data_YS5
# 
_chem_comp.id                                    YS5 
_chem_comp.name                                  "(1R,3R,7E,17beta)-17-[(2R,3S)-3-butyl-5-ethyl-5-hydroxyheptan-2-yl]-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H54 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-04-23 
_chem_comp.pdbx_modified_date                    2012-05-18 
_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                        486.769 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YS5 
_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        3VRW 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
YS5 CAV CAV C 0 1 N N N -16.525 29.678 0.230  6.255  0.031  -1.258 CAV YS5 1  
YS5 CBB CBB C 0 1 N N R -17.058 29.714 1.680  6.668  -1.231 -0.490 CBB YS5 2  
YS5 OAG OAG O 0 1 N N N -18.461 29.836 1.662  7.909  -1.720 -1.003 OAG YS5 3  
YS5 CAY CAY C 0 1 N N N -16.668 28.578 2.394  6.827  -0.876 0.971  CAY YS5 4  
YS5 CAA CAA C 0 1 N N N -16.021 28.719 3.631  7.950  -1.125 1.599  CAA YS5 5  
YS5 CBC CBC C 0 1 N N R -16.874 27.326 1.835  5.668  -0.229 1.694  CBC YS5 6  
YS5 OAH OAH O 0 1 N N N -16.368 26.325 2.702  4.568  -1.139 1.748  OAH YS5 7  
YS5 CAW CAW C 0 1 N N N -16.155 27.248 0.450  5.256  1.033  0.927  CAW YS5 8  
YS5 CAZ CAZ C 0 1 N N N -16.462 28.397 -0.348 5.096  0.679  -0.534 CAZ YS5 9  
YS5 CAJ CAJ C 0 1 N N N -16.828 28.285 -1.689 3.958  0.932  -1.171 CAJ YS5 10 
YS5 CAK CAK C 0 1 N N N -16.293 27.036 -2.425 2.800  1.455  -0.429 CAK YS5 11 
YS5 CBA CBA C 0 1 N N N -16.605 26.830 -3.779 1.631  1.604  -1.042 CBA YS5 12 
YS5 CAQ CAQ C 0 1 N N N -16.791 27.920 -4.613 1.428  1.251  -2.509 CAQ YS5 13 
YS5 CAP CAP C 0 1 N N N -15.638 28.010 -5.604 0.201  0.359  -2.685 CAP YS5 14 
YS5 CAT CAT C 0 1 N N N -15.218 26.640 -6.204 -1.024 0.919  -1.943 CAT YS5 15 
YS5 CBI CBI C 0 1 N N R -15.100 25.578 -5.148 -0.663 1.020  -0.479 CBI YS5 16 
YS5 CAF CAF C 0 1 N N N -13.887 25.892 -4.198 -0.077 -0.313 -0.009 CAF YS5 17 
YS5 CBG CBG C 0 1 N N S -16.455 25.588 -4.475 0.415  2.125  -0.336 CBG YS5 18 
YS5 CAU CAU C 0 1 N N N -16.507 24.285 -3.685 0.505  2.258  1.186  CAU YS5 19 
YS5 CAS CAS C 0 1 N N N -15.566 23.301 -4.487 -0.986 2.205  1.625  CAS YS5 20 
YS5 CBF CBF C 0 1 N N R -15.038 24.114 -5.690 -1.740 1.455  0.502  CBF YS5 21 
YS5 CBD CBD C 0 1 N N R -13.620 23.614 -6.157 -2.461 0.234  1.076  CBD YS5 22 
YS5 CAE CAE C 0 1 N N N -13.100 24.476 -7.319 -1.489 -0.572 1.940  CAE YS5 23 
YS5 CBE CBE C 0 1 N N S -13.589 22.130 -6.634 -2.970 -0.643 -0.070 CBE YS5 24 
YS5 CAX CAX C 0 1 N N N -12.130 21.679 -6.964 -4.108 0.078  -0.796 CAX YS5 25 
YS5 CBH CBH C 0 1 N N N -11.734 20.250 -6.528 -5.056 0.700  0.231  CBH YS5 26 
YS5 CAN CAN C 0 1 N N N -10.208 20.111 -6.534 -5.479 -0.364 1.245  CAN YS5 27 
YS5 CAD CAD C 0 1 N N N -9.553  21.442 -6.150 -6.553 0.211  2.171  CAD YS5 28 
YS5 OAI OAI O 0 1 N N N -12.173 19.278 -7.457 -4.388 1.766  0.910  OAI YS5 29 
