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 
# 
