data_NN1
# 
_chem_comp.id                                    NN1 
_chem_comp.name                                  2-(2-CHLORO-4-FLUOROPHENOXY)-2-METHYL-N-[(1R,2S,3S,5S,7S)-5-(METHYLSULFONYL)-2-ADAMANTYL]PROPANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H27 Cl F N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-26 
_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                        443.960 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NN1 
_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        ? 
_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 
NN1 C4   C4   C  0 1 Y N N 66.406 99.995  46.349 3.764  -2.561 3.070  C4   NN1 1  
NN1 C5   C5   C  0 1 N N N 60.958 107.435 45.952 -1.658 -3.071 -4.542 C5   NN1 2  
NN1 C6   C6   C  0 1 Y N N 67.187 98.855  46.366 4.422  -2.253 4.258  C6   NN1 3  
NN1 C7   C7   C  0 1 Y N N 66.980 101.229 46.593 2.451  -3.023 3.092  C7   NN1 4  
NN1 C8   C8   C  0 1 Y N N 68.323 101.326 46.872 1.791  -3.178 4.311  C8   NN1 5  
NN1 C10  C10  C  0 1 Y N N 69.096 100.185 46.896 2.446  -2.871 5.503  C10  NN1 6  
NN1 C15  C15  C  0 1 N N N 63.537 103.522 45.956 1.935  -2.474 -1.514 C15  NN1 7  
NN1 C17  C17  C  0 1 N N N 65.628 104.878 46.271 0.898  -0.405 -0.482 C17  NN1 8  
NN1 C20  C20  C  0 1 N N R 63.555 103.884 44.482 2.273  -1.652 -2.777 C20  NN1 9  
NN1 C21  C21  C  0 1 N N N 62.735 105.149 44.311 1.089  -1.755 -3.758 C21  NN1 10 
NN1 C22  C22  C  0 1 N N N 63.343 106.286 45.123 -0.193 -1.194 -3.107 C22  NN1 11 
NN1 C24  C24  C  0 1 N N N 63.409 105.902 46.600 -0.502 -1.991 -1.823 C24  NN1 12 
NN1 C1   C1   C  0 1 N N N 63.025 99.077  46.996 5.780  -3.427 0.222  C1   NN1 13 
NN1 C2   C2   C  0 1 N N N 64.166 100.042 47.198 4.519  -3.596 1.066  C2   NN1 14 
NN1 C3   C3   C  0 1 N N N 64.783 99.769  48.555 4.637  -4.796 2.004  C3   NN1 15 
NN1 O3   O3   O  0 1 N N N 65.043 99.892  46.060 4.388  -2.418 1.860  O3   NN1 16 
NN1 C14  C14  C  0 1 N N N 63.586 101.434 47.195 3.270  -3.690 0.181  C14  NN1 17 
NN1 O1   O1   O  0 1 N N N 62.755 101.822 48.008 2.535  -4.678 0.192  O1   NN1 18 
NN1 N4   N4   N  0 1 N N N 64.089 102.216 46.194 3.059  -2.574 -0.614 N4   NN1 19 
NN1 C16  C16  C  0 1 N N S 64.213 104.622 46.766 0.677  -1.889 -0.836 C16  NN1 20 
NN1 C18  C18  C  0 1 N N N 65.596 105.273 44.802 1.218  0.401  -1.752 C18  NN1 21 
NN1 C19  C19  C  0 1 N N N 64.972 104.145 43.997 2.485  -0.169 -2.411 C19  NN1 22 
NN1 C23  C23  C  0 1 N N N 64.759 106.534 44.628 0.041  0.284  -2.734 C23  NN1 23 
NN1 S1   S1   S  0 1 N N N 62.347 107.745 44.895 -1.555 -1.324 -4.243 S1   NN1 24 
NN1 O2   O2   O  0 1 N N N 63.066 108.889 45.416 -1.160 -0.683 -5.481 O2   NN1 25 
NN1 O4   O4   O  0 1 N N N 61.818 107.745 43.544 -2.756 -0.921 -3.540 O4   NN1 26 
NN1 C9   C9   C  0 1 Y N N 68.534 98.951  46.644 3.762  -2.408 5.477  C9   NN1 27 
NN1 CL1  CL1  CL 0 0 N N N 66.508 97.293  46.060 6.050  -1.681 4.255  CL1  NN1 28 
NN1 F1   F1   F  0 1 N N N 70.418 100.271 47.168 1.813  -3.019 6.674  F1   NN1 29 
