data_ZZ9
# 
_chem_comp.id                                    ZZ9 
_chem_comp.name                                  "5'-O-[(S)-hydroxy{[(1R)-1-hydroxyundecyl]oxy}phosphoryl]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H36 N5 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-05-19 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        517.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZZ9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3GQW 
_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 
ZZ9 CAA    CAA  C 0 1 N N N 8.223  51.457 63.117 14.960 -1.737 -0.707 CAA  ZZ9 1  
ZZ9 CAJ    CAJ  C 0 1 N N N 6.989  51.664 63.942 13.581 -1.715 -1.370 CAJ  ZZ9 2  
ZZ9 CAK    CAK  C 0 1 N N N 5.761  52.106 63.163 12.534 -1.252 -0.356 CAK  ZZ9 3  
ZZ9 CAL    CAL  C 0 1 N N N 4.514  52.125 64.025 11.156 -1.231 -1.019 CAL  ZZ9 4  
ZZ9 CAM    CAM  C 0 1 N N N 3.236  52.273 63.254 10.108 -0.767 -0.004 CAM  ZZ9 5  
ZZ9 CAN    CAN  C 0 1 N N N 2.065  52.098 64.182 8.730  -0.746 -0.668 CAN  ZZ9 6  
ZZ9 CAO    CAO  C 0 1 N N N 1.108  53.253 64.328 7.683  -0.282 0.347  CAO  ZZ9 7  
ZZ9 CAP    CAP  C 0 1 N N N 0.010  52.847 65.265 6.304  -0.261 -0.317 CAP  ZZ9 8  
ZZ9 CAQ    CAQ  C 0 1 N N N 0.130  53.405 66.660 5.257  0.203  0.698  CAQ  ZZ9 9  
ZZ9 CAR    CAR  C 0 1 N N N -0.328 52.449 67.739 3.879  0.224  0.035  CAR  ZZ9 10 
ZZ9 CAZ    CAZ  C 0 1 N N R -1.462 53.068 68.501 2.831  0.687  1.049  CAZ  ZZ9 11 
ZZ9 OAC    OAC  O 0 1 N N N -1.205 54.407 68.241 2.730  -0.274 2.102  OAC  ZZ9 12 
ZZ9 OAX    OAX  O 0 1 N N N -1.385 52.785 69.906 1.565  0.819  0.400  OAX  ZZ9 13 
ZZ9 PBI    PBI  P 0 1 N N S -2.528 52.721 71.010 0.448  1.881  0.866  PBI  ZZ9 14 
ZZ9 OAG    OAG  O 0 1 N N N -1.875 53.338 72.111 0.999  3.376  0.635  OAG  ZZ9 15 
ZZ9 OAD    OAD  O 0 1 N N N -3.002 51.421 71.328 0.146  1.683  2.301  OAD  ZZ9 16 
ZZ9 "O5'"  O5*  O 0 1 N N N -3.751 53.538 70.520 -0.892 1.664  0.000  O5*  ZZ9 17 
ZZ9 "C5'"  C5*  C 0 1 N N N -4.610 52.947 69.571 -2.103 2.383  0.246  C5*  ZZ9 18 
ZZ9 "C4'"  C4*  C 0 1 N N R -5.814 53.761 69.142 -3.173 1.936  -0.752 C4*  ZZ9 19 
ZZ9 "O4'"  O4*  O 0 1 N N N -5.367 54.959 68.602 -3.529 0.565  -0.505 O4*  ZZ9 20 
ZZ9 "C3'"  C3*  C 0 1 N N S -6.589 53.162 68.011 -4.448 2.780  -0.566 C3*  ZZ9 21 
ZZ9 "O3'"  O3*  O 0 1 N N N -7.756 52.449 68.365 -4.761 3.486  -1.768 O3*  ZZ9 22 
ZZ9 "C2'"  C2*  C 0 1 N N R -7.146 54.353 67.341 -5.549 1.740  -0.246 C2*  ZZ9 23 
ZZ9 "O2'"  O2*  O 0 1 N N N -8.403 54.613 67.933 -6.767 2.062  -0.920 O2*  ZZ9 24 
