data_KH1
# 
_chem_comp.id                                    KH1 
_chem_comp.name                                  5-(2-{1-[1-(4-ETHYL-4-HYDROXY-HEXYLOXY)-ETHYL]-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE}-ETHYLIDENE)-4-METHYLENE-CYCLOHEXANE-1,3-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H48 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1ALPHA,25-DIHYDROXYL-20-EPI-22-OXA-24,26,27-TRIHOMO VITAMIN D3" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-04-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        460.689 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KH1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1IE8 
_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 
KH1 O2   O2   O 0 1 N N N 16.944 17.921 34.259 3.880  -0.373 -6.896 O2   KH1 1  
KH1 C1   C1   C 0 1 N N S 14.102 17.869 35.153 1.004  1.812  -5.862 C1   KH1 2  
KH1 C2   C2   C 0 1 N N N 14.800 16.763 34.275 2.065  1.215  -6.792 C2   KH1 3  
KH1 C3   C3   C 0 1 N N R 15.877 17.380 33.408 2.798  0.078  -6.079 C3   KH1 4  
KH1 C4   C4   C 0 1 N N N 15.263 18.495 32.558 1.832  -1.082 -5.824 C4   KH1 5  
KH1 C5   C5   C 0 1 N N N 14.516 19.551 33.346 0.667  -0.564 -5.004 C5   KH1 6  
KH1 C6   C6   C 0 1 N N N 14.694 20.871 33.068 0.212  -1.230 -3.923 C6   KH1 7  
KH1 C7   C7   C 0 1 N N N 14.093 22.011 33.760 -0.916 -0.697 -3.157 C7   KH1 8  
KH1 C8   C8   C 0 1 N N N 13.843 23.209 33.222 -1.366 -1.355 -2.089 C8   KH1 9  
KH1 C9   C9   C 0 1 N N N 14.120 23.612 31.809 -0.750 -2.664 -1.618 C9   KH1 10 
KH1 C10  C10  C 0 1 N N N 13.573 19.009 34.347 0.051  0.702  -5.450 C10  KH1 11 
KH1 C11  C11  C 0 1 N N N 12.747 24.044 31.160 -0.434 -2.607 -0.125 C11  KH1 12 
KH1 C12  C12  C 0 1 N N N 12.003 25.116 31.910 -1.627 -2.083 0.691  C12  KH1 13 
KH1 C13  C13  C 0 1 N N S 11.745 24.665 33.361 -1.974 -0.707 0.185  C13  KH1 14 
KH1 C14  C14  C 0 1 N N S 13.151 24.269 33.986 -2.517 -0.858 -1.265 C14  KH1 15 
KH1 C15  C15  C 0 1 N N N 12.830 24.093 35.488 -3.004 0.564  -1.552 C15  KH1 16 
KH1 C16  C16  C 0 1 N N N 11.665 25.109 35.777 -3.704 0.962  -0.222 C16  KH1 17 
KH1 C17  C17  C 0 1 N N S 11.324 25.725 34.359 -3.069 0.081  0.884  C17  KH1 18 
KH1 C18  C18  C 0 1 N N N 10.768 23.434 33.372 -0.703 0.142  0.122  C18  KH1 19 
KH1 C19  C19  C 0 1 N N N 12.308 19.490 34.449 -1.270 0.868  -5.484 C19  KH1 20 
KH1 O1   O1   O 0 1 N N N 13.082 17.260 35.951 1.634  2.366  -4.705 O1   KH1 21 
KH1 C20  C20  C 0 1 N N R 9.869  26.235 34.263 -2.471 0.960  1.985  C20  KH1 22 
KH1 O4   O4   O 0 1 N N N 9.599  26.354 32.884 -1.834 0.134  2.961  O4   KH1 23 
KH1 C22  C22  C 0 1 N N N 8.237  26.080 32.458 -0.759 0.898  3.511  C22  KH1 24 
KH1 C23  C23  C 0 1 N N N 7.251  26.307 33.596 -0.031 0.066  4.569  C23  KH1 25 
