data_SOP
# 
_chem_comp.id                                    SOP 
_chem_comp.name                                  
"[(2R,3S,4R,5R)-5-(6-AMINO-9H-PURIN-9-YL)-4-HYDROXY-3-(PHOSPHONOOXY)TETRAHYDROFURAN-2-YL]METHYL (3R)-3-HYDROXY-2,2-DIMETHYL-4-OXO-4-{[3-OXO-3-({2-[(2-OXOPROPYL)THIO]ETHYL}AMINO)PROPYL]AMINO}BUTYL DIHYDROGEN DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H40 N7 O17 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "S-(2-OXOPROPYL)-COENZYME A" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-24 
_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                        823.597 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SOP 
_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        2FY5 
_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 
SOP N6     N6   N 0 1 N N N 27.821 -6.200 79.272 -11.812 -0.822 -4.663 N6     SOP 1  
SOP C6     C6   C 0 1 Y N N 28.405 -6.066 78.092 -11.270 0.185  -3.884 C6     SOP 2  
SOP N1     N1   N 0 1 Y N N 29.754 -5.900 77.999 -11.849 1.379  -3.817 N1     SOP 3  
SOP C2     C2   C 0 1 Y N N 30.366 -5.759 76.817 -11.339 2.346  -3.077 C2     SOP 4  
SOP N3     N3   N 0 1 Y N N 29.638 -5.789 75.672 -10.240 2.189  -2.369 N3     SOP 5  
SOP C4     C4   C 0 1 Y N N 28.292 -5.947 75.694 -9.594  1.028  -2.369 C4     SOP 6  
SOP C5     C5   C 0 1 Y N N 27.638 -6.099 76.924 -10.094 -0.031 -3.146 C5     SOP 7  
SOP N7     N7   N 0 1 Y N N 26.352 -6.243 76.686 -9.256  -1.082 -2.975 N7     SOP 8  
SOP C8     C8   C 0 1 Y N N 26.178 -6.190 75.361 -8.295  -0.742 -2.166 C8     SOP 9  
SOP N9     N9   N 0 1 Y N N 27.344 -6.016 74.738 -8.457  0.552  -1.768 N9     SOP 10 
SOP "C1'"  C1*  C 0 1 N N R 27.548 -5.900 73.264 -7.581  1.295  -0.859 "C1'"  SOP 11 
SOP "O4'"  O4*  O 0 1 N N N 26.904 -4.736 72.695 -6.255  0.723  -0.849 "O4'"  SOP 12 
SOP "C2'"  C2*  C 0 1 N N R 27.003 -7.048 72.388 -8.053  1.138  0.609  "C2'"  SOP 13 
SOP "O2'"  O2*  O 0 1 N N N 27.838 -8.205 72.469 -9.049  2.111  0.931  "O2'"  SOP 14 
SOP "C3'"  C3*  C 0 1 N N S 27.021 -6.399 71.015 -6.745  1.403  1.401  "C3'"  SOP 15 
SOP "O3'"  O3*  O 0 1 N N N 28.320 -6.446 70.424 -6.704  2.756  1.860  "O3'"  SOP 16 
SOP P3     P3   P 0 1 N N N 28.459 -6.262 68.829 -6.576  2.700  3.464  P3     SOP 17 
SOP O32    O32  O 0 1 N N N 28.452 -4.670 68.516 -5.167  2.035  3.867  O32    SOP 18 
SOP O33    O33  O 0 1 N N N 29.906 -6.853 68.459 -6.656  4.193  4.061  O33    SOP 19 
SOP O31    O31  O 0 1 N N N 27.360 -6.977 68.116 -7.682  1.887  4.018  O31    SOP 20 
SOP "C4'"  C4*  C 0 1 N N R 26.557 -4.982 71.299 -5.627  1.140  0.374  "C4'"  SOP 21 
