data_6Q5
#

_chem_comp.id                                   6Q5
_chem_comp.name                                 "Ursolic acid "
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C30 H48 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(3beta,5beta,18alpha,20beta)-3-hydroxyurs-12-en-28-oic acid"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2016-05-20
_chem_comp.pdbx_modified_date                   2021-03-13
_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                       456.700
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    6Q5
_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       5K3M
_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
6Q5  O3   O1   O  0  1  N  N  N  -13.306  20.831  2.955   3.844   3.198  -0.462  O3   6Q5   1  
6Q5  C28  C1   C  0  1  N  N  N  -14.357  21.367  3.378   3.392   1.984  -0.815  C28  6Q5   2  
6Q5  O2   O2   O  0  1  N  N  N  -15.444  21.304  2.762   2.734   1.853  -1.820  O2   6Q5   3  
6Q5  C14  C2   C  0  1  N  N  S  -14.296  22.152  4.667   3.707   0.781   0.045  C14  6Q5   4  
6Q5  C15  C3   C  0  1  N  N  N  -12.830  22.262  5.068   3.140   0.989   1.445  C15  6Q5   5  
6Q5  C12  C4   C  0  1  N  N  N  -12.023  23.270  4.272   1.645   1.301   1.386  C12  6Q5   6  
6Q5  C4   C5   C  0  1  N  N  S  -12.617  24.638  4.507   0.860   0.218   0.662  C4   6Q5   7  
6Q5  C22  C6   C  0  1  N  N  N  -12.616  24.955  6.002   0.712  -0.958   1.640  C22  6Q5   8  
6Q5  C1   C7   C  0  1  N  N  R  -11.774  25.686  3.792  -0.554   0.710   0.314  C1   6Q5   9  
6Q5  C16  C8   C  0  1  N  N  N  -11.392  25.188  2.388  -0.387   1.988  -0.528  C16  6Q5  10  
6Q5  C23  C9   C  0  1  N  N  N  -14.994  21.347  5.764   5.227   0.633   0.101  C23  6Q5  11  
6Q5  C27  C10  C  0  1  N  N  N  -16.516  21.412  5.705   5.617  -0.634   0.859  C27  6Q5  12  
6Q5  C24  C11  C  0  1  N  N  R  -17.027  22.845  5.774   5.019  -1.846   0.141  C24  6Q5  13  
6Q5  C30  C12  C  0  1  N  N  N  -17.835  23.070  7.044   5.431  -3.126   0.868  C30  6Q5  14  
6Q5  C21  C13  C  0  1  N  N  S  -15.898  23.863  5.651   3.490  -1.723   0.154  C21  6Q5  15  
6Q5  C29  C14  C  0  1  N  N  N  -16.508  25.260  5.615   2.896  -2.956  -0.532  C29  6Q5  16  
6Q5  C10  C15  C  0  1  N  N  S  -15.012  23.499  4.443   3.069  -0.457  -0.583  C10  6Q5  17  
6Q5  C7   C16  C  0  1  N  N  N  -14.043  24.578  3.991   1.561  -0.302  -0.555  C7   6Q5  18  
6Q5  C17  C17  C  0  1  N  N  N  -14.458  25.467  3.068   0.925  -0.662  -1.643  C17  6Q5  19  
6Q5  C11  C18  C  0  1  N  N  N  -13.931  26.885  3.066  -0.553  -0.511  -1.855  C11  6Q5  20  
6Q5  C2   C19  C  0  1  N  N  R  -12.618  26.979  3.856  -1.255  -0.362  -0.506  C2   6Q5  21  
6Q5  C3   C20  C  0  1  N  N  R  -11.883  28.314  3.615  -2.762  -0.166  -0.685  C3   6Q5  22  
6Q5  C19  C21  C  0  1  N  N  N  -11.644  28.502  2.112  -3.065   0.951  -1.676  C19  6Q5  23  
6Q5  C13  C22  C  0  1  N  N  N  -12.745  29.475  4.068  -3.338  -1.476  -1.254  C13  6Q5  24  
6Q5  C20  C23  C  0  1  N  N  N  -12.017  30.794  3.831  -4.856  -1.365  -1.358  C20  6Q5  25  
6Q5  C18  C24  C  0  1  N  N  S  -10.686  30.906  4.568  -5.465  -1.179   0.025  C18  6Q5  26  
6Q5  O1   O3   O  0  1  N  N  N   -9.939  32.003  4.029  -6.883  -1.021  -0.098  O1   6Q5  27  