KH1 C25  C25  C 0 1 N N N 4.718  25.731 33.639 1.766  0.103  6.303  C25  KH1 26 
KH1 O3   O3   O 0 1 N N N 4.645  26.763 34.593 0.821  -0.062 7.361  O3   KH1 27 
KH1 C26  C26  C 0 1 N N N 3.937  26.288 32.479 2.982  0.873  6.822  C26  KH1 28 
KH1 C27  C27  C 0 1 N N N 4.038  24.523 34.242 2.211  -1.269 5.795  C27  KH1 29 
KH1 C21  C21  C 0 1 N N N 9.777  27.633 34.943 -3.584 1.771  2.651  C21  KH1 30 
KH1 C24  C24  C 0 1 N N N 6.149  25.312 33.320 1.119  0.884  5.158  C24  KH1 31 
KH1 C28  C28  C 0 1 N N N 4.234  23.236 33.383 2.859  -2.051 6.940  C28  KH1 32 
KH1 C29  C29  C 0 1 N N N 4.512  27.555 31.830 2.542  2.258  7.301  C29  KH1 33 
KH1 HO2  HO2  H 0 1 N N N 17.619 18.308 33.715 4.319  -1.085 -6.410 HO2  KH1 34 
KH1 HC1  HC1  H 0 1 N N N 14.873 18.319 35.820 0.452  2.591  -6.387 HC1  KH1 35 
KH1 HC21 1HC2 H 0 0 N N N 15.196 15.927 34.897 2.780  1.989  -7.070 HC21 KH1 36 
KH1 HC22 2HC2 H 0 0 N N N 14.062 16.184 33.671 1.583  0.829  -7.690 HC22 KH1 37 
KH1 HC3  HC3  H 0 1 N N N 16.311 16.603 32.735 3.189  0.439  -5.127 HC3  KH1 38 
KH1 HC41 1HC4 H 0 0 N N N 16.043 18.969 31.918 2.344  -1.873 -5.275 HC41 KH1 39 
KH1 HC42 2HC4 H 0 0 N N N 14.604 18.062 31.768 1.468  -1.472 -6.775 HC42 KH1 40 
KH1 HC6  HC6  H 0 1 N N N 15.377 21.028 32.216 0.679  -2.156 -3.623 HC6  KH1 41 
KH1 HC7  HC7  H 0 1 N N N 13.790 21.961 34.819 -1.383 0.229  -3.457 HC7  KH1 42 
KH1 HC91 1HC9 H 0 0 N N N 14.905 24.398 31.727 -1.449 -3.478 -1.806 HC91 KH1 43 
KH1 HC92 2HC9 H 0 0 N N N 14.645 22.820 31.226 0.170  -2.848 -2.173 HC92 KH1 44 
KH1 H111 1H11 H 0 0 N N N 12.901 24.351 30.099 -0.177 -3.608 0.222  H111 KH1 45 
KH1 H112 2H11 H 0 0 N N N 12.093 23.153 31.010 0.420  -1.948 0.032  H112 KH1 46 
KH1 H121 1H12 H 0 0 N N N 12.529 26.098 31.865 -2.484 -2.744 0.557  H121 KH1 47 
KH1 H122 2H12 H 0 0 N N N 11.061 25.411 31.391 -1.360 -2.031 1.746  H122 KH1 48 
KH1 H14  H14  H 0 1 N N N 13.964 25.026 33.905 -3.347 -1.564 -1.297 H14  KH1 49 
KH1 H151 1H15 H 0 0 N N N 12.596 23.042 35.779 -3.714 0.569  -2.379 H151 KH1 50 
KH1 H152 2H15 H 0 0 N N N 13.713 24.217 36.156 -2.163 1.225  -1.759 H152 KH1 51 
KH1 H161 1H16 H 0 0 N N N 10.789 24.662 36.303 -4.774 0.765  -0.289 H161 KH1 52 
KH1 H162 2H16 H 0 0 N N N 11.903 25.867 36.558 -3.530 2.016  -0.008 H162 KH1 53 
KH1 H17  H17  H 0 1 N N N 11.880 26.666 34.141 -3.814 -0.594 1.304  H17  KH1 54 
KH1 H181 1H18 H 0 0 N N N 10.581 23.107 34.421 0.018  -0.331 -0.542 H181 KH1 55 
KH1 H182 2H18 H 0 0 N N N 9.820  23.646 32.824 -0.949 1.135  -0.254 H182 KH1 56 
KH1 H183 3H18 H 0 0 N N N 11.139 22.598 32.733 -0.275 0.229  1.121  H183 KH1 57 
KH1 H191 1H19 H 0 0 N N N 11.604 19.085 35.195 -1.923 0.061  -5.185 H191 KH1 58 
