data_D77
# 
_chem_comp.id                                    D77 
_chem_comp.name                                  "methyl (2R,3R)-2,3-dihydroxy-3-[(1aS,11S,11aR,14Z,18R)-3,7,8,18-tetrahydroxy-4,9-dioxo-4,9,10,11-tetrahydro-11aH-11,1a-hept[3]ene[1,5]diynonaphtho[2,3-h]oxireno[c]quinolin-11a-yl]butanoate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H21 N O11" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-10-20 
_chem_comp.pdbx_modified_date                    2018-06-29 
_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                        559.477 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D77 
_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        6BBX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
D77 CAA C1  C 0 1 N N N -5.393  -9.335  5.745  7.741  -0.838 0.995  CAA D77 1  
D77 OAV O1  O 0 1 N N N -6.575  -8.513  5.563  6.372  -0.463 1.300  OAV D77 2  
D77 CAX C2  C 0 1 N N N -7.089  -7.976  6.732  5.429  -1.402 1.120  CAX D77 3  
D77 OAC O2  O 0 1 N N N -6.358  -7.748  7.705  5.738  -2.499 0.721  OAC D77 4  
D77 CBK C3  C 0 1 N N R -8.668  -7.693  6.848  3.986  -1.086 1.416  CBK D77 5  
D77 OAJ O3  O 0 1 N N N -9.457  -8.861  6.650  3.198  -2.268 1.261  OAJ D77 6  
D77 CBM C4  C 0 1 N N R -9.313  -6.499  5.983  3.490  -0.011 0.447  CBM D77 7  
D77 CAB C5  C 0 1 N N N -8.285  -5.824  5.277  4.229  1.301  0.719  CAB D77 8  
D77 OAK O4  O 0 1 N N N -10.264 -7.054  4.893  3.740  -0.429 -0.896 OAK D77 9  
D77 CBO C6  C 0 1 N N S -10.045 -5.548  6.965  1.962  0.203  0.648  CBO D77 10 
D77 OAW O5  O 0 1 N N N -10.516 -6.035  8.148  1.708  1.140  1.691  OAW D77 11 
D77 CBN C7  C 0 1 N N S -9.658  -4.964  8.344  1.351  1.565  0.370  CBN D77 12 
D77 CBB C8  C 0 1 Y N N -10.268 -3.761  8.826  -0.153 1.609  0.229  CBB D77 13 
D77 CAT C9  C 0 1 Y N N -9.702  -3.118  9.935  -0.833 2.796  0.317  CAT D77 14 
D77 CAZ C10 C 0 1 Y N N -10.188 -1.936  10.456 -2.228 2.811  0.301  CAZ D77 15 
D77 OAG O6  O 0 1 N N N -9.585  -1.388  11.546 -2.898 3.988  0.376  OAG D77 16 
D77 CBH C11 C 0 1 Y N N -11.302 -1.302  9.876  -2.931 1.608  0.208  CBH D77 17 
D77 CBD C12 C 0 1 N N N -11.788 -0.080  10.402 -4.403 1.600  0.272  CBD D77 18 
D77 OAD O7  O 0 1 N N N -11.268 0.452   11.390 -5.016 2.647  0.367  OAD D77 19 
D77 CBF C13 C 0 1 Y N N -12.883 0.534   9.790  -5.131 0.318  0.220  CBF D77 20 
D77 CAS C14 C 0 1 Y N N -13.372 1.748   10.301 -6.515 0.292  0.380  CAS D77 21 
D77 CAR C15 C 0 1 Y N N -14.469 2.374   9.714  -7.197 -0.908 0.318  CAR D77 22 
D77 CAY C16 C 0 1 Y N N -15.072 1.795   8.601  -6.517 -2.094 0.090  CAY D77 23 
D77 OAF O8  O 0 1 N N N -16.135 2.372   7.994  -7.202 -3.264 0.024  OAF D77 24 
D77 CBA C17 C 0 1 Y N N -14.590 0.587   8.086  -5.128 -2.089 -0.073 CBA D77 25 
D77 OAH O9  O 0 1 N N N -15.203 0.026   6.998  -4.465 -3.250 -0.304 OAH D77 26 
D77 CBG C18 C 0 1 Y N N -13.495 -0.067  8.670  -4.429 -0.884 0.003  CBG D77 27 
D77 CBE C19 C 0 1 N N N -13.022 -1.284  8.143  -2.961 -0.865 -0.132 CBE D77 28 
