data_0VM # _chem_comp.id 0VM _chem_comp.name "2-[(4-{[3-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)amino]-1H-benzimidazole-6-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H12 F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-13 _chem_comp.pdbx_modified_date 2013-05-17 _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 395.337 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0VM _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 4G16 _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 0VM C8 C8 C 0 1 Y N N 38.313 -12.115 26.658 -6.887 -0.970 0.265 C8 0VM 1 0VM C9 C9 C 0 1 Y N N 37.604 -13.366 26.365 -6.477 0.325 -0.053 C9 0VM 2 0VM C10 C10 C 0 1 Y N N 36.970 -14.069 27.480 -5.128 0.616 -0.126 C10 0VM 3 0VM C11 C11 C 0 1 Y N N 37.064 -13.496 28.835 -4.176 -0.391 0.119 C11 0VM 4 0VM C13 C13 C 0 1 Y N N 37.774 -12.248 29.105 -4.603 -1.686 0.437 C13 0VM 5 0VM C14 C14 C 0 1 Y N N 38.424 -11.527 27.996 -5.934 -1.969 0.509 C14 0VM 6 0VM N3 N3 N 0 1 Y N N 36.274 -15.190 27.575 -4.408 1.766 -0.409 N3 0VM 7 0VM C12 C12 C 0 1 Y N N 35.950 -15.323 28.875 -3.084 1.442 -0.331 C12 0VM 8 0VM N4 N4 N 0 1 Y N N 36.390 -14.360 29.630 -2.953 0.175 -0.021 N4 0VM 9 0VM C15 C15 C 0 1 Y N N 35.536 -20.479 28.414 1.885 1.087 0.129 C15 0VM 10 0VM C16 C16 C 0 1 Y N N 36.590 -19.612 27.930 1.623 2.108 -0.774 C16 0VM 11 0VM C17 C17 C 0 1 Y N N 36.490 -18.213 28.259 0.323 2.516 -0.998 C17 0VM 12 0VM C18 C18 C 0 1 Y N N 35.352 -17.746 29.046 -0.723 1.904 -0.320 C18 0VM 13 0VM C19 C19 C 0 1 Y N N 34.310 -18.616 29.528 -0.461 0.882 0.583 C19 0VM 14 0VM C20 C20 C 0 1 Y N N 34.393 -20.036 29.209 0.840 0.476 0.807 C20 0VM 15 0VM N1 N1 N 0 1 N N N 35.178 -16.448 29.396 -2.041 2.317 -0.547 N1 0VM 16 0VM C7 C7 C 0 1 N N N 38.930 -11.448 25.602 -8.283 -1.279 0.349 C7 0VM 17 0VM N2 N2 N 0 1 N N N 39.433 -10.923 24.711 -9.390 -1.524 0.416 N2 0VM 18 0VM C1 C1 C 0 1 Y N N 32.860 -23.599 25.362 4.333 -2.849 -1.327 C1 0VM 19 0VM C2 C2 C 0 1 Y N N 33.687 -24.444 26.156 5.285 -2.085 -0.665 C2 0VM 20 0VM C3 C3 C 0 1 Y N N 34.662 -23.883 27.090 4.891 -0.887 -0.097 C3 0VM 21 0VM C4 C4 C 0 1 Y N N 34.761 -22.459 27.193 3.563 -0.490 -0.207 C4 0VM 22 0VM N5 N5 N 0 1 Y N N 33.952 -21.651 26.407 2.685 -1.246 -0.846 N5 0VM 23 0VM C6 C6 C 0 1 Y N N 33.022 -22.166 25.511 3.031 -2.394 -1.398 C6 0VM 24 0VM O1 O1 O 0 1 N N N 35.644 -21.875 28.096 3.164 0.683 0.345 O1 0VM 25 0VM C5 C5 C 0 1 N N N 35.542 -24.858 27.863 5.887 -0.023 0.632 C5 0VM 26 0VM F1 F1 F 0 1 N N N 36.768 -24.365 28.155 7.144 -0.636 0.604 F1 0VM 27 0VM F3 F3 F 0 1 N N N 35.704 -25.974 27.094 5.965 1.227 0.009 F3 0VM 28 0VM F2 F2 F 0 1 N N N 34.919 -25.189 29.016 5.479 0.142 1.959 F2 0VM 29 0VM H1 H1 H 0 1 N N N 37.552 -13.755 25.359 -7.210 1.096 -0.241 H1 0VM 30 0VM H2 H2 H 0 1 N N N 37.822 -11.856 30.110 -3.876 -2.462 0.627 H2 0VM 31 0VM H3 H3 H 0 1 N N N 38.960 -10.604 28.162 -6.256 -2.970 0.755 H3 0VM 32 