data_TTD
# 
_chem_comp.id                                    TTD 
_chem_comp.name                                  "CIS-SYN CYCLOBUTANE THYMINE DIMER" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C20 H28 N4 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               DT 
_chem_comp.pdbx_synonyms                         
"[(3S,4S,9S,10R,12R,15AR,18BS,18CS)-3,7-DIHYDROXY-15A,15B-DIMETHYL-7-OXIDO-13,15,16,18-TETRAOXOHEXADECAHYDRO-1H-1,4-EPOXY-9,12-METHANO-6,8,11-TRIOXA-12A,14,17,18A-TETRAAZA-7-PHOSPHACYCLOHEXADECA[1,2,3,4-DEF]BIPHENYLEN-10-YL]METHYL DIHYDROGEN PHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-03-16 
_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                        626.402 
_chem_comp.one_letter_code                       T 
_chem_comp.three_letter_code                     TTD 
_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        1SKS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TTD P      P    P 0 1 N N N 44.974 34.117 22.754 3.395  -5.992 1.952  P      TTD 1  
TTD OP1    O1P  O 0 1 N N N 44.423 33.598 24.035 4.834  -6.355 2.179  OP1    TTD 2  
TTD OP2    O2P  O 0 1 N N N 46.404 33.880 22.420 2.701  -6.689 0.668  OP2    TTD 3  
TTD OP3    O3P  O 0 1 N Y N ?      ?      ?      2.396  -6.370 3.166  OP3    TTD 4  
TTD "O5'"  O5*  O 0 1 N N N 44.083 33.560 21.554 3.115  -4.413 1.730  "O5'"  TTD 5  
TTD "C5'"  C5*  C 0 1 N N N 43.721 32.176 21.480 1.782  -3.987 1.509  "C5'"  TTD 6  
TTD C4R    C4R  C 0 1 N N R 42.875 31.901 20.214 1.777  -2.481 1.332  C4R    TTD 7  
TTD "O4'"  O4*  O 0 1 N N N 41.463 32.019 20.410 2.556  -2.111 0.176  "O4'"  TTD 8  
TTD C3R    C3R  C 0 1 N N S 43.340 32.850 19.086 0.401  -1.890 1.074  C3R    TTD 9  
TTD O3R    O3R  O 0 1 N N N 44.013 31.900 18.151 -0.367 -1.741 2.249  O3R    TTD 10 
TTD "C2'"  C2*  C 0 1 N N N 41.939 33.463 18.719 0.798  -0.553 0.489  "C2'"  TTD 11 
TTD "C1'"  C1*  C 0 1 N N R 40.983 32.313 19.088 1.946  -0.942 -0.423 "C1'"  TTD 12 
TTD N1     N1   N 0 1 N N N 39.492 32.476 19.390 1.549  -1.214 -1.824 N1     TTD 13 
TTD C2     C2   C 0 1 N N N 38.939 31.199 19.708 1.866  -0.236 -2.782 C2     TTD 14 
TTD O2     O2   O 0 1 N N N 39.604 30.166 19.707 2.082  0.948  -2.511 O2     TTD 15 
TTD N3     N3   N 0 1 N N N 37.649 31.143 20.023 2.025  -0.707 -4.091 N3     TTD 16 
TTD C4     C4   C 0 1 N N N 36.762 32.177 20.092 2.113  -2.028 -4.537 C4     TTD 17 
TTD O4     O4   O 0 1 N N N 35.610 31.912 20.413 2.529  -2.299 -5.668 O4     TTD 18 
TTD C5     C5   C 0 1 N N R 37.282 33.546 19.775 1.668  -3.089 -3.502 C5     TTD 19 
TTD C5A    C5A  C 0 1 N N N 37.112 34.198 21.243 2.833  -3.997 -3.153 C5A    TTD 20 
