data_AIT
# 
_chem_comp.id                                    AIT 
_chem_comp.name                                  (2S,3R)-3-(4-HYDROXYPHENYL)-2-(4-{[(2R)-2-PYRROLIDIN-1-YLPROPYL]OXY}PHENYL)-2,3-DIHYDRO-1,4-BENZOXATHIIN-6-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H29 N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "COMPOUND 19" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-12 
_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                        463.588 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AIT 
_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        1XPC 
_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 
AIT C1   C1   C 0 1 N N R 31.236 -0.323 28.913 2.325  -0.281 1.611  C1   AIT 1  
AIT C2   C2   C 0 1 N N S 31.356 -1.721 28.289 1.680  0.941  0.935  C2   AIT 2  
AIT O3   O3   O 0 1 N N N 30.137 -2.473 28.544 2.100  0.994  -0.413 O3   AIT 3  
AIT C4   C4   C 0 1 Y N N 28.957 -1.955 28.101 3.417  1.258  -0.556 C4   AIT 4  
AIT C5   C5   C 0 1 Y N N 28.057 -2.972 27.751 3.770  1.930  -1.731 C5   AIT 5  
AIT C6   C6   C 0 1 Y N N 26.816 -2.612 27.291 5.083  2.233  -2.011 C6   AIT 6  
AIT C7   C7   C 0 1 Y N N 26.485 -1.249 27.158 6.085  1.870  -1.123 C7   AIT 7  
AIT O8   O8   O 0 1 N N N 25.224 -1.018 26.753 7.385  2.156  -1.400 O8   AIT 8  
AIT C9   C9   C 0 1 Y N N 27.386 -0.250 27.554 5.749  1.215  0.048  C9   AIT 9  
AIT C10  C10  C 0 1 Y N N 28.676 -0.587 27.984 4.419  0.920  0.340  C10  AIT 10 
AIT S11  S11  S 0 1 N N N 29.720 0.483  28.356 4.071  0.140  1.886  S11  AIT 11 
AIT C12  C12  C 0 1 Y N N 32.545 0.383  28.630 2.219  -1.484 0.708  C12  AIT 12 
AIT C13  C13  C 0 1 Y N N 32.740 1.243  27.538 3.077  -1.616 -0.368 C13  AIT 13 
AIT C14  C14  C 0 1 Y N N 33.997 1.825  27.360 2.982  -2.718 -1.196 C14  AIT 14 
AIT C15  C15  C 0 1 Y N N 35.061 1.584  28.253 2.025  -3.691 -0.948 C15  AIT 15 
AIT O16  O16  O 0 1 N N N 36.277 2.150  28.098 1.930  -4.775 -1.761 O16  AIT 16 
AIT C17  C17  C 0 1 Y N N 34.861 0.737  29.356 1.166  -3.555 0.133  C17  AIT 17 
AIT C18  C18  C 0 1 Y N N 33.591 0.175  29.528 1.268  -2.455 0.962  C18  AIT 18 
AIT C19  C19  C 0 1 Y N N 31.705 -1.873 26.820 0.179  0.817  0.992  C19  AIT 19 
AIT C20  C20  C 0 1 Y N N 32.608 -2.871 26.435 -0.535 1.514  1.950  C20  AIT 20 
AIT C21  C21  C 0 1 Y N N 32.989 -3.136 25.101 -1.910 1.402  2.004  C21  AIT 21 
AIT C22  C22  C 0 1 Y N N 32.495 -2.305 24.090 -2.576 0.589  1.098  C22  AIT 22 
AIT C23  C23  C 0 1 Y N N 31.595 -1.290 24.458 -1.856 -0.113 0.142  C23  AIT 23 
AIT C24  C24  C 0 1 Y N N 31.188 -1.092 25.767 -0.481 0.007  0.087  C24  AIT 24 
AIT O25  O25  O 0 1 N N N 32.788 -2.467 22.787 -3.929 0.477  1.149  O25  AIT 25 
AIT C26  C26  C 0 1 N N N 33.298 -3.729 22.321 -4.310 -0.417 0.102  C26  AIT 26 
AIT C27  C27  C 0 1 N N R 33.697 -3.668 20.822 -5.830 -0.588 0.105  C27  AIT 27 
AIT C28  C28  C 0 1 N N N 34.626 -4.843 20.606 -6.290 -1.042 1.492  C28  AIT 28 
AIT N29  N29  N 0 1 N N N 32.571 -3.881 19.896 -6.467 0.693  -0.228 N29  AIT 29 
AIT C30  C30  C 0 1 N N N 32.706 -3.184 18.588 -6.073 1.017  -1.611 C30  AIT 30 
AIT C31  C31  C 0 1 N N N 31.264 -2.908 18.105 -7.357 1.007  -2.467 C31  AIT 31 
