data_AV8
# 
_chem_comp.id                                    AV8 
_chem_comp.name                                  2-carboxamido-2-deacetyl-chelocardin 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 N2 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(4S,4aR,12aR)-4-azanyl-6,9-dimethyl-3,10,11,12a-tetrakis(oxidanyl)-1,12-bis(oxidanylidene)-4a,5-dihydro-4H-tetracene-2-carboxamide; amido-chelocardin" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-08-24 
_chem_comp.pdbx_modified_date                    2023-07-28 
_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                        412.393 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AV8 
_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        8OO2 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
AV8 N1  N1  N 0 1 N N N 2.233  -1.261 6.990  -3.240 1.979  -2.287 N1  AV8 1  
AV8 C4  C1  C 0 1 Y N N 5.723  3.212  1.307  3.741  2.243  0.305  C4  AV8 2  
AV8 C5  C2  C 0 1 Y N N 4.671  2.366  1.609  2.752  1.288  0.022  C5  AV8 3  
AV8 C6  C3  C 0 1 Y N N 4.536  1.535  2.871  1.428  1.679  -0.255 C6  AV8 4  
AV8 C7  C4  C 0 1 N N N 5.573  1.573  4.013  1.066  3.142  -0.251 C7  AV8 5  
AV8 C8  C5  C 0 1 Y N N 3.335  0.617  3.095  0.472  0.750  -0.526 C8  AV8 6  
AV8 C10 C6  C 0 1 N N R 1.824  -0.761 4.648  -1.718 0.187  -1.608 C10 AV8 7  
AV8 C13 C7  C 0 1 N N N 2.747  -3.441 4.094  -3.327 -0.076 0.717  C13 AV8 8  
AV8 C15 C8  C 0 1 N N N 2.129  -2.589 2.989  -2.140 -0.904 0.551  C15 AV8 9  
AV8 C17 C9  C 0 1 N N N 1.246  -0.351 2.279  -0.232 -1.620 -0.839 C17 AV8 10 
AV8 C20 C10 C 0 1 Y N N 3.489  2.132  0.611  3.096  -0.086 0.017  C20 AV8 11 
AV8 C21 C11 C 0 1 Y N N 3.788  3.012  -0.561 4.423  -0.470 0.298  C21 AV8 12 
AV8 C1  C12 C 0 1 N N N 5.101  4.630  -1.944 6.784  0.095  0.874  C1  AV8 13 
AV8 C11 C13 C 0 1 N N S 1.761  -1.837 5.716  -3.180 0.633  -1.699 C11 AV8 14 
AV8 C12 C14 C 0 1 N N N 2.593  -3.025 5.365  -3.811 0.660  -0.337 C12 AV8 15 
AV8 C14 C15 C 0 1 N N N 3.434  -4.743 3.798  -3.994 -0.009 2.027  C14 AV8 16 
AV8 C16 C16 C 0 1 N N R 1.258  -1.395 3.376  -1.673 -1.163 -0.866 C16 AV8 17 
AV8 C18 C17 C 0 1 Y N N 2.403  0.564  2.150  0.802  -0.620 -0.538 C18 AV8 18 
AV8 C19 C18 C 0 1 Y N N 2.575  1.294  1.018  2.105  -1.044 -0.267 C19 AV8 19 
AV8 C2  C19 C 0 1 Y N N 4.925  3.803  -0.658 5.364  0.499  0.573  C2  AV8 20 
AV8 C3  C20 C 0 1 Y N N 5.783  3.872  0.254  5.018  1.845  0.568  C3  AV8 21 
AV8 C9  C21 C 0 1 N N N 3.191  -0.211 4.387  -0.930 1.221  -0.805 C9  AV8 22 
AV8 N2  N2  N 0 1 N N N 3.778  -5.077 2.435  -5.160 -0.656 2.224  N2  AV8 23 
AV8 O1  O1  O 0 1 N N N 3.255  -3.686 6.364  -4.890 1.433  -0.142 O1  AV8 24 
AV8 O2  O2  O 0 1 N N N 3.741  -5.522 4.695  -3.493 0.629  2.933  O2  AV8 25 
