data_3YZ # _chem_comp.id 3YZ _chem_comp.name "[(3S,4R)-3-amino-4-hydroxypiperidin-1-yl]{2-[1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-7-methoxy-1-methyl-1H-benzimidazol-5-yl}methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-10 _chem_comp.pdbx_modified_date 2015-01-23 _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 474.555 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3YZ _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 4X8C _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 3YZ C14 C1 C 0 1 Y N N 31.914 45.140 31.672 -7.818 0.476 1.113 C14 3YZ 1 3YZ C13 C2 C 0 1 Y N N 30.605 44.811 31.432 -6.900 -0.539 1.301 C13 3YZ 2 3YZ C11 C3 C 0 1 Y N N 28.999 44.197 29.496 -4.340 -1.082 1.019 C11 3YZ 3 3YZ C6 C4 C 0 1 Y N N 27.344 42.166 24.180 1.578 -0.460 1.021 C6 3YZ 4 3YZ C4 C5 C 0 1 Y N N 25.195 43.294 24.001 2.227 -2.390 -0.287 C4 3YZ 5 3YZ C15 C6 C 0 1 Y N N 32.771 45.199 30.600 -7.392 1.692 0.599 C15 3YZ 6 3YZ C12 C7 C 0 1 Y N N 30.209 44.555 30.138 -5.565 -0.290 0.966 C12 3YZ 7 3YZ C5 C8 C 0 1 Y N N 26.139 42.398 23.560 2.567 -1.306 0.533 C5 3YZ 8 3YZ C7 C9 C 0 1 Y N N 27.591 42.899 25.324 0.241 -0.694 0.692 C7 3YZ 9 3YZ C25 C10 C 0 1 Y N N 26.652 43.801 25.775 -0.091 -1.781 -0.137 C25 3YZ 10 3YZ C3 C11 C 0 1 Y N N 25.457 44.015 25.139 0.910 -2.619 -0.626 C3 3YZ 11 3YZ C10 C12 C 0 1 Y N N 29.277 44.090 28.152 -3.338 -0.286 0.562 C10 3YZ 12 3YZ C17 C13 C 0 1 Y N N 31.175 44.652 29.162 -5.204 0.973 0.454 C17 3YZ 13 3YZ C9 C14 C 0 1 Y N N 28.423 43.761 27.079 -1.925 -0.682 0.442 C9 3YZ 14 3YZ C26 C15 C 0 1 N N N 25.850 41.638 22.350 3.982 -1.061 0.879 C26 3YZ 15 3YZ C21 C16 C 0 1 N N N 31.161 46.645 25.533 -2.480 3.187 -2.615 C21 3YZ 16 3YZ C22 C17 C 0 1 N N N 31.179 46.893 27.011 -1.845 1.795 -2.625 C22 3YZ 17 3YZ C30 C18 C 0 1 N N N 24.316 44.373 20.644 4.245 2.053 -0.765 C30 3YZ 18 3YZ C29 C19 C 0 1 N N N 25.572 43.788 21.240 3.632 1.321 0.434 C29 3YZ 19 3YZ C35 C20 C 0 1 N N N 25.162 41.683 20.011 5.921 0.426 1.027 C35 3YZ 20 3YZ C20 C21 C 0 1 N N N 31.877 45.694 26.444 -3.146 2.037 -1.858 C20 3YZ 21 3YZ C33 C22 C 0 1 N N S 23.905 42.275 19.422 6.508 1.167 -0.178 C33 3YZ 22 3YZ C31 C23 C 0 1 N N R 24.065 43.769 19.286 5.690 2.434 -0.440 C31 3YZ 23 3YZ C24 C24 C 0 1 N N N 26.604 45.344 27.743 -2.276 -2.691 -1.058 C24 3YZ 24 3YZ C1 C25 C 0 1 N N N 24.393 46.153 24.981 1.660 -4.501 -1.872 C1 3YZ 25 3YZ C19 C26 C 0 1 N N N 31.279 44.359 26.681 -3.071 2.059 -0.330 C19 3YZ 26 3YZ N16 N1 N 0 1 Y N N 32.460 44.966 29.324 -6.131 1.907 0.289 N16 3YZ 27 3YZ N8 N2 N 0 1 Y N N 28.692 42.880 26.142 -0.916 -0.064 1.011 N8 3YZ 28 3YZ N23 N3 N 0 1 Y N N 27.204 44.338 26.897 -1.464 -1.753 -0.279 N23 3YZ 29 3YZ N18 N4 N 0 1 Y N N 30.600 44.367 27.957 -3.852 0.945 0.214 N18 3YZ 30 3YZ N28 N5 N 0 1 N N N 25.495 42.354 21.237 4.493 0.183 0.784 