SOP "C5'"  C5*  C 0 1 N N N 25.038 -4.919 71.120 -4.700  0.036  0.886  "C5'"  SOP 22 
SOP "O5'"  O5*  O 0 1 N N N 24.530 -3.861 71.915 -3.606  -0.125 -0.019 "O5'"  SOP 23 
SOP P1     P1   P 0 1 N N R 23.170 -4.017 72.752 -2.676  -1.296 0.578  P1     SOP 24 
SOP O11    O11  O 0 1 N N N 23.144 -2.887 73.708 -3.490  -2.686 0.567  O11    SOP 25 
SOP O12    O12  O 0 1 N N N 23.132 -5.361 73.355 -2.292  -0.961 1.967  O12    SOP 26 
SOP O6     O6   O 0 1 N N N 22.070 -3.778 71.604 -1.351  -1.443 -0.325 O6     SOP 27 
SOP P2     P2   P 0 1 N N S 21.120 -4.910 70.997 -0.303  -2.320 0.526  P2     SOP 28 
SOP O21    O21  O 0 1 N N N 21.078 -6.104 71.838 -0.681  -3.880 0.400  O21    SOP 29 
SOP O22    O22  O 0 1 N N N 21.606 -5.081 69.610 -0.359  -1.913 1.948  O22    SOP 30 
SOP O7     O7   O 0 1 N N N 19.709 -4.186 71.027 1.184   -2.080 -0.042 O7     SOP 31 
SOP CP9    CP9  C 0 1 N N N 18.775 -4.401 72.093 2.076   -2.786 0.822  CP9    SOP 32 
SOP CP8    CP8  C 0 1 N N N 17.361 -4.318 71.501 3.514   -2.598 0.335  CP8    SOP 33 
SOP CPB    CPB  C 0 1 N N N 17.173 -2.904 70.900 3.645   -3.143 -1.089 CPB    SOP 34 
SOP CPA    CPA  C 0 1 N N N 16.328 -4.539 72.616 3.866   -1.109 0.346  CPA    SOP 35 
SOP CP7    CP7  C 0 1 N N R 17.277 -5.424 70.408 4.469   -3.355 1.260  CP7    SOP 36 
SOP OP3    OP3  O 0 1 N N N 17.247 -6.736 70.986 4.056   -4.720 1.358  OP3    SOP 37 
SOP CP6    CP6  C 0 1 N N N 16.059 -5.280 69.499 5.867   -3.292 0.700  CP6    SOP 38 
SOP OP2    OP2  O 0 1 N N N 14.994 -5.879 69.726 6.358   -4.273 0.184  OP2    SOP 39 
SOP NP2    NP2  N 0 1 N N N 16.303 -4.448 68.469 6.570   -2.144 0.773  NP2    SOP 40 
SOP CP5    CP5  C 0 1 N N N 15.293 -4.143 67.457 7.913   -2.070 0.191  CP5    SOP 41 
SOP CP4    CP4  C 0 1 N N N 14.658 -2.806 67.822 8.487   -0.669 0.409  CP4    SOP 42 
SOP CP3    CP3  C 0 1 N N N 13.557 -2.482 66.821 9.868   -0.593 -0.190 CP3    SOP 43 
SOP OP1    OP1  O 0 1 N N N 12.565 -3.217 66.751 10.346  -1.564 -0.737 OP1    SOP 44 
SOP NP1    NP1  N 0 1 N N N 13.737 -1.391 66.074 10.571  0.554  -0.117 NP1    SOP 45 
SOP CP2    CP2  C 0 1 N N N 12.741 -0.949 65.063 11.914  0.628  -0.699 CP2    SOP 46 
SOP CP1    CP1  C 0 1 N N N 11.454 -0.490 65.787 12.488  2.030  -0.481 CP1    SOP 47 
SOP S      S    S 0 1 N N N 10.141 0.048  64.671 14.150  2.121  -1.202 S      SOP 48 
SOP CA1    CA1  C 0 1 N N N 10.262 1.787  64.401 14.570  3.841  -0.806 CA1    SOP 49 
SOP CA2    CA2  C 0 1 N N N 10.535 2.304  63.011 15.951  4.152  -1.324 CA2    SOP 50 
SOP OA1    OA1  O 0 1 N N N 11.666 2.601  62.688 16.585  3.302  -1.901 OA1    SOP 51 
SOP CA3    CA3  C 0 1 N N N 9.283  2.383  62.172 16.539  5.525  -1.122 CA3    SOP 52 
