data_NN4
# 
_chem_comp.id                                    NN4 
_chem_comp.name                                  (1S,3R,4S,5S,7S)-4-{[2-(4-METHOXYPHENOXY)-2-METHYLPROPANOYL]AMINO}ADAMANTANE-1-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H30 N2 O4" 
_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                        386.485 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NN4 
_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        2IRW 
_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 
NN4 C4   C4   C 0 1 N N N 76.908 76.864 294.803 0.978  -1.976 -4.132  C4   NN4 1  
NN4 C5   C5   C 0 1 N N S 77.516 77.762 295.878 1.328  -0.485 -3.960  C5   NN4 2  
NN4 C6   C6   C 0 1 N N N 78.720 77.065 296.507 0.831  -0.017 -2.579  C6   NN4 3  
NN4 C7   C7   C 0 1 N N N 80.198 78.107 294.829 3.040  -0.666 -1.559  C7   NN4 4  
NN4 C8   C8   C 0 1 N N N 78.421 77.879 293.127 3.179  -2.623 -3.116  C8   NN4 5  
NN4 C10  C10  C 0 1 N N R 79.004 78.793 294.192 3.542  -1.135 -2.938  C10  NN4 6  
NN4 C15  C15  C 0 1 N N N 76.089 80.705 295.492 4.500  0.149  -5.829  C15  NN4 7  
NN4 C20  C20  C 0 1 N N N 75.386 82.921 294.761 5.276  -1.755 -7.293  C20  NN4 8  
NN4 C21  C21  C 0 1 Y N N 74.142 80.621 292.639 3.279  1.179  -8.179  C21  NN4 9  
NN4 C22  C22  C 0 1 Y N N 73.688 79.326 292.779 3.759  2.044  -9.158  C22  NN4 10 
NN4 C24  C24  C 0 1 Y N N 71.928 79.811 291.275 2.260  3.762  -8.359  C24  NN4 11 
NN4 C26  C26  C 0 1 Y N N 73.509 81.521 291.814 2.294  1.596  -7.290  C26  NN4 12 
NN4 C28  C28  C 0 1 N N N 70.583 78.057 290.672 0.753  5.393  -7.508  C28  NN4 13 
NN4 O17  O17  O 0 1 N N N 76.191 80.879 296.700 5.105  1.019  -5.203  O17  NN4 14 
NN4 N11  N11  N 0 1 N N N 76.846 79.830 294.733 3.399  -0.536 -5.339  N11  NN4 15 
NN4 C9   C9   C 0 1 N N N 77.965 79.084 295.265 2.858  -0.280 -4.026  C9   NN4 16 
NN4 C3   C3   C 0 1 N N N 77.953 76.568 293.735 1.655  -2.811 -3.031  C3   NN4 17 
NN4 C2   C2   C 0 1 N N N 79.149 75.879 294.374 1.161  -2.329 -1.656  C2   NN4 18 
NN4 C1   C1   C 0 1 N N N 79.763 76.783 295.435 1.510  -0.840 -1.464  C1   NN4 19 
NN4 C12  C12  C 0 1 N N N 80.938 76.062 296.033 1.041  -0.370 -0.118  C12  NN4 20 
NN4 O14  O14  O 0 1 N N N 80.926 74.862 296.272 1.816  0.078  0.724   O14  NN4 21 
NN4 N13  N13  N 0 1 N N N 82.019 76.874 296.278 -0.313 -0.508 0.078   N13  NN4 22 
NN4 C16  C16  C 0 1 N N N 75.070 81.449 294.673 4.915  -0.272 -7.244  C16  NN4 23 
NN4 C19  C19  C 0 1 N N N 73.710 81.158 295.272 6.055  0.594  -7.779  C19  NN4 24 
NN4 O18  O18  O 0 1 N N N 75.278 81.030 293.315 3.781  -0.091 -8.090  O18  NN4 25 
NN4 C25  C25  C 0 1 Y N N 72.391 81.103 291.132 1.783  2.891  -7.380  C25  NN4 26 
NN4 O27  O27  O 0 1 N N N 70.795 79.459 290.558 1.762  5.026  -8.448  O27  NN4 27 
NN4 C23  C23  C 0 1 Y N N 72.567 78.914 292.099 3.248  3.339  -9.248  C23  NN4 28 
NN4 H41  1H4  H 0 1 N N N 76.049 77.374 294.343 1.286  -2.337 -5.120  H41  NN4 29 
NN4 H42  2H4  H 0 1 N N N 76.575 75.921 295.260 -0.110 -2.109 -4.080  H42  NN4 30 
