data_9MD # _chem_comp.id 9MD _chem_comp.name "(2S)-2-[6-chloro-2-(4-chlorophenyl)-5-fluoro-1H-benzimidazol-1-yl]-N-cyclohexyl-2-[(2S)-oxan-2-yl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H28 Cl2 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-19 _chem_comp.pdbx_modified_date 2017-06-30 _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 504.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9MD _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 5Q13 _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 9MD C4 C1 C 0 1 Y N N -0.362 20.103 64.023 3.626 2.674 0.984 C4 9MD 1 9MD C5 C2 C 0 1 Y N N 0.139 21.267 64.611 2.367 2.236 0.561 C5 9MD 2 9MD C6 C3 C 0 1 Y N N 0.749 21.195 65.858 2.196 0.896 0.171 C6 9MD 3 9MD C8 C4 C 0 1 Y N N 0.725 23.282 65.106 0.280 1.990 -0.014 C8 9MD 4 9MD C10 C5 C 0 1 Y N N 1.026 24.720 65.036 -1.142 2.297 -0.284 C10 9MD 5 9MD C13 C6 C 0 1 N N S 1.049 23.184 68.650 1.258 -1.550 -0.869 C13 9MD 6 9MD C20 C7 C 0 1 N N N -0.409 22.312 70.502 3.196 -2.289 -2.257 C20 9MD 7 9MD C21 C8 C 0 1 N N N 0.285 21.969 69.147 2.188 -1.160 -2.021 C21 9MD 8 9MD C22 C9 C 0 1 N N N 6.035 22.293 65.631 -3.048 -3.786 0.800 C22 9MD 9 9MD C24 C10 C 0 1 N N N 7.212 20.437 64.429 -5.372 -3.315 1.586 C24 9MD 10 9MD C26 C11 C 0 1 N N N 4.877 20.057 65.345 -3.913 -1.442 0.808 C26 9MD 11 9MD C28 C12 C 0 1 Y N N 2.502 26.235 63.860 -3.135 1.952 -1.578 C28 9MD 12 9MD C19 C13 C 0 1 N N N -1.254 23.577 70.398 2.434 -3.588 -2.540 C19 9MD 13 9MD C18 C14 C 0 1 N N N -0.441 24.726 69.766 1.494 -3.884 -1.368 C18 9MD 14 9MD O17 O1 O 0 1 N N N 0.181 24.311 68.489 0.604 -2.782 -1.183 O17 9MD 15 9MD C11 C15 C 0 1 N N S 1.855 23.027 67.359 0.211 -0.454 -0.665 C11 9MD 16 9MD C12 C16 C 0 1 N N N 3.181 22.299 67.494 -0.803 -0.910 0.352 C12 9MD 17 9MD O14 O2 O 0 1 N N N 3.667 22.037 68.590 -0.869 -0.359 1.431 O14 9MD 18 9MD N15 N1 N 0 1 N N N 3.756 21.983 66.339 -1.635 -1.930 0.064 N15 9MD 19 9MD C16 C17 C 0 1 N N N 5.023 21.300 66.223 -2.677 -2.318 1.019 C16 9MD 20 9MD C23 C18 C 0 1 N N N 7.374 21.634 65.339 -4.135 -4.191 1.797 C23 9MD 21 9MD C25 C19 C 0 1 N N N 6.245 19.416 65.050 -5.001 -1.847 1.804 C25 9MD 22 9MD N7 N2 N 0 1 Y N N 1.123 22.506 66.159 0.867 0.766 -0.188 N7 9MD 23 9MD C3 C20 C 0 1 Y N N 0.895 20.017 66.557 3.271 0.020 0.208 C3 9MD 24 9MD C2 C21 C 0 1 Y N N 0.399 18.880 65.973 4.508 0.467 0.628 C2 9MD 25 9MD C1 C22 C 0 1 Y N N -0.219 18.929 64.730 4.683 1.791 1.015 C1 9MD 26 9MD N9 N3 N 0 1 Y N N 0.144 22.590 64.147 1.166 2.849 0.426 N9 9MD 27 9MD C27 C23 C 0 1 Y N N 2.028 24.963 64.092 -1.809 1.661 -1.332 C27 9MD 28 9MD C29 C24 C 0 1 Y N N 1.992 27.281 64.588 -3.803 2.872 -0.789 C29 9MD 29 9MD C31 C25 C 0 1 