data_BT5
# 
_chem_comp.id                                    BT5 
_chem_comp.name                                  BIOTINYL-5-AMP 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C20 H28 N7 O9 P S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-06 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        573.517 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     BT5 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1WQW 
_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 
BT5 CBB    C11B C 0 1 N N N -19.222 -11.041 -6.891  -2.197  -0.991 -0.168 CBB    BT5 1  
BT5 OBB    O11B O 0 1 N N N -19.722 -11.949 -6.197  -0.923  -0.831 -0.558 OBB    BT5 2  
BT5 OCB    O12B O 0 1 N N N -17.981 -10.768 -6.828  -2.451  -1.654 0.809  OCB    BT5 3  
BT5 CAB    C10B C 0 1 N N N -20.061 -10.212 -7.817  -3.311  -0.343 -0.950 CAB    BT5 4  
BT5 C9B    C9B  C 0 1 N N N -20.207 -8.768  -7.360  -4.654  -0.680 -0.299 C9B    BT5 5  
BT5 C8B    C8B  C 0 1 N N N -20.835 -7.874  -8.394  -5.785  -0.022 -1.092 C8B    BT5 6  
BT5 C7B    C7B  C 0 1 N N N -20.969 -6.445  -7.899  -7.128  -0.359 -0.441 C7B    BT5 7  
BT5 C2B    C2B  C 0 1 N N S -21.603 -5.479  -8.894  -8.258  0.298  -1.235 C2B    BT5 8  
BT5 S1B    S1B  S 0 1 N N N -21.714 -3.799  -8.300  -8.230  2.132  -1.033 S1B    BT5 9  
BT5 C6B    C6B  C 0 1 N N N -22.573 -3.385  -9.835  -10.043 2.419  -1.223 C6B    BT5 10 
BT5 C5B    C5B  C 0 1 N N R -23.622 -4.505  -9.944  -10.622 1.119  -0.626 C5B    BT5 11 
BT5 N1B    N1B  N 0 1 N N N -24.813 -4.250  -9.115  -10.913 1.333  0.801  N1B    BT5 12 
BT5 C3B    C3B  C 0 1 N N N -24.962 -5.221  -8.185  -10.221 0.443  1.526  C3B    BT5 13 
BT5 O3B    O3B  O 0 1 N N N -25.877 -5.276  -7.329  -10.274 0.392  2.740  O3B    BT5 14 
BT5 N2B    N2B  N 0 1 N N N -23.964 -6.156  -8.297  -9.467  -0.386 0.791  N2B    BT5 15 
BT5 C4B    C4B  C 0 1 N N S -23.050 -5.827  -9.369  -9.636  -0.054 -0.633 C4B    BT5 16 
BT5 P      P    P 0 1 N N R -19.336 -13.056 -5.149  0.267   -1.523 0.277  P      BT5 17 
BT5 OP1    O1P  O 0 1 N N N -17.890 -13.456 -5.324  0.335   -0.878 1.751  OP1    BT5 18 
BT5 OP2    O2P  O 0 1 N N N -20.129 -14.174 -5.332  0.013   -2.977 0.386  OP2    BT5 19 
BT5 "O5'"  O5*  O 0 1 N N N -19.584 -12.448 -3.633  1.667   -1.279 -0.480 "O5'"  BT5 20 
BT5 "C5'"  C5*  C 0 1 N N N -18.911 -11.323 -3.173  2.660   -2.012 0.241  "C5'"  BT5 21 
BT5 "C4'"  C4*  C 0 1 N N R -18.339 -11.561 -1.777  4.021   -1.821 -0.431 "C4'"  BT5 22 
