data_XN0
# 
_chem_comp.id                                    XN0 
_chem_comp.name                                  "3',4'-demethoxy-nogalose-nogalamycinone" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H32 O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "methyl (1R,2S,4S)-4-[(2R,3R,4R,5S,6S)-3-methoxy-4,6-dimethyl-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-methyl-2,5,7-tris(oxidanyl)-6,11-bis(oxidanylidene)-3,4-dihydro-1H-tetracene-1-carboxylate; methyl 4-(4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl)oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate; methyl (1R,2S,4S)-4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-11-06 
_chem_comp.pdbx_modified_date                    2024-08-02 
_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                        572.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XN0 
_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        8R2B 
_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 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
XN0 CBP C1  C 0 1 N N N 24.079 51.192 8.577  -1.917 -2.828 1.643  CBP XN0 1  N N N 
XN0 OBO O1  O 0 1 N N N 22.842 51.862 8.497  -2.844 -2.757 0.558  OBO XN0 2  N N N 
XN0 CAD C2  C 0 1 N N R 22.946 52.971 9.353  -3.762 -1.665 0.648  CAD XN0 3  N N N 
XN0 CAC C3  C 0 1 N N R 21.740 52.947 10.181 -5.082 -2.049 -0.028 CAC XN0 4  N N N 
XN0 CAK C4  C 0 1 N N N 21.891 53.912 11.327 -5.716 -3.224 0.719  CAK XN0 5  N N N 
XN0 OAJ O2  O 0 1 N N N 21.606 51.645 10.776 -4.833 -2.424 -1.385 OAJ XN0 6  N N N 
XN0 CAB C5  C 0 1 N N S 20.537 53.165 9.399  -6.029 -0.846 0.006  CAB XN0 7  N N N 
XN0 OAG O3  O 0 1 N N N 19.390 53.352 10.274 -6.329 -0.512 1.362  OAG XN0 8  N N N 
XN0 CAA C6  C 0 1 N N S 20.670 54.400 8.580  -5.352 0.346  -0.677 CAA XN0 9  N N N 
XN0 CAL C7  C 0 1 N N N 19.380 54.536 7.720  -5.083 0.008  -2.145 CAL XN0 10 N N N 
XN0 OAF O4  O 0 1 N N N 21.765 54.260 7.796  -4.116 0.631  -0.019 OAF XN0 11 N N N 
XN0 CAE C8  C 0 1 N N R 23.002 54.135 8.426  -3.172 -0.442 -0.060 CAE XN0 12 N N N 
XN0 OAH O5  O 0 1 N N N 23.380 55.260 9.175  -1.969 -0.043 0.600  OAH XN0 13 N N N 
XN0 CBD C9  C 0 1 N N S 23.783 56.416 8.384  -1.282 1.032  -0.042 CBD XN0 14 N N N 
XN0 CBE C10 C 0 1 N N N 22.566 57.299 8.311  -1.689 2.351  0.611  CBE XN0 15 N N N 
XN0 CBF C11 C 0 1 N N S 22.940 58.802 8.359  -0.787 3.461  0.059  CBF XN0 16 N N N 
XN0 CBM C12 C 0 1 N N N 21.683 59.679 8.271  -1.316 4.826  0.504  CBM XN0 17 N N N 
XN0 OBL O6  O 0 1 N N N 23.787 59.133 7.195  -0.762 3.396  -1.369 OBL XN0 18 N N N 
XN0 CAY C13 C 0 1 Y N N 24.952 56.972 8.978  0.204  0.816  0.079  CAY XN0 19 N N N 
XN0 CAX C14 C 0 1 Y N N 26.134 56.256 8.966  0.684  -0.483 -0.121 CAX XN0 20 N N N 
XN0 OBN O7  O 0 1 N N N 26.145 55.075 8.334  -0.182 -1.486 -0.407 OBN XN0 21 N N N 
XN0 CAT C15 C 0 1 Y N N 27.319 56.715 9.531  2.050  -0.752 -0.027 CAT XN0 22 N N N 
XN0 CAS C16 C 0 1 N N N 28.477 55.963 9.433  2.560  -2.119 -0.239 CAS XN0 23 N N N 