Y N N 1.008 27.087 65.547 -3.148 3.503 0.255 C31 9MD 30 9MD C30 C26 C 0 1 Y N N 0.528 25.795 65.778 -1.822 3.220 0.512 C30 9MD 31 9MD CL34 CL1 CL 0 0 N N N 2.610 28.880 64.286 -5.472 3.233 -1.105 CL34 9MD 32 9MD F32 F1 F 0 1 N N N -0.693 17.782 64.199 5.899 2.215 1.423 F32 9MD 33 9MD CL33 CL2 CL 0 0 N N N 0.552 17.381 66.812 5.852 -0.630 0.674 CL33 9MD 34 9MD H1 H1 H 0 1 N N N -0.841 20.123 63.055 3.770 3.703 1.281 H1 9MD 35 9MD H2 H2 H 0 1 N N N 1.775 23.437 69.437 1.841 -1.670 0.044 H2 9MD 36 9MD H3 H3 H 0 1 N N N -1.058 21.473 70.793 3.826 -2.043 -3.112 H3 9MD 37 9MD H4 H4 H 0 1 N N N 0.364 22.462 71.271 3.818 -2.415 -1.371 H4 9MD 38 9MD H5 H5 H 0 1 N N N -0.477 21.686 68.406 1.601 -1.000 -2.925 H5 9MD 39 9MD H6 H6 H 0 1 N N N 0.983 21.131 69.294 2.721 -0.244 -1.764 H6 9MD 40 9MD H7 H7 H 0 1 N N N 6.191 23.112 66.349 -3.418 -3.920 -0.216 H7 9MD 41 9MD H8 H8 H 0 1 N N N 5.627 22.700 64.694 -2.167 -4.410 0.951 H8 9MD 42 9MD H9 H9 H 0 1 N N N 8.192 19.962 64.278 -5.743 -3.449 0.570 H9 9MD 43 9MD H10 H10 H 0 1 N N N 6.813 20.770 63.460 -6.147 -3.603 2.296 H10 9MD 44 9MD H11 H11 H 0 1 N N N 4.403 20.343 64.394 -3.649 -0.396 0.963 H11 9MD 45 9MD H12 H12 H 0 1 N N N 4.243 19.324 65.865 -4.284 -1.576 -0.209 H12 9MD 46 9MD H13 H13 H 0 1 N N N 3.265 26.407 63.115 -3.652 1.460 -2.389 H13 9MD 47 9MD H14 H14 H 0 1 N N N -1.580 23.877 71.405 1.852 -3.477 -3.455 H14 9MD 48 9MD H15 H15 H 0 1 N N N -2.135 23.372 69.773 3.143 -4.408 -2.656 H15 9MD 49 9MD H16 H16 H 0 1 N N N 0.350 25.032 70.466 0.918 -4.784 -1.583 H16 9MD 50 9MD H17 H17 H 0 1 N N N -1.112 25.577 69.577 2.080 -4.035 -0.462 H17 9MD 51 9MD H18 H18 H 0 1 N N N 2.135 24.056 67.087 -0.291 -0.250 -1.611 H18 9MD 52 9MD H19 H19 H 0 1 N N N 3.281 22.234 65.496 -1.544 -2.408 -0.775 H19 9MD 53 9MD H20 H20 H 0 1 N N N 5.374 20.991 67.218 -2.306 -2.184 2.035 H20 9MD 54 9MD H21 H21 H 0 1 N N N 7.825 21.305 66.287 -4.400 -5.237 1.642 H21 9MD 55 9MD H22 H22 H 0 1 N N N 8.035 22.366 64.853 -3.765 -4.057 2.813 H22 9MD 56 9MD H23 H23 H 0 1 N N N 6.106 18.580 64.349 -5.882 -1.223 1.654 H23 9MD 57 9MD H24 H24 H 0 1 N N N 6.675 19.039 65.990 -4.631 -1.713 2.821 H24 9MD 58 9MD H25 H25 H 0 1 N N N 1.379 19.990 67.522 3.141 -1.010 -0.090 H25 9MD 59 9MD H26 H26 H 0 1 N N N 2.439 24.136 63.533 -1.289 0.943 -1.948 H26 9MD 60 9MD H27 H27 H 0 1 N N N 0.618 27.924 66.108 -3.674 4.220 0.868 H27 9MD 61 9MD H28 H28 H 0 1 N N N -0.228 25.627 66.530 -1.312 3.712 1.327 H28 9MD 62 # 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 9MD C28 C27 DOUB Y N 1 9MD C28 C29 SING Y N 2 9MD C4 C5 DOUB Y N 3 9MD C4 C1 SING Y N 4 9MD C27 C10 SING Y N 5 9MD N9 C5 SING Y N 6 9MD N9 C8 DOUB Y N 7 9MD F32 C1 SING N N 8 9MD