data_3Y3 # _chem_comp.id 3Y3 _chem_comp.name "1-{(1S)-1-[4-(3-amino-1H-indazol-6-yl)-5-chloro-1H-imidazol-2-yl]-2-phenylethyl}-3-[2-(aminomethyl)-5-chlorobenzyl]urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H26 Cl2 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-09 _chem_comp.pdbx_modified_date 2015-02-13 _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 549.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3Y3 _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 4X6M _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 3Y3 C13 C1 C 0 1 Y N N 45.351 -22.306 32.149 7.053 -1.386 1.065 C13 3Y3 1 3Y3 C16 C2 C 0 1 Y N N 46.793 -20.888 30.840 7.063 0.160 -0.811 C16 3Y3 2 3Y3 C15 C3 C 0 1 Y N N 46.623 -21.788 31.910 7.760 -0.625 0.128 C15 3Y3 3 3Y3 C19 C4 C 0 1 Y N N 47.976 -21.975 32.430 9.184 -0.422 -0.145 C19 3Y3 4 3Y3 C21 C5 C 0 1 Y N N 40.549 -23.960 27.475 -1.937 3.097 0.991 C21 3Y3 5 3Y3 C22 C6 C 0 1 Y N N 39.789 -23.203 28.352 -0.742 3.187 0.303 C22 3Y3 6 3Y3 C23 C7 C 0 1 Y N N 39.699 -23.623 29.675 -0.581 4.146 -0.680 C23 3Y3 7 3Y3 C24 C8 C 0 1 Y N N 40.418 -24.716 30.124 -1.616 5.014 -0.974 C24 3Y3 8 3Y3 C11 C9 C 0 1 Y N N 44.476 -21.092 30.249 4.988 -0.595 0.135 C11 3Y3 9 3Y3 C12 C10 C 0 1 Y N N 45.728 -20.522 30.022 5.672 0.172 -0.798 C12 3Y3 10 3Y3 C34 C11 C 0 1 Y N N 35.038 -14.376 28.974 -7.069 -2.456 -0.543 C34 3Y3 11 3Y3 C27 C12 C 0 1 N N N 39.256 -21.853 27.932 0.386 2.241 0.624 C27 3Y3 12 3Y3 C33 C13 C 0 1 Y N N 35.647 -13.328 28.323 -7.630 -2.214 0.698 C33 3Y3 13 3Y3 C1 C14 C 0 1 N N N 37.339 -17.273 28.246 -4.528 0.327 -0.776 C1 3Y3 14 3Y3 N2 N1 N 0 1 N N N 38.558 -17.323 29.035 -3.254 -0.052 -0.160 N2 3Y3 15 3Y3 C3 C15 C 0 1 N N S 39.796 -20.718 28.820 0.270 0.993 -0.253 C3 3Y3 16 3Y3 N4 N2 N 0 1 N N N 39.222 -19.433 28.464 -0.955 0.266 0.090 N4 3Y3 17 3Y3 C5 C16 C 0 1 Y N N 41.290 -20.657 28.799 1.464 0.102 -0.021 C5 3Y3 18 3Y3 N6 N3 N 0 1 Y N N 42.018 -20.376 27.647 1.414 -1.206 0.339 N6 3Y3 19 3Y3 C7 C17 C 0 1 Y N N 43.333 -20.486 28.007 2.703 -1.648 0.447 C7 3Y3 20 3Y3 C8 C18 C 0 1 Y N N 43.352 -20.808 29.338 3.505 -0.590 0.148 C8 3Y3 21 3Y3 N9 N4 N 0 1 Y N N 42.068 -20.908 29.826 2.711 0.462 -0.138 N9 3Y3 22 3Y3 CL CL1 CL 0 0 N N N 44.587 -20.259 26.871 3.217 -3.248 0.882 CL 3Y3 23 3Y3 C14 C19 C 0 1 Y N N 44.297 -21.972 31.320 5.691 -1.372 1.065 C14 3Y3 24 3Y3 N17 N5 N 0 1 Y N N 48.119 -20.592 30.776 8.007 0.784 -1.586 N17 3Y3 25 3Y3 N18 N6 N 0 1 Y N N 48.850 -21.256 31.731 9.281 0.406 -1.151 N18 3Y3 26 3Y3 N20 N7 N 0 1 N N N 48.343 -22.709 33.493 10.247 -1.008 0.546 N20 3Y3 27 3Y3 C25 C20 C 0 1 Y N N 41.212 -25.424 29.254 -2.811 4.923 -0.286 C25 3Y3 28 3Y3 C26 C21 C 0 1 Y N N 41.268 -25.055 27.927 -2.972 3.964 0.696 C26 3Y3 29 3Y3 C28 C22 C 0 1 N N N 39.116 -18.480 29.428 -2.127 0.616 -0.476 C28 3Y3 30 3Y3 O29 O1 O 0 1 N N N 39.568 -18.633 30.560 -2.168 1.534 -1.272 O29 3Y3 31 3Y3 C30 C23 C 0 1 Y N N 36.722 -15.905 28.212 -5.623 -0.568 -0.257 C30 3Y3 32 3Y3 C31 C24 C 0 1 Y N N 37.363 -14.844 27.536 -6.188 -0.324 0.981 C31 3Y3 33 3Y3 C32 C25 C 0 1 Y N N 36.815 -13.566 27.613 -7.190 -1.148 1.459 C32 3Y3 34 3Y3 C35 C26 C 0 1 Y N N 35.552 -15.649 28.919 -6.063 -1.634 -1.019 C35 3Y3 35 3Y3 CL1 CL2 CL 0 0 N N N 33.618 -14.084 29.939 -7.621 -3.796 -1.500 CL1 3Y3 36 3Y3 C37 C27 C 0 1 N N N 38.633 -15.020 26.724 -5.708 0.839 1.811 C37 3Y3 37 3Y3 N38 N8 N 0 1 N N N 38.388 -15.272 25.282 -6.333 2.077 1.328 N38 3Y3 38 3Y3 H46 H1 H 0 1 N N N 45.189 -22.971 32.985 7.587 -1.988 1.786 H46 3Y3 39 3Y3 H51 H2 H 0 1 N N N 40.581 -23.694 26.429 -2.064 2.344 1.756 H51 3Y3 40 3Y3 H52 H3 H 0 1 N N N 39.059 -23.088 30.361 0.353 4.217 -1.217 H52 3Y3 41 3Y3 H53 H4 H 0 1 N N N 40.355 -25.014 31.160 -1.490 5.763 -1.742 H53 3Y3 42 3Y3 H45 H5 H 0 1 N N N 45.869 -19.808 29.224 5.127 0.770 -1.513 H45 3Y3 43 3Y3 H57 H6 H 0 1 N N N 39.554 -21.662 26.891 1.339 2.733 0.431 H57 3Y3 44 3Y3 H56 H7 H 0 1 N N N 38.158 -21.867 28.002 0.331 1.953 1.674 H56 3Y3 45 3Y3 H59 H8 H 0 1 N N N 35.223 -12.336 28.364 -8.413 -2.857 1.071 H59 3Y3 46 3Y3 H40 H9 H 0 1 N N N 36.612 -17.976 28.679 -4.757 1.363 -0.526 H40 3Y3 47 3Y3 H39 H10 H 0 1 N N N 37.575 -17.578 27.216 -4.454 0.222 -1.858 H39 3Y3 48 3Y3 H41 H11 H 0 1 N N N 38.998 -16.464 29.295 -3.222 -0.785 0.475 H41 3Y3 49 3Y3 H42 H12 H 0 1 N N N 39.492 -20.949 29.852 0.235 1.288 -1.302 H42 3Y3 50 3Y3 H43 H13 H 0 1 N N N 38.912 -19.253 27.531 -0.923 -0.466 0.726 H43 3Y3 51 3Y3 H44 H14 H 0 1 N N N 41.656 -20.142 26.745 0.613 -1.730 0.491 H44 3Y3 52 3Y3 H47 H16 H 0 1 N N N 43.321 -22.397 31.502 5.148 -1.964 1.787 H47 3Y3 53 3Y3 H48 H17 H 0 1 N N N 48.517 -19.962 30.109 7.820 1.391 -2.319 H48 3Y3 54 3Y3 H49 H18 H 0 1 N N N 49.327 -22.613 33.641 10.071 -1.613 1.284 H49 3Y3 55 3Y3 H50 H19 H 0 1 N N N 47.852 -22.390 34.304 11.161 -0.810 0.289 H50 3Y3 56 3Y3 H54 H20 H 0 1 N N N 41.789 -26.265 29.608 -3.619 5.602 -0.516 H54 3Y3 57 3Y3 H55 H21 H 0 1 N N N 41.875 -25.622 27.237 -3.906 3.894 1.234 H55 3Y3 58 3Y3 H58 H22 H 0 1 N N N 37.308 -12.746 27.111 -7.628 -0.958 2.428 H58 3Y3 59 3Y3 H60 H23 H 0 1 N N N 35.045 -16.455 29.428 -5.621 -1.825 -1.986 H60 3Y3 60 3Y3 H62 H24 H 0 1 N N N 39.193 -15.873 27.135 -5.981 0.677 2.854 H62 3Y3 61 3Y3 H61 H25 H 0 1 N N N 39.236 -14.105 26.819 -4.625 0.922 1.728 H61 3Y3 62 3Y3 H64 H26 H 0 1 N N N 39.262 -15.378 24.808 -7.339 2.001 1.335 H64 3Y3 63 3Y3 H63 H27 H 0 1 N N N 37.849 -16.107 25.177 -6.027 2.872 1.869 H63 3Y3 64 # 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 3Y3 N38 C37 SING N N 1 3Y3 C37 C31 SING N N 2 3Y3 CL C7 SING N N 3 3Y3 C21 C26 DOUB Y N 4 3Y3 C21 C22 SING Y N 5 3Y3 C31 C32 DOUB Y N 6 3Y3 C31 C30 SING Y N 7 3Y3 C32 C33 SING Y N 8 3Y3 N6 C7 SING Y N 9 3Y3 