data_VAC
# 
_chem_comp.id                                    VAC 
_chem_comp.name                                  "N,N-BIS(2-HYDROXY-1-INDANYL)-2,6- DIPHENYLMETHYL-4-HYDROXY-1,7-HEPTANDIAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C39 H42 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        618.761 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VAC 
_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        4PHV 
_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 
VAC C1   C1   C 0 1 N N N 13.850 24.324 5.056  0.054  -0.196 0.246  C1   VAC 1  
VAC O2   O2   O 0 1 N N N 14.922 24.898 4.355  0.335  -0.956 1.422  O2   VAC 2  
VAC C3   C3   C 0 1 N N N 14.110 23.479 6.241  -1.153 0.710  0.501  C3   VAC 3  
VAC C4   C4   C 0 1 N N N 13.078 23.447 4.002  1.269  0.663  -0.109 C4   VAC 4  
VAC C6   C6   C 0 1 N N R 11.821 24.241 3.692  2.442  -0.244 -0.485 C6   VAC 5  
VAC C9   C9   C 0 1 N N R 15.423 22.871 6.587  -2.405 -0.150 0.688  C9   VAC 6  
VAC C12  C12  C 0 1 N N N 11.169 23.524 2.525  2.103  -1.014 -1.764 C12  VAC 7  
VAC C13  C13  C 0 1 N N N 10.862 24.322 4.875  3.673  0.595  -0.716 C13  VAC 8  
VAC O15  O15  O 0 1 N N N 10.677 23.359 5.631  3.572  1.692  -1.222 O15  VAC 9  
VAC C16  C16  C 0 1 Y N N 9.775  24.052 2.314  3.190  -2.016 -2.050 C16  VAC 10 
VAC N19  N19  N 0 1 N N N 10.246 25.482 5.024  4.885  0.125  -0.360 N19  VAC 11 
VAC C20  C20  C 0 1 N N S 9.233  25.688 6.036  6.067  0.983  -0.480 C20  VAC 12 
VAC C21  C21  C 0 1 N N R 8.193  26.727 5.493  7.338  0.123  -0.639 C21  VAC 13 
VAC O22  O22  O 0 1 N N N 8.824  27.759 4.704  7.163  -1.160 -0.033 O22  VAC 14 
VAC C23  C23  C 0 1 Y N N 9.665  26.327 7.321  6.275  1.770  0.796  C23  VAC 15 
VAC C25  C25  C 0 1 Y N N 8.691  27.198 7.761  7.615  1.751  1.141  C25  VAC 16 
VAC C26  C26  C 0 1 N N N 7.514  27.213 6.802  8.396  0.953  0.120  C26  VAC 17 
VAC C30  C30  C 0 1 N N N 15.369 21.382 6.206  -3.621 0.739  0.745  C30  VAC 18 
VAC C31  C31  C 0 1 N N N 15.422 22.842 8.106  -2.290 -0.940 1.993  C31  VAC 19 
VAC C33  C33  C 0 1 Y N N 16.425 21.917 8.694  -3.479 -1.854 2.134  C33  VAC 20 
VAC O36  O36  O 0 1 N N N 14.217 20.939 6.267  -3.520 1.880  1.143  O36  VAC 21 
VAC C37  C37  C 0 1 Y N N 8.845  27.938 8.948  8.042  2.411  2.281  C37  VAC 22 
VAC C38  C38  C 0 1 Y N N 10.020 27.731 9.669  7.135  3.086  3.075  C38  VAC 23 
VAC C39  C39  C 0 1 Y N N 10.998 26.861 9.207  5.796  3.103  2.731  C39  VAC 24 
VAC C40  C40  C 0 1 Y N N 10.827 26.126 8.027  5.369  2.446  1.594  C40  VAC 25 
VAC C45  C45  C 0 1 Y N N 16.051 20.707 9.293  -3.443 -3.124 1.589  C45  VAC 26 
VAC C46  C46  C 0 1 Y N N 17.002 19.872 9.884  -4.535 -3.963 1.718  C46  VAC 27 
VAC C47  C47  C 0 1 Y N N 18.353 20.260 9.825  -5.662 -3.532 2.392  C47  VAC 28 
VAC C48  C48  C 0 1 Y N N 18.727 21.440 9.202  -5.698 -2.262 2.937  C48  VAC 29 
VAC C49  C49  C 0 1 Y N N 17.752 22.274 8.657  -4.605 -1.425 2.812  C49  VAC 30 
