data_TNC
# 
_chem_comp.id                                    TNC 
_chem_comp.name                                  "4-DIMETHYLAMINO-1,10,11,12-TETRAHYDROXY-3-OXO-3,4,4A,5-TETRAHYDRO-NAPHTHACENE-2-CARBOXYLIC ACID AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DEHYDRATED SANCYCLINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-03 
_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                        396.393 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TNC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "not provided" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        1N5Q 
_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 
TNC C2   C2   C 0 1 Y N N 32.659 26.462 -6.059 ? ? ? C2   TNC 1  
TNC C1   C1   C 0 1 Y N N 33.565 25.549 -6.578 ? ? ? C1   TNC 2  
TNC C6   C6   C 0 1 Y N N 34.762 25.973 -7.132 ? ? ? C6   TNC 3  
TNC C5   C5   C 0 1 Y N N 35.119 27.301 -7.161 ? ? ? C5   TNC 4  
TNC C4   C4   C 0 1 Y N N 34.217 28.222 -6.619 ? ? ? C4   TNC 5  
TNC C3   C3   C 0 1 Y N N 33.015 27.797 -6.069 ? ? ? C3   TNC 6  
TNC O1   O1   O 0 1 N N N 34.538 29.563 -6.617 ? ? ? O1   TNC 7  
TNC C8   C8   C 0 1 Y N N 30.553 27.010 -4.990 ? ? ? C8   TNC 8  
TNC C7   C7   C 0 1 Y N N 31.516 26.069 -5.354 ? ? ? C7   TNC 9  
TNC C10  C10  C 0 1 Y N N 32.124 28.713 -5.534 ? ? ? C10  TNC 10 
TNC C9   C9   C 0 1 Y N N 30.890 28.365 -5.017 ? ? ? C9   TNC 11 
TNC O2   O2   O 0 1 N N N 32.520 30.019 -5.574 ? ? ? O2   TNC 12 
TNC C12  C12  C 0 1 N N R 28.481 27.561 -3.939 ? ? ? C12  TNC 13 
TNC C11  C11  C 0 1 N N N 29.546 26.668 -4.067 ? ? ? C11  TNC 14 
TNC C14  C14  C 0 1 N N N 30.016 29.292 -4.478 ? ? ? C14  TNC 15 
TNC C13  C13  C 0 1 N N N 28.784 28.927 -3.948 ? ? ? C13  TNC 16 
TNC O3   O3   O 0 1 N N N 30.346 30.642 -4.501 ? ? ? O3   TNC 17 
TNC C15  C15  C 0 1 N N S 27.316 27.182 -3.309 ? ? ? C15  TNC 18 
TNC C16  C16  C 0 1 N N N 26.313 28.077 -2.991 ? ? ? C16  TNC 19 
TNC C17  C17  C 0 1 N N N 26.596 29.416 -3.045 ? ? ? C17  TNC 20 
TNC C18  C18  C 0 1 N N N 27.833 29.833 -3.522 ? ? ? C18  TNC 21 
TNC O4   O4   O 0 1 N N N 28.002 31.212 -3.519 ? ? ? O4   TNC 22 
TNC C19  C19  C 0 1 N N N 25.583 30.362 -2.589 ? ? ? C19  TNC 23 
TNC O5   O5   O 0 1 N N N 25.096 27.597 -2.527 ? ? ? O5   TNC 24 
TNC N2   N2   N 0 1 N N N 24.306 29.901 -2.597 ? ? ? N2   TNC 25 
TNC O6   O6   O 0 1 N N N 25.748 31.521 -2.226 ? ? ? O6   TNC 26 
TNC N1   N1   N 0 1 N N N 26.835 25.845 -3.415 ? ? ? N1   TNC 27 
TNC C20  C20  C 0 1 N N N 25.850 25.612 -2.389 ? ? ? C20  TNC 28 
TNC C21  C21  C 0 1 N N N 27.976 24.977 -3.224 ? ? ? C21  TNC 29 
TNC HC1  HC1  H 0 1 N N N 33.331 24.472 -6.550 ? ? ? HC1  TNC 30 
TNC HC6  HC6  H 0 1 N N N 35.453 25.230 -7.564 ? ? ? HC6  TNC 31 
TNC HC5  HC5  H 0 1 N N N 36.083 27.613 -7.598 ? ? ? HC5  TNC 32 
TNC HO1  HO1  H 0 1 N N N 33.925 30.189 -6.249 ? ? ? HO1  TNC 33 
TNC HC7  HC7  H 0 1 N N N 31.373 25.009 -5.083 ? ? ? HC7  TNC 34 
TNC HO2  HO2  H 0 1 N N N 31.909 30.647 -5.207 ? ? ? HO2  TNC 35 
TNC HC12 HC12 H 0 0 N N N 28.096 27.385 -4.971 ? ? ? HC12 TNC 36 
TNC H111 1H11 H 0 0 N N N 30.003 26.486 -3.066 ? ? ? H111 TNC 37 
TNC H112 2H11 H 0 0 N N N 29.154 25.651 -4.302 ? ? ? H112 TNC 38 
TNC HO3  HO3  H 0 1 N N N 29.746 31.279 -4.131 ? ? ? HO3  TNC 39 
TNC HC15 HC15 H 0 0 N N N 27.969 27.228 -2.406 ? ? ? HC15 TNC 40 
TNC HO4  HO4  H 0 1 N N N 27.348 31.835 -3.226 ? ? ? HO4  TNC 41 
TNC HN21 1HN2 H 0 0 N N N 23.598 30.562 -2.278 ? ? ? HN21 TNC 42 
TNC HN22 2HN2 H 0 0 N N N 24.169 28.937 -2.899 ? ? ? HN22 TNC 43 
TNC H201 1H20 H 0 0 N N N 25.025 26.362 -2.416 ? ? ? H201 TNC 44 
