data_CBW
# 
_chem_comp.id                                    CBW 
_chem_comp.name                                  "(3BETA,5BETA,14BETA)-3-HYDROXY-11-OXOOLEAN-12-EN-29-OIC ACID" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C30 H46 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-11-30 
_chem_comp.pdbx_modified_date                    2008-12-15 
_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                        470.684 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CBW 
_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        2W4Q 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
CBW C1   C1   C 0 1 N N N 15.346 -11.155 26.518 -3.417 -1.950 0.216  C1   CBW 1  
CBW C2   C2   C 0 1 N N N 14.645 -11.106 27.924 -4.937 -2.063 0.116  C2   CBW 2  
CBW C3   C3   C 0 1 N N S 15.606 -11.482 29.075 -5.590 -1.006 1.001  C3   CBW 3  
CBW C4   C4   C 0 1 N N N 16.812 -10.546 29.131 -5.162 0.405  0.583  C4   CBW 4  
CBW C5   C5   C 0 1 N N R 17.488 -10.584 27.700 -3.655 0.513  0.489  C5   CBW 5  
CBW C6   C6   C 0 1 N N N 18.805 -9.809  27.578 -3.186 1.883  0.005  C6   CBW 6  
CBW C7   C7   C 0 1 N N N 19.623 -10.354 26.389 -1.699 2.020  0.374  C7   CBW 7  
CBW C8   C8   C 0 1 N N R 18.860 -10.235 25.062 -0.877 0.929  -0.296 C8   CBW 8  
CBW C9   C9   C 0 1 N N R 17.411 -10.748 25.188 -1.458 -0.461 -0.071 C9   CBW 9  
CBW C10  C10  C 0 1 N N S 16.589 -10.282 26.450 -2.961 -0.580 -0.320 C10  CBW 10 
CBW C11  C11  C 0 1 N N N 16.671 -10.599 23.836 -0.658 -1.428 -0.917 C11  CBW 11 
CBW C12  C12  C 0 1 N N N 17.393 -10.781 22.640 0.806  -1.297 -0.826 C12  CBW 12 
CBW C13  C13  C 0 1 N N N 18.773 -10.995 22.634 1.370  -0.191 -0.329 C13  CBW 13 
CBW C14  C14  C 0 1 N N R 19.571 -11.111 23.971 0.577  0.968  0.193  C14  CBW 14 
CBW C15  C15  C 0 1 N N N 21.024 -10.607 23.786 1.215  2.311  -0.140 C15  CBW 15 
CBW C16  C16  C 0 1 N N N 21.637 -11.067 22.442 2.731  2.288  0.058  C16  CBW 16 
CBW C17  C17  C 0 1 N N S 20.860 -10.563 21.223 3.364  1.203  -0.807 C17  CBW 17 
CBW C18  C18  C 0 1 N N S 19.456 -11.170 21.236 2.889  -0.165 -0.321 C18  CBW 18 
CBW C19  C19  C 0 1 N N N 16.121 -8.817  26.342 -3.306 -0.515 -1.803 C19  CBW 19 
CBW C20  C20  C 0 1 N N N 19.338 -12.671 20.779 3.412  -0.456 1.080  C20  CBW 20 
CBW C21  C21  C 0 1 N N S 20.126 -13.070 19.509 4.940  -0.393 1.120  C21  CBW 21 
CBW C22  C22  C 0 1 N N N 21.536 -12.530 19.698 5.407  0.984  0.651  C22  CBW 22 
CBW C23  C23  C 0 1 N N N 21.563 -11.001 19.914 4.888  1.293  -0.746 C23  CBW 23 
CBW C24  C24  C 0 1 N N N 16.377 -9.143  29.562 -5.883 0.822  -0.695 C24  CBW 24 
CBW C25  C25  C 0 1 N N N 17.781 -11.132 30.199 -5.645 1.352  1.709  C25  CBW 25 
