data_915
# 
_chem_comp.id                                    915 
_chem_comp.name                                  (2R)-2-{[(4-FLUORO-3-METHYLPHENYL)SULFONYL]AMINO}-N-HYDROXY-2-TETRAHYDRO-2H-PYRAN-4-YLACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 F N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-14 
_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                        346.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     915 
_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        1YQY 
_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 
915 C1   C1   C 0 1 Y N N 9.227  20.017 27.768 -1.755 -0.869 -0.355 C1   915 1  
915 C2   C2   C 0 1 Y N N 8.293  19.475 28.707 -2.649 0.017  -0.925 C2   915 2  
915 C3   C3   C 0 1 Y N N 8.050  20.167 29.921 -3.732 0.471  -0.196 C3   915 3  
915 C4   C4   C 0 1 Y N N 8.762  21.371 30.150 -3.918 0.042  1.107  C4   915 4  
915 C5   C5   C 0 1 Y N N 9.737  21.895 29.231 -3.024 -0.850 1.675  C5   915 5  
915 C6   C6   C 0 1 Y N N 9.947  21.215 28.039 -1.942 -1.302 0.944  C6   915 6  
915 F10  F10  F 0 1 N N N 8.523  22.066 31.274 -4.976 0.485  1.820  F10  915 7  
915 C11  C11  C 0 1 N N N 7.032  19.658 30.907 -4.708 1.437  -0.818 C11  915 8  
915 S15  S15  S 0 1 N N N 9.470  19.196 26.221 -0.374 -1.447 -1.286 S15  915 9  
915 N16  N16  N 0 1 N N N 10.439 17.790 26.514 0.878  -0.396 -1.018 N16  915 10 
915 C17  C17  C 0 1 N N R 11.899 17.924 26.507 1.458  -0.274 0.321  C17  915 11 
915 C18  C18  C 0 1 N N N 12.469 18.438 27.846 2.663  -1.173 0.430  C18  915 12 
915 N19  N19  N 0 1 N N N 13.390 19.438 27.723 3.089  -1.584 1.641  N19  915 13 
915 O20  O20  O 0 1 N N N 13.969 19.952 28.873 4.281  -2.340 1.753  O20  915 14 
915 O21  O21  O 0 1 N N N 12.160 17.999 28.917 3.249  -1.526 -0.571 O21  915 15 
915 O22  O22  O 0 1 N N N 10.362 19.962 25.420 0.014  -2.672 -0.680 O22  915 16 
915 O23  O23  O 0 1 N N N 8.179  18.742 25.731 -0.732 -1.281 -2.651 O23  915 17 
915 C27  C27  C 0 1 N N N 12.671 16.626 26.200 1.880  1.176  0.564  C27  915 18 
915 C29  C29  C 0 1 N N N 12.371 15.942 24.822 2.887  1.606  -0.510 C29  915 19 
915 C30  C30  C 0 1 N N N 13.160 14.664 24.562 3.175  3.100  -0.354 C30  915 20 
915 O31  O31  O 0 1 N N N 14.542 14.927 24.700 1.973  3.846  -0.536 O31  915 21 
915 C32  C32  C 0 1 N N N 14.942 15.430 25.993 1.110  3.549  0.560  C32  915 22 
915 C33  C33  C 0 1 N N N 14.210 16.748 26.305 0.653  2.090  0.478  C33  915 23 
915 H2   H2   H 0 1 N N N 7.764  18.530 28.496 -2.502 0.354  -1.941 H2   915 24 
915 H5   H5   H 0 1 N N N 10.318 22.809 29.438 -3.171 -1.189 2.690  H5   915 25 
915 H6   H6   H 0 1 N N N 10.675 21.620 27.317 -1.242 -1.995 1.388  H6   915 26 
915 H111 1H11 H 0 0 N N N 6.841  20.202 31.861 -5.505 0.882  -1.312 H111 915 27 
915 H112 2H11 H 0 0 N N N 6.060  19.539 30.373 -5.134 2.073  -0.042 H112 915 28 
915 H113 3H11 H 0 0 N N N 7.285  18.600 31.154 -4.189 2.057  -1.550 H113 915 29 
915 H16  H16  H 0 1 N N N 10.171 17.061 25.851 1.227  0.138  -1.749 H16  915 30 
915 H17  H17  H 0 1 N N N 12.052 18.659 25.683 0.718  -0.567 1.066  H17  915 31 
915 H19  H19  H 0 1 N N N 13.638 19.790 26.798 2.579  -1.363 2.436  H19  915 32 
915 H20  H20  H 0 1 N N N 14.610 20.647 28.787 4.405  -2.530 2.693  H20  915 33 
915 H27  H27  H 0 1 N N N 12.268 15.980 27.015 2.337  1.264  1.550  H27  915 34 
915 H291 1H29 H 0 0 N N N 11.277 15.750 24.714 3.811  1.041  -0.389 H291 915 35 
915 H292 2H29 H 0 0 N N N 12.522 16.667 23.988 2.469  1.416  -1.498 H292 915 36 