XN0 OBC O8  O 0 1 N N N 28.474 54.853 8.850  1.789  -3.023 -0.496 OBC XN0 24 N N N 
XN0 CAP C17 C 0 1 Y N N 29.620 56.423 10.001 4.006  -2.388 -0.139 CAP XN0 25 N N N 
XN0 CAO C18 C 0 1 Y N N 30.783 55.672 9.934  4.498  -3.681 -0.340 CAO XN0 26 N N N 
XN0 OAW O9  O 0 1 N N N 30.701 54.538 9.239  3.646  -4.696 -0.629 OAW XN0 27 N N N 
XN0 CAN C19 C 0 1 Y N N 31.966 56.089 10.483 5.865  -3.922 -0.243 CAN XN0 28 N N N 
XN0 CAM C20 C 0 1 Y N N 31.974 57.304 11.158 6.736  -2.893 0.050  CAM XN0 29 N N N 
XN0 CAR C21 C 0 1 Y N N 30.851 58.098 11.240 6.263  -1.606 0.251  CAR XN0 30 N N N 
XN0 CAQ C22 C 0 1 Y N N 29.652 57.639 10.671 4.900  -1.343 0.159  CAQ XN0 31 N N N 
XN0 CAV C23 C 0 1 N N N 28.495 58.406 10.775 4.390  0.028  0.372  CAV XN0 32 N N N 
XN0 OBB O10 O 0 1 N N N 28.510 59.503 11.378 5.160  0.931  0.629  OBB XN0 33 N N N 
XN0 CAU C24 C 0 1 Y N N 27.321 57.930 10.183 2.940  0.296  0.271  CAU XN0 34 N N N 
XN0 CBA C25 C 0 1 Y N N 26.147 58.679 10.218 2.445  1.577  0.468  CBA XN0 35 N N N 
XN0 CAZ C26 C 0 1 Y N N 24.961 58.255 9.628  1.079  1.835  0.373  CAZ XN0 36 N N N 
XN0 CBG C27 C 0 1 N N R 23.769 59.047 9.690  0.623  3.252  0.608  CBG XN0 37 N N N 
XN0 CBH C28 C 0 1 N N N 24.012 60.441 9.790  1.570  4.199  -0.082 CBH XN0 38 N N N 
XN0 OBJ O11 O 0 1 N N N 23.528 61.122 10.719 2.033  3.913  -1.160 OBJ XN0 39 N N N 
XN0 OBI O12 O 0 1 N N N 24.746 60.970 8.772  1.900  5.362  0.502  OBI XN0 40 N N N 
XN0 CBK C29 C 0 1 N N N 25.122 62.330 8.950  2.817  6.226  -0.219 CBK XN0 41 N N N 
XN0 H1  H1  H 0 1 N N N 24.060 50.307 7.924  -2.462 -2.942 2.580  H1  XN0 42 N N N 
XN0 H2  H2  H 0 1 N N N 24.884 51.869 8.255  -1.255 -3.682 1.501  H2  XN0 43 N N N 
XN0 H3  H3  H 0 1 N N N 24.259 50.877 9.615  -1.326 -1.912 1.676  H3  XN0 44 N N N 
XN0 H4  H4  H 0 1 N N N 23.852 52.927 9.975  -3.944 -1.428 1.696  H4  XN0 45 N N N 
XN0 H5  H5  H 0 1 N N N 20.983 53.891 11.947 -5.909 -2.936 1.753  H5  XN0 46 N N N 
XN0 H6  H6  H 0 1 N N N 22.759 53.622 11.938 -6.655 -3.496 0.237  H6  XN0 47 N N N 
XN0 H7  H7  H 0 1 N N N 22.043 54.928 10.933 -5.037 -4.076 0.700  H7  XN0 48 N N N 
XN0 H8  H8  H 0 1 N N N 20.824 51.622 11.316 -5.627 -2.680 -1.874 H8  XN0 49 N N N 
XN0 H9  H9  H 0 1 N N N 20.363 52.305 8.735  -6.951 -1.093 -0.521 H9  XN0 50 N N N 
XN0 H10 H10 H 0 1 N N N 19.274 52.579 10.814 -6.925 0.243  1.459  H10 XN0 51 N N N 
XN0 H11 H11 H 0 1 N N N 20.750 55.276 9.240  -6.004 1.217  -0.618 H11 XN0 52 N N N 
XN0 H12 H12 H 0 1 N N N 18.508 54.648 8.381  -5.997 -0.370 -2.604 H12 XN0 53 N N N 
XN0 H13 H13 H 0 1 N N N 19.464 55.420 7.071  -4.756 0.905  -2.670 H13 XN0 54 N N N 
XN0 H14 H14 H 0 1 N N N 19.256 53.636 7.100  -4.305 -0.752 -2.205 H14 XN0 55 N N N 
XN0 H15 H15 H 0 1 N N N 23.774 53.930 7.670  -2.952 -0.693 -1.097 H15 XN0 56 N N N 
XN0 H16 H16 H 0 1 N N N 24.022 56.079 7.364  -1.557 1.054  -1.097 H16 XN0 57 N N N 
XN0 H17 H17 H 0 1 N N N 21.908 57.069 9.162  -2.730 2.572  0.374  H17 XN0 58 N N N 
XN0 H18 H18 H 0 1 N N N 22.034 57.095 7.370  -1.565 2.280  1.691  H18 XN0 59 N N N 
