data_E8J # _chem_comp.id E8J _chem_comp.name "(1R,3S,4S)-2-{(2R)-2-[2-(hydroxyamino)-2-oxoethyl]heptanoyl}-N-(3-methoxypyrazin-2-yl)-2-azabicyclo[2.2.1]heptane-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H31 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-13 _chem_comp.pdbx_modified_date 2018-08-03 _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 433.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E8J _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6BTP _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 E8J C17 C1 C 0 1 N N R 8.438 13.779 -4.664 2.559 -0.034 -0.687 C17 E8J 1 E8J C22 C2 C 0 1 N N N 9.387 15.404 -2.934 3.307 1.422 1.176 C22 E8J 2 E8J C28 C3 C 0 1 N N N 9.564 13.911 -5.673 1.137 0.138 -0.219 C28 E8J 3 E8J C01 C4 C 0 1 N N N 3.042 12.304 -3.915 7.086 -4.371 -0.002 C01 E8J 4 E8J C05 C5 C 0 1 N N N 3.513 12.822 -5.251 6.520 -3.076 -0.590 C05 E8J 5 E8J C08 C6 C 0 1 N N N 4.913 12.351 -5.614 5.129 -2.818 -0.009 C08 E8J 6 E8J C11 C7 C 0 1 N N N 6.017 12.878 -4.708 4.563 -1.523 -0.596 C11 E8J 7 E8J C14 C8 C 0 1 N N N 7.179 13.454 -5.476 3.171 -1.265 -0.015 C14 E8J 8 E8J C19 C9 C 0 1 N N N 8.270 15.103 -3.910 3.372 1.208 -0.314 C19 E8J 9 E8J O23 O1 O 0 1 N N N 9.991 14.527 -2.339 2.597 0.715 1.860 O23 E8J 10 E8J N24 N1 N 0 1 N N N 9.626 16.691 -2.783 4.037 2.399 1.750 N24 E8J 11 E8J O26 O2 O 0 1 N N N 10.628 17.086 -1.902 3.976 2.600 3.150 O26 E8J 12 E8J O29 O3 O 0 1 N N N 9.547 14.821 -6.486 0.710 -0.544 0.688 O29 E8J 13 E8J N30 N2 N 0 1 N N N 10.543 12.969 -5.702 0.339 1.050 -0.810 N30 E8J 14 E8J C31 C10 C 0 1 N N R 10.835 11.791 -4.854 0.667 1.880 -2.005 C31 E8J 15 E8J C33 C11 C 0 1 N N N 11.967 12.174 -3.902 0.812 3.330 -1.450 C33 E8J 16 E8J C36 C12 C 0 1 N N N 13.156 12.353 -4.859 -0.631 3.748 -1.082 C36 E8J 17 E8J C39 C13 C 0 1 N N S 12.567 11.948 -6.224 -1.493 2.495 -1.433 C39 E8J 18 E8J C41 C14 C 0 1 N N N 11.571 10.857 -5.815 -0.734 1.971 -2.705 C41 E8J 19 E8J C44 C15 C 0 1 N N S 11.625 13.076 -6.686 -1.034 1.416 -0.403 C44 E8J 20 E8J C46 C16 C 0 1 N N N 11.197 12.749 -8.129 -1.943 0.216 -0.463 C46 E8J 21 E8J O47 O4 O 0 1 N N N 10.119 12.203 -8.368 -1.590 -0.782 -1.056 O47 E8J 22 E8J N48 N3 N 0 1 N N N 12.102 13.089 -9.074 -3.147 0.251 0.140 N48 E8J 23 E8J C50 C17 C 0 1 Y N N 11.929 12.841 -10.445 -3.989 -0.860 0.084 C50 E8J 24 E8J N51 N4 N 0 1 Y N N 11.993 11.546 -10.795 -3.606 -1.951 -0.561 N51 E8J 25 E8J C52 C18 C 0 1 Y N N 11.840 11.280 -12.105 -4.407 -3.004 -0.613 C52 E8J 26 E8J C54 C19 C 0 1 Y N N 11.634 12.278 -13.041 -5.641 -2.969 0.004 C54 E8J 27 E8J N56 N5 N 0 1 Y N N 11.572 13.581 -12.702 -6.032 -1.883 0.652 N56 E8J 28 E8J C57 C20 C 0 1 Y N N 11.720 13.860 -11.418 -5.237 -0.828 0.715 C57 E8J 29 