data_TDC
# 
_chem_comp.id                                    TDC 
_chem_comp.name                                  5A,6-ANHYDROTETRACYCLINE 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C22 H22 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        426.419 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TDC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VKV 
_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 
TDC O12  O12  O 0 1 N N N -25.989 7.650  -19.597 -25.989 7.650  -19.597 O12  TDC 1  
TDC C12  C12  C 0 1 N N N -25.637 7.991  -20.713 -25.637 7.991  -20.713 C12  TDC 2  
TDC C1B  C1B  C 0 1 Y N N -26.069 9.294  -21.320 -26.069 9.294  -21.320 C1B  TDC 3  
TDC C11  C11  C 0 1 Y N N -26.984 10.125 -20.659 -26.984 10.125 -20.659 C11  TDC 4  
TDC O11  O11  O 0 1 N N N -27.523 9.742  -19.554 -27.523 9.742  -19.554 O11  TDC 5  
TDC C1A  C1A  C 0 1 Y N N -27.296 11.378 -21.204 -27.296 11.378 -21.204 C1A  TDC 6  
TDC C10  C10  C 0 1 Y N N -28.197 12.216 -20.540 -28.197 12.216 -20.540 C10  TDC 7  
TDC O10  O10  O 0 1 N N N -28.780 11.816 -19.370 -28.780 11.816 -19.370 O10  TDC 8  
TDC C9   C9   C 0 1 Y N N -28.508 13.458 -21.077 -28.508 13.458 -21.077 C9   TDC 9  
TDC C8   C8   C 0 1 Y N N -27.926 13.871 -22.279 -27.926 13.871 -22.279 C8   TDC 10 
TDC C7   C7   C 0 1 Y N N -27.036 13.036 -22.955 -27.036 13.036 -22.955 C7   TDC 11 
TDC C61  C61  C 0 1 Y N N -26.692 11.792 -22.395 -26.692 11.792 -22.395 C61  TDC 12 
TDC C6   C6   C 0 1 Y N N -25.809 10.929 -23.074 -25.809 10.929 -23.074 C6   TDC 13 
TDC C62  C62  C 0 1 N N N -25.181 11.380 -24.383 -25.181 11.380 -24.383 C62  TDC 14 
TDC C51  C51  C 0 1 Y N N -25.484 9.685  -22.519 -25.484 9.685  -22.519 C51  TDC 15 
TDC C5   C5   C 0 1 N N N -24.516 8.748  -23.234 -24.516 8.748  -23.234 C5   TDC 16 
TDC C1C  C1C  C 0 1 N N S -24.574 7.141  -21.377 -24.574 7.141  -21.377 C1C  TDC 17 
TDC C1   C1   C 0 1 N N N -23.142 7.522  -21.035 -23.142 7.522  -21.035 C1   TDC 18 
TDC O1   O1   O 0 1 N N N -22.938 8.358  -20.128 -22.938 8.358  -20.128 O1   TDC 19 
TDC O1C  O1C  O 0 1 N N N -24.756 5.825  -20.846 -24.756 5.825  -20.846 O1C  TDC 20 
TDC C41  C41  C 0 1 N N S -24.734 7.270  -22.877 -24.734 7.270  -22.877 C41  TDC 21 
TDC C4   C4   C 0 1 N N S -23.723 6.389  -23.636 -23.723 6.389  -23.636 C4   TDC 22 
TDC N4   N4   N 0 1 N N N -24.281 5.103  -24.194 -24.281 5.103  -24.194 N4   TDC 23 
TDC C43  C43  C 0 1 N N N -24.724 4.101  -23.200 -24.724 4.101  -23.200 C43  TDC 24 
TDC C42  C42  C 0 1 N N N -25.323 5.377  -25.213 -25.323 5.377  -25.213 C42  TDC 25 
TDC C3   C3   C 0 1 N N N -22.442 6.171  -22.861 -22.442 6.171  -22.861 C3   TDC 26 
TDC O3   O3   O 0 1 N N N -21.681 5.268  -23.310 -21.681 5.268  -23.310 O3   TDC 27 
