data_EV4 # _chem_comp.id EV4 _chem_comp.name "4-(2-amino-5-chloro-1H-benzimidazol-1-yl)-N-cyclohexyl-N-methylbutanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H25 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-04 _chem_comp.pdbx_modified_date 2011-06-04 _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 348.870 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EV4 _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 3MSK _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 EV4 C1 C1 C 0 1 Y N N 16.436 -40.402 10.799 3.248 0.912 0.971 C1 EV4 1 EV4 C2 C2 C 0 1 Y N N 16.127 -40.088 9.468 3.181 -0.338 0.376 C2 EV4 2 EV4 C3 C3 C 0 1 Y N N 16.295 -38.663 8.994 4.226 -0.777 -0.454 C3 EV4 3 EV4 C4 C4 C 0 1 Y N N 16.732 -37.690 9.877 5.326 0.054 -0.673 C4 EV4 4 EV4 C5 C5 C 0 1 Y N N 17.005 -38.075 11.206 5.377 1.294 -0.074 C5 EV4 5 EV4 C6 C6 C 0 1 Y N N 16.885 -39.395 11.660 4.342 1.722 0.746 C6 EV4 6 EV4 CL7 CL7 CL 0 0 N N N 17.587 -36.800 12.312 6.745 2.328 -0.346 CL7 EV4 7 EV4 N8 N8 N 0 1 Y N N 15.660 -40.829 8.429 2.249 -1.364 0.398 N8 EV4 8 EV4 C9 C9 C 0 1 Y N N 15.578 -39.915 7.402 2.733 -2.367 -0.392 C9 EV4 9 EV4 N10 N10 N 0 1 Y N N 15.945 -38.629 7.698 3.893 -2.020 -0.891 N10 EV4 10 EV4 N11 N11 N 0 1 N N N 15.192 -40.202 6.124 2.095 -3.566 -0.629 N11 EV4 11 EV4 C12 C12 C 0 1 N N N 15.391 -42.288 8.497 0.982 -1.370 1.132 C12 EV4 12 EV4 C13 C13 C 0 1 N N N 16.536 -43.062 7.842 -0.124 -0.793 0.246 C13 EV4 13 EV4 C14 C14 C 0 1 N N N 17.888 -42.361 7.849 -1.448 -0.800 1.013 C14 EV4 14 EV4 C15 C15 C 0 1 N N N 18.554 -42.620 9.212 -2.537 -0.232 0.140 C15 EV4 15 EV4 O16 O16 O 0 1 N N N 18.218 -43.641 9.819 -2.280 0.142 -0.984 O16 EV4 16 EV4 N17 N17 N 0 1 N N N 19.497 -41.765 9.710 -3.797 -0.139 0.610 N17 EV4 17 EV4 C18 C18 C 0 1 N N N 20.176 -41.921 11.006 -4.108 -0.591 1.968 C18 EV4 18 EV4 C19 C19 C 0 1 N N N 19.844 -40.563 8.947 -4.856 0.413 -0.239 C19 EV4 19 EV4 C20 C20 C 0 1 N N N 21.002 -39.853 9.633 -5.949 -0.638 -0.440 C20 EV4 20 EV4 C21 C21 C 0 1 N N N 21.158 -38.520 8.919 -7.055 -0.061 -1.326 C21 EV4 21 EV4 C22 C22 C 0 1 N N N 21.257 -38.686 7.407 -7.654 1.176 -0.653 C22 EV4 22 EV4 C23 C23 C 0 1 N N N 20.268 -39.687 6.783 -6.561 2.227 -0.452 C23 EV4 23 EV4 C24 C24 C 0 1 N N N 20.304 -40.991 7.562 -5.455 1.650 0.434 C24 EV4 24 EV4 H1 H1 H 0 1 N N N 16.328 -41.415 11.157 2.444 1.253 1.606 H1 EV4 25 EV4 H4 H4 H 0 1 N N N 16.860 -36.666 9.557 6.135 -0.273 -1.309 H4 EV4 26 EV4 H6 H6 H 0 1 N N N 17.141 -39.637 12.681 4.393 2.696 1.210 H6 EV4 27 EV4 HN11 HN11 H 0 0 N N N 15.241 -39.373 5.566 1.235 -3.747 -0.219 HN11 EV4 28 EV4 HN1A HN1A H 0 0 N N N 15.800 -40.898 5.741 2.507 -4.229 -1.205 HN1A EV4 29 EV4 H12 H12 H 0 1 N N N 15.302 -42.593 9.550 0.728 -2.394 1.410 H12 EV4 30 EV4 H12A H12A H 0 0 N N N 14.453 -42.510 7.967 1.080 -0.764 2.032 H12A EV4 31 EV4 H13 H13 H 0 1 N N N 16.651 -44.009 8.389 0.130 0.230 -0.031 H13 EV4 32 EV4 H13A H13A H 0 0 N N N 16.259 -43.237 6.792 -0.222 -1.400 -0.654 H13A EV4 33 EV4 H14 H14 H 0 1 N N N 18.520 -42.758 7.041 -1.702 -1.824 1.291 H14 EV4 34 EV4 H14A H14A H 0 0 N N N 17.751 -41.280 7.698 -1.350 -0.194 1.913 H14A EV4 35 EV4 H18 H18 H 0 1 N N N 20.884 -41.092 11.152 -3.982 0.238 2.665 H18 EV4 36 EV4 H18A H18A H 0 0 N N N 19.430 -41.912 11.814 -5.138 -0.945 2.007 H18A EV4 