SOP HN61   1HN6 H 0 0 N N N 27.215 -5.421 79.434 -11.381 -1.690 -4.703 HN61   SOP 53 
SOP HN62   2HN6 H 0 0 N N N 28.519 -6.234 79.988 -12.625 -0.661 -5.168 HN62   SOP 54 
SOP H2     H2   H 0 1 N N N 31.436 -5.622 76.775 -11.842 3.302  -3.051 H2     SOP 55 
SOP H8     H8   H 0 1 N N N 25.223 -6.276 74.864 -7.488  -1.389 -1.857 H8     SOP 56 
SOP "H1'"  H1*  H 0 1 N N N 28.647 -5.880 73.233 -7.543  2.347  -1.139 "H1'"  SOP 57 
SOP "H2'"  H2*  H 0 1 N N N 26.012 -7.425 72.680 -8.423  0.130  0.794  "H2'"  SOP 58 
SOP "HO2'" HO2* H 0 0 N N N 28.023 -8.524 71.594 -9.798  1.949  0.342  "HO2'" SOP 59 
SOP "H3'"  H3*  H 0 1 N N N 26.380 -6.911 70.282 -6.661  0.714  2.241  "H3'"  SOP 60 
SOP HO32   HO32 H 0 0 N N N 28.451 -4.186 69.334 -4.475  2.594  3.487  HO32   SOP 61 
SOP HO33   HO33 H 0 0 N N N 29.970 -6.970 67.518 -6.576  4.114  5.022  HO33   SOP 62 
SOP "H4'"  H4*  H 0 1 N N N 27.017 -4.240 70.630 -5.056  2.054  0.205  "H4'"  SOP 63 
SOP "H5'1" 1H5* H 0 0 N N N 24.585 -5.872 71.431 -5.254  -0.900 0.957  "H5'1" SOP 64 
SOP "H5'2" 2H5* H 0 0 N N N 24.796 -4.738 70.062 -4.319  0.308  1.871  "H5'2" SOP 65 
SOP HO11   HO11 H 0 0 N N N 23.138 -3.223 74.596 -3.721  -2.867 -0.354 HO11   SOP 66 
SOP HO21   HO21 H 0 0 N N N 21.069 -6.879 71.288 -0.632  -4.104 -0.540 HO21   SOP 67 
SOP HP91   1HP9 H 0 0 N N N 18.907 -3.642 72.878 1.825   -3.847 0.814  HP91   SOP 68 
SOP HP92   2HP9 H 0 0 N N N 18.938 -5.392 72.543 1.982   -2.399 1.836  HP92   SOP 69 
SOP HPB1   1HPB H 0 0 N N N 16.237 -2.873 70.323 3.395   -4.204 -1.097 HPB1   SOP 70 
SOP HPB2   2HPB H 0 0 N N N 18.020 -2.672 70.238 2.965   -2.604 -1.748 HPB2   SOP 71 
SOP HPB3   3HPB H 0 0 N N N 17.128 -2.163 71.712 4.670   -3.009 -1.436 HPB3   SOP 72 
SOP HPA1   1HPA H 0 0 N N N 15.789 -5.481 72.435 4.838   -0.962 -0.124 HPA1   SOP 73 
SOP HPA2   2HPA H 0 0 N N N 15.613 -3.703 72.624 3.108   -0.553 -0.206 HPA2   SOP 74 
SOP HPA3   3HPA H 0 0 N N N 16.842 -4.592 73.587 3.901   -0.752 1.375  HPA3   SOP 75 
SOP HP7    HP7  H 0 1 N N N 18.186 -5.293 69.802 4.453   -2.899 2.250  HP7    SOP 76 
SOP HOP3   HOP3 H 0 0 N N N 17.240 -7.387 70.294 4.084   -5.085 0.463  HOP3   SOP 77 
SOP HNP2   HNP2 H 0 0 N N N 17.206 -4.024 68.394 6.188   -1.368 1.210  HNP2   SOP 78 
SOP HP51   1HP5 H 0 0 N N N 14.530 -4.935 67.426 7.857   -2.278 -0.878 HP51   SOP 79 
SOP HP52   2HP5 H 0 0 N N N 15.762 -4.079 66.464 8.558   -2.806 0.671  HP52   SOP 80 
SOP HP41   1HP4 H 0 0 N N N 15.423 -2.016 67.797 8.542   -0.461 1.477  HP41   SOP 81 
SOP HP42   2HP4 H 0 0 N N N 14.229 -2.866 68.833 7.841   0.067  -0.072 HP42   SOP 82 
SOP HNP1   HNP1 H 0 0 N N N 14.570 -0.852 66.199 10.189  1.331  0.320  HNP1   SOP 83 