BT5 "O4'"  O4*  O 0 1 N N N -17.351 -10.591 -1.454  4.454   -0.448 -0.310 "O4'"  BT5 23 
BT5 "C3'"  C3*  C 0 1 N N S -19.397 -11.511 -0.705  5.105   -2.642 0.303  "C3'"  BT5 24 
BT5 "O3'"  O3*  O 0 1 N N N -19.587 -12.797 -0.106  5.344   -3.876 -0.377 "O3'"  BT5 25 
BT5 "C2'"  C2*  C 0 1 N N R -18.940 -10.452 0.289   6.361   -1.741 0.250  "C2'"  BT5 26 
BT5 "O2'"  O2*  O 0 1 N N N -18.770 -10.963 1.595   7.415   -2.392 -0.463 "O2'"  BT5 27 
BT5 "C1'"  C1*  C 0 1 N N R -17.639 -9.875  -0.257  5.884   -0.481 -0.507 "C1'"  BT5 28 
BT5 N9     N9   N 0 1 Y N N -17.691 -8.378  -0.631  6.505   0.719  0.059  N9     BT5 29 
BT5 C8     C8   C 0 1 Y N N -18.742 -7.515  -0.427  5.976   1.521  1.026  C8     BT5 30 
BT5 N7     N7   N 0 1 Y N N -18.425 -6.280  -0.890  6.795   2.497  1.291  N7     BT5 31 
BT5 C5     C5   C 0 1 Y N N -17.180 -6.338  -1.389  7.900   2.381  0.516  C5     BT5 32 
BT5 C6     C6   C 0 1 Y N N -16.393 -5.352  -1.984  9.081   3.127  0.361  C6     BT5 33 
BT5 N6     N6   N 0 1 N N N -16.853 -4.109  -2.133  9.307   4.261  1.121  N6     BT5 34 
BT5 N1     N1   N 0 1 Y N N -15.106 -5.720  -2.415  9.979   2.714  -0.528 N1     BT5 35 
BT5 C2     C2   C 0 1 Y N N -14.619 -7.021  -2.265  9.772   1.633  -1.257 C2     BT5 36 
BT5 N3     N3   N 0 1 Y N N -15.416 -8.002  -1.671  8.679   0.907  -1.150 N3     BT5 37 
BT5 C4     C4   C 0 1 Y N N -16.685 -7.651  -1.241  7.725   1.242  -0.288 C4     BT5 38 
BT5 H101   1H10 H 0 0 N N N -19.584 -10.213 -8.808  -3.171  0.738  -0.955 H101   BT5 39 
BT5 H102   2H10 H 0 0 N N N -21.068 -10.655 -7.836  -3.300  -0.716 -1.974 H102   BT5 40 
BT5 H9B1   1H9B H 0 0 N N N -20.843 -8.755  -6.463  -4.794  -1.761 -0.294 H9B1   BT5 41 
BT5 H9B2   2H9B H 0 0 N N N -19.195 -8.383  -7.166  -4.665  -0.308 0.726  H9B2   BT5 42 
BT5 H8B1   1H8B H 0 0 N N N -20.202 -7.877  -9.294  -5.644  1.058  -1.097 H8B1   BT5 43 
BT5 H8B2   2H8B H 0 0 N N N -21.843 -8.257  -8.612  -5.774  -0.395 -2.117 H8B2   BT5 44 
BT5 H7B1   1H7B H 0 0 N N N -21.601 -6.460  -6.999  -7.268  -1.440 -0.436 H7B1   BT5 45 
BT5 H7B2   2H7B H 0 0 N N N -19.947 -6.080  -7.718  -7.138  0.013  0.583  H7B2   BT5 46 
BT5 H2B    H2B  H 0 1 N N N -20.898 -5.583  -9.732  -8.208  0.019  -2.287 H2B    BT5 47 
BT5 H6B1   1H6B H 0 0 N N N -23.040 -2.390  -9.787  -10.364 3.289  -0.650 H6B1   BT5 48 
BT5 H6B2   2H6B H 0 0 N N N -21.904 -3.329  -10.706 -10.315 2.522  -2.273 H6B2   BT5 49 
BT5 H5B    H5B  H 0 1 N N N -23.880 -4.557  -11.012 -11.532 0.837  -1.155 H5B    BT5 50 
BT5 H1B    H1B  H 0 1 N N N -25.426 -3.468  -9.225  -11.509 2.009  1.159  H1B    BT5 51 