0VM H4 H4 H 0 1 N N N 36.036 -15.814 26.830 -4.776 2.638 -0.622 H4 0VM 33 0VM H6 H6 H 0 1 N N N 37.414 -19.997 27.348 2.437 2.584 -1.301 H6 0VM 34 0VM H7 H7 H 0 1 N N N 37.247 -17.518 27.928 0.120 3.311 -1.701 H7 0VM 35 0VM H8 H8 H 0 1 N N N 33.488 -18.226 30.111 -1.273 0.406 1.111 H8 0VM 36 0VM H9 H9 H 0 1 N N N 33.640 -20.733 29.547 1.044 -0.319 1.509 H9 0VM 37 0VM H10 H10 H 0 1 N N N 34.463 -16.244 30.065 -2.221 3.219 -0.855 H10 0VM 38 0VM H11 H11 H 0 1 N N N 32.138 -24.011 24.673 4.608 -3.787 -1.785 H11 0VM 39 0VM H12 H12 H 0 1 N N N 33.592 -25.516 26.067 6.309 -2.419 -0.595 H12 0VM 40 0VM H13 H13 H 0 1 N N N 32.416 -21.494 24.922 2.287 -2.984 -1.911 H13 0VM 41 # 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 0VM N2 C7 TRIP N N 1 0VM C1 C6 DOUB Y N 2 0VM C1 C2 SING Y N 3 0VM C6 N5 SING Y N 4 0VM C7 C8 SING N N 5 0VM C2 C3 DOUB Y N 6 0VM C9 C8 DOUB Y N 7 0VM C9 C10 SING Y N 8 0VM N5 C4 DOUB Y N 9 0VM C8 C14 SING Y N 10 0VM C3 C4 SING Y N 11 0VM C3 C5 SING N N 12 0VM F3 C5 SING N N 13 0VM C4 O1 SING N N 14 0VM C10 N3 SING Y N 15 0VM C10 C11 DOUB Y N 16 0VM N3 C12 SING Y N 17 0VM C5 F1 SING N N 18 0VM C5 F2 SING N N 19 0VM C16 C17 DOUB Y N 20 0VM C16 C15 SING Y N 21 0VM C14 C13 DOUB Y N 22 0VM O1 C15 SING N N 23 0VM C17 C18 SING Y N 24 0VM C15 C20 DOUB Y N 25 0VM C11 C13 SING Y N 26 0VM C11 N4 SING Y N 27 0VM C12 N1 SING N N 28 0VM C12 N4 DOUB Y N 29 0VM C18 N1 SING N N 30 0VM C18 C19 DOUB Y N 31 0VM C20 C19 SING Y N 32 0VM C9 H1 SING N N 33 0VM C13 H2 SING N N 34 0VM C14 H3 SING N N 35 0VM N3 H4 SING N N 36 0VM C16 H6 SING N N 37 0VM C17 H7 SING N N 38 0VM C19 H8 SING N N 39 0VM C20 H9 SING N N 40 0VM N1 H10 SING N N 41 0VM C1 H11 SING N N 42 0VM C2 H12 SING N N 43 0VM C6 H13 SING N N 44 # 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 0VM SMILES ACDLabs 12.01 "FC(F)(F)c4cccnc4Oc1ccc(cc1)Nc3nc2ccc(C#N)cc2n3" 0VM InChI InChI 1.03 "InChI=1S/C20H12F3N5O/c21-20(22,23)15-2-1-9-25-18(15)29-14-6-4-13(5-7-14)26-19-27-16-8-3-12(11-24)10-17(16)28-19/h1-10H,(H2,26,27,28)" 0VM InChIKey InChI 1.03 GAHCTGQCJXQYNK-UHFFFAOYSA-N 0VM SMILES_CANONICAL CACTVS 3.370 "FC(F)(F)c1cccnc1Oc2ccc(Nc3[nH]c4cc(ccc4n3)C#N)cc2" 0VM SMILES CACTVS 3.370 "FC(F)(F)c1cccnc1Oc2ccc(Nc3[nH]c4cc(ccc4n3)C#N)cc2" 0VM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)Oc2ccc(cc2)Nc3[nH]c4cc(ccc4n3)C#N)C(F)(F)F" 0VM SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)Oc2ccc(cc2)Nc3[nH]c4cc(ccc4n3)C#N)C(F)(F)F" # 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 0VM "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(4-{[3-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)amino]-1H-benzimidazole-6-carbonitrile" 0VM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[4-[3-(trifluoromethyl)pyridin-2-yl]oxyphenyl]amino]-3H-benzimidazole-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0VM "Create component" 2012-07-13 RCSB 0VM "Initial release" 2013-05-22 RCSB #