data_EL2
# 
_chem_comp.id                                    EL2 
_chem_comp.name                                  "1-[(1R,3S)-3-{[(5-bromothiophen-2-yl)carbonyl]amino}cyclohexyl]-N-methyl-2-(pyridin-2-yl)-1H-benzimidazole-5-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 Br N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-01-18 
_chem_comp.pdbx_modified_date                    2016-04-29 
_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                        538.459 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EL2 
_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        5HNE 
_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 
EL2 C01 C1  C  0 1 N N N -16.344 36.091 22.777 -5.342 6.675  0.297  C01 EL2 1  
EL2 N01 N1  N  0 1 N N N -15.161 36.863 23.110 -4.717 5.359  0.455  N01 EL2 2  
EL2 C02 C2  C  0 1 N N N -13.994 36.657 22.500 -5.205 4.297  -0.216 C02 EL2 3  
EL2 O01 O1  O  0 1 N N N -13.878 35.851 21.582 -6.164 4.430  -0.951 O01 EL2 4  
EL2 C03 C3  C  0 1 Y N N -12.851 37.547 22.883 -4.575 2.970  -0.057 C03 EL2 5  
EL2 C04 C4  C  0 1 Y N N -13.035 38.682 23.677 -3.470 2.819  0.791  C04 EL2 6  
EL2 C05 C5  C  0 1 Y N N -11.981 39.522 23.987 -2.878 1.599  0.947  C05 EL2 7  
EL2 C06 C6  C  0 1 Y N N -10.738 39.231 23.452 -3.368 0.493  0.263  C06 EL2 8  
EL2 N02 N2  N  0 1 Y N N -9.471  39.835 23.576 -3.000 -0.834 0.210  N02 EL2 9  
EL2 C07 C7  C  0 1 N N R -9.231  41.114 24.267 -1.892 -1.457 0.937  C07 EL2 10 
EL2 C08 C8  C  0 1 N N N -9.504  41.090 25.768 -2.078 -1.234 2.439  C08 EL2 11 
EL2 C09 C9  C  0 1 N N N -9.267  42.481 26.356 -0.920 -1.884 3.199  C09 EL2 12 
EL2 C10 C10 C  0 1 N N N -10.129 43.566 25.707 0.401  -1.257 2.750  C10 EL2 13 
EL2 C11 C11 C  0 1 N N S -9.940  43.588 24.197 0.587  -1.480 1.248  C11 EL2 14 
EL2 C12 C12 C  0 1 N N N -10.114 42.191 23.619 -0.570 -0.829 0.488  C12 EL2 15 
EL2 N03 N3  N  0 1 N N N -10.902 44.489 23.528 1.852  -0.879 0.818  N03 EL2 16 
EL2 C13 C13 C  0 1 N N N -10.542 45.426 22.632 3.002  -1.574 0.933  C13 EL2 17 
EL2 O1  O2  O  0 1 N N N -9.379  45.623 22.290 2.989  -2.701 1.393  O1  EL2 18 
EL2 C14 C14 C  0 1 Y N N -11.666 46.175 21.994 4.267  -0.973 0.503  C14 EL2 19 
EL2 C15 C15 C  0 1 Y N N -13.039 46.156 22.164 5.492  -1.574 0.568  C15 EL2 20 
EL2 C16 C16 C  0 1 Y N N -13.736 47.009 21.249 6.512  -0.783 0.096  C16 EL2 21 
EL2 C17 C17 C  0 1 Y N N -12.879 47.641 20.403 6.136  0.426  -0.342 C17 EL2 22 
EL2 BR  BR1 BR 0 0 N N N -13.334 48.842 19.007 7.316  1.725  -1.046 BR  EL2 23 
EL2 S   S1  S  0 1 Y N N -11.229 47.221 20.673 4.450  0.634  -0.187 S   EL2 24 
EL2 C18 C18 C  0 1 Y N N -8.603  39.088 22.812 -3.863 -1.462 -0.648 C18 EL2 25 
EL2 N04 N4  N  0 1 Y N N -9.191  38.053 22.237 -4.729 -0.599 -1.117 N04 EL2 26 
EL2 C19 C19 C  0 1 Y N N -10.528 38.122 22.638 -4.479 0.626  -0.594 C19 EL2 27 
EL2 C20 C20 C  0 1 Y N N -11.593 37.270 22.340 -5.084 1.874  -0.745 C20 EL2 28 
EL2 C21 C21 C  0 1 Y N N -7.183  39.393 22.580 -3.823 -2.900 -0.993 C21 EL2 29 
EL2 C22 C22 C  0 1 Y N N -6.330  39.611 23.655 -4.671 -3.398 -1.981 C22 EL2 30 
