data_FVG # _chem_comp.id FVG _chem_comp.name "1-[(2S)-1-{6-chloro-1-[(4-fluoro-3,5-dimethylphenyl)methyl]-2-(piperazin-1-yl)-1H-benzimidazol-4-yl}pyrrolidin-2-yl]methanamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H32 Cl F N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-20 _chem_comp.pdbx_modified_date 2018-09-14 _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 471.013 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FVG _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 6D5E _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 FVG N1 N1 N 0 1 Y N N 36.300 28.097 23.543 -0.895 1.378 0.120 N1 FVG 1 FVG N3 N2 N 0 1 N N N 37.990 26.257 25.062 -3.772 1.825 -1.306 N3 FVG 2 FVG C4 C1 C 0 1 N N N 32.991 28.851 22.083 1.751 -0.113 -1.821 C4 FVG 3 FVG C5 C2 C 0 1 Y N N 35.450 28.153 22.511 0.275 1.426 -0.465 C5 FVG 4 FVG C6 C3 C 0 1 Y N N 35.590 28.671 24.622 -1.449 0.150 -0.069 C6 FVG 5 FVG C7 C4 C 0 1 Y N N 35.963 28.825 25.964 -2.661 -0.432 0.331 C7 FVG 6 FVG C8 C5 C 0 1 Y N N 34.996 29.376 26.828 -2.945 -1.737 -0.027 C8 FVG 7 FVG C10 C6 C 0 1 Y N N 33.352 29.640 25.041 -0.843 -1.911 -1.178 C10 FVG 8 FVG C13 C7 C 0 1 N N N 39.136 28.587 27.883 -5.337 -0.592 2.503 C13 FVG 9 FVG C15 C8 C 0 1 N N S 38.516 28.705 25.550 -4.876 0.430 0.377 C15 FVG 10 FVG C17 C9 C 0 1 N N N 36.688 26.525 21.189 1.463 2.929 0.895 C17 FVG 11 FVG C20 C10 C 0 1 N N N 35.745 28.499 20.076 0.511 3.641 -1.213 C20 FVG 12 FVG C21 C11 C 0 1 Y N N 31.944 30.087 20.237 2.803 -2.072 -0.672 C21 FVG 13 FVG C22 C12 C 0 1 Y N N 31.677 31.249 19.525 3.745 -2.619 0.179 C22 FVG 14 FVG C24 C13 C 0 1 Y N N 32.332 32.426 19.908 4.661 -1.798 0.814 C24 FVG 15 FVG N N3 N 0 1 Y N N 34.225 28.724 22.830 0.543 0.229 -1.065 N FVG 16 FVG C C14 C 0 1 N N N 33.852 33.778 21.346 5.629 0.463 1.288 C FVG 17 FVG C1 C15 C 0 1 Y N N 33.212 32.484 20.967 4.633 -0.431 0.597 C1 FVG 18 FVG C11 C16 C 0 1 Y N N 34.314 29.070 24.197 -0.540 -0.601 -0.828 C11 FVG 19 FVG C12 C17 C 0 1 N N N 37.592 28.575 27.852 -3.820 -0.333 2.395 C12 FVG 20 FVG C14 C18 C 0 1 N N N 39.517 29.270 26.572 -5.942 0.426 1.500 C14 FVG 21 FVG C16 C19 C 0 1 N N N 39.031 27.332 25.039 -4.930 1.743 -0.406 C16 FVG 22 FVG C18 C20 C 0 1 N N N 36.371 25.708 19.920 2.453 4.095 0.841 C18 FVG 23 FVG C19 C21 C 0 1 N N N 35.501 27.679 18.798 1.501 4.806 -1.267 C19 FVG 24 FVG C2 C22 C 0 1 Y N N 33.474 31.325 21.671 3.689 0.113 -0.254 C2 FVG 25 FVG C23 C23 C 0 1 N N N 30.701 31.287 18.396 3.775 -4.107 0.415 C23 FVG 26 FVG C3 C24 C 0 1 Y N N 32.833 30.133 21.307 2.775 -0.707 -0.888 C3 FVG 27 FVG C9 C25 C 0 1 Y N N 33.737 29.749 26.346 -2.039 -2.473 -0.778 C9 FVG 28 FVG F F1 F 0 1 N N N 32.089 33.520 19.202 5.583 -2.331 1.647 F FVG 29 FVG N2 N4 N 0 1 N N N 37.276 28.375 26.388 -3.577 0.304 1.087 N2 FVG 30 FVG N4 