data_ABT
# 
_chem_comp.id                                    ABT 
_chem_comp.name                                  
;3'-AZIDO-3'-DEOXY-THYMIDINE-5'-ALPHA BORANO TRIPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H17 B N5 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-10 
_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                        503.001 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     ABT 
_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        1MN7 
_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 
ABT PG     PG   P 0  1 N N N 28.349 39.216 6.032  6.235  1.443  -0.231 PG     ABT 1  
ABT O1G    O1G  O 0  1 N N N 27.652 39.931 7.142  6.950  2.852  0.078  O1G    ABT 2  
ABT O2G    O2G  O 0  1 N N N 29.063 40.030 5.018  7.339  0.271  -0.235 O2G    ABT 3  
ABT O3G    O3G  O 0  1 N N N 27.420 38.151 5.552  5.576  1.504  -1.555 O3G    ABT 4  
ABT O3B    O3B  O 0  1 N N N 29.497 38.382 6.757  5.134  1.139  0.903  O3B    ABT 5  
ABT PB     PB   P 0  1 N N S 29.643 37.956 8.283  4.198  -0.044 0.339  PB     ABT 6  
ABT O1B    O1B  O 0  1 N N N 28.294 38.043 8.914  4.940  -1.458 0.542  O1B    ABT 7  
ABT O2B    O2B  O 0  1 N N N 30.398 36.683 8.341  3.941  0.176  -1.102 O2B    ABT 8  
ABT O3A    O3A  O 0  1 N N N 30.546 39.091 8.941  2.801  -0.051 1.138  O3A    ABT 9  
ABT PA     PA   P 0  1 N N N 30.102 40.463 9.620  1.782  -0.959 0.285  PA     ABT 10 
ABT B1A    B1A  B 0  1 N N N 30.627 40.466 11.007 1.595  -0.320 -1.195 B1A    ABT 11 
ABT O2A    O2A  O 0  1 N N N 28.640 40.660 9.391  2.373  -2.451 0.155  O2A    ABT 12 
ABT "O5'"  O5*  O 0  1 N N N 30.910 41.530 8.747  0.356  -1.011 1.031  "O5'"  ABT 13 
ABT "C5'"  C5*  C 0  1 N N N 30.330 42.105 7.572  -0.588 -1.514 0.084  "C5'"  ABT 14 
ABT "C4'"  C4*  C 0  1 N N S 31.397 42.732 6.689  -1.972 -1.588 0.732  "C4'"  ABT 15 
ABT "O4'"  O4*  O 0  1 N N N 32.030 43.844 7.374  -2.511 -0.263 0.943  "O4'"  ABT 16 
ABT "C1'"  C1*  C 0  1 N N R 33.391 43.944 6.978  -3.937 -0.406 1.057  "C1'"  ABT 17 
ABT N1     N1   N 0  1 N N N 34.235 43.914 8.191  -4.603 0.763  0.477  N1     ABT 18 
ABT C6     C6   C 0  1 N N N 33.789 43.255 9.314  -5.519 1.458  1.219  C6     ABT 19 
ABT C2     C2   C 0  1 N N N 35.465 44.552 8.176  -4.308 1.143  -0.779 C2     ABT 20 
ABT O2     O2   O 0  1 N N N 35.906 45.152 7.210  -3.491 0.511  -1.420 O2     ABT 21 
ABT N3     N3   N 0  1 N N N 36.164 44.465 9.352  -4.905 2.213  -1.336 N3     ABT 22 
ABT C4     C4   C 0  1 N N N 35.773 43.825 10.510 -5.817 2.922  -0.640 C4     ABT 23 