BT5 H4     H4   H 0 1 N N N -23.879 -6.962  -7.712  -8.901  -1.092 1.141  H4     BT5 52 
BT5 H4B    H4B  H 0 1 N N N -22.975 -6.686  -10.052 -10.066 -0.902 -1.166 H4B    BT5 53 
BT5 H2P    H2P  H 0 1 N N N -20.311 -14.286 -6.258  ?       ?      ?      H2P    BT5 54 
BT5 "H5'"  1H5* H 0 1 N N N -18.086 -11.093 -3.863  2.400   -3.070 0.242  "H5'"  BT5 55 
BT5 "H5''" 2H5* H 0 0 N N N -19.621 -10.484 -3.124  2.706   -1.647 1.267  "H5''" BT5 56 
BT5 "H4'"  H4*  H 0 1 N N N -17.898 -12.568 -1.805  3.970   -2.112 -1.480 "H4'"  BT5 57 
BT5 "H3'"  H3*  H 0 1 N N N -20.383 -11.243 -1.113  4.810   -2.827 1.336  "H3'"  BT5 58 
BT5 H2     H2   H 0 1 N N N -19.629 -13.460 -0.785  6.026   -4.344 0.124  H2     BT5 59 
BT5 H1     H1   H 0 1 N N N -19.712 -9.674  0.388   6.686   -1.480 1.256  H1     BT5 60 
BT5 "H2'"  H2*  H 0 1 N N N -18.732 -11.912 1.562   7.625   -3.200 0.026  "H2'"  BT5 61 
BT5 "H1'"  H1*  H 0 1 N N N -16.886 -9.972  0.539   6.119   -0.565 -1.568 "H1'"  BT5 62 
BT5 H8     H8   H 0 1 N N N -19.682 -7.781  0.034   5.019   1.368  1.502  H8     BT5 63 
BT5 HN61   1HN6 H 0 0 N N N -16.968 -3.686  -1.234  10.128  4.766  1.008  HN61   BT5 64 
BT5 HN62   2HN6 H 0 0 N N N -16.201 -3.575  -2.672  8.642   4.555  1.764  HN62   BT5 65 
BT5 H3     H3   H 0 1 N N N -13.625 -7.268  -2.609  10.528  1.333  -1.968 H3     BT5 66 
# 
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 
BT5 CBB   OBB    SING N N 1  
BT5 CBB   OCB    DOUB N N 2  
BT5 CBB   CAB    SING N N 3  
BT5 OBB   P      SING N N 4  
BT5 CAB   C9B    SING N N 5  
BT5 CAB   H101   SING N N 6  
BT5 CAB   H102   SING N N 7  
BT5 C9B   C8B    SING N N 8  
BT5 C9B   H9B1   SING N N 9  
BT5 C9B   H9B2   SING N N 10 
BT5 C8B   C7B    SING N N 11 
BT5 C8B   H8B1   SING N N 12 
BT5 C8B   H8B2   SING N N 13 
BT5 C7B   C2B    SING N N 14 
BT5 C7B   H7B1   SING N N 15 
BT5 C7B   H7B2   SING N N 16 
BT5 C2B   S1B    SING N N 17 
BT5 C2B   C4B    SING N N 18 
BT5 C2B   H2B    SING N N 19 
BT5 S1B   C6B    SING N N 20 
BT5 C6B   C5B    SING N N 21 
BT5 C6B   H6B1   SING N N 22 
BT5 C6B   H6B2   SING N N 23 
BT5 C5B   N1B    SING N N 24 
BT5 C5B   C4B    SING N N 25 
BT5 C5B   H5B    SING N N 26 
BT5 N1B   C3B    SING N N 27 
BT5 N1B   H1B    SING N N 28 
BT5 C3B   O3B    DOUB N N 29 
BT5 C3B   N2B    SING N N 30 
BT5 N2B   C4B    SING N N 31 
BT5 N2B   H4     SING N N 32 
BT5 C4B   H4B    SING N N 33 
BT5 P     OP1    DOUB N N 34 
BT5 P     OP2    SING N N 35 
BT5 P     "O5'"  SING N N 36 
