data_1N3 # _chem_comp.id 1N3 _chem_comp.name "1-(aminomethyl)-N-(3-{[6-bromo-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridin-7-yl]amino}propyl)cyclopropanecarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 Br N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-12-17 _chem_comp.pdbx_modified_date 2013-08-09 _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 473.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1N3 _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 3ULI _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 1N3 C1 C1 C 0 1 N N N 6.965 23.370 8.118 8.342 4.186 0.194 C1 1N3 1 1N3 O2 O2 O 0 1 N N N 7.210 24.470 7.218 7.012 4.333 -0.307 O2 1N3 2 1N3 C3 C3 C 0 1 Y N N 6.164 25.407 7.225 6.196 3.251 -0.219 C3 1N3 3 1N3 C4 C4 C 0 1 Y N N 5.178 25.383 8.194 4.891 3.327 -0.687 C4 1N3 4 1N3 C5 C5 C 0 1 Y N N 4.182 26.334 8.157 4.060 2.231 -0.599 C5 1N3 5 1N3 C6 C6 C 0 1 Y N N 4.153 27.298 7.159 4.532 1.043 -0.038 C6 1N3 6 1N3 C7 C7 C 0 1 Y N N 5.135 27.324 6.187 5.845 0.970 0.431 C7 1N3 7 1N3 C8 C8 C 0 1 Y N N 6.132 26.369 6.225 6.671 2.069 0.335 C8 1N3 8 1N3 C9 C9 C 0 1 Y N N 3.072 28.319 7.249 3.644 -0.135 0.059 C9 1N3 9 1N3 N10 N10 N 0 1 Y N N 3.207 29.628 6.787 3.996 -1.347 0.593 N10 1N3 10 1N3 C11 C11 C 0 1 Y N N 2.092 30.233 7.178 2.896 -2.173 0.498 C11 1N3 11 1N3 C12 C12 C 0 1 Y N N 1.273 29.182 7.869 1.887 -1.408 -0.109 C12 1N3 12 1N3 N13 N13 N 0 1 Y N N 1.946 28.075 7.865 2.399 -0.177 -0.348 N13 1N3 13 1N3 C14 C14 C 0 1 Y N N 0.040 29.524 8.405 0.632 -1.998 -0.338 C14 1N3 14 1N3 C15 C15 C 0 1 Y N N -0.317 30.858 8.209 0.450 -3.321 0.051 C15 1N3 15 1N3 C16 C16 C 0 1 Y N N 0.478 31.779 7.562 1.497 -4.005 0.643 C16 1N3 16 1N3 N17 N17 N 0 1 Y N N 1.660 31.458 7.061 2.666 -3.431 0.848 N17 1N3 17 1N3 BR1 BR1 BR 0 0 N N N -1.966 31.526 8.845 -1.213 -4.177 -0.226 BR1 1N3 18 1N3 N19 N19 N 0 1 N N N -0.885 28.700 9.095 -0.399 -1.280 -0.936 N19 1N3 19 1N3 C20 C20 C 0 1 N N N -0.468 27.342 9.437 -1.266 -0.661 0.076 C20 1N3 20 1N3 C21 C21 C 0 1 N N N 0.393 27.381 10.691 -2.455 0.011 -0.613 C21 1N3 21 1N3 C22 C22 C 0 1 N N N -0.286 28.097 11.838 -3.358 0.655 0.440 C22 1N3 22 1N3 N23 N23 N 0 1 N N N -1.408 27.332 12.319 -4.497 1.299 -0.219 N23 1N3 23 1N3 C24 C24 C 0 1 N N N -2.701 27.652 11.964 -5.430 1.935 0.516 C24 1N3 24 1N3 O25 O25 O 0 1 N N N -3.000 28.648 11.308 -5.283 2.052 1.714 O25 1N3 25 1N3 C26 C26 C 0 1 N N N -3.770 26.709 12.410 -6.657 