TNC H202 2H20 H 0 0 N N N 25.474 24.566 -2.472 ? ? ? H202 TNC 45 
TNC H203 3H20 H 0 0 N N N 26.239 25.842 -1.369 ? ? ? H203 TNC 46 
TNC H211 1H21 H 0 0 N N N 28.524 25.174 -2.273 ? ? ? H211 TNC 47 
TNC H212 2H21 H 0 0 N N N 27.600 23.931 -3.307 ? ? ? H212 TNC 48 
TNC H213 3H21 H 0 0 N N N 28.819 25.198 -3.920 ? ? ? H213 TNC 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 
TNC C2  C1   DOUB Y N 1  
TNC C2  C3   SING Y N 2  
TNC C2  C7   SING Y N 3  
TNC C1  C6   SING Y N 4  
TNC C1  HC1  SING N N 5  
TNC C6  C5   DOUB Y N 6  
TNC C6  HC6  SING N N 7  
TNC C5  C4   SING Y N 8  
TNC C5  HC5  SING N N 9  
TNC C4  C3   DOUB Y N 10 
TNC C4  O1   SING N N 11 
TNC C3  C10  SING Y N 12 
TNC O1  HO1  SING N N 13 
TNC C8  C7   DOUB Y N 14 
TNC C8  C9   SING Y N 15 
TNC C8  C11  SING N N 16 
TNC C7  HC7  SING N N 17 
TNC C10 C9   DOUB Y N 18 
TNC C10 O2   SING N N 19 
TNC C9  C14  SING N N 20 
TNC O2  HO2  SING N N 21 
TNC C12 C11  SING N N 22 
TNC C12 C13  SING N N 23 
TNC C12 C15  SING N N 24 
TNC C12 HC12 SING N N 25 
TNC C11 H111 SING N N 26 
TNC C11 H112 SING N N 27 
TNC C14 C13  DOUB N N 28 
TNC C14 O3   SING N N 29 
TNC C13 C18  SING N N 30 
TNC O3  HO3  SING N N 31 
TNC C15 C16  SING N N 32 
TNC C15 N1   SING N N 33 
TNC C15 HC15 SING N N 34 
TNC C16 C17  SING N N 35 
TNC C16 O5   DOUB N N 36 
TNC C17 C18  DOUB N N 37 
TNC C17 C19  SING N N 38 
TNC C18 O4   SING N N 39 
TNC O4  HO4  SING N N 40 
TNC C19 N2   SING N N 41 
TNC C19 O6   DOUB N N 42 
TNC N2  HN21 SING N N 43 
TNC N2  HN22 SING N N 44 
TNC N1  C20  SING N N 45 
TNC N1  C21  SING N N 46 
TNC C20 H201 SING N N 47 
TNC C20 H202 SING N N 48 
TNC C20 H203 SING N N 49 
TNC C21 H211 SING N N 50 
TNC C21 H212 SING N N 51 
TNC C21 H213 SING N N 52 
# 
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 
TNC SMILES           ACDLabs              10.04 O=C(N)C4=C(O)C3=C(O)c2c(O)c1c(O)cccc1cc2CC3C(N(C)C)C4=O                                                                                                                   
TNC InChI            InChI                1.02b InChI=1/C21H20N2O6/c1-23(2)16-10-7-9-6-8-4-3-5-11(24)12(8)17(25)13(9)18(26)14(10)19(27)15(20(16)28)21(22)29/h3-6,10,16,24-27H,7H2,1-2H3,(H2,22,29)/t10-,16+/m1/s1/f/h22H2 
TNC InChIKey         InChI                1.02b CSMTWDGQMUIMDU-JLIFEJJJDD                                                                                                                                                 
TNC SMILES_CANONICAL CACTVS               3.341 CN(C)[C@H]1[C@@H]2Cc3cc4cccc(O)c4c(O)c3C(=C2C(=C(C(N)=O)C1=O)O)O                                                                                                          
TNC SMILES           CACTVS               3.341 CN(C)[CH]1[CH]2Cc3cc4cccc(O)c4c(O)c3C(=C2C(=C(C(N)=O)C1=O)O)O                                                                                                             
TNC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)[C@H]1[C@@H]2Cc3cc4cccc(c4c(c3C(=C2C(=C(C1=O)C(=O)N)O)O)O)O                                                                                                          
TNC SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)C1C2Cc3cc4cccc(c4c(c3C(=C2C(=C(C1=O)C(=O)N)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 
TNC "SYSTEMATIC NAME" ACDLabs              10.04 (4S,4aR)-4-(dimethylamino)-1,10,11,12-tetrahydroxy-3-oxo-3,4,4a,5-tetrahydrotetracene-2-carboxamide 
TNC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S,4aR)-4-dimethylamino-1,10,11,12-tetrahydroxy-3-oxo-4a,5-dihydro-4H-tetracene-2-carboxamide      
# 
