data_TP9
# 
_chem_comp.id                                    TP9 
_chem_comp.name                                  "(3Z)-4-{[(4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL]AMINO}-3-MERCAPTOPENT-3-EN-1-YL TRIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H18 N4 O7 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -2 
_chem_comp.pdbx_initial_date                     2006-10-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        412.296 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TP9 
_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        ? 
_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 
TP9 "N1'"  "N1'"  N 0  1 Y N N 29.885 61.725 20.710 -11.307 5.403  6.622 "N1'"  TP9 1  
TP9 "C2'"  "C2'"  C 0  1 Y N N 28.745 62.370 20.282 -12.066 4.339  6.946 "C2'"  TP9 2  
TP9 CM2    CM2    C 0  1 N N N 27.614 62.627 21.228 -13.031 4.526  8.067 CM2    TP9 3  
TP9 "N3'"  "N3'"  N 0  1 Y N N 28.638 62.783 18.968 -12.045 3.123  6.367 "N3'"  TP9 4  
TP9 "C4'"  "C4'"  C 0  1 Y N N 29.682 62.578 18.080 -11.160 2.989  5.357 "C4'"  TP9 5  
TP9 "N4'"  "N4'"  N 0  1 N N N 29.532 63.016 16.827 -11.084 1.735  4.702 "N4'"  TP9 6  
TP9 "C5'"  "C5'"  C 0  1 Y N N 30.836 61.910 18.512 -10.336 4.003  4.941 "C5'"  TP9 7  
TP9 "C6'"  "C6'"  C 0  1 Y N N 30.927 61.490 19.837 -10.444 5.198  5.605 "C6'"  TP9 8  
TP9 "C7'"  "C7'"  C 0  1 N N N 32.012 61.649 17.592 -9.352  3.848  3.817 "C7'"  TP9 9  
TP9 N3     N3     N 0  1 N N N 31.627 60.727 16.556 -8.074  3.396  4.282 N3     TP9 10 
TP9 S1     S1     S 0  1 N N N 30.846 59.759 14.238 -6.331  1.844  6.210 S1     TP9 11 
TP9 C5     C5     C 0  1 N N N 31.155 58.783 15.490 -6.722  1.414  4.547 C5     TP9 12 
TP9 C4     C4     C 0  1 N N N 31.574 59.379 16.681 -7.549  2.212  3.824 C4     TP9 13 
TP9 CM4    CM4    C 0  1 N N N 31.912 58.598 17.925 -7.971  1.884  2.410 CM4    TP9 14 
TP9 C6     C6     C 0  1 N N N 30.995 57.306 15.266 -6.124  0.113  4.038 C6     TP9 15 
TP9 C7     C7     C 0  1 N N N 30.197 56.874 14.050 -6.966  -1.110 4.395 C7     TP9 16 
TP9 O7     O7     O 0  1 N N N 30.131 55.455 14.096 -8.253  -1.036 3.798 O7     TP9 17 
TP9 PA     PA     P 0  1 N N N 28.900 54.716 13.395 -9.318  -2.248 4.053 PA     TP9 18 
TP9 O1A    O1A    O -1 1 N N N 29.044 53.219 13.544 -10.595 -1.919 3.311 O1A    TP9 19 
TP9 O2A    O2A    O 0  1 N N N 27.576 55.241 13.888 -8.627  -3.579 3.845 O2A    TP9 20 
TP9 O3A    O3A    O 0  1 N N N 29.065 55.166 11.860 -9.584  -2.047 5.653 O3A    TP9 21 
TP9 PB     PB     P 0  1 N N N 30.352 54.816 10.951 -10.541 -2.874 6.686 PB     TP9 22 
TP9 O1B    O1B    O 0  1 N N N 29.808 54.690 9.555  -10.216 -2.032 8.047 O1B    TP9 23 
TP9 O2B    O2B    O -1 1 N N N 31.357 55.937 10.940 -11.987 -2.639 6.312 O2B    TP9 24 
TP9 O3B    O3B    O 0  1 N N N 30.969 53.500 11.395 -9.999  -4.276 6.850 O3B    TP9 25 
TP9 H1B    H1B    H 0  1 N N N 28.859 54.663 9.586  -10.650 -1.162 8.173 H1B    TP9 26 
TP9 H71    1H7    H 0  1 N N N 29.187 57.308 14.078 -7.083  -1.233 5.477 H71    TP9 27 
TP9 H72    2H7    H 0  1 N N N 30.672 57.220 13.120 -6.483  -2.012 4.007 H72    TP9 28 
TP9 H61    1H6    H 0  1 N N N 32.006 56.886 15.153 -5.987  0.163  2.949 H61    TP9 29 
TP9 H62    2H6    H 0  1 N N N 30.422 56.942 16.132 -5.113  -0.015 4.443 H62    TP9 30 
TP9 HS1    HS1    H 0  1 N N N 30.763 60.987 14.655 -5.374  0.927  6.375 HS1    TP9 31 
TP9 HN3    HN3    H 0  1 N N N 30.692 60.992 16.321 -7.526  3.896  4.934 HN3    TP9 32 
TP9 "H7'1" "1H7'" H 0  0 N N N 32.335 62.596 17.135 -9.718  3.126  3.080 "H7'1" TP9 33 
TP9 "H7'2" "2H7'" H 0  0 N N N 32.839 61.216 18.174 -9.200  4.798  3.294 "H7'2" TP9 34 
TP9 "H6'"  "H6'"  H 0  1 N N N 31.814 60.980 20.181 -9.834  6.058  5.346 "H6'"  TP9 35 