CBW C26  C26  C 0 1 N N N 18.814 -8.724  24.687 -0.826 1.220  -1.805 C26  CBW 26 
CBW C27  C27  C 0 1 N N N 19.583 -12.611 24.287 0.542  0.846  1.724  C27  CBW 27 
CBW C28  C28  C 0 1 N N N 20.766 -9.027  21.248 2.941  1.388  -2.269 C28  CBW 28 
CBW C33  C33  C 0 1 N N N 19.475 -12.470 18.258 5.536  -1.474 0.261  C33  CBW 29 
CBW C34  C34  C 0 1 N N N 20.113 -14.616 19.299 5.401  -0.603 2.570  C34  CBW 30 
CBW O3   O3   O 0 1 N N N 14.879 -11.528 30.334 -7.014 -1.112 0.897  O3   CBW 31 
CBW O11  O11  O 0 1 N N N 15.461 -10.355 23.792 -1.149 -2.287 -1.615 O11  CBW 32 
CBW O34  O34  O 0 1 N N N 18.231 -12.430 18.266 4.814  -2.237 -0.337 O34  CBW 33 
CBW O35  O35  O 0 1 N N N 20.224 -12.126 17.299 6.869  -1.592 0.159  O35  CBW 34 
CBW H11C H11C H 0 0 N N N 15.641 -12.195 26.313 -3.109 -2.045 1.256  H11C CBW 35 
CBW H12C H12C H 0 0 N N N 14.630 -10.774 25.775 -2.953 -2.737 -0.377 H12C CBW 36 
CBW H21C H21C H 0 0 N N N 14.278 -10.083 28.096 -5.274 -1.967 -0.910 H21C CBW 37 
CBW H22C H22C H 0 0 N N N 13.824 -11.839 27.917 -5.238 -3.056 0.477  H22C CBW 38 
CBW H3   H3   H 0 1 N N N 16.011 -12.487 28.883 -5.298 -1.172 2.040  H3   CBW 39 
CBW HA   HA   H 0 1 N N N 15.496 -11.538 31.056 -7.366 -1.970 1.170  HA   CBW 40 
CBW H5   H5   H 0 1 N N N 17.698 -11.663 27.659 -3.266 0.411  1.533  H5   CBW 41 
CBW H241 H241 H 0 0 N N N 16.273 -9.111  30.657 -6.948 0.930  -0.492 H241 CBW 42 
CBW H242 H242 H 0 0 N N N 17.134 -8.411  29.244 -5.481 1.772  -1.045 H242 CBW 43 
CBW H243 H243 H 0 0 N N N 15.412 -8.899  29.095 -5.734 0.060  -1.461 H243 CBW 44 
CBW H251 H251 H 0 0 N N N 18.778 -11.270 29.754 -5.179 1.063  2.651  H251 CBW 45 
CBW H252 H252 H 0 0 N N N 17.852 -10.438 31.049 -5.366 2.378  1.466  H252 CBW 46 
CBW H253 H253 H 0 0 N N N 17.398 -12.102 30.548 -6.728 1.282  1.803  H253 CBW 47 
CBW H61C H61C H 0 0 N N N 18.587 -8.743  27.413 -3.319 2.002  -1.062 H61C CBW 48 
CBW H62C H62C H 0 0 N N N 19.385 -9.930  28.505 -3.732 2.676  0.520  H62C CBW 49 
CBW H71C H71C H 0 0 N N N 20.556 -9.777  26.311 -1.349 3.001  0.042  H71C CBW 50 
CBW H72C H72C H 0 0 N N N 19.823 -11.420 26.573 -1.631 1.974  1.459  H72C CBW 51 
CBW H9   H9   H 0 1 N N N 17.499 -11.820 25.416 -1.298 -0.745 0.989  H9   CBW 52 
CBW H261 H261 H 0 0 N N N 18.803 -8.118  25.605 -0.273 2.144  -1.979 H261 CBW 53 
CBW H262 H262 H 0 0 N N N 19.701 -8.468  24.089 -0.327 0.397  -2.317 H262 CBW 54 
CBW H263 H263 H 0 0 N N N 17.905 -8.519  24.102 -1.840 1.326  -2.190 H263 CBW 55 
CBW H191 H191 H 0 0 N N N 16.010 -8.392  27.350 -4.327 -0.865 -1.954 H191 CBW 56 
CBW H192 H192 H 0 0 N N N 16.866 -8.235  25.779 -3.219 0.514  -2.151 H192 CBW 57 