N28 3YZ 31 3YZ N34 N6 N 0 1 N N N 23.774 41.725 18.053 7.903 1.532 0.102 N34 3YZ 32 3YZ O27 O1 O 0 1 N N N 25.948 40.420 22.405 4.685 -1.980 1.249 O27 3YZ 33 3YZ O32 O2 O 0 1 N N N 25.198 44.026 18.474 5.714 3.265 0.723 O32 3YZ 34 3YZ O2 O3 O 0 1 N N N 24.604 44.943 25.692 0.586 -3.673 -1.422 O2 3YZ 35 3YZ H1 H1 H 0 1 N N N 32.261 45.347 32.674 -8.858 0.323 1.360 H1 3YZ 36 3YZ H2 H2 H 0 1 N N N 29.896 44.753 32.244 -7.205 -1.497 1.696 H2 3YZ 37 3YZ H3 H3 H 0 1 N N N 28.042 44.038 29.970 -4.247 -2.102 1.362 H3 3YZ 38 3YZ H4 H4 H 0 1 N N N 28.056 41.452 23.795 1.842 0.373 1.657 H4 3YZ 39 3YZ H5 H5 H 0 1 N N N 24.268 43.428 23.464 3.000 -3.049 -0.656 H5 3YZ 40 3YZ H6 H6 H 0 1 N N N 33.798 45.460 30.811 -8.114 2.481 0.449 H6 3YZ 41 3YZ H7 H7 H 0 1 N N N 31.735 47.298 24.859 -1.987 3.960 -2.024 H7 3YZ 42 3YZ H8 H8 H 0 1 N N N 30.228 46.336 25.038 -2.957 3.529 -3.533 H8 3YZ 43 3YZ H9 H9 H 0 1 N N N 31.766 47.728 27.421 -1.905 1.221 -3.550 H9 3YZ 44 3YZ H10 H10 H 0 1 N N N 30.259 46.766 27.601 -0.935 1.652 -2.042 H10 3YZ 45 3YZ H11 H11 H 0 1 N N N 24.433 45.462 20.543 4.228 1.399 -1.637 H11 3YZ 46 3YZ H12 H12 H 0 1 N N N 23.463 44.155 21.304 3.668 2.954 -0.974 H12 3YZ 47 3YZ H13 H13 H 0 1 N N N 26.440 44.107 20.645 3.565 2.003 1.282 H13 3YZ 48 3YZ H14 H14 H 0 1 N N N 25.685 44.145 22.274 2.636 0.963 0.174 H14 3YZ 49 3YZ H15 H15 H 0 1 N N N 25.001 40.614 20.213 6.437 -0.526 1.158 H15 3YZ 50 3YZ H16 H16 H 0 1 N N N 25.989 41.800 19.296 6.041 1.032 1.925 H16 3YZ 51 3YZ H17 H17 H 0 1 N N N 32.976 45.740 26.423 -4.063 1.622 -2.277 H17 3YZ 52 3YZ H18 H18 H 0 1 N N N 23.028 42.028 20.038 6.470 0.522 -1.056 H18 3YZ 53 3YZ H19 H19 H 0 1 N N N 23.155 44.203 18.847 6.121 2.976 -1.282 H19 3YZ 54 3YZ H20 H20 H 0 1 N N N 27.286 45.580 28.573 -2.647 -3.480 -0.403 H20 3YZ 55 3YZ H21 H21 H 0 1 N N N 26.416 46.254 27.154 -3.119 -2.161 -1.501 H21 3YZ 56 3YZ H22 H22 H 0 1 N N N 25.653 44.965 28.146 -1.667 -3.130 -1.847 H22 3YZ 57 3YZ H23 H23 H 0 1 N N N 23.693 46.791 25.541 2.172 -4.931 -1.012 H23 3YZ 58 3YZ H24 H24 H 0 1 N N N 25.352 46.679 24.860 1.264 -5.301 -2.497 H24 3YZ 59 3YZ H25 H25 H 0 1 N N N 23.971 45.927 23.991 2.363 -3.901 -2.451 H25 3YZ 60 3YZ H26 H26 H 0 1 N N N 30.559 44.130 25.882 -2.032 1.962 -0.015 H26 3YZ 61 3YZ H27 H27 H 0 1 N N N 32.072 43.596 26.690 -3.476 3.001 0.040 H27 3YZ 62 3YZ H28 H28 H 0 1 N N N 23.666 40.732 18.101 8.462 0.712 0.281 H28 3YZ 63 3YZ H29 H29 H 0 1 N N N 22.974 42.126 17.608 8.292 2.078 -0.651 H29 3YZ 64 3YZ H31 H31 H 0 1 N N N 25.313 44.964 18.378 5.215 4.088 0.628 H31 3YZ 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 3YZ N34 C33 SING N N 1 3YZ O32 C31 SING N N 2 3YZ C31 C33 SING N N 3 3YZ C31 C30 SING N N 4 3YZ C33 C35 SING N N 5 3YZ C35 N28 SING N N 6 3YZ C30 C29 SING N N 7 3YZ N28 C29 SING N N 8 3YZ N28 C26 SING N N 9 3YZ C26 O27 DOUB