data_TPN
# 
_chem_comp.id                                    TPN 
_chem_comp.name                                  2-AMINOETHYLGLYCINE-CARBONYLMETHYLENE-THYMINE 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H17 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_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                        285.276 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     TPN 
_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        1PNN 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
TPN "C8'"  "C8'"  C 0 1 N N N 12.415 40.758 21.640 -0.076 0.597  -0.751 "C8'"  TPN 1  
TPN "C7'"  "C7'"  C 0 1 N N N 12.283 39.250 21.854 0.801  -0.216 0.167  "C7'"  TPN 2  
TPN "O7'"  "O7'"  O 0 1 N N N 12.059 38.804 22.987 0.301  -0.901 1.034  "O7'"  TPN 3  
TPN "C5'"  "C5'"  C 0 1 N N N 12.272 36.971 21.063 2.751  0.735  -0.943 "C5'"  TPN 4  
TPN "C'"   "C'"   C 0 1 N N N 13.539 36.193 21.386 3.142  2.013  -0.247 "C'"   TPN 5  
TPN "O1'"  "O1'"  O 0 1 N N N 13.458 34.991 21.602 2.852  2.182  0.914  "O1'"  TPN 6  
TPN OXT    OXT    O 0 1 N Y N 14.704 36.836 21.421 3.815  2.963  -0.916 OXT    TPN 7  
TPN "N4'"  "N4'"  N 0 1 N N N 12.414 38.416 20.806 2.140  -0.181 0.024  "N4'"  TPN 8  
TPN "C3'"  "C3'"  C 0 1 N N N 12.696 38.874 19.432 2.987  -1.059 0.836  "C3'"  TPN 9  
TPN "C2'"  "C2'"  C 0 1 N N N 11.554 38.667 18.437 3.199  -2.384 0.102  "C2'"  TPN 10 
TPN "N1'"  "N1'"  N 1 1 N N N 10.450 39.606 18.607 4.048  -3.265 0.916  "N1'"  TPN 11 
TPN N1     N1     N 0 1 N N N 12.326 41.507 22.918 -1.483 0.302  -0.469 N1     TPN 12 
TPN C6     C6     C 0 1 N N N 11.092 41.803 23.463 -2.158 1.043  0.462  C6     TPN 13 
TPN C2     C2     C 0 1 N N N 13.513 41.880 23.547 -2.100 -0.697 -1.128 C2     TPN 14 
TPN O2     O2     O 0 1 N N N 14.622 41.618 23.102 -1.481 -1.343 -1.951 O2     TPN 15 
TPN N3     N3     N 0 1 N N N 13.414 42.563 24.694 -3.391 -0.989 -0.889 N3     TPN 16 
TPN C4     C4     C 0 1 N N N 12.255 42.879 25.304 -4.090 -0.285 0.024  C4     TPN 17 
TPN O4     O4     O 0 1 N N N 12.299 43.485 26.353 -5.259 -0.549 0.241  O4     TPN 18 
TPN C5     C5     C 0 1 N N N 11.025 42.468 24.646 -3.455 0.771  0.721  C5     TPN 19 
TPN C5M    C5M    C 0 1 N N N 9.656  42.792 25.227 -4.215 1.577  1.743  C5M    TPN 20 
TPN "H8'1" "1H8'" H 0 0 N N N 11.639 41.116 20.951 0.148  0.343  -1.787 "H8'1" TPN 21 
TPN "H8'2" "2H8'" H 0 0 N N N 13.375 40.936 21.174 0.112  1.658  -0.588 "H8'2" TPN 22 
TPN "H5'1" "1H5'" H 0 0 N N N 11.550 36.749 21.847 3.637  0.270  -1.375 "H5'1" TPN 23 
TPN "H5'2" "2H5'" H 0 0 N N N 11.884 36.489 20.169 2.035  0.957  -1.734 "H5'2" TPN 24 
TPN HXT    HXT    H 0 1 N N N 15.495 36.350 21.622 4.066  3.782  -0.469 HXT    TPN 25 
TPN "H3'1" "1H3'" H 0 0 N N N 13.521 38.266 19.067 3.951  -0.579 1.006  "H3'1" TPN 26 
TPN "H3'2" "2H3'" H 0 0 N N N 12.987 39.915 19.351 2.501  -1.248 1.793  "H3'2" TPN 27 
TPN "H2'1" "1H2'" H 0 0 N N N 11.202 37.632 18.434 2.236  -2.864 -0.068 "H2'1" TPN 28 
TPN "H2'2" "2H2'" H 0 0 N N N 11.925 38.829 17.426 3.685  -2.195 -0.856 "H2'2" TPN 29 
TPN "H1'1" "1H1'" H 0 0 N N N 10.531 40.562 18.298 4.940  -2.820 1.073  "H1'1" TPN 30 
TPN "H1'2" "2H1'" H 0 0 N N N 10.101 39.581 19.565 3.598  -3.440 1.802  "H1'2" TPN 31 
TPN "H1'3" "3H1'" H 0 0 N N N 10.787 40.568 18.572 4.188  -4.139 0.431  "H1'3" TPN 32 