ZZ9 "C1'"  C1*  C 0 1 N N R -6.189 55.452 67.587 -4.934 0.433  -0.808 C1*  ZZ9 25 
ZZ9 N9     N9   N 0 1 Y N N -5.375 55.586 66.362 -5.500 -0.736 -0.132 N9   ZZ9 26 
ZZ9 C8     C8   C 0 1 Y N N -4.203 55.028 66.218 -5.009 -1.335 0.990  C8   ZZ9 27 
ZZ9 N7     N7   N 0 1 Y N N -3.706 55.297 65.036 -5.759 -2.347 1.318  N7   ZZ9 28 
ZZ9 C5     C5   C 0 1 Y N N -4.590 56.046 64.419 -6.776 -2.461 0.431  C5   ZZ9 29 
ZZ9 C4     C4   C 0 1 Y N N -5.639 56.226 65.241 -6.626 -1.426 -0.507 C4   ZZ9 30 
ZZ9 N3     N3   N 0 1 Y N N -6.668 56.964 64.821 -7.511 -1.312 -1.492 N3   ZZ9 31 
ZZ9 C2     C2   C 0 1 Y N N -6.754 57.586 63.518 -8.517 -2.155 -1.589 C2   ZZ9 32 
ZZ9 N1     N1   N 0 1 Y N N -5.615 57.363 62.698 -8.702 -3.141 -0.731 N1   ZZ9 33 
ZZ9 C6     C6   C 0 1 Y N N -4.588 56.657 63.099 -7.864 -3.338 0.282  C6   ZZ9 34 
ZZ9 N6     N6   N 0 1 N N N -3.537 56.490 62.276 -8.067 -4.374 1.177  N6   ZZ9 35 
ZZ9 HAA    HAA  H 0 1 N N N 7.949  51.406 62.053 15.211 -0.735 -0.358 HAA  ZZ9 36 
ZZ9 HAAA   HAAA H 0 0 N N N 8.916  52.296 63.277 14.945 -2.424 0.139  HAAA ZZ9 37 
ZZ9 HAAB   HAAB H 0 0 N N N 8.710  50.517 63.415 15.706 -2.067 -1.430 HAAB ZZ9 38 
ZZ9 HAJ    HAJ  H 0 1 N N N 6.749  50.707 64.429 13.596 -1.029 -2.217 HAJ  ZZ9 39 
ZZ9 HAJA   HAJA H 0 0 N N N 7.219  52.477 64.646 13.330 -2.717 -1.720 HAJA ZZ9 40 
ZZ9 HAK    HAK  H 0 1 N N N 5.937  53.121 62.778 12.519 -1.939 0.490  HAK  ZZ9 41 
ZZ9 HAKA   HAKA H 0 0 N N N 5.599  51.386 62.347 12.785 -0.250 -0.007 HAKA ZZ9 42 
ZZ9 HAL    HAL  H 0 1 N N N 4.469  51.174 64.576 11.170 -0.544 -1.865 HAL  ZZ9 43 
ZZ9 HALA   HALA H 0 0 N N N 4.594  53.004 64.682 10.905 -2.232 -1.368 HALA ZZ9 44 
ZZ9 HAM    HAM  H 0 1 N N N 3.196  53.274 62.799 10.094 -1.454 0.842  HAM  ZZ9 45 
ZZ9 HAMA   HAMA H 0 0 N N N 3.194  51.508 62.464 10.359 0.234  0.345  HAMA ZZ9 46 
ZZ9 HAN    HAN  H 0 1 N N N 1.481  51.247 63.801 8.745  -0.059 -1.514 HAN  ZZ9 47 
ZZ9 HANA   HANA H 0 0 N N N 2.511  51.972 65.180 8.479  -1.747 -1.017 HANA ZZ9 48 
ZZ9 HAO    HAO  H 0 1 N N N 1.639  54.127 64.733 7.668  -0.969 1.193  HAO  ZZ9 49 
ZZ9 HAOA   HAOA H 0 0 N N N 0.686  53.518 63.347 7.934  0.719  0.696  HAOA ZZ9 50 
ZZ9 HAP    HAP  H 0 1 N N N -0.940 53.204 64.842 6.319  0.426  -1.163 HAP  ZZ9 51 
ZZ9 HAPA   HAPA H 0 0 N N N 0.069  51.753 65.360 6.054  -1.263 -0.666 HAPA ZZ9 52 
ZZ9 HAQ    HAQ  H 0 1 N N N 1.188  53.644 66.842 5.242  -0.484 1.544  HAQ  ZZ9 53 
ZZ9 HAQA   HAQA H 0 0 N N N -0.523 54.289 66.712 5.508  1.204  1.047  HAQA ZZ9 54 
ZZ9 HAR    HAR  H 0 1 N N N -0.665 51.509 67.278 3.893  0.911  -0.812 HAR  ZZ9 55 