NN1 H51  1H5  H  0 1 N N N 61.298 107.371 46.996 -0.673 -3.508 -4.374 H51  NN1 30 
NN1 H52  2H5  H  0 1 N N N 60.232 108.255 45.853 -2.388 -3.496 -3.851 H52  NN1 31 
NN1 H53  3H5  H  0 1 N N N 60.482 106.486 45.663 -1.974 -3.225 -5.575 H53  NN1 32 
NN1 H7   H7   H  0 1 N N N 66.371 102.120 46.564 1.934  -3.264 2.167  H7   NN1 33 
NN1 H8   H8   H  0 1 N N N 68.769 102.289 47.071 0.766  -3.538 4.332  H8   NN1 34 
NN1 H15  H15  H  0 1 N N N 62.493 103.458 46.297 1.725  -3.510 -1.811 H15  NN1 35 
NN1 H171 1H17 H  0 0 N N N 66.227 103.963 46.390 1.710  -0.296 0.247  H171 NN1 36 
NN1 H172 2H17 H  0 0 N N N 66.076 105.694 46.857 -0.003 -0.001 -0.004 H172 NN1 37 
NN1 H20  H20  H  0 1 N N N 63.142 103.050 43.896 3.180  -2.043 -3.252 H20  NN1 38 
NN1 H211 1H21 H  0 0 N N N 62.722 105.431 43.248 1.321  -1.205 -4.679 H211 NN1 39 
NN1 H212 2H21 H  0 0 N N N 61.710 104.963 44.666 0.940  -2.801 -4.054 H212 NN1 40 
NN1 H241 1H24 H  0 0 N N N 63.893 106.712 47.166 -0.695 -3.045 -2.065 H241 NN1 41 
NN1 H242 2H24 H  0 0 N N N 62.389 105.741 46.979 -1.417 -1.613 -1.350 H242 NN1 42 
NN1 H11  1H1  H  0 1 N N N 62.566 98.842  47.968 6.001  -4.315 -0.379 H11  NN1 43 
NN1 H12  2H1  H  0 1 N N N 62.272 99.533  46.336 6.648  -3.216 0.856  H12  NN1 44 
NN1 H13  3H1  H  0 1 N N N 63.404 98.152  46.537 5.677  -2.576 -0.462 H13  NN1 45 
NN1 H31  1H3  H  0 1 N N N 65.876 99.703  48.455 3.712  -4.932 2.578  H31  NN1 46 
NN1 H32  2H3  H  0 1 N N N 64.527 100.586 49.245 5.440  -4.643 2.734  H32  NN1 47 
NN1 H33  3H3  H  0 1 N N N 64.393 98.819  48.950 4.835  -5.727 1.464  H33  NN1 48 
NN1 HN4  HN4  H  0 1 N N N 64.841 101.880 45.627 3.696  -1.785 -0.560 HN4  NN1 49 
NN1 H16  H16  H  0 1 N N N 64.259 104.308 47.819 0.443  -2.450 0.077  H16  NN1 50 
NN1 H18  H18  H  0 1 N N N 66.621 105.463 44.451 1.378  1.453  -1.492 H18  NN1 51 
NN1 H191 1H19 H  0 0 N N N 65.573 103.233 44.123 2.725  0.405  -3.315 H191 NN1 52 
NN1 H192 2H19 H  0 0 N N N 64.944 104.431 42.935 3.341  -0.061 -1.735 H192 NN1 53 
NN1 H231 1H23 H  0 0 N N N 65.209 107.353 45.208 -0.865 0.712  -2.284 H231 NN1 54 
NN1 H232 2H23 H  0 0 N N N 64.729 106.805 43.562 0.247  0.877  -3.635 H232 NN1 55 
NN1 H9   H9   H  0 1 N N N 69.147 98.062  46.664 4.259  -2.172 6.414  H9   NN1 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 
NN1 C4  O3   SING N N 1  
NN1 C4  C6   DOUB Y N 2  
NN1 C4  C7   SING Y N 3  
NN1 C5  S1   SING N N 4  
NN1 C5  H51  SING N N 5  
NN1 C5  H52  SING N N 6  
NN1 C5  H53  SING N N 7  
NN1 C6  CL1  SING N N 8  
NN1 C6  C9   SING Y N 9  
NN1 C7  C8   DOUB Y N 10 
NN1 C7  H7   SING N N 11 
NN1 C8  C10  SING Y N 12 
NN1 C8  H8   SING N N 13 
NN1 C10 C9   DOUB Y N 14 
NN1 C10 F1   SING N N 15 
NN1 C15 C20  SING N N 16 
NN1 C15 N4   SING N N 17 
NN1 C15 C16  SING N N 18 
NN1 C15 H15  SING N N 19 
NN1 C17 C18  SING N N 20 
NN1 C17 C16  SING N N 21 
NN1 C17 H171 SING N N 22 
NN1 C17 H172 SING N N 23 
NN1 C20 C19  SING N N 24 
NN1 C20 C21  SING N N 25 
