data_4ZB # _chem_comp.id 4ZB _chem_comp.name "(3R)-3-methyl-1-(4-{[2-methyl-1-(propan-2-yl)-1H-imidazo[4,5-c]pyridin-6-yl]amino}pyrimidin-2-yl)pyrrolidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H26 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-01 _chem_comp.pdbx_modified_date 2015-10-30 _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 394.473 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4ZB _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 5CAN _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 4ZB C4 C1 C 0 1 Y N N -53.075 1.558 -19.613 3.109 1.367 0.419 C4 4ZB 1 4ZB C5 C2 C 0 1 Y N N -54.075 2.520 -19.840 1.739 1.243 0.639 C5 4ZB 2 4ZB C11 C3 C 0 1 N N N -51.054 -1.092 -21.108 6.276 -0.191 -0.535 C11 4ZB 3 4ZB C7 C4 C 0 1 Y N N -54.307 1.844 -22.085 1.799 -1.011 0.109 C7 4ZB 4 4ZB C8 C5 C 0 1 Y N N -53.279 0.914 -21.950 3.163 -0.974 -0.139 C8 4ZB 5 4ZB C9 C6 C 0 1 Y N N -52.670 0.740 -20.702 3.838 0.229 0.017 C9 4ZB 6 4ZB C12 C7 C 0 1 N N N -49.552 -0.891 -21.322 6.515 -1.275 0.518 C12 4ZB 7 4ZB C13 C8 C 0 1 N N N -51.485 -2.530 -20.821 5.970 -0.848 -1.882 C13 4ZB 8 4ZB N3 N1 N 0 1 Y N N -52.324 1.177 -18.541 3.995 2.393 0.495 N3 4ZB 9 4ZB C1 C9 C 0 1 N N N -50.577 -0.410 -17.875 6.425 2.822 0.152 C1 4ZB 10 4ZB C2 C10 C 0 1 Y N N -51.527 0.197 -18.876 5.184 1.969 0.181 C2 4ZB 11 4ZB N6 N2 N 0 1 Y N N -54.654 2.606 -21.033 1.141 0.080 0.480 N6 4ZB 12 4ZB N10 N3 N 0 1 Y N N -51.690 -0.100 -20.222 5.141 0.642 -0.129 N10 4ZB 13 4ZB N14 N4 N 0 1 N N N -54.970 2.053 -23.308 1.107 -2.211 -0.044 N14 4ZB 14 4ZB C15 C11 C 0 1 Y N N -55.013 1.197 -24.405 -0.274 -2.237 0.087 C15 4ZB 15 4ZB C16 C12 C 0 1 Y N N -56.160 1.132 -25.214 -0.966 -3.449 0.053 C16 4ZB 16 4ZB C17 C13 C 0 1 Y N N -56.139 0.281 -26.316 -2.341 -3.426 0.187 C17 4ZB 17 4ZB N18 N5 N 0 1 Y N N -55.038 -0.432 -26.581 -2.958 -2.264 0.344 N18 4ZB 18 4ZB C19 C14 C 0 1 Y N N -53.975 -0.392 -25.773 -2.275 -1.129 0.373 C19 4ZB 19 4ZB N20 N6 N 0 1 Y N N -53.965 0.445 -24.737 -0.956 -1.108 0.253 N20 4ZB 20 4ZB N21 N7 N 0 1 N N N -52.785 -1.043 -26.090 -2.957 0.064 0.538 N21 4ZB 21 4ZB C22 C15 C 0 1 N N N -51.810 -1.223 -24.980 -2.731 0.970 -0.618 C22 4ZB 22 4ZB C23 C16 C 0 1 N N N -50.658 -1.969 -25.703 -3.915 1.961 -0.572 C23 4ZB 23 4ZB C24 C17 C 0 1 N N R -51.432 -2.964 -26.603 -5.029 1.218 0.193 C24 4ZB 24 4ZB C25 C18 C 0 1 N N N -52.809 -2.303 -26.863 -4.425 -0.158 0.546 C25 4ZB 25 4ZB C26 C19 C 0 1 N N N -50.700 -3.058 -27.949 -5.398 1.981 1.467 C26 4ZB 26 4ZB C27 C20 C 0 1 N N N -51.579 -4.294 -25.858 -6.243 1.048 -0.684 C27 4ZB 27 4ZB O28 O1 O 0 1 N N N -52.301 -4.390 -24.868 -6.235 1.475 -1.819 O28 4ZB 28 4ZB N29 N8 N 0 1 N N N -50.901 -5.399 -26.247 -7.337 0.422 -0.207 N29 4ZB 29 4ZB H1 H1 H 0 1 N N N -54.372 3.188 -19.045 1.164 2.105 0.943 H1 4ZB 30 4ZB H2 H2 H 0 1 N N N -51.487 -0.884 -22.098 7.168 0.429 -0.627 H2 4ZB 31 4ZB H3 H3 H 0 1 N N N -52.955 0.333 -22.800 3.691 -1.867 -0.441 H3 4ZB 32 4ZB H4 H4 H 0 1 N N N -49.348 0.172 -21.520 7.413 -1.838 0.262 H4 4ZB 33 4ZB H5 H5 H 0 1 N N N -49.008 -1.206 -20.420 6.645 -0.810 1.495 H5 4ZB 34 4ZB H6 H6 H 0 1 N N N -49.220 -1.494 -22.180 5.659 -1.949 0.547 H6 4ZB 35 4ZB H7 H7 H 0 1 N N N -52.576 -2.566 -20.684 5.799 -0.076 -2.632 H7 4ZB 36 4ZB H8 H8 H 0 1 N N N -51.201 -3.174 -21.667 6.814 -1.468 -2.184 H8 4ZB 37 4ZB H9 H9 H 0 1 N N N -50.988 -2.886 -19.906 5.078 -1.468 -1.790 H9 4ZB 38 4ZB H10 H10 H 0 1 N N N -50.690 0.098 -16.906 6.857 2.869 1.152 H10 4ZB 39 4ZB H11 H11 H 0 1 N N N -50.804 -1.480 -17.756 7.149 2.387 -0.536 H11 4ZB 40 4ZB H12 H12 H 0 1 N N N -49.543 -0.292 -18.232 6.167 3.828 -0.180 H12 4ZB 41 4ZB H13 H13 H 0 1 N N N -55.468 2.916 -23.400 1.590 -3.029 -0.242 H13 4ZB 42 4ZB H14 H14 H 0 1 N N N -57.033 1.725 -24.987 -0.439 -4.383 -0.076 H14 4ZB 43 4ZB H15 H15 H 0 1 N N N -57.007 0.197 -26.953 -2.907 -4.346 0.165 H15 4ZB 44 4ZB H16 H16 H 0 1 N N N -51.474 -0.255 -24.579 -1.786 1.502 -0.506 H16 4ZB 45 4ZB H17 H17 H 0 1 N N N -52.234 -1.830 -24.166 -2.741 0.406 -1.551 H17 4ZB 46 4ZB H18 H18 H 0 1 N N N -50.013 -2.498 -24.986 -3.629 2.868 -0.040 H18 4ZB 47 4ZB H19 H19 H 0 1 N N N -50.049 -1.277 -26.304 -4.244 2.203 -1.583 H19 4ZB 48 4ZB H20 H20 H 0 1 N N N -52.941 -2.096 -27.935 -4.702 -0.898 -0.205 H20 4ZB 49 4ZB H21 H21 H 0 1 N N N -53.623 -2.955 -26.513 -4.756 -0.476 1.535 H21 4ZB 50 4ZB H22 H22 H 0 1 N N N -49.715 -3.524 -27.800 -6.168 1.432 2.010 H22 4ZB 51 4ZB H23 H23 H 0 1 N N N -51.292 -3.668 -28.647 -4.514 2.086 2.097 H23 4ZB 52 4ZB H24 H24 H 0 1 N N N -50.568 -2.049 -28.366 -5.775 2.969 1.202 H24 4ZB 53 4ZB H25 H25 H 0 1 N N N -50.998 -6.252 -25.734 -7.343 0.080 0.701 H25 4ZB 54 4ZB H26 H26 H 0 1 N N N -50.303 -5.363 -27.048 -8.118 0.312 -0.771 H26 4ZB 55 # 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 4ZB C26 C24 SING N N 1 4ZB C25 C24 SING N N 2 4ZB C25 N21 SING N N 3 4ZB C24 C27 SING N N 4 4ZB C24 C23 SING N N 5 4ZB N18 C17 DOUB Y N 6 4ZB N18 C19 SING Y N 7 4ZB C17 