E8J O58 O5 O 0 1 N N N 11.681 15.116 -10.936 -5.636 0.287 1.379 O58 E8J 30 E8J C59 C21 C 0 1 N N N 11.383 16.165 -11.857 -6.928 0.252 1.988 C59 E8J 31 E8J H1 H1 H 0 1 N N N 8.652 12.965 -3.956 2.573 -0.165 -1.768 H1 E8J 32 E8J H2 H2 H 0 1 N N N 2.028 12.679 -3.713 7.156 -4.278 1.082 H2 E8J 33 E8J H3 H3 H 0 1 N N N 3.030 11.204 -3.932 6.427 -5.202 -0.253 H3 E8J 34 E8J H4 H4 H 0 1 N N N 3.725 12.651 -3.126 8.077 -4.555 -0.416 H4 E8J 35 E8J H5 H5 H 0 1 N N N 3.510 13.922 -5.221 7.179 -2.245 -0.339 H5 E8J 36 E8J H6 H6 H 0 1 N N N 2.815 12.475 -6.027 6.450 -3.170 -1.673 H6 E8J 37 E8J H7 H7 H 0 1 N N N 4.927 11.252 -5.568 4.470 -3.649 -0.260 H7 E8J 38 E8J H8 H8 H 0 1 N N N 5.128 12.678 -6.642 5.199 -2.724 1.075 H8 E8J 39 E8J H9 H9 H 0 1 N N N 5.597 13.665 -4.064 5.222 -0.692 -0.345 H9 E8J 40 E8J H10 H10 H 0 1 N N N 6.384 12.050 -4.084 4.493 -1.617 -1.680 H10 E8J 41 E8J H11 H11 H 0 1 N N N 7.460 12.728 -6.253 3.252 -1.091 1.058 H11 E8J 42 E8J H12 H12 H 0 1 N N N 6.837 14.385 -5.951 2.536 -2.131 -0.196 H12 E8J 43 E8J H13 H13 H 0 1 N N N 8.227 15.918 -4.648 4.410 1.067 -0.615 H13 E8J 44 E8J H14 H14 H 0 1 N N N 7.324 15.064 -3.351 2.960 2.078 -0.824 H14 E8J 45 E8J H15 H15 H 0 1 N N N 9.098 17.371 -3.292 4.605 2.964 1.203 H15 E8J 46 E8J H16 H16 H 0 1 N N N 11.023 16.318 -1.506 4.534 3.323 3.468 H16 E8J 47 E8J H17 H17 H 0 1 N N N 9.961 11.339 -4.362 1.496 1.522 -2.615 H17 E8J 48 E8J H18 H18 H 0 1 N N N 12.161 11.374 -3.172 1.447 3.337 -0.565 H18 E8J 49 E8J H19 H19 H 0 1 N N N 11.740 13.110 -3.370 1.218 3.991 -2.215 H19 E8J 50 E8J H20 H20 H 0 1 N N N 13.992 11.695 -4.578 -0.703 3.976 -0.019 H20 E8J 51 E8J H21 H21 H 0 1 N N N 13.500 13.398 -4.871 -0.943 4.607 -1.678 H21 E8J 52 E8J H22 H22 H 0 1 N N N 13.312 11.637 -6.971 -2.566 2.658 -1.534 H22 E8J 53 E8J H23 H23 H 0 1 N N N 10.945 10.501 -6.646 -0.741 2.698 -3.517 H23 E8J 54 E8J H24 H24 H 0 1 N N N 12.042 9.997 -5.316 -1.097 0.996 -3.029 H24 E8J 55 E8J H25 H25 H 0 1 N N N 12.130 14.052 -6.638 -1.025 1.834 0.604 H25 E8J 56 E8J H26 H26 H 0 1 N N N 12.943 13.543 -8.780 -3.429 1.050 0.614 H26 E8J 57 E8J H27 H27 H 0 1 N N N 11.879 10.253 -12.437 -4.093 -3.893 -1.140 H27 E8J 58 E8J H28 H28 H 0 1 N N N 11.519 12.003 -14.079 -6.292 -3.830 -0.045 H28 E8J 59 E8J H29 H29 H 0 1 N N N 11.385 17.130 -11.328 -7.685 0.079 1.223 H29 E8J 60 E8J H30 H30 H 0 1 N N N 12.143 16.182 -12.652 -6.962 -0.554 2.721 H30 E8J 61 E8J H31 H31 H 0 1 N N N 10.391 15.992 -12.301 -7.122 1.203 2.484 H31 E8J 62 # 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 E8J C54 N56 DOUB Y N 1 E8J C54 C52 SING Y N 2 E8J N56 C57 SING Y N 3 E8J C52 N51 DOUB Y N 4 E8J C59 O58 SING N N 5 E8J C57 O58 SING N N 6 E8J C57 C50 DOUB Y N 7 E8J N51 C50 SING Y N 8 E8J C50 N48 