CBW H193 H193 H 0 0 N N N 15.154 -8.779  25.819 -2.618 -1.148 -2.363 H193 CBW 58 
CBW H12  H12  H 0 1 N N N 16.863 -10.754 21.699 1.434  -2.109 -1.164 H12  CBW 59 
CBW H18  H18  H 0 1 N N N 18.928 -10.591 20.464 3.247  -0.934 -1.020 H18  CBW 60 
CBW H151 H151 H 0 0 N N N 21.019 -9.507  23.810 0.988  2.669  -1.134 H151 CBW 61 
CBW H152 H152 H 0 0 N N N 21.634 -11.028 24.598 0.805  3.062  0.563  H152 CBW 62 
CBW H271 H271 H 0 0 N N N 19.586 -13.184 23.348 0.173  -0.142 2.001  H271 CBW 63 
CBW H272 H272 H 0 0 N N N 20.484 -12.856 24.869 1.548  0.983  2.122  H272 CBW 64 
CBW H273 H273 H 0 0 N N N 18.688 -12.870 24.871 -0.119 1.609  2.135  H273 CBW 65 
CBW H161 H161 H 0 0 N N N 22.664 -10.679 22.381 3.139  3.261  -0.236 H161 CBW 66 
CBW H162 H162 H 0 0 N N N 21.603 -12.166 22.423 2.967  2.116  1.106  H162 CBW 67 
CBW H231 H231 H 0 0 N N N 21.047 -10.523 19.068 5.320  0.604  -1.473 H231 CBW 68 
CBW H232 H232 H 0 0 N N N 22.617 -10.695 19.986 5.188  2.309  -1.024 H232 CBW 69 
CBW H281 H281 H 0 0 N N N 20.744 -8.677  22.291 3.269  2.366  -2.622 H281 CBW 70 
CBW H282 H282 H 0 0 N N N 21.640 -8.598  20.736 3.397  0.610  -2.881 H282 CBW 71 
CBW H283 H283 H 0 0 N N N 19.847 -8.708  20.735 1.856  1.320  -2.345 H283 CBW 72 
CBW H201 H201 H 0 0 N N N 19.715 -13.293 21.604 3.031  0.280  1.789  H201 CBW 73 
CBW H202 H202 H 0 0 N N N 18.278 -12.821 20.528 3.088  -1.451 1.393  H202 CBW 74 
CBW H221 H221 H 0 0 N N N 21.978 -13.014 20.581 5.050  1.744  1.351  H221 CBW 75 
CBW H222 H222 H 0 0 N N N 22.104 -12.749 18.782 6.501  1.010  0.646  H222 CBW 76 
CBW H341 H341 H 0 0 N N N 20.110 -14.840 18.222 5.060  -1.577 2.922  H341 CBW 77 
CBW H342 H342 H 0 0 N N N 21.008 -15.056 19.763 6.489  -0.561 2.615  H342 CBW 78 
CBW H343 H343 H 0 0 N N N 19.212 -15.041 19.764 4.980  0.179  3.202  H343 CBW 79 
CBW H35  H35  H 0 1 N N N 19.691 -11.827 16.572 7.205  -2.302 -0.405 H35  CBW 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 
CBW C1  C2   SING N N 1  
CBW C1  C10  SING N N 2  
CBW C2  C3   SING N N 3  
CBW C3  C4   SING N N 4  
CBW C3  O3   SING N N 5  
CBW C4  C5   SING N N 6  
CBW C4  C24  SING N N 7  
CBW C4  C25  SING N N 8  
CBW C5  C6   SING N N 9  
CBW C5  C10  SING N N 10 
CBW C6  C7   SING N N 11 
CBW C7  C8   SING N N 12 
CBW C8  C9   SING N N 13 
CBW C8  C14  SING N N 14 
CBW C8  C26  SING N N 15 
CBW C9  C10  SING N N 16 
CBW C9  C11  SING N N 17 
CBW C10 C19  SING N N 18 
CBW C11 C12  SING N N 19 
CBW C11 O11  DOUB N N 20 
CBW C12 C13  DOUB N N 21 
CBW C13 C14  SING N N 22 
CBW C13 C18  SING N N 23 
CBW C14 C15  SING N N 24 
CBW C14 C27  SING N N 25 
CBW C15 C16  SING N N 26 
CBW C16 C17  SING N N 27 
CBW C17 C18  SING N N 28 
