data_A1L9B
# 
_chem_comp.id                                    A1L9B 
_chem_comp.name                                  "methyl (4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-bis(oxidanylidene)-1,3,4,5,6,7,8,8a,14a,14b-decahydropicene-4a-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H43 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         CDDO-Me 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-28 
_chem_comp.pdbx_modified_date                    2025-10-17 
_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                        505.688 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L9B 
_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        9UJJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1L9B C18  C1  C 0 1 N N N N N N -57.920 26.921 -17.646 0.790  1.110  -1.028 C18  A1L9B 1  
A1L9B C16  C2  C 0 1 N N N N N N -59.393 26.852 -17.804 -0.647 1.418  -0.932 C16  A1L9B 2  
A1L9B C15  C3  C 0 1 N N N N N N -62.379 26.686 -16.807 -3.146 1.891  0.538  C15  A1L9B 3  
A1L9B C19  C4  C 0 1 N N N N N N -57.305 26.270 -16.636 1.303  0.004  -0.481 C19  A1L9B 4  
A1L9B C20  C5  C 0 1 N N S N N N -57.967 25.009 -16.089 0.446  -1.010 0.229  C20  A1L9B 5  
A1L9B C21  C6  C 0 1 N N N N N N -57.662 23.851 -17.034 0.163  -2.154 -0.752 C21  A1L9B 6  
A1L9B C22  C7  C 0 1 N N N N N N -57.520 24.666 -14.665 1.140  -1.616 1.443  C22  A1L9B 7  
A1L9B C23  C8  C 0 1 N N N N N N -56.034 24.895 -14.443 2.579  -2.034 1.092  C23  A1L9B 8  
A1L9B C24  C9  C 0 1 N N R N N N -55.694 26.351 -14.695 3.327  -0.755 0.719  C24  A1L9B 9  
A1L9B C34  C10 C 0 1 N N N N N N -54.945 26.183 -17.182 3.051  -1.194 -1.751 C34  A1L9B 10 
A1L9B C27  C11 C 0 1 N N N N N N -54.508 27.015 -12.622 5.218  -0.960 2.319  C27  A1L9B 11 
A1L9B C33  C12 C 0 1 N N S N N N -55.935 26.768 -16.161 2.801  -0.215 -0.599 C33  A1L9B 12 
A1L9B C31  C13 C 0 1 N N N N N N -54.577 28.778 -15.537 4.782  1.281  -0.581 C31  A1L9B 13 
A1L9B C38  C14 C 0 1 N N N N N N -60.394 21.166 -18.078 -4.333 -3.809 -1.620 C38  A1L9B 14 
A1L9B C37  C15 C 0 1 N N N N N N -61.818 23.214 -18.076 -3.770 -1.622 -0.859 C37  A1L9B 15 
A1L9B C35  C16 C 0 1 N N N N N N -54.267 29.971 -15.760 5.424  2.501  -0.980 C35  A1L9B 16 
A1L9B C32  C17 C 0 1 N N N N N N -55.838 28.283 -16.183 3.511  1.056  -0.964 C32  A1L9B 17 
A1L9B C29  C18 C 0 1 N N N N N N -53.843 28.039 -14.700 5.524  0.307  0.229  C29  A1L9B 18 
A1L9B C28  C19 C 0 1 N N N N N N -53.241 25.650 -14.261 5.348  -2.183 0.163  C28  A1L9B 19 
A1L9B C26  C20 C 0 1 N N N N N N -54.319 26.732 -14.102 4.831  -0.901 0.820  C26  A1L9B 20 
