data_LAB
# 
_chem_comp.id                                    LAB 
_chem_comp.name                                  "LATRUNCULIN B" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-06-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        395.513 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LAB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
LAB O5   O5   O 0 1 N N N 8.990  11.478 32.715 -5.825 -2.017 0.645  O5   LAB 1  
LAB C18  C18  C 0 1 N N N 8.923  12.139 31.700 -5.133 -1.085 0.283  C18  LAB 2  
LAB N1   N1   N 0 1 N N N 8.983  11.726 30.447 -3.863 -1.176 -0.101 N1   LAB 3  
LAB C16  C16  C 0 1 N N R 8.978  12.702 29.313 -3.170 0.026  -0.505 C16  LAB 4  
LAB C17  C17  C 0 1 N N N 8.656  14.053 29.876 -4.075 1.261  -0.414 C17  LAB 5  
LAB S1   S1   S 0 1 N N N 8.726  13.929 31.711 -5.663 0.598  0.180  S1   LAB 6  
LAB C15  C15  C 0 1 N N R 10.386 12.696 28.740 -1.954 0.230  0.402  C15  LAB 7  
LAB O4   O4   O 0 1 N N N 11.271 13.383 29.644 -2.410 0.358  1.756  O4   LAB 8  
LAB C14  C14  C 0 1 N N N 11.102 11.383 28.586 -1.028 -0.980 0.310  C14  LAB 9  
LAB C13  C13  C 0 1 N N R 12.146 11.323 27.507 -0.425 -1.123 -1.083 C13  LAB 10 
LAB O2   O2   O 0 1 N N N 13.386 11.857 28.123 0.728  -1.997 -1.070 O2   LAB 11 
LAB C12  C12  C 0 1 N N N 12.163 12.306 26.386 -0.017 0.250  -1.629 C12  LAB 12 
LAB C11  C11  C 0 1 N N R 11.491 13.582 26.718 0.043  1.245  -0.470 C11  LAB 13 
LAB O3   O3   O 0 1 N N N 10.379 13.579 27.670 -1.279 1.432  0.035  O3   LAB 14 
LAB C10  C10  C 0 1 N N N 11.207 14.709 25.648 0.630  2.577  -0.937 C10  LAB 15 
LAB C9   C9   C 0 1 N N N 11.174 16.083 26.191 1.699  3.044  0.039  C9   LAB 16 
LAB C8   C8   C 0 1 N N S 12.565 16.459 26.854 3.118  2.623  -0.342 C8   LAB 17 
LAB C20  C20  C 0 1 N N N 12.481 18.220 27.142 3.126  1.457  -1.309 C20  LAB 18 
LAB C7   C7   C 0 1 N N N 13.971 16.227 26.202 3.890  2.359  0.914  C7   LAB 19 
LAB C6   C6   C 0 1 N N N 14.975 15.591 26.632 4.644  1.394  1.288  C6   LAB 20 
LAB C5   C5   C 0 1 N N N 15.096 14.918 27.915 5.058  0.130  0.607  C5   LAB 21 
LAB C4   C4   C 0 1 N N N 15.757 13.501 27.812 4.283  -1.056 1.189  C4   LAB 22 
LAB C3   C3   C 0 1 N N N 16.035 12.761 28.937 4.166  -2.157 0.175  C3   LAB 23 
LAB C19  C19  C 0 1 N N N 17.367 13.231 29.591 5.385  -3.014 -0.110 C19  LAB 24 
LAB C2   C2   C 0 1 N N N 15.336 11.810 29.481 3.049  -2.426 -0.486 C2   LAB 25 
LAB C1   C1   C 0 1 N N N 14.083 11.139 29.037 1.797  -1.682 -0.314 C1   LAB 26 
LAB O1   O1   O 0 1 N N N 13.729 10.039 29.383 1.715  -0.802 0.513  O1   LAB 27 
LAB HN1  HN1  H 0 1 N N N 9.033  10.746 30.253 -3.410 -2.034 -0.109 HN1  LAB 28 
LAB H16  H16  H 0 1 N N N 8.243  12.450 28.535 -2.830 -0.088 -1.534 H16  LAB 29 