AIT C32  C32  C 0 1 N N N 30.374 -3.451 19.222 -8.477 1.239  -1.419 C32  AIT 32 
AIT C33  C33  C 0 1 N N N 31.325 -3.359 20.448 -7.927 0.462  -0.196 C33  AIT 33 
AIT H1   H1   H 0 1 N N N 31.110 -0.326 30.021 1.835  -0.485 2.563  H1   AIT 34 
AIT H2   H2   H 0 1 N N N 32.266 -2.110 28.802 1.991  1.850  1.450  H2   AIT 35 
AIT H5   H5   H 0 1 N N N 28.321 -4.040 27.836 2.999  2.216  -2.431 H5   AIT 36 
AIT H6   H6   H 0 1 N N N 26.096 -3.406 27.032 5.334  2.754  -2.924 H6   AIT 37 
AIT HO8  HO8  H 0 1 N N N 25.001 -0.099 26.663 7.566  3.029  -1.026 HO8  AIT 38 
AIT H9   H9   H 0 1 N N N 27.078 0.809  27.527 6.525  0.929  0.743  H9   AIT 39 
AIT H13  H13  H 0 1 N N N 31.920 1.458  26.832 3.822  -0.858 -0.561 H13  AIT 40 
AIT H14  H14  H 0 1 N N N 34.153 2.490  26.494 3.652  -2.821 -2.037 H14  AIT 41 
AIT H16  H16  H 0 1 N N N 36.994 1.988  28.700 2.512  -5.453 -1.393 H16  AIT 42 
AIT H17  H17  H 0 1 N N N 35.677 0.520  30.066 0.420  -4.312 0.328  H17  AIT 43 
AIT H18  H18  H 0 1 N N N 33.406 -0.460 30.411 0.600  -2.349 1.803  H18  AIT 44 
AIT H20  H20  H 0 1 N N N 33.048 -3.489 27.235 -0.016 2.146  2.655  H20  AIT 45 
AIT H21  H21  H 0 1 N N N 33.660 -3.976 24.853 -2.468 1.946  2.752  H21  AIT 46 
AIT H23  H23  H 0 1 N N N 31.189 -0.618 23.684 -2.372 -0.746 -0.565 H23  AIT 47 
AIT H24  H24  H 0 1 N N N 30.444 -0.304 25.973 0.079  -0.536 -0.660 H24  AIT 48 
AIT H261 1H26 H 0 0 N N N 32.577 -4.556 22.517 -3.835 -1.386 0.261  H261 AIT 49 
AIT H262 2H26 H 0 0 N N N 34.145 -4.084 22.953 -3.992 -0.010 -0.858 H262 AIT 50 
AIT H27  H27  H 0 1 N N N 34.125 -2.659 20.618 -6.113 -1.337 -0.635 H27  AIT 51 
AIT H281 1H28 H 0 0 N N N 34.191 -5.822 20.916 -6.055 -0.269 2.223  H281 AIT 52 
AIT H282 2H28 H 0 0 N N N 34.913 -4.799 19.529 -7.366 -1.215 1.479  H282 AIT 53 
AIT H283 3H28 H 0 0 N N N 35.497 -4.861 21.302 -5.777 -1.965 1.761  H283 AIT 54 
AIT H301 1H30 H 0 0 N N N 33.325 -3.742 17.847 -5.612 2.004  -1.644 H301 AIT 55 
AIT H302 2H30 H 0 0 N N N 33.343 -2.270 18.634 -5.374 0.267  -1.982 H302 AIT 56 
AIT H311 1H31 H 0 0 N N N 31.034 -3.326 17.097 -7.339 1.816  -3.197 H311 AIT 57 
AIT H312 2H31 H 0 0 N N N 31.068 -1.841 17.845 -7.484 0.044  -2.960 H312 AIT 58 
AIT H321 1H32 H 0 0 N N N 29.936 -4.459 19.034 -8.585 2.300  -1.191 H321 AIT 59 
AIT H322 2H32 H 0 0 N N N 29.393 -2.935 19.341 -9.422 0.816  -1.758 H322 AIT 60 
AIT H331 1H33 H 0 0 N N N 31.400 -2.350 20.916 -8.146 -0.601 -0.293 H331 AIT 61 
AIT H332 2H33 H 0 0 N N N 30.963 -3.872 21.369 -8.354 0.856  0.726  H332 AIT 62 
# 
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 
AIT C1  C2   SING N N 1  
AIT C1  S11  SING N N 2  
AIT C1  C12  SING N N 3  
AIT C1  H1   SING N N 4  
AIT C2  O3   SING N N 5  
AIT C2  C19  SING N N 6  
AIT C2  H2   SING N N 7  
AIT O3  C4   SING N N 8  
AIT C4  C5   DOUB Y N 9  
AIT C4  C10  SING Y N 10 
AIT C5  C6   SING Y N 11 
AIT C5  H5   SING N N 12 
AIT C6  C7   DOUB Y N 13 
AIT C6  H6   SING N N 14 
AIT C7  O8   SING N N 15 
AIT C7  C9   SING Y N 16 
AIT O8  HO8  SING N N 17 
AIT C9  C10  DOUB Y N 18 
AIT C9  H9   SING N N 19 
AIT C10 S11  SING N N 20 
AIT C12 C13  DOUB Y N 21 
AIT C12 C18  SING Y N 22 
AIT C13 C14  SING Y N 23 
AIT C13 H13  SING N N 24 
AIT C14 C15  DOUB Y N 25 
