data_AYB
# 
_chem_comp.id                                    AYB 
_chem_comp.name                                  "5'-O-[(S)-({(2S)-2-amino-6-[(propoxycarbonyl)amino]hexanoyl}oxy)(hydroxy)phosphoryl]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H32 N7 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;NE-ALLYLOXYCARBONYL-L-LYSINE-5'-ADENOSINE MONOPHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-20 
_chem_comp.pdbx_modified_date                    2008-11-28 
_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                        561.483 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AYB 
_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        2ZIO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
AYB C4     C4     C 0 1 Y N N 14.360 35.801 4.517 -5.321 2.923  0.224  C4     AYB 1  
AYB C5     C5     C 0 1 Y N N 14.620 35.764 5.879 -4.797 3.851  -0.692 C5     AYB 2  
AYB C6     C6     C 0 1 Y N N 15.618 34.911 6.333 -5.275 5.172  -0.645 C6     AYB 3  
AYB C8     C8     C 0 1 Y N N 13.045 37.184 5.520 -3.818 1.952  -1.064 C8     AYB 4  
AYB N1     N1     N 0 1 Y N N 16.286 34.159 5.446 -6.198 5.479  0.260  N1     AYB 5  
AYB N3     N3     N 0 1 Y N N 15.068 35.021 3.688 -6.243 3.324  1.093  N3     AYB 6  
AYB CAA    CAA    C 0 1 N N N 6.672  51.900 1.654 11.793 4.983  0.236  CAA    AYB 7  
AYB CAJ    CAJ    C 0 1 N N N 7.652  51.099 2.230 10.451 4.479  -0.299 CAJ    AYB 8  
AYB CAO    CAO    C 0 1 N N N 7.302  50.169 3.202 10.104 3.147  0.367  CAO    AYB 9  
AYB OAW    OAW    O 0 1 N N N 7.168  48.870 2.608 8.831  2.668  -0.140 OAW    AYB 10 
AYB CBA    CBA    C 0 1 N N N 6.687  47.995 3.532 8.378  1.498  0.348  CBA    AYB 11 
AYB OAD    OAD    O 0 1 N N N 6.423  48.412 4.659 9.030  0.893  1.176  OAD    AYB 12 
AYB NAV    NAV    N 0 1 N N N 6.478  46.731 3.173 7.203  0.998  -0.081 NAV    AYB 13 
AYB CAP    CAP    C 0 1 N N N 6.737  46.236 1.813 6.711  -0.275 0.451  CAP    AYB 14 
AYB CAM    CAM    C 0 1 N N N 6.345  44.759 1.735 5.366  -0.613 -0.197 CAM    AYB 15 
AYB CAN    CAN    C 0 1 N N N 7.599  43.882 1.740 4.852  -1.943 0.359  CAN    AYB 16 
AYB CB     CB     C 0 1 N N N 7.687  42.918 2.926 3.508  -2.280 -0.289 CB     AYB 17 
AYB CA     CA     C 0 1 N N S 8.833  43.275 3.876 2.994  -3.610 0.266  CA     AYB 18 
AYB N      N      N 0 1 N N N 9.996  43.740 3.107 3.902  -4.693 -0.136 N      AYB 19 
AYB C      C      C 0 1 N N N 9.228  42.068 4.730 1.615  -3.882 -0.278 C      AYB 20 
AYB O      O      O 0 1 N N N 10.272 42.079 5.380 1.471  -4.643 -1.206 O      AYB 21 
AYB OAY    OAY    O 0 1 N N N 8.357  41.023 4.688 0.547  -3.280 0.267  OAY    AYB 22 