XN0 H19 H19 H 0 1 N N N 21.023 59.462 9.124  -1.324 4.874  1.593  H19 XN0 60 N N N 
XN0 H20 H20 H 0 1 N N N 21.974 60.740 8.293  -0.673 5.612  0.110  H20 XN0 61 N N N 
XN0 H21 H21 H 0 1 N N N 21.151 59.464 7.332  -2.330 4.963  0.127  H21 XN0 62 N N N 
XN0 H22 H22 H 0 1 N N N 24.577 58.606 7.218  -1.629 3.504  -1.782 H22 XN0 63 N N N 
XN0 H23 H23 H 0 1 N N N 27.018 54.703 8.372  -0.400 -1.562 -1.347 H23 XN0 64 N N N 
XN0 H24 H24 H 0 1 N N N 29.809 54.416 8.936  3.490  -4.822 -1.575 H24 XN0 65 N N N 
XN0 H25 H25 H 0 1 N N N 32.863 55.494 10.395 6.247  -4.921 -0.398 H25 XN0 66 N N N 
XN0 H26 H26 H 0 1 N N N 32.886 57.635 11.632 7.795  -3.092 0.123  H26 XN0 67 N N N 
XN0 H27 H27 H 0 1 N N N 30.892 59.058 11.734 6.952  -0.807 0.480  H27 XN0 68 N N N 
XN0 H28 H28 H 0 1 N N N 26.158 59.632 10.726 3.126  2.384  0.696  H28 XN0 69 N N N 
XN0 H29 H29 H 0 1 N N N 23.148 58.715 10.535 0.625  3.458  1.678  H29 XN0 70 N N N 
XN0 H30 H30 H 0 1 N N N 25.708 62.666 8.082  3.759  5.701  -0.380 H30 XN0 71 N N N 
XN0 H31 H31 H 0 1 N N N 24.219 62.951 9.045  2.382  6.494  -1.182 H31 XN0 72 N N N 
XN0 H32 H32 H 0 1 N N N 25.730 62.426 9.862  2.999  7.129  0.362  H32 XN0 73 N N N 
# 
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 
XN0 OBL CBF SING N N 1  
XN0 CAL CAA SING N N 2  
XN0 OAF CAE SING N N 3  
XN0 OAF CAA SING N N 4  
XN0 CBM CBF SING N N 5  
XN0 CBE CBF SING N N 6  
XN0 CBE CBD SING N N 7  
XN0 OBN CAX SING N N 8  
XN0 CBF CBG SING N N 9  
XN0 CBD CAY SING N N 10 
XN0 CBD OAH SING N N 11 
XN0 CAE OAH SING N N 12 
XN0 CAE CAD SING N N 13 
XN0 OBO CBP SING N N 14 
XN0 OBO CAD SING N N 15 
XN0 CAA CAB SING N N 16 
XN0 OBI CBK SING N N 17 
XN0 OBI CBH SING N N 18 
XN0 OBC CAS DOUB N N 19 
XN0 CAX CAY DOUB Y N 20 
XN0 CAX CAT SING Y N 21 
XN0 CAY CAZ SING Y N 22 
XN0 OAW CAO SING N N 23 
XN0 CAD CAC SING N N 24 
XN0 CAB CAC SING N N 25 
XN0 CAB OAG SING N N 26 
XN0 CAS CAT SING N N 27 
XN0 CAS CAP SING N N 28 
XN0 CAT CAU DOUB Y N 29 
XN0 CAZ CBG SING N N 30 
XN0 CAZ CBA DOUB Y N 31 
XN0 CBG CBH SING N N 32 
XN0 CBH OBJ DOUB N N 33 
XN0 CAO CAP SING Y N 34 
XN0 CAO CAN DOUB Y N 35 
XN0 CAP CAQ DOUB Y N 36 
XN0 CAC OAJ SING N N 37 
XN0 CAC CAK SING N N 38 
XN0 CAU CBA SING Y N 39 
XN0 CAU CAV SING N N 40 
XN0 CAN CAM SING Y N 41 
XN0 CAQ CAV SING N N 42 
XN0 CAQ CAR SING Y N 43 
XN0 CAV OBB DOUB N N 44 
XN0 CAM CAR DOUB Y N 45 
XN0 CBP H1  SING N N 46 
XN0 CBP H2  SING N N 47 
XN0 CBP H3  SING N N 48 
XN0 CAD H4  SING N N 49 
XN0 CAK H5  SING N N 50 
XN0 CAK H6  SING N N 51 
XN0 CAK H7  SING N N 52 
XN0 OAJ H8  SING N N 53 
XN0 CAB H9  SING N N 54 
XN0 OAG H10 SING N N 55 
XN0 CAA H11 SING N N 56 
XN0 CAL H12 SING N N 57 
XN0 CAL H13 SING N N 58 
XN0 CAL H14 SING N N 59 
XN0 CAE H15 SING N N 60 
XN0 CBD H16 SING N N 61 
XN0 CBE H17 SING N N 62 
XN0 CBE H18 SING N N 63 
XN0 CBM H19 SING N N 64 
XN0 CBM H20 SING N N 65 
XN0 CBM H21 SING N N 66 
XN0 OBL H22 SING N N 67 
XN0 OBN H23 SING N N 68 
XN0 OAW H24 SING N N 69 
XN0 CAN H25 SING N N 70 
XN0 CAM H26 SING N N 71 