37 EV4 H18B H18B H 0 0 N N N 20.722 -42.876 11.021 -3.435 -1.403 2.244 H18B EV4 38 EV4 H19 H19 H 0 1 N N N 18.973 -39.894 8.883 -4.438 0.692 -1.206 H19 EV4 39 EV4 H20 H20 H 0 1 N N N 20.785 -39.698 10.700 -5.522 -1.519 -0.919 H20 EV4 40 EV4 H20A H20A H 0 0 N N N 21.924 -40.447 9.551 -6.367 -0.917 0.527 H20A EV4 41 EV4 H21 H21 H 0 1 N N N 20.281 -37.896 9.147 -6.637 0.218 -2.293 H21 EV4 42 EV4 H21A H21A H 0 0 N N N 22.077 -38.035 9.279 -7.834 -0.810 -1.469 H21A EV4 43 EV4 H22 H22 H 0 1 N N N 21.063 -37.703 6.953 -8.442 1.587 -1.284 H22 EV4 44 EV4 H22A H22A H 0 0 N N N 22.273 -39.040 7.179 -8.072 0.896 0.314 H22A EV4 45 EV4 H23 H23 H 0 1 N N N 19.252 -39.268 6.818 -6.143 2.506 -1.419 H23 EV4 46 EV4 H23A H23A H 0 0 N N N 20.551 -39.877 5.737 -6.988 3.108 0.027 H23A EV4 47 EV4 H24 H24 H 0 1 N N N 21.314 -41.427 7.583 -5.873 1.371 1.401 H24 EV4 48 EV4 H24A H24A H 0 0 N N N 19.636 -41.747 7.125 -4.676 2.399 0.577 H24A EV4 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 EV4 C1 C2 DOUB Y N 1 EV4 C1 C6 SING Y N 2 EV4 C2 C3 SING Y N 3 EV4 C2 N8 SING Y N 4 EV4 C3 C4 DOUB Y N 5 EV4 C3 N10 SING Y N 6 EV4 C4 C5 SING Y N 7 EV4 C5 C6 DOUB Y N 8 EV4 C5 CL7 SING N N 9 EV4 N8 C9 SING Y N 10 EV4 N8 C12 SING N N 11 EV4 C9 N10 DOUB Y N 12 EV4 C9 N11 SING N N 13 EV4 C12 C13 SING N N 14 EV4 C13 C14 SING N N 15 EV4 C14 C15 SING N N 16 EV4 C15 O16 DOUB N N 17 EV4 C15 N17 SING N N 18 EV4 N17 C18 SING N N 19 EV4 N17 C19 SING N N 20 EV4 C19 C20 SING N N 21 EV4 C19 C24 SING N N 22 EV4 C20 C21 SING N N 23 EV4 C21 C22 SING N N 24 EV4 C22 C23 SING N N 25 EV4 C23 C24 SING N N 26 EV4 C1 H1 SING N N 27 EV4 C4 H4 SING N N 28 EV4 C6 H6 SING N N 29 EV4 N11 HN11 SING N N 30 EV4 N11 HN1A SING N N 31 EV4 C12 H12 SING N N 32 EV4 C12 H12A SING N N 33 EV4 C13 H13 SING N N 34 EV4 C13 H13A SING N N 35 EV4 C14 H14 SING N N 36 EV4 C14 H14A SING N N 37 EV4 C18 H18 SING N N 38 EV4 C18 H18A SING N N 39 EV4 C18 H18B SING N N 40 EV4 C19 H19 SING N N 41 EV4 C20 H20 SING N N 42 EV4 C20 H20A SING N N 43 EV4 C21 H21 SING N N 44 EV4 C21 H21A SING N N 45 EV4 C22 H22 SING N N 46 EV4 C22 H22A SING N N 47 EV4 C23 H23 SING N N 48 EV4 C23 H23A SING N N 49 EV4 C24 H24 SING N N 50 EV4 C24 H24A 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 EV4 SMILES ACDLabs 12.01 "Clc1cc2nc(N)n(c2cc1)CCCC(=O)N(C3CCCCC3)C" EV4 SMILES_CANONICAL CACTVS 3.370 "CN(C1CCCCC1)C(=O)CCCn2c(N)nc3cc(Cl)ccc23" EV4 SMILES CACTVS 3.370 "CN(C1CCCCC1)C(=O)CCCn2c(N)nc3cc(Cl)ccc23" EV4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN(C1CCCCC1)C(=O)CCCn2c3ccc(cc3nc2N)Cl" EV4 SMILES "OpenEye OEToolkits" 1.7.0 "CN(C1CCCCC1)C(=O)CCCn2c3ccc(cc3nc2N)Cl" EV4 InChI InChI 1.03 "InChI=1S/C18H25ClN4O/c1-22(14-6-3-2-4-7-14)17(24)8-5-11-23-16-10-9-13(19)12-15(16)21-18(23)20/h9-10,12,14H,2-8,11H2,1H3,(H2,20,21)" EV4 InChIKey InChI 1.03 UIWHCBCBZBYNDS-UHFFFAOYSA-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 EV4 "SYSTEMATIC NAME" ACDLabs 12.01 "4-(2-amino-5-chloro-1H-benzimidazol-1-yl)-N-cyclohexyl-N-methylbutanamide" EV4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "4-(2-azanyl-5-chloro-benzimidazol-1-yl)-N-cyclohexyl-N-methyl-butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EV4 "Create component" 2010-05-04 RCSB EV4 "Modify aromatic_flag" 2011-06-04 RCSB EV4 "Modify descriptor" 2011-06-04 RCSB #