EL2 C23 C23 C  0 1 Y N N -5.007  39.921 23.394 -4.621 -4.747 -2.293 C23 EL2 31 
EL2 C24 C24 C  0 1 Y N N -4.568  39.999 22.094 -3.724 -5.552 -1.607 C24 EL2 32 
EL2 C1  C25 C  0 1 Y N N -5.476  39.761 21.086 -2.911 -4.991 -0.638 C1  EL2 33 
EL2 N1  N5  N  0 1 Y N N -6.774  39.462 21.302 -2.975 -3.705 -0.364 N1  EL2 34 
EL2 H1  H1  H  0 1 N N N -17.188 36.426 23.398 -5.293 6.978  -0.749 H1  EL2 35 
EL2 H2  H2  H  0 1 N N N -16.590 36.237 21.715 -6.385 6.622  0.611  H2  EL2 36 
EL2 H3  H3  H  0 1 N N N -16.151 35.025 22.965 -4.814 7.404  0.912  H3  EL2 37 
EL2 H4  H4  H  0 1 N N N -15.223 37.568 23.816 -3.952 5.253  1.041  H4  EL2 38 
EL2 H5  H5  H  0 1 N N N -14.021 38.908 24.056 -3.084 3.675  1.326  H5  EL2 39 
EL2 H6  H6  H  0 1 N N N -12.124 40.380 24.628 -2.027 1.494  1.603  H6  EL2 40 
EL2 H7  H7  H  0 1 N N N -8.180  41.403 24.117 -1.875 -2.526 0.728  H7  EL2 41 
EL2 H8  H8  H  0 1 N N N -10.548 40.791 25.945 -2.094 -0.164 2.649  H8  EL2 42 
EL2 H9  H9  H  0 1 N N N -8.829  40.369 26.251 -3.019 -1.681 2.759  H9  EL2 43 
EL2 H10 H10 H  0 1 N N N -8.208  42.744 26.214 -1.053 -1.725 4.269  H10 EL2 44 
EL2 H11 H11 H  0 1 N N N -9.496  42.449 27.431 -0.904 -2.954 2.990  H11 EL2 45 
EL2 H12 H12 H  0 1 N N N -9.844  44.545 26.119 0.385  -0.187 2.959  H12 EL2 46 
EL2 H13 H13 H  0 1 N N N -11.187 43.367 25.933 1.226  -1.721 3.291  H13 EL2 47 
EL2 H14 H14 H  0 1 N N N -8.917  43.930 23.979 0.604  -2.550 1.039  H14 EL2 48 
EL2 H15 H15 H  0 1 N N N -11.166 41.895 23.748 -0.438 -0.988 -0.582 H15 EL2 49 
EL2 H16 H16 H  0 1 N N N -9.874  42.232 22.546 -0.587 0.240  0.697  H16 EL2 50 
EL2 H17 H17 H  0 1 N N N -11.872 44.397 23.753 1.863  0.019  0.451  H17 EL2 51 
EL2 H18 H18 H  0 1 N N N -13.536 45.557 22.913 5.644  -2.572 0.952  H18 EL2 52 
EL2 H19 H19 H  0 1 N N N -14.809 47.135 21.233 7.541  -1.112 0.079  H19 EL2 53 
EL2 H20 H20 H  0 1 N N N -11.447 36.412 21.701 -5.940 1.989  -1.394 H20 EL2 54 
EL2 H21 H21 H  0 1 N N N -6.691  39.540 24.670 -5.358 -2.742 -2.495 H21 EL2 55 
EL2 H22 H22 H  0 1 N N N -4.322  40.101 24.209 -5.266 -5.161 -3.053 H22 EL2 56 
EL2 H23 H23 H  0 1 N N N -3.540  40.240 21.869 -3.662 -6.608 -1.827 H23 EL2 57 
EL2 H24 H24 H  0 1 N N N -5.129  39.817 20.065 -2.209 -5.615 -0.105 H24 EL2 58 
# 
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 
EL2 BR  C17 SING N N 1  
EL2 C17 S   SING Y N 2  
EL2 C17 C16 DOUB Y N 3  
EL2 S   C14 SING Y N 4  
EL2 C1  N1  DOUB Y N 5  
EL2 C1  C24 SING Y N 6  
EL2 C16 C15 SING Y N 7  
EL2 N1  C21 SING Y N 8  
EL2 O01 C02 DOUB N N 9  
EL2 C14 C15 DOUB Y N 10 
EL2 C14 C13 SING N N 11 
EL2 C24 C23 DOUB Y N 12 
EL2 N04 C19 SING Y N 13 
EL2 N04 C18 DOUB Y N 14 
EL2 O1  C13 DOUB N N 15 
EL2 C20 C19 DOUB Y N 16 
EL2 C20 C03 SING Y N 17 
EL2 C02 C03 SING N N 18 
EL2 C02 N01 SING N N 19 
EL2 C21 C18 SING N N 20 
EL2 C21 C22 DOUB Y N 21 
EL2 C13 N03 SING N N 22 
EL2 C19 C06 SING Y N 23 
EL2 C01 N01 SING N N 24 
EL2 C18 N02 SING Y N 25 
EL2 C03 C04 DOUB Y N 26 
EL2 C23 C22 SING Y N 27 
EL2 C06 N02 SING Y N 28 
EL2 C06 C05 DOUB Y N 29 
EL2 N03 C11 SING N N 30 
EL2 N02 C07 SING N N 31 
EL2 C12 C11 SING N N 32 
