data_5XH # _chem_comp.id 5XH _chem_comp.name "~{N}-[1-[(3~{R})-1-[4-(dimethylamino)but-2-enoyl]azepan-3-yl]-7-methyl-benzimidazol-2-yl]-2-methyl-pyridine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H34 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-21 _chem_comp.pdbx_modified_date 2016-07-22 _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 474.598 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5XH _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 5FEQ _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 5XH C1 C1 C 0 1 N N N -17.525 -7.758 47.096 6.438 2.386 1.775 C1 5XH 1 5XH C2 C2 C 0 1 N N N -18.085 -7.997 49.401 5.856 1.395 -0.356 C2 5XH 2 5XH C3 C3 C 0 1 N N N -18.841 -7.050 50.313 4.508 0.929 0.130 C3 5XH 3 5XH O1 O1 O 0 1 N N N -21.139 2.333 54.057 -2.532 -3.104 0.299 O1 5XH 4 5XH O2 O2 O 0 1 N N N -17.976 -4.563 51.288 2.012 0.163 0.980 O2 5XH 5 5XH C11 C4 C 0 1 Y N N -19.649 0.800 52.174 -2.507 -0.460 0.098 C11 5XH 6 5XH C12 C5 C 0 1 N N N -21.692 1.395 53.476 -1.464 -2.582 0.043 C12 5XH 7 5XH C13 C6 C 0 1 Y N N -23.131 1.066 53.738 -0.256 -3.420 -0.141 C13 5XH 8 5XH C14 C7 C 0 1 Y N N -23.727 1.572 54.888 0.982 -2.840 -0.436 C14 5XH 9 5XH C15 C8 C 0 1 Y N N -25.017 1.189 55.188 2.082 -3.659 -0.599 C15 5XH 10 5XH C16 C9 C 0 1 Y N N -25.170 -0.125 53.303 0.830 -5.554 -0.198 C16 5XH 11 5XH C17 C10 C 0 1 N N N -26.001 -1.061 52.480 0.773 -7.055 -0.076 C17 5XH 12 5XH C18 C11 C 0 1 Y N N -23.876 0.217 52.922 -0.321 -4.811 -0.019 C18 5XH 13 5XH C19 C12 C 0 1 Y N N -17.584 1.364 52.271 -4.574 0.122 0.475 C19 5XH 14 5XH C20 C13 C 0 1 Y N N -16.376 1.928 52.680 -5.942 0.204 0.747 C20 5XH 15 5XH C21 C14 C 0 1 Y N N -15.211 1.598 52.009 -6.560 1.433 0.782 C21 5XH 16 5XH C22 C15 C 0 1 Y N N -15.241 0.723 50.937 -5.834 2.593 0.549 C22 5XH 17 5XH C23 C16 C 0 1 Y N N -16.427 0.120 50.517 -4.483 2.529 0.280 C23 5XH 18 5XH C24 C17 C 0 1 N N N -16.400 -0.871 49.383 -3.703 3.793 0.027 C24 5XH 19 5XH C25 C18 C 0 1 Y N N -17.607 0.441 51.201 -3.845 1.298 0.237 C25 5XH 20 5XH C26 C19 C 0 1 N N N -19.502 -2.290 51.199 -0.277 1.519 0.710 C26 5XH 21 5XH C27 C20 C 0 1 N N N -19.168 -9.371 47.775 8.181 1.607 0.285 C27 5XH 22 5XH C5 C21 C 0 1 N N N -18.977 -4.548 50.571 2.118 1.234 0.414 C5 5XH 23 5XH C4 C22 C 0 1 N N N -19.233 -5.718 49.649 3.434 1.689 -0.060 C4 5XH 24 5XH N1 N1 N 0 1 N N N -18.600 -8.051 48.044 6.809 1.389 0.762 N1 5XH 25 5XH N2 N2 N 0 1 N N N -19.933 -3.591 50.684 1.028 2.005 0.222 N2 5XH 26 5XH C10 C23 C 0 1 N N R -19.550 -1.038 50.288 -1.406 1.778 -0.303 C10 5XH 27 5XH C9 C24 C 0 1 N N N -20.922 -0.718 49.658 -0.919 1.501 -1.704 C9 5XH 28 5XH C8 C25 C 0 1 N N N -21.498 -1.809 48.769 -0.374 2.789 -2.314 C8 5XH 29 5XH C7 C26 C 0 1 N N N -22.128 -3.009 49.487 1.030 3.071 -1.979 C7 5XH 30 5XH C6 C27 C 0 1 N N N -21.376 -3.849 50.533 1.187 3.272 -0.454 C6 