YS5 CAM CAM C 0 1 N N N -12.320 19.932 -5.136 -6.294 1.246  -0.482 CAM YS5 30 
YS5 CAC CAC C 0 1 N N N -11.791 18.585 -4.603 -5.864 2.233  -1.569 CAC YS5 31 
YS5 CAR CAR C 0 1 N N N -14.422 21.940 -7.893 -3.484 -1.970 0.492  CAR YS5 32 
YS5 CAO CAO C 0 1 N N N -15.890 22.036 -7.526 -3.895 -2.887 -0.661 CAO YS5 33 
YS5 CAL CAL C 0 1 N N N -16.776 21.396 -8.600 -4.282 -4.260 -0.108 CAL YS5 34 
YS5 CAB CAB C 0 1 N N N -17.802 20.586 -7.810 -4.693 -5.178 -1.261 CAB YS5 35 
YS5 H1  H1  H 0 1 N N N -15.511 30.103 0.229  7.095  0.725  -1.299 H1  YS5 36 
YS5 H2  H2  H 0 1 N N N -17.185 30.301 -0.392 5.953  -0.238 -2.270 H2  YS5 37 
YS5 H3  H3  H 0 1 N N N -16.629 30.605 2.161  5.897  -1.994 -0.599 H3  YS5 38 
YS5 H4  H4  H 0 1 N N N -18.789 29.858 2.553  8.229  -2.519 -0.561 H4  YS5 39 
YS5 H6  H6  H 0 1 N N N -15.675 27.845 4.162  8.771  -1.588 1.073  H6  YS5 40 
YS5 H8  H8  H 0 1 N N N -15.869 29.702 4.052  8.053  -0.868 2.643  H8  YS5 41 
YS5 H9  H9  H 0 1 N N N -17.948 27.160 1.665  5.972  0.038  2.707  H9  YS5 42 
YS5 H10 H10 H 0 1 N N N -16.810 26.379 3.541  4.764  -1.966 2.209  H10 YS5 43 
YS5 H11 H11 H 0 1 N N N -16.488 26.343 -0.079 4.309  1.407  1.318  H11 YS5 44 
YS5 H12 H12 H 0 1 N N N -15.068 27.200 0.610  6.025  1.798  1.038  H12 YS5 45 
YS5 H14 H14 H 0 1 N N N -17.445 29.023 -2.181 3.883  0.754  -2.234 H14 YS5 46 
YS5 H15 H15 H 0 1 N N N -15.679 26.321 -1.898 2.901  1.717  0.614  H15 YS5 47 
YS5 H17 H17 H 0 1 N N N -16.828 28.840 -4.010 1.291  2.168  -3.082 H17 YS5 48 
YS5 H18 H18 H 0 1 N N N -17.737 27.803 -5.162 2.309  0.726  -2.877 H18 YS5 49 
YS5 H19 H19 H 0 1 N N N -14.769 28.443 -5.087 -0.032 0.281  -3.747 H19 YS5 50 
YS5 H20 H20 H 0 1 N N N -15.941 28.672 -6.429 0.426  -0.635 -2.297 H20 YS5 51 
YS5 H21 H21 H 0 1 N N N -15.974 26.327 -6.940 -1.273 1.906  -2.332 H21 YS5 52 
YS5 H22 H22 H 0 1 N N N -14.245 26.754 -6.704 -1.872 0.246  -2.069 H22 YS5 53 
YS5 H23 H23 H 0 1 N N N -13.810 25.109 -3.429 0.840  -0.521 -0.561 H23 YS5 54 
YS5 H24 H24 H 0 1 N N N -12.958 25.920 -4.787 0.145  -0.256 1.056  H24 YS5 55 
YS5 H25 H25 H 0 1 N N N -14.044 26.867 -3.713 -0.799 -1.110 -0.189 H25 YS5 56 
YS5 H26 H26 H 0 1 N N N -17.220 25.529 -5.263 0.080  3.057  -0.793 H26 YS5 57 
YS5 H27 H27 H 0 1 N N N -17.535 23.895 -3.645 1.063  1.426  1.614  H27 YS5 58 
YS5 H28 H28 H 0 1 N N N -16.132 24.435 -2.662 0.959  3.209  1.464  H28 YS5 59 
YS5 H29 H29 H 0 1 N N N -16.134 22.426 -4.835 -1.080 1.665  2.566  H29 YS5 60 
YS5 H30 H30 H 0 1 N N N -14.731 22.968 -3.853 -1.380 3.216  1.732  H30 YS5 61 
YS5 H31 H31 H 0 1 N N N -15.742 24.014 -6.529 -2.452 2.120  0.012  H31 YS5 62 
YS5 H32 H32 H 0 1 N N N -12.927 23.717 -5.309 -3.303 0.562  1.685  H32 YS5 63 
YS5 H33 H33 H 0 1 N N N -13.106 25.535 -7.022 -0.885 -1.217 1.303  H33 YS5 64 
YS5 H34 H34 H 0 1 N N N -12.073 24.172 -7.570 -0.839 0.110  2.488  H34 YS5 65 
YS5 H35 H35 H 0 1 N N N -13.749 24.338 -8.197 -2.052 -1.183 2.646  H35 YS5 66 
