMINO-4-OXO-5,6-DITHIOXO-1,5,6,7,8A,9,10,10A-OCTAHYDRO-4H-8-OXA-1,3,9,10-TETRAAZA-ANTHRACEN-7-YLMETHYL) ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H12 N5 O6 P S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-08-17 
_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                        393.336 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MPN 
_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        1JRO 
_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 
MPN O3P    O3P    O 0 1 N N N 5.088  46.504 60.405 3.117  0.576  4.526  O3P    MPN 1  
MPN P      P      P 0 1 N N N 5.604  45.247 60.565 1.763  -0.155 4.055  P      MPN 2  
MPN O1P    O1P    O 0 1 N N N 4.566  44.280 61.175 2.079  -1.523 3.587  O1P    MPN 3  
MPN O2P    O2P    O 0 1 N N N 5.964  44.930 59.170 0.738  -0.235 5.294  O2P    MPN 4  
MPN "O4'"  "O4'"  O 0 1 N N N 6.734  45.139 61.378 1.090  0.679  2.855  "O4'"  MPN 5  
MPN "C4'"  "C4'"  C 0 1 N N N 6.761  45.838 62.625 -0.100 -0.017 2.483  "C4'"  MPN 6  
MPN "C3'"  "C3'"  C 0 1 N N R 7.899  45.501 63.346 -0.792 0.728  1.340  "C3'"  MPN 7  
MPN "C2'"  "C2'"  C 0 1 N N N 7.597  45.297 64.891 -2.031 -0.029 0.904  "C2'"  MPN 8  
MPN "S2'"  "S2'"  S 0 1 N N N 6.315  44.406 65.660 -2.636 -1.234 1.763  "S2'"  MPN 9  
MPN "O3'"  "O3'"  O 0 1 N N N 8.907  46.514 63.199 0.080  0.805  0.212  "O3'"  MPN 10 
MPN C7     C7     C 0 1 N N R 10.014 46.030 63.942 -0.550 1.599  -0.791 C7     MPN 11 
MPN C6     C6     C 0 1 N N R 9.539  46.543 65.437 -1.693 0.828  -1.470 C6     MPN 12 
MPN "C1'"  "C1'"  C 0 1 N N N 8.428  45.838 65.898 -2.645 0.416  -0.365 "C1'"  MPN 13 
MPN "S1'"  "S1'"  S 0 1 N N N 8.204  45.656 67.512 -4.230 0.475  -0.564 "S1'"  MPN 14 
MPN N5     N5     N 0 1 N N N 9.410  48.088 65.458 -1.098 -0.393 -2.032 N5     MPN 15 
MPN N8     N8     N 0 1 N N N 11.106 46.722 63.371 0.437  1.895  -1.844 N8     MPN 16 
MPN C10    C10    C 0 1 Y N N 11.284 48.075 63.570 0.846  0.869  -2.673 C10    MPN 17 
MPN C9     C9     C 0 1 Y N N 10.423 48.831 64.679 0.098  -0.269 -2.772 C9     MPN 18 
MPN C4     C4     C 0 1 Y N N 10.645 50.269 64.814 0.536  -1.306 -3.620 C4     MPN 19 
MPN O4     O4     O 0 1 N N N 9.852  50.785 65.749 -0.114 -2.337 -3.722 O4     MPN 20 
MPN N3     N3     N 0 1 Y N N 11.603 50.883 64.003 1.676  -1.151 -4.314 N3     MPN 21 
MPN C2     C2     C 0 1 Y N N 12.330 50.229 63.084 2.387  -0.048 -4.213 C2     MPN 22 
MPN N1     N1     N 0 1 Y N N 12.139 48.883 62.926 2.002  0.973  -3.401 N1     MPN 23 
MPN N2     N2     N 0 1 N N N 13.283 50.768 62.273 3.545  0.070  -4.939 N2     MPN 24 
MPN HOP3   3HOP   H 0 0 N N N 5.726  47.098 60.029 3.488  0.045  5.244  HOP3   MPN 25 
MPN HOP2   2HOP   H 0 0 N N N 6.322  44.057 59.281 0.559  0.674  5.567  HOP2   MPN 26 
MPN "H4'1" "1H4'" H 0 0 N N N 6.670  46.940 62.484 -0.771 -0.071 3.340  "H4'1" MPN 27 
MPN "H4'2" "2H4'" H 0 0 N N N 5.830  45.668 63.215 0.155  -1.025 2.157  "H4'2" MPN 28 
MPN "H3'"  "H3'"  H 0 1 N N N 8.263  44.532 62.930 -1.066 1.732  1.665  "H3'"  MPN 29 
MPN H7     H7     H 0 1 N N N 10.293 44.950 63.962 -0.927 2.525  -0.356 H7     MPN 30 
MPN H6     H6     H 0 1 N N N 10.329 46.302 66.186 -2.198 1.418  -2.234 H6     MPN 31 
MPN H5     H5     H 0 1 N N N 9.400  48.422 66.421 -1.513 -1.259 -1.894 H5     MPN 32 
MPN H8     H8     H 0 1 N N N 11.094 46.551 62.365 0.793  2.791  -1.952 H8     MPN 33 