TTD C6     C6   C 0 1 N N R 38.653 33.664 19.399 1.048  -2.561 -2.201 C6     TTD 21 
TTD PB     PB   P 0 1 N N S 44.894 32.047 16.774 -1.850 -2.393 2.325  PB     TTD 22 
TTD O5P    O5P  O 0 1 N N N 45.040 33.260 15.971 -2.634 -1.999 3.544  O5P    TTD 23 
TTD O4P    O4P  O 0 1 N N N 45.126 30.599 16.363 -1.573 -3.983 2.202  O4P    TTD 24 
TTD O5R    O5R  O 0 1 N N N 43.554 31.920 15.856 -2.545 -2.031 0.908  O5R    TTD 25 
TTD C5R    C5R  C 0 1 N N N 42.675 33.043 15.611 -2.889 -0.679 0.642  C5R    TTD 26 
TTD O4R    O4R  O 0 1 N N N 40.473 32.845 16.394 -1.663 -0.657 -1.483 O4R    TTD 27 
TTD C2R    C2R  C 0 1 N N N 39.646 34.260 14.801 -3.400 -1.041 -3.061 C2R    TTD 28 
TTD C1R    C1R  C 0 1 N N R 39.305 33.194 15.800 -1.904 -0.717 -2.898 C1R    TTD 29 
TTD N1T    N1T  N 0 1 N N N 38.182 33.620 16.723 -1.043 -1.680 -3.599 N1T    TTD 30 
TTD C2T    C2T  C 0 1 N N N 36.952 33.215 16.205 -1.164 -1.661 -5.007 C2T    TTD 31 
TTD O2T    O2T  O 0 1 N N N 36.816 32.602 15.165 -1.664 -0.721 -5.636 O2T    TTD 32 
TTD N3T    N3T  N 0 1 N N N 35.847 33.524 16.901 -0.761 -2.811 -5.687 N3T    TTD 33 
TTD C4T    C4T  C 0 1 N N N 35.800 34.214 18.093 -0.153 -3.956 -5.191 C4T    TTD 34 
TTD O4T    O4T  O 0 1 N N N 34.661 34.368 18.522 0.006  -4.965 -5.883 O4T    TTD 35 
TTD C5T    C5T  C 0 1 N N S 37.128 34.660 18.665 0.314  -3.831 -3.741 C5T    TTD 36 
TTD C5M    C5M  C 0 1 N N N 36.886 36.124 19.248 0.269  -5.202 -3.079 C5M    TTD 37 
TTD C6T    C6T  C 0 1 N N S 38.226 34.362 18.002 -0.367 -2.772 -2.831 C6T    TTD 38 
TTD "C4'"  C4*  C 0 1 N N R 41.270 32.603 15.259 -2.936 -0.421 -0.857 "C4'"  TTD 39 
TTD "C3'"  C3*  C 0 1 N N S 40.770 33.511 14.140 -3.871 -1.311 -1.646 "C3'"  TTD 40 
TTD "O3'"  O3*  O 0 1 N N N 40.328 32.738 13.021 -5.222 -0.953 -1.453 "O3'"  TTD 41 
TTD HOP2   2HOP H 0 0 N N N 46.755 34.211 21.602 2.798  -7.657 0.543  HOP2   TTD 42 
TTD HOP3   3HOP H 0 0 N N N 0.351  0.331  -0.817 2.441  -7.269 3.556  HOP3   TTD 43 
TTD "H5'"  1H5* H 0 1 N N N 44.614 31.511 21.533 1.395  -4.472 0.612  "H5'"  TTD 44 
TTD "H5''" 2H5* H 0 0 N N N 43.203 31.833 22.406 1.170  -4.266 2.368  "H5''" TTD 45 
TTD H4R    H4R  H 0 1 N N N 43.045 30.834 19.938 2.242  -2.028 2.215  H4R    TTD 46 
TTD H3R    H3R  H 0 1 N N N 44.062 33.689 19.212 -0.139 -2.484 0.330  H3R    TTD 47 
TTD "H2'"  1H2* H 0 1 N N N 41.709 34.441 19.201 0.000  0.000  -0.000 "H2'"  TTD 48 
TTD "H2''" 2H2* H 0 0 N N N 41.846 33.838 17.673 1.161  0.098  1.296  "H2''" TTD 49 
TTD "H1'"  H1*  H 0 1 N N N 41.003 31.650 18.191 2.703  -0.151 -0.423 "H1'"  TTD 50 
TTD HN3    HN3  H 0 1 N N N 37.302 30.207 20.234 2.264  0.001  -4.781 HN3    TTD 51 
TTD H5A1   1H5A H 0 0 N N N 37.499 35.216 21.007 3.454  -4.177 -4.036 H5A1   TTD 52 
