data_5EP
# 
_chem_comp.id                                    5EP 
_chem_comp.name                                  "N~2~-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N-hydroxy-L-isoleucinamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H23 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-16 
_chem_comp.pdbx_modified_date                    2016-03-04 
_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                        389.447 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5EP 
_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        5DRP 
_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 
5EP C10 C1  C 0 1 Y N N 41.567 22.620 -4.885  1.076   1.822  -1.024 C10 5EP 1  
5EP C13 C2  C 0 1 N N N 39.977 19.181 -5.001  -2.240  0.345  -0.301 C13 5EP 2  
5EP C15 C3  C 0 1 N N N 39.276 16.817 -6.124  -4.770  0.079  -0.108 C15 5EP 3  
5EP C17 C4  C 0 1 Y N N 39.091 14.410 -7.344  -7.354  -0.194 0.089  C17 5EP 4  
5EP C20 C5  C 0 1 Y N N 38.971 11.988 -8.682  -10.104 -0.488 0.289  C20 5EP 5  
5EP C21 C6  C 0 1 Y N N 38.348 12.151 -7.408  -9.264  -1.518 0.702  C21 5EP 6  
5EP C22 C7  C 0 1 Y N N 38.418 13.366 -6.756  -7.898  -1.378 0.600  C22 5EP 7  
5EP C24 C8  C 0 1 Y N N 40.610 20.691 -3.067  0.027   -0.545 -0.005 C24 5EP 8  
5EP C26 C9  C 0 1 N N S 44.824 25.777 -2.793  6.180   0.812  0.801  C26 5EP 9  
5EP C28 C10 C 0 1 N N N 44.956 27.092 -0.776  6.480   0.641  3.276  C28 5EP 10 
5EP O01 O1  O 0 1 N N N 43.932 27.066 -5.381  5.609   -2.263 -0.540 O01 5EP 11 
5EP C02 C11 C 0 1 N N N 43.609 27.175 -4.180  6.296   -1.264 -0.550 C02 5EP 12 
5EP N03 N1  N 0 1 N N N 43.162 28.407 -3.692  7.635   -1.368 -0.659 N03 5EP 13 
5EP O04 O2  O 0 1 N N N 43.096 29.505 -4.486  8.240   -2.644 -0.760 O04 5EP 14 
5EP C05 C12 C 0 1 N N S 43.639 26.101 -3.243  5.652   0.095  -0.442 C05 5EP 15 
5EP N06 N2  N 0 1 N N N 43.059 24.984 -3.750  4.199   -0.061 -0.337 N06 5EP 16 
5EP C07 C13 C 0 1 N N N 42.212 24.146 -2.891  3.385   0.940  -0.726 C07 5EP 17 
5EP O08 O3  O 0 1 N N N 42.035 24.439 -1.701  3.855   1.972  -1.165 O08 5EP 18 
5EP C09 C14 C 0 1 Y N N 41.599 22.846 -3.474  1.921   0.784  -0.620 C09 5EP 19 
5EP C11 C15 C 0 1 Y N N 41.038 21.434 -5.371  -0.277  1.681  -0.921 C11 5EP 20 
5EP C12 C16 C 0 1 Y N N 40.562 20.467 -4.475  -0.820  0.495  -0.410 C12 5EP 21 
5EP C14 C17 C 0 1 N N N 39.569 18.180 -5.464  -3.405  0.222  -0.212 C14 5EP 22 
5EP C16 C18 C 0 1 N N N 39.177 15.765 -6.641  -5.934  -0.044 -0.019 C16 5EP 23 
5EP C18 C19 C 0 1 Y N N 39.709 14.248 -8.599  -8.203  0.842  -0.320 C18 5EP 24 
5EP C19 C20 C 0 1 Y N N 39.635 13.023 -9.255  -9.567  0.691  -0.220 C19 5EP 25 
5EP N23 N3  N 0 1 N N N 38.899 10.681 -9.387  -11.486 -0.634 0.393  N23 5EP 26 
5EP C25 C21 C 0 1 Y N N 41.138 21.871 -2.586  1.380   -0.403 -0.114 C25 5EP 27 
5EP C27 C22 C 0 1 N N N 45.521 26.889 -2.165  5.845   -0.012 2.046  C27 5EP 28 
5EP C29 C23 C 0 1 N N N 45.649 25.197 -3.768  5.527   2.191  0.911  C29 5EP 29 
5EP H1  H1  H 0 1 N N N 41.951 23.365 -5.566  1.495   2.738  -1.414 H1  5EP 30 
5EP H2  H2  H 0 1 N N N 37.822 11.324 -6.954  -9.684  -2.431 1.096  H2  5EP 31 
5EP H3  H3  H 0 1 N N N 37.948 13.495 -5.792  -7.248  -2.181 0.913  H3  5EP 32 
5EP H4  H4  H 0 1 N N N 40.236 19.943 -2.383  -0.390  -1.461 0.385  H4  5EP 33 
5EP H5  H5  H 0 1 N N N 44.690 25.021 -2.006  7.261   0.928  0.723  H5  5EP 34 
5EP H6  H6  H 0 1 N N N 45.474 27.931 -0.288  6.089   1.651  3.393  H6  5EP 35 
5EP H7  H7  H 0 1 N N N 43.881 27.316 -0.847  6.240   0.054  4.163  H7  5EP 36 
5EP H8  H8  H 0 1 N N N 45.102 26.177 -0.184  7.561   0.681  3.148  H8  5EP 37 
5EP H9  H9  H 0 1 N N N 42.884 28.480 -2.734  8.185   -0.568 -0.667 H9  5EP 38 
5EP H10 H10 H 0 1 N N N 43.380 29.279 -5.364  9.204   -2.618 -0.833 H10 5EP 39 
5EP H11 H11 H 0 1 N N N 43.030 26.422 -2.385  5.891   0.682  -1.329 H11 5EP 40 
5EP H12 H12 H 0 1 N N N 43.208 24.732 -4.706  3.824   -0.883 0.013  H12 5EP 41 
5EP H13 H13 H 0 1 N N N 40.993 21.256 -6.435  -0.930  2.483  -1.233 H13 5EP 42 
5EP H14 H14 H 0 1 N N N 40.239 15.073 -9.051  -7.787  1.757  -0.714 H14 5EP 43 