TPN H6     H6     H 0 1 N N N 10.157 41.503 22.998 -1.656 1.843  0.986  H6     TPN 33 
TPN HN3    HN3    H 0 1 N N N 14.216 43.057 24.990 -3.820 -1.712 -1.373 HN3    TPN 34 
TPN HM51   1HM5   H 0 0 N N N 9.687  43.648 25.907 -4.683 2.432  1.256  HM51   TPN 35 
TPN HM52   2HM5   H 0 0 N N N 9.264  41.924 25.753 -4.983 0.953  2.200  HM52   TPN 36 
TPN HM53   3HM5   H 0 0 N N N 8.961  43.048 24.424 -3.528 1.928  2.513  HM53   TPN 37 
# 
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 
TPN "C8'" "C7'"  SING N N 1  
TPN "C8'" N1     SING N N 2  
TPN "C8'" "H8'1" SING N N 3  
TPN "C8'" "H8'2" SING N N 4  
TPN "C7'" "O7'"  DOUB N N 5  
TPN "C7'" "N4'"  SING N N 6  
TPN "C5'" "C'"   SING N N 7  
TPN "C5'" "N4'"  SING N N 8  
TPN "C5'" "H5'1" SING N N 9  
TPN "C5'" "H5'2" SING N N 10 
TPN "C'"  "O1'"  DOUB N N 11 
TPN "C'"  OXT    SING N N 12 
TPN OXT   HXT    SING N N 13 
TPN "N4'" "C3'"  SING N N 14 
TPN "C3'" "C2'"  SING N N 15 
TPN "C3'" "H3'1" SING N N 16 
TPN "C3'" "H3'2" SING N N 17 
TPN "C2'" "N1'"  SING N N 18 
TPN "C2'" "H2'1" SING N N 19 
TPN "C2'" "H2'2" SING N N 20 
TPN "N1'" "H1'1" SING N N 21 
TPN "N1'" "H1'2" SING N N 22 
TPN "N1'" "H1'3" SING N N 23 
TPN N1    C6     SING N N 24 
TPN N1    C2     SING N N 25 
TPN C6    C5     DOUB N N 26 
TPN C6    H6     SING N N 27 
TPN C2    O2     DOUB N N 28 
TPN C2    N3     SING N N 29 
TPN N3    C4     SING N N 30 
TPN N3    HN3    SING N N 31 
TPN C4    O4     DOUB N N 32 
TPN C4    C5     SING N N 33 
TPN C5    C5M    SING N N 34 
TPN C5M   HM51   SING N N 35 
TPN C5M   HM52   SING N N 36 
TPN C5M   HM53   SING N N 37 
# 
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 
TPN SMILES           ACDLabs              10.04 "O=C(N(CC(=O)O)CC[NH3+])CN1C=C(C(=O)NC1=O)C"                                                                                                         
TPN InChI            InChI                1.02b "InChI=1/C11H16N4O5/c1-7-4-15(11(20)13-10(7)19)5-8(16)14(3-2-12)6-9(17)18/h4H,2-3,5-6,12H2,1H3,(H,17,18)(H,13,19,20)/p+1/fC11H17N4O5/h12-13,17H/q+1" 
TPN InChIKey         InChI                1.02b NSCRQJLBPSKCNK-JLSYNIFWCI                                                                                                                            
TPN SMILES_CANONICAL CACTVS               3.341 "CC1=CN(CC(=O)N(CC[NH3+])CC(O)=O)C(=O)NC1=O"                                                                                                         
TPN SMILES           CACTVS               3.341 "CC1=CN(CC(=O)N(CC[NH3+])CC(O)=O)C(=O)NC1=O"                                                                                                         
TPN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)CC(=O)N(CC[NH3+])CC(=O)O"                                                                                                         
TPN SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)CC(=O)N(CC[NH3+])CC(=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 
TPN "SYSTEMATIC NAME" ACDLabs              10.04 "2-{(carboxymethyl)[(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl]amino}ethanaminium" 
TPN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[carboxymethyl-[2-(5-methyl-2,4-dioxo-pyrimidin-1-yl)ethanoyl]amino]ethylazanium"             
# 