SOP HP21   1HP2 H 0 0 N N N 12.507 -1.783 64.385 11.858  0.420  -1.768 HP21   SOP 84 
SOP HP22   2HP2 H 0 0 N N N 13.154 -0.113 64.479 12.559  -0.107 -0.219 HP22   SOP 85 
SOP HP11   1HP1 H 0 0 N N N 11.725 0.377  66.408 12.543  2.237  0.588  HP11   SOP 86 
SOP HP12   2HP1 H 0 0 N N N 11.074 -1.338 66.376 11.842  2.765  -0.961 HP12   SOP 87 
SOP HA11   1HA1 H 0 0 N N N 11.153 2.083  64.974 14.548  3.981  0.275  HA11   SOP 88 
SOP HA12   2HA1 H 0 0 N N N 9.295  2.214  64.704 13.847  4.509  -1.274 HA12   SOP 89 
SOP HA31   1HA3 H 0 0 N N N 9.229  1.505  61.511 16.277  6.161  -1.968 HA31   SOP 90 
SOP HA32   2HA3 H 0 0 N N N 9.307  3.299  61.564 16.143  5.959  -0.204 HA32   SOP 91 
SOP HA33   3HA3 H 0 0 N N N 8.401  2.402  62.829 17.624  5.448  -1.049 HA33   SOP 92 
# 
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 
SOP N6    C6     SING N N 1  
SOP N6    HN61   SING N N 2  
SOP N6    HN62   SING N N 3  
SOP C6    N1     SING Y N 4  
SOP C6    C5     DOUB Y N 5  
SOP N1    C2     DOUB Y N 6  
SOP C2    N3     SING Y N 7  
SOP C2    H2     SING N N 8  
SOP N3    C4     DOUB Y N 9  
SOP C4    C5     SING Y N 10 
SOP C4    N9     SING Y N 11 
SOP C5    N7     SING Y N 12 
SOP N7    C8     DOUB Y N 13 
SOP C8    N9     SING Y N 14 
SOP C8    H8     SING N N 15 
SOP N9    "C1'"  SING N N 16 
SOP "C1'" "O4'"  SING N N 17 
SOP "C1'" "C2'"  SING N N 18 
SOP "C1'" "H1'"  SING N N 19 
SOP "O4'" "C4'"  SING N N 20 
SOP "C2'" "O2'"  SING N N 21 
SOP "C2'" "C3'"  SING N N 22 
SOP "C2'" "H2'"  SING N N 23 
SOP "O2'" "HO2'" SING N N 24 
SOP "C3'" "O3'"  SING N N 25 
SOP "C3'" "C4'"  SING N N 26 
SOP "C3'" "H3'"  SING N N 27 
SOP "O3'" P3     SING N N 28 
SOP P3    O32    SING N N 29 
SOP P3    O33    SING N N 30 
SOP P3    O31    DOUB N N 31 
SOP O32   HO32   SING N N 32 
SOP O33   HO33   SING N N 33 
SOP "C4'" "C5'"  SING N N 34 
SOP "C4'" "H4'"  SING N N 35 
SOP "C5'" "O5'"  SING N N 36 
SOP "C5'" "H5'1" SING N N 37 
SOP "C5'" "H5'2" SING N N 38 
SOP "O5'" P1     SING N N 39 
SOP P1    O11    SING N N 40 
SOP P1    O12    DOUB N N 41 
SOP P1    O6     SING N N 42 
SOP O11   HO11   SING N N 43 
SOP O6    P2     SING N N 44 
SOP P2    O21    SING N N 45 
SOP P2    O22    DOUB N N 46 
SOP P2    O7     SING N N 47 
SOP O21   HO21   SING N N 48 
SOP O7    CP9    SING N N 49 
SOP CP9   CP8    SING N N 50 
SOP CP9   HP91   SING N N 51 
SOP CP9   HP92   SING N N 52 
SOP CP8   CPB    SING N N 53 
SOP CP8   CPA    SING N N 54 
SOP CP8   CP7    SING N N 55 
SOP CPB   HPB1   SING N N 56 
SOP CPB   HPB2   SING N N 57 
SOP CPB   HPB3   SING N N 58 
SOP CPA   HPA1   SING N N 59 