LAB H171 1H17 H 0 0 N N N 9.387  14.794 29.520 -3.669 1.982  0.296  H171 LAB 30 
LAB H172 2H17 H 0 0 N N N 7.656  14.375 29.551 -4.199 1.718  -1.395 H172 LAB 31 
LAB HO4  HO4  H 0 1 N N N 12.106 13.534 29.217 -1.700 0.491  2.399  HO4  LAB 32 
LAB H141 1H14 H 0 0 N N N 11.605 11.170 29.541 -0.241 -0.890 1.058  H141 LAB 33 
LAB H142 2H14 H 0 0 N N N 10.331 10.653 28.298 -1.607 -1.883 0.539  H142 LAB 34 
LAB H13  H13  H 0 1 N N N 11.999 10.297 27.138 -1.175 -1.556 -1.756 H13  LAB 35 
LAB H121 1H12 H 0 0 N N N 13.212 12.524 26.136 0.947  0.174  -2.122 H121 LAB 36 
LAB H122 2H12 H 0 0 N N N 11.615 11.855 25.545 -0.763 0.585  -2.354 H122 LAB 37 
LAB H11  H11  H 0 1 N N N 12.433 13.875 27.206 0.667  0.849  0.334  H11  LAB 38 
LAB H101 1H10 H 0 0 N N N 12.007 14.665 24.894 0.983  2.516  -1.956 H101 LAB 39 
LAB H102 2H10 H 0 0 N N N 10.205 14.509 25.241 -0.188 3.321  -0.929 H102 LAB 40 
LAB H91  1H9  H 0 1 N N N 10.964 16.787 25.373 1.667  4.139  0.107  H91  LAB 41 
LAB H92  2H9  H 0 1 N N N 10.389 16.141 26.959 1.472  2.648  1.037  H92  LAB 42 
LAB H8   H8   H 0 1 N N N 12.598 15.727 27.674 3.589  3.488  -0.848 H8   LAB 43 
LAB H201 1H20 H 0 0 N N N 12.464 18.415 28.225 2.599  1.738  -2.221 H201 LAB 44 
LAB H202 2H20 H 0 0 N N N 13.361 18.707 26.696 4.155  1.192  -1.551 H202 LAB 45 
LAB H203 3H20 H 0 0 N N N 11.566 18.623 26.683 2.629  0.601  -0.851 H203 LAB 46 
LAB H7   H7   H 0 1 N N N 14.103 16.683 25.232 3.787  3.166  1.681  H7   LAB 47 
LAB H6   H6   H 0 1 N N N 15.833 15.542 25.978 5.069  1.522  2.312  H6   LAB 48 
LAB H51  1H5  H 0 1 N N N 15.720 15.541 28.573 4.983  0.155  -0.465 H51  LAB 49 
LAB H52  2H5  H 0 1 N N N 14.079 14.777 28.309 6.129  -0.041 0.838  H52  LAB 50 
LAB H41  1H4  H 0 1 N N N 15.062 12.890 27.217 4.849  -1.439 2.052  H41  LAB 51 
LAB H42  2H4  H 0 1 N N N 16.756 13.723 27.409 3.316  -0.731 1.548  H42  LAB 52 
LAB H191 1H19 H 0 0 N N N 18.138 13.342 28.815 5.391  -3.871 0.563  H191 LAB 53 
LAB H192 2H19 H 0 0 N N N 17.209 14.198 30.091 5.351  -3.362 -1.142 H192 LAB 54 
LAB H193 3H19 H 0 0 N N N 17.696 12.485 30.330 6.288  -2.424 0.045  H193 LAB 55 
LAB H2   H2   H 0 1 N N N 15.732 11.443 30.416 3.066  -3.251 -1.201 H2   LAB 56 
# 
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 
LAB O5  C18  DOUB N N 1  
LAB C18 N1   SING N N 2  
LAB C18 S1   SING N N 3  
LAB N1  C16  SING N N 4  
LAB N1  HN1  SING N N 5  
LAB C16 C15  SING N N 6  
LAB C16 C17  SING N N 7  
LAB C16 H16  SING N N 8  
LAB C17 S1   SING N N 9  
LAB C17 H171 SING N N 10 
LAB C17 H172 SING N N 11 
LAB C15 O3   SING N N 12 
LAB C15 C14  SING N N 13 
LAB C15 O4   SING N N 14 
LAB O4  HO4  SING N N 15 
LAB C14 C13  SING N N 16 
LAB C14 H141 SING N N 17 
LAB C14 H142 SING N N 18 
LAB C13 C12  SING N N 19 