5EP H15 H15 H 0 1 N N N 40.105 12.896 -10.219 -10.222 1.488  -0.539 H15 5EP 44 
5EP H16 H16 H 0 1 N N N 38.378 10.031 -8.833  -11.861 -1.453 0.754  H16 5EP 45 
5EP H17 H17 H 0 1 N N N 38.447 10.803 -10.271 -12.072 0.083  0.106  H17 5EP 46 
5EP H18 H18 H 0 1 N N N 41.195 22.041 -1.521  2.034   -1.204 0.198  H18 5EP 47 
5EP H19 H19 H 0 1 N N N 46.595 26.663 -2.098  4.763   -0.052 2.174  H19 5EP 48 
5EP H20 H20 H 0 1 N N N 45.375 27.802 -2.761  6.235   -1.023 1.929  H20 5EP 49 
5EP H21 H21 H 0 1 N N N 46.625 24.950 -3.324  4.446   2.076  0.990  H21 5EP 50 
5EP H22 H22 H 0 1 N N N 45.177 24.279 -4.149  5.903   2.702  1.797  H22 5EP 51 
5EP H23 H23 H 0 1 N N N 45.792 25.906 -4.596  5.766   2.778  0.024  H23 5EP 52 
# 
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 
5EP N23 C20 SING N N 1  
5EP C19 C20 DOUB Y N 2  
5EP C19 C18 SING Y N 3  
5EP C20 C21 SING Y N 4  
5EP C18 C17 DOUB Y N 5  
5EP C21 C22 DOUB Y N 6  
5EP C17 C22 SING Y N 7  
5EP C17 C16 SING N N 8  
5EP C16 C15 TRIP N N 9  
5EP C15 C14 SING N N 10 
5EP C14 C13 TRIP N N 11 
5EP O01 C02 DOUB N N 12 
5EP C11 C10 DOUB Y N 13 
5EP C11 C12 SING Y N 14 
5EP C13 C12 SING N N 15 
5EP C10 C09 SING Y N 16 
5EP O04 N03 SING N N 17 
5EP C12 C24 DOUB Y N 18 
5EP C02 N03 SING N N 19 
5EP C02 C05 SING N N 20 
5EP C29 C26 SING N N 21 
5EP N06 C05 SING N N 22 
5EP N06 C07 SING N N 23 
5EP C09 C07 SING N N 24 
5EP C09 C25 DOUB Y N 25 
5EP C05 C26 SING N N 26 
5EP C24 C25 SING Y N 27 
5EP C07 O08 DOUB N N 28 
5EP C26 C27 SING N N 29 
5EP C27 C28 SING N N 30 
5EP C10 H1  SING N N 31 
5EP C21 H2  SING N N 32 
5EP C22 H3  SING N N 33 
5EP C24 H4  SING N N 34 
5EP C26 H5  SING N N 35 
5EP C28 H6  SING N N 36 
5EP C28 H7  SING N N 37 
5EP C28 H8  SING N N 38 
5EP N03 H9  SING N N 39 
5EP O04 H10 SING N N 40 
5EP C05 H11 SING N N 41 
5EP N06 H12 SING N N 42 
5EP C11 H13 SING N N 43 
5EP C18 H14 SING N N 44 
5EP C19 H15 SING N N 45 
5EP N23 H16 SING N N 46 
5EP N23 H17 SING N N 47 
5EP C25 H18 SING N N 48 
5EP C27 H19 SING N N 49 
5EP C27 H20 SING N N 50 
5EP C29 H21 SING N N 51 
5EP C29 H22 SING N N 52 
5EP C29 H23 SING N N 53 
# 
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 
5EP SMILES           ACDLabs              12.01 "c2c(C(NC(C(CC)C)C(=O)NO)=O)ccc(C#CC#Cc1ccc(cc1)N)c2"                                                                                                                  
5EP InChI            InChI                1.03  "InChI=1S/C23H23N3O3/c1-3-16(2)21(23(28)26-29)25-22(27)19-12-8-17(9-13-19)6-4-5-7-18-10-14-20(24)15-11-18/h8-16,21,29H,3,24H2,1-2H3,(H,25,27)(H,26,28)/t16-,21-/m0/s1" 
5EP InChIKey         InChI                1.03  VXAKHKNOBREFCR-KKSFZXQISA-N                                                                                                                                            
5EP SMILES_CANONICAL CACTVS               3.385 "CC[C@H](C)[C@H](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO"                                                                                                            
5EP SMILES           CACTVS               3.385 "CC[CH](C)[CH](NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)NO"                                                                                                              
5EP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC[C@H](C)[C@@H](C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N"                                                                                                           
5EP SMILES           "OpenEye OEToolkits" 1.9.2 "CCC(C)C(C(=O)NO)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)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 
5EP "SYSTEMATIC NAME" ACDLabs              12.01 "N~2~-{4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]benzoyl}-N-hydroxy-L-isoleucinamide"                                 
5EP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S,3S)-3-methyl-1-(oxidanylamino)-1-oxidanylidene-pentan-2-yl]benzamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5EP "Create component" 2015-09-16 RCSB 
5EP "Initial release"  2016-03-09 RCSB 
# 