ABT O4     O4   O 0  1 N N N 36.507 43.840 11.491 -6.358 3.890  -1.144 O4     ABT 24 
ABT C5     C5   C 0  1 N N N 34.484 43.177 10.454 -6.133 2.535  0.684  C5     ABT 25 
ABT C5A    C5A  C 0  1 N N N 33.984 42.450 11.663 -7.146 3.313  1.485  C5A    ABT 26 
ABT "C2'"  C2*  C 0  1 N N N 33.686 42.811 5.989  -4.337 -1.675 0.280  "C2'"  ABT 27 
ABT "C3'"  C3*  C 0  1 N N S 32.543 41.832 6.256  -2.992 -2.247 -0.231 "C3'"  ABT 28 
ABT "N3'"  N3*  N 0  1 N N N 32.363 40.473 5.592  -2.962 -3.706 -0.105 "N3'"  ABT 29 
ABT "N4'"  N4*  N 1  1 N N N 32.836 39.427 6.040  -3.654 -4.338 -0.727 "N4'"  ABT 30 
ABT "N5'"  N5*  N -1 1 N N N 33.187 38.383 6.288  -4.346 -4.970 -1.348 "N5'"  ABT 31 
ABT HOG2   2HOG H 0  0 N N N 29.507 39.575 4.312  7.743  0.265  0.643  HOG2   ABT 32 
ABT HOG3   3HOG H 0  0 N N N 27.864 37.696 4.846  ?      ?      ?      HOG3   ABT 33 
ABT HOB2   2HOB H 0  0 N N N 30.485 36.429 9.252  ?      ?      ?      HOB2   ABT 34 
ABT HBA    HBA  H 0  1 N N N 30.263 41.515 11.461 ?      ?      ?      HBA    ABT 35 
ABT HOA2   2HOA H 0  0 N N N 28.375 41.478 9.796  2.468  -2.794 1.055  HOA2   ABT 36 
ABT "H5'1" 1H5* H 0  0 N N N 29.525 42.834 7.825  -0.284 -2.510 -0.238 "H5'1" ABT 37 
ABT "H5'2" 2H5* H 0  0 N N N 29.716 41.363 7.011  -0.627 -0.849 -0.779 "H5'2" ABT 38 
ABT "H4'"  H4*  H 0  1 N N N 30.818 43.015 5.779  -1.924 -2.135 1.674  "H4'"  ABT 39 
ABT "H1'"  H1*  H 0  1 N N N 33.615 44.902 6.454  -4.216 -0.510 2.105  "H1'"  ABT 40 
ABT H6     H6   H 0  1 N N N 32.806 42.755 9.299  -5.751 1.146  2.226  H6     ABT 41 
ABT HN3    HN3  H 0  1 N N N 37.074 44.926 9.367  -4.681 2.474  -2.244 HN3    ABT 42 
ABT H51    1H5  H 0  1 N N N 33.739 41.409 11.349 -6.641 4.105  2.038  H51    ABT 43 
ABT H52    2H5  H 0  1 N N N 34.563 42.385 12.613 -7.882 3.752  0.812  H52    ABT 44 
ABT H53    3H5  H 0  1 N N N 32.980 42.866 11.912 -7.646 2.643  2.185  H53    ABT 45 
ABT "H2'1" 1H2* H 0  0 N N N 34.708 42.372 6.071  -4.828 -2.389 0.942  "H2'1" ABT 46 
ABT "H2'2" 2H2* H 0  0 N N N 33.790 43.132 4.926  -4.986 -1.421 -0.558 "H2'2" ABT 47 
ABT "H3'"  H3*  H 0  1 N N N 32.827 41.053 7.002  -2.806 -1.943 -1.261 "H3'"  ABT 48 
# 
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 
ABT PG    O1G    DOUB N N 1  
ABT PG    O2G    SING N N 2  
ABT PG    O3G    SING N N 3  
ABT PG    O3B    SING N N 4  
ABT O2G   HOG2   SING N N 5  
ABT O3G   HOG3   SING N N 6  
ABT O3B   PB     SING N N 7  
ABT PB    O1B    DOUB N N 8  
ABT PB    O2B    SING N N 9  
ABT PB    O3A    SING N N 10 
ABT O2B   HOB2   SING N N 11 