5XH 31 5XH N3 N3 N 0 1 Y N N -18.987 0.031 51.133 -2.540 0.901 -0.001 N3 5XH 32 5XH N6 N4 N 0 1 Y N N -18.835 1.591 52.837 -3.703 -0.916 0.375 N6 5XH 33 5XH N4 N5 N 0 1 N N N -21.043 0.629 52.528 -1.379 -1.242 -0.073 N4 5XH 34 5XH N5 N6 N 0 1 Y N N -25.743 0.350 54.431 1.976 -4.967 -0.481 N5 5XH 35 5XH H1 H1 H 0 1 N N N -17.108 -6.763 47.310 6.504 3.385 1.342 H1 5XH 36 5XH H2 H2 H 0 1 N N N -16.734 -8.516 47.193 5.418 2.202 2.110 H2 5XH 37 5XH H3 H3 H 0 1 N N N -17.925 -7.775 46.071 7.119 2.313 2.623 H3 5XH 38 5XH H4 H4 H 0 1 N N N -18.139 -9.008 49.831 6.211 0.725 -1.140 H4 5XH 39 5XH H5 H5 H 0 1 N N N -17.035 -7.672 49.359 5.769 2.406 -0.754 H5 5XH 40 5XH H6 H6 H 0 1 N N N -19.083 -7.289 51.338 4.415 -0.023 0.632 H6 5XH 41 5XH H8 H8 H 0 1 N N N -23.190 2.251 55.533 1.076 -1.769 -0.534 H8 5XH 42 5XH H9 H9 H 0 1 N N N -25.470 1.587 56.084 3.043 -3.221 -0.827 H9 5XH 43 5XH H10 H10 H 0 1 N N N -26.979 -1.204 52.962 0.968 -7.343 0.957 H10 5XH 44 5XH H11 H11 H 0 1 N N N -26.146 -0.636 51.476 -0.216 -7.406 -0.370 H11 5XH 45 5XH H12 H12 H 0 1 N N N -25.488 -2.030 52.397 1.525 -7.501 -0.726 H12 5XH 46 5XH H13 H13 H 0 1 N N N -23.455 -0.170 52.006 -1.257 -5.298 0.213 H13 5XH 47 5XH H14 H14 H 0 1 N N N -16.350 2.616 53.512 -6.514 -0.695 0.929 H14 5XH 48 5XH H15 H15 H 0 1 N N N -14.271 2.027 52.324 -7.617 1.496 0.993 H15 5XH 49 5XH H16 H16 H 0 1 N N N -14.323 0.501 50.412 -6.331 3.551 0.579 H16 5XH 50 5XH H17 H17 H 0 1 N N N -16.227 -1.881 49.782 -3.202 4.101 0.945 H17 5XH 51 5XH H18 H18 H 0 1 N N N -17.363 -0.847 48.852 -2.960 3.613 -0.749 H18 5XH 52 5XH H19 H19 H 0 1 N N N -15.590 -0.609 48.686 -4.383 4.581 -0.297 H19 5XH 53 5XH H20 H20 H 0 1 N N N -18.457 -2.407 51.521 -0.208 0.447 0.898 H20 5XH 54 5XH H21 H21 H 0 1 N N N -20.133 -2.070 52.073 -0.517 2.027 1.645 H21 5XH 55 5XH H22 H22 H 0 1 N N N -19.974 -9.577 48.495 8.866 1.598 1.133 H22 5XH 56 5XH H23 H23 H 0 1 N N N -19.574 -9.394 46.753 8.454 0.814 -0.411 H23 5XH 57 5XH H24 H24 H 0 1 N N N -18.383 -10.135 47.875 8.242 2.571 -0.220 H24 5XH 58 5XH H25 H25 H 0 1 N N N -19.639 -5.631 48.652 3.527 2.641 -0.563 H25 5XH 59 5XH H28 H28 H 0 1 N N N -18.849 -1.217 49.459 -1.725 2.818 -0.232 H28 5XH 60 5XH H29 H29 H 0 1 N N N -20.813 0.193 49.051 -0.129 0.751 -1.673 H29 5XH 61 5XH H30 H30 H 0 1 N N N -21.636 -0.532 50.474 -1.746 1.133 -2.311 H30 5XH 62 5XH H31 H31 H 0 1 N N N -20.684 -2.188 48.134 -0.465 2.724 -3.398 H31 5XH 63 5XH H32 H32 H 0 1 N N N -22.274 -1.352 48.137 -0.986 3.622 -1.968 H32 5XH 64 5XH H33 H33 H 0 1 N N N -23.023 -2.622 49.996 1.651 2.235 -2.300 H33 5XH 65 5XH H34 H34 H 0 1 N N N -21.850 -3.666 51.509 0.429 3.971 -0.100 H34 5XH 66 5XH H35 H35 H 0 1 N N N -21.565 -0.084 52.060 -0.527 -0.826 -0.278 H35 5XH 67 5XH H7 H7 H 0 1 N N N -22.431 -3.711 48.696 1.350 3.975 -2.497 H7 5XH 68 5XH H26 H26 H 0 1 N N N -21.497 -4.907 50.259 2.178 