data_B8Y # _chem_comp.id B8Y _chem_comp.name "N-{[2-chloro-5-(4-{3-[4-(6-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propyl}-3-oxo-3,4-dihydropyrazin-2-yl)phenyl]methyl}-4-fluorobenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H33 Cl2 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-07 _chem_comp.pdbx_modified_date 2017-12-15 _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 663.569 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B8Y _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 5QBZ _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 B8Y C26 C1 C 0 1 N N N -23.962 -2.848 -8.186 -4.985 0.046 -0.368 C26 B8Y 1 B8Y C29 C2 C 0 1 N N N -23.403 -5.695 -7.963 -5.650 -2.770 -0.512 C29 B8Y 2 B8Y C30 C3 C 0 1 N N N -24.866 -5.248 -7.853 -6.636 -1.711 -1.015 C30 B8Y 3 B8Y C1 C4 C 0 1 Y N N -23.891 -3.975 -13.073 -9.776 2.004 1.756 C1 B8Y 4 B8Y C14 C5 C 0 1 N N N -27.127 -3.534 -9.890 -7.352 1.092 -1.994 C14 B8Y 5 B8Y C2 C6 C 0 1 Y N N -23.992 -3.975 -11.665 -8.746 1.196 1.313 C2 B8Y 6 B8Y C20 C7 C 0 1 N N N -25.078 -3.843 -8.448 -6.437 -0.417 -0.219 C20 B8Y 7 B8Y C22 C8 C 0 1 N N N -28.779 -3.269 -11.710 -8.628 2.781 -3.331 C22 B8Y 8 B8Y C27 C9 C 0 1 N N N -22.595 -3.498 -8.302 -4.048 -1.063 0.116 C27 B8Y 9 B8Y C3 C10 C 0 1 Y N N -25.263 -3.791 -11.140 -8.322 1.279 -0.004 C3 B8Y 10 B8Y C37 C11 C 0 1 N N N -22.645 -4.413 -6.027 -3.299 -3.321 -0.334 C37 B8Y 11 B8Y C39 C12 C 0 1 N N N -22.147 -5.565 -5.164 -1.900 -2.865 -0.751 C39 B8Y 12 B8Y C4 C13 C 0 1 Y N N -26.361 -3.618 -11.979 -8.937 2.177 -0.878 C4 B8Y 13 B8Y C41 C14 C 0 1 N N N -21.441 -5.184 -3.860 -0.883 -3.951 -0.394 C41 B8Y 14 B8Y C45 C15 C 0 1 N N N -22.541 -3.679 -2.271 1.237 -2.824 0.069 C45 B8Y 15 B8Y C46 C16 C 0 1 N N N -23.498 -3.547 -1.193 2.573 -2.409 -0.377 C46 B8Y 16 B8Y C48 C17 C 0 1 N N N -23.992 -5.819 -1.240 2.172 -3.403 -2.413 C48 B8Y 17 B8Y C49 C18 C 0 1 N N N -23.116 -6.021 -2.244 0.934 -3.800 -2.034 C49 B8Y 18 B8Y C5 C19 C 0 1 Y N N -26.237 -3.624 -13.354 -9.970 2.984 -0.425 C5 B8Y 19 B8Y C6 C20 C 0 1 Y N N -24.989 -3.802 -13.898 -10.387 2.895 0.888 C6 B8Y 20 B8Y C60 C21 C 0 1 Y N N -23.748 -2.225 -0.611 3.464 -1.650 0.530 C60 B8Y 21 B8Y C62 C22 C 0 1 Y N N -22.734 -1.283 -0.488 2.922 -0.827 1.517 C62 B8Y 22 B8Y C63 C23 C 0 1 Y N N -22.999 -0.042 0.046 3.758 -0.123 2.359 C63 B8Y 23 B8Y C64 C24 C 0 1 Y N N -24.280 0.264 0.453 5.132 -0.232 2.226 C64 B8Y 24 B8Y C65 C25 C 0 1 Y N N -25.330 -0.660 0.339 5.675 -1.048 1.247 C65 B8Y 25 B8Y C66 C26 C 0 1 Y N N -25.028 -1.901 -0.208 4.850 -1.761 0.403 