CBW C17 C23  SING N N 29 
CBW C17 C28  SING N N 30 
CBW C18 C20  SING N N 31 
CBW C20 C21  SING N N 32 
CBW C21 C22  SING N N 33 
CBW C21 C33  SING N N 34 
CBW C21 C34  SING N N 35 
CBW C22 C23  SING N N 36 
CBW C33 O34  DOUB N N 37 
CBW C33 O35  SING N N 38 
CBW C1  H11C SING N N 39 
CBW C1  H12C SING N N 40 
CBW C2  H21C SING N N 41 
CBW C2  H22C SING N N 42 
CBW C3  H3   SING N N 43 
CBW O3  HA   SING N N 44 
CBW C5  H5   SING N N 45 
CBW C24 H241 SING N N 46 
CBW C24 H242 SING N N 47 
CBW C24 H243 SING N N 48 
CBW C25 H251 SING N N 49 
CBW C25 H252 SING N N 50 
CBW C25 H253 SING N N 51 
CBW C6  H61C SING N N 52 
CBW C6  H62C SING N N 53 
CBW C7  H71C SING N N 54 
CBW C7  H72C SING N N 55 
CBW C9  H9   SING N N 56 
CBW C26 H261 SING N N 57 
CBW C26 H262 SING N N 58 
CBW C26 H263 SING N N 59 
CBW C19 H191 SING N N 60 
CBW C19 H192 SING N N 61 
CBW C19 H193 SING N N 62 
CBW C12 H12  SING N N 63 
CBW C18 H18  SING N N 64 
CBW C15 H151 SING N N 65 
CBW C15 H152 SING N N 66 
CBW C27 H271 SING N N 67 
CBW C27 H272 SING N N 68 
CBW C27 H273 SING N N 69 
CBW C16 H161 SING N N 70 
CBW C16 H162 SING N N 71 
CBW C23 H231 SING N N 72 
CBW C23 H232 SING N N 73 
CBW C28 H281 SING N N 74 
CBW C28 H282 SING N N 75 
CBW C28 H283 SING N N 76 
CBW C20 H201 SING N N 77 
CBW C20 H202 SING N N 78 
CBW C22 H221 SING N N 79 
CBW C22 H222 SING N N 80 
CBW C34 H341 SING N N 81 
CBW C34 H342 SING N N 82 
CBW C34 H343 SING N N 83 
CBW O35 H35  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 
CBW SMILES           ACDLabs              10.04 O=C(O)C5(C)CC4C3=CC(=O)C1C(CCC2C1(C)CCC(O)C2(C)C)(C)C3(C)CCC4(C)CC5 
CBW InChI            InChI                1.02b 
InChI=1/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1/f/h33H 
CBW InChIKey         InChI                1.02b MPDGHEJMBKOTSU-NSABVBEKDS 
CBW SMILES_CANONICAL CACTVS               3.352 CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(O)=O 
CBW SMILES           CACTVS               3.352 CC1(C)[CH](O)CC[C]2(C)[CH]1CC[C]3(C)[CH]2C(=O)C=C4[CH]5C[C](C)(CC[C]5(C)CC[C]34C)C(O)=O 
CBW SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 CC1([C@@H]2CC[C@@]3([C@@H]([C@]2(CC[C@@H]1O)C)C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C 
CBW SMILES           "OpenEye OEToolkits" 1.6.1 CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C 
# 
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 
CBW "SYSTEMATIC NAME" ACDLabs              10.04 "(3beta,5beta,14beta)-3-hydroxy-11-oxoolean-12-en-29-oic acid"                                                                                                   
CBW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid" 
# 
