data_NN3 # _chem_comp.id NN3 _chem_comp.name "3-{ISOPROPYL[(TRANS-4-METHYLCYCLOHEXYL)CARBONYL]AMINO}-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 385.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NN3 _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 NN3 C4 C4 C 0 1 N N N -33.781 -14.658 33.005 4.091 1.332 -1.771 C4 NN3 1 NN3 C5 C5 C 0 1 N N N -35.122 -15.257 32.619 3.780 2.321 -0.645 C5 NN3 2 NN3 C6 C6 C 0 1 N N N -35.701 -16.114 33.749 2.301 2.709 -0.702 C6 NN3 3 NN3 C11 C11 C 0 1 Y N N -34.812 -19.982 33.851 -0.243 -0.481 0.599 C11 NN3 4 NN3 C7 C7 C 0 1 N N N -33.232 -13.741 31.919 5.570 0.944 -1.714 C7 NN3 5 NN3 C8 C8 C 0 1 N N N -35.173 -18.075 35.200 1.739 0.815 0.797 C8 NN3 6 NN3 C10 C10 C 0 1 Y N N -35.705 -20.315 32.833 -0.180 -1.604 -0.226 C10 NN3 7 NN3 C12 C12 C 0 1 Y N N -33.484 -20.306 33.601 -1.427 0.211 0.668 C12 NN3 8 NN3 C13 C13 C 0 1 Y N N -33.379 -20.916 32.354 -2.504 -0.236 -0.075 C13 NN3 9 NN3 C3 C3 C 0 1 N N N -32.791 -15.768 33.333 3.228 0.079 -1.602 C3 NN3 10 NN3 O27 O27 O 0 1 N N N -35.503 -17.553 36.264 2.761 1.093 1.387 O27 NN3 11 NN3 C1 C1 C 0 1 N N N -34.728 -17.229 34.038 1.438 1.457 -0.533 C1 NN3 12 NN3 C2 C2 C 0 1 N N N -33.363 -16.658 34.427 1.749 0.468 -1.658 C2 NN3 13 NN3 N14 N14 N 0 1 N N N -35.189 -19.384 35.034 0.871 -0.067 1.331 N14 NN3 14 NN3 C22 C22 C 0 1 N N N -35.606 -20.190 36.200 1.097 -0.592 2.680 C22 NN3 15 NN3 C24 C24 C 0 1 N N N -34.335 -20.658 36.896 2.473 -1.258 2.744 C24 NN3 16 NN3 C23 C23 C 0 1 N N N -36.507 -21.382 35.878 1.039 0.555 3.690 C23 NN3 17 NN3 C15 C15 C 0 1 N N N -37.171 -20.150 32.719 0.912 -2.471 -0.465 C15 NN3 18 NN3 O26 O26 O 0 1 N N N -37.753 -20.567 31.697 2.005 -2.217 0.005 O26 NN3 19 NN3 O25 O25 O 0 1 N N N -37.784 -19.577 33.625 0.741 -3.581 -1.214 O25 NN3 20 NN3 S9 S9 S 0 1 Y N N -34.904 -21.051 31.513 -1.833 -1.671 -0.897 S9 NN3 21 NN3 C16 C16 C 0 1 Y N N -32.208 -21.427 31.592 -3.866 0.331 -0.167 C16 NN3 22 NN3 C21 C21 C 0 1 Y N N -32.348 -22.347 30.548 -4.527 0.372 -1.395 C21 NN3 23 NN3 C20 C20 C 0 1 Y N N -31.223 -22.783 29.855 -5.798 0.902 -1.474 C20 NN3 24 NN3 C19 C19 C 0 1 Y N N -29.966 -22.293 30.200 -6.417 1.393 -0.338 C19 NN3 25 NN3 C18 C18 C 0 1 Y N N -29.825 -21.384 31.236 -5.767 1.357 0.883 C18 NN3 26 NN3 C17 C17 C 0 1 Y N N -30.946 -20.939 31.922 -4.498 0.824 0.976 C17 NN3 27 NN3 H4 