data_3SM # _chem_comp.id 3SM _chem_comp.name "2-methoxy-N-({6-[1-methyl-4-(methylamino)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]pyridin-2-yl}methyl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-17 _chem_comp.pdbx_modified_date 2015-03-13 _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 379.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3SM _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 4WOV _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 3SM C13 C1 C 0 1 Y N N 12.960 3.074 -0.204 2.750 1.791 -0.692 C13 3SM 1 3SM C17 C2 C 0 1 N N N 13.646 3.597 -1.444 3.923 0.951 -1.125 C17 3SM 2 3SM C16 C3 C 0 1 Y N N 11.588 2.011 1.918 0.617 3.298 0.101 C16 3SM 3 3SM C15 C4 C 0 1 Y N N 11.868 3.370 1.897 1.858 3.901 0.001 C15 3SM 4 3SM C19 C5 C 0 1 N N N 15.430 2.692 -2.884 5.556 -0.545 -0.107 C19 3SM 5 3SM C21 C6 C 0 1 N N N 16.813 2.089 -2.944 6.139 -1.248 1.092 C21 3SM 6 3SM C23 C7 C 0 1 N N N 17.246 -0.024 -1.923 7.881 -2.757 1.748 C23 3SM 7 3SM C11 C8 C 0 1 Y N N 12.071 1.228 0.883 0.496 1.941 -0.206 C11 3SM 8 3SM C27 C9 C 0 1 N N N 13.145 -5.611 -2.147 -6.978 1.475 1.164 C27 3SM 9 3SM N1 N1 N 0 1 Y N N 9.409 -3.935 2.191 -3.099 -2.693 -0.632 N1 3SM 10 3SM C2 C10 C 0 1 Y N N 9.210 -5.260 1.968 -4.309 -3.312 -0.540 C2 3SM 11 3SM N3 N2 N 0 1 Y N N 9.988 -5.786 1.052 -5.212 -2.462 -0.147 N3 3SM 12 3SM C4 C11 C 0 1 Y N N 10.760 -4.719 0.620 -4.641 -1.245 0.036 C4 3SM 13 3SM C5 C12 C 0 1 Y N N 10.415 -3.558 1.332 -3.280 -1.384 -0.268 C5 3SM 14 3SM C6 C13 C 0 1 Y N N 11.003 -2.303 1.113 -2.450 -0.252 -0.156 C6 3SM 15 3SM C7 C14 C 0 1 Y N N 11.956 -2.328 0.083 -3.012 0.968 0.254 C7 3SM 16 3SM N8 N3 N 0 1 Y N N 12.439 -1.050 -0.096 -1.996 1.895 0.278 N8 3SM 17 3SM C9 C15 C 0 1 Y N N 11.847 -0.223 0.843 -0.821 1.282 -0.105 C9 3SM 18 3SM C10 C16 C 0 1 Y N N 10.960 -0.954 1.582 -1.070 -0.024 -0.374 C10 3SM 19 3SM N12 N4 N 0 1 Y N N 12.727 1.742 -0.170 1.558 1.239 -0.589 N12 3SM 20 3SM C14 C17 C 0 1 Y N N 12.560 3.916 0.826 2.940 3.130 -0.403 C14 3SM 21 3SM N18 N5 N 0 1 N N N 14.953 2.998 -1.671 4.490 0.268 0.041 N18 3SM 22 3SM O20 O1 O 0 1 N N N 14.810 2.878 -3.930 6.044 -0.711 -1.205 O20 3SM 23 3SM O22 O2 O 0 1 N N N 16.579 0.690 -2.961 7.252 -2.045 0.681 O22 3SM 24 3SM N24 N6 N 0 1 Y N N 12.326 -3.418 -0.617 -4.312 1.052 0.532 N24 3SM 25 3SM C25 C18 C 0 1 Y N N 11.759 -4.615 -0.382 -5.121 0.014 0.444 C25 3SM 26 3SM N26 N7 N 0 1 N N N 12.123 -5.671 -1.122 -6.466 0.167 0.748 N26 3SM 27 3SM C28 C19 C 0 1 N N N 8.727 -3.081 3.159 -1.836 -3.312 -1.041 C28 3SM 28 3SM H35 H1 H 0 1 N N N 13.773 4.685 -1.341 3.591 0.211 -1.853 H35 3SM 29 3SM H36 H2 H 0 1 N N N 13.007 3.383 -2.314 4.682 1.590 -1.576 H36 3SM 30 3SM H34 H3 H 0 1 N N N 11.009 1.576 2.719 -0.245 3.868 0.413 H34 3SM 31 3SM H33 H4 H 0 1 N N N 11.548 4.001 2.713 1.983 4.949 0.232 H33 3SM 32 3SM H38 H5 H 0 1 N N N 17.403 2.376 -2.061 6.471 -0.508 1.820 H38 3SM 33 3SM H39 H6 H 0 1 N N N 17.339 2.408 -3.856 5.381 -1.887 1.543 H39 3SM 34 3SM H41 H7 H 0 1 N N N 17.014 -1.096 -2.007 7.159 -3.428 2.213 H41 3SM 35 3SM H40 H8 H 0 1 N N N 18.332 0.124 -2.016 8.716 -3.338 1.355 H40 3SM 36 3SM H42 H9 H 0 1 N N N 16.907 0.349 -0.945 8.250 -2.049 2.490 H42 3SM 37 3SM H45 H10 H 0 1 N