N5 N 0 1 N N N 35.737 27.650 21.259 1.113 2.523 -0.473 N4 FVG 31 FVG N5 N6 N 0 1 N N N 36.464 26.572 18.727 1.851 5.212 0.101 N5 FVG 32 FVG CL CL1 CL 0 0 N N N 32.501 30.328 27.472 -2.412 -4.110 -1.218 CL FVG 33 FVG H1 H1 H 0 1 N N N 38.384 25.403 24.722 -3.733 1.024 -1.919 H1 FVG 34 FVG H2 H2 H 0 1 N N N 37.667 26.126 25.999 -3.784 2.684 -1.835 H2 FVG 35 FVG H4 H4 H 0 1 N N N 32.155 28.780 22.794 1.501 -0.838 -2.596 H4 FVG 36 FVG H5 H5 H 0 1 N N N 32.938 28.015 21.371 2.158 0.786 -2.282 H5 FVG 37 FVG H6 H6 H 0 1 N N N 35.229 29.512 27.874 -3.877 -2.188 0.280 H6 FVG 38 FVG H7 H7 H 0 1 N N N 32.385 29.966 24.688 -0.143 -2.489 -1.763 H7 FVG 39 FVG H8 H8 H 0 1 N N N 39.536 27.563 27.923 -5.576 -1.613 2.206 H8 FVG 40 FVG H9 H9 H 0 1 N N N 39.507 29.159 28.746 -5.691 -0.393 3.515 H9 FVG 41 FVG H10 H10 H 0 1 N N N 38.303 29.407 24.730 -5.026 -0.418 -0.292 H10 FVG 42 FVG H11 H11 H 0 1 N N N 36.579 25.888 22.079 1.918 2.089 1.419 H11 FVG 43 FVG H12 H12 H 0 1 N N N 37.717 26.910 21.137 0.562 3.241 1.424 H12 FVG 44 FVG H13 H13 H 0 1 N N N 36.722 28.999 20.000 -0.401 3.961 -0.709 H13 FVG 45 FVG H14 H14 H 0 1 N N N 34.953 29.256 20.173 0.272 3.319 -2.227 H14 FVG 46 FVG H15 H15 H 0 1 N N N 31.467 29.158 19.963 2.091 -2.713 -1.171 H15 FVG 47 FVG H16 H16 H 0 1 N N N 33.219 34.300 22.079 6.518 0.567 0.664 H16 FVG 48 FVG H17 H17 H 0 1 N N N 34.840 33.583 21.789 5.184 1.444 1.452 H17 FVG 49 FVG H18 H18 H 0 1 N N N 33.969 34.405 20.450 5.907 0.025 2.246 H18 FVG 50 FVG H19 H19 H 0 1 N N N 37.183 29.529 28.217 -3.499 0.332 3.197 H19 FVG 51 FVG H20 H20 H 0 1 N N N 37.192 27.749 28.458 -3.278 -1.277 2.456 H20 FVG 52 FVG H21 H21 H 0 1 N N N 40.549 29.020 26.287 -6.905 0.081 1.124 H21 FVG 53 FVG H22 H22 H 0 1 N N N 39.415 30.362 26.656 -6.033 1.413 1.955 H22 FVG 54 FVG H23 H23 H 0 1 N N N 39.871 27.017 25.675 -4.908 2.582 0.290 H23 FVG 55 FVG H24 H24 H 0 1 N N N 39.381 27.455 24.004 -5.848 1.780 -0.991 H24 FVG 56 FVG H25 H25 H 0 1 N N N 35.353 25.299 19.995 2.692 4.417 1.855 H25 FVG 57 FVG H26 H26 H 0 1 N N N 37.092 24.882 19.829 3.365 3.774 0.338 H26 FVG 58 FVG H27 H27 H 0 1 N N N 35.625 28.328 17.918 2.402 4.494 -1.795 H27 FVG 59 FVG H28 H28 H 0 1 N N N 34.479 27.273 18.814 1.045 5.647 -1.791 H28 FVG 60 FVG H29 H29 H 0 1 N N N 34.169 31.337 22.498 3.666 1.179 -0.424 H29 FVG 61 FVG H30 H30 H 0 1 N N N 31.224 31.076 17.451 3.134 -4.353 1.261 H30 FVG 62 FVG H31 H31 H 0 1 N N N 29.921 30.529 18.560 3.416 -4.623 -0.476 H31 FVG 63 FVG H32 H32 H 0 1 N N N 30.239 32.284 18.345 4.797 -4.420 0.629 H32 FVG 64 FVG H33 H33 H 0 1 N N N 36.273 26.025 17.912 2.463 6.014 0.095 H33 FVG 65 # 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 FVG C23 C22 SING N N 1 FVG N5 C19 SING N N 2 FVG N5 C18 SING N N 3 FVG C19 C20 SING N N 4 FVG F C24 SING N N 5 FVG C22 C24 DOUB