A1L9B C1   C21 C 0 1 N N N N N N -64.691 27.587 -16.451 -4.709 3.479  1.649  C1   A1L9B 21 
A1L9B C10  C22 C 0 1 N N N N N N -59.753 26.168 -14.873 -0.587 0.664  1.694  C10  A1L9B 22 
A1L9B C11  C23 C 0 1 N N R N N N -60.061 25.574 -17.365 -1.547 0.254  -0.564 C11  A1L9B 23 
A1L9B C13  C24 C 0 1 N N S N N N -61.613 25.551 -17.486 -2.989 0.686  -0.373 C13  A1L9B 24 
A1L9B C2   C25 C 0 1 N N N N N N -63.783 26.793 -17.385 -4.616 2.309  0.657  C2   A1L9B 25 
A1L9B C3   C26 C 0 1 N N N N N N -63.612 27.525 -18.710 -5.159 2.764  -0.694 C3   A1L9B 26 
A1L9B C4   C27 C 0 1 N N N N N N -64.394 25.407 -17.603 -5.431 1.139  1.202  C4   A1L9B 27 
A1L9B C5   C28 C 0 1 N N N N N N -63.712 24.289 -16.811 -5.280 -0.091 0.318  C5   A1L9B 28 
A1L9B C6   C29 C 0 1 N N S N N N -62.192 24.217 -17.002 -3.817 -0.492 0.147  C6   A1L9B 29 
A1L9B C7   C30 C 0 1 N N N N N N -61.598 23.788 -15.656 -3.232 -0.965 1.475  C7   A1L9B 30 
A1L9B C8   C31 C 0 1 N N N N N N -60.067 23.806 -15.633 -1.798 -1.460 1.288  C8   A1L9B 31 
A1L9B C9   C32 C 0 1 N N R N N N -59.478 25.167 -16.000 -0.907 -0.415 0.643  C9   A1L9B 32 
A1L9B N40  N1  N 0 1 N N N N N N -53.867 31.010 -16.083 5.932  3.467  -1.295 N40  A1L9B 33 
A1L9B O17  O1  O 0 1 N N N N N N -60.030 27.780 -18.287 -1.067 2.531  -1.155 O17  A1L9B 34 
A1L9B O30  O2  O 0 1 N N N N N N -52.626 28.468 -14.372 6.717  0.474  0.430  O30  A1L9B 35 
A1L9B O36  O3  O 0 1 N N N N N N -61.643 21.795 -17.781 -4.423 -2.768 -0.611 O36  A1L9B 36 
A1L9B O38  O4  O 0 1 N N N N N N -61.645 23.594 -19.226 -3.144 -1.492 -1.884 O38  A1L9B 37 
A1L9B H18  H1  H 0 1 N N N N N N -57.334 27.498 -18.346 1.414  1.800  -1.570 H18  A1L9B 38 
A1L9B H152 H2  H 0 0 N N N N N N -62.445 26.485 -15.728 -2.816 1.653  1.553  H152 A1L9B 39 
A1L9B H151 H3  H 0 0 N N N N N N -61.845 27.634 -16.971 -2.571 2.737  0.167  H151 A1L9B 40 
A1L9B H213 H4  H 0 0 N N N N N N -58.133 22.933 -16.653 1.095  -2.663 -0.996 H213 A1L9B 41 
A1L9B H212 H5  H 0 0 N N N N N N -58.059 24.079 -18.034 -0.528 -2.862 -0.295 H212 A1L9B 42 
A1L9B H211 H6  H 0 0 N N N N N N -56.573 23.706 -17.097 -0.280 -1.751 -1.662 H211 A1L9B 43 
A1L9B H221 H7  H 0 0 N N N N N N -58.082 25.295 -13.959 1.198  -0.920 2.275  H221 A1L9B 44 
A1L9B H222 H8  H 0 0 N N N N N N -57.745 23.607 -14.471 0.594  -2.507 1.767  H222 A1L9B 45 
A1L9B H231 H9  H 0 0 N N N N N N -55.460 24.261 -15.135 3.029  -2.483 1.981  H231 A1L9B 46 
A1L9B H232 H10 H 0 0 N N N N N N -55.775 24.634 -13.406 2.580  -2.755 0.289  H232 A1L9B 47 
