data_T6A
# 
_chem_comp.id                                    T6A 
_chem_comp.name                                  "N-[N-(9-B-D-RIBOFURANOSYLPURIN-6-YL)CARBAMOYL]THREONINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C15 H21 N6 O11 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         "N-(NEBULARIN-6-YLCARBAMOYL)-L-THREONINE-5'-MONOPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        492.335 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     T6A 
_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   N 
_chem_comp.pdbx_model_coordinates_db_code        1FL8 
_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 
T6A P      P    P 0 1 N N N -2.670  -2.509 20.510 1.990  0.017  -7.150 P      T6A 1  
T6A OP1    O1P  O 0 1 N N N -1.688  -1.444 20.812 2.598  1.266  -6.640 OP1    T6A 2  
T6A OP2    O2P  O 0 1 N N N -2.369  -3.505 19.457 3.151  -1.040 -7.502 OP2    T6A 3  
T6A OP3    O3P  O 0 1 N Y N -2.976  -3.305 21.881 1.136  0.338  -8.477 OP3    T6A 4  
T6A "O5'"  O5*  O 0 1 N N N -4.071  -1.804 20.141 1.020  -0.605 -6.026 "O5'"  T6A 5  
T6A "C5'"  C5*  C 0 1 N N N -5.089  -2.513 19.469 0.015  0.375  -5.758 "C5'"  T6A 6  
T6A "C4'"  C4*  C 0 1 N N R -6.326  -1.628 19.383 -0.944 -0.156 -4.692 "C4'"  T6A 7  
T6A "O4'"  O4*  O 0 1 N N N -6.569  -1.011 20.645 -0.235 -0.412 -3.459 "O4'"  T6A 8  
T6A "C3'"  C3*  C 0 1 N N S -6.185  -0.486 18.387 -1.994 0.916  -4.327 "C3'"  T6A 9  
T6A "O3'"  O3*  O 0 1 N N N -6.563  -0.911 17.072 -3.215 0.680  -5.031 "O3'"  T6A 10 
T6A "C2'"  C2*  C 0 1 N N R -7.127  0.566  18.968 -2.202 0.737  -2.805 "C2'"  T6A 11 
T6A "O2'"  O2*  O 0 1 N N N -8.416  0.432  18.414 -3.559 0.388  -2.523 "O2'"  T6A 12 
T6A "C1'"  C1*  C 0 1 N N R -7.185  0.262  20.460 -1.250 -0.419 -2.431 "C1'"  T6A 13 
T6A N9     N9   N 0 1 Y N N -6.492  1.294  21.204 -0.647 -0.180 -1.118 N9     T6A 14 
T6A C8     C8   C 0 1 Y N N -5.140  1.384  21.372 0.503  0.508  -0.872 C8     T6A 15 
T6A N7     N7   N 0 1 Y N N -4.811  2.484  21.997 0.745  0.527  0.405  N7     T6A 16 
T6A C5     C5   C 0 1 Y N N -6.030  3.135  22.224 -0.233 -0.140 1.061  C5     T6A 17 
T6A C6     C6   C 0 1 Y N N -6.366  4.359  22.815 -0.491 -0.445 2.407  C6     T6A 18 
T6A N6     N6   N 0 1 N N N -5.316  5.218  23.349 0.367  -0.015 3.409  N6     T6A 19 
T6A N1     N1   N 0 1 Y N N -7.668  4.684  22.847 -1.579 -1.149 2.699  N1     T6A 20 
T6A C2     C2   C 0 1 Y N N -8.646  3.909  22.345 -2.402 -1.562 1.753  C2     T6A 21 
T6A N3     N3   N 0 1 Y N N -8.391  2.729  21.756 -2.198 -1.305 0.478  N3     T6A 22 
T6A C4     C4   C 0 1 Y N N -7.078  2.410  21.731 -1.136 -0.607 0.089  C4     T6A 23 
T6A C10    C10  C 0 1 N N N -5.529  6.461  23.931 0.102  -0.312 4.697  C10    T6A 24 
T6A O10    O10  O 0 1 N N N -4.558  7.099  24.336 -0.889 -0.955 4.981  O10    T6A 25 
T6A N11    N11  N 0 1 N N N -6.793  7.005  24.065 0.935  0.105  5.670  N11    T6A 26 
