data_99E
# 
_chem_comp.id                                    99E 
_chem_comp.name                                  "~{N}-[[2,8-bis(oxidanyl)naphthalen-1-yl]methyl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H22 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-04-28 
_chem_comp.pdbx_modified_date                    2017-08-11 
_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                        366.410 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     99E 
_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        5NU5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
99E O1  O1  O 0 1 N N N 40.684 1.844 10.125 1.879  -0.875 1.907  O1  99E 1  
99E C11 C1  C 0 1 Y N N 41.414 4.015 8.253  2.856  0.934  -0.027 C11 99E 2  
99E C21 C2  C 0 1 Y N N 44.621 2.237 8.850  5.310  -1.849 -0.226 C21 99E 3  
99E C7  C3  C 0 1 N N N 37.051 4.324 11.952 -3.729 1.092  1.620  C7  99E 4  
99E C8  C4  C 0 1 N N N 37.615 3.259 12.874 -4.091 2.500  1.145  C8  99E 5  
99E C10 C5  C 0 1 N N N 35.601 5.905 14.481 -6.043 -1.860 0.437  C10 99E 6  
99E C1  C6  C 0 1 N N N 39.288 5.712 9.992  -0.781 0.839  0.637  C1  99E 7  
99E C2  C7  C 0 1 Y N N 38.828 6.247 11.283 -1.941 0.175  0.029  C2  99E 8  
99E N3  N1  N 0 1 Y N N 39.281 7.395 11.788 -1.908 -0.665 -1.064 N3  99E 9  
99E C4  C8  C 0 1 Y N N 38.720 7.686 12.959 -3.152 -1.085 -1.337 C4  99E 10 
99E C5  C9  C 0 1 Y N N 37.759 6.599 13.268 -4.017 -0.517 -0.415 C5  99E 11 
99E C6  C10 C 0 1 Y N N 37.807 5.619 12.153 -3.232 0.280  0.452  C6  99E 12 
99E C9  C11 C 0 1 N N N 36.919 6.609 14.496 -5.469 -0.708 -0.348 C9  99E 13 
99E C12 C12 C 0 1 N N N 39.058 8.927 13.743 -3.543 -2.017 -2.455 C12 99E 14 
99E N13 N2  N 0 1 N N N 39.515 4.432 9.830  0.451  0.648  0.123  N13 99E 15 
99E O15 O2  O 0 1 N N N 39.476 6.514 9.090  -0.931 1.562  1.603  O15 99E 16 
99E O16 O3  O 0 1 N N N 37.286 7.235 15.469 -6.210 0.061  -0.925 O16 99E 17 
99E C3  C13 C 0 1 N N N 39.922 3.988 8.537  1.608  1.311  0.730  C3  99E 18 
99E C13 C14 C 0 1 Y N N 41.880 4.997 7.374  3.370  1.780  -0.969 C13 99E 19 
99E C14 C15 C 0 1 Y N N 43.215 5.057 7.001  4.526  1.444  -1.678 C14 99E 20 
99E C15 C16 C 0 1 Y N N 44.113 4.125 7.499  5.171  0.268  -1.449 C15 99E 21 
99E C16 C17 C 0 1 Y N N 43.672 3.139 8.374  4.669  -0.625 -0.487 C16 99E 22 
99E C17 C18 C 0 1 Y N N 42.317 3.052 8.762  3.500  -0.285 0.237  C17 99E 23 
99E C18 C19 C 0 1 Y N N 41.953 2.021 9.660  3.002  -1.181 1.205  C18 99E 24 
99E C19 C20 C 0 1 Y N N 42.913 1.117 10.123 3.656  -2.358 1.434  C19 99E 25 
99E C20 C21 C 0 1 Y N N 44.240 1.225 9.721  4.808  -2.686 0.724  C20 99E 26 
99E O22 O4  O 0 1 N N N 41.030 5.937 6.867  2.748  2.962  -1.219 O22 99E 27 
99E H1  H1  H 0 1 N N N 40.663 1.098 10.713 1.069  -1.250 1.535  H1  99E 28 
99E H2  H2  H 0 1 N N N 45.652 2.325 8.542  6.204  -2.119 -0.768 H2  99E 29 
99E H3  H3  H 0 1 N N N 35.987 4.481 12.182 -2.948 1.154  2.378  H3  99E 30 
99E H4  H4  H 0 1 N N N 37.156 3.997 10.907 -4.611 0.614  2.046  H4  99E 31 
99E H5  H5  H 0 1 N N N 37.065 2.318 12.727 -3.209 2.979  0.720  H5  99E 32 
99E H6  H6  H 0 1 N N N 38.679 3.101 12.644 -4.872 2.439  0.387  H6  99E 33 
99E H7  H7  H 0 1 N N N 37.510 3.586 13.919 -4.451 3.088  1.990  H7  99E 34 
99E H8  H8  H 0 1 N N N 35.090 6.061 15.443 -5.238 -2.383 0.953  H8  99E 35 
99E H9  H9  H 0 1 N N N 34.980 6.307 13.667 -6.758 -1.481 1.167  H9  99E 36 
99E H10 H10 H 0 1 N N N 35.762 4.828 14.323 -6.546 -2.547 -0.243 H10 99E 37 
99E H11 H11 H 0 1 N N N 39.964 7.971 11.338 -1.111 -0.913 -1.557 H11 99E 38 
99E H12 H12 H 0 1 N N N 38.389 9.746 13.440 -3.517 -3.046 -2.097 H12 99E 39 