2.501 -0.151 C26 1N3 26 1N3 C27 C27 C 0 1 N N N -4.835 26.389 11.395 -8.020 2.039 0.369 C27 1N3 27 1N3 C28 C28 C 0 1 N N N -5.162 27.276 12.537 -7.511 1.546 -0.987 C28 1N3 28 1N3 C29 C29 C 0 1 N N N -3.502 25.613 13.401 -6.538 3.948 -0.633 C29 1N3 29 1N3 N30 N30 N 0 1 N N N -3.249 26.059 14.791 -6.373 4.838 0.524 N30 1N3 30 1N3 H1 H1 H 0 1 N N N 7.810 22.666 8.076 8.885 5.121 0.062 H1 1N3 31 1N3 H2 H2 H 0 1 N N N 6.857 23.753 9.144 8.305 3.933 1.253 H2 1N3 32 1N3 H3 H3 H 0 1 N N N 6.041 22.852 7.821 8.850 3.391 -0.352 H3 1N3 33 1N3 H4 H4 H 0 1 N N N 5.189 24.630 8.968 4.526 4.246 -1.121 H4 1N3 34 1N3 H5 H5 H 0 1 N N N 3.413 26.329 8.915 3.045 2.291 -0.963 H5 1N3 35 1N3 H6 H6 H 0 1 N N N 5.123 28.077 5.413 6.215 0.051 0.862 H6 1N3 36 1N3 H7 H7 H 0 1 N N N 6.899 26.371 5.465 7.687 2.013 0.698 H7 1N3 37 1N3 H8 H8 H 0 1 N N N 3.971 30.022 6.276 4.860 -1.581 0.969 H8 1N3 38 1N3 H10 H10 H 0 1 N N N 0.125 32.795 7.461 1.353 -5.032 0.945 H10 1N3 39 1N3 H11 H11 H 0 1 N N N -1.118 29.164 9.950 -0.035 -0.587 -1.573 H11 1N3 40 1N3 H12 H12 H 0 1 N N N -1.357 26.720 9.621 -1.629 -1.427 0.761 H12 1N3 41 1N3 H13 H13 H 0 1 N N N 0.113 26.916 8.606 -0.699 0.085 0.632 H13 1N3 42 1N3 H14 H14 H 0 1 N N N 0.613 26.349 11.000 -2.093 0.777 -1.299 H14 1N3 43 1N3 H15 H15 H 0 1 N N N 1.333 27.902 10.457 -3.022 -0.735 -1.170 H15 1N3 44 1N3 H16 H16 H 0 1 N N N 0.436 28.234 12.657 -3.721 -0.111 1.126 H16 1N3 45 1N3 H17 H17 H 0 1 N N N -0.640 29.080 11.492 -2.791 1.402 0.997 H17 1N3 46 1N3 H18 H18 H 0 1 N N N -1.245 26.552 12.923 -4.579 1.267 -1.185 H18 1N3 47 1N3 H19 H19 H 0 1 N N N -4.767 26.806 10.379 -8.030 1.326 1.193 H19 1N3 48 1N3 H20 H20 H 0 1 N N N -5.261 25.376 11.348 -8.832 2.767 0.367 H20 1N3 49 1N3 H21 H21 H 0 1 N N N -5.335 28.349 12.367 -7.988 1.949 -1.881 H21 1N3 50 1N3 H22 H22 H 0 1 N N N -5.829 26.919 13.336 -7.186 0.508 -1.055 H22 1N3 51 1N3 H23 H23 H 0 1 N N N -4.376 24.945 13.413 -5.673 4.042 -1.290 H23 1N3 52 1N3 H24 H24 H 0 1 N N N -2.619 25.054 13.058 -7.440 4.225 -1.179 H24 1N3 53 1N3 H25 H25 H 0 1 N N N -3.082 25.262 15.372 -6.367 5.806 0.238 H25 1N3 54 1N3 H26 H26 H 0 1 N N N -2.448 26.658 14.808 -7.089 4.670 1.215 H26 1N3 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 1N3 C7 C8 DOUB Y N 1 1N3 C7 C6 SING Y N 2 1N3 C8 C3 SING Y N 3 1N3 N10 C11 SING Y N 4 1N3 N10 C9 SING Y N 5 1N3 N17 C11 DOUB Y N 6 1N3 N17 C16 SING Y N 7 1N3 C6 C9 SING N N 8 1N3 C6 C5 DOUB Y N 9 1N3 C11 C12 