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 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 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 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" NN1 InChI InChI 1.03 "InChI=1S/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-" NN1 InChIKey InChI 1.03 ULLPKOZNMAWTIP-JGSHYQHOSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NN1 "Create component" 2006-10-26 RCSB NN1 "Modify descriptor" 2011-06-04 RCSB #