data_ADT
# 
_chem_comp.id                                    ADT 
_chem_comp.name                                  "3'-DEOXY-3'-ACETAMIDO-THYMIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H17 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "((((3'-DEOXY-3'-THYMIDINYL)-AMINO)CARBONYL)METHYL)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        283.280 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ADT 
_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        8RSA 
_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 
ADT N1     N1   N 0 1 N N N 41.740 22.699 55.674 0.068  -0.361 -1.465 N1     ADT 1  
ADT C2     C2   C 0 1 N N N 42.290 23.464 54.658 -0.178 0.927  -1.762 C2     ADT 2  
ADT O2     O2   O 0 1 N N N 41.808 24.554 54.429 -0.516 1.691  -0.879 O2     ADT 3  
ADT N3     N3   N 0 1 N N N 43.381 22.953 53.950 -0.046 1.384  -3.021 N3     ADT 4  
ADT C4     C4   C 0 1 N N N 43.970 21.719 54.184 0.326  0.549  -4.012 C4     ADT 5  
ADT O4     O4   O 0 1 N N N 44.919 21.363 53.492 0.441  0.961  -5.152 O4     ADT 6  
ADT C5     C5   C 0 1 N N N 43.391 20.959 55.270 0.584  -0.809 -3.714 C5     ADT 7  
ADT C5M    C5M  C 0 1 N N N 44.004 19.582 55.590 1.003  -1.763 -4.803 C5M    ADT 8  
ADT C6     C6   C 0 1 N N N 42.317 21.442 55.996 0.450  -1.240 -2.442 C6     ADT 9  
ADT "C1'"  C1*  C 0 1 N N R 40.541 23.318 56.459 -0.077 -0.829 -0.085 "C1'"  ADT 10 
ADT "O4'"  O4*  O 0 1 N N N 40.339 22.444 57.607 -1.399 -0.528 0.412  "O4'"  ADT 11 
ADT "C4'"  C4*  C 0 1 N N S 38.928 21.978 57.671 -1.283 -0.558 1.853  "C4'"  ADT 12 
ADT "C5'"  C5*  C 0 1 N N N 38.963 20.520 58.155 -2.432 0.218  2.497  "C5'"  ADT 13 
ADT "O5'"  O5*  O 0 1 N N N 39.864 20.416 59.252 -3.676 -0.391 2.146  "O5'"  ADT 14 
ADT "C3'"  C3*  C 0 1 N N S 38.377 22.174 56.304 0.070  0.123  2.152  "C3'"  ADT 15 
ADT "N3'"  N3*  N 0 1 N N N 36.908 22.391 56.329 0.744  -0.540 3.271  "N3'"  ADT 16 
ADT "C8'"  C8*  C 0 1 N N N 36.254 21.944 55.249 1.591  0.155  4.055  "C8'"  ADT 17 
ADT "O8'"  O8*  O 0 1 N N N 36.902 21.480 54.292 1.795  1.330  3.835  "O8'"  ADT 18 
ADT "C9'"  C9*  C 0 1 N N N 34.758 21.985 55.269 2.284  -0.527 5.207  "C9'"  ADT 19 
ADT "C2'"  C2*  C 0 1 N N N 39.159 23.370 55.748 0.880  -0.057 0.848  "C2'"  ADT 20 
ADT HN3    HN3  H 0 1 N N N 43.778 23.525 53.204 -0.225 2.317  -3.217 HN3    ADT 21 
ADT HM51   1HM5 H 0 0 N N N 43.557 18.996 56.427 1.055  -1.231 -5.753 HM51   ADT 22 
ADT HM52   2HM5 H 0 0 N N N 44.006 18.957 54.666 1.982  -2.179 -4.566 HM52   ADT 23 
ADT HM53   3HM5 H 0 0 N N N 45.098 19.700 55.767 0.275  -2.571 -4.879 HM53   ADT 24 
ADT H6     H6   H 0 1 N N N 41.923 20.829 56.825 0.643  -2.274 -2.196 H6     ADT 25 
ADT "H1'"  H1*  H 0 1 N N N 40.826 24.379 56.648 0.115  -1.900 -0.025 "H1'"  ADT 26 
ADT "H4'"  H4*  H 0 1 N N N 38.269 22.530 58.381 -1.274 -1.588 2.212  "H4'"  ADT 27 
ADT "H5'1" 1H5* H 0 0 N N N 37.947 20.130 58.401 -2.316 0.208  3.581  "H5'1" ADT 28 
ADT "H5'2" 2H5* H 0 0 N N N 39.209 19.806 57.334 -2.419 1.248  2.141  "H5'2" ADT 29 
ADT "HO5'" *HO5 H 0 0 N N N 39.885 19.514 59.551 -4.372 0.128  2.571  "HO5'" ADT 30 
ADT "H3'"  H3*  H 0 1 N N N 38.499 21.275 55.655 -0.074 1.181  2.368  "H3'"  ADT 31 
ADT "HN3'" *HN3 H 0 0 N N N 36.362 22.835 57.068 0.580  -1.479 3.447  "HN3'" ADT 32 