AYB PBL    PBL    P 0 1 N N S 8.823  39.843 5.686 -0.891 -3.623 -0.370 PBL    AYB 23 
AYB OAI    OAI    O 0 1 N N N 9.658  40.405 6.774 -0.864 -3.348 -1.824 OAI    AYB 24 
AYB OAF    OAF    O 0 1 N N N 7.822  38.624 5.993 -1.230 -5.178 -0.124 OAF    AYB 25 
AYB "O5'"  "O5'"  O 0 1 N N N 9.990  39.194 4.789 -2.019 -2.711 0.327  "O5'"  AYB 26 
AYB "C5'"  "C5'"  C 0 1 N N N 9.864  39.209 3.365 -3.385 -2.705 -0.093 "C5'"  AYB 27 
AYB "C4'"  "C4'"  C 0 1 N N R 10.825 38.199 2.737 -4.182 -1.732 0.778  "C4'"  AYB 28 
AYB "O4'"  "O4'"  O 0 1 N N N 12.180 38.365 3.182 -3.740 -0.386 0.537  "O4'"  AYB 29 
AYB "C3'"  "C3'"  C 0 1 N N S 10.507 36.782 3.208 -5.676 -1.798 0.405  "C3'"  AYB 30 
AYB "O3'"  "O3'"  O 0 1 N N N 9.300  36.346 2.577 -6.457 -2.195 1.534  "O3'"  AYB 31 
AYB "C2'"  "C2'"  C 0 1 N N R 11.729 36.130 2.564 -6.027 -0.350 -0.014 "C2'"  AYB 32 
AYB "O2'"  "O2'"  O 0 1 N N N 11.634 36.202 1.139 -7.308 0.032  0.492  "O2'"  AYB 33 
AYB "C1'"  "C1'"  C 0 1 N N R 12.829 37.090 3.021 -4.898 0.467  0.666  "C1'"  AYB 34 
AYB N9     N9     N 0 1 Y N N 13.387 36.689 4.332 -4.685 1.736  -0.035 N9     AYB 35 
AYB N7     N7     N 0 1 Y N N 13.795 36.625 6.468 -3.889 3.193  -1.452 N7     AYB 36 
AYB C2     C2     C 0 1 Y N N 16.009 34.221 4.155 -6.661 4.572  1.101  C2     AYB 37 
AYB N6     N6     N 0 1 N N N 15.914 34.854 7.628 -4.796 6.130  -1.521 N6     AYB 38 
AYB H8     H8     H 0 1 N N N 12.277 37.925 5.689 -3.171 1.204  -1.497 H8     AYB 39 
AYB HAA    HAA    H 0 1 N N N 5.888  52.112 2.396 12.040 5.933  -0.239 HAA    AYB 40 
AYB HAAA   HAAA   H 0 0 N N N 7.123  52.845 1.317 11.724 5.123  1.315  HAAA   AYB 41 
AYB HAAB   HAAB   H 0 0 N N N 6.230  51.377 0.793 12.570 4.253  0.013  HAAB   AYB 42 
AYB HAJ    HAJ    H 0 1 N N N 8.102  50.526 1.406 9.673  5.210  -0.076 HAJ    AYB 43 
AYB HAJA   HAJA   H 0 0 N N N 8.290  51.814 2.770 10.519 4.339  -1.378 HAJA   AYB 44 
AYB HAO    HAO    H 0 1 N N N 8.084  50.137 3.974 10.882 2.416  0.144  HAO    AYB 45 
AYB HAOA   HAOA   H 0 0 N N N 6.343  50.461 3.655 10.036 3.287  1.446  HAOA   AYB 46 
AYB HNAV   HNAV   H 0 0 N N N 6.130  46.090 3.857 6.683  1.481  -0.742 HNAV   AYB 47 
AYB HAP    HAP    H 0 1 N N N 6.142  46.814 1.090 7.429  -1.064 0.229  HAP    AYB 48 
AYB HAPA   HAPA   H 0 0 N N N 7.805  46.349 1.575 6.583  -0.193 1.530  HAPA   AYB 49 
AYB HAM    HAM    H 0 1 N N N 5.719  44.503 2.603 4.648  0.176  0.025  HAM    AYB 50 
AYB HAMA   HAMA   H 0 0 N N N 5.785  44.583 0.804 5.494  -0.695 -1.276 HAMA   AYB 51 
AYB HAN    HAN    H 0 1 N N N 7.597  43.284 0.817 5.571  -2.731 0.136  HAN    AYB 52 
