data_DOT
# 
_chem_comp.id                                    DOT 
_chem_comp.name                                  "3'ANTHRANILOYL-2'-DEOXY-ADENOSINE-5'-TRIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H21 N6 O13 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-07 
_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                        610.302 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DOT 
_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        1LVC 
_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 
DOT PG     PG     P 0 1 N N N 31.490 73.695 44.636 7.366  -0.795 0.177  PG     DOT 1  
DOT O1G    O1G    O 0 1 N N N 30.865 74.430 43.519 8.351  -1.976 -0.303 O1G    DOT 2  
DOT O2G    O2G    O 0 1 N N N 30.650 73.825 45.828 8.229  0.526  0.495  O2G    DOT 3  
DOT O3G    O3G    O 0 1 N N N 32.908 74.255 44.958 6.645  -1.220 1.397  O3G    DOT 4  
DOT PB     PB     P 0 1 N N R 32.888 71.418 43.134 5.129  0.400  -0.323 PB     DOT 5  
DOT O1B    O1B    O 0 1 N N N 32.282 70.857 41.979 5.605  1.933  -0.201 O1B    DOT 6  
DOT O2B    O2B    O 0 1 N N N 33.996 72.506 42.873 4.824  -0.131 1.025  O2B    DOT 7  
DOT O3B    O3B    O 0 1 N N N 31.696 72.006 44.125 6.304  -0.475 -0.990 O3B    DOT 8  
DOT PA     PA     P 0 1 N N S 34.690 69.086 43.904 2.585  0.860  -0.350 PA     DOT 9  
DOT O1A    O1A    O 0 1 N N N 35.958 69.721 43.122 2.725  0.357  1.035  O1A    DOT 10 
DOT O2A    O2A    O 0 1 N N N 34.702 68.319 45.240 2.598  2.470  -0.340 O2A    DOT 11 
DOT O3A    O3A    O 0 1 N N N 33.548 70.190 44.166 3.811  0.319  -1.243 O3A    DOT 12 
DOT "O5'"  O5*    O 0 1 N N N 34.256 68.043 42.720 1.196  0.338  -0.973 "O5'"  DOT 13 
DOT C5B    C5*    C 0 1 N N N 33.071 67.371 42.910 0.161  0.748  -0.076 C5B    DOT 14 
DOT C4B    C4*    C 0 1 N N R 33.071 66.049 42.026 -1.193 0.281  -0.612 C4B    DOT 15 
DOT "O4'"  O4*    O 0 1 N N N 34.189 66.263 41.099 -1.273 -1.163 -0.590 "O4'"  DOT 16 
DOT C3B    C3*    C 0 1 N N S 33.375 64.604 42.715 -2.337 0.751  0.314  C3B    DOT 17 
DOT "O3'"  O3*    O 0 1 N N N 32.301 63.521 42.658 -2.959 1.952  -0.215 "O3'"  DOT 18 
DOT C2B    C2*    C 0 1 N N N 34.673 64.295 42.231 -3.339 -0.425 0.305  C2B    DOT 19 
DOT C1B    C1*    C 0 1 N N R 35.011 65.161 41.006 -2.684 -1.469 -0.627 C1B    DOT 20 
DOT N9     N9     N 0 1 Y N N 36.447 65.678 40.660 -2.928 -2.824 -0.126 N9     DOT 21 
DOT C8     C8     C 0 1 Y N N 37.019 66.976 40.343 -2.091 -3.553 0.666  C8     DOT 22 
DOT N7     N7     N 0 1 Y N N 38.447 67.011 40.043 -2.622 -4.714 0.922  N7     DOT 23 
DOT C5     C5     C 0 1 Y N N 38.754 65.669 40.165 -3.829 -4.802 0.313  C5     DOT 24 
DOT C6     C6     C 0 1 Y N N 40.002 64.990 39.810 -4.827 -5.789 0.236  C6     DOT 25 
DOT N6     N6     N 0 1 N N N 40.630 65.081 38.612 -4.675 -7.002 0.885  N6     DOT 26 
DOT N1     N1     N 0 1 Y N N 39.989 63.591 40.094 -5.920 -5.529 -0.474 N1     DOT 27 
DOT C2     C2     C 0 1 Y N N 38.789 62.968 40.553 -6.073 -4.375 -1.096 C2     DOT 28 
DOT N3     N3     N 0 1 Y N N 37.532 63.492 40.780 -5.165 -3.422 -1.052 N3     DOT 29 