3.675 -0.242 H26 5XH 69 # 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 5XH C1 N1 SING N N 1 5XH C27 N1 SING N N 2 5XH N1 C2 SING N N 3 5XH C8 C7 SING N N 4 5XH C8 C9 SING N N 5 5XH C24 C23 SING N N 6 5XH C2 C3 SING N N 7 5XH C7 C6 SING N N 8 5XH C4 C3 DOUB N E 9 5XH C4 C5 SING N N 10 5XH C9 C10 SING N N 11 5XH C10 N3 SING N N 12 5XH C10 C26 SING N N 13 5XH C23 C22 DOUB Y N 14 5XH C23 C25 SING Y N 15 5XH C6 N2 SING N N 16 5XH C5 N2 SING N N 17 5XH C5 O2 DOUB N N 18 5XH N2 C26 SING N N 19 5XH C22 C21 SING Y N 20 5XH N3 C25 SING Y N 21 5XH N3 C11 SING Y N 22 5XH C25 C19 DOUB Y N 23 5XH C21 C20 DOUB Y N 24 5XH C11 N4 SING N N 25 5XH C11 N6 DOUB Y N 26 5XH C19 C20 SING Y N 27 5XH C19 N6 SING Y N 28 5XH C17 C16 SING N N 29 5XH N4 C12 SING N N 30 5XH C18 C16 DOUB Y N 31 5XH C18 C13 SING Y N 32 5XH C16 N5 SING Y N 33 5XH C12 C13 SING N N 34 5XH C12 O1 DOUB N N 35 5XH C13 C14 DOUB Y N 36 5XH N5 C15 DOUB Y N 37 5XH C14 C15 SING Y N 38 5XH C1 H1 SING N N 39 5XH C1 H2 SING N N 40 5XH C1 H3 SING N N 41 5XH C2 H4 SING N N 42 5XH C2 H5 SING N N 43 5XH C3 H6 SING N N 44 5XH C14 H8 SING N N 45 5XH C15 H9 SING N N 46 5XH C17 H10 SING N N 47 5XH C17 H11 SING N N 48 5XH C17 H12 SING N N 49 5XH C18 H13 SING N N 50 5XH C20 H14 SING N N 51 5XH C21 H15 SING N N 52 5XH C22 H16 SING N N 53 5XH C24 H17 SING N N 54 5XH C24 H18 SING N N 55 5XH C24 H19 SING N N 56 5XH C26 H20 SING N N 57 5XH C26 H21 SING N N 58 5XH C27 H22 SING N N 59 5XH C27 H23 SING N N 60 5XH C27 H24 SING N N 61 5XH C4 H25 SING N N 62 5XH C10 H28 SING N N 63 5XH C9 H29 SING N N 64 5XH C9 H30 SING N N 65 5XH C8 H31 SING N N 66 5XH C8 H32 SING N N 67 5XH C7 H33 SING N N 68 5XH C6 H34 SING N N 69 5XH N4 H35 SING N N 70 5XH C7 H7 SING N N 71 5XH C6 H26 SING N N 72 # 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 5XH InChI InChI 1.03 "InChI=1S/C27H34N6O2/c1-19-9-7-11-23-25(19)33(27(29-23)30-26(35)21-13-14-28-20(2)17-21)22-10-5-6-16-32(18-22)24(34)12-8-15-31(3)4/h7-9,11-14,17,22H,5-6,10,15-16,18H2,1-4H3,(H,29,30,35)/b12-8+/t22-/m1/s1" 5XH InChIKey InChI 1.03 SKLAQDNYYXAFGK-QWDXWUACSA-N 5XH SMILES_CANONICAL CACTVS 3.385 "CN(C)C/C=C/C(=O)N1CCCC[C@H](C1)n2c(NC(=O)c3ccnc(C)c3)nc4cccc(C)c24" 5XH SMILES CACTVS 3.385 "CN(C)CC=CC(=O)N1CCCC[CH](C1)n2c(NC(=O)c3ccnc(C)c3)nc4cccc(C)c24" 5XH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1cccc2c1n(c(n2)NC(=O)c3ccnc(c3)C)[C@@H]4CCCCN(C4)C(=O)C=CCN(C)C" 5XH SMILES "OpenEye OEToolkits" 2.0.4 "Cc1cccc2c1n(c(n2)NC(=O)c3ccnc(c3)C)C4CCCCN(C4)C(=O)C=CCN(C)C" # 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 5XH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "~{N}-[1-[(3~{R})-1-[4-(dimethylamino)but-2-enoyl]azepan-3-yl]-7-methyl-benzimidazol-2-yl]-2-methyl-pyridine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5XH "Create component" 2015-12-21 RCSB 5XH "Initial release" 2016-07-27 RCSB #