data_1TP
# 
_chem_comp.id                                    1TP 
_chem_comp.name                                  "1-(2-{(2S,4R,5R)-3-[(4-AMINO-2-METHYLPYRIMIDIN-5-YL)METHYL]-2-[(1S)-1-CARBOXY-1-HYDROXYETHYL]-4-METHYL-1,3-THIAZOLIDIN-5-YL}ETHOXY)-1,1,3,3-TETRAHYDROXY-1LAMBDA~5~-DIPHOSPHOX-1-EN-2-IUM 3-OXIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H26 N4 O10 P2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-11 
_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                        516.400 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1TP 
_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        2C3P 
_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 
1TP "N1'"  N1*  N 0 1 Y N N -27.041 -63.564 25.343 -6.689 0.242  -0.935 "N1'"  1TP 1  
1TP "C2'"  C2*  C 0 1 Y N N -25.725 -63.686 25.822 -7.054 0.600  0.280  "C2'"  1TP 2  
1TP C2A    C2A  C 0 1 N N N -24.994 -62.601 26.553 -8.446 0.270  0.754  C2A    1TP 3  
1TP "N3'"  N3*  N 0 1 Y N N -25.124 -64.825 25.650 -6.236 1.238  1.092  "N3'"  1TP 4  
1TP "C4'"  C4*  C 0 1 Y N N -25.700 -65.949 25.009 -4.999 1.541  0.709  "C4'"  1TP 5  
1TP "N4'"  N4*  N 0 1 N N N -24.894 -67.023 24.958 -4.142 2.212  1.565  "N4'"  1TP 6  
1TP "C5'"  C5*  C 0 1 Y N N -27.036 -65.874 24.464 -4.582 1.181  -0.574 "C5'"  1TP 7  
1TP "C6'"  C6*  C 0 1 Y N N -27.658 -64.648 24.671 -5.474 0.513  -1.390 "C6'"  1TP 8  
1TP "C7'"  C7*  C 0 1 N N N -27.711 -66.963 23.728 -3.192 1.508  -1.055 "C7'"  1TP 9  
1TP N3     N3   N 0 1 N N N -26.997 -67.157 22.416 -2.344 0.312  -0.951 N3     1TP 10 
1TP C2     C2   C 0 1 N N R -26.406 -68.655 22.263 -2.184 0.029  0.492  C2     1TP 11 
1TP S1     S1   S 0 1 N N N -26.415 -68.952 20.605 -0.416 -0.504 0.558  S1     1TP 12 
1TP C5     C5   C 0 1 N N S -26.618 -67.171 20.216 0.169  0.537  -0.853 C5     1TP 13 
1TP C4     C4   C 0 1 N N S -27.472 -66.668 21.259 -1.126 0.596  -1.700 C4     1TP 14 
1TP C4A    C4A  C 0 1 N N N -28.719 -65.634 21.094 -1.245 1.994  -2.310 C4A    1TP 15 
1TP C5A    C5A  C 0 1 N N N -27.368 -67.149 18.781 1.303  -0.147 -1.618 C5A    1TP 16 
1TP C5B    C5B  C 0 1 N N N -26.371 -67.080 17.750 2.591  -0.072 -0.796 C5B    1TP 17 
1TP O5G    O5G  O 0 1 N N N -26.548 -66.340 16.614 3.650  -0.711 -1.510 O5G    1TP 18 
1TP P1     P1   P 0 1 N N N -25.634 -66.150 15.372 4.968  -0.595 -0.592 P1     1TP 19 
1TP O11    O11  O 0 1 N N N -25.105 -67.540 15.142 5.076  0.766  -0.064 O11    1TP 20 
1TP O12    O12  O 0 1 N N N -26.416 -65.613 14.258 4.864  -1.638 0.630  O12    1TP 21 
1TP O13    O13  O 0 1 N N N -24.511 -65.382 15.861 6.270  -0.932 -1.476 O13    1TP 22 
1TP P2     P2   P 0 1 N N N -25.758 -68.857 14.452 6.407  0.810  0.840  P2     1TP 23 
1TP O21    O21  O 0 1 N N N -26.909 -68.310 13.644 7.582  0.477  0.004  O21    1TP 24 
1TP O22    O22  O 0 1 N N N -24.750 -69.579 13.749 6.589  2.287  1.455  O22    1TP 25 
1TP O23    O23  O 0 1 N N N -26.238 -69.783 15.672 6.280  -0.258 2.037  O23    1TP 26 
1TP C15    C15  C 0 1 N N S -26.531 -70.208 23.653 -3.115 -1.099 0.942  C15    1TP 27 