SING N N 9 E8J N48 C46 SING N N 10 E8J O47 C46 DOUB N N 11 E8J C46 C44 SING N N 12 E8J C44 C39 SING N N 13 E8J C44 N30 SING N N 14 E8J O29 C28 DOUB N N 15 E8J C39 C41 SING N N 16 E8J C39 C36 SING N N 17 E8J C41 C31 SING N N 18 E8J N30 C28 SING N N 19 E8J N30 C31 SING N N 20 E8J C28 C17 SING N N 21 E8J C08 C05 SING N N 22 E8J C08 C11 SING N N 23 E8J C14 C11 SING N N 24 E8J C14 C17 SING N N 25 E8J C05 C01 SING N N 26 E8J C36 C33 SING N N 27 E8J C31 C33 SING N N 28 E8J C17 C19 SING N N 29 E8J C19 C22 SING N N 30 E8J C22 N24 SING N N 31 E8J C22 O23 DOUB N N 32 E8J N24 O26 SING N N 33 E8J C17 H1 SING N N 34 E8J C01 H2 SING N N 35 E8J C01 H3 SING N N 36 E8J C01 H4 SING N N 37 E8J C05 H5 SING N N 38 E8J C05 H6 SING N N 39 E8J C08 H7 SING N N 40 E8J C08 H8 SING N N 41 E8J C11 H9 SING N N 42 E8J C11 H10 SING N N 43 E8J C14 H11 SING N N 44 E8J C14 H12 SING N N 45 E8J C19 H13 SING N N 46 E8J C19 H14 SING N N 47 E8J N24 H15 SING N N 48 E8J O26 H16 SING N N 49 E8J C31 H17 SING N N 50 E8J C33 H18 SING N N 51 E8J C33 H19 SING N N 52 E8J C36 H20 SING N N 53 E8J C36 H21 SING N N 54 E8J C39 H22 SING N N 55 E8J C41 H23 SING N N 56 E8J C41 H24 SING N N 57 E8J C44 H25 SING N N 58 E8J N48 H26 SING N N 59 E8J C52 H27 SING N N 60 E8J C54 H28 SING N N 61 E8J C59 H29 SING N N 62 E8J C59 H30 SING N N 63 E8J C59 H31 SING N N 64 # 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 E8J SMILES ACDLabs 12.01 "C(CC(NO)=O)(C(=O)N2C1CCC(C1)C2C(=O)Nc3nccnc3OC)CCCCC" E8J InChI InChI 1.03 "InChI=1S/C21H31N5O5/c1-3-4-5-6-14(12-16(27)25-30)21(29)26-15-8-7-13(11-15)17(26)19(28)24-18-20(31-2)23-10-9-22-18/h9-10,13-15,17,30H,3-8,11-12H2,1-2H3,(H,25,27)(H,22,24,28)/t13-,14+,15+,17-/m0/s1" E8J InChIKey InChI 1.03 JIGFOUXSTZPRRF-HWMZRRJGSA-N E8J SMILES_CANONICAL CACTVS 3.385 "CCCCC[C@H](CC(=O)NO)C(=O)N1[C@@H]2CC[C@@H](C2)[C@H]1C(=O)Nc3nccnc3OC" E8J SMILES CACTVS 3.385 "CCCCC[CH](CC(=O)NO)C(=O)N1[CH]2CC[CH](C2)[CH]1C(=O)Nc3nccnc3OC" E8J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCCCC[C@H](CC(=O)NO)C(=O)N1[C@@H]2CC[C@@H](C2)[C@H]1C(=O)Nc3c(nccn3)OC" E8J SMILES "OpenEye OEToolkits" 2.0.6 "CCCCCC(CC(=O)NO)C(=O)N1C2CCC(C2)C1C(=O)Nc3c(nccn3)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 E8J "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,3S,4S)-2-{(2R)-2-[2-(hydroxyamino)-2-oxoethyl]heptanoyl}-N-(3-methoxypyrazin-2-yl)-2-azabicyclo[2.2.1]heptane-3-carboxamide" E8J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{R},3~{S},4~{S})-~{N}-(3-methoxypyrazin-2-yl)-2-[(2~{R})-2-[2-(oxidanylamino)-2-oxidanylidene-ethyl]heptanoyl]-2-azabicyclo[2.2.1]heptane-3-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 E8J "Create component" 2017-12-13 RCSB E8J "Initial release" 2018-08-08 RCSB #