TP9 "H4'1" "1H4'" H 0  0 N N N 29.495 64.015 16.825 -11.733 1.021  4.951 "H4'1" TP9 36 
TP9 "H4'2" "2H4'" H 0  0 N N N 30.306 62.710 16.272 -10.326 1.565  4.076 "H4'2" TP9 37 
TP9 HM21   1HM2   H 0  0 N N N 28.002 62.690 22.255 -13.764 3.710  8.080 HM21   TP9 38 
TP9 HM22   2HM2   H 0  0 N N N 27.123 63.575 20.963 -12.517 4.548  9.037 HM22   TP9 39 
TP9 HM23   3HM2   H 0  0 N N N 26.886 61.805 21.161 -13.571 5.477  7.973 HM23   TP9 40 
TP9 HM41   1HM4   H 0  0 N N N 31.994 57.530 17.677 -7.890  2.772  1.773 HM41   TP9 41 
TP9 HM42   2HM4   H 0  0 N N N 32.870 58.954 18.333 -7.360  1.113  1.935 HM42   TP9 42 
TP9 HM43   3HM4   H 0  0 N N N 31.119 58.740 18.674 -9.014  1.550  2.398 HM43   TP9 43 
# 
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 
TP9 "N1'" "C6'"  SING Y N 1  
TP9 "N1'" "C2'"  DOUB Y N 2  
TP9 "C2'" "N3'"  SING Y N 3  
TP9 "C2'" CM2    SING N N 4  
TP9 CM2   HM21   SING N N 5  
TP9 CM2   HM22   SING N N 6  
TP9 CM2   HM23   SING N N 7  
TP9 "N3'" "C4'"  DOUB Y N 8  
TP9 "C4'" "C5'"  SING Y N 9  
TP9 "C4'" "N4'"  SING N N 10 
TP9 "N4'" "H4'1" SING N N 11 
TP9 "N4'" "H4'2" SING N N 12 
TP9 "C5'" "C7'"  SING N N 13 
TP9 "C5'" "C6'"  DOUB Y N 14 
TP9 "C6'" "H6'"  SING N N 15 
TP9 "C7'" N3     SING N N 16 
TP9 "C7'" "H7'1" SING N N 17 
TP9 "C7'" "H7'2" SING N N 18 
TP9 N3    C4     SING N N 19 
TP9 N3    HN3    SING N N 20 
TP9 S1    C5     SING N N 21 
TP9 S1    HS1    SING N N 22 
TP9 C5    C6     SING N N 23 
TP9 C5    C4     DOUB N Z 24 
TP9 C4    CM4    SING N N 25 
TP9 CM4   HM41   SING N N 26 
TP9 CM4   HM42   SING N N 27 
TP9 CM4   HM43   SING N N 28 
TP9 C6    C7     SING N N 29 
TP9 C6    H61    SING N N 30 
TP9 C6    H62    SING N N 31 
TP9 C7    O7     SING N N 32 
TP9 C7    H71    SING N N 33 
TP9 C7    H72    SING N N 34 
TP9 O7    PA     SING N N 35 
TP9 PA    O3A    SING N N 36 
TP9 PA    O1A    SING N N 37 
TP9 PA    O2A    DOUB N N 38 
TP9 O3A   PB     SING N N 39 
TP9 PB    O1B    SING N N 40 
TP9 PB    O2B    SING N N 41 
TP9 PB    O3B    DOUB N N 42 
TP9 O1B   H1B    SING N N 43 
# 
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 
TP9 InChI            InChI                1.02b InChI=1/C11H20N4O7P2S/c1-7(13-5-9-6-14-8(2)15-11(9)12)10(25)3-4-21-24(19,20)22-23(16,17)18/h6,13,25H,3-5H2,1-2H3,(H,19,20)(H2,12,14,15)(H2,16,17,18)/p-2/b10-7-/fC11H18N4O7P2S/h16H,12H2/q-2 
TP9 InChIKey         InChI                1.02b WTQDUFKDQLXDPH-NEYOGIBGDD                                                                                                                                                                    
TP9 SMILES_CANONICAL CACTVS               3.341 CC(/NCc1cnc(C)nc1N)=C(/S)CCO[P]([O-])(=O)O[P](O)([O-])=O                                                                                                                                     
TP9 SMILES           CACTVS               3.341 CC(NCc1cnc(C)nc1N)=C(S)CCO[P]([O-])(=O)O[P](O)([O-])=O                                                                                                                                       
TP9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN/C(=C(/CCO[P@](=O)([O-])O[P@@](=O)(O)[O-])\S)/C                                                                                                                              
TP9 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CNC(=C(CCOP(=O)([O-])OP(=O)(O)[O-])S)C                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           TP9 
_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        "[[(Z)-4-[(4-amino-2-methyl-pyrimidin-5-yl)methylamino]-3-sulfanyl-pent-3-enoxy]-oxido-phosphoryl] hydrogen phosphate" 
# 