BT5 OP2   H2P    SING N N 37 
BT5 "O5'" "C5'"  SING N N 38 
BT5 "C5'" "C4'"  SING N N 39 
BT5 "C5'" "H5'"  SING N N 40 
BT5 "C5'" "H5''" SING N N 41 
BT5 "C4'" "O4'"  SING N N 42 
BT5 "C4'" "C3'"  SING N N 43 
BT5 "C4'" "H4'"  SING N N 44 
BT5 "O4'" "C1'"  SING N N 45 
BT5 "C3'" "O3'"  SING N N 46 
BT5 "C3'" "C2'"  SING N N 47 
BT5 "C3'" "H3'"  SING N N 48 
BT5 "O3'" H2     SING N N 49 
BT5 "C2'" "O2'"  SING N N 50 
BT5 "C2'" "C1'"  SING N N 51 
BT5 "C2'" H1     SING N N 52 
BT5 "O2'" "H2'"  SING N N 53 
BT5 "C1'" N9     SING N N 54 
BT5 "C1'" "H1'"  SING N N 55 
BT5 N9    C8     SING Y N 56 
BT5 N9    C4     SING Y N 57 
BT5 C8    N7     DOUB Y N 58 
BT5 C8    H8     SING N N 59 
BT5 N7    C5     SING Y N 60 
BT5 C5    C6     DOUB Y N 61 
BT5 C5    C4     SING Y N 62 
BT5 C6    N6     SING N N 63 
BT5 C6    N1     SING Y N 64 
BT5 N6    HN61   SING N N 65 
BT5 N6    HN62   SING N N 66 
BT5 N1    C2     DOUB Y N 67 
BT5 C2    N3     SING Y N 68 
BT5 C2    H3     SING N N 69 
BT5 N3    C4     DOUB Y N 70 
# 
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 
BT5 SMILES           ACDLabs              10.04 "O=C1NC2C(SCC2N1)CCCCC(=O)OP(=O)(O)OCC5OC(n3c4ncnc(N)c4nc3)C(O)C5O" 
BT5 InChI            InChI                1.02b 
;InChI=1/C20H28N7O9PS/c21-17-14-18(23-7-22-17)27(8-24-14)19-16(30)15(29)10(35-19)5-34-37(32,33)36-12(28)4-2-1-3-11-13-9(6-38-11)25-20(31)26-13/h7-11,13,15-16,19,29-30H,1-6H2,(H,32,33)(H2,21,22,23)(H2,25,26,31)/t9-,10+,11-,13-,15+,16+,19+/m0/s1/f/h25-26,32H,21H2
;
BT5 InChIKey         InChI                1.02b UTQCSTJVMLODHM-CCOJNFOGDY 
BT5 SMILES_CANONICAL CACTVS               3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)OC(=O)CCCC[C@@H]4SC[C@@H]5NC(=O)N[C@H]45)[C@@H](O)[C@H]3O" 
BT5 SMILES           CACTVS               3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(=O)CCCC[CH]4SC[CH]5NC(=O)N[CH]45)[CH](O)[CH]3O" 
BT5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)OC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5)O)O)N" 
BT5 SMILES           "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)CCCCC4C5C(CS4)NC(=O)N5)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 
BT5 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-hydroxy({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}oxy)phosphoryl]adenosine"                                                             
BT5 "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] 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate" 
# 