1TP O25    O25  O 0 1 N N N -26.044 -69.531 25.013 -4.474 -0.679 0.802  O25    1TP 28 
1TP C35    C35  C 0 1 N N N -25.705 -71.605 23.292 -2.835 -1.438 2.407  C35    1TP 29 
1TP C25    C25  C 0 1 N N N -28.247 -70.702 23.797 -2.876 -2.318 0.089  C25    1TP 30 
1TP O35    O35  O 0 1 N N N -28.912 -69.971 24.549 -1.808 -2.477 -0.452 O35    1TP 31 
1TP O45    O45  O 0 1 N N N -28.861 -71.653 22.807 -3.850 -3.228 -0.069 O45    1TP 32 
1TP H2A1   1H2A H 0 0 N N N -25.600 -61.683 26.547 -8.444 -0.708 1.235  H2A1   1TP 33 
1TP H2A2   2H2A H 0 0 N N N -24.031 -62.409 26.057 -8.776 1.025  1.467  H2A2   1TP 34 
1TP H2A3   3H2A H 0 0 N N N -24.815 -62.915 27.592 -9.126 0.254  -0.098 H2A3   1TP 35 
1TP "H4'1" 1H4* H 0 0 N N N -24.041 -66.822 25.439 -4.383 2.333  2.497  "H4'1" 1TP 36 
1TP "H4'2" 2H4* H 0 0 N N N -24.694 -67.245 24.004 -3.300 2.562  1.232  "H4'2" 1TP 37 
1TP "H6'"  H6*  H 0 1 N N N -28.664 -64.515 24.300 -5.185 0.215  -2.387 "H6'"  1TP 38 
1TP "H7'1" 1H7* H 0 0 N N N -28.766 -66.705 23.552 -2.773 2.304  -0.440 "H7'1" 1TP 39 
1TP "H7'2" 2H7* H 0 0 N N N -27.673 -67.892 24.316 -3.234 1.834  -2.094 "H7'2" 1TP 40 
1TP H2     H2   H 0 1 N N N -25.430 -68.668 22.771 -2.344 0.928  1.087  H2     1TP 41 
1TP H5     H5   H 0 1 N N N -25.693 -66.577 20.166 0.466  1.530  -0.515 H5     1TP 42 
1TP H4     H4   H 0 1 N N N -28.465 -66.237 21.066 -1.042 -0.128 -2.510 H4     1TP 43 
1TP H4A1   1H4A H 0 0 N N N -29.497 -66.095 20.468 -0.297 2.271  -2.770 H4A1   1TP 44 
1TP H4A2   2H4A H 0 0 N N N -28.366 -64.707 20.618 -2.030 1.994  -3.066 H4A2   1TP 45 
1TP H4A3   3H4A H 0 0 N N N -29.136 -65.401 22.085 -1.494 2.711  -1.528 H4A3   1TP 46 
1TP H5A1   1H5A H 0 0 N N N -28.037 -66.278 18.718 1.044  -1.192 -1.793 H5A1   1TP 47 
1TP H5A2   2H5A H 0 0 N N N -27.968 -68.063 18.659 1.452  0.355  -2.573 H5A2   1TP 48 
1TP H5B1   1H5B H 0 0 N N N -26.358 -68.110 17.363 2.849  0.973  -0.621 H5B1   1TP 49 
1TP H5B2   2H5B H 0 0 N N N -25.477 -66.662 18.235 2.442  -0.574 0.160  H5B2   1TP 50 
1TP HO13   3HO1 H 0 0 N N N -23.907 -65.214 15.147 6.295  -0.286 -2.195 HO13   1TP 51 
1TP H6B1   1H6B H 0 0 N N N -25.038 -69.740 12.858 7.396  2.270  1.988  H6B1   1TP 52 
1TP HO23   3HO2 H 0 0 N N N -26.333 -70.679 15.372 5.504  -0.005 2.556  HO23   1TP 53 
1TP H25    H25  H 0 1 N N N -25.947 -70.198 25.682 -4.714 -0.814 -0.125 H25    1TP 54 
1TP H351   1H35 H 0 0 N N N -26.303 -72.475 23.603 -3.007 -0.556 3.024  H351   1TP 55 
1TP H352   2H35 H 0 0 N N N -24.743 -71.611 23.826 -3.498 -2.241 2.728  H352   1TP 56 
1TP H353   3H35 H 0 0 N N N -25.523 -71.654 22.208 -1.798 -1.759 2.514  H353   1TP 57 
1TP H45    H45  H 0 1 N N N -29.808 -71.596 22.858 -3.697 -4.010 -0.616 H45    1TP 58 
# 
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 
1TP "N1'" "C2'"  DOUB Y N 1  
1TP "N1'" "C6'"  SING Y N 2  
1TP "C2'" C2A    SING N N 3  
1TP "C2'" "N3'"  SING Y N 4  
1TP C2A   H2A1   SING N N 5  
1TP C2A   H2A2   SING N N 6  
1TP C2A   H2A3   SING N N 7  
1TP "N3'" "C4'"  DOUB Y N 8  