AV8 O3  O3  O 0 1 N N N 2.337  -2.937 1.682  -1.562 -1.385 1.504  O3  AV8 26 
AV8 O4  O4  O 0 1 N N N -0.054 -1.861 3.559  -2.485 -2.156 -1.495 O4  AV8 27 
AV8 O5  O5  O 0 1 N N N 0.217  -0.398 1.388  0.062  -2.776 -1.059 O5  AV8 28 
AV8 O6  O6  O 0 1 N N N 1.560  1.259  0.026  2.412  -2.362 -0.280 O6  AV8 29 
AV8 O7  O7  O 0 1 N N N 2.820  2.946  -1.571 4.770  -1.782 0.298  O7  AV8 30 
AV8 H14 H1  H 0 1 N N N 2.198  -1.959 7.705  -4.194 2.299  -2.360 H14 AV8 31 
AV8 H21 H2  H 0 1 N N N 3.174  -0.941 6.883  -2.678 2.629  -1.758 H21 AV8 32 
AV8 H5  H4  H 0 1 N N N 6.530  3.304  2.019  3.490  3.293  0.311  H5  AV8 33 
AV8 H7  H5  H 0 1 N N N 5.300  2.360  4.731  1.205  3.553  -1.251 H7  AV8 34 
AV8 H8  H6  H 0 1 N N N 5.590  0.600  4.525  0.024  3.257  0.048  H8  AV8 35 
AV8 H6  H7  H 0 1 N N N 6.569  1.786  3.597  1.707  3.673  0.453  H6  AV8 36 
AV8 H11 H8  H 0 1 N N N 1.162  0.065  4.946  -1.294 0.089  -2.607 H11 AV8 37 
AV8 H2  H11 H 0 1 N N N 4.626  5.614  -1.816 7.356  0.058  -0.053 H2  AV8 38 
AV8 H3  H12 H 0 1 N N N 6.173  4.765  -2.149 7.234  0.823  1.549  H3  AV8 39 
AV8 H1  H13 H 0 1 N N N 4.630  4.103  -2.786 6.790  -0.889 1.344  H1  AV8 40 
AV8 H12 H14 H 0 1 N N N 0.715  -2.156 5.831  -3.729 -0.061 -2.335 H12 AV8 41 
AV8 H4  H15 H 0 1 N N N 6.620  4.541  0.118  5.772  2.589  0.781  H4  AV8 42 
AV8 H10 H16 H 0 1 N N N 3.892  -1.057 4.328  -1.440 1.402  0.141  H10 AV8 43 
AV8 H9  H17 H 0 1 N N N 3.465  0.433  5.235  -0.887 2.152  -1.370 H9  AV8 44 
AV8 H16 H18 H 0 1 N N N 4.258  -5.931 2.235  -5.522 -1.225 1.527  H16 AV8 45 
AV8 H15 H19 H 0 1 N N N 3.536  -4.454 1.691  -5.636 -0.554 3.063  H15 AV8 46 
AV8 H17 H20 H 0 1 N N N 3.597  -4.506 6.029  -5.229 1.493  0.762  H17 AV8 47 
AV8 H18 H22 H 0 1 N N N -0.603 -1.551 2.848  -2.479 -3.012 -1.045 H18 AV8 48 
AV8 H19 H24 H 0 1 N N N 0.870  0.665  0.299  2.306  -2.799 0.577  H19 AV8 49 
AV8 H20 H25 H 0 1 N N N 2.128  2.351  -1.308 5.067  -2.110 -0.561 H20 AV8 50 
# 
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 
AV8 C1  C2  SING N N 1  
AV8 O7  C21 SING N N 2  
AV8 C2  C21 DOUB Y N 3  
AV8 C2  C3  SING Y N 4  
AV8 C21 C20 SING Y N 5  
AV8 O6  C19 SING N N 6  
AV8 C3  C4  DOUB Y N 7  
AV8 C20 C19 SING Y N 8  
AV8 C20 C5  DOUB Y N 9  
AV8 C19 C18 DOUB Y N 10 
AV8 C4  C5  SING Y N 11 
AV8 O5  C17 DOUB N N 12 
AV8 C5  C6  SING Y N 13 
AV8 O3  C15 DOUB N N 14 
AV8 C18 C17 SING N N 15 
AV8 C18 C8  SING Y N 16 
AV8 C17 C16 SING N N 17 
AV8 N2  C14 SING N N 18 
AV8 C6  C8  DOUB Y N 19 
AV8 C6  C7  SING N N 20 
AV8 C15 C16 SING N N 21 
AV8 C15 C13 SING N N 22 
AV8 C8  C9  SING N N 23 
AV8 C16 O4  SING N N 24 
AV8 C16 C10 SING N N 25 
AV8 C14 C13 SING N N 26 
AV8 C14 O2  DOUB N N 27 