6Q5  C9   C25  C  0  1  N  N  N   -9.805  29.655  4.518  -4.889   0.038   0.750  C9   6Q5  28  
6Q5  C25  C26  C  0  1  N  N  N   -8.818  29.776  3.355  -5.545   1.316   0.228  C25  6Q5  29  
6Q5  C26  C27  C  0  1  N  N  N   -8.970  29.658  5.796  -5.302  -0.106   2.236  C26  6Q5  30  
6Q5  C5   C28  C  0  1  N  N  R  -10.610  28.335  4.471  -3.381   0.081   0.684  C5   6Q5  31  
6Q5  C8   C29  C  0  1  N  N  N   -9.751  27.141  4.085  -2.790   1.357   1.285  C8   6Q5  32  
6Q5  C6   C30  C  0  1  N  N  N  -10.449  25.858  4.518  -1.309   1.074   1.585  C6   6Q5  33  
6Q5  H1   H1   H  0  1  N  N  N  -13.482  20.395  2.129   3.618   3.937  -1.043  H1   6Q5  34  
6Q5  H2   H2   H  0  1  N  N  N  -12.365  21.273  4.938   3.311   0.100   2.051  H2   6Q5  35  
6Q5  H3   H3   H  0  1  N  N  N  -12.787  22.551  6.128   3.659   1.832   1.916  H3   6Q5  36  
6Q5  H4   H4   H  0  1  N  N  N  -12.069  23.022  3.201   1.278   1.345   2.431  H4   6Q5  37  
6Q5  H5   H5   H  0  1  N  N  N  -10.975  23.256  4.606   1.500   2.292   0.975  H5   6Q5  38  
6Q5  H6   H6   H  0  1  N  N  N  -13.221  24.208  6.536   0.116  -0.645   2.498  H6   6Q5  39  
6Q5  H7   H7   H  0  1  N  N  N  -11.584  24.930  6.381   0.218  -1.789   1.137  H7   6Q5  40  
6Q5  H8   H8   H  0  1  N  N  N  -13.042  25.956  6.165   1.699  -1.275   1.980  H8   6Q5  41  
6Q5  H9   H9   H  0  1  N  N  N  -10.796  24.267  2.474  -1.367   2.422  -0.727  H9   6Q5  42  
6Q5  H10  H10  H  0  1  N  N  N  -12.306  24.981  1.811   0.224   2.706   0.018  H10  6Q5  43  
6Q5  H11  H11  H  0  1  N  N  N  -10.801  25.960  1.874   0.099   1.740  -1.472  H11  6Q5  44  
6Q5  H12  H12  H  0  1  N  N  N  -14.688  20.295  5.669   5.616   0.578  -0.918  H12  6Q5  45  
6Q5  H13  H13  H  0  1  N  N  N  -14.668  21.737  6.740   5.655   1.504   0.598  H13  6Q5  46  
6Q5  H14  H14  H  0  1  N  N  N  -16.855  20.959  4.762   6.704  -0.725   0.880  H14  6Q5  47  
6Q5  H15  H15  H  0  1  N  N  N  -16.929  20.846  6.553   5.237  -0.587   1.878  H15  6Q5  48  
6Q5  H16  H16  H  0  1  N  N  N  -17.703  22.997  4.920   5.373  -1.877  -0.888  H16  6Q5  49  
6Q5  H17  H17  H  0  1  N  N  N  -18.640  22.322  7.104   5.064  -3.095   1.895  H17  6Q5  50  
6Q5  H18  H18  H  0  1  N  N  N  -17.177  22.971  7.920   5.004  -3.989   0.356  H18  6Q5  51  
6Q5  H19  H19  H  0  1  N  N  N  -18.273  24.079  7.026   6.518  -3.208   0.873  H19  6Q5  52  
6Q5  H20  H20  H  0  1  N  N  N  -15.276  23.789  6.556   3.161  -1.691   1.191  H20  6Q5  53  
6Q5  H21  H21  H  0  1  N  N  N  -17.118  25.418  6.517   3.202  -3.854   0.005  H21  6Q5  54  
6Q5  H22  H22  H  0  1  N  N  N  -15.704  26.010  5.580   1.809  -2.884  -0.531  H22  6Q5  55  
6Q5  H23  H23  H  0  1  N  N  N  -17.142  25.360  4.722   3.256  -3.008  -1.560  H23  6Q5  56  
6Q5  H24  H24  H  0  1  N  N  N  -15.702  23.337  3.602   3.399  -0.530  -1.631  H24  6Q5  57  
6Q5  H26  H26  H  0  1  N  N  N  -15.176  25.164  2.320   1.516  -1.064  -2.454  H26  6Q5  58  
6Q5  H28  H28  H  0  1  N  N  N  -13.751  27.201  2.028  -0.735   0.329  -2.516  H28  6Q5  59  
6Q5  H29  H29  H  0  1  N  N  N  -14.678  27.548  3.527  -0.921  -1.420  -2.349  H29  6Q5  60  