ABT O3A   PA     SING N N 12 
ABT PA    B1A    DOUB N N 13 
ABT PA    O2A    SING N N 14 
ABT PA    "O5'"  SING N N 15 
ABT B1A   HBA    SING N N 16 
ABT O2A   HOA2   SING N N 17 
ABT "O5'" "C5'"  SING N N 18 
ABT "C5'" "C4'"  SING N N 19 
ABT "C5'" "H5'1" SING N N 20 
ABT "C5'" "H5'2" SING N N 21 
ABT "C4'" "O4'"  SING N N 22 
ABT "C4'" "C3'"  SING N N 23 
ABT "C4'" "H4'"  SING N N 24 
ABT "O4'" "C1'"  SING N N 25 
ABT "C1'" N1     SING N N 26 
ABT "C1'" "C2'"  SING N N 27 
ABT "C1'" "H1'"  SING N N 28 
ABT N1    C6     SING N N 29 
ABT N1    C2     SING N N 30 
ABT C6    C5     DOUB N N 31 
ABT C6    H6     SING N N 32 
ABT C2    O2     DOUB N N 33 
ABT C2    N3     SING N N 34 
ABT N3    C4     SING N N 35 
ABT N3    HN3    SING N N 36 
ABT C4    O4     DOUB N N 37 
ABT C4    C5     SING N N 38 
ABT C5    C5A    SING N N 39 
ABT C5A   H51    SING N N 40 
ABT C5A   H52    SING N N 41 
ABT C5A   H53    SING N N 42 
ABT "C2'" "C3'"  SING N N 43 
ABT "C2'" "H2'1" SING N N 44 
ABT "C2'" "H2'2" SING N N 45 
ABT "C3'" "N3'"  SING N N 46 
ABT "C3'" "H3'"  SING N N 47 
ABT "N3'" "N4'"  DOUB N N 48 
ABT "N4'" "N5'"  DOUB N N 49 
# 
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 
ABT SMILES           ACDLabs              10.04 "O=P(O)(O)OP(=O)(O)OP(=B)(O)OCC2OC(N1C(=O)NC(=O)C(=C1)C)CC2\N=[N+]=[N-]" 
ABT InChI            InChI                1.02b 
"InChI=1/C10H17BN5O12P3/c1-5-3-16(10(18)13-9(5)17)8-2-6(14-15-12)7(26-8)4-25-29(11,19)27-31(23,24)28-30(20,21)22/h3,6-8,11,19H,2,4H2,1H3,(H,23,24)(H,13,17,18)(H2,20,21,22)/t6-,7+,8+,29+/m0/s1/f/h13,20-21,23H" 
ABT InChIKey         InChI                1.02b YRFDNFJEDDBNDW-IJSFYYHQDU 
ABT SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO[P](O)(=B)O[P@@](O)(=O)O[P](O)(O)=O)O2)C(=O)NC1=O" 
ABT SMILES           CACTVS               3.341 "CC1=CN([CH]2C[CH](N=[N+]=[N-])[CH](CO[P](O)(=B)O[P](O)(=O)O[P](O)(O)=O)O2)C(=O)NC1=O" 
ABT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "B=[P@@](O)(OC[C@@H]1[C@H](C[C@@H](O1)N2C=C(C(=O)NC2=O)C)N=[N+]=[N-])O[P@](=O)(O)OP(=O)(O)O" 
ABT SMILES           "OpenEye OEToolkits" 1.5.0 "B=P(O)(OCC1C(CC(O1)N2C=C(C(=O)NC2=O)C)N=[N+]=[N-])OP(=O)(O)OP(=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 
ABT "SYSTEMATIC NAME" ACDLabs              10.04 "3'-azido-5'-O-[(1E,3S)-1-boranylidene-1,3,5,5-tetrahydroxy-3,5-dioxido-1lambda~5~-triphosphoxanyl]-3'-deoxythymidine"                          
ABT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methoxy-boranylidene-hydroxy-phosphoranyl] phosphono hydrogen phosphate" 
# 