CL34 C29 SING N N 9 9MD C24 C25 SING N N 10 9MD C24 C23 SING N N 11 9MD C29 C31 DOUB Y N 12 9MD C5 C6 SING Y N 13 9MD C1 C2 DOUB Y N 14 9MD C10 C8 SING N N 15 9MD C10 C30 DOUB Y N 16 9MD C25 C26 SING N N 17 9MD C8 N7 SING Y N 18 9MD C23 C22 SING N N 19 9MD C26 C16 SING N N 20 9MD C31 C30 SING Y N 21 9MD C22 C16 SING N N 22 9MD C6 N7 SING Y N 23 9MD C6 C3 DOUB Y N 24 9MD C2 C3 SING Y N 25 9MD C2 CL33 SING N N 26 9MD N7 C11 SING N N 27 9MD C16 N15 SING N N 28 9MD N15 C12 SING N N 29 9MD C11 C12 SING N N 30 9MD C11 C13 SING N N 31 9MD C12 O14 DOUB N N 32 9MD O17 C13 SING N N 33 9MD O17 C18 SING N N 34 9MD C13 C21 SING N N 35 9MD C21 C20 SING N N 36 9MD C18 C19 SING N N 37 9MD C19 C20 SING N N 38 9MD C4 H1 SING N N 39 9MD C13 H2 SING N N 40 9MD C20 H3 SING N N 41 9MD C20 H4 SING N N 42 9MD C21 H5 SING N N 43 9MD C21 H6 SING N N 44 9MD C22 H7 SING N N 45 9MD C22 H8 SING N N 46 9MD C24 H9 SING N N 47 9MD C24 H10 SING N N 48 9MD C26 H11 SING N N 49 9MD C26 H12 SING N N 50 9MD C28 H13 SING N N 51 9MD C19 H14 SING N N 52 9MD C19 H15 SING N N 53 9MD C18 H16 SING N N 54 9MD C18 H17 SING N N 55 9MD C11 H18 SING N N 56 9MD N15 H19 SING N N 57 9MD C16 H20 SING N N 58 9MD C23 H21 SING N N 59 9MD C23 H22 SING N N 60 9MD C25 H23 SING N N 61 9MD C25 H24 SING N N 62 9MD C3 H25 SING N N 63 9MD C27 H26 SING N N 64 9MD C31 H27 SING N N 65 9MD C30 H28 SING N N 66 # 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 9MD SMILES ACDLabs 12.01 "c5c2c(n(c(c1ccc(cc1)Cl)n2)C(C3CCCCO3)C(=O)NC4CCCCC4)cc(Cl)c5F" 9MD InChI InChI 1.03 "InChI=1S/C26H28Cl2FN3O2/c27-17-11-9-16(10-12-17)25-31-21-15-20(29)19(28)14-22(21)32(25)24(23-8-4-5-13-34-23)26(33)30-18-6-2-1-3-7-18/h9-12,14-15,18,23-24H,1-8,13H2,(H,30,33)/t23-,24-/m0/s1" 9MD InChIKey InChI 1.03 GSCSJUCYZMUKCP-ZEQRLZLVSA-N 9MD SMILES_CANONICAL CACTVS 3.385 "Fc1cc2nc(n([C@@H]([C@@H]3CCCCO3)C(=O)NC4CCCCC4)c2cc1Cl)c5ccc(Cl)cc5" 9MD SMILES CACTVS 3.385 "Fc1cc2nc(n([CH]([CH]3CCCCO3)C(=O)NC4CCCCC4)c2cc1Cl)c5ccc(Cl)cc5" 9MD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2[C@@H]([C@@H]4CCCCO4)C(=O)NC5CCCCC5)Cl)F)Cl" 9MD SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc3cc(c(cc3n2C(C4CCCCO4)C(=O)NC5CCCCC5)Cl)F)Cl" # 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 9MD "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-[6-chloro-2-(4-chlorophenyl)-5-fluoro-1H-benzimidazol-1-yl]-N-cyclohexyl-2-[(2S)-oxan-2-yl]acetamide" 9MD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[6-chloranyl-2-(4-chlorophenyl)-5-fluoranyl-benzimidazol-1-yl]-~{N}-cyclohexyl-2-[(2~{S})-oxan-2-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9MD "Create component" 2017-05-19 RCSB 9MD "Initial release" 2017-07-05 RCSB #