6Q5  H30  H30  H  0  1  N  N  N  -12.940  27.036  4.906  -1.146  -1.336   0.017  H30  6Q5  61  
6Q5  H31  H31  H  0  1  N  N  N  -11.120  29.454  1.940  -2.466   0.812  -2.576  H31  6Q5  62  
6Q5  H32  H32  H  0  1  N  N  N  -11.031  27.672  1.732  -4.123   0.928  -1.938  H32  6Q5  63  
6Q5  H33  H33  H  0  1  N  N  N  -12.610  28.515  1.586  -2.824   1.914  -1.225  H33  6Q5  64  
6Q5  H34  H34  H  0  1  N  N  N  -13.687  29.472  3.499  -2.913  -1.651  -2.241  H34  6Q5  65  
6Q5  H35  H35  H  0  1  N  N  N  -12.964  29.368  5.141  -3.072  -2.296  -0.588  H35  6Q5  66  
6Q5  H36  H36  H  0  1  N  N  N  -11.825  30.895  2.753  -5.149  -0.555  -2.019  H36  6Q5  67  
6Q5  H37  H37  H  0  1  N  N  N  -12.669  31.614  4.166  -5.243  -2.300  -1.788  H37  6Q5  68  
6Q5  H38  H38  H  0  1  N  N  N  -10.907  31.114  5.625  -5.269  -2.073   0.628  H38  6Q5  69  
6Q5  H39  H39  H  0  1  N  N  N   -9.109  32.076  4.485  -7.329  -1.775  -0.508  H39  6Q5  70  
6Q5  H40  H40  H  0  1  N  N  N   -8.273  30.728  3.434  -6.599   1.322   0.504  H40  6Q5  71  
6Q5  H41  H41  H  0  1  N  N  N   -8.104  28.940  3.392  -5.049   2.183   0.665  H41  6Q5  72  
6Q5  H42  H42  H  0  1  N  N  N   -9.368  29.746  2.403  -5.453   1.354  -0.858  H42  6Q5  73  
6Q5  H43  H43  H  0  1  N  N  N   -9.634  29.573  6.669  -4.891  -1.032   2.638  H43  6Q5  74  
6Q5  H44  H44  H  0  1  N  N  N   -8.273  28.807  5.781  -4.916   0.740   2.805  H44  6Q5  75  
6Q5  H45  H45  H  0  1  N  N  N   -8.400  30.597  5.859  -6.389  -0.129   2.311  H45  6Q5  76  
6Q5  H46  H46  H  0  1  N  N  N  -10.940  28.150  5.504  -3.014  -0.753   1.335  H46  6Q5  77  
6Q5  H47  H47  H  0  1  N  N  N   -9.605  27.130  2.995  -2.881   2.202   0.617  H47  6Q5  78  
6Q5  H48  H48  H  0  1  N  N  N   -8.774  27.214  4.585  -3.285   1.592   2.230  H48  6Q5  79  
6Q5  H49  H49  H  0  1  N  N  N  -10.635  25.898  5.601  -1.281   0.277   2.324  H49  6Q5  80  
6Q5  H50  H50  H  0  1  N  N  N   -9.799  25.000  4.289  -0.871   1.974   2.026  H50  6Q5  81  
#   #
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
6Q5  C19  C3   SING  N  N   1  
6Q5  C16  C1   SING  N  N   2  
6Q5  O2   C28  DOUB  N  N   3  
6Q5  O3   C28  SING  N  N   4  
6Q5  C11  C17  SING  N  N   5  
6Q5  C11  C2   SING  N  N   6  
6Q5  C17  C7   DOUB  N  N   7  
6Q5  C25  C9   SING  N  N   8  
6Q5  C28  C14  SING  N  N   9  
6Q5  C3   C2   SING  N  N  10  
6Q5  C3   C13  SING  N  N  11  
6Q5  C3   C5   SING  N  N  12  
6Q5  C1   C2   SING  N  N  13  
6Q5  C1   C4   SING  N  N  14  
6Q5  C1   C6   SING  N  N  15  
6Q5  C20  C13  SING  N  N  16  
6Q5  C20  C18  SING  N  N  17  
6Q5  C7   C10  SING  N  N  18  
6Q5  C7   C4   SING  N  N  19  
6Q5  O1   C18  SING  N  N  20  
6Q5  C8   C5   SING  N  N  21  
6Q5  C8   C6   SING  N  N  22  
6Q5  C12  C4   SING  N  N  23  
6Q5  C12  C15  SING  N  N  24  
6Q5  C10  C14  SING  N  N  25  
6Q5  C10  C21  SING  N  N  26  
6Q5  C5   C9   SING  N  N  27  
6Q5  C4   C22  SING  N  N  28  
6Q5  C9   C18  SING  N  N  29  
6Q5  C9   C26  SING  N  N  30  
6Q5  C14  C15  SING  N  N  31  
6Q5  C14  C23  SING  N  N  32  
6Q5  C29  C21  SING  N  N  33  
6Q5  C21  C24  SING  N  N  34  
6Q5  C27  C23  SING  N  N  35  
6Q5  C27  C24  SING  N  N  36  
6Q5  C24  C30  SING  N  N  37  