TDC C2   C2   C 0 1 N N N -22.122 6.917  -21.749 -22.122 6.917  -21.749 C2   TDC 28 
TDC C21  C21  C 0 1 N N N -20.821 7.042  -21.318 -20.821 7.042  -21.318 C21  TDC 29 
TDC O21  O21  O 0 1 N N N -19.874 6.528  -21.922 -19.874 6.528  -21.922 O21  TDC 30 
TDC N21  N21  N 0 1 N N N -20.488 7.759  -20.241 -20.488 7.759  -20.241 N21  TDC 31 
TDC H11  H11  H 0 1 N N N -26.851 9.648  -18.889 -26.851 9.648  -18.889 H11  TDC 32 
TDC H10  H10  H 0 1 N N N -28.114 11.723 -18.699 -28.114 11.723 -18.699 H10  TDC 33 
TDC H9   H9   H 0 1 N N N -29.202 14.107 -20.564 -29.202 14.107 -20.564 H9   TDC 34 
TDC H8   H8   H 0 1 N N N -28.167 14.842 -22.687 -28.167 14.842 -22.687 H8   TDC 35 
TDC H7   H7   H 0 1 N N N -26.614 13.342 -23.901 -26.614 13.342 -23.901 H7   TDC 36 
TDC H621 1H62 H 0 0 N N N -25.964 11.489 -25.148 -25.964 11.489 -25.148 H621 TDC 37 
TDC H622 2H62 H 0 0 N N N -24.677 12.346 -24.234 -24.677 12.347 -24.234 H622 TDC 38 
TDC H623 3H62 H 0 0 N N N -24.447 10.631 -24.714 -24.447 10.631 -24.715 H623 TDC 39 
TDC H5C1 1H5C H 0 0 N N N -24.659 8.866  -24.318 -24.659 8.866  -24.318 H5C1 TDC 40 
TDC H5C2 2H5C H 0 0 N N N -23.499 9.018  -22.915 -23.499 9.018  -22.915 H5C2 TDC 41 
TDC H41  H41  H 0 1 N N N -25.738 6.931  -23.172 -25.738 6.931  -23.172 H41  TDC 42 
TDC H1C  H1C  H 0 1 N N N -24.796 5.198  -21.559 -24.796 5.198  -21.559 H1C  TDC 43 
TDC H4   H4   H 0 1 N N N -23.472 6.984  -24.526 -23.472 6.984  -24.526 H4   TDC 44 
TDC H431 1H43 H 0 0 N N N -24.834 3.122  -23.689 -24.834 3.122  -23.689 H431 TDC 45 
TDC H432 2H43 H 0 0 N N N -23.977 4.027  -22.396 -23.977 4.027  -22.396 H432 TDC 46 
TDC H433 3H43 H 0 0 N N N -25.691 4.409  -22.775 -25.691 4.409  -22.775 H433 TDC 47 
TDC H421 1H42 H 0 0 N N N -26.306 5.445  -24.724 -26.306 5.445  -24.724 H421 TDC 48 
TDC H422 2H42 H 0 0 N N N -25.099 6.327  -25.720 -25.099 6.327  -25.720 H422 TDC 49 
TDC H423 3H42 H 0 0 N N N -25.337 4.562  -25.951 -25.337 4.562  -25.951 H423 TDC 50 
TDC H3   H3   H 0 1 N N N -21.490 5.440  -24.225 -21.490 5.440  -24.225 H3   TDC 51 
TDC H211 1H21 H 0 0 N N N -21.289 8.162  -19.799 -21.289 8.162  -19.799 H211 TDC 52 
TDC H212 2H21 H 0 0 N N N -19.550 7.879  -19.916 -19.550 7.878  -19.916 H212 TDC 53 
# 
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 
TDC O12 C12  DOUB N N 1  
TDC C12 C1B  SING N N 2  
TDC C12 C1C  SING N N 3  
TDC C1B C11  SING Y N 4  
TDC C1B C51  DOUB Y N 5  
TDC C11 O11  SING N N 6  
TDC C11 C1A  DOUB Y N 7  
TDC C1A C10  SING N N 8  
TDC C1A C61  SING Y N 9  
TDC C10 O10  SING Y N 10 
TDC C10 C9   DOUB N N 11 
TDC C9  C8   SING Y N 12 
TDC C8  C7   DOUB N N 13 
TDC C7  C61  SING Y N 14 
TDC C61 C6   DOUB N N 15 
TDC C6  C62  SING Y N 16 
TDC C6  C51  SING N N 17 
TDC C51 C5   SING Y N 18 
TDC C5  C41  SING N N 19 
TDC C1C C1   SING Y N 20 