N N 13.260 -6.602 -2.610 -6.803 2.203 0.372 H45 3SM 38 3SM H44 H11 H 0 1 N N N 12.852 -4.880 -2.915 -8.048 1.401 1.359 H44 3SM 39 3SM H46 H12 H 0 1 N N N 14.100 -5.305 -1.695 -6.465 1.794 2.071 H46 3SM 40 3SM H29 H13 H 0 1 N N N 8.469 -5.836 2.503 -4.491 -4.354 -0.759 H29 3SM 41 3SM H30 H14 H 0 1 N N N 13.104 -0.768 -0.787 -2.091 2.828 0.525 H30 3SM 42 3SM H31 H15 H 0 1 N N N 10.336 -0.578 2.380 -0.346 -0.758 -0.697 H31 3SM 43 3SM H32 H16 H 0 1 N N N 12.783 4.972 0.794 3.921 3.572 -0.490 H32 3SM 44 3SM H37 H17 H 0 1 N N N 15.527 2.804 -0.876 4.100 0.400 0.918 H37 3SM 45 3SM H43 H18 H 0 1 N N N 11.292 -5.983 -1.582 -7.067 -0.592 0.685 H43 3SM 46 3SM H48 H19 H 0 1 N N N 7.971 -3.669 3.699 -1.721 -3.225 -2.121 H48 3SM 47 3SM H47 H20 H 0 1 N N N 9.460 -2.681 3.875 -1.007 -2.808 -0.545 H47 3SM 48 3SM H49 H21 H 0 1 N N N 8.237 -2.249 2.632 -1.841 -4.366 -0.760 H49 3SM 49 # 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 3SM O20 C19 DOUB N N 1 3SM O22 C21 SING N N 2 3SM O22 C23 SING N N 3 3SM C21 C19 SING N N 4 3SM C19 N18 SING N N 5 3SM C27 N26 SING N N 6 3SM N18 C17 SING N N 7 3SM C17 C13 SING N N 8 3SM N26 C25 SING N N 9 3SM N24 C25 DOUB Y N 10 3SM N24 C7 SING Y N 11 3SM C25 C4 SING Y N 12 3SM C13 N12 DOUB Y N 13 3SM C13 C14 SING Y N 14 3SM N12 C11 SING Y N 15 3SM N8 C7 SING Y N 16 3SM N8 C9 SING Y N 17 3SM C7 C6 DOUB Y N 18 3SM C4 N3 SING Y N 19 3SM C4 C5 DOUB Y N 20 3SM C14 C15 DOUB Y N 21 3SM C9 C11 SING N N 22 3SM C9 C10 DOUB Y N 23 3SM C11 C16 DOUB Y N 24 3SM N3 C2 DOUB Y N 25 3SM C6 C5 SING Y N 26 3SM C6 C10 SING Y N 27 3SM C5 N1 SING Y N 28 3SM C15 C16 SING Y N 29 3SM C2 N1 SING Y N 30 3SM N1 C28 SING N N 31 3SM C17 H35 SING N N 32 3SM C17 H36 SING N N 33 3SM C16 H34 SING N N 34 3SM C15 H33 SING N N 35 3SM C21 H38 SING N N 36 3SM C21 H39 SING N N 37 3SM C23 H41 SING N N 38 3SM C23 H40 SING N N 39 3SM C23 H42 SING N N 40 3SM C27 H45 SING N N 41 3SM C27 H44 SING N N 42 3SM C27 H46 SING N N 43 3SM C2 H29 SING N N 44 3SM N8 H30 SING N N 45 3SM C10 H31 SING N N 46 3SM C14 H32 SING N N 47 3SM N18 H37 SING N N 48 3SM N26 H43 SING N N 49 3SM C28 H48 SING N N 50 3SM C28 H47 SING N N 51 3SM C28 H49 SING N N 52 # 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 3SM SMILES ACDLabs 12.01 "O=C(NCc4nc(c3nc2nc(c1ncn(c1c2c3)C)NC)ccc4)COC" 3SM InChI InChI 1.03 "InChI=1S/C19H21N7O2/c1-20-19-16-17(26(2)10-22-16)12-7-14(24-18(12)25-19)13-6-4-5-11(23-13)8-21-15(27)9-28-3/h4-7,10H,8-9H2,1-3H3,(H,21,27)(H2,20,24,25)" 3SM InChIKey InChI 1.03 ULTCRVJUAZCGPP-UHFFFAOYSA-N 3SM SMILES_CANONICAL CACTVS 3.385 "CNc1nc2[nH]c(cc2c3n(C)cnc13)c4cccc(CNC(=O)COC)n4" 3SM SMILES CACTVS 3.385 "CNc1nc2[nH]c(cc2c3n(C)cnc13)c4cccc(CNC(=O)COC)n4" 3SM SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CNc1c2c(c3cc([nH]c3n1)c4cccc(n4)CNC(=O)COC)n(cn2)C" 3SM SMILES "OpenEye OEToolkits" 1.9.2 "CNc1c2c(c3cc([nH]c3n1)c4cccc(n4)CNC(=O)COC)n(cn2)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 3SM "SYSTEMATIC NAME" ACDLabs 12.01 "2-methoxy-N-({6-[1-methyl-4-(methylamino)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]pyridin-2-yl}methyl)acetamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3SM "Create component" 2014-10-17 RCSB 3SM "Initial release" 2015-03-18 RCSB #