A1L9B H24  H11 H 0 1 N N N N N N -56.427 26.926 -14.110 3.034  -0.005 1.497  H24  A1L9B 48 
A1L9B H341 H12 H 0 0 N N N N N N -55.203 26.540 -18.190 2.691  -2.184 -1.472 H341 A1L9B 49 
A1L9B H343 H13 H 0 0 N N N N N N -53.924 26.506 -16.929 2.520  -0.851 -2.640 H343 A1L9B 50 
A1L9B H342 H14 H 0 0 N N N N N N -54.999 25.085 -17.157 4.120  -1.242 -1.962 H342 A1L9B 51 
A1L9B H271 H15 H 0 0 N N N N N N -54.856 26.103 -12.115 4.890  -0.047 2.816  H271 A1L9B 52 
A1L9B H272 H16 H 0 0 N N N N N N -53.550 27.334 -12.185 4.738  -1.820 2.785  H272 A1L9B 53 
A1L9B H273 H17 H 0 0 N N N N N N -55.254 27.813 -12.494 6.300  -1.054 2.411  H273 A1L9B 54 
A1L9B H382 H18 H 0 0 N N N N N N -60.440 20.105 -17.793 -4.739 -3.438 -2.561 H382 A1L9B 55 
A1L9B H381 H19 H 0 0 N N N N N N -60.190 21.247 -19.156 -3.290 -4.090 -1.760 H381 A1L9B 56 
A1L9B H383 H20 H 0 0 N N N N N N -59.590 21.662 -17.514 -4.904 -4.679 -1.296 H383 A1L9B 57 
A1L9B H321 H21 H 0 0 N N N N N N -56.589 28.929 -16.613 3.024  1.802  -1.566 H321 A1L9B 58 
A1L9B H281 H23 H 0 0 N N N N N N -53.600 24.707 -13.823 4.805  -3.040 0.561  H281 A1L9B 59 
A1L9B H283 H24 H 0 0 N N N N N N -53.027 25.500 -15.330 5.197  -2.125 -0.915 H283 A1L9B 60 
A1L9B H282 H25 H 0 0 N N N N N N -52.323 25.968 -13.745 6.411  -2.296 0.376  H282 A1L9B 61 
A1L9B H130 H26 H 0 0 N N N N N N -64.263 28.587 -16.285 -4.113 4.314  1.283  H130 A1L9B 62 
A1L9B H120 H27 H 0 0 N N N N N N -65.688 27.686 -16.905 -5.749 3.790  1.747  H120 A1L9B 63 
A1L9B H110 H28 H 0 0 N N N N N N -64.777 27.061 -15.489 -4.332 3.162  2.621  H110 A1L9B 64 
A1L9B H102 H29 H 0 0 N N N N N N -59.304 25.801 -13.938 -0.071 1.496  1.215  H102 A1L9B 65 
A1L9B H101 H30 H 0 0 N N N N N N -59.314 27.142 -15.133 -1.514 1.021  2.142  H101 A1L9B 66 
A1L9B H103 H31 H 0 0 N N N N N N -60.839 26.280 -14.739 0.051  0.239  2.469  H103 A1L9B 67 
A1L9B H11  H32 H 0 1 N N N N N N -59.710 24.804 -18.068 -1.519 -0.438 -1.428 H11  A1L9B 68 
A1L9B H13  H33 H 0 1 N N N N N N -61.839 25.619 -18.560 -3.385 0.947  -1.373 H13  A1L9B 69 
A1L9B H33  H34 H 0 1 N N N N N N -63.172 28.517 -18.528 -5.082 1.946  -1.410 H33  A1L9B 70 
A1L9B H31  H35 H 0 1 N N N N N N -62.947 26.944 -19.366 -6.203 3.056  -0.586 H31  A1L9B 71 
A1L9B H32  H36 H 0 1 N N N N N N -64.593 27.643 -19.193 -4.578 3.615  -1.051 H32  A1L9B 72 
A1L9B H42  H37 H 0 1 N N N N N N -64.324 25.164 -18.673 -5.093 0.905  2.216  H42  A1L9B 73 
A1L9B H41  H38 H 0 1 N N N N N N -65.452 25.446 -17.304 -6.485 1.427  1.249  H41  A1L9B 74 
A1L9B H51  H39 H 0 1 N N N N N N -64.145 23.329 -17.128 -5.821 -0.929 0.779  H51  A1L9B 75 