ZZ9 HARA   HARA H 0 0 N N N 0.506  52.241 68.425 3.628  -0.778 -0.315 HARA ZZ9 56 
ZZ9 HAZ    HAZ  H 0 1 N N N -2.463 52.711 68.216 3.129  1.650  1.465  HAZ  ZZ9 57 
ZZ9 "H5'"  H5*  H 0 1 N N N -4.012 52.754 68.669 -2.445 2.181  1.261  H5*  ZZ9 58 
ZZ9 "H5'A" H5*A H 0 0 N N N -5.021 52.053 70.064 -1.921 3.451  0.129  H5*A ZZ9 59 
ZZ9 "H4'"  H4*  H 0 1 N N N -6.440 53.839 70.043 -2.799 2.045  -1.770 H4*  ZZ9 60 
ZZ9 "H3'"  H3*  H 0 1 N N N -5.920 52.476 67.472 -4.327 3.477  0.264  H3*  ZZ9 61 
ZZ9 "HO3'" HO3* H 0 0 N N N -7.758 52.289 69.301 -5.555 4.034  -1.708 HO3* ZZ9 62 
ZZ9 "H2'"  H2*  H 0 1 N N N -7.288 54.227 66.257 -5.711 1.663  0.830  H2*  ZZ9 63 
ZZ9 "HO2'" HO2* H 0 0 N N N -8.303 54.671 68.876 -7.143 2.916  -0.667 HO2* ZZ9 64 
ZZ9 "H1'"  H1*  H 0 1 N N N -6.659 56.413 67.844 -5.090 0.368  -1.885 H1*  ZZ9 65 
ZZ9 H8     H8   H 0 1 N N N -3.711 54.428 66.969 -4.128 -1.018 1.527  H8   ZZ9 66 
ZZ9 H2     H2   H 0 1 N N N -7.606 58.167 63.197 -9.219 -2.034 -2.401 H2   ZZ9 67 
ZZ9 HN6    HN6  H 0 1 N N N -3.857 56.449 61.330 -7.454 -4.501 1.918  HN6  ZZ9 68 
ZZ9 HN6A   HN6A H 0 0 N N N -2.906 57.259 62.381 -8.821 -4.972 1.063  HN6A ZZ9 69 
ZZ9 H35    H35  H 0 1 N N N -1.146 54.884 69.061 2.468  -1.156 1.804  H35  ZZ9 70 
ZZ9 H36    H36  H 0 1 N N N -0.959 53.476 71.900 1.218  3.577  -0.285 H36  ZZ9 71 
# 
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 
ZZ9 CAA   CAJ    SING N N 1  
ZZ9 CAA   HAA    SING N N 2  
ZZ9 CAA   HAAA   SING N N 3  
ZZ9 CAA   HAAB   SING N N 4  
ZZ9 CAJ   CAK    SING N N 5  
ZZ9 CAJ   HAJ    SING N N 6  
ZZ9 CAJ   HAJA   SING N N 7  
ZZ9 CAK   CAL    SING N N 8  
ZZ9 CAK   HAK    SING N N 9  
ZZ9 CAK   HAKA   SING N N 10 
ZZ9 CAL   CAM    SING N N 11 
ZZ9 CAL   HAL    SING N N 12 
ZZ9 CAL   HALA   SING N N 13 
ZZ9 CAM   CAN    SING N N 14 
ZZ9 CAM   HAM    SING N N 15 
ZZ9 CAM   HAMA   SING N N 16 
ZZ9 CAN   CAO    SING N N 17 
ZZ9 CAN   HAN    SING N N 18 
ZZ9 CAN   HANA   SING N N 19 
ZZ9 CAO   CAP    SING N N 20 
ZZ9 CAO   HAO    SING N N 21 
ZZ9 CAO   HAOA   SING N N 22 
ZZ9 CAP   CAQ    SING N N 23 
ZZ9 CAP   HAP    SING N N 24 
ZZ9 CAP   HAPA   SING N N 25 
ZZ9 CAQ   CAR    SING N N 26 
ZZ9 CAQ   HAQ    SING N N 27 
ZZ9 CAQ   HAQA   SING N N 28 
ZZ9 CAR   CAZ    SING N N 29 
ZZ9 CAR   HAR    SING N N 30 
ZZ9 CAR   HARA   SING N N 31 
ZZ9 CAZ   OAC    SING N N 32 
ZZ9 CAZ   OAX    SING N N 33 
ZZ9 CAZ   HAZ    SING N N 34 
ZZ9 OAX   PBI    SING N N 35 
ZZ9 PBI   OAG    SING N N 36 
ZZ9 PBI   OAD    DOUB N N 37 
ZZ9 PBI   "O5'"  SING N N 38 