D77 OAE O10 O 0 1 N N N -13.600 -1.780  7.169  -2.358 -1.892 -0.378 OAE D77 29 
D77 CBI C20 C 0 1 Y N N -11.909 -1.924  8.734  -2.226 0.400  0.032  CBI D77 30 
D77 CBC C21 C 0 1 Y N N -11.392 -3.158  8.215  -0.824 0.404  0.021  CBC D77 31 
D77 NAU N1  N 0 1 N N N -11.953 -3.812  7.069  -0.122 -0.734 -0.250 NAU D77 32 
D77 CBL C22 C 0 1 N N S -11.069 -4.539  6.118  1.136  -1.033 0.373  CBL D77 33 
D77 CAO C23 C 0 1 N N N -10.200 -3.554  5.527  1.919  -1.818 -0.650 CAO D77 34 
D77 CAM C24 C 0 1 N N N -9.369  -2.709  5.074  2.521  -1.784 -1.700 CAM D77 35 
D77 CAQ C25 C 0 1 N N N -8.285  -1.696  4.630  3.554  -1.350 -2.602 CAQ D77 36 
D77 CAP C26 C 0 1 N N N -7.126  -1.810  5.463  3.724  -0.055 -2.922 CAP D77 37 
D77 CAL C27 C 0 1 N N N -7.328  -2.882  6.528  2.871  0.974  -2.394 CAL D77 38 
D77 CAN C28 C 0 1 N N N -7.645  -3.804  7.352  2.552  1.915  -1.719 CAN D77 39 
D77 CBJ C29 C 0 1 N N R -8.094  -4.923  8.257  2.162  2.569  -0.439 CBJ D77 40 
D77 OAI O11 O 0 1 N N N -7.264  -4.735  9.527  1.369  3.726  -0.709 OAI D77 41 
D77 H1  H1  H 0 1 N N N -5.057  -9.716  4.769  7.814  -1.128 -0.053 H1  D77 42 
D77 H2  H2  H 0 1 N N N -4.593  -8.731  6.198  8.401  0.010  1.184  H2  D77 43 
D77 H3  H3  H 0 1 N N N -5.633  -10.181 6.406  8.038  -1.676 1.626  H3  D77 44 
D77 H4  H4  H 0 1 N N N -8.818  -7.388  7.894  3.896  -0.722 2.440  H4  D77 45 
D77 H5  H5  H 0 1 N N N -9.092  -9.579  7.153  3.360  -2.742 0.434  H5  D77 46 
D77 H6  H6  H 0 1 N N N -7.565  -5.400  5.993  5.220  1.084  1.118  H6  D77 47 
D77 H7  H7  H 0 1 N N N -7.768  -6.534  4.615  4.327  1.862  -0.211 H7  D77 48 
D77 H8  H8  H 0 1 N N N -8.724  -5.015  4.675  3.667  1.892  1.442  H8  D77 49 
D77 H9  H9  H 0 1 N N N -10.981 -7.521  5.306  3.989  -1.360 -0.979 H9  D77 50 
D77 H10 H10 H 0 1 N N N -8.842  -3.570  10.406 -0.287 3.724  0.398  H10 D77 51 
D77 H11 H11 H 0 1 N N N -10.028 -0.581  11.781 -3.082 4.391  -0.483 H11 D77 52 
D77 H12 H12 H 0 1 N N N -12.893 2.200   11.157 -7.055 1.211  0.554  H12 D77 53 
D77 H13 H13 H 0 1 N N N -14.848 3.301   10.119 -8.269 -0.922 0.449  H13 D77 54 
D77 H14 H14 H 0 1 N N N -16.356 3.180   8.442  -7.503 -3.494 -0.865 H14 D77 55 
D77 H15 H15 H 0 1 N N N -14.770 -0.790  6.776  -4.375 -3.471 -1.241 H15 D77 56 
D77 H16 H16 H 0 1 N N N -12.429 -3.109  6.540  -0.085 -0.909 -1.243 H16 D77 57 
D77 H17 H17 H 0 1 N N N -11.637 -5.119  5.375  1.023  -1.654 1.255  H17 D77 58 
D77 H18 H18 H 0 1 N N N -8.389  -1.002  3.809  4.212  -2.098 -3.028 H18 D77 59 
D77 H20 H20 H 0 1 N N N -6.230  -1.217  5.352  4.535  0.234  -3.582 H20 D77 60 
D77 H22 H22 H 0 1 N N N -7.776  -5.870  7.796  3.056  2.854  0.116  H22 D77 61 
D77 H23 H23 H 0 1 N N N -7.490  -5.410  10.156 1.819  4.396  -1.242 H23 D77 62 
# 
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 
D77 CAQ CAM SING N N 1  
D77 CAQ CAP DOUB N Z 2  
D77 OAK CBM SING N N 3  
D77 CAM CAO TRIP N N 4  
D77 CAB CBM SING N N 5  
D77 CAP CAL SING N N 6  
D77 CAO CBL SING N N 7  
D77 OAV CAA SING N N 8  
D77 OAV CAX SING N N 9  