VAC C55  C55  C 0 1 Y N N 9.576  25.256 1.679  3.144  -3.271 -1.471 C55  VAC 31 
VAC C56  C56  C 0 1 Y N N 8.312  25.775 1.485  4.142  -4.191 -1.734 C56  VAC 32 
VAC C57  C57  C 0 1 Y N N 7.233  25.028 1.975  5.186  -3.856 -2.577 C57  VAC 33 
VAC C58  C58  C 0 1 Y N N 7.436  23.840 2.657  5.231  -2.602 -3.157 C58  VAC 34 
VAC C59  C59  C 0 1 Y N N 8.713  23.321 2.835  4.231  -1.684 -2.897 C59  VAC 35 
VAC C68  C68  C 0 1 N N N 18.179 17.813 4.665  -8.285 1.103  -0.380 C68  VAC 36 
VAC C69  C69  C 0 1 N N R 18.103 19.024 5.644  -7.282 0.352  0.522  C69  VAC 37 
VAC O70  O70  O 0 1 N N N 19.048 20.042 5.384  -7.118 -1.000 0.089  O70  VAC 38 
VAC C71  C71  C 0 1 N N S 16.652 19.463 5.529  -5.982 1.157  0.313  C71  VAC 39 
VAC C73  C73  C 0 1 Y N N 16.418 19.163 4.090  -6.117 1.783  -1.059 C73  VAC 40 
VAC C76  C76  C 0 1 Y N N 17.227 18.192 3.578  -7.441 1.750  -1.458 C76  VAC 41 
VAC C77  C77  C 0 1 Y N N 15.480 19.739 3.247  -5.160 2.332  -1.894 C77  VAC 42 
VAC C78  C78  C 0 1 Y N N 15.403 19.290 1.963  -5.523 2.851  -3.121 C78  VAC 43 
VAC C79  C79  C 0 1 Y N N 16.217 18.262 1.445  -6.846 2.820  -3.520 C79  VAC 44 
VAC C80  C80  C 0 1 Y N N 17.177 17.675 2.262  -7.803 2.270  -2.689 C80  VAC 45 
VAC N86  N86  N 0 1 N N N 16.499 20.867 5.856  -4.820 0.265  0.353  N86  VAC 46 
VAC H1   H1   H 0 1 N N N 13.308 25.192 5.499  -0.167 -0.872 -0.580 H1   VAC 47 
VAC HO2  HO2  H 0 1 N N N 14.754 25.441 3.593  0.525  -0.322 2.127  HO2  VAC 48 
VAC H31  1H3  H 0 1 N N N 13.784 24.066 7.131  -0.980 1.301  1.400  H31  VAC 49 
VAC H32  2H3  H 0 1 N N N 13.369 22.645 6.208  -1.294 1.376  -0.351 H32  VAC 50 
VAC H41  1H4  H 0 1 N N N 13.681 23.181 3.102  1.024  1.308  -0.953 H41  VAC 51 
VAC H42  2H4  H 0 1 N N N 12.884 22.400 4.335  1.545  1.276  0.749  H42  VAC 52 
VAC H6   H6   H 0 1 N N N 12.080 25.299 3.455  2.630  -0.950 0.324  H6   VAC 53 
VAC H9   H9   H 0 1 N N N 16.273 23.407 6.105  -2.499 -0.842 -0.148 H9   VAC 54 
VAC H121 1H12 H 0 0 N N N 11.785 23.586 1.597  1.154  -1.534 -1.633 H121 VAC 55 
VAC H122 2H12 H 0 0 N N N 11.182 22.416 2.653  2.023  -0.316 -2.597 H122 VAC 56 
VAC HN19 9HN1 H 0 0 N N N 10.546 26.204 4.370  4.975  -0.781 -0.025 HN19 VAC 57 
VAC H20  H20  H 0 1 N N N 8.877  24.651 6.242  5.958  1.658  -1.328 H20  VAC 58 
VAC H21  H21  H 0 1 N N N 7.448  26.317 4.770  7.608  0.020  -1.690 H21  VAC 59 
VAC HO22 2HO2 H 0 0 N N N 8.193  28.388 4.374  7.988  -1.646 -0.166 HO22 VAC 60 
VAC H261 1H26 H 0 0 N N N 6.968  28.182 6.727  9.107  0.294  0.618  H261 VAC 61 
VAC H262 2H26 H 0 0 N N N 6.623  26.625 7.126  8.915  1.621  -0.567 H262 VAC 62 
VAC H311 1H31 H 0 0 N N N 15.550 23.870 8.517  -1.375 -1.533 1.979  H311 VAC 63 
VAC H312 2H31 H 0 0 N N N 14.402 22.610 8.492  -2.261 -0.249 2.836  H312 VAC 64 
VAC H37  H37  H 0 1 N N N 8.078  28.649 9.298  9.088  2.398  2.551  H37  VAC 65 
VAC H38  H38  H 0 1 N N N 10.178 28.264 10.621 7.471  3.599  3.964  H38  VAC 66 