AYB HANA   HANA   H 0 0 N N N 8.462  44.560 1.816 4.725  -1.861 1.438  HANA   AYB 53 
AYB HB     HB     H 0 1 N N N 6.741  42.963 3.485 2.789  -1.492 -0.067 HB     AYB 54 
AYB HBA    HBA    H 0 1 N N N 7.876  41.909 2.530 3.635  -2.362 -1.369 HBA    AYB 55 
AYB HA     HA     H 0 1 N N N 8.490  44.079 4.544 2.951  -3.557 1.354  HA     AYB 56 
AYB HN     HN     H 0 1 N N N 9.740  43.846 2.146 3.959  -4.762 -1.141 HN     AYB 57 
AYB HNA    HNA    H 0 1 N N N 10.304 44.620 3.468 4.817  -4.567 0.270  HNA    AYB 58 
AYB HOAF   HOAF   H 0 0 N N N 7.624  38.165 5.185 -1.264 -5.430 0.808  HOAF   AYB 59 
AYB "H5'"  "H5'"  H 0 1 N N N 8.832  38.945 3.090 -3.443 -2.391 -1.135 "H5'"  AYB 60 
AYB "H5'A" "H5'A" H 0 0 N N N 10.109 40.215 2.994 -3.800 -3.708 0.009  "H5'A" AYB 61 
AYB "H4'"  "H4'"  H 0 1 N N N 10.713 38.359 1.655 -4.050 -1.983 1.831  "H4'"  AYB 62 
AYB "H3'"  "H3'"  H 0 1 N N N 10.356 36.602 4.283 -5.831 -2.486 -0.426 "H3'"  AYB 63 
AYB "HO3'" "HO3'" H 0 0 N N N 8.617  36.249 3.231 -7.405 -2.253 1.355  "HO3'" AYB 64 
AYB "H2'"  "H2'"  H 0 1 N N N 11.870 35.072 2.829 -5.989 -0.238 -1.098 "H2'"  AYB 65 
AYB "HO2'" "HO2'" H 0 0 N N N 10.719 36.218 0.883 -8.037 -0.511 0.163  "HO2'" AYB 66 
AYB "H1'"  "H1'"  H 0 1 N N N 13.654 37.103 2.294 -5.131 0.642  1.717  "H1'"  AYB 67 
AYB H2     H2     H 0 1 N N N 16.565 33.603 3.466 -7.411 4.865  1.821  H2     AYB 68 
AYB HN6    HN6    H 0 1 N N N 16.907 34.840 7.743 -4.122 5.893  -2.178 HN6    AYB 69 
AYB HN6A   HN6A   H 0 0 N N N 15.536 35.656 8.092 -5.134 7.038  -1.480 HN6A   AYB 70 
# 
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 
AYB C4    C5     DOUB Y N 1  
AYB C4    N3     SING Y N 2  
AYB C4    N9     SING Y N 3  
AYB C5    C6     SING Y N 4  
AYB C5    N7     SING Y N 5  
AYB C6    N1     DOUB Y N 6  
AYB C6    N6     SING N N 7  
AYB C8    N9     SING Y N 8  
AYB C8    N7     DOUB Y N 9  
AYB N1    C2     SING N N 10 
AYB N3    C2     DOUB Y N 11 
AYB CAA   CAJ    SING Y N 12 
AYB CAJ   CAO    SING N N 13 
AYB CAO   OAW    SING N N 14 
AYB OAW   CBA    SING N N 15 
AYB CBA   OAD    DOUB N N 16 
AYB CBA   NAV    SING N N 17 
AYB NAV   CAP    SING N N 18 
AYB CAP   CAM    SING N N 19 
AYB CAM   CAN    SING N N 20 
AYB CAN   CB     SING N N 21 
AYB CB    CA     SING N N 22 
AYB CA    N      SING N N 23 
AYB CA    C      SING N N 24 
AYB C     O      DOUB N N 25 
AYB C     OAY    SING N N 26 
AYB OAY   PBL    SING N N 27 
AYB PBL   OAI    DOUB N N 28 
AYB PBL   OAF    SING N N 29 
AYB PBL   "O5'"  SING N N 30 
AYB "O5'" "C5'"  SING N N 31 
AYB "C5'" "C4'"  SING N N 32 
AYB "C4'" "O4'"  SING N N 33 