TTD H5A2   2H5A H 0 0 N N N 36.096 34.142 21.700 3.459  -3.547 -2.377 H5A2   TTD 53 
TTD H5A3   3H5A H 0 0 N N N 37.601 33.660 22.088 2.469  -4.962 -2.786 H5A3   TTD 54 
TTD H6     H6   H 0 1 N N N 39.373 34.184 20.072 1.221  -3.289 -1.398 H6     TTD 55 
TTD H4P    H4P  H 0 1 N N N 45.635 30.684 15.566 -2.334 -4.600 2.253  H4P    TTD 56 
TTD H5R1   1H5R H 0 0 N N N 42.672 33.749 16.474 -2.149 -0.021 1.108  H5R1   TTD 57 
TTD H5R2   2H5R H 0 0 N N N 43.093 33.719 14.829 -3.863 -0.478 1.099  H5R2   TTD 58 
TTD H2R1   1H2R H 0 0 N N N 38.823 34.631 14.146 -3.605 -1.891 -3.719 H2R1   TTD 59 
TTD H2R2   2H2R H 0 0 N N N 39.870 35.278 15.194 -3.926 -0.180 -3.492 H2R2   TTD 60 
TTD H1R    H1R  H 0 1 N N N 38.873 32.281 15.326 -1.695 0.277  -3.313 H1R    TTD 61 
TTD HT     HT   H 0 1 N N N 34.969 33.207 16.489 -0.969 -2.822 -6.682 HT     TTD 62 
TTD H71    1H5M H 0 1 N N N 36.777 36.910 18.464 0.847  -5.930 -3.657 H71    TTD 63 
TTD H72    2H5M H 0 1 N N N 36.008 36.132 19.935 0.684  -5.158 -2.068 H72    TTD 64 
TTD H73    3H5M H 0 1 N N N 37.691 36.397 19.968 -0.764 -5.557 -3.013 H73    TTD 65 
TTD H6T    H6T  H 0 1 N N N 38.860 35.109 17.471 -1.078 -3.228 -2.130 H6T    TTD 66 
TTD "H4'"  H4*  H 0 1 N N N 41.235 31.532 14.950 -3.196 0.637  -1.002 "H4'"  TTD 67 
TTD H1     H1   H 0 1 N N N 41.548 34.192 13.722 -3.736 -2.371 -1.403 H1     TTD 68 
TTD "HO3'" H3T  H 0 0 N Y N 41.038 32.264 12.603 -5.700 -1.244 -2.244 "HO3'" TTD 69 
# 
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 
TTD P     OP1    DOUB N N 1  
TTD P     OP2    SING N N 2  
TTD P     OP3    SING N N 3  
TTD P     "O5'"  SING N N 4  
TTD OP2   HOP2   SING N N 5  
TTD OP3   HOP3   SING N N 6  
TTD "O5'" "C5'"  SING N N 7  
TTD "C5'" C4R    SING N N 8  
TTD "C5'" "H5'"  SING N N 9  
TTD "C5'" "H5''" SING N N 10 
TTD C4R   "O4'"  SING N N 11 
TTD C4R   C3R    SING N N 12 
TTD C4R   H4R    SING N N 13 
TTD "O4'" "C1'"  SING N N 14 
TTD C3R   O3R    SING N N 15 
TTD C3R   "C2'"  SING N N 16 
TTD C3R   H3R    SING N N 17 
TTD O3R   PB     SING N N 18 
TTD "C2'" "C1'"  SING N N 19 
TTD "C2'" "H2'"  SING N N 20 
TTD "C2'" "H2''" SING N N 21 
TTD "C1'" N1     SING N N 22 
TTD "C1'" "H1'"  SING N N 23 
TTD N1    C2     SING N N 24 
TTD N1    C6     SING N N 25 
TTD C2    O2     DOUB N N 26 
TTD C2    N3     SING N N 27 
TTD N3    C4     SING N N 28 
TTD N3    HN3    SING N N 29 
TTD C4    O4     DOUB N N 30 
TTD C4    C5     SING N N 31 
TTD C5    C5A    SING N N 32 
TTD C5    C6     SING N N 33 
TTD C5    C5T    SING N N 34 
TTD C5A   H5A1   SING N N 35 
TTD C5A   H5A2   SING N N 36 
TTD C5A   H5A3   SING N N 37 
TTD C6    C6T    SING N N 38 
TTD C6    H6     SING N N 39 