D77 CBM CBK SING N N 10 
D77 CBM CBO SING N N 11 
D77 CBL CBO SING N N 12 
D77 CBL NAU SING N N 13 
D77 CAL CAN TRIP N N 14 
D77 OAJ CBK SING N N 15 
D77 CAX CBK SING N N 16 
D77 CAX OAC DOUB N N 17 
D77 CBO OAW SING N N 18 
D77 CBO CBN SING N N 19 
D77 OAH CBA SING N N 20 
D77 NAU CBC SING N N 21 
D77 OAE CBE DOUB N N 22 
D77 CAN CBJ SING N N 23 
D77 OAF CAY SING N N 24 
D77 CBA CAY DOUB Y N 25 
D77 CBA CBG SING Y N 26 
D77 CBE CBG SING N N 27 
D77 CBE CBI SING N N 28 
D77 OAW CBN SING N N 29 
D77 CBC CBI DOUB Y N 30 
D77 CBC CBB SING Y N 31 
D77 CBJ CBN SING N N 32 
D77 CBJ OAI SING N N 33 
D77 CBN CBB SING N N 34 
D77 CAY CAR SING Y N 35 
D77 CBG CBF DOUB Y N 36 
D77 CBI CBH SING Y N 37 
D77 CBB CAT DOUB Y N 38 
D77 CAR CAS DOUB Y N 39 
D77 CBF CAS SING Y N 40 
D77 CBF CBD SING N N 41 
D77 CBH CBD SING N N 42 
D77 CBH CAZ DOUB Y N 43 
D77 CAT CAZ SING Y N 44 
D77 CBD OAD DOUB N N 45 
D77 CAZ OAG SING N N 46 
D77 CAA H1  SING N N 47 
D77 CAA H2  SING N N 48 
D77 CAA H3  SING N N 49 
D77 CBK H4  SING N N 50 
D77 OAJ H5  SING N N 51 
D77 CAB H6  SING N N 52 
D77 CAB H7  SING N N 53 
D77 CAB H8  SING N N 54 
D77 OAK H9  SING N N 55 
D77 CAT H10 SING N N 56 
D77 OAG H11 SING N N 57 
D77 CAS H12 SING N N 58 
D77 CAR H13 SING N N 59 
D77 OAF H14 SING N N 60 
D77 OAH H15 SING N N 61 
D77 NAU H16 SING N N 62 
D77 CBL H17 SING N N 63 
D77 CAQ H18 SING N N 64 
D77 CAP H20 SING N N 65 
D77 CBJ H22 SING N N 66 
D77 OAI H23 SING N N 67 
# 
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 
D77 SMILES           ACDLabs              12.01 "COC(C(O)C(C15OC16c4cc(O)c3C(=O)c2ccc(O)c(c2C(c3c4NC5C#CC=CC#CC6O)=O)O)(C)O)=O" 
D77 InChI            InChI                1.03  
"InChI=1S/C29H21NO11/c1-27(39,25(37)26(38)40-2)29-16-7-5-3-4-6-8-17(33)28(29,41-29)13-11-15(32)19-20(21(13)30-16)24(36)18-12(22(19)34)9-10-14(31)23(18)35/h3-4,9-11,16-17,25,30-33,35,37,39H,1-2H3/b4-3-/t16-,17+,25-,27+,28-,29+/m0/s1" 
D77 InChIKey         InChI                1.03  KPDKPRCLDGTNFK-UUNAQHPASA-N 
D77 SMILES_CANONICAL CACTVS               3.385 "COC(=O)[C@H](O)[C@@](C)(O)[C@@]12O[C@@]13[C@H](O)C#C\C=C/C#C[C@@H]2Nc4c3cc(O)c5C(=O)c6ccc(O)c(O)c6C(=O)c45" 
D77 SMILES           CACTVS               3.385 "COC(=O)[CH](O)[C](C)(O)[C]12O[C]13[CH](O)C#CC=CC#C[CH]2Nc4c3cc(O)c5C(=O)c6ccc(O)c(O)c6C(=O)c45" 
D77 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@]([C@H](C(=O)OC)O)([C@]12[C@@H]3C#C/C=C\C#C[C@H]([C@@]1(O2)c4cc(c5c(c4N3)C(=O)c6c(ccc(c6O)O)C5=O)O)O)O" 
D77 SMILES           "OpenEye OEToolkits" 2.0.6 "CC(C(C(=O)OC)O)(C12C3C#CC=CC#CC(C1(O2)c4cc(c5c(c4N3)C(=O)c6c(ccc(c6O)O)C5=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 
D77 "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (2R,3R)-2,3-dihydroxy-3-[(1aS,11S,11aR,14Z,18R)-3,7,8,18-tetrahydroxy-4,9-dioxo-4,9,10,11-tetrahydro-11aH-11,1a-hept[3]ene[1,5]diynonaphtho[2,3-h]oxireno[c]quinolin-11a-yl]butanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
D77 "Create component" 2017-10-20 RCSB 
D77 "Initial release"  2018-07-04 RCSB 
# 
