data_2BT
# 
_chem_comp.id                                    2BT 
_chem_comp.name                                  "2'-O-BUTYL-THYMIDINE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C14 H23 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         "2'-O-BUTYL-5-METHYLURIDINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-16 
_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                        394.314 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     2BT 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1WV5 
_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 
2BT P      P    P 0 1 N N N -4.736 31.251 0.586  2.787  0.324  -4.407 P      2BT 1  
2BT OP3    O3P  O 0 1 N Y N -5.868 30.549 0.016  1.198  0.588  -4.548 OP3    2BT 2  
2BT OP2    O2P  O 0 1 N N N -3.411 30.594 0.625  2.921  -1.270 -4.647 OP2    2BT 3  
2BT "O5'"  O5*  O 0 1 N N N -4.531 32.593 -0.257 3.063  0.476  -2.819 "O5'"  2BT 4  
2BT "C5'"  C5*  C 0 1 N N N -5.546 33.600 -0.327 2.282  -0.292 -1.921 "C5'"  2BT 5  
2BT "C4'"  C4*  C 0 1 N N R -5.014 34.963 -0.718 2.725  0.023  -0.498 "C4'"  2BT 6  
2BT "O4'"  O4*  O 0 1 N N N -4.260 35.459 0.380  2.470  1.422  -0.246 "O4'"  2BT 7  
2BT "C1'"  C1*  C 0 1 N N R -3.268 36.323 -0.111 1.373  1.543  0.675  "C1'"  2BT 8  
2BT N1     N1   N 0 1 N N N -1.948 35.753 0.243  0.452  2.524  0.177  N1     2BT 9  
2BT C2     C2   C 0 1 N N N -0.858 36.585 0.261  -0.300 3.336  1.055  C2     2BT 10 
2BT O2     O2   O 0 1 N N N -0.914 37.763 -0.025 -0.225 3.269  2.283  O2     2BT 11 
2BT N3     N3   N 0 1 N N N 0.313  35.996 0.642  -1.159 4.248  0.431  N3     2BT 12 
2BT C4     C4   C 0 1 N N N 0.495  34.674 0.942  -1.338 4.427  -0.932 C4     2BT 13 
2BT O4     O4   O 0 1 N N N 1.587  34.252 1.284  -2.112 5.251  -1.413 O4     2BT 14 
2BT C5     C5   C 0 1 N N N -0.675 33.881 0.929  -0.514 3.537  -1.792 C5     2BT 15 
2BT C5M    C5M  C 0 1 N N N -0.620 32.620 1.697  -0.651 3.669  -3.275 C5M    2BT 16 
2BT C6     C6   C 0 1 N N N -1.835 34.434 0.585  0.309  2.663  -1.199 C6     2BT 17 
2BT "C2'"  C2*  C 0 1 N N R -3.525 36.491 -1.603 0.748  0.163  0.786  "C2'"  2BT 18 
2BT "O2'"  O2*  O 0 1 N N N -4.479 37.524 -1.886 0.137  -0.058 2.041  "O2'"  2BT 19 
2BT "CA'"  CA*  C 0 1 N N N -4.022 38.855 -1.725 -0.332 -1.396 2.174  "CA'"  2BT 20 
2BT "CB'"  CB*  C 0 1 N N N -5.024 39.764 -2.386 -0.992 -1.552 3.536  "CB'"  2BT 21 
2BT "CC'"  CC*  C 0 1 N N N -4.354 41.065 -2.829 -1.506 -2.973 3.753  "CC'"  2BT 22 
2BT "C3'"  C3*  C 0 1 N N R -4.029 35.074 -1.858 1.940  -0.742 0.560  "C3'"  2BT 23 
2BT "O3'"  O3*  O 0 1 N N N -4.671 34.899 -3.113 2.742  -0.809 1.739  "O3'"  2BT 24 
2BT "CD'"  CD*  C 0 1 N N N ?      ?      ?      -2.126 -3.136 5.131  "CD'"  2BT 25 
2BT OP1    O1P  O 0 1 N N N ?      ?      ?      3.659  1.172  -5.286 OP1    2BT 26 
2BT HOP3   3HOP H 0 0 N N N -6.718 30.970 -0.009 0.799  0.616  -5.443 HOP3   2BT 27 
2BT HOP2   2HOP H 0 0 N N N -2.668 31.054 0.998  2.886  -1.617 -5.563 HOP2   2BT 28 
2BT "H5'"  1H5* H 0 1 N N N -6.368 33.285 -1.010 1.229  -0.035 -2.051 "H5'"  2BT 29 
2BT "H5''" 2H5* H 0 0 N N N -6.113 33.656 0.631  2.428  -1.352 -2.133 "H5''" 2BT 30 
2BT "H4'"  H4*  H 0 1 N N N -5.943 35.496 -1.026 3.804  -0.139 -0.410 "H4'"  2BT 31 
2BT "H1'"  H1*  H 0 1 N N N -3.286 37.343 0.337  1.754  1.910  1.633  "H1'"  2BT 32 
2BT HN3    HN3  H 0 1 N N N 1.130  36.602 0.709  -1.709 4.843  1.045  HN3    2BT 33 
2BT H71    1H5M H 0 1 N N N -1.542 31.994 1.686  -1.057 2.748  -3.690 H71    2BT 34 
2BT H72    2H5M H 0 1 N N N 0.251  32.011 1.359  0.324  3.866  -3.719 H72    2BT 35 
2BT H73    3H5M H 0 1 N N N -0.321 32.833 2.749  -1.320 4.497  -3.510 H73    2BT 36 
2BT H6     H6   H 0 1 N N N -2.725 33.782 0.583  0.928  1.995  -1.790 H6     2BT 37 
2BT "H2'"  H2*  H 0 1 N N N -2.670 36.820 -2.238 -0.000 0.004  -0.000 "H2'"  2BT 38 
2BT "HA'1" 1HA* H 0 0 N N N -3.830 39.122 -0.659 0.521  -2.075 2.072  "HA'1" 2BT 39 
2BT "HA'2" 2HA* H 0 0 N N N -2.983 39.006 -2.102 -1.045 -1.596 1.368  "HA'2" 2BT 40 
2BT "HB'1" 1HB* H 0 0 N N N -5.548 39.259 -3.230 -1.815 -0.833 3.625  "HB'1" 2BT 41 