KH1 H192 2H19 H 0 0 N N N 11.917 20.332 33.853 -1.688 1.809  -5.809 H192 KH1 59 
KH1 HO1  HO1  H 0 1 N N N 12.661 17.927 36.480 0.931  2.729  -4.150 HO1  KH1 60 
KH1 H20  H20  H 0 1 N N N 9.144  25.551 34.765 -1.738 1.639  1.549  H20  KH1 61 
KH1 H221 1H22 H 0 0 N N N 7.963  26.671 31.553 -1.155 1.804  3.970  H221 KH1 62 
KH1 H222 2H22 H 0 0 N N N 8.139  25.055 32.028 -0.062 1.167  2.717  H222 KH1 63 
KH1 H231 1H23 H 0 0 N N N 7.697  26.228 34.614 0.363  -0.839 4.110  H231 KH1 64 
KH1 H232 2H23 H 0 0 N N N 6.903  27.361 33.700 -0.729 -0.202 5.362  H232 KH1 65 
KH1 HO3  HO3  H 0 1 N N N 5.137  26.411 35.325 0.072  -0.551 6.992  HO3  KH1 66 
KH1 H261 1H26 H 0 0 N N N 3.792  25.498 31.705 3.431  0.327  7.651  H261 KH1 67 
KH1 H262 2H26 H 0 0 N N N 2.879  26.465 32.784 3.713  0.981  6.020  H262 KH1 68 
KH1 H271 1H27 H 0 0 N N N 4.371  24.358 35.293 2.933  -1.143 4.988  H271 KH1 69 
KH1 H272 2H27 H 0 0 N N N 2.956  24.721 34.425 1.345  -1.818 5.425  H272 KH1 70 
KH1 H211 1H21 H 0 0 N N N 8.726  28.001 34.873 -4.318 1.092  3.087  H211 KH1 71 
KH1 H212 2H21 H 0 0 N N N 10.154 27.620 35.992 -3.158 2.397  3.435  H212 KH1 72 
KH1 H213 3H21 H 0 0 N N N 10.510 28.359 34.521 -4.070 2.401  1.906  H213 KH1 73 
KH1 H241 1H24 H 0 0 N N N 6.207  24.985 32.255 0.735  1.832  5.536  H241 KH1 74 
KH1 H242 2H24 H 0 0 N N N 6.377  24.355 33.846 1.861  1.076  4.383  H242 KH1 75 
KH1 H281 1H28 H 0 0 N N N 3.732  22.345 33.827 3.175  -3.029 6.579  H281 KH1 76 
KH1 H282 2H28 H 0 0 N N N 3.900  23.400 32.331 3.725  -1.502 7.310  H282 KH1 77 
KH1 H283 3H28 H 0 0 N N N 5.315  23.037 33.199 2.137  -2.178 7.747  H283 KH1 78 
KH1 H291 1H29 H 0 0 N N N 3.933  27.967 30.970 3.387  2.767  7.766  H291 KH1 79 
KH1 H292 2H29 H 0 0 N N N 4.656  28.344 32.603 2.189  2.841  6.451  H292 KH1 80 
KH1 H293 3H29 H 0 0 N N N 5.569  27.377 31.524 1.737  2.152  8.029  H293 KH1 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 
KH1 O2  C3   SING N N 1  
KH1 O2  HO2  SING N N 2  
KH1 C1  C2   SING N N 3  
KH1 C1  C10  SING N N 4  
KH1 C1  O1   SING N N 5  
KH1 C1  HC1  SING N N 6  
KH1 C2  C3   SING N N 7  
KH1 C2  HC21 SING N N 8  
KH1 C2  HC22 SING N N 9  
KH1 C3  C4   SING N N 10 
KH1 C3  HC3  SING N N 11 
KH1 C4  C5   SING N N 12 
KH1 C4  HC41 SING N N 13 
KH1 C4  HC42 SING N N 14 
KH1 C5  C6   DOUB N Z 15 
KH1 C5  C10  SING N N 16 
KH1 C6  C7   SING N N 17 
KH1 C6  HC6  SING N N 18 
KH1 C7  C8   DOUB N E 19 
KH1 C7  HC7  SING N N 20 
KH1 C8  C9   SING N N 21 
KH1 C8  C14  SING N N 22 
KH1 C9  C11  SING N N 23 
KH1 C9  HC91 SING N N 24 
KH1 C9  HC92 SING N N 25 
KH1 C10 C19  DOUB N N 26 
KH1 C11 C12  SING N N 27 
KH1 C11 H111 SING N N 28 
KH1 C11 H112 SING N N 29 
KH1 C12 C13  SING N N 30 
KH1 C12 H121 SING N N 31 
KH1 C12 H122 SING N N 32 
KH1 C13 C14  SING N N 33 