6Q5  O3   H1   SING  N  N  38  
6Q5  C15  H2   SING  N  N  39  
6Q5  C15  H3   SING  N  N  40  
6Q5  C12  H4   SING  N  N  41  
6Q5  C12  H5   SING  N  N  42  
6Q5  C22  H6   SING  N  N  43  
6Q5  C22  H7   SING  N  N  44  
6Q5  C22  H8   SING  N  N  45  
6Q5  C16  H9   SING  N  N  46  
6Q5  C16  H10  SING  N  N  47  
6Q5  C16  H11  SING  N  N  48  
6Q5  C23  H12  SING  N  N  49  
6Q5  C23  H13  SING  N  N  50  
6Q5  C27  H14  SING  N  N  51  
6Q5  C27  H15  SING  N  N  52  
6Q5  C24  H16  SING  N  N  53  
6Q5  C30  H17  SING  N  N  54  
6Q5  C30  H18  SING  N  N  55  
6Q5  C30  H19  SING  N  N  56  
6Q5  C21  H20  SING  N  N  57  
6Q5  C29  H21  SING  N  N  58  
6Q5  C29  H22  SING  N  N  59  
6Q5  C29  H23  SING  N  N  60  
6Q5  C10  H24  SING  N  N  61  
6Q5  C17  H26  SING  N  N  62  
6Q5  C11  H28  SING  N  N  63  
6Q5  C11  H29  SING  N  N  64  
6Q5  C2   H30  SING  N  N  65  
6Q5  C19  H31  SING  N  N  66  
6Q5  C19  H32  SING  N  N  67  
6Q5  C19  H33  SING  N  N  68  
6Q5  C13  H34  SING  N  N  69  
6Q5  C13  H35  SING  N  N  70  
6Q5  C20  H36  SING  N  N  71  
6Q5  C20  H37  SING  N  N  72  
6Q5  C18  H38  SING  N  N  73  
6Q5  O1   H39  SING  N  N  74  
6Q5  C25  H40  SING  N  N  75  
6Q5  C25  H41  SING  N  N  76  
6Q5  C25  H42  SING  N  N  77  
6Q5  C26  H43  SING  N  N  78  
6Q5  C26  H44  SING  N  N  79  
6Q5  C26  H45  SING  N  N  80  
6Q5  C5   H46  SING  N  N  81  
6Q5  C8   H47  SING  N  N  82  
6Q5  C8   H48  SING  N  N  83  
6Q5  C6   H49  SING  N  N  84  
6Q5  C6   H50  SING  N  N  85  
#   #
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
6Q5  SMILES            ACDLabs               12.01  "OC(C32CCC1(C)C5(C(CC=C1C2C(C(CC3)C)C)C4(CCC(O)C(C)(C)C4CC5)C)C)=O"  
6Q5  InChI             InChI                 1.03   "InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1"  
6Q5  InChIKey          InChI                 1.03   WCGUUGGRBIKTOS-GPOJBZKASA-N  
6Q5  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O"  
6Q5  SMILES            CACTVS                3.385  "C[CH]1CC[C]2(CC[C]3(C)C(=CC[CH]4[C]5(C)CC[CH](O)C(C)(C)[CH]5CC[C]34C)[CH]2[CH]1C)C(O)=O"  
6Q5  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.4  "C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O"  
6Q5  SMILES            "OpenEye OEToolkits"  2.0.4  "CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=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
6Q5  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3beta,5beta,18alpha,20beta)-3-hydroxyurs-12-en-28-oic acid"  
6Q5  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.4  "(1~{S},2~{R},4~{a}~{S},6~{a}~{R},6~{a}~{S},6~{b}~{R},8~{a}~{R},10~{S},12~{a}~{R},14~{b}~{S})-1,2,6~{a},6~{b},9,9,12~{a}-heptamethyl-10-oxidanyl-2,3,4,5,6,6~{a},7,8,8~{a},10,11,12,13,14~{b}-tetradecahydro-1~{H}-picene-4~{a}-carboxylic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
6Q5  "Create component"  2016-05-20  RCSB  
6Q5  "Modify formula"    2016-05-20  RCSB  
6Q5  "Initial release"   2017-05-31  RCSB  
6Q5  "Modify synonyms"   2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     6Q5
_pdbx_chem_comp_synonyms.name        "(3beta,5beta,18alpha,20beta)-3-hydroxyurs-12-en-28-oic acid"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