TTD PB    O5P    DOUB N N 40 
TTD PB    O4P    SING N N 41 
TTD PB    O5R    SING N N 42 
TTD O4P   H4P    SING N N 43 
TTD O5R   C5R    SING N N 44 
TTD C5R   "C4'"  SING N N 45 
TTD C5R   H5R1   SING N N 46 
TTD C5R   H5R2   SING N N 47 
TTD O4R   C1R    SING N N 48 
TTD O4R   "C4'"  SING N N 49 
TTD C2R   C1R    SING N N 50 
TTD C2R   "C3'"  SING N N 51 
TTD C2R   H2R1   SING N N 52 
TTD C2R   H2R2   SING N N 53 
TTD C1R   N1T    SING N N 54 
TTD C1R   H1R    SING N N 55 
TTD N1T   C2T    SING N N 56 
TTD N1T   C6T    SING N N 57 
TTD C2T   O2T    DOUB N N 58 
TTD C2T   N3T    SING N N 59 
TTD N3T   C4T    SING N N 60 
TTD N3T   HT     SING N N 61 
TTD C4T   O4T    DOUB N N 62 
TTD C4T   C5T    SING N N 63 
TTD C5T   C5M    SING N N 64 
TTD C5T   C6T    SING N N 65 
TTD C5M   H71    SING N N 66 
TTD C5M   H72    SING N N 67 
TTD C5M   H73    SING N N 68 
TTD C6T   H6T    SING N N 69 
TTD "C4'" "C3'"  SING N N 70 
TTD "C4'" "H4'"  SING N N 71 
TTD "C3'" "O3'"  SING N N 72 
TTD "C3'" H1     SING N N 73 
TTD "O3'" "HO3'" SING N N 74 
# 
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 
TTD SMILES           ACDLabs              10.04 "O=C1NC(=O)C5(C4N1C2OC(C(O)C2)COP(=O)(O)OC6C(OC(N3C(=O)NC(=O)C5(C34)C)C6)COP(=O)(O)O)C" 
TTD InChI            InChI                1.02b 
;InChI=1/C20H28N4O15P2/c1-19-13-14-20(19,2)16(27)22-18(29)24(14)12-4-8(10(38-12)6-35-40(30,31)32)39-41(33,34)36-5-9-7(25)3-11(37-9)23(13)17(28)21-15(19)26/h7-14,25H,3-6H2,1-2H3,(H,33,34)(H,21,26,28)(H,22,27,29)(H2,30,31,32)/t7-,8-,9+,10+,11+,12+,13+,14-,19-,20+/m0/s1/f/h21-22,30-31,33H
;
TTD InChIKey         InChI                1.02b LWAHHJJPLXBMFO-QKNBNNISDE 
TTD SMILES_CANONICAL CACTVS               3.341 "C[C@]12[C@H]3[C@@H]4N([C@H]5C[C@H](O[P@](O)(=O)OC[C@H]6O[C@H](C[C@@H]6O)N3C(=O)NC1=O)[C@@H](CO[P](O)(O)=O)O5)C(=O)NC(=O)[C@]24C" 
TTD SMILES           CACTVS               3.341 "C[C]12[CH]3[CH]4N([CH]5C[CH](O[P](O)(=O)OC[CH]6O[CH](C[CH]6O)N3C(=O)NC1=O)[CH](CO[P](O)(O)=O)O5)C(=O)NC(=O)[C]24C" 
TTD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@]12[C@H]3[C@H]4[C@@]1(C(=O)NC(=O)N4[C@H]5C[C@@H]([C@H](O5)COP(=O)(O)O)O[P@@](=O)(OC[C@@H]6[C@H](C[C@H](N3C(=O)NC2=O)O6)O)O)C" 
TTD SMILES           "OpenEye OEToolkits" 1.5.0 "CC12C3C4C1(C(=O)NC(=O)N4C5CC(C(O5)COP(=O)(O)O)OP(=O)(OCC6C(CC(N3C(=O)NC2=O)O6)O)O)C" 
# 
_pdbx_chem_comp_identifier.comp_id           TTD 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        
;[(1R,3R,4S,6S,9R,10S,12R,15aS,15bR,18bR,18cS)-6,10-dihydroxy-15a,15b-dimethyl-6-oxido-13,15,16,18-tetraoxohexadecahydro-8H-9,12-epoxy-1,4-methano-2,5,7-trioxa-12a,14,17,18a-tetraaza-6-phosphacyclohexadeca[1,2,3,4-def]biphenylen-3-yl]methyl dihydrogen phosphate
;
# 