C66 B8Y 26 B8Y C75 C27 C 0 1 N N N -26.736 -0.344 0.769 7.172 -1.161 1.107 C75 B8Y 27 B8Y C79 C28 C 0 1 N N N -28.825 -0.679 -0.483 9.019 0.179 0.253 C79 B8Y 28 B8Y C83 C29 C 0 1 Y N N -29.570 -0.421 -1.742 9.549 1.404 -0.379 C83 B8Y 29 B8Y C85 C30 C 0 1 Y N N -30.959 -0.328 -1.758 10.919 1.535 -0.615 C85 B8Y 30 B8Y C86 C31 C 0 1 Y N N -31.640 -0.090 -2.939 11.407 2.680 -1.206 C86 B8Y 31 B8Y C87 C32 C 0 1 Y N N -30.913 0.048 -4.089 10.541 3.701 -1.566 C87 B8Y 32 B8Y C88 C33 C 0 1 Y N N -29.547 -0.039 -4.122 9.180 3.577 -1.334 C88 B8Y 33 B8Y C89 C34 C 0 1 Y N N -28.874 -0.272 -2.936 8.680 2.433 -0.749 C89 B8Y 34 B8Y F96 F1 F 0 1 N N N -31.573 0.285 -5.255 11.025 4.822 -2.145 F96 B8Y 35 B8Y N13 N1 N 0 1 N N N -27.454 -3.466 -11.216 -8.307 2.034 -2.112 N13 B8Y 36 B8Y N15 N2 N 0 1 N N N -25.759 -3.740 -9.825 -7.337 0.618 -0.734 N15 B8Y 37 B8Y N28 N3 N 0 1 N N N -22.488 -4.681 -7.463 -4.276 -2.278 -0.677 N28 B8Y 38 B8Y N43 N4 N 0 1 N N N -22.400 -4.971 -2.753 0.458 -3.515 -0.793 N43 B8Y 39 B8Y N47 N5 N 0 1 N N N -24.219 -4.579 -0.681 2.968 -2.722 -1.597 N47 B8Y 40 B8Y N77 N6 N 0 1 N N N -27.589 -0.176 -0.403 7.696 0.055 0.480 N77 B8Y 41 B8Y O56 O1 O 0 1 N N N -21.894 -2.749 -2.733 0.842 -2.556 1.190 O56 B8Y 42 B8Y O58 O2 O 0 1 N N N -27.894 -3.433 -8.953 -6.615 0.725 -2.890 O58 B8Y 43 B8Y O81 O3 O 0 1 N N N -29.338 -1.325 0.425 9.777 -0.718 0.570 O81 B8Y 44 B8Y CL24 CL1 CL 0 0 N N N -22.336 -4.204 -13.826 -10.313 1.896 3.403 CL24 B8Y 45 B8Y CL73 CL2 CL 0 0 N N N -24.559 1.854 1.133 6.177 0.657 3.289 CL73 B8Y 46 B8Y H1 H1 H 0 1 N N N -24.032 -2.031 -8.920 -4.779 0.266 -1.416 H1 B8Y 47 B8Y H2 H2 H 0 1 N N N -24.078 -2.440 -7.171 -4.827 0.943 0.230 H2 B8Y 48 B8Y H3 H3 H 0 1 N N N -23.267 -6.616 -7.378 -5.839 -2.971 0.542 H3 B8Y 49 B8Y H4 H4 H 0 1 N N N -23.170 -5.894 -9.019 -5.779 -3.687 -1.086 H4 B8Y 50 B8Y H5 H5 H 0 1 N N N -25.156 -5.233 -6.792 -6.456 -1.518 -2.072 H5 B8Y 51 B8Y H6 H6 H 0 1 N N N -25.500 -5.965 -8.396 -7.656 -2.069 -0.879 H6 B8Y 52 B8Y H7 H7 H 0 1 N N N -23.128 -4.111 -11.032 -8.272 0.502 1.992 H7 B8Y 53 B8Y H8 H8 H 0 1 N N N -25.870 -3.454 -7.792 -6.655 -0.600 0.833 H8 B8Y 54 B8Y H9 H9 H 0 1 N N N -29.476 -3.175 -10.864 -8.027 3.690 -3.369 H9 B8Y 55 B8Y H10 H10 H 0 1 N N N -28.812 -2.351 -12.315 -8.410 2.165 -4.203 H10 B8Y 56 B8Y H11 H11 H 0 1 N N N -29.070 -4.129 -12.331 -9.686 3.045 -3.327 H11 B8Y 57 B8Y H12 H12 H 0 1 N N N -22.426 -3.788 -9.350 -3.014 -0.741 -0.002 H12 B8Y 58 B8Y H13 H13 H 0 1 N N N -21.828 -2.772 -7.994 -4.246 -1.273 1.167 H13 B8Y 59 B8Y H14 H14 H 0 1 N N N -22.074 -3.508 -5.772 -3.553 -4.242 -0.859 H14 B8Y 60 B8Y H15 H15 H 0 1 N N N -23.711 -4.246 -5.813 -3.319 -3.498 0.741 H15 B8Y 61 B8Y H16 H16 H 0 1 N N N -23.015 -6.188 -4.904 -1.880 -2.688 -1.826 H16 B8Y 62 B8Y H17 H17 H 0 1 N N N -21.440 -6.154 -5.767 -1.646 -1.944 -0.226 H17 B8Y 63 B8Y H18 H18 H 0 1 N N N -20.750 -5.993 -3.581 -0.902 -4.128 0.681 H18 B8Y 64 B8Y H19 H19 H 0 1 N N N -20.873 -4.256 -4.022 -1.136 -4.873 -0.919 H19 B8Y 65 B8Y H21 H21 H 0 1 N N N -24.541 -6.666 -0.856 2.521 -3.645 -3.406 H21 B8Y 66 B8Y H22 H22 H 0 1 N N N -22.979 -7.013 -2.648 0.317 -4.352 -2.727 H22 B8Y 67 B8Y H24 H24 H 0 1 N N N -27.102 -3.492 -13.987 -10.447 3.681 -1.098 H24 B8Y 68 B8Y H25 H25 H 0 1 N N N -24.864 -3.807 -14.971 -11.191 3.524 1.241 H25 B8Y 69 B8Y H26 H26 H 0 1 N N N -21.733 -1.526 -0.813 1.851 -0.741 1.622 H26 B8Y 70 B8Y H27 H27 H 0 1 N N N -22.208 0.687 0.145 3.340 0.515 3.124 H27 B8Y 71 B8Y H28 H28 H 0 1 N N N -25.815 -2.631 -0.321 5.274 -2.400 -0.357 H28 B8Y 72 B8Y H29 H29 H 0 1 N N N -26.737 0.586 1.357 7.620 -1.283 2.093 H29 B8Y 73 B8Y H30 H30 H 0 1 N N N -27.123 -1.169 1.386 7.415 -2.024 0.488 H30 B8Y 74 B8Y H31 H31 H 0 1 N N N -31.512 -0.443 -0.837 11.594 0.741 -0.335 H31 B8Y 75 B8Y H32 H32 H 0 1 N N N -32.717 -0.015 -2.952 12.467 2.783 -1.389 H32 B8Y 76 B8Y H33 H33 H 0 1 N N N -29.008 0.072 -5.051 8.509 4.375 -1.617 H33 B8Y 77 B8Y H34 H34 H 0 1 N N N -27.796 -0.339 -2.938 7.619 2.337 -0.569 H34 B8Y 78 B8Y H36 H36 H 0 1 N N N -27.232 0.339 -1.182 7.092 0.770 0.228 H36 B8Y 79 # 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 B8Y C6 C5 DOUB Y N 1 B8Y C6 C1 SING Y N 2 B8Y CL24 C1 SING N N 3 B8Y C5 C4 SING Y N 4 B8Y C1 C2 DOUB Y N 5 B8Y C4 N13 SING N N 6 B8Y C4 C3 DOUB Y N 7 B8Y C22 N13 SING N N 8 B8Y C2 C3 SING Y N 9 B8Y N13 C14 SING N N 10 B8Y C3 N15 SING N N 11 B8Y C14 N15 SING N N 12 B8Y C14 O58 DOUB N N 13 B8Y N15 C20 SING N N 14 B8Y C20 C26 SING N N 15 B8Y C20 C30 SING N N 16 B8Y C27 C26 SING N N 17 B8Y C27 N28 SING N N 18 B8Y C29 C30 SING N N 19 B8Y C29 N28 SING N N 20 B8Y N28 C37 SING N N 21 B8Y C37 C39 SING N N 22 B8Y F96 C87 SING N N 23 B8Y C39 C41 SING N N 24 B8Y C88 C87 DOUB Y N 25 B8Y C88 C89 SING Y N 26 B8Y C87 C86 SING Y N 27 B8Y C41 N43 SING N N 28 B8Y C86 C85 DOUB Y N 29 B8Y C89 C83 DOUB Y N 30 B8Y N43 C45 SING N N 31 B8Y N43 C49 SING N N 32 B8Y O56 C45 DOUB N N 33 B8Y C45 C46 SING N N 34 B8Y C49 C48 DOUB N N 35 B8Y C85 C83 SING Y N 36 B8Y C83 C79 SING N N 37 B8Y C48 N47 SING N N 38 B8Y C46 N47 DOUB N N 39 B8Y C46 C60 SING N N 40 B8Y C60 C62 DOUB Y N 41 B8Y C60 C66 SING Y N 42 B8Y