ZZ9 "O5'" "C5'"  SING N N 39 
ZZ9 "C5'" "C4'"  SING N N 40 
ZZ9 "C5'" "H5'"  SING N N 41 
ZZ9 "C5'" "H5'A" SING N N 42 
ZZ9 "C4'" "O4'"  SING N N 43 
ZZ9 "C4'" "C3'"  SING N N 44 
ZZ9 "C4'" "H4'"  SING N N 45 
ZZ9 "O4'" "C1'"  SING N N 46 
ZZ9 "C3'" "O3'"  SING N N 47 
ZZ9 "C3'" "C2'"  SING N N 48 
ZZ9 "C3'" "H3'"  SING N N 49 
ZZ9 "O3'" "HO3'" SING N N 50 
ZZ9 "C2'" "O2'"  SING N N 51 
ZZ9 "C2'" "C1'"  SING N N 52 
ZZ9 "C2'" "H2'"  SING N N 53 
ZZ9 "O2'" "HO2'" SING N N 54 
ZZ9 "C1'" N9     SING N N 55 
ZZ9 "C1'" "H1'"  SING N N 56 
ZZ9 N9    C8     SING Y N 57 
ZZ9 N9    C4     SING Y N 58 
ZZ9 C8    N7     DOUB Y N 59 
ZZ9 C8    H8     SING N N 60 
ZZ9 N7    C5     SING Y N 61 
ZZ9 C5    C4     DOUB Y N 62 
ZZ9 C5    C6     SING Y N 63 
ZZ9 C4    N3     SING Y N 64 
ZZ9 N3    C2     DOUB Y N 65 
ZZ9 C2    N1     SING Y N 66 
ZZ9 C2    H2     SING N N 67 
ZZ9 N1    C6     DOUB Y N 68 
ZZ9 C6    N6     SING N N 69 
ZZ9 N6    HN6    SING N N 70 
ZZ9 N6    HN6A   SING N N 71 
ZZ9 OAC   H35    SING N N 72 
ZZ9 OAG   H36    SING N N 73 
# 
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 
ZZ9 SMILES           ACDLabs              10.04 "O=P(O)(OC(O)CCCCCCCCCC)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 
ZZ9 SMILES_CANONICAL CACTVS               3.341 "CCCCCCCCCC[C@H](O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 
ZZ9 SMILES           CACTVS               3.341 "CCCCCCCCCC[CH](O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 
ZZ9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCC[C@H](O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" 
ZZ9 SMILES           "OpenEye OEToolkits" 1.5.0 "CCCCCCCCCCC(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O" 
ZZ9 InChI            InChI                1.03  
"InChI=1S/C21H36N5O8P/c1-2-3-4-5-6-7-8-9-10-15(27)34-35(30,31)32-11-14-17(28)18(29)21(33-14)26-13-25-16-19(22)23-12-24-20(16)26/h12-15,17-18,21,27-29H,2-11H2,1H3,(H,30,31)(H2,22,23,24)/t14-,15-,17-,18-,21-/m1/s1" 
ZZ9 InChIKey         InChI                1.03  DGBHISUNYLJTLF-SQDDPSDBSA-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 
ZZ9 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(1R)-1-hydroxyundecyl]oxy}phosphoryl]adenosine"                                                
ZZ9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [(1R)-1-hydroxyundecyl] hydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
ZZ9 "Create component"     2009-05-19 RCSB 
ZZ9 "Modify aromatic_flag" 2011-06-04 RCSB 
ZZ9 "Modify descriptor"    2011-06-04 RCSB 
# 