VAC H39  H39  H 0 1 N N N 11.928 26.751 9.788  5.085  3.629  3.350  H39  VAC 67 
VAC H40  H40  H 0 1 N N N 11.584 25.410 7.664  4.323  2.460  1.325  H40  VAC 68 
VAC H45  H45  H 0 1 N N N 14.989 20.406 9.299  -2.562 -3.461 1.063  H45  VAC 69 
VAC H46  H46  H 0 1 N N N 16.696 18.936 10.381 -4.507 -4.955 1.292  H46  VAC 70 
VAC H47  H47  H 0 1 N N N 19.134 19.626 10.276 -6.515 -4.187 2.492  H47  VAC 71 
VAC H48  H48  H 0 1 N N N 19.793 21.713 9.140  -6.579 -1.925 3.463  H48  VAC 72 
VAC H49  H49  H 0 1 N N N 18.035 23.231 8.189  -4.633 -0.433 3.238  H49  VAC 73 
VAC H55  H55  H 0 1 N N N 10.452 25.819 1.316  2.329  -3.532 -0.813 H55  VAC 74 
VAC H56  H56  H 0 1 N N N 8.171  26.737 0.965  4.107  -5.170 -1.281 H56  VAC 75 
VAC H57  H57  H 0 1 N N N 6.200  25.383 1.820  5.966  -4.575 -2.782 H57  VAC 76 
VAC H58  H58  H 0 1 N N N 6.566  23.298 3.065  6.047  -2.341 -3.815 H58  VAC 77 
VAC H59  H59  H 0 1 N N N 8.876  22.369 3.367  4.267  -0.704 -3.351 H59  VAC 78 
VAC H681 1H68 H 0 0 N N N 19.207 17.563 4.314  -8.993 0.403  -0.823 H681 VAC 79 
VAC H682 2H68 H 0 0 N N N 17.975 16.822 5.135  -8.814 1.864  0.194  H682 VAC 80 
VAC H69  H69  H 0 1 N N N 18.381 18.750 6.688  -7.597 0.388  1.565  H69  VAC 81 
VAC HO70 0HO7 H 0 0 N N N 19.001 20.779 5.980  -7.961 -1.448 0.245  HO70 VAC 82 
VAC H71  H71  H 0 1 N N N 15.932 18.965 6.221  -5.890 1.931  1.075  H71  VAC 83 
VAC H77  H77  H 0 1 N N N 14.806 20.541 3.592  -4.126 2.357  -1.583 H77  VAC 84 
VAC H78  H78  H 0 1 N N N 14.652 19.777 1.318  -4.773 3.279  -3.770 H78  VAC 85 
VAC H79  H79  H 0 1 N N N 16.103 17.917 0.403  -7.131 3.224  -4.479 H79  VAC 86 
VAC H80  H80  H 0 1 N N N 17.839 16.871 1.898  -8.837 2.247  -3.001 H80  VAC 87 
VAC HN86 6HN8 H 0 0 N N N 17.253 21.553 5.838  -4.914 -0.666 0.098  HN86 VAC 88 
# 
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 
VAC C1  O2   SING N N 1  
VAC C1  C3   SING N N 2  
VAC C1  C4   SING N N 3  
VAC C1  H1   SING N N 4  
VAC O2  HO2  SING N N 5  
VAC C3  C9   SING N N 6  
VAC C3  H31  SING N N 7  
VAC C3  H32  SING N N 8  
VAC C4  C6   SING N N 9  
VAC C4  H41  SING N N 10 
VAC C4  H42  SING N N 11 
VAC C6  C12  SING N N 12 
VAC C6  C13  SING N N 13 
VAC C6  H6   SING N N 14 
VAC C9  C30  SING N N 15 
VAC C9  C31  SING N N 16 
VAC C9  H9   SING N N 17 
VAC C12 C16  SING N N 18 
VAC C12 H121 SING N N 19 
VAC C12 H122 SING N N 20 
VAC C13 O15  DOUB N N 21 
VAC C13 N19  SING N N 22 
VAC C16 C55  DOUB Y N 23 
VAC C16 C59  SING Y N 24 
VAC N19 C20  SING N N 25 
VAC N19 HN19 SING N N 26 
VAC C20 C21  SING N N 27 
VAC C20 C23  SING N N 28 
VAC C20 H20  SING N N 29 
VAC C21 O22  SING N N 30 
VAC C21 C26  SING N N 31 
VAC C21 H21  SING N N 32 
VAC O22 HO22 SING N N 33 
VAC C23 C25  SING Y N 34 
VAC C23 C40  DOUB Y N 35 
VAC C25 C26  SING N N 36 
VAC C25 C37  DOUB Y N 37 
VAC C26 H261 SING N N 38 
VAC C26 H262 SING N N 39 