SING Y N 10 1N3 O2 C3 SING N N 11 1N3 O2 C1 SING N N 12 1N3 C3 C4 DOUB Y N 13 1N3 C9 N13 DOUB Y N 14 1N3 C16 C15 DOUB Y N 15 1N3 N13 C12 SING Y N 16 1N3 C12 C14 DOUB Y N 17 1N3 C5 C4 SING Y N 18 1N3 C15 C14 SING Y N 19 1N3 C15 BR1 SING N N 20 1N3 C14 N19 SING N N 21 1N3 N19 C20 SING N N 22 1N3 C20 C21 SING N N 23 1N3 C21 C22 SING N N 24 1N3 O25 C24 DOUB N N 25 1N3 C27 C26 SING N N 26 1N3 C27 C28 SING N N 27 1N3 C22 N23 SING N N 28 1N3 C24 N23 SING N N 29 1N3 C24 C26 SING N N 30 1N3 C26 C28 SING N N 31 1N3 C26 C29 SING N N 32 1N3 C29 N30 SING N N 33 1N3 C1 H1 SING N N 34 1N3 C1 H2 SING N N 35 1N3 C1 H3 SING N N 36 1N3 C4 H4 SING N N 37 1N3 C5 H5 SING N N 38 1N3 C7 H6 SING N N 39 1N3 C8 H7 SING N N 40 1N3 N10 H8 SING N N 41 1N3 C16 H10 SING N N 42 1N3 N19 H11 SING N N 43 1N3 C20 H12 SING N N 44 1N3 C20 H13 SING N N 45 1N3 C21 H14 SING N N 46 1N3 C21 H15 SING N N 47 1N3 C22 H16 SING N N 48 1N3 C22 H17 SING N N 49 1N3 N23 H18 SING N N 50 1N3 C27 H19 SING N N 51 1N3 C27 H20 SING N N 52 1N3 C28 H21 SING N N 53 1N3 C28 H22 SING N N 54 1N3 C29 H23 SING N N 55 1N3 C29 H24 SING N N 56 1N3 N30 H25 SING N N 57 1N3 N30 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 1N3 SMILES ACDLabs 12.01 "O=C(NCCCNc3c(Br)cnc2c3nc(c1ccc(OC)cc1)n2)C4(CN)CC4" 1N3 InChI InChI 1.03 "InChI=1S/C21H25BrN6O2/c1-30-14-5-3-13(4-6-14)18-27-17-16(15(22)11-26-19(17)28-18)24-9-2-10-25-20(29)21(12-23)7-8-21/h3-6,11H,2,7-10,12,23H2,1H3,(H,25,29)(H2,24,26,27,28)" 1N3 InChIKey InChI 1.03 XUELBKVSGYWSKD-UHFFFAOYSA-N 1N3 SMILES_CANONICAL CACTVS 3.370 "COc1ccc(cc1)c2[nH]c3ncc(Br)c(NCCCNC(=O)C4(CN)CC4)c3n2" 1N3 SMILES CACTVS 3.370 "COc1ccc(cc1)c2[nH]c3ncc(Br)c(NCCCNC(=O)C4(CN)CC4)c3n2" 1N3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)c2[nH]c3c(n2)c(c(cn3)Br)NCCCNC(=O)C4(CC4)CN" 1N3 SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)c2[nH]c3c(n2)c(c(cn3)Br)NCCCNC(=O)C4(CC4)CN" # 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 1N3 "SYSTEMATIC NAME" ACDLabs 12.01 "1-(aminomethyl)-N-(3-{[6-bromo-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridin-7-yl]amino}propyl)cyclopropanecarboxamide" 1N3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-(aminomethyl)-N-[3-[[6-bromanyl-2-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridin-7-yl]amino]propyl]cyclopropane-1-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 1N3 "Create component" 2011-12-17 RCSB 1N3 "Initial release" 2013-08-14 RCSB #