YS5 H36 H36 H 0 1 N N N -13.987 21.490 -5.833 -2.157 -0.835 -0.770 H36 YS5 67 
YS5 H37 H37 H 0 1 N N N -11.999 21.744 -8.054 -3.695 0.862  -1.431 H37 YS5 68 
YS5 H38 H38 H 0 1 N N N -11.443 22.382 -6.469 -4.657 -0.636 -1.411 H38 YS5 69 
YS5 H39 H39 H 0 1 N N N -9.911  19.338 -5.810 -5.879 -1.230 0.718  H39 YS5 70 
YS5 H40 H40 H 0 1 N N N -9.874  19.819 -7.540 -4.614 -0.667 1.836  H40 YS5 71 
YS5 H41 H41 H 0 1 N N N -8.459  21.329 -6.158 -6.186 1.131  2.626  H41 YS5 72 
YS5 H42 H42 H 0 1 N N N -9.847  22.217 -6.873 -7.452 0.425  1.594  H42 YS5 73 
YS5 H43 H43 H 0 1 N N N -9.884  21.736 -5.143 -6.785 -0.513 2.952  H43 YS5 74 
YS5 H44 H44 H 0 1 N N N -11.914 18.414 -7.159 -4.188 2.527  0.347  H44 YS5 75 
YS5 H45 H45 H 0 1 N N N -12.036 20.731 -4.436 -6.845 0.422  -0.936 H45 YS5 76 
YS5 H46 H46 H 0 1 N N N -13.416 19.883 -5.211 -6.933 1.756  0.239  H46 YS5 77 
YS5 H47 H47 H 0 1 N N N -12.225 18.386 -3.612 -6.739 2.561  -2.129 H47 YS5 78 
YS5 H48 H48 H 0 1 N N N -12.075 17.779 -5.296 -5.383 3.096  -1.107 H48 YS5 79 
YS5 H49 H49 H 0 1 N N N -10.695 18.628 -4.521 -5.162 1.745  -2.245 H49 YS5 80 
YS5 H50 H50 H 0 1 N N N -14.214 20.952 -8.329 -2.695 -2.447 1.073  H50 YS5 81 
YS5 H51 H51 H 0 1 N N N -14.172 22.723 -8.624 -4.346 -1.784 1.133  H51 YS5 82 
YS5 H52 H52 H 0 1 N N N -16.164 23.096 -7.420 -4.746 -2.454 -1.186 H52 YS5 83 
YS5 H53 H53 H 0 1 N N N -16.055 21.518 -6.570 -3.060 -2.997 -1.353 H53 YS5 84 
YS5 H54 H54 H 0 1 N N N -16.183 20.741 -9.255 -3.430 -4.694 0.416  H54 YS5 85 
YS5 H55 H55 H 0 1 N N N -17.272 22.168 -9.206 -5.117 -4.150 0.584  H55 YS5 86 
YS5 H56 H56 H 0 1 N N N -18.490 20.085 -8.507 -3.858 -5.288 -1.953 H56 YS5 87 
YS5 H57 H57 H 0 1 N N N -17.283 19.831 -7.201 -4.968 -6.156 -0.867 H57 YS5 88 
YS5 H58 H58 H 0 1 N N N -18.372 21.259 -7.153 -5.544 -4.744 -1.785 H58 YS5 89 
# 
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 
YS5 CAL CAB SING N N 1  
YS5 CAL CAO SING N N 2  
YS5 CAR CAO SING N N 3  
YS5 CAR CBE SING N N 4  
YS5 OAI CBH SING N N 5  
YS5 CAE CBD SING N N 6  
YS5 CAX CBE SING N N 7  
YS5 CAX CBH SING N N 8  
YS5 CBE CBD SING N N 9  
YS5 CAN CBH SING N N 10 
YS5 CAN CAD SING N N 11 
YS5 CBH CAM SING N N 12 
YS5 CAT CAP SING N N 13 
YS5 CAT CBI SING N N 14 
YS5 CBD CBF SING N N 15 
YS5 CBF CBI SING N N 16 
YS5 CBF CAS SING N N 17 
YS5 CAP CAQ SING N N 18 
YS5 CBI CBG SING N N 19 
YS5 CBI CAF SING N N 20 
YS5 CAM CAC SING N N 21 
YS5 CAQ CBA SING N N 22 
YS5 CAS CAU SING N N 23 
YS5 CBG CBA SING N N 24 
YS5 CBG CAU SING N N 25 
YS5 CBA CAK DOUB N E 26 
YS5 CAK CAJ SING N N 27 
YS5 CAJ CAZ DOUB N N 28 
YS5 CAZ CAV SING N N 29 
YS5 CAZ CAW SING N N 30 
YS5 CAV CBB SING N N 31 
YS5 CAW CBC SING N N 32 
YS5 OAG CBB SING N N 33 
YS5 CBB CAY SING N N 34 
YS5 CBC CAY SING N N 35 
YS5 CBC OAH SING N N 36 
YS5 CAY CAA DOUB N N 37 
YS5 CAV H1  SING N N 38 
YS5 CAV H2  SING N N 39 
YS5 CBB H3  SING N N 40 
