data_BNE # _chem_comp.id BNE _chem_comp.name "2-[3-(3-ETHYL-1-METHYL-2-OXO-AZEPAN-3-YL)-PHENOXY]-4-[1-AMINO-1-(1-METHYL-1H-IMIDIZOL-5-YL)-ETHYL]-BENZONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H33 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-10-24 _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 471.594 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BNE _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 1MZC _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 BNE C1 C1 C 0 1 N N S 14.597 135.511 -4.694 -3.574 0.021 0.210 C1 BNE 1 BNE C2 C2 C 0 1 Y N N 14.429 134.033 -4.084 -2.377 0.658 0.867 C2 BNE 2 BNE C3 C3 C 0 1 N N N 16.133 135.944 -4.955 -3.105 -0.985 -0.801 C3 BNE 3 BNE C4 C4 C 0 1 N N N 13.697 135.574 -6.021 -4.437 -0.653 1.279 C4 BNE 4 BNE C5 C5 C 0 1 N N N 14.015 136.601 -3.696 -4.396 1.101 -0.496 C5 BNE 5 BNE C6 C6 C 0 1 Y N N 15.556 133.353 -3.559 -1.536 1.469 0.131 C6 BNE 6 BNE C7 C7 C 0 1 Y N N 13.174 133.326 -4.008 -2.119 0.426 2.206 C7 BNE 7 BNE N8 N8 N 0 1 N N N 16.925 135.299 -5.954 -3.778 -2.076 -1.153 N8 BNE 8 BNE O9 O9 O 0 1 N N N 16.639 136.858 -4.270 -2.035 -0.787 -1.337 O9 BNE 9 BNE C10 C10 C 0 1 N N N 13.980 134.578 -7.170 -5.900 -0.622 0.824 C10 BNE 10 BNE C11 C11 C 0 1 N N N 14.407 136.469 -2.208 -4.717 2.225 0.492 C11 BNE 11 BNE C12 C12 C 0 1 Y N N 15.498 132.044 -2.981 -0.436 2.060 0.738 C12 BNE 12 BNE C13 C13 C 0 1 Y N N 13.095 132.015 -3.437 -1.021 1.009 2.812 C13 BNE 13 BNE C14 C14 C 0 1 N N N 16.498 134.245 -6.883 -5.016 -2.514 -0.518 C14 BNE 14 BNE C15 C15 C 0 1 N N N 18.316 135.722 -6.137 -3.243 -2.889 -2.248 C15 BNE 15 BNE C16 C16 C 0 1 N N N 15.369 134.703 -7.799 -6.036 -1.370 -0.502 C16 BNE 16 BNE O17 O17 O 0 1 N N N 16.682 131.431 -2.475 0.390 2.862 0.017 O17 BNE 17 BNE C18 C18 C 0 1 Y N N 14.255 131.373 -2.924 -0.180 1.826 2.081 C18 BNE 18 BNE C19 C19 C 0 1 Y N N 17.832 132.248 -2.391 1.430 2.091 -0.389 C19 BNE 19 BNE C20 C20 C 0 1 Y N N 18.801 132.361 -3.446 2.490 2.660 -1.108 C20 BNE 20 BNE C21 C21 C 0 1 Y N N 18.007 132.998 -1.194 1.445 0.735 -0.099 C21 BNE 21 BNE C22 C22 C 0 1 Y N N 19.921 133.212 -3.275 3.558 1.856 -1.515 C22 BNE 22 BNE C23 C23 C 0 1 N N N 18.625 131.708 -4.709 2.484 4.059 -1.413 C23 BNE 23 BNE C24 C24 C 0 1 Y N N 19.127 133.870 -1.009 2.505 -0.049 -0.513 C24 BNE 24 BNE C25 C25 C 0 1 Y N N 20.083 133.957 -2.078 3.557 0.510 -1.218 C25 BNE 25 BNE N26 N26 N 0 1 N N N 18.422 131.206 -5.728 2.480 5.169 -1.655 N26 BNE 26 BNE C27 C27 C 0 1 N N S 19.322 134.693 0.293 2.515 -1.522 -0.194 C27 BNE 27 BNE C28 C28 C 0 1 Y N N 19.308 133.839 1.561 3.918 -1.951 0.150 C28 BNE 28 BNE C29 C29 C 0 1 N N N 18.219 135.794 0.425 2.024 -2.311 -1.410 C29 BNE 29 BNE N30 N30 N 0 1 N N N 20.633 135.348 0.253 1.630 -1.782 0.949 N30 BNE 30 BNE N31 N31 N 0 1 Y N N 20.094 132.724 1.793 4.740 -1.381 1.084 N31 BNE 31 BNE C32 C32 C 0 1 Y N N 18.549 133.946 2.728 4.607 -2.966 -0.408 C32 BNE 32 BNE C33 C33 C 0 1 Y N N 