NN1 C20 H20  SING N N 26 
NN1 C21 C22  SING N N 27 
NN1 C21 H211 SING N N 28 
NN1 C21 H212 SING N N 29 
NN1 C22 C23  SING N N 30 
NN1 C22 S1   SING N N 31 
NN1 C22 C24  SING N N 32 
NN1 C24 C16  SING N N 33 
NN1 C24 H241 SING N N 34 
NN1 C24 H242 SING N N 35 
NN1 C1  C2   SING N N 36 
NN1 C1  H11  SING N N 37 
NN1 C1  H12  SING N N 38 
NN1 C1  H13  SING N N 39 
NN1 C2  O3   SING N N 40 
NN1 C2  C14  SING N N 41 
NN1 C2  C3   SING N N 42 
NN1 C3  H31  SING N N 43 
NN1 C3  H32  SING N N 44 
NN1 C3  H33  SING N N 45 
NN1 C14 N4   SING N N 46 
NN1 C14 O1   DOUB N N 47 
NN1 N4  HN4  SING N N 48 
NN1 C16 H16  SING N N 49 
NN1 C18 C19  SING N N 50 
NN1 C18 C23  SING N N 51 
NN1 C18 H18  SING N N 52 
NN1 C19 H191 SING N N 53 
NN1 C19 H192 SING N N 54 
NN1 C23 H231 SING N N 55 
NN1 C23 H232 SING N N 56 
NN1 S1  O4   DOUB N N 57 
NN1 S1  O2   DOUB N N 58 
NN1 C9  H9   SING N N 59 
# 
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 
NN1 SMILES           ACDLabs              10.04 Fc4ccc(OC(C(=O)NC2C1CC3CC(C1)(CC2C3)S(=O)(=O)C)(C)C)c(Cl)c4                                                                                                                              
NN1 InChI            InChI                1.02b InChI=1/C21H27ClFNO4S/c1-20(2,28-17-5-4-15(23)8-16(17)22)19(25)24-18-13-6-12-7-14(18)11-21(9-12,10-13)29(3,26)27/h4-5,8,12-14,18H,6-7,9-11H2,1-3H3,(H,24,25)/t12-,13-,14+,18-,21-/f/h24H 
NN1 InChIKey         InChI                1.02b ULLPKOZNMAWTIP-IJCZASKYDX                                                                                                                                                                
NN1 SMILES_CANONICAL CACTVS               3.341 CC(C)(Oc1ccc(F)cc1Cl)C(=O)NC2[C@H]3CC4C[C@@H]2CC(C4)(C3)[S](C)(=O)=O                                                                                                                     
NN1 SMILES           CACTVS               3.341 CC(C)(Oc1ccc(F)cc1Cl)C(=O)NC2[CH]3CC4C[CH]2CC(C4)(C3)[S](C)(=O)=O                                                                                                                        
NN1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)NC1[C@H]2CC3C[C@@H]1CC(C3)(C2)S(=O)(=O)C)Oc4ccc(cc4Cl)F                                                                                                                       
NN1 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)NC1C2CC3CC1CC(C3)(C2)S(=O)(=O)C)Oc4ccc(cc4Cl)F                                                                                                                                
# 
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 
NN1 "SYSTEMATIC NAME" ACDLabs              10.04 2-(2-chloro-4-fluorophenoxy)-2-methyl-N-[(1R,2S,3S,5S,7s)-5-(methylsulfonyl)tricyclo[3.3.1.1~3,7~]dec-2-yl]propanamide 
NN1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-(2-chloro-4-fluoro-phenoxy)-2-methyl-N-[(1S,3R)-5-methylsulfonyl-2-adamantyl]propanamide                             
# 