AYB "C4'" "C3'"  SING N N 34 
AYB "O4'" "C1'"  SING N N 35 
AYB "C3'" "O3'"  SING N N 36 
AYB "C3'" "C2'"  SING N N 37 
AYB "C2'" "O2'"  SING N N 38 
AYB "C2'" "C1'"  SING N N 39 
AYB "C1'" N9     SING N N 40 
AYB C8    H8     SING N N 41 
AYB CAA   HAA    SING N N 42 
AYB CAA   HAAA   SING N N 43 
AYB CAA   HAAB   SING N N 44 
AYB CAJ   HAJ    SING N N 45 
AYB CAJ   HAJA   SING N N 46 
AYB CAO   HAO    SING N N 47 
AYB CAO   HAOA   SING N N 48 
AYB NAV   HNAV   SING N N 49 
AYB CAP   HAP    SING N N 50 
AYB CAP   HAPA   SING N N 51 
AYB CAM   HAM    SING N N 52 
AYB CAM   HAMA   SING N N 53 
AYB CAN   HAN    SING N N 54 
AYB CAN   HANA   SING N N 55 
AYB CB    HB     SING N N 56 
AYB CB    HBA    SING N N 57 
AYB CA    HA     SING N N 58 
AYB N     HN     SING N N 59 
AYB N     HNA    SING N N 60 
AYB OAF   HOAF   SING N N 61 
AYB "C5'" "H5'"  SING N N 62 
AYB "C5'" "H5'A" SING N N 63 
AYB "C4'" "H4'"  SING N N 64 
AYB "C3'" "H3'"  SING N N 65 
AYB "O3'" "HO3'" SING N N 66 
AYB "C2'" "H2'"  SING N N 67 
AYB "O2'" "HO2'" SING N N 68 
AYB "C1'" "H1'"  SING N N 69 
AYB C2    H2     SING N N 70 
AYB N6    HN6    SING N N 71 
AYB N6    HN6A   SING N N 72 
# 
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 
AYB SMILES           ACDLabs              10.04 O=C(OCCC)NCCCCC(N)C(=O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
AYB InChI            InChI                1.02b 
InChI=1/C20H32N7O10P/c1-2-7-34-20(31)23-6-4-3-5-11(21)19(30)37-38(32,33)35-8-12-14(28)15(29)18(36-12)27-10-26-13-16(22)24-9-25-17(13)27/h9-12,14-15,18,28-29H,2-8,21H2,1H3,(H,23,31)(H,32,33)(H2,22,24,25)/t11-,12+,14+,15+,18+/m0/s1/f/h23,32H,22H2 
AYB InChIKey         InChI                1.02b FNGSPKAFCIGHDI-AWLHWGLYDH 
AYB SMILES_CANONICAL CACTVS               3.341 CCCOC(=O)NCCCC[C@H](N)C(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23 
AYB SMILES           CACTVS               3.341 CCCOC(=O)NCCCC[CH](N)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23 
AYB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCOC(=O)NCCCC[C@@H](C(=O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N 
AYB SMILES           "OpenEye OEToolkits" 1.5.0 CCCOC(=O)NCCCCC(C(=O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)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 
AYB "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-({(2S)-2-amino-6-[(propoxycarbonyl)amino]hexanoyl}oxy)(hydroxy)phosphoryl]adenosine"                                              
AYB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] (2S)-2-amino-6-(propoxycarbonylamino)hexanoate" 
# 