XN0 CAR H27 SING N N 72 
XN0 CBA H28 SING N N 73 
XN0 CBG H29 SING N N 74 
XN0 CBK H30 SING N N 75 
XN0 CBK H31 SING N N 76 
XN0 CBK H32 SING N N 77 
# 
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 
XN0 InChI            InChI                1.06  "InChI=1S/C29H32O12/c1-11-24(34)29(3,37)25(38-4)27(40-11)41-16-10-28(2,36)20(26(35)39-5)13-9-14-19(23(33)18(13)16)22(32)17-12(21(14)31)7-6-8-15(17)30/h6-9,11,16,20,24-25,27,30,33-34,36-37H,10H2,1-5H3/t11-,16-,20-,24-,25-,27-,28-,29+/m0/s1" 
XN0 InChIKey         InChI                1.06  XDICDWFRDRDUMQ-GUXZDVRLSA-N                                                                                                                                                                                                                     
XN0 SMILES_CANONICAL CACTVS               3.385 "CO[C@H]1[C@@H](O[C@@H](C)[C@H](O)[C@@]1(C)O)O[C@H]2C[C@](C)(O)[C@H](C(=O)OC)c3cc4C(=O)c5cccc(O)c5C(=O)c4c(O)c23"                                                                                                                               
XN0 SMILES           CACTVS               3.385 "CO[CH]1[CH](O[CH](C)[CH](O)[C]1(C)O)O[CH]2C[C](C)(O)[CH](C(=O)OC)c3cc4C(=O)c5cccc(O)c5C(=O)c4c(O)c23"                                                                                                                                          
XN0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1[C@@H]([C@@]([C@H]([C@@H](O1)O[C@H]2C[C@]([C@@H](c3c2c(c4c(c3)C(=O)c5cccc(c5C4=O)O)O)C(=O)OC)(C)O)OC)(C)O)O"                                                                                                                            
XN0 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(C(C(C(O1)OC2CC(C(c3c2c(c4c(c3)C(=O)c5cccc(c5C4=O)O)O)C(=O)OC)(C)O)OC)(C)O)O"                                                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           XN0 
_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        "methyl (1~{R},2~{S},4~{S})-4-[(2~{R},3~{R},4~{R},5~{S},6~{S})-3-methoxy-4,6-dimethyl-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-methyl-2,5,7-tris(oxidanyl)-6,11-bis(oxidanylidene)-3,4-dihydro-1~{H}-tetracene-1-carboxylate" 
# 
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 XN0 "methyl (1R,2S,4S)-4-[(2R,3R,4R,5S,6S)-3-methoxy-4,6-dimethyl-4,5-bis(oxidanyl)oxan-2-yl]oxy-2-methyl-2,5,7-tris(oxidanyl)-6,11-bis(oxidanylidene)-3,4-dihydro-1H-tetracene-1-carboxylate" PDB     ? 
2 XN0 "methyl 4-(4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl)oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate"                                                  PUBCHEM ? 
3 XN0 "methyl (1R,2S,4S)-4-[(2R,3R,4R,5S,6S)-4,5-dihydroxy-3-methoxy-4,6-dimethyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate"                      PUBCHEM ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XN0 "Create component" 2023-11-06 PDBE 
XN0 "Modify name"      2023-11-06 PDBE 
XN0 "Initial release"  2024-08-07 RCSB 
# 