1TP "C4'" "N4'"  SING N N 9  
1TP "C4'" "C5'"  SING Y N 10 
1TP "N4'" "H4'1" SING N N 11 
1TP "N4'" "H4'2" SING N N 12 
1TP "C5'" "C6'"  DOUB Y N 13 
1TP "C5'" "C7'"  SING N N 14 
1TP "C6'" "H6'"  SING N N 15 
1TP "C7'" N3     SING N N 16 
1TP "C7'" "H7'1" SING N N 17 
1TP "C7'" "H7'2" SING N N 18 
1TP N3    C2     SING N N 19 
1TP N3    C4     SING N N 20 
1TP C2    S1     SING N N 21 
1TP C2    C15    SING N N 22 
1TP C2    H2     SING N N 23 
1TP S1    C5     SING N N 24 
1TP C5    C4     SING N N 25 
1TP C5    C5A    SING N N 26 
1TP C5    H5     SING N N 27 
1TP C4    C4A    SING N N 28 
1TP C4    H4     SING N N 29 
1TP C4A   H4A1   SING N N 30 
1TP C4A   H4A2   SING N N 31 
1TP C4A   H4A3   SING N N 32 
1TP C5A   C5B    SING N N 33 
1TP C5A   H5A1   SING N N 34 
1TP C5A   H5A2   SING N N 35 
1TP C5B   O5G    SING N N 36 
1TP C5B   H5B1   SING N N 37 
1TP C5B   H5B2   SING N N 38 
1TP O5G   P1     SING N N 39 
1TP P1    O11    SING N N 40 
1TP P1    O12    DOUB N N 41 
1TP P1    O13    SING N N 42 
1TP O11   P2     SING N N 43 
1TP O13   HO13   SING N N 44 
1TP P2    O21    DOUB N N 45 
1TP P2    O22    SING N N 46 
1TP P2    O23    SING N N 47 
1TP O22   H6B1   SING N N 48 
1TP O23   HO23   SING N N 49 
1TP C15   O25    SING N N 50 
1TP C15   C35    SING N N 51 
1TP C15   C25    SING N N 52 
1TP O25   H25    SING N N 53 
1TP C35   H351   SING N N 54 
1TP C35   H352   SING N N 55 
1TP C35   H353   SING N N 56 
1TP C25   O35    DOUB N N 57 
1TP C25   O45    SING N N 58 
1TP O45   H45    SING N N 59 
# 
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 
1TP SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCCC2SC(N(Cc1cnc(nc1N)C)C2C)C(O)(C(=O)O)C 
1TP InChI            InChI                1.02b 
InChI=1/C15H26N4O10P2S/c1-8-11(4-5-28-31(26,27)29-30(23,24)25)32-13(15(3,22)14(20)21)19(8)7-10-6-17-9(2)18-12(10)16/h6,8,11,13,22H,4-5,7H2,1-3H3,(H,20,21)(H,26,27)(H2,16,17,18)(H2,23,24,25)/t8-,11-,13+,15+/m0/s1/f/h20,23-24,26H,16H2 
1TP InChIKey         InChI                1.02b TYOXZTVUMWOHPA-GTYNYWBBDN 
1TP SMILES_CANONICAL CACTVS               3.341 C[C@H]1[C@H](CCO[P@](O)(=O)O[P](O)(O)=O)S[C@@H](N1Cc2cnc(C)nc2N)[C@@](C)(O)C(O)=O 
1TP SMILES           CACTVS               3.341 C[CH]1[CH](CCO[P](O)(=O)O[P](O)(O)=O)S[CH](N1Cc2cnc(C)nc2N)[C](C)(O)C(O)=O 
1TP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)C[N@@]2C([C@@H](S[C@@H]2[C@](C)(C(=O)O)O)CCO[P@@](=O)(O)OP(=O)(O)O)C 
1TP SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ncc(c(n1)N)CN2C(C(SC2C(C)(C(=O)O)O)CCOP(=O)(O)OP(=O)(O)O)C 
# 
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 
1TP "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-2-[(2R,4S,5S)-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazolidin-2-yl]-2-hydroxypropanoic acid" 
1TP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[(2R,3R,5S)-3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-5-[2-(hydroxy-phosphonooxy-phosphoryl)oxyethyl]-4-methyl-1,3-thiazolidin-2-yl]-2-hydroxy-propanoic acid"     
# 