VAC C30 O36  DOUB N N 40 
VAC C30 N86  SING N N 41 
VAC C31 C33  SING N N 42 
VAC C31 H311 SING N N 43 
VAC C31 H312 SING N N 44 
VAC C33 C45  DOUB Y N 45 
VAC C33 C49  SING Y N 46 
VAC C37 C38  SING Y N 47 
VAC C37 H37  SING N N 48 
VAC C38 C39  DOUB Y N 49 
VAC C38 H38  SING N N 50 
VAC C39 C40  SING Y N 51 
VAC C39 H39  SING N N 52 
VAC C40 H40  SING N N 53 
VAC C45 C46  SING Y N 54 
VAC C45 H45  SING N N 55 
VAC C46 C47  DOUB Y N 56 
VAC C46 H46  SING N N 57 
VAC C47 C48  SING Y N 58 
VAC C47 H47  SING N N 59 
VAC C48 C49  DOUB Y N 60 
VAC C48 H48  SING N N 61 
VAC C49 H49  SING N N 62 
VAC C55 C56  SING Y N 63 
VAC C55 H55  SING N N 64 
VAC C56 C57  DOUB Y N 65 
VAC C56 H56  SING N N 66 
VAC C57 C58  SING Y N 67 
VAC C57 H57  SING N N 68 
VAC C58 C59  DOUB Y N 69 
VAC C58 H58  SING N N 70 
VAC C59 H59  SING N N 71 
VAC C68 C69  SING N N 72 
VAC C68 C76  SING N N 73 
VAC C68 H681 SING N N 74 
VAC C68 H682 SING N N 75 
VAC C69 O70  SING N N 76 
VAC C69 C71  SING N N 77 
VAC C69 H69  SING N N 78 
VAC O70 HO70 SING N N 79 
VAC C71 C73  SING N N 80 
VAC C71 N86  SING N N 81 
VAC C71 H71  SING N N 82 
VAC C73 C76  DOUB Y N 83 
VAC C73 C77  SING Y N 84 
VAC C76 C80  SING Y N 85 
VAC C77 C78  DOUB Y N 86 
VAC C77 H77  SING N N 87 
VAC C78 C79  SING Y N 88 
VAC C78 H78  SING N N 89 
VAC C79 C80  DOUB Y N 90 
VAC C79 H79  SING N N 91 
VAC C80 H80  SING N N 92 
VAC N86 HN86 SING N N 93 
# 
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 
VAC SMILES           ACDLabs              10.04 O=C(NC2c1ccccc1CC2O)C(Cc3ccccc3)CC(O)CC(C(=O)NC5c4ccccc4CC5O)Cc6ccccc6 
VAC InChI            InChI                1.02b 
;InChI=1/C39H42N2O5/c42-31(21-29(19-25-11-3-1-4-12-25)38(45)40-36-32-17-9-7-15-27(32)23-34(36)43)22-30(20-26-13-5-2-6-14-26)39(46)41-37-33-18-10-8-16-28(33)24-35(37)44/h1-18,29-31,34-37,42-44H,19-24H2,(H,40,45)(H,41,46)/t29-,30-,34-,35-,36+,37+/m1/s1/f/h40-41H
;
VAC InChIKey         InChI                1.02b NNOFYWJFSHHUJW-ACLUNDOADX 
VAC SMILES_CANONICAL CACTVS               3.341 O[C@@H](C[C@@H](Cc1ccccc1)C(=O)N[C@@H]2[C@H](O)Cc3ccccc23)C[C@@H](Cc4ccccc4)C(=O)N[C@@H]5[C@H](O)Cc6ccccc56 
VAC SMILES           CACTVS               3.341 O[CH](C[CH](Cc1ccccc1)C(=O)N[CH]2[CH](O)Cc3ccccc23)C[CH](Cc4ccccc4)C(=O)N[CH]5[CH](O)Cc6ccccc56 
VAC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@H](CC(C[C@@H](Cc2ccccc2)C(=O)N[C@H]3c4ccccc4C[C@H]3O)O)C(=O)N[C@H]5c6ccccc6C[C@H]5O 
VAC SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC(CC(CC(Cc2ccccc2)C(=O)NC3c4ccccc4CC3O)O)C(=O)NC5c6ccccc6CC5O 
# 
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 
VAC "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,6R)-2,6-dibenzyl-4-hydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]heptanediamide"          
VAC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,6R)-4-hydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,6-bis(phenylmethyl)heptanediamide" 
# 