KH1 C13 C17  SING N N 34 
KH1 C13 C18  SING N N 35 
KH1 C14 C15  SING N N 36 
KH1 C14 H14  SING N N 37 
KH1 C15 C16  SING N N 38 
KH1 C15 H151 SING N N 39 
KH1 C15 H152 SING N N 40 
KH1 C16 C17  SING N N 41 
KH1 C16 H161 SING N N 42 
KH1 C16 H162 SING N N 43 
KH1 C17 C20  SING N N 44 
KH1 C17 H17  SING N N 45 
KH1 C18 H181 SING N N 46 
KH1 C18 H182 SING N N 47 
KH1 C18 H183 SING N N 48 
KH1 C19 H191 SING N N 49 
KH1 C19 H192 SING N N 50 
KH1 O1  HO1  SING N N 51 
KH1 C20 O4   SING N N 52 
KH1 C20 C21  SING N N 53 
KH1 C20 H20  SING N N 54 
KH1 O4  C22  SING N N 55 
KH1 C22 C23  SING N N 56 
KH1 C22 H221 SING N N 57 
KH1 C22 H222 SING N N 58 
KH1 C23 C24  SING N N 59 
KH1 C23 H231 SING N N 60 
KH1 C23 H232 SING N N 61 
KH1 C25 O3   SING N N 62 
KH1 C25 C26  SING N N 63 
KH1 C25 C27  SING N N 64 
KH1 C25 C24  SING N N 65 
KH1 O3  HO3  SING N N 66 
KH1 C26 C29  SING N N 67 
KH1 C26 H261 SING N N 68 
KH1 C26 H262 SING N N 69 
KH1 C27 C28  SING N N 70 
KH1 C27 H271 SING N N 71 
KH1 C27 H272 SING N N 72 
KH1 C21 H211 SING N N 73 
KH1 C21 H212 SING N N 74 
KH1 C21 H213 SING N N 75 
KH1 C24 H241 SING N N 76 
KH1 C24 H242 SING N N 77 
KH1 C28 H281 SING N N 78 
KH1 C28 H282 SING N N 79 
KH1 C28 H283 SING N N 80 
KH1 C29 H291 SING N N 81 
KH1 C29 H292 SING N N 82 
KH1 C29 H293 SING N N 83 
# 
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 
KH1 SMILES           ACDLabs              10.04 OC3C(=C)/C(=C\C=C1/CCCC2(C)C(C(OCCCC(O)(CC)CC)C)CCC12)CC(O)C3 
KH1 InChI            InChI                1.02b 
InChI=1/C29H48O4/c1-6-29(32,7-2)16-9-17-33-21(4)25-13-14-26-22(10-8-15-28(25,26)5)11-12-23-18-24(30)19-27(31)20(23)3/h11-12,21,24-27,30-32H,3,6-10,13-19H2,1-2,4-5H3/b22-11+,23-12-/t21-,24-,25-,26+,27+,28-/m1/s1 
KH1 InChIKey         InChI                1.02b KLZOTDOJMRMLDX-YBBVPDDNBI 
KH1 SMILES_CANONICAL CACTVS               3.341 CCC(O)(CC)CCCO[C@H](C)[C@H]1CC[C@H]2C(/CCC[C@]12C)=C/C=C3/C[C@@H](O)C[C@H](O)C3=C 
KH1 SMILES           CACTVS               3.341 CCC(O)(CC)CCCO[CH](C)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C[CH](O)C3=C 
KH1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(CC)(CCCO[C@H](C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C)O 
KH1 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CC)(CCCOC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C)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 
KH1 "SYSTEMATIC NAME" ACDLabs              10.04 (1S,3R,5Z,7E,14beta,17alpha,20R)-20-[(4-ethyl-4-hydroxyhexyl)oxy]-9,10-secopregna-5,7,10-triene-1,3-diol                                                                         
KH1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxy-hexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol 
# 