H4 H 0 1 N N N -33.933 -14.037 33.900 3.873 1.796 -2.733 H4 NN3 28 NN3 H51 1H5 H 0 1 N N N -34.973 -15.900 31.739 4.394 3.213 -0.766 H51 NN3 29 NN3 H52 2H5 H 0 1 N N N -35.825 -14.440 32.398 3.997 1.857 0.317 H52 NN3 30 NN3 H61 1H6 H 0 1 N N N -36.676 -16.528 33.451 2.083 3.173 -1.664 H61 NN3 31 NN3 H62 2H6 H 0 1 N N N -35.845 -15.499 34.650 2.079 3.413 0.100 H62 NN3 32 NN3 H71 1H7 H 0 1 N N N -33.938 -13.708 31.076 5.787 0.480 -0.752 H71 NN3 33 NN3 H72 2H7 H 0 1 N N N -32.262 -14.125 31.570 5.791 0.239 -2.516 H72 NN3 34 NN3 H73 3H7 H 0 1 N N N -33.100 -12.728 32.326 6.184 1.836 -1.834 H73 NN3 35 NN3 H12 H12 H 0 1 N N N -32.659 -20.114 34.272 -1.516 1.088 1.292 H12 NN3 36 NN3 H31 1H3 H 0 1 N N N -31.847 -15.323 33.681 3.450 -0.625 -2.403 H31 NN3 37 NN3 H32 2H3 H 0 1 N N N -32.606 -16.370 32.432 3.445 -0.385 -0.640 H32 NN3 38 NN3 H1 H1 H 0 1 N N N -34.674 -17.834 33.121 0.385 1.733 -0.573 H1 NN3 39 NN3 H21A 1H2 H 0 0 N N N -33.491 -16.048 35.334 1.135 -0.425 -1.538 H21A NN3 40 NN3 H22A 2H2 H 0 0 N N N -32.668 -17.493 34.602 1.532 0.932 -2.620 H22A NN3 41 NN3 H22 H22 H 0 1 N N N -36.229 -19.550 36.842 0.327 -1.326 2.918 H22 NN3 42 NN3 H241 1H24 H 0 0 N N N -34.520 -21.625 37.386 2.687 -1.552 3.771 H241 NN3 43 NN3 H242 2H24 H 0 0 N N N -34.036 -19.916 37.651 2.480 -2.141 2.104 H242 NN3 44 NN3 H243 3H24 H 0 0 N N N -33.530 -20.771 36.154 3.233 -0.556 2.400 H243 NN3 45 NN3 H231 1H23 H 0 0 N N N -37.449 -21.292 36.439 1.762 1.321 3.412 H231 NN3 46 NN3 H232 2H23 H 0 0 N N N -35.997 -22.314 36.163 0.037 0.985 3.694 H232 NN3 47 NN3 H233 3H23 H 0 0 N N N -36.723 -21.398 34.800 1.275 0.176 4.684 H233 NN3 48 NN3 HO25 HO25 H 0 0 N N N -38.706 -19.525 33.401 1.598 -4.027 -1.253 HO25 NN3 49 NN3 H21 H21 H 0 1 N N N -33.326 -22.718 30.281 -4.045 -0.011 -2.283 H21 NN3 50 NN3 H20 H20 H 0 1 N N N -31.324 -23.499 29.053 -6.311 0.934 -2.424 H20 NN3 51 NN3 H19 H19 H 0 1 N N N -29.094 -22.624 29.656 -7.412 1.808 -0.405 H19 NN3 52 NN3 H18 H18 H 0 1 N N N -28.845 -21.023 31.509 -6.256 1.742 1.765 H18 NN3 53 NN3 H17 H17 H 0 1 N N N -30.840 -20.212 32.714 -3.992 0.796 1.929 H17 NN3 54 # 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 NN3 C4 C5 SING N N 1 NN3 C4 C7 SING N N 2 NN3 C4 C3 SING N N 3 NN3 C4 H4 SING N N 4 NN3 C5 C6 SING N N 5 NN3 C5 H51 SING N N 6 NN3 C5 H52 SING N N 7 NN3 C6 C1 SING N N 8 NN3 C6 H61 