2BT "HB'2" 2HB* H 0 0 N N N -5.906 39.953 -1.732 -0.274 -1.284 4.321  "HB'2" 2BT 42 
2BT "HC'1" 1HC* H 0 0 N N N -4.349 42.010 -3.420 -0.682 -3.688 3.642  "HC'1" 2BT 43 
2BT "HC'2" 2HC* H 0 0 N N N -4.000 42.102 -2.622 -2.254 -3.219 2.991  "HC'2" 2BT 44 
2BT "H3'"  H3*  H 0 1 N N N -3.219 34.308 -1.898 1.675  -1.764 0.277  "H3'"  2BT 45 
2BT "HO3'" H3T  H 0 0 N Y N -4.051 34.968 -3.829 3.447  -0.153 1.628  "HO3'" 2BT 46 
2BT "HD'1" 1HD* H 0 0 N N N 0.488  0.948  -0.323 -1.394 -2.927 5.918  "HD'1" 2BT 47 
2BT "HD'2" 2HD* H 0 0 N N N -0.004 -0.945 0.591  -2.975 -2.458 5.263  "HD'2" 2BT 48 
2BT "HD'3" 3HD* H 0 0 N N N -0.353 -1.037 -0.206 -2.486 -4.161 5.266  "HD'3" 2BT 49 
# 
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 
2BT P     OP3    SING N N 1  
2BT P     OP2    SING N N 2  
2BT P     "O5'"  SING N N 3  
2BT P     OP1    DOUB N N 4  
2BT OP3   HOP3   SING N N 5  
2BT OP2   HOP2   SING N N 6  
2BT "O5'" "C5'"  SING N N 7  
2BT "C5'" "C4'"  SING N N 8  
2BT "C5'" "H5'"  SING N N 9  
2BT "C5'" "H5''" SING N N 10 
2BT "C4'" "O4'"  SING N N 11 
2BT "C4'" "C3'"  SING N N 12 
2BT "C4'" "H4'"  SING N N 13 
2BT "O4'" "C1'"  SING N N 14 
2BT "C1'" N1     SING N N 15 
2BT "C1'" "C2'"  SING N N 16 
2BT "C1'" "H1'"  SING N N 17 
2BT N1    C2     SING N N 18 
2BT N1    C6     SING N N 19 
2BT C2    O2     DOUB N N 20 
2BT C2    N3     SING N N 21 
2BT N3    C4     SING N N 22 
2BT N3    HN3    SING N N 23 
2BT C4    O4     DOUB N N 24 
2BT C4    C5     SING N N 25 
2BT C5    C5M    SING N N 26 
2BT C5    C6     DOUB N N 27 
2BT C5M   H71    SING N N 28 
2BT C5M   H72    SING N N 29 
2BT C5M   H73    SING N N 30 
2BT C6    H6     SING N N 31 
2BT "C2'" "O2'"  SING N N 32 
2BT "C2'" "C3'"  SING N N 33 
2BT "C2'" "H2'"  SING N N 34 
2BT "O2'" "CA'"  SING N N 35 
2BT "CA'" "CB'"  SING N N 36 
2BT "CA'" "HA'1" SING N N 37 
2BT "CA'" "HA'2" SING N N 38 
2BT "CB'" "CC'"  SING N N 39 
2BT "CB'" "HB'1" SING N N 40 
2BT "CB'" "HB'2" SING N N 41 
2BT "CC'" "CD'"  SING N N 42 
2BT "CC'" "HC'1" SING N N 43 
2BT "CC'" "HC'2" SING N N 44 
2BT "C3'" "O3'"  SING N N 45 
2BT "C3'" "H3'"  SING N N 46 
2BT "O3'" "HO3'" SING N N 47 
2BT "CD'" "HD'1" SING N N 48 
2BT "CD'" "HD'2" SING N N 49 
2BT "CD'" "HD'3" SING N N 50 
# 
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 
2BT SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(O)C2OCCCC)COP(=O)(O)O"                                                                                                                                            
2BT InChI            InChI                1.02b "InChI=1/C14H23N2O9P/c1-3-4-5-23-11-10(17)9(7-24-26(20,21)22)25-13(11)16-6-8(2)12(18)15-14(16)19/h6,9-11,13,17H,3-5,7H2,1-2H3,(H,15,18,19)(H2,20,21,22)/t9-,10-,11-,13-/m1/s1/f/h15,20-21H" 
2BT InChIKey         InChI                1.02b WSAMAMLAATZRPR-JVJLTAAQDD                                                                                                                                                                   
2BT SMILES_CANONICAL CACTVS               3.341 "CCCCO[C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=C(C)C(=O)NC2=O"                                                                                                                        
2BT SMILES           CACTVS               3.341 "CCCCO[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH]1N2C=C(C)C(=O)NC2=O"                                                                                                                              
2BT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)C)COP(=O)(O)O)O"                                                                                                                          
2BT SMILES           "OpenEye OEToolkits" 1.5.0 "CCCCOC1C(C(OC1N2C=C(C(=O)NC2=O)C)COP(=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 
2BT "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-butyl-5-methyluridine 5'-(dihydrogen phosphate)
;
2BT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-4-butoxy-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