N N 10 3YZ C26 C5 SING N N 11 3YZ C5 C4 DOUB Y N 12 3YZ C5 C6 SING Y N 13 3YZ C4 C3 SING Y N 14 3YZ C6 C7 DOUB Y N 15 3YZ C1 O2 SING N N 16 3YZ C3 O2 SING N N 17 3YZ C3 C25 DOUB Y N 18 3YZ C7 C25 SING Y N 19 3YZ C7 N8 SING Y N 20 3YZ C21 C20 SING N N 21 3YZ C21 C22 SING N N 22 3YZ C25 N23 SING Y N 23 3YZ N8 C9 DOUB Y N 24 3YZ C20 C19 SING N N 25 3YZ C20 C22 SING N N 26 3YZ C19 N18 SING N N 27 3YZ N23 C9 SING Y N 28 3YZ N23 C24 SING N N 29 3YZ C9 C10 SING N N 30 3YZ N18 C10 SING Y N 31 3YZ N18 C17 SING Y N 32 3YZ C10 C11 DOUB Y N 33 3YZ C17 N16 DOUB Y N 34 3YZ C17 C12 SING Y N 35 3YZ N16 C15 SING Y N 36 3YZ C11 C12 SING Y N 37 3YZ C12 C13 DOUB Y N 38 3YZ C15 C14 DOUB Y N 39 3YZ C13 C14 SING Y N 40 3YZ C14 H1 SING N N 41 3YZ C13 H2 SING N N 42 3YZ C11 H3 SING N N 43 3YZ C6 H4 SING N N 44 3YZ C4 H5 SING N N 45 3YZ C15 H6 SING N N 46 3YZ C21 H7 SING N N 47 3YZ C21 H8 SING N N 48 3YZ C22 H9 SING N N 49 3YZ C22 H10 SING N N 50 3YZ C30 H11 SING N N 51 3YZ C30 H12 SING N N 52 3YZ C29 H13 SING N N 53 3YZ C29 H14 SING N N 54 3YZ C35 H15 SING N N 55 3YZ C35 H16 SING N N 56 3YZ C20 H17 SING N N 57 3YZ C33 H18 SING N N 58 3YZ C31 H19 SING N N 59 3YZ C24 H20 SING N N 60 3YZ C24 H21 SING N N 61 3YZ C24 H22 SING N N 62 3YZ C1 H23 SING N N 63 3YZ C1 H24 SING N N 64 3YZ C1 H25 SING N N 65 3YZ C19 H26 SING N N 66 3YZ C19 H27 SING N N 67 3YZ N34 H28 SING N N 68 3YZ N34 H29 SING N N 69 3YZ O32 H31 SING N N 70 # 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 3YZ SMILES ACDLabs 12.01 "O=C(c5cc4nc(c2cc1cccnc1n2CC3CC3)n(c4c(OC)c5)C)N6CCC(O)C(N)C6" 3YZ InChI InChI 1.03 "InChI=1S/C26H30N6O3/c1-30-23-19(10-17(12-22(23)35-2)26(34)31-9-7-21(33)18(27)14-31)29-25(30)20-11-16-4-3-8-28-24(16)32(20)13-15-5-6-15/h3-4,8,10-12,15,18,21,33H,5-7,9,13-14,27H2,1-2H3/t18-,21+/m0/s1" 3YZ InChIKey InChI 1.03 SHBUAYSOPVZNDD-GHTZIAJQSA-N 3YZ SMILES_CANONICAL CACTVS 3.385 "COc1cc(cc2nc(n(C)c12)c3cc4cccnc4n3CC5CC5)C(=O)N6CC[C@@H](O)[C@@H](N)C6" 3YZ SMILES CACTVS 3.385 "COc1cc(cc2nc(n(C)c12)c3cc4cccnc4n3CC5CC5)C(=O)N6CC[CH](O)[CH](N)C6" 3YZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cn1c2c(cc(cc2OC)C(=O)N3CC[C@H]([C@H](C3)N)O)nc1c4cc5cccnc5n4CC6CC6" 3YZ SMILES "OpenEye OEToolkits" 1.9.2 "Cn1c2c(cc(cc2OC)C(=O)N3CCC(C(C3)N)O)nc1c4cc5cccnc5n4CC6CC6" # 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 3YZ "SYSTEMATIC NAME" ACDLabs 12.01 "[(3S,4R)-3-amino-4-hydroxypiperidin-1-yl]{2-[1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-7-methoxy-1-methyl-1H-benzimidazol-5-yl}methanone" 3YZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(3S,4R)-3-azanyl-4-oxidanyl-piperidin-1-yl]-[2-[1-(cyclopropylmethyl)pyrrolo[2,3-b]pyridin-2-yl]-7-methoxy-1-methyl-benzimidazol-5-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3YZ "Create component" 2014-12-10 RCSB 3YZ "Initial release" 2015-01-28 RCSB #