T6A C12    C12  C 0 1 N N S -6.915  8.315  24.674 0.647  -0.217 7.070  C12    T6A 27 
T6A C13    C13  C 0 1 N N N -6.442  8.254  26.120 -0.197 0.875  7.673  C13    T6A 28 
T6A ODA    O13A O 0 1 N N N -6.149  9.338  26.667 -0.979 0.616  8.557  ODA    T6A 29 
T6A ODB    O13B O 0 1 N N N -6.384  7.123  26.650 -0.081 2.136  7.228  ODB    T6A 30 
T6A C14    C14  C 0 1 N N R -8.374  8.767  24.602 1.959  -0.334 7.847  C14    T6A 31 
T6A O14    O14  O 0 1 N N N -9.199  7.668  24.914 2.666  0.905  7.780  O14    T6A 32 
T6A C15    C15  C 0 1 N N N -8.744  9.288  23.214 2.817  -1.444 7.235  C15    T6A 33 
T6A HOP2   2HOP H 0 0 N N N -2.999  -4.188 19.263 3.708  -0.629 -8.177 HOP2   T6A 34 
T6A HOP3   3HOP H 0 0 N N N -3.606  -3.988 21.687 0.758  -0.499 -8.776 HOP3   T6A 35 
T6A "H5'"  1H5* H 0 1 N N N -4.765  -2.777 18.463 -0.538 0.587  -6.672 "H5'"  T6A 36 
T6A "H5''" 2H5* H 0 0 N N N -5.339  -3.418 20.020 0.487  1.289  -5.398 "H5''" T6A 37 
T6A "H4'"  H4*  H 0 1 N N N -7.209  -2.227 19.120 -1.435 -1.064 -5.043 "H4'"  T6A 38 
T6A "H3'"  H3*  H 0 1 N N N -5.145  -0.133 18.415 -1.614 1.913  -4.548 "H3'"  T6A 39 
T6A "HO3'" H3T  H 0 0 N Y N -6.475  -0.198 16.450 -3.830 1.378  -4.766 "HO3'" T6A 40 
T6A "H2'"  H2*  H 0 1 N N N -6.727  1.577  18.820 -1.924 1.646  -2.272 "H2'"  T6A 41 
T6A "HO2'" 2HO* H 0 0 N N N -8.743  -0.469 18.576 -4.107 1.122  -2.833 "HO2'" T6A 42 
T6A "H1'"  H1*  H 0 1 N N N -8.233  0.194  20.784 -1.786 -1.368 -2.435 "H1'"  T6A 43 
T6A H8     H8   H 0 1 N N N -4.431  0.645  21.031 1.122  0.969  -1.627 H8     T6A 44 
T6A HN6    HN6  H 0 1 N N N -4.363  4.891  23.280 1.158  0.497  3.183  HN6    T6A 45 
T6A H2     H2   H 0 1 N N N -9.669  4.248  22.414 -3.275 -2.132 2.035  H2     T6A 46 
T6A HN1    HN1  H 0 1 N N N -7.574  6.460  23.728 1.727  0.618  5.444  HN1    T6A 47 
T6A H12    H12  H 0 1 N N N -6.286  9.004  24.110 0.108  -1.163 7.121  H12    T6A 48 
T6A H13    H13  H 0 1 N N N -6.088  7.084  27.552 -0.623 2.837  7.615  H13    T6A 49 
T6A H14    H14  H 0 1 N N N -8.548  9.539  25.352 1.745  -0.574 8.889  H14    T6A 50 
T6A HO4    HO4  H 0 1 N N N -10.114 7.957  24.890 2.836  1.079  6.844  HO4    T6A 51 
T6A H151   1H15 H 0 0 N N N -8.527  8.525  22.467 3.752  -1.528 7.789  H151   T6A 52 
T6A H152   2H15 H 0 0 N N N -9.810  9.516  23.192 2.278  -2.390 7.286  H152   T6A 53 
T6A H153   3H15 H 0 0 N N N -8.184  10.196 22.985 3.032  -1.204 6.194  H153   T6A 54 
# 
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 
T6A P     OP1    DOUB N N 1  
T6A P     OP2    SING N N 2  
T6A P     OP3    SING N N 3  
T6A P     "O5'"  SING N N 4  
T6A OP2   HOP2   SING N N 5  
T6A OP3   HOP3   SING N N 6  
T6A "O5'" "C5'"  SING N N 7  
T6A "C5'" "C4'"  SING N N 8  
T6A "C5'" "H5'"  SING N N 9  
T6A "C5'" "H5''" SING N N 10 
T6A "C4'" "O4'"  SING N N 11 
T6A "C4'" "C3'"  SING N N 12 