DOT C4     C4     C 0 1 Y N N 37.574 64.840 40.557 -4.042 -3.589 -0.362 C4     DOT 30 
DOT "C'"   "C'"   C 0 1 N N N 31.437 63.188 43.717 -3.540 2.834  0.621  "C'"   DOT 31 
DOT "O1'"  "O1'"  O 0 1 N N N 32.005 62.244 44.372 -3.545 2.625  1.818  "O1'"  DOT 32 
DOT "C1'"  "C1'"  C 0 1 Y N N 29.892 63.053 43.574 -4.171 4.053  0.085  "C1'"  DOT 33 
DOT "C2'"  "C2'"  C 0 1 Y N N 29.343 62.637 45.126 -4.678 5.029  0.958  "C2'"  DOT 34 
DOT "N2'"  "N2'"  N 0 1 N N N 30.369 61.750 45.258 -4.584 4.853  2.332  "N2'"  DOT 35 
DOT "C3'"  "C3'"  C 0 1 Y N N 28.121 63.875 45.161 -5.270 6.174  0.439  "C3'"  DOT 36 
DOT "C4'"  "C4'"  C 0 1 Y N N 27.684 64.900 44.232 -5.363 6.346  -0.927 "C4'"  DOT 37 
DOT "C5'"  "C5'"  C 0 1 Y N N 28.320 65.011 42.888 -4.868 5.382  -1.791 "C5'"  DOT 38 
DOT "C6'"  "C6'"  C 0 1 Y N N 29.388 64.048 42.574 -4.278 4.240  -1.296 "C6'"  DOT 39 
DOT HOG1   1HOG   H 0 0 N N N 31.410 74.346 42.746 8.969  -2.136 0.423  HOG1   DOT 40 
DOT HOG3   3HOG   H 0 0 N N N 33.310 73.782 45.677 ?      ?      ?      HOG3   DOT 41 
DOT HOB2   2HOB   H 0 0 N N N 34.402 72.881 43.646 ?      ?      ?      HOB2   DOT 42 
DOT HOA2   2HOA   H 0 0 N N N 33.958 67.947 45.699 2.505  2.756  -1.259 HOA2   DOT 43 
DOT "H5'1" 1H5*   H 0 0 N N N 32.183 68.014 42.709 0.164  1.835  0.009  "H5'1" DOT 44 
DOT "H5'2" 2H5*   H 0 0 N N N 32.872 67.160 43.987 0.335  0.307  0.906  "H5'2" DOT 45 
DOT H4B    H4*    H 0 1 N N N 32.028 65.950 41.644 -1.349 0.654  -1.624 H4B    DOT 46 
DOT H3B    H3*    H 0 1 N N N 33.341 64.660 43.828 -1.964 0.928  1.322  H3B    DOT 47 
DOT "H2'1" 1H2*   H 0 0 N N N 34.787 63.207 42.014 -3.459 -0.832 1.309  "H2'1" DOT 48 
DOT "H2'2" 2H2*   H 0 0 N N N 35.446 64.387 43.029 -4.301 -0.105 -0.096 "H2'2" DOT 49 
DOT "H1'"  H1*    H 0 1 N N N 34.880 64.429 40.176 -3.068 -1.365 -1.642 "H1'"  DOT 50 
DOT H8     H8     H 0 1 N N N 36.400 67.889 40.331 -1.130 -3.218 1.027  H8     DOT 51 
DOT HN61   1HN6   H 0 0 N N N 40.778 66.075 38.435 -3.873 -7.179 1.400  HN61   DOT 52 
DOT HN62   2HN6   H 0 0 N N N 41.499 64.608 38.365 -5.371 -7.674 0.824  HN62   DOT 53 
DOT H2     H2     H 0 1 N N N 38.843 61.888 40.771 -6.977 -4.205 -1.663 H2     DOT 54 
DOT H2B    "1H2'" H 0 1 N N N 31.331 62.062 45.126 -4.854 5.566  2.932  H2B    DOT 55 
DOT H2D    "2H2'" H 0 1 N N N 30.039 61.500 46.190 -4.251 4.016  2.692  H2D    DOT 56 
DOT "H3'"  "H3'"  H 0 1 N N N 27.435 64.061 46.004 -5.658 6.930  1.106  "H3'"  DOT 57 
DOT "H4'"  "H4'"  H 0 1 N N N 26.879 65.586 44.544 -5.825 7.237  -1.325 "H4'"  DOT 58 
DOT "H5'"  "H5'"  H 0 1 N N N 28.013 65.776 42.155 -4.946 5.526  -2.858 "H5'"  DOT 59 
DOT "H6'"  "H6'"  H 0 1 N N N 29.823 64.073 41.561 -3.895 3.492  -1.974 "H6'"  DOT 60 
# 
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 
DOT PG    O1G    SING N N 1  
DOT PG    O2G    DOUB N N 2  
DOT PG    O3G    SING N N 3  
DOT PG    O3B    SING N N 4  
DOT O1G   HOG1   SING N N 5  
DOT O3G   HOG3   SING N N 6  
DOT PB    O1B    DOUB N N 7  
DOT PB    O2B    SING N N 8  
DOT PB    O3B    SING N N 9  
DOT PB    O3A    SING N N 10 
DOT O2B   HOB2   SING N N 11 