AV8 C13 C12 DOUB N N 28 
AV8 C9  C10 SING N N 29 
AV8 C10 C11 SING N N 30 
AV8 C12 C11 SING N N 31 
AV8 C12 O1  SING N N 32 
AV8 C11 N1  SING N N 33 
AV8 N1  H14 SING N N 34 
AV8 N1  H21 SING N N 35 
AV8 C4  H5  SING N N 36 
AV8 C7  H7  SING N N 37 
AV8 C7  H8  SING N N 38 
AV8 C7  H6  SING N N 39 
AV8 C10 H11 SING N N 40 
AV8 C1  H2  SING N N 41 
AV8 C1  H3  SING N N 42 
AV8 C1  H1  SING N N 43 
AV8 C11 H12 SING N N 44 
AV8 C3  H4  SING N N 45 
AV8 C9  H10 SING N N 46 
AV8 C9  H9  SING N N 47 
AV8 N2  H16 SING N N 48 
AV8 N2  H15 SING N N 49 
AV8 O1  H17 SING N N 50 
AV8 O4  H18 SING N N 51 
AV8 O6  H19 SING N N 52 
AV8 O7  H20 SING N N 53 
# 
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 
AV8 InChI            InChI                1.06  "InChI=1S/C21H20N2O7/c1-6-3-4-8-7(2)9-5-10-14(22)17(26)13(20(23)29)19(28)21(10,30)18(27)12(9)16(25)11(8)15(6)24/h3-4,10,14,24-26,30H,5,22H2,1-2H3,(H2,23,29)/t10-,14+,21-/m1/s1" 
AV8 InChIKey         InChI                1.06  RKOLRLPHCAUUDK-JTWCOAEXSA-N                                                                                                                                                      
AV8 SMILES_CANONICAL CACTVS               3.385 "Cc1ccc2c(C)c3C[C@@H]4[C@H](N)C(=C(C(N)=O)C(=O)[C@]4(O)C(=O)c3c(O)c2c1O)O"                                                                                                       
AV8 SMILES           CACTVS               3.385 "Cc1ccc2c(C)c3C[CH]4[CH](N)C(=C(C(N)=O)C(=O)[C]4(O)C(=O)c3c(O)c2c1O)O"                                                                                                           
AV8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c3c(c(c2c1O)O)C(=O)[C@@]4([C@H](C3)[C@@H](C(=C(C4=O)C(=O)N)O)N)O)C"                                                                                                    
AV8 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c3c(c(c2c1O)O)C(=O)C4(C(C3)C(C(=C(C4=O)C(=O)N)O)N)O)C"                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           AV8 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(4~{S},4~{a}~{R},12~{a}~{R})-4-azanyl-6,9-dimethyl-3,10,11,12~{a}-tetrakis(oxidanyl)-1,12-bis(oxidanylidene)-4~{a},5-dihydro-4~{H}-tetracene-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 AV8 "(4S,4aR,12aR)-4-azanyl-6,9-dimethyl-3,10,11,12a-tetrakis(oxidanyl)-1,12-bis(oxidanylidene)-4a,5-dihydro-4H-tetracene-2-carboxamide" PDB    ? 
2 AV8 amido-chelocardin                                                                                                                    AUTHOR ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AV8 "Create component" 2023-04-05 PDBE 
AV8 "Initial release"  2023-08-02 RCSB 
# 