NN4 H5   H5   H 0 1 N N N 76.756 77.959 296.648 0.834  0.098  -4.747  H5   NN4 31 
NN4 H61  1H6  H 0 1 N N N 78.398 76.117 296.962 1.044  1.052  -2.449  H61  NN4 32 
NN4 H62  2H6  H 0 1 N N N 79.156 77.715 297.280 -0.260 -0.121 -2.518  H62  NN4 33 
NN4 H71  1H7  H 0 1 N N N 80.966 77.924 294.063 3.539  -1.237 -0.765  H71  NN4 34 
NN4 H72  2H7  H 0 1 N N N 80.611 78.752 295.619 3.315  0.385  -1.398  H72  NN4 35 
NN4 H81  1H8  H 0 1 N N N 79.194 77.668 292.374 3.671  -3.221 -2.339  H81  NN4 36 
NN4 H82  2H8  H 0 1 N N N 77.558 78.381 292.666 3.550  -2.994 -4.079  H82  NN4 37 
NN4 H10  H10  H 0 1 N N N 79.311 79.741 293.726 4.631  -1.018 -2.992  H10  NN4 38 
NN4 H201 1H20 H 0 0 N N N 75.463 83.218 295.817 6.181  -1.982 -6.721  H201 NN4 39 
NN4 H202 2H20 H 0 0 N N N 76.341 83.122 294.253 5.431  -2.084 -8.327  H202 NN4 40 
NN4 H203 3H20 H 0 0 N N N 74.584 83.497 294.276 4.461  -2.365 -6.889  H203 NN4 41 
NN4 H22  H22  H 0 1 N N N 74.213 78.636 293.423 4.528  1.719  -9.853  H22  NN4 42 
NN4 H26  H26  H 0 1 N N N 73.880 82.529 291.705 1.917  0.922  -6.525  H26  NN4 43 
NN4 H281 1H28 H 0 0 N N N 70.528 77.611 289.668 1.180  5.412  -6.502  H281 NN4 44 
NN4 H282 2H28 H 0 0 N N N 71.417 77.604 291.229 -0.068 4.673  -7.553  H282 NN4 45 
NN4 H283 3H28 H 0 0 N N N 69.640 77.871 291.207 0.377  6.387  -7.760  H283 NN4 46 
NN4 HN11 HN11 H 0 0 N N N 76.608 79.707 293.770 2.936  -1.231 -5.917  HN11 NN4 47 
NN4 H9   H9   H 0 1 N N N 78.414 79.715 296.046 3.079  0.778  -3.837  H9   NN4 48 
NN4 H3   H3   H 0 1 N N N 77.515 75.920 292.962 1.404  -3.869 -3.163  H3   NN4 49 
NN4 H21  1H2  H 0 1 N N N 78.820 74.939 294.842 0.077  -2.481 -1.572  H21  NN4 50 
NN4 H22A 2H2  H 0 0 N N N 79.901 75.667 293.600 1.618  -2.936 -0.863  H22A NN4 51 
NN4 H131 1H13 H 0 0 N N N 81.817 77.816 296.008 -0.710 -0.216 0.965   H131 NN4 52 
NN4 H132 2H13 H 0 0 N N N 82.886 76.567 296.671 -0.932 -0.892 -0.630  H132 NN4 53 
NN4 H191 1H19 H 0 0 N N N 73.798 81.087 296.366 5.801  1.658  -7.704  H191 NN4 54 
NN4 H192 2H19 H 0 0 N N N 73.014 81.969 295.012 6.236  0.388  -8.840  H192 NN4 55 
NN4 H193 3H19 H 0 0 N N N 73.330 80.206 294.873 6.989  0.434  -7.232  H193 NN4 56 
NN4 H25  H25  H 0 1 N N N 71.872 81.790 290.480 1.014  3.216  -6.685  H25  NN4 57 
NN4 H23  H23  H 0 1 N N N 72.195 77.906 292.209 3.624  4.013  -10.013 H23  NN4 58 
# 
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 
NN4 C4  C3   SING N N 1  
NN4 C4  C5   SING N N 2  
NN4 C4  H41  SING N N 3  
NN4 C4  H42  SING N N 4  
NN4 C5  C9   SING N N 5  
NN4 C5  C6   SING N N 6  
NN4 C5  H5   SING N N 7  
NN4 C6  C1   SING N N 8  
NN4 C6  H61  SING N N 9  
NN4 C6  H62  SING N N 10 
NN4 C7  C10  SING N N 11 
NN4 C7  C1   SING N N 12 
NN4 C7  H71  SING N N 13 
NN4 C7  H72  SING N N 14 
NN4 C8  C3   SING N N 15 
NN4 C8  C10  SING N N 16 
NN4 C8  H81  SING N N 17 
NN4 C8  H82  SING N N 18 
NN4 C10 C9   SING N N 19 
NN4 C10 H10  SING N N 20 
NN4 C15 C16  SING N N 21 
NN4 C15 N11  SING N N 22 
NN4 C15 O17  DOUB N N 23 
NN4 C20 C16  SING N N 24 
NN4 C20 H201 SING N N 25 