YS5 OAG H4  SING N N 41 
YS5 CAA H6  SING N N 42 
YS5 CAA H8  SING N N 43 
YS5 CBC H9  SING N N 44 
YS5 OAH H10 SING N N 45 
YS5 CAW H11 SING N N 46 
YS5 CAW H12 SING N N 47 
YS5 CAJ H14 SING N N 48 
YS5 CAK H15 SING N N 49 
YS5 CAQ H17 SING N N 50 
YS5 CAQ H18 SING N N 51 
YS5 CAP H19 SING N N 52 
YS5 CAP H20 SING N N 53 
YS5 CAT H21 SING N N 54 
YS5 CAT H22 SING N N 55 
YS5 CAF H23 SING N N 56 
YS5 CAF H24 SING N N 57 
YS5 CAF H25 SING N N 58 
YS5 CBG H26 SING N N 59 
YS5 CAU H27 SING N N 60 
YS5 CAU H28 SING N N 61 
YS5 CAS H29 SING N N 62 
YS5 CAS H30 SING N N 63 
YS5 CBF H31 SING N N 64 
YS5 CBD H32 SING N N 65 
YS5 CAE H33 SING N N 66 
YS5 CAE H34 SING N N 67 
YS5 CAE H35 SING N N 68 
YS5 CBE H36 SING N N 69 
YS5 CAX H37 SING N N 70 
YS5 CAX H38 SING N N 71 
YS5 CAN H39 SING N N 72 
YS5 CAN H40 SING N N 73 
YS5 CAD H41 SING N N 74 
YS5 CAD H42 SING N N 75 
YS5 CAD H43 SING N N 76 
YS5 OAI H44 SING N N 77 
YS5 CAM H45 SING N N 78 
YS5 CAM H46 SING N N 79 
YS5 CAC H47 SING N N 80 
YS5 CAC H48 SING N N 81 
YS5 CAC H49 SING N N 82 
YS5 CAR H50 SING N N 83 
YS5 CAR H51 SING N N 84 
YS5 CAO H52 SING N N 85 
YS5 CAO H53 SING N N 86 
YS5 CAL H54 SING N N 87 
YS5 CAL H55 SING N N 88 
YS5 CAB H56 SING N N 89 
YS5 CAB H57 SING N N 90 
YS5 CAB H58 SING N N 91 
# 
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 
YS5 SMILES           ACDLabs              12.01 "OC3C(=C)\C(O)C/C(=C\C=C1/CCCC2(C)C(C(C)C(CCCC)CC(O)(CC)CC)CCC12)C3" 
YS5 InChI            InChI                1.03  
"InChI=1S/C32H54O3/c1-7-10-12-26(21-32(35,8-2)9-3)22(4)27-16-17-28-25(13-11-18-31(27,28)6)15-14-24-19-29(33)23(5)30(34)20-24/h14-15,22,26-30,33-35H,5,7-13,16-21H2,1-4,6H3/b25-15+/t22-,26+,27-,28+,29-,30-,31-/m1/s1" 
YS5 InChIKey         InChI                1.03  OILLQCLQUXHGBN-PWPPSVFISA-N 
YS5 SMILES_CANONICAL CACTVS               3.370 "CCCC[C@@H](CC(O)(CC)CC)[C@@H](C)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C/C=C3C[C@@H](O)C(=C)[C@H](O)C3" 
YS5 SMILES           CACTVS               3.370 "CCCC[CH](CC(O)(CC)CC)[CH](C)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=C)[CH](O)C3" 
YS5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCC[C@@H](CC(CC)(CC)O)[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CCCC2=CC=C3C[C@H](C(=C)[C@@H](C3)O)O)C" 
YS5 SMILES           "OpenEye OEToolkits" 1.7.6 "CCCCC(CC(CC)(CC)O)C(C)C1CCC2C1(CCCC2=CC=C3CC(C(=C)C(C3)O)O)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 
YS5 "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,3R,7E,17beta)-17-[(2R,3S)-3-butyl-5-ethyl-5-hydroxyheptan-2-yl]-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol"                                                              
YS5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,3R)-5-[2-[(1R,3aS,7aR)-1-[(2R,3S)-3-butyl-5-ethyl-5-oxidanyl-heptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YS5 "Create component" 2012-04-23 PDBJ 
# 