MPN H1     H1     H 0 1 N N N 11.943 48.750 61.933 2.542  1.776  -3.343 H1     MPN 34 
MPN H21    1H2    H 0 1 N N N 13.835 50.270 61.574 3.831  -0.652 -5.518 H21    MPN 35 
MPN H22    2H2    H 0 1 N N N 13.951 51.232 62.887 4.075  0.880  -4.876 H22    MPN 36 
# 
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 
MPN O3P   P      SING N N 1  
MPN O3P   HOP3   SING N N 2  
MPN P     O1P    DOUB N N 3  
MPN P     O2P    SING N N 4  
MPN P     "O4'"  SING N N 5  
MPN O2P   HOP2   SING N N 6  
MPN "O4'" "C4'"  SING N N 7  
MPN "C4'" "C3'"  SING N N 8  
MPN "C4'" "H4'1" SING N N 9  
MPN "C4'" "H4'2" SING N N 10 
MPN "C3'" "C2'"  SING N N 11 
MPN "C3'" "O3'"  SING N N 12 
MPN "C3'" "H3'"  SING N N 13 
MPN "C2'" "S2'"  DOUB N N 14 
MPN "C2'" "C1'"  SING N N 15 
MPN "O3'" C7     SING N N 16 
MPN C7    C6     SING N N 17 
MPN C7    N8     SING N N 18 
MPN C7    H7     SING N N 19 
MPN C6    "C1'"  SING N N 20 
MPN C6    N5     SING N N 21 
MPN C6    H6     SING N N 22 
MPN "C1'" "S1'"  DOUB N N 23 
MPN N5    C9     SING N N 24 
MPN N5    H5     SING N N 25 
MPN N8    C10    SING N N 26 
MPN N8    H8     SING N N 27 
MPN C10   C9     DOUB Y N 28 
MPN C10   N1     SING Y N 29 
MPN C9    C4     SING Y N 30 
MPN C4    O4     DOUB N N 31 
MPN C4    N3     SING Y N 32 
MPN N3    C2     DOUB Y N 33 
MPN C2    N1     SING Y N 34 
MPN C2    N2     SING N N 35 
MPN N1    H1     SING N N 36 
MPN N2    H21    SING N N 37 
MPN N2    H22    SING N N 38 
# 
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 
MPN SMILES           ACDLabs              10.04 O=P(O)(O)OCC2OC3NC1=C(C(=O)N=C(N1)N)NC3C(=S)C2=S                                                                                                                                  
MPN InChI            InChI                1.02b InChI=1/C10H12N5O6PS2/c11-10-14-7-4(8(16)15-10)12-3-6(24)5(23)2(21-9(3)13-7)1-20-22(17,18)19/h2-3,9,12H,1H2,(H2,17,18,19)(H4,11,13,14,15,16)/t2-,3+,9-/m1/s1/f/h13-14,17-18H,11H2 
MPN InChIKey         InChI                1.02b KBZBGUMPKMXMLE-CYUAOBJTDF                                                                                                                                                         
MPN SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)C2=C(N[C@@H]3O[C@H](CO[P](O)(O)=O)C(=S)C(=S)[C@@H]3N2)N1                                                                                                                
MPN SMILES           CACTVS               3.341 NC1=NC(=O)C2=C(N[CH]3O[CH](CO[P](O)(O)=O)C(=S)C(=S)[CH]3N2)N1                                                                                                                     
MPN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C([C@@H]1C(=S)C(=S)[C@H]2[C@@H](O1)NC3=C(N2)C(=O)N=C(N3)N)OP(=O)(O)O                                                                                                              
MPN SMILES           "OpenEye OEToolkits" 1.5.0 C(C1C(=S)C(=S)C2C(O1)NC3=C(N2)C(=O)N=C(N3)N)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 
MPN "SYSTEMATIC NAME" ACDLabs              10.04 "[(5aR,8R,9aR)-2-amino-4-oxo-6,7-dithioxo-1,5,5a,6,7,8,9a,10-octahydro-4H-pyrano[3,2-g]pteridin-8-yl]methyl dihydrogen phosphate" 
MPN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(5aR,8R,9aR)-2-amino-4-oxo-6,7-disulfanylidene-5,5a,9a,10-tetrahydro-1H-pyrano[5,6-g]pteridin-8-yl]methyl dihydrogen phosphate" 
# 