99E H13 H13 H 0 1 N N N 38.931 8.728 14.817 -4.550 -1.775 -2.794 H13 99E 40 
99E H14 H14 H 0 1 N N N 40.101 9.213 13.544 -2.843 -1.903 -3.284 H14 99E 41 
99E H15 H15 H 0 1 N N N 39.407 3.788 10.587 0.571  0.072  -0.648 H15 99E 42 
99E H16 H16 H 0 1 N N N 39.428 4.629 7.792  1.704  0.996  1.769  H16 99E 43 
99E H17 H17 H 0 1 N N N 39.577 2.951 8.415  1.471  2.391  0.689  H17 99E 44 
99E H18 H18 H 0 1 N N N 43.554 5.828 6.325  4.914  2.128  -2.419 H18 99E 45 
99E H19 H19 H 0 1 N N N 45.152 4.165 7.208  6.063  0.022  -2.005 H19 99E 46 
99E H20 H20 H 0 1 N N N 42.622 0.327 10.799 3.275  -3.043 2.176  H20 99E 47 
99E H21 H21 H 0 1 N N N 44.974 0.522 10.086 5.304  -3.625 0.920  H21 99E 48 
99E H22 H22 H 0 1 N N N 40.431 6.223 7.547  3.062  3.695  -0.672 H22 99E 49 
# 
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 
99E O22 C13 SING N N 1  
99E C14 C13 DOUB Y N 2  
99E C14 C15 SING Y N 3  
99E C13 C11 SING Y N 4  
99E C15 C16 DOUB Y N 5  
99E C11 C3  SING N N 6  
99E C11 C17 DOUB Y N 7  
99E C16 C17 SING Y N 8  
99E C16 C21 SING Y N 9  
99E C3  N13 SING N N 10 
99E C17 C18 SING Y N 11 
99E C21 C20 DOUB Y N 12 
99E O15 C1  DOUB N N 13 
99E C18 C19 DOUB Y N 14 
99E C18 O1  SING N N 15 
99E C20 C19 SING Y N 16 
99E N13 C1  SING N N 17 
99E C1  C2  SING N N 18 
99E C2  N3  SING Y N 19 
99E C2  C6  DOUB Y N 20 
99E N3  C4  SING Y N 21 
99E C7  C6  SING N N 22 
99E C7  C8  SING N N 23 
99E C6  C5  SING Y N 24 
99E C4  C5  DOUB Y N 25 
99E C4  C12 SING N N 26 
99E C5  C9  SING N N 27 
99E C10 C9  SING N N 28 
99E C9  O16 DOUB N N 29 
99E O1  H1  SING N N 30 
99E C21 H2  SING N N 31 
99E C7  H3  SING N N 32 
99E C7  H4  SING N N 33 
99E C8  H5  SING N N 34 
99E C8  H6  SING N N 35 
99E C8  H7  SING N N 36 
99E C10 H8  SING N N 37 
99E C10 H9  SING N N 38 
99E C10 H10 SING N N 39 
99E N3  H11 SING N N 40 
99E C12 H12 SING N N 41 
99E C12 H13 SING N N 42 
99E C12 H14 SING N N 43 
99E N13 H15 SING N N 44 
99E C3  H16 SING N N 45 
99E C3  H17 SING N N 46 
99E C14 H18 SING N N 47 
99E C15 H19 SING N N 48 
99E C19 H20 SING N N 49 
99E C20 H21 SING N N 50 
99E O22 H22 SING N N 51 
# 
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 
99E InChI            InChI                1.03  "InChI=1S/C21H22N2O4/c1-4-14-18(12(3)24)11(2)23-20(14)21(27)22-10-15-16(25)9-8-13-6-5-7-17(26)19(13)15/h5-9,23,25-26H,4,10H2,1-3H3,(H,22,27)" 
99E InChIKey         InChI                1.03  KCGVENSOXCWCNF-UHFFFAOYSA-N                                                                                                                   
99E SMILES_CANONICAL CACTVS               3.385 "CCc1c([nH]c(C)c1C(C)=O)C(=O)NCc2c(O)ccc3cccc(O)c23"                                                                                          
99E SMILES           CACTVS               3.385 "CCc1c([nH]c(C)c1C(C)=O)C(=O)NCc2c(O)ccc3cccc(O)c23"                                                                                          
99E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1c(c([nH]c1C(=O)NCc2c(ccc3c2c(ccc3)O)O)C)C(=O)C"                                                                                          
99E SMILES           "OpenEye OEToolkits" 2.0.6 "CCc1c(c([nH]c1C(=O)NCc2c(ccc3c2c(ccc3)O)O)C)C(=O)C"                                                                                          
# 
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 
99E "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[[2,8-bis(oxidanyl)naphthalen-1-yl]methyl]-4-ethanoyl-3-ethyl-5-methyl-1~{H}-pyrrole-2-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 
99E "Create component" 2017-04-28 EBI  
99E "Initial release"  2017-08-16 RCSB 
# 