ADT "H9'1" 1H9* H 0 0 N N N 34.213 21.612 54.369 2.923  0.189  5.722  "H9'1" ADT 33 
ADT "H9'2" 2H9* H 0 0 N N N 34.389 21.442 56.170 1.538  -0.914 5.901  "H9'2" ADT 34 
ADT "H9'3" 3H9* H 0 0 N N N 34.423 23.024 55.495 2.890  -1.350 4.829  "H9'3" ADT 35 
ADT "H2'1" 1H2* H 0 0 N N N 38.630 24.345 55.860 1.134  0.912  0.419  "H2'1" ADT 36 
ADT "H2'2" 2H2* H 0 0 N N N 39.225 23.387 54.635 1.782  -0.639 1.037  "H2'2" ADT 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 
ADT N1    C2     SING N N 1  
ADT N1    C6     SING N N 2  
ADT N1    "C1'"  SING N N 3  
ADT C2    O2     DOUB N N 4  
ADT C2    N3     SING N N 5  
ADT N3    C4     SING N N 6  
ADT N3    HN3    SING N N 7  
ADT C4    O4     DOUB N N 8  
ADT C4    C5     SING N N 9  
ADT C5    C5M    SING N N 10 
ADT C5    C6     DOUB N N 11 
ADT C5M   HM51   SING N N 12 
ADT C5M   HM52   SING N N 13 
ADT C5M   HM53   SING N N 14 
ADT C6    H6     SING N N 15 
ADT "C1'" "O4'"  SING N N 16 
ADT "C1'" "C2'"  SING N N 17 
ADT "C1'" "H1'"  SING N N 18 
ADT "O4'" "C4'"  SING N N 19 
ADT "C4'" "C5'"  SING N N 20 
ADT "C4'" "C3'"  SING N N 21 
ADT "C4'" "H4'"  SING N N 22 
ADT "C5'" "O5'"  SING N N 23 
ADT "C5'" "H5'1" SING N N 24 
ADT "C5'" "H5'2" SING N N 25 
ADT "O5'" "HO5'" SING N N 26 
ADT "C3'" "N3'"  SING N N 27 
ADT "C3'" "C2'"  SING N N 28 
ADT "C3'" "H3'"  SING N N 29 
ADT "N3'" "C8'"  SING N N 30 
ADT "N3'" "HN3'" SING N N 31 
ADT "C8'" "O8'"  DOUB N N 32 
ADT "C8'" "C9'"  SING N N 33 
ADT "C9'" "H9'1" SING N N 34 
ADT "C9'" "H9'2" SING N N 35 
ADT "C9'" "H9'3" SING N N 36 
ADT "C2'" "H2'1" SING N N 37 
ADT "C2'" "H2'2" SING N N 38 
# 
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 
ADT SMILES           ACDLabs              10.04 O=C1NC(=O)N(C=C1C)C2OC(C(NC(=O)C)C2)CO                                                                                                               
ADT InChI            InChI                1.02b InChI=1/C12H17N3O5/c1-6-4-15(12(19)14-11(6)18)10-3-8(13-7(2)17)9(5-16)20-10/h4,8-10,16H,3,5H2,1-2H3,(H,13,17)(H,14,18,19)/t8-,9+,10+/m0/s1/f/h13-14H 
ADT InChIKey         InChI                1.02b OCWNRLPPKHGFCE-LWWPHIFUDJ                                                                                                                            
ADT SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@H]1C[C@@H](O[C@@H]1CO)N2C=C(C)C(=O)NC2=O                                                                                                   
ADT SMILES           CACTVS               3.341 CC(=O)N[CH]1C[CH](O[CH]1CO)N2C=C(C)C(=O)NC2=O                                                                                                        
ADT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)NC(=O)C                                                                                                  
ADT SMILES           "OpenEye OEToolkits" 1.5.0 CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)NC(=O)C                                                                                                               
# 
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 
ADT "SYSTEMATIC NAME" ACDLabs              10.04 "3'-(acetylamino)-3'-deoxythymidine"                                                        
ADT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-3-yl]ethanamide 
# 