C16 SING Y N 8 4ZB N29 C27 SING N N 9 4ZB N21 C19 SING N N 10 4ZB N21 C22 SING N N 11 4ZB C27 O28 DOUB N N 12 4ZB C19 N20 DOUB Y N 13 4ZB C23 C22 SING N N 14 4ZB C16 C15 DOUB Y N 15 4ZB N20 C15 SING Y N 16 4ZB C15 N14 SING N N 17 4ZB N14 C7 SING N N 18 4ZB C7 C8 DOUB Y N 19 4ZB C7 N6 SING Y N 20 4ZB C8 C9 SING Y N 21 4ZB C12 C11 SING N N 22 4ZB C11 C13 SING N N 23 4ZB C11 N10 SING N N 24 4ZB N6 C5 DOUB Y N 25 4ZB C9 N10 SING Y N 26 4ZB C9 C4 DOUB Y N 27 4ZB N10 C2 SING Y N 28 4ZB C5 C4 SING Y N 29 4ZB C4 N3 SING Y N 30 4ZB C2 N3 DOUB Y N 31 4ZB C2 C1 SING N N 32 4ZB C5 H1 SING N N 33 4ZB C11 H2 SING N N 34 4ZB C8 H3 SING N N 35 4ZB C12 H4 SING N N 36 4ZB C12 H5 SING N N 37 4ZB C12 H6 SING N N 38 4ZB C13 H7 SING N N 39 4ZB C13 H8 SING N N 40 4ZB C13 H9 SING N N 41 4ZB C1 H10 SING N N 42 4ZB C1 H11 SING N N 43 4ZB C1 H12 SING N N 44 4ZB N14 H13 SING N N 45 4ZB C16 H14 SING N N 46 4ZB C17 H15 SING N N 47 4ZB C22 H16 SING N N 48 4ZB C22 H17 SING N N 49 4ZB C23 H18 SING N N 50 4ZB C23 H19 SING N N 51 4ZB C25 H20 SING N N 52 4ZB C25 H21 SING N N 53 4ZB C26 H22 SING N N 54 4ZB C26 H23 SING N N 55 4ZB C26 H24 SING N N 56 4ZB N29 H25 SING N N 57 4ZB N29 H26 SING N N 58 # 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 4ZB SMILES ACDLabs 12.01 "c21nc(C)n(C(C)C)c1cc(nc2)Nc3ccnc(n3)N4CCC(C(=O)N)(C4)C" 4ZB InChI InChI 1.03 "InChI=1S/C20H26N8O/c1-12(2)28-13(3)24-14-10-23-17(9-15(14)28)25-16-5-7-22-19(26-16)27-8-6-20(4,11-27)18(21)29/h5,7,9-10,12H,6,8,11H2,1-4H3,(H2,21,29)(H,22,23,25,26)/t20-/m1/s1" 4ZB InChIKey InChI 1.03 WPZKCOGUAMITHT-HXUWFJFHSA-N 4ZB SMILES_CANONICAL CACTVS 3.385 "CC(C)n1c(C)nc2cnc(Nc3ccnc(n3)N4CC[C@](C)(C4)C(N)=O)cc12" 4ZB SMILES CACTVS 3.385 "CC(C)n1c(C)nc2cnc(Nc3ccnc(n3)N4CC[C](C)(C4)C(N)=O)cc12" 4ZB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nc2cnc(cc2n1C(C)C)Nc3ccnc(n3)N4CC[C@@](C4)(C)C(=O)N" 4ZB SMILES "OpenEye OEToolkits" 1.9.2 "Cc1nc2cnc(cc2n1C(C)C)Nc3ccnc(n3)N4CCC(C4)(C)C(=O)N" # 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 4ZB "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-methyl-1-(4-{[2-methyl-1-(propan-2-yl)-1H-imidazo[4,5-c]pyridin-6-yl]amino}pyrimidin-2-yl)pyrrolidine-3-carboxamide" 4ZB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3R)-3-methyl-1-[4-[(2-methyl-1-propan-2-yl-imidazo[4,5-c]pyridin-6-yl)amino]pyrimidin-2-yl]pyrrolidine-3-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 4ZB "Create component" 2015-07-01 RCSB 4ZB "Initial release" 2015-10-28 RCSB #