T6A "C4'" "H4'"  SING N N 13 
T6A "O4'" "C1'"  SING N N 14 
T6A "C3'" "O3'"  SING N N 15 
T6A "C3'" "C2'"  SING N N 16 
T6A "C3'" "H3'"  SING N N 17 
T6A "O3'" "HO3'" SING N N 18 
T6A "C2'" "O2'"  SING N N 19 
T6A "C2'" "C1'"  SING N N 20 
T6A "C2'" "H2'"  SING N N 21 
T6A "O2'" "HO2'" SING N N 22 
T6A "C1'" N9     SING N N 23 
T6A "C1'" "H1'"  SING N N 24 
T6A N9    C8     SING Y N 25 
T6A N9    C4     SING Y N 26 
T6A C8    N7     DOUB Y N 27 
T6A C8    H8     SING N N 28 
T6A N7    C5     SING Y N 29 
T6A C5    C6     SING Y N 30 
T6A C5    C4     DOUB Y N 31 
T6A C6    N6     SING N N 32 
T6A C6    N1     DOUB Y N 33 
T6A N6    C10    SING N N 34 
T6A N6    HN6    SING N N 35 
T6A N1    C2     SING Y N 36 
T6A C2    N3     DOUB Y N 37 
T6A C2    H2     SING N N 38 
T6A N3    C4     SING Y N 39 
T6A C10   O10    DOUB N N 40 
T6A C10   N11    SING N N 41 
T6A N11   C12    SING N N 42 
T6A N11   HN1    SING N N 43 
T6A C12   C13    SING N N 44 
T6A C12   C14    SING N N 45 
T6A C12   H12    SING N N 46 
T6A C13   ODA    DOUB N N 47 
T6A C13   ODB    SING N N 48 
T6A ODB   H13    SING N N 49 
T6A C14   O14    SING N N 50 
T6A C14   C15    SING N N 51 
T6A C14   H14    SING N N 52 
T6A O14   HO4    SING N N 53 
T6A C15   H151   SING N N 54 
T6A C15   H152   SING N N 55 
T6A C15   H153   SING N N 56 
# 
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 
T6A SMILES           ACDLabs              10.04 "O=C(O)C(NC(=O)Nc3ncnc1c3ncn1C2OC(C(O)C2O)COP(=O)(O)O)C(O)C" 
T6A InChI            InChI                1.02b 
"InChI=1/C15H21N6O11P/c1-5(22)7(14(25)26)19-15(27)20-11-8-12(17-3-16-11)21(4-18-8)13-10(24)9(23)6(32-13)2-31-33(28,29)30/h3-7,9-10,13,22-24H,2H2,1H3,(H,25,26)(H2,28,29,30)(H2,16,17,19,20,27)/t5-,6-,7+,9-,10-,13-/m1/s1/f/h19-20,25,28-29H" 
T6A InChIKey         InChI                1.02b BHFCEFYJTLMMEQ-XTVPUUQGDZ 
T6A SMILES_CANONICAL CACTVS               3.341 "C[C@@H](O)[C@H](NC(=O)Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)C(O)=O" 
T6A SMILES           CACTVS               3.341 "C[CH](O)[CH](NC(=O)Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)C(O)=O" 
T6A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H]([C@@H](C(=O)O)NC(=O)Nc1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)O" 
T6A SMILES           "OpenEye OEToolkits" 1.5.0 "CC(C(C(=O)O)NC(=O)Nc1c2c(ncn1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)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 
T6A "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3R)-2-{[(9-{(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]tetrahydrofuran-2-yl}-9H-purin-6-yl)carbamoyl]amino}-3-hydroxybutanoic acid (non-preferred name)" 
T6A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-2-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]purin-6-yl]carbamoylamino]-3-hydroxy-butanoic acid"                                      
# 