A1L9B H52  H40 H 0 1 N N N N N N -63.918 24.449 -15.742 -5.726 0.090  -0.662 H52  A1L9B 76 
A1L9B H72  H41 H 0 1 N N N N N N -61.938 22.765 -15.435 -3.254 -0.152 2.200  H72  A1L9B 77 
A1L9B H71  H42 H 0 1 N N N N N N -61.966 24.473 -14.878 -3.844 -1.788 1.860  H71  A1L9B 78 
A1L9B H81  H43 H 0 1 N N N N N N -59.697 23.059 -16.351 -1.394 -1.690 2.291  H81  A1L9B 79 
A1L9B H82  H44 H 0 1 N N N N N N -59.729 23.540 -14.621 -1.811 -2.397 0.738  H82  A1L9B 80 
# 
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 
A1L9B N40 C35  TRIP N N 1  
A1L9B C35 C31  SING N N 2  
A1L9B C31 C29  SING N N 3  
A1L9B C31 C32  DOUB N N 4  
A1L9B O30 C29  DOUB N N 5  
A1L9B C29 C26  SING N N 6  
A1L9B C27 C26  SING N N 7  
A1L9B C28 C26  SING N N 8  
A1L9B C26 C24  SING N N 9  
A1L9B C24 C33  SING N N 10 
A1L9B C24 C23  SING N N 11 
A1L9B C32 C33  SING N N 12 
A1L9B C34 C33  SING N N 13 
A1L9B C33 C19  SING N N 14 
A1L9B C19 C18  DOUB N N 15 
A1L9B C19 C20  SING N N 16 
A1L9B C18 C16  SING N N 17 
A1L9B O17 C16  DOUB N N 18 
A1L9B C16 C11  SING N N 19 
A1L9B C11 C9   SING N N 20 
A1L9B C11 C13  SING N N 21 
A1L9B C10 C9   SING N N 22 
A1L9B C20 C9   SING N N 23 
A1L9B C9  C8   SING N N 24 
A1L9B C21 C20  SING N N 25 
A1L9B C22 C20  SING N N 26 
A1L9B C23 C22  SING N N 27 
A1L9B C8  C7   SING N N 28 
A1L9B C7  C6   SING N N 29 
A1L9B C6  C13  SING N N 30 
A1L9B C5  C6   SING N N 31 
A1L9B C6  C37  SING N N 32 
A1L9B C13 C15  SING N N 33 
A1L9B C4  C5   SING N N 34 
A1L9B C2  C4   SING N N 35 
A1L9B C3  C2   SING N N 36 
A1L9B C1  C2   SING N N 37 
A1L9B C15 C2   SING N N 38 
A1L9B C37 O38  DOUB N N 39 
A1L9B O36 C37  SING N N 40 
A1L9B C38 O36  SING N N 41 
A1L9B C18 H18  SING N N 42 
A1L9B C15 H152 SING N N 43 
A1L9B C15 H151 SING N N 44 
A1L9B C21 H213 SING N N 45 
A1L9B C21 H212 SING N N 46 
A1L9B C21 H211 SING N N 47 
A1L9B C22 H221 SING N N 48 
A1L9B C22 H222 SING N N 49 
A1L9B C23 H231 SING N N 50 
A1L9B C23 H232 SING N N 51 
A1L9B C24 H24  SING N N 52 
A1L9B C34 H341 SING N N 53 
A1L9B C34 H343 SING N N 54 
A1L9B C34 H342 SING N N 55 
A1L9B C27 H271 SING N N 56 
A1L9B C27 H272 SING N N 57 
A1L9B C27 H273 SING N N 58 
A1L9B C38 H382 SING N N 59 
A1L9B C38 H381 SING N N 60 
A1L9B C38 H383 SING N N 61 
A1L9B C32 H321 SING N N 62 
A1L9B C28 H281 SING N N 63 
A1L9B C28 H283 SING N N 64 
A1L9B C28 H282 SING N N 65 
A1L9B C1  H130 SING N N 66 
A1L9B C1  H120 SING N N 67 
A1L9B C1  H110 SING N N 68 
A1L9B C10 H102 SING N N 69 
A1L9B C10 H101 SING N N 70 
A1L9B C10 H103 SING N N 71 
A1L9B C11 H11  SING N N 72 
A1L9B C13 H13  SING N N 73 