19.752 132.271 3.023 5.900 -2.073 1.071 C33 BNE 33 BNE C34 C34 C 0 1 N N N 21.108 132.052 0.994 4.419 -0.239 1.944 C34 BNE 34 BNE NZ NZ N 0 1 Y N N 18.825 132.969 3.643 5.814 -3.017 0.174 NZ BNE 35 BNE H41 1H4 H 0 1 N N N 13.732 136.611 -6.429 -4.117 -1.687 1.409 H41 BNE 36 BNE H42 2H4 H 0 1 N N N 12.624 135.490 -5.730 -4.337 -0.116 2.222 H42 BNE 37 BNE H51 1H5 H 0 1 N N N 12.904 136.633 -3.787 -5.325 0.666 -0.866 H51 BNE 38 BNE H52 2H5 H 0 1 N N N 14.281 137.620 -4.062 -3.825 1.504 -1.332 H52 BNE 39 BNE H61 1H6 H 0 1 N N N 16.530 133.870 -3.602 -1.738 1.650 -0.915 H61 BNE 40 BNE H71 1H7 H 0 1 N N N 12.255 133.798 -4.395 -2.776 -0.211 2.779 H71 BNE 41 BNE H101 1H10 H 0 0 N N N 13.192 134.659 -7.954 -6.525 -1.101 1.578 H101 BNE 42 BNE H102 2H10 H 0 0 N N N 13.804 133.532 -6.827 -6.217 0.413 0.692 H102 BNE 43 BNE H111 1H11 H 0 0 N N N 15.518 136.437 -2.117 -5.330 1.832 1.303 H111 BNE 44 BNE H112 2H11 H 0 0 N N N 13.998 137.234 -1.507 -3.789 2.626 0.899 H112 BNE 45 BNE H113 3H11 H 0 0 N N N 14.141 135.450 -1.842 -5.260 3.017 -0.023 H113 BNE 46 BNE H131 1H13 H 0 0 N N N 12.125 131.491 -3.392 -0.822 0.827 3.857 H131 BNE 47 BNE H141 1H14 H 0 0 N N N 16.220 133.315 -6.335 -4.806 -2.825 0.505 H141 BNE 48 BNE H142 2H14 H 0 0 N N N 17.360 133.854 -7.472 -5.427 -3.357 -1.073 H142 BNE 49 BNE H151 1H15 H 0 0 N N N 18.845 135.652 -5.158 -3.898 -3.743 -2.420 H151 BNE 50 BNE H152 2H15 H 0 0 N N N 18.934 135.219 -6.917 -3.186 -2.286 -3.154 H152 BNE 51 BNE H153 3H15 H 0 0 N N N 18.337 136.822 -6.317 -2.247 -3.243 -1.984 H153 BNE 52 BNE H161 1H16 H 0 0 N N N 15.548 135.745 -8.154 -7.043 -1.776 -0.593 H161 BNE 53 BNE H162 2H16 H 0 0 N N N 15.410 134.164 -8.774 -5.837 -0.689 -1.330 H162 BNE 54 BNE H181 1H18 H 0 0 N N N 14.191 130.363 -2.485 0.677 2.281 2.555 H181 BNE 55 BNE H211 1H21 H 0 0 N N N 17.257 132.901 -0.391 0.629 0.291 0.451 H211 BNE 56 BNE H221 1H22 H 0 0 N N N 20.672 133.295 -4.079 4.381 2.288 -2.065 H221 BNE 57 BNE H251 1H25 H 0 0 N N N 20.964 134.613 -1.977 4.381 -0.111 -1.537 H251 BNE 58 BNE H291 1H29 H 0 0 N N N 17.194 135.361 0.361 2.681 -2.118 -2.258 H291 BNE 59 BNE H292 2H29 H 0 0 N N N 18.359 136.385 1.360 2.032 -3.376 -1.179 H292 BNE 60 BNE H293 3H29 H 0 0 N N N 18.181 136.450 -0.476 1.009 -2.000 -1.658 H293 BNE 61 BNE H301 1H30 H 0 0 N N N 20.759 135.914 -0.586 1.776 -2.744 1.216 H301 BNE 62 BNE H302 2H30 H 0 0 N N N 20.761 135.889 1.108 1.967 -1.215 1.712 H302 BNE 63 BNE H321 1H32 H 0 0 N N N 17.798 134.733 2.911 4.249 -3.623 -1.186 H321 BNE 64 BNE H331 1H33 H 0 0 N N N 20.204 131.382 3.494 6.758 -1.875 1.696 H331 BNE 65 BNE H341 1H34 H 0 0 N N N 21.839 132.856 0.746 4.714 0.684 1.446 H341 BNE 66 BNE H342 2H34 H 0 0 N N N 21.741 131.154 1.181 3.346 -0.221 2.137 H342 BNE 67 BNE H343 3H34 H 0 0 N N N 20.595 131.830 0.029 4.957 -0.332 2.887 H343 BNE 68 # 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 BNE C1 C2 SING N N 1 BNE C1 C3 SING N N 2 BNE C1 C4 SING N N 3 BNE C1 C5 SING N