C62 C63 SING Y N 43 B8Y C79 N77 SING N N 44 B8Y C79 O81 DOUB N N 45 B8Y N77 C75 SING N N 46 B8Y C66 C65 DOUB Y N 47 B8Y C63 C64 DOUB Y N 48 B8Y C65 C64 SING Y N 49 B8Y C65 C75 SING N N 50 B8Y C64 CL73 SING N N 51 B8Y C26 H1 SING N N 52 B8Y C26 H2 SING N N 53 B8Y C29 H3 SING N N 54 B8Y C29 H4 SING N N 55 B8Y C30 H5 SING N N 56 B8Y C30 H6 SING N N 57 B8Y C2 H7 SING N N 58 B8Y C20 H8 SING N N 59 B8Y C22 H9 SING N N 60 B8Y C22 H10 SING N N 61 B8Y C22 H11 SING N N 62 B8Y C27 H12 SING N N 63 B8Y C27 H13 SING N N 64 B8Y C37 H14 SING N N 65 B8Y C37 H15 SING N N 66 B8Y C39 H16 SING N N 67 B8Y C39 H17 SING N N 68 B8Y C41 H18 SING N N 69 B8Y C41 H19 SING N N 70 B8Y C48 H21 SING N N 71 B8Y C49 H22 SING N N 72 B8Y C5 H24 SING N N 73 B8Y C6 H25 SING N N 74 B8Y C62 H26 SING N N 75 B8Y C63 H27 SING N N 76 B8Y C66 H28 SING N N 77 B8Y C75 H29 SING N N 78 B8Y C75 H30 SING N N 79 B8Y C85 H31 SING N N 80 B8Y C86 H32 SING N N 81 B8Y C88 H33 SING N N 82 B8Y C89 H34 SING N N 83 B8Y N77 H36 SING N N 84 # 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 B8Y SMILES ACDLabs 12.01 "C1C(CCN(C1)CCCN2C(C(=NC=C2)c4ccc(Cl)c(CNC(=O)c3ccc(cc3)F)c4)=O)N6C(=O)N(C)c5c6cc(cc5)Cl" B8Y InChI InChI 1.03 "InChI=1S/C34H33Cl2FN6O3/c1-40-29-10-6-25(35)20-30(29)43(34(40)46)27-11-16-41(17-12-27)14-2-15-42-18-13-38-31(33(42)45)23-5-9-28(36)24(19-23)21-39-32(44)22-3-7-26(37)8-4-22/h3-10,13,18-20,27H,2,11-12,14-17,21H2,1H3,(H,39,44)" B8Y InChIKey InChI 1.03 MNEPYBOQUOAGHK-UHFFFAOYSA-N B8Y SMILES_CANONICAL CACTVS 3.385 "CN1C(=O)N(C2CCN(CCCN3C=CN=C(C3=O)c4ccc(Cl)c(CNC(=O)c5ccc(F)cc5)c4)CC2)c6cc(Cl)ccc16" B8Y SMILES CACTVS 3.385 "CN1C(=O)N(C2CCN(CCCN3C=CN=C(C3=O)c4ccc(Cl)c(CNC(=O)c5ccc(F)cc5)c4)CC2)c6cc(Cl)ccc16" B8Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1c2ccc(cc2N(C1=O)C3CCN(CC3)CCCN4C=CN=C(C4=O)c5ccc(c(c5)CNC(=O)c6ccc(cc6)F)Cl)Cl" B8Y SMILES "OpenEye OEToolkits" 2.0.6 "CN1c2ccc(cc2N(C1=O)C3CCN(CC3)CCCN4C=CN=C(C4=O)c5ccc(c(c5)CNC(=O)c6ccc(cc6)F)Cl)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 B8Y "SYSTEMATIC NAME" ACDLabs 12.01 "N-{[2-chloro-5-(4-{3-[4-(6-chloro-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]propyl}-3-oxo-3,4-dihydropyrazin-2-yl)phenyl]methyl}-4-fluorobenzamide" B8Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[[2-chloranyl-5-[4-[3-[4-(6-chloranyl-3-methyl-2-oxidanylidene-benzimidazol-1-yl)piperidin-1-yl]propyl]-3-oxidanylidene-pyrazin-2-yl]phenyl]methyl]-4-fluoranyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B8Y "Create component" 2017-08-07 RCSB B8Y "Initial release" 2017-12-20 RCSB #