SOP CPA   HPA2   SING N N 60 
SOP CPA   HPA3   SING N N 61 
SOP CP7   OP3    SING N N 62 
SOP CP7   CP6    SING N N 63 
SOP CP7   HP7    SING N N 64 
SOP OP3   HOP3   SING N N 65 
SOP CP6   OP2    DOUB N N 66 
SOP CP6   NP2    SING N N 67 
SOP NP2   CP5    SING N N 68 
SOP NP2   HNP2   SING N N 69 
SOP CP5   CP4    SING N N 70 
SOP CP5   HP51   SING N N 71 
SOP CP5   HP52   SING N N 72 
SOP CP4   CP3    SING N N 73 
SOP CP4   HP41   SING N N 74 
SOP CP4   HP42   SING N N 75 
SOP CP3   OP1    DOUB N N 76 
SOP CP3   NP1    SING N N 77 
SOP NP1   CP2    SING N N 78 
SOP NP1   HNP1   SING N N 79 
SOP CP2   CP1    SING N N 80 
SOP CP2   HP21   SING N N 81 
SOP CP2   HP22   SING N N 82 
SOP CP1   S      SING N N 83 
SOP CP1   HP11   SING N N 84 
SOP CP1   HP12   SING N N 85 
SOP S     CA1    SING N N 86 
SOP CA1   CA2    SING N N 87 
SOP CA1   HA11   SING N N 88 
SOP CA1   HA12   SING N N 89 
SOP CA2   OA1    DOUB N N 90 
SOP CA2   CA3    SING N N 91 
SOP CA3   HA31   SING N N 92 
SOP CA3   HA32   SING N N 93 
SOP CA3   HA33   SING N N 94 
# 
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 
SOP SMILES           ACDLabs              10.04 O=C(C)CSCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
SOP InChI            InChI                1.02b 
;InChI=1/C24H40N7O17P3S/c1-13(32)9-52-7-6-26-15(33)4-5-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-8-14-18(47-49(37,38)39)17(34)23(46-14)31-12-30-16-20(25)28-11-29-21(16)31/h11-12,14,17-19,23,34-35H,4-10H2,1-3H3,(H,26,33)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t14-,17-,18-,19+,23-/m1/s1/f/h26-27,37-38,40,42H,25H2
;
SOP InChIKey         InChI                1.02b GAMKENBUYYJLCQ-FFZQAVLRDO 
SOP SMILES_CANONICAL CACTVS               3.341 CC(=O)CSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23 
SOP SMILES           CACTVS               3.341 CC(=O)CSCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23 
SOP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)CSCCNC(=O)CCNC(=O)[C@@H](C(C)(C)CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)O 
SOP SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)CSCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(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 
SOP "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-oxo-3-({2-[(2-oxopropyl)sulfanyl]ethyl}amino)propyl]amino}butyl dihydrogen diphosphate (non-preferred name)" 
SOP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [hydroxy-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-[2-(2-oxopropylsulfanyl)ethylamino]propyl]amino]butoxy]phosphoryl] hydrogen phosphate"                     
# 