A1L9B C3  H33  SING N N 74 
A1L9B C3  H31  SING N N 75 
A1L9B C3  H32  SING N N 76 
A1L9B C4  H42  SING N N 77 
A1L9B C4  H41  SING N N 78 
A1L9B C5  H51  SING N N 79 
A1L9B C5  H52  SING N N 80 
A1L9B C7  H72  SING N N 81 
A1L9B C7  H71  SING N N 82 
A1L9B C8  H81  SING N N 83 
A1L9B C8  H82  SING N N 84 
# 
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 
A1L9B InChI            InChI                1.06  "InChI=1S/C32H43NO4/c1-27(2)11-13-32(26(36)37-8)14-12-31(7)24(20(32)17-27)21(34)15-23-29(5)16-19(18-33)25(35)28(3,4)22(29)9-10-30(23,31)6/h15-16,20,22,24H,9-14,17H2,1-8H3/t20?,22?,24?,29-,30+,31+,32-/m0/s1" 
A1L9B InChIKey         InChI                1.06  WPTTVJLTNAWYAO-UFHYVYMVSA-N                                                                                                                                                                                    
A1L9B SMILES_CANONICAL CACTVS               3.385 "COC(=O)[C@]12CCC(C)(C)C[C@H]1[C@H]3C(=O)C=C4[C@@](C)(CC[C@H]5C(C)(C)C(=O)C(=C[C@]45C)C#N)[C@]3(C)CC2"                                                                                                         
A1L9B SMILES           CACTVS               3.385 "COC(=O)[C]12CCC(C)(C)C[CH]1[CH]3C(=O)C=C4[C](C)(CC[CH]5C(C)(C)C(=O)C(=C[C]45C)C#N)[C]3(C)CC2"                                                                                                                 
A1L9B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]12CC[C@]3(CCC(C[C@H]3[C@H]1C(=O)C=C4[C@]2(CC[C@@H]5[C@@]4(C=C(C(=O)C5(C)C)C#N)C)C)(C)C)C(=O)OC"                                                                                                         
A1L9B SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CCC2(CCC3(C(C2C1)C(=O)C=C4C3(CCC5C4(C=C(C(=O)C5(C)C)C#N)C)C)C)C(=O)OC)C"                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1L9B 
_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 (4~{a}~{S},6~{a}~{R},6~{b}~{S},8~{a}~{R},12~{a}~{S},14~{a}~{R},14~{b}~{S})-11-cyano-2,2,6~{a},6~{b},9,9,12~{a}-heptamethyl-10,14-bis(oxidanylidene)-1,3,4,5,6,7,8,8~{a},14~{a},14~{b}-decahydropicene-4~{a}-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1L9B "Create component" 2025-04-28 PDBJ 
A1L9B "Modify PCM"       2025-06-18 PDBJ 
A1L9B "Initial release"  2025-10-22 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1L9B 
_pdbx_chem_comp_synonyms.name         CDDO-Me 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1L9B 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C32 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