N6 C5 SING Y N 10 3Y3 C26 C25 SING Y N 11 3Y3 C27 C22 SING N N 12 3Y3 C27 C3 SING N N 13 3Y3 C7 C8 DOUB Y N 14 3Y3 C30 C1 SING N N 15 3Y3 C30 C35 DOUB Y N 16 3Y3 C1 N2 SING N N 17 3Y3 C33 C34 DOUB Y N 18 3Y3 C22 C23 DOUB Y N 19 3Y3 N4 C3 SING N N 20 3Y3 N4 C28 SING N N 21 3Y3 C5 C3 SING N N 22 3Y3 C5 N9 DOUB Y N 23 3Y3 C35 C34 SING Y N 24 3Y3 C34 CL1 SING N N 25 3Y3 N2 C28 SING N N 26 3Y3 C25 C24 DOUB Y N 27 3Y3 C8 N9 SING Y N 28 3Y3 C8 C11 SING N N 29 3Y3 C28 O29 DOUB N N 30 3Y3 C23 C24 SING Y N 31 3Y3 C12 C11 DOUB Y N 32 3Y3 C12 C16 SING Y N 33 3Y3 C11 C14 SING Y N 34 3Y3 N17 C16 SING Y N 35 3Y3 N17 N18 SING Y N 36 3Y3 C16 C15 DOUB Y N 37 3Y3 C14 C13 DOUB Y N 38 3Y3 N18 C19 DOUB Y N 39 3Y3 C15 C13 SING Y N 40 3Y3 C15 C19 SING Y N 41 3Y3 C19 N20 SING N N 42 3Y3 C13 H46 SING N N 43 3Y3 C21 H51 SING N N 44 3Y3 C23 H52 SING N N 45 3Y3 C24 H53 SING N N 46 3Y3 C12 H45 SING N N 47 3Y3 C27 H57 SING N N 48 3Y3 C27 H56 SING N N 49 3Y3 C33 H59 SING N N 50 3Y3 C1 H40 SING N N 51 3Y3 C1 H39 SING N N 52 3Y3 N2 H41 SING N N 53 3Y3 C3 H42 SING N N 54 3Y3 N4 H43 SING N N 55 3Y3 N6 H44 SING N N 56 3Y3 C14 H47 SING N N 57 3Y3 N17 H48 SING N N 58 3Y3 N20 H49 SING N N 59 3Y3 N20 H50 SING N N 60 3Y3 C25 H54 SING N N 61 3Y3 C26 H55 SING N N 62 3Y3 C32 H58 SING N N 63 3Y3 C35 H60 SING N N 64 3Y3 C37 H62 SING N N 65 3Y3 C37 H61 SING N N 66 3Y3 N38 H64 SING N N 67 3Y3 N38 H63 SING N N 68 # 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 3Y3 SMILES ACDLabs 12.01 "Clc1cc(c(cc1)CN)CNC(=O)NC(c4nc(c2ccc3c(c2)nnc3N)c(Cl)n4)Cc5ccccc5" 3Y3 InChI InChI 1.03 "InChI=1S/C27H26Cl2N8O/c28-19-8-6-17(13-30)18(11-19)14-32-27(38)33-22(10-15-4-2-1-3-5-15)26-34-23(24(29)35-26)16-7-9-20-21(12-16)36-37-25(20)31/h1-9,11-12,22H,10,13-14,30H2,(H,34,35)(H3,31,36,37)(H2,32,33,38)/t22-/m0/s1" 3Y3 InChIKey InChI 1.03 PKKLAAQPYSEUAW-QFIPXVFZSA-N 3Y3 SMILES_CANONICAL CACTVS 3.385 "NCc1ccc(Cl)cc1CNC(=O)N[C@@H](Cc2ccccc2)c3[nH]c(Cl)c(n3)c4ccc5c(N)n[nH]c5c4" 3Y3 SMILES CACTVS 3.385 "NCc1ccc(Cl)cc1CNC(=O)N[CH](Cc2ccccc2)c3[nH]c(Cl)c(n3)c4ccc5c(N)n[nH]c5c4" 3Y3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)C[C@@H](c2[nH]c(c(n2)c3ccc4c(c3)[nH]nc4N)Cl)NC(=O)NCc5cc(ccc5CN)Cl" 3Y3 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CC(c2[nH]c(c(n2)c3ccc4c(c3)[nH]nc4N)Cl)NC(=O)NCc5cc(ccc5CN)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 3Y3 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{(1S)-1-[4-(3-amino-1H-indazol-6-yl)-5-chloro-1H-imidazol-2-yl]-2-phenylethyl}-3-[2-(aminomethyl)-5-chlorobenzyl]urea" 3Y3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[[2-(aminomethyl)-5-chloranyl-phenyl]methyl]-3-[(1S)-1-[4-(3-azanyl-1H-indazol-6-yl)-5-chloranyl-1H-imidazol-2-yl]-2-phenyl-ethyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3Y3 "Create component" 2014-12-09 RCSB 3Y3 "Initial release" 2015-02-18 RCSB #