Y N 6 FVG C22 C21 SING Y N 7 FVG C24 C1 SING Y N 8 FVG C18 C17 SING N N 9 FVG C20 N4 SING N N 10 FVG C21 C3 DOUB Y N 11 FVG C1 C SING N N 12 FVG C1 C2 DOUB Y N 13 FVG C17 N4 SING N N 14 FVG N4 C5 SING N N 15 FVG C3 C2 SING Y N 16 FVG C3 C4 SING N N 17 FVG C4 N SING N N 18 FVG C5 N SING Y N 19 FVG C5 N1 DOUB Y N 20 FVG N C11 SING Y N 21 FVG N1 C6 SING Y N 22 FVG C11 C6 DOUB Y N 23 FVG C11 C10 SING Y N 24 FVG C6 C7 SING Y N 25 FVG C16 N3 SING N N 26 FVG C16 C15 SING N N 27 FVG C10 C9 DOUB Y N 28 FVG C15 N2 SING N N 29 FVG C15 C14 SING N N 30 FVG C7 N2 SING N N 31 FVG C7 C8 DOUB Y N 32 FVG C9 C8 SING Y N 33 FVG C9 CL SING N N 34 FVG N2 C12 SING N N 35 FVG C14 C13 SING N N 36 FVG C12 C13 SING N N 37 FVG N3 H1 SING N N 38 FVG N3 H2 SING N N 39 FVG C4 H4 SING N N 40 FVG C4 H5 SING N N 41 FVG C8 H6 SING N N 42 FVG C10 H7 SING N N 43 FVG C13 H8 SING N N 44 FVG C13 H9 SING N N 45 FVG C15 H10 SING N N 46 FVG C17 H11 SING N N 47 FVG C17 H12 SING N N 48 FVG C20 H13 SING N N 49 FVG C20 H14 SING N N 50 FVG C21 H15 SING N N 51 FVG C H16 SING N N 52 FVG C H17 SING N N 53 FVG C H18 SING N N 54 FVG C12 H19 SING N N 55 FVG C12 H20 SING N N 56 FVG C14 H21 SING N N 57 FVG C14 H22 SING N N 58 FVG C16 H23 SING N N 59 FVG C16 H24 SING N N 60 FVG C18 H25 SING N N 61 FVG C18 H26 SING N N 62 FVG C19 H27 SING N N 63 FVG C19 H28 SING N N 64 FVG C2 H29 SING N N 65 FVG C23 H30 SING N N 66 FVG C23 H31 SING N N 67 FVG C23 H32 SING N N 68 FVG N5 H33 SING N N 69 # 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 FVG SMILES ACDLabs 12.01 "n4c2c(N1C(CCC1)CN)cc(cc2n(Cc3cc(c(c(C)c3)F)C)c4N5CCNCC5)Cl" FVG InChI InChI 1.03 "InChI=1S/C25H32ClFN6/c1-16-10-18(11-17(2)23(16)27)15-33-22-13-19(26)12-21(32-7-3-4-20(32)14-28)24(22)30-25(33)31-8-5-29-6-9-31/h10-13,20,29H,3-9,14-15,28H2,1-2H3/t20-/m0/s1" FVG InChIKey InChI 1.03 CAPZSPOPEHSYOZ-FQEVSTJZSA-N FVG SMILES_CANONICAL CACTVS 3.385 "Cc1cc(Cn2c3cc(Cl)cc(N4CCC[C@H]4CN)c3nc2N5CCNCC5)cc(C)c1F" FVG SMILES CACTVS 3.385 "Cc1cc(Cn2c3cc(Cl)cc(N4CCC[CH]4CN)c3nc2N5CCNCC5)cc(C)c1F" FVG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(cc(c1F)C)Cn2c3cc(cc(c3nc2N4CCNCC4)N5CCC[C@H]5CN)Cl" FVG SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(cc(c1F)C)Cn2c3cc(cc(c3nc2N4CCNCC4)N5CCCC5CN)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 FVG "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2S)-1-{6-chloro-1-[(4-fluoro-3,5-dimethylphenyl)methyl]-2-(piperazin-1-yl)-1H-benzimidazol-4-yl}pyrrolidin-2-yl]methanamine" FVG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{S})-1-[6-chloranyl-1-[(4-fluoranyl-3,5-dimethyl-phenyl)methyl]-2-piperazin-1-yl-benzimidazol-4-yl]pyrrolidin-2-yl]methanamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FVG "Create component" 2018-04-20 RCSB FVG "Initial release" 2018-09-19 RCSB #