AIT C14 H14  SING N N 26 
AIT C15 O16  SING N N 27 
AIT C15 C17  SING Y N 28 
AIT O16 H16  SING N N 29 
AIT C17 C18  DOUB Y N 30 
AIT C17 H17  SING N N 31 
AIT C18 H18  SING N N 32 
AIT C19 C20  DOUB Y N 33 
AIT C19 C24  SING Y N 34 
AIT C20 C21  SING Y N 35 
AIT C20 H20  SING N N 36 
AIT C21 C22  DOUB Y N 37 
AIT C21 H21  SING N N 38 
AIT C22 C23  SING Y N 39 
AIT C22 O25  SING N N 40 
AIT C23 C24  DOUB Y N 41 
AIT C23 H23  SING N N 42 
AIT C24 H24  SING N N 43 
AIT O25 C26  SING N N 44 
AIT C26 C27  SING N N 45 
AIT C26 H261 SING N N 46 
AIT C26 H262 SING N N 47 
AIT C27 C28  SING N N 48 
AIT C27 N29  SING N N 49 
AIT C27 H27  SING N N 50 
AIT C28 H281 SING N N 51 
AIT C28 H282 SING N N 52 
AIT C28 H283 SING N N 53 
AIT N29 C30  SING N N 54 
AIT N29 C33  SING N N 55 
AIT C30 C31  SING N N 56 
AIT C30 H301 SING N N 57 
AIT C30 H302 SING N N 58 
AIT C31 C32  SING N N 59 
AIT C31 H311 SING N N 60 
AIT C31 H312 SING N N 61 
AIT C32 C33  SING N N 62 
AIT C32 H321 SING N N 63 
AIT C32 H322 SING N N 64 
AIT C33 H331 SING N N 65 
AIT C33 H332 SING N N 66 
# 
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 
AIT SMILES           ACDLabs              10.04 O2c5c(SC(c1ccc(O)cc1)C2c4ccc(OCC(N3CCCC3)C)cc4)cc(O)cc5                                                                                                                                     
AIT InChI            InChI                1.02b InChI=1/C27H29NO4S/c1-18(28-14-2-3-15-28)17-31-23-11-6-19(7-12-23)26-27(20-4-8-21(29)9-5-20)33-25-16-22(30)10-13-24(25)32-26/h4-13,16,18,26-27,29-30H,2-3,14-15,17H2,1H3/t18-,26+,27-/m1/s1 
AIT InChIKey         InChI                1.02b UZOOIPXOYYJULJ-BLIZRMSTBH                                                                                                                                                                   
AIT SMILES_CANONICAL CACTVS               3.341 C[C@H](COc1ccc(cc1)[C@@H]2Oc3ccc(O)cc3S[C@@H]2c4ccc(O)cc4)N5CCCC5                                                                                                                           
AIT SMILES           CACTVS               3.341 C[CH](COc1ccc(cc1)[CH]2Oc3ccc(O)cc3S[CH]2c4ccc(O)cc4)N5CCCC5                                                                                                                                
AIT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](COc1ccc(cc1)[C@H]2[C@H](Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5                                                                                                                           
AIT SMILES           "OpenEye OEToolkits" 1.5.0 CC(COc1ccc(cc1)C2C(Sc3cc(ccc3O2)O)c4ccc(cc4)O)N5CCCC5                                                                                                                                       
# 
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 
AIT "SYSTEMATIC NAME" ACDLabs              10.04 (2S,3R)-3-(4-hydroxyphenyl)-2-(4-{[(2R)-2-pyrrolidin-1-ylpropyl]oxy}phenyl)-2,3-dihydro-1,4-benzoxathiin-6-ol 
AIT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R)-3-(4-hydroxyphenyl)-2-[4-[(2R)-2-pyrrolidin-1-ylpropoxy]phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol     
# 
