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 2011-06-04 _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 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" NN4 InChI InChI 1.03 "InChI=1S/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-" NN4 InChIKey InChI 1.03 MNVKIDPRYUGTTG-YINOZDTMSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NN4 "Create component" 2006-10-26 RCSB NN4 "Modify descriptor" 2011-06-04 RCSB #