N 4 BNE C2 C6 DOUB Y N 5 BNE C2 C7 SING Y N 6 BNE C3 N8 SING N N 7 BNE C3 O9 DOUB N N 8 BNE C4 C10 SING N N 9 BNE C4 H41 SING N N 10 BNE C4 H42 SING N N 11 BNE C5 C11 SING N N 12 BNE C5 H51 SING N N 13 BNE C5 H52 SING N N 14 BNE C6 C12 SING Y N 15 BNE C6 H61 SING N N 16 BNE C7 C13 DOUB Y N 17 BNE C7 H71 SING N N 18 BNE N8 C14 SING N N 19 BNE N8 C15 SING N N 20 BNE C10 C16 SING N N 21 BNE C10 H101 SING N N 22 BNE C10 H102 SING N N 23 BNE C11 H111 SING N N 24 BNE C11 H112 SING N N 25 BNE C11 H113 SING N N 26 BNE C12 O17 SING N N 27 BNE C12 C18 DOUB Y N 28 BNE C13 C18 SING Y N 29 BNE C13 H131 SING N N 30 BNE C14 C16 SING N N 31 BNE C14 H141 SING N N 32 BNE C14 H142 SING N N 33 BNE C15 H151 SING N N 34 BNE C15 H152 SING N N 35 BNE C15 H153 SING N N 36 BNE C16 H161 SING N N 37 BNE C16 H162 SING N N 38 BNE O17 C19 SING N N 39 BNE C18 H181 SING N N 40 BNE C19 C20 DOUB Y N 41 BNE C19 C21 SING Y N 42 BNE C20 C22 SING Y N 43 BNE C20 C23 SING N N 44 BNE C21 C24 DOUB Y N 45 BNE C21 H211 SING N N 46 BNE C22 C25 DOUB Y N 47 BNE C22 H221 SING N N 48 BNE C23 N26 TRIP N N 49 BNE C24 C25 SING Y N 50 BNE C24 C27 SING N N 51 BNE C25 H251 SING N N 52 BNE C27 C28 SING N N 53 BNE C27 C29 SING N N 54 BNE C27 N30 SING N N 55 BNE C28 N31 SING Y N 56 BNE C28 C32 DOUB Y N 57 BNE C29 H291 SING N N 58 BNE C29 H292 SING N N 59 BNE C29 H293 SING N N 60 BNE N30 H301 SING N N 61 BNE N30 H302 SING N N 62 BNE N31 C33 SING Y N 63 BNE N31 C34 SING N N 64 BNE C32 NZ SING Y N 65 BNE C32 H321 SING N N 66 BNE C33 NZ DOUB Y N 67 BNE C33 H331 SING N N 68 BNE C34 H341 SING N N 69 BNE C34 H342 SING N N 70 BNE C34 H343 SING N N 71 # 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 BNE SMILES ACDLabs 10.04 "O=C1N(C)CCCCC1(c4cc(Oc2c(C#N)ccc(c2)C(N)(c3cncn3C)C)ccc4)CC" BNE SMILES_CANONICAL CACTVS 3.341 "CC[C@]1(CCCCN(C)C1=O)c2cccc(Oc3cc(ccc3C#N)[C@](C)(N)c4cncn4C)c2" BNE SMILES CACTVS 3.341 "CC[C]1(CCCCN(C)C1=O)c2cccc(Oc3cc(ccc3C#N)[C](C)(N)c4cncn4C)c2" BNE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@]1(CCCCN(C1=O)C)c2cccc(c2)Oc3cc(ccc3C#N)[C@@](C)(c4cncn4C)N" BNE SMILES "OpenEye OEToolkits" 1.5.0 "CCC1(CCCCN(C1=O)C)c2cccc(c2)Oc3cc(ccc3C#N)C(C)(c4cncn4C)N" BNE InChI InChI 1.03 "InChI=1S/C28H33N5O2/c1-5-28(13-6-7-14-32(3)26(28)34)22-9-8-10-23(15-22)35-24-16-21(12-11-20(24)17-29)27(2,30)25-18-31-19-33(25)4/h8-12,15-16,18-19H,5-7,13-14,30H2,1-4H3/t27-,28-/m0/s1" BNE InChIKey InChI 1.03 MHNMEERHZSPWFL-NSOVKSMOSA-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 BNE "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(1S)-1-amino-1-(1-methyl-1H-imidazol-5-yl)ethyl]-2-{3-[(3S)-3-ethyl-1-methyl-2-oxoazepan-3-yl]phenoxy}benzonitrile" BNE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(1S)-1-amino-1-(3-methylimidazol-4-yl)ethyl]-2-[3-[(3S)-3-ethyl-1-methyl-2-oxo-azepan-3-yl]phenoxy]benzonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BNE "Create component" 2002-10-24 RCSB BNE "Modify descriptor" 2011-06-04 RCSB #