SING N N 9 NN3 C6 H62 SING N N 10 NN3 C11 C10 DOUB Y N 11 NN3 C11 C12 SING Y N 12 NN3 C11 N14 SING N N 13 NN3 C7 H71 SING N N 14 NN3 C7 H72 SING N N 15 NN3 C7 H73 SING N N 16 NN3 C8 O27 DOUB N N 17 NN3 C8 C1 SING N N 18 NN3 C8 N14 SING N N 19 NN3 C10 C15 SING N N 20 NN3 C10 S9 SING Y N 21 NN3 C12 C13 DOUB Y N 22 NN3 C12 H12 SING N N 23 NN3 C13 S9 SING Y N 24 NN3 C13 C16 SING Y N 25 NN3 C3 C2 SING N N 26 NN3 C3 H31 SING N N 27 NN3 C3 H32 SING N N 28 NN3 C1 C2 SING N N 29 NN3 C1 H1 SING N N 30 NN3 C2 H21A SING N N 31 NN3 C2 H22A SING N N 32 NN3 N14 C22 SING N N 33 NN3 C22 C24 SING N N 34 NN3 C22 C23 SING N N 35 NN3 C22 H22 SING N N 36 NN3 C24 H241 SING N N 37 NN3 C24 H242 SING N N 38 NN3 C24 H243 SING N N 39 NN3 C23 H231 SING N N 40 NN3 C23 H232 SING N N 41 NN3 C23 H233 SING N N 42 NN3 C15 O26 DOUB N N 43 NN3 C15 O25 SING N N 44 NN3 O25 HO25 SING N N 45 NN3 C16 C21 DOUB Y N 46 NN3 C16 C17 SING Y N 47 NN3 C21 C20 SING Y N 48 NN3 C21 H21 SING N N 49 NN3 C20 C19 DOUB Y N 50 NN3 C20 H20 SING N N 51 NN3 C19 C18 SING Y N 52 NN3 C19 H19 SING N N 53 NN3 C18 C17 DOUB Y N 54 NN3 C18 H18 SING N N 55 NN3 C17 H17 SING N N 56 # 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 NN3 SMILES ACDLabs 10.04 "O=C(O)c2sc(cc2N(C(=O)C1CCC(C)CC1)C(C)C)c3ccccc3" NN3 SMILES_CANONICAL CACTVS 3.341 "CC(C)N(C(=O)[C@H]1CC[C@H](C)CC1)c2cc(sc2C(O)=O)c3ccccc3" NN3 SMILES CACTVS 3.341 "CC(C)N(C(=O)[CH]1CC[CH](C)CC1)c2cc(sc2C(O)=O)c3ccccc3" NN3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1CCC(CC1)C(=O)N(c2cc(sc2C(=O)O)c3ccccc3)C(C)C" NN3 SMILES "OpenEye OEToolkits" 1.5.0 "CC1CCC(CC1)C(=O)N(c2cc(sc2C(=O)O)c3ccccc3)C(C)C" NN3 InChI InChI 1.03 "InChI=1S/C22H27NO3S/c1-14(2)23(21(24)17-11-9-15(3)10-12-17)18-13-19(27-20(18)22(25)26)16-7-5-4-6-8-16/h4-8,13-15,17H,9-12H2,1-3H3,(H,25,26)/t15-,17-" NN3 InChIKey InChI 1.03 RZXQBIKGWSLVEK-JCNLHEQBSA-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 NN3 "SYSTEMATIC NAME" ACDLabs 10.04 "3-{[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino}-5-phenylthiophene-2-carboxylic acid" NN3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(4-methylcyclohexyl)carbonyl-propan-2-yl-amino]-5-phenyl-thiophene-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NN3 "Create component" 2006-04-10 RCSB NN3 "Modify aromatic_flag" 2011-06-04 RCSB NN3 "Modify descriptor" 2011-06-04 RCSB #