915 H301 1H30 H 0 0 N N N 12.824 13.822 25.211 3.572  3.291  0.644  H301 915 37 
915 H302 2H30 H 0 0 N N N 12.914 14.210 23.573 3.909  3.408  -1.099 H302 915 38 
915 H321 1H32 H 0 0 N N N 14.794 14.672 26.797 1.645  3.709  1.496  H321 915 39 
915 H322 2H32 H 0 0 N N N 16.048 15.540 26.071 0.240  4.204  0.524  H322 915 40 
915 H331 1H33 H 0 0 N N N 14.588 17.575 25.660 0.138  1.922  -0.467 H331 915 41 
915 H332 2H33 H 0 0 N N N 14.510 17.143 27.303 -0.022 1.873  1.306  H332 915 42 
# 
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 
915 C1  C2   DOUB Y N 1  
915 C1  C6   SING Y N 2  
915 C1  S15  SING N N 3  
915 C2  C3   SING Y N 4  
915 C2  H2   SING N N 5  
915 C3  C4   DOUB Y N 6  
915 C3  C11  SING N N 7  
915 C4  C5   SING Y N 8  
915 C4  F10  SING N N 9  
915 C5  C6   DOUB Y N 10 
915 C5  H5   SING N N 11 
915 C6  H6   SING N N 12 
915 C11 H111 SING N N 13 
915 C11 H112 SING N N 14 
915 C11 H113 SING N N 15 
915 S15 N16  SING N N 16 
915 S15 O22  DOUB N N 17 
915 S15 O23  DOUB N N 18 
915 N16 C17  SING N N 19 
915 N16 H16  SING N N 20 
915 C17 C18  SING N N 21 
915 C17 C27  SING N N 22 
915 C17 H17  SING N N 23 
915 C18 N19  SING N N 24 
915 C18 O21  DOUB N N 25 
915 N19 O20  SING N N 26 
915 N19 H19  SING N N 27 
915 O20 H20  SING N N 28 
915 C27 C29  SING N N 29 
915 C27 C33  SING N N 30 
915 C27 H27  SING N N 31 
915 C29 C30  SING N N 32 
915 C29 H291 SING N N 33 
915 C29 H292 SING N N 34 
915 C30 O31  SING N N 35 
915 C30 H301 SING N N 36 
915 C30 H302 SING N N 37 
915 O31 C32  SING N N 38 
915 C32 C33  SING N N 39 
915 C32 H321 SING N N 40 
915 C32 H322 SING N N 41 
915 C33 H331 SING N N 42 
915 C33 H332 SING N N 43 
# 
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 
915 SMILES           ACDLabs              10.04 Fc1ccc(cc1C)S(=O)(=O)NC(C(=O)NO)C2CCOCC2                                                                                                         
915 InChI            InChI                1.02b InChI=1/C14H19FN2O5S/c1-9-8-11(2-3-12(9)15)23(20,21)17-13(14(18)16-19)10-4-6-22-7-5-10/h2-3,8,10,13,17,19H,4-7H2,1H3,(H,16,18)/t13-/m1/s1/f/h16H 
915 InChIKey         InChI                1.02b LUCFRFDOOYLALP-HQTZDANRDU                                                                                                                        
915 SMILES_CANONICAL CACTVS               3.341 Cc1cc(ccc1F)[S](=O)(=O)N[C@H](C2CCOCC2)C(=O)NO                                                                                                   
915 SMILES           CACTVS               3.341 Cc1cc(ccc1F)[S](=O)(=O)N[CH](C2CCOCC2)C(=O)NO                                                                                                    
915 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(ccc1F)S(=O)(=O)N[C@H](C2CCOCC2)C(=O)NO                                                                                                     
915 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(ccc1F)S(=O)(=O)NC(C2CCOCC2)C(=O)NO                                                                                                         
# 
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 
915 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-{[(4-fluoro-3-methylphenyl)sulfonyl]amino}-N-hydroxy-2-(tetrahydro-2H-pyran-4-yl)ethanamide 
915 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-[(4-fluoro-3-methyl-phenyl)sulfonylamino]-N-hydroxy-2-(oxan-4-yl)ethanamide                 
# 