DOT PA    O1A    DOUB N N 12 
DOT PA    O2A    SING N N 13 
DOT PA    O3A    SING N N 14 
DOT PA    "O5'"  SING N N 15 
DOT O2A   HOA2   SING N N 16 
DOT "O5'" C5B    SING N N 17 
DOT C5B   C4B    SING N N 18 
DOT C5B   "H5'1" SING N N 19 
DOT C5B   "H5'2" SING N N 20 
DOT C4B   "O4'"  SING N N 21 
DOT C4B   C3B    SING N N 22 
DOT C4B   H4B    SING N N 23 
DOT "O4'" C1B    SING N N 24 
DOT C3B   "O3'"  SING N N 25 
DOT C3B   C2B    SING N N 26 
DOT C3B   H3B    SING N N 27 
DOT "O3'" "C'"   SING N N 28 
DOT C2B   C1B    SING N N 29 
DOT C2B   "H2'1" SING N N 30 
DOT C2B   "H2'2" SING N N 31 
DOT C1B   N9     SING N N 32 
DOT C1B   "H1'"  SING N N 33 
DOT N9    C8     SING Y N 34 
DOT N9    C4     SING Y N 35 
DOT C8    N7     DOUB Y N 36 
DOT C8    H8     SING N N 37 
DOT N7    C5     SING Y N 38 
DOT C5    C6     DOUB Y N 39 
DOT C5    C4     SING Y N 40 
DOT C6    N6     SING N N 41 
DOT C6    N1     SING Y N 42 
DOT N6    HN61   SING N N 43 
DOT N6    HN62   SING N N 44 
DOT N1    C2     DOUB Y N 45 
DOT C2    N3     SING Y N 46 
DOT C2    H2     SING N N 47 
DOT N3    C4     DOUB Y N 48 
DOT "C'"  "O1'"  DOUB N N 49 
DOT "C'"  "C1'"  SING N N 50 
DOT "C1'" "C2'"  DOUB Y N 51 
DOT "C1'" "C6'"  SING Y N 52 
DOT "C2'" "N2'"  SING N N 53 
DOT "C2'" "C3'"  SING Y N 54 
DOT "N2'" H2B    SING N N 55 
DOT "N2'" H2D    SING N N 56 
DOT "C3'" "C4'"  DOUB Y N 57 
DOT "C3'" "H3'"  SING N N 58 
DOT "C4'" "C5'"  SING Y N 59 
DOT "C4'" "H4'"  SING N N 60 
DOT "C5'" "C6'"  DOUB Y N 61 
DOT "C5'" "H5'"  SING N N 62 
DOT "C6'" "H6'"  SING N N 63 
# 
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 
DOT SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OP(=O)(O)OCC4OC(n2cnc1c(ncnc12)N)CC4OC(=O)c3ccccc3N 
DOT InChI            InChI                1.02b 
InChI=1/C17H21N6O13P3/c18-10-4-2-1-3-9(10)17(24)34-11-5-13(23-8-22-14-15(19)20-7-21-16(14)23)33-12(11)6-32-38(28,29)36-39(30,31)35-37(25,26)27/h1-4,7-8,11-13H,5-6,18H2,(H,28,29)(H,30,31)(H2,19,20,21)(H2,25,26,27)/t11-,12+,13+/m0/s1/f/h25-26,28,30H,19H2 
DOT InChIKey         InChI                1.02b FIWKNPONGIOEHC-ANRZYRFVDT 
DOT SMILES_CANONICAL CACTVS               3.341 Nc1ccccc1C(=O)O[C@H]2C[C@@H](O[C@@H]2CO[P@@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)n3cnc4c(N)ncnc34 
DOT SMILES           CACTVS               3.341 Nc1ccccc1C(=O)O[CH]2C[CH](O[CH]2CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)n3cnc4c(N)ncnc34 
DOT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)O[C@H]2C[C@@H](O[C@@H]2CO[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)n3cnc4c3ncnc4N)N 
DOT SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)C(=O)OC2CC(OC2COP(=O)(O)OP(=O)(O)OP(=O)(O)O)n3cnc4c3ncnc4N)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 
DOT "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-O-[(2-aminophenyl)carbonyl]-2'-deoxyadenosine 5'-(tetrahydrogen triphosphate)
;
DOT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-[[hydroxy-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphoryl]oxymethyl]oxolan-3-yl] 2-aminobenzoate" 
# 
