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 #