TDC C1C O1C  SING N N 21 
TDC C1C C41  SING Y N 22 
TDC C1  O1   DOUB N N 23 
TDC C1  C2   SING N N 24 
TDC C41 C4   SING N N 25 
TDC C4  N4   SING N N 26 
TDC C4  C3   SING N N 27 
TDC N4  C43  SING N N 28 
TDC N4  C42  SING N N 29 
TDC C3  O3   SING N N 30 
TDC C3  C2   DOUB N N 31 
TDC C2  C21  SING N N 32 
TDC C21 O21  DOUB N N 33 
TDC C21 N21  SING N N 34 
TDC O11 H11  SING N N 35 
TDC O10 H10  SING N N 36 
TDC C9  H9   SING N N 37 
TDC C8  H8   SING N N 38 
TDC C7  H7   SING N N 39 
TDC C62 H621 SING N N 40 
TDC C62 H622 SING N N 41 
TDC C62 H623 SING N N 42 
TDC C5  H5C1 SING N N 43 
TDC C5  H5C2 SING N N 44 
TDC C41 H41  SING N N 45 
TDC O1C H1C  SING N N 46 
TDC C4  H4   SING N N 47 
TDC C43 H431 SING N N 48 
TDC C43 H432 SING N N 49 
TDC C43 H433 SING N N 50 
TDC C42 H421 SING N N 51 
TDC C42 H422 SING N N 52 
TDC C42 H423 SING N N 53 
TDC O3  H3   SING N N 54 
TDC N21 H211 SING N N 55 
TDC N21 H212 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 
TDC SMILES           ACDLabs              10.04 O=C(N)C3=C(O)C(N(C)C)C4Cc2c(c1cccc(O)c1c(O)c2C(=O)C4(O)C3=O)C                                                                                                                          
TDC InChI            InChI                1.02b InChI=1/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16-,22-/m0/s1/f/h23H2 
TDC InChIKey         InChI                1.02b CXCVEERYMJZMMM-PUYFBGMEDG                                                                                                                                                              
TDC SMILES_CANONICAL CACTVS               3.341 CN(C)[C@H]1[C@@H]2Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]2(O)C(=O)C(=C1O)C(N)=O                                                                                                              
TDC SMILES           CACTVS               3.341 CN(C)[CH]1[CH]2Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C]2(O)C(=O)C(=C1O)C(N)=O                                                                                                                  
TDC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c2cccc(c2c(c3c1C[C@H]4[C@@H](C(=C(C(=O)[C@]4(C3=O)O)C(=O)N)O)N(C)C)O)O                                                                                                              
TDC SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c2cccc(c2c(c3c1CC4C(C(=C(C(=O)C4(C3=O)O)C(=O)N)O)N(C)C)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 
TDC "SYSTEMATIC NAME" ACDLabs              10.04 (4S,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide 
TDC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S,4aS,12aS)-4-dimethylamino-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide            
# 