EL2 C12 C07 SING N N 33 
EL2 C04 C05 SING Y N 34 
EL2 C11 C10 SING N N 35 
EL2 C07 C08 SING N N 36 
EL2 C10 C09 SING N N 37 
EL2 C08 C09 SING N N 38 
EL2 C01 H1  SING N N 39 
EL2 C01 H2  SING N N 40 
EL2 C01 H3  SING N N 41 
EL2 N01 H4  SING N N 42 
EL2 C04 H5  SING N N 43 
EL2 C05 H6  SING N N 44 
EL2 C07 H7  SING N N 45 
EL2 C08 H8  SING N N 46 
EL2 C08 H9  SING N N 47 
EL2 C09 H10 SING N N 48 
EL2 C09 H11 SING N N 49 
EL2 C10 H12 SING N N 50 
EL2 C10 H13 SING N N 51 
EL2 C11 H14 SING N N 52 
EL2 C12 H15 SING N N 53 
EL2 C12 H16 SING N N 54 
EL2 N03 H17 SING N N 55 
EL2 C15 H18 SING N N 56 
EL2 C16 H19 SING N N 57 
EL2 C20 H20 SING N N 58 
EL2 C22 H21 SING N N 59 
EL2 C23 H22 SING N N 60 
EL2 C24 H23 SING N N 61 
EL2 C1  H24 SING N N 62 
# 
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 
EL2 SMILES           ACDLabs              12.01 "CNC(c4ccc3n(C1CCCC(C1)NC(=O)c2ccc(s2)Br)c(nc3c4)c5ccccn5)=O"                                                                                                                                         
EL2 InChI            InChI                1.03  "InChI=1S/C25H24BrN5O2S/c1-27-24(32)15-8-9-20-19(13-15)30-23(18-7-2-3-12-28-18)31(20)17-6-4-5-16(14-17)29-25(33)21-10-11-22(26)34-21/h2-3,7-13,16-17H,4-6,14H2,1H3,(H,27,32)(H,29,33)/t16-,17+/m0/s1" 
EL2 InChIKey         InChI                1.03  PGSKODUPOMCUEJ-DLBZAZTESA-N                                                                                                                                                                           
EL2 SMILES_CANONICAL CACTVS               3.385 "CNC(=O)c1ccc2n([C@@H]3CCC[C@@H](C3)NC(=O)c4sc(Br)cc4)c(nc2c1)c5ccccn5"                                                                                                                               
EL2 SMILES           CACTVS               3.385 "CNC(=O)c1ccc2n([CH]3CCC[CH](C3)NC(=O)c4sc(Br)cc4)c(nc2c1)c5ccccn5"                                                                                                                                   
EL2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CNC(=O)c1ccc2c(c1)nc(n2[C@@H]3CCC[C@@H](C3)NC(=O)c4ccc(s4)Br)c5ccccn5"                                                                                                                               
EL2 SMILES           "OpenEye OEToolkits" 2.0.4 "CNC(=O)c1ccc2c(c1)nc(n2C3CCCC(C3)NC(=O)c4ccc(s4)Br)c5ccccn5"                                                                                                                                         
# 
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 
EL2 "SYSTEMATIC NAME" ACDLabs              12.01 "1-[(1R,3S)-3-{[(5-bromothiophen-2-yl)carbonyl]amino}cyclohexyl]-N-methyl-2-(pyridin-2-yl)-1H-benzimidazole-5-carboxamide"      
EL2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "1-[(1~{R},3~{S})-3-[(5-bromanylthiophen-2-yl)carbonylamino]cyclohexyl]-~{N}-methyl-2-pyridin-2-yl-benzimidazole-5-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 
EL2 "Create component" 2016-01-18 EBI  
EL2 "Initial release"  2016-05-04 RCSB 
# 