LAB C13 O2   SING N N 20 
LAB C13 H13  SING N N 21 
LAB O2  C1   SING N N 22 
LAB C12 C11  SING N N 23 
LAB C12 H121 SING N N 24 
LAB C12 H122 SING N N 25 
LAB C11 C10  SING N N 26 
LAB C11 O3   SING N N 27 
LAB C11 H11  SING N N 28 
LAB C10 C9   SING N N 29 
LAB C10 H101 SING N N 30 
LAB C10 H102 SING N N 31 
LAB C9  C8   SING N N 32 
LAB C9  H91  SING N N 33 
LAB C9  H92  SING N N 34 
LAB C8  C7   SING N N 35 
LAB C8  C20  SING N N 36 
LAB C8  H8   SING N N 37 
LAB C20 H201 SING N N 38 
LAB C20 H202 SING N N 39 
LAB C20 H203 SING N N 40 
LAB C7  C6   DOUB N Z 41 
LAB C7  H7   SING N N 42 
LAB C6  C5   SING N N 43 
LAB C6  H6   SING N N 44 
LAB C5  C4   SING N N 45 
LAB C5  H51  SING N N 46 
LAB C5  H52  SING N N 47 
LAB C4  C3   SING N N 48 
LAB C4  H41  SING N N 49 
LAB C4  H42  SING N N 50 
LAB C3  C2   DOUB N Z 51 
LAB C3  C19  SING N N 52 
LAB C19 H191 SING N N 53 
LAB C19 H192 SING N N 54 
LAB C19 H193 SING N N 55 
LAB C2  C1   SING N N 56 
LAB C2  H2   SING N N 57 
LAB C1  O1   DOUB N N 58 
# 
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 
LAB SMILES           ACDLabs              10.04 O=C3OC2CC(OC(O)(C1NC(=O)SC1)C2)CCC(C=CCCC(=C3)C)C                                                                                                                                                    
LAB InChI            InChI                1.02b InChI=1/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1/f/h21H 
LAB InChIKey         InChI                1.02b NSHPHXHGRHSMIK-HVTQNCSXDD                                                                                                                                                                            
LAB SMILES_CANONICAL CACTVS               3.341 C[C@H]\1CC[C@@H]2C[C@H](C[C@@](O)(O2)[C@@H]3CSC(=O)N3)OC(=O)\C=C(C)/CC\C=C\1                                                                                                                         
LAB SMILES           CACTVS               3.341 C[CH]1CC[CH]2C[CH](C[C](O)(O2)[CH]3CSC(=O)N3)OC(=O)C=C(C)CCC=C1                                                                                                                                      
LAB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]\1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]3CSC(=O)N3)O)OC(=O)\C=C(/CC\C=C1)\C                                                                                                                         
LAB SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=C1)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 
LAB "SYSTEMATIC NAME" ACDLabs              10.04 (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one 
LAB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one 
# 