NN4 C20 H202 SING N N 26 
NN4 C20 H203 SING N N 27 
NN4 C21 C26  DOUB Y N 28 
NN4 C21 C22  SING Y N 29 
NN4 C21 O18  SING N N 30 
NN4 C22 C23  DOUB Y N 31 
NN4 C22 H22  SING N N 32 
NN4 C24 O27  SING N N 33 
NN4 C24 C25  DOUB Y N 34 
NN4 C24 C23  SING Y N 35 
NN4 C26 C25  SING Y N 36 
NN4 C26 H26  SING N N 37 
NN4 C28 O27  SING N N 38 
NN4 C28 H281 SING N N 39 
NN4 C28 H282 SING N N 40 
NN4 C28 H283 SING N N 41 
NN4 N11 C9   SING N N 42 
NN4 N11 HN11 SING N N 43 
NN4 C9  H9   SING N N 44 
NN4 C3  C2   SING N N 45 
NN4 C3  H3   SING N N 46 
NN4 C2  C1   SING N N 47 
NN4 C2  H21  SING N N 48 
NN4 C2  H22A SING N N 49 
NN4 C1  C12  SING N N 50 
NN4 C12 O14  DOUB N N 51 
NN4 C12 N13  SING N N 52 
NN4 N13 H131 SING N N 53 
NN4 N13 H132 SING N N 54 
NN4 C16 O18  SING N N 55 
NN4 C16 C19  SING N N 56 
NN4 C19 H191 SING N N 57 
NN4 C19 H192 SING N N 58 
NN4 C19 H193 SING N N 59 
NN4 C25 H25  SING N N 60 
NN4 C23 H23  SING N N 61 
# 
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 
NN4 SMILES           ACDLabs              10.04 O=C(N)C14CC3CC(CC(C1)C3NC(=O)C(Oc2ccc(OC)cc2)(C)C)C4                                                                                                                                        
NN4 InChI            InChI                1.02b InChI=1/C22H30N2O4/c1-21(2,28-17-6-4-16(27-3)5-7-17)20(26)24-18-14-8-13-9-15(18)12-22(10-13,11-14)19(23)25/h4-7,13-15,18H,8-12H2,1-3H3,(H2,23,25)(H,24,26)/t13-,14-,15+,18-,22-/f/h24H,23H2 
NN4 InChIKey         InChI                1.02b MNVKIDPRYUGTTG-IWDGABKVDI                                                                                                                                                                   
NN4 SMILES_CANONICAL CACTVS               3.341 COc1ccc(OC(C)(C)C(=O)NC2[C@H]3CC4C[C@@H]2CC(C4)(C3)C(N)=O)cc1                                                                                                                               
NN4 SMILES           CACTVS               3.341 COc1ccc(OC(C)(C)C(=O)NC2[CH]3CC4C[CH]2CC(C4)(C3)C(N)=O)cc1                                                                                                                                  
NN4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)NC1[C@H]2CC3C[C@@H]1CC(C3)(C2)C(=O)N)Oc4ccc(cc4)OC                                                                                                                               
NN4 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C(=O)NC1C2CC3CC1CC(C3)(C2)C(=O)N)Oc4ccc(cc4)OC                                                                                                                                        
# 
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 
NN4 "SYSTEMATIC NAME" ACDLabs              10.04 (1S,3R,4S,5S,7s)-4-{[2-(4-methoxyphenoxy)-2-methylpropanoyl]amino}tricyclo[3.3.1.1~3,7~]decane-1-carboxamide 
NN4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,5S)-4-[[2-(4-methoxyphenoxy)-2-methyl-propanoyl]amino]adamantane-1-carboxamide                           
# 
