data_1KO # _chem_comp.id 1KO _chem_comp.name "2-(4-chlorophenyl)-8-[(3S)-piperidin-3-ylamino]imidazo[1,2-c]pyrimidine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 Cl N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-11 _chem_comp.pdbx_modified_date 2013-04-12 _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 370.836 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1KO _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 4JIK _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 1KO N01 N01 N 0 1 Y N N 14.766 -2.985 8.238 0.412 -0.479 -0.106 N01 1KO 1 1KO C02 C02 C 0 1 Y N N 15.153 -2.000 7.365 1.542 0.239 -0.046 C02 1KO 2 1KO C03 C03 C 0 1 Y N N 14.121 -1.175 7.116 1.206 1.563 -0.021 C03 1KO 3 1KO N04 N04 N 0 1 Y N N 13.041 -1.645 7.843 -0.150 1.632 -0.068 N04 1KO 4 1KO C05 C05 C 0 1 Y N N 13.492 -2.754 8.515 -0.621 0.342 -0.121 C05 1KO 5 1KO C06 C06 C 0 1 Y N N 11.751 -1.234 7.992 -1.041 2.679 -0.071 C06 1KO 6 1KO N07 N07 N 0 1 Y N N 10.903 -1.839 8.763 -2.338 2.469 -0.123 N07 1KO 7 1KO C08 C08 C 0 1 Y N N 11.317 -2.931 9.429 -2.852 1.248 -0.176 C08 1KO 8 1KO C09 C09 C 0 1 Y N N 12.588 -3.433 9.352 -2.023 0.138 -0.177 C09 1KO 9 1KO N10 N10 N 0 1 N N N 12.996 -4.535 10.040 -2.552 -1.143 -0.232 N10 1KO 10 1KO C11 C11 C 0 1 Y N N 16.499 -1.959 6.848 2.921 -0.309 -0.011 C11 1KO 11 1KO C12 C12 C 0 1 N N N 11.290 -0.026 7.265 -0.534 4.059 -0.014 C12 1KO 12 1KO C13 C13 C 0 1 N N S 12.467 -5.005 11.285 -4.004 -1.334 -0.289 C13 1KO 13 1KO C14 C14 C 0 1 N N N 12.798 -4.032 12.441 -4.577 -1.321 1.130 C14 1KO 14 1KO N15 N15 N 0 1 N N N 12.215 -4.537 13.682 -6.030 -1.533 1.074 N15 1KO 15 1KO C16 C16 C 0 1 N N N 12.740 -5.865 14.030 -6.353 -2.840 0.488 C16 1KO 16 1KO C17 C17 C 0 1 N N N 12.412 -6.870 12.895 -5.832 -2.898 -0.950 C17 1KO 17 1KO C18 C18 C 0 1 N N N 13.027 -6.378 11.587 -4.317 -2.680 -0.949 C18 1KO 18 1KO C19 C19 C 0 1 Y N N 16.945 -0.847 6.097 4.014 0.552 0.059 C19 1KO 19 1KO C20 C20 C 0 1 Y N N 18.242 -0.811 5.599 5.293 0.037 0.097 C20 1KO 20 1KO C21 C21 C 0 1 Y N N 19.106 -1.878 5.837 5.492 -1.332 0.066 C21 1KO 21 1KO C22 C22 C 0 1 Y N N 18.677 -2.996 6.583 4.409 -2.192 -0.004 C22 1KO 22 1KO C23 C23 C 0 1 Y N N 17.369 -3.033 7.088 3.126 -1.687 -0.042 C23 1KO 23 1KO CL CL24 CL 0 0 N N N 20.731 -1.822 5.224 7.104 -1.974 0.114 CL24 1KO 24 1KO N25 N25 N 0 1 N N N 10.050 0.388 7.558 -1.396 5.095 -0.016 N25 1KO 25 1KO O26 O26 O 0 1 N N N 12.005 0.567 6.458 0.664 4.266 0.035 O26 1KO 26 1KO H1 H1 H 0 1 N N N 14.133 -0.309 6.471 1.890 2.398 0.027 H1 1KO 27 1KO H2 H2 H 0 1 N N N 10.606 -3.442 10.061 -3.923 1.118 -0.218 H2 1KO 28 1KO H3 H3 H 0 1 N N N 12.879 -5.297 9.403 -1.962 -1.912 -0.232 H3 1KO 29 1KO H4 H4 H 0 1 N N N 11.372 -5.085 11.212 -4.454 -0.530 -0.872 H4 1KO 30 1KO H5 H5 H 0 1 N N N 13.889 -3.953 12.554 -4.116 -2.116 1.715 H5 1KO 31 1KO H6 H6 H 0 1 N N N 12.380 -3.040 12.216 -4.369 -0.358 1.597 H6 1KO 32 1KO H7 H7 H 0 1 N N N 12.429 -3.900 14.423 -6.445 -1.434 1.988 H7 1KO 33 1KO H9 H9 H 0 1 N N N 12.277 -6.207 14.967 -5.884 -3.628 1.076 H9 1KO 34 1KO H10 H10 H 0 1 N N N 13.830 -5.804 14.161 -7.434 -2.980 0.488 H10 1KO 35 1KO H11 H11 H 0 1 N N N 11.321 -6.950 12.780 -6.059 -3.874 -1.380 H11 1KO 36 1KO H12 H12 H 0 1 N N N 12.828 -7.857 13.147 -6.312 -2.119 -1.543 H12 1KO 37 1KO H13 H13 H 0 1 N N N 12.772 -7.071 10.772 -3.948 -2.677 -1.974 H13 1KO 38 1KO H14 H14 H 0 1 N N N 14.121 -6.319 11.689 -3.834 -3.480 -0.389 H14 1KO 39 1KO H15 H15 H 0 1 N N N 16.274 -0.021 5.909 3.860 1.621 0.083 H15 1KO 40 1KO H16 H16 H 0 1 N N N 18.579 0.042 5.029 6.141 0.704 0.150 H16 1KO 41 1KO H17 H17 H 0 1 N N N 19.352 -3.819 6.764 4.569 -3.260 -0.028 H17 1KO 42 1KO H18 H18 H 0 1 N N N 17.033 -3.885 7.660 2.281 -2.359 -0.091 H18 1KO 43 1KO H19 H19 H 0 1 N N N 9.678 1.204 7.116 -2.351 4.930 -0.056 H19 1KO 44 1KO H20 H20 H 0 1 N N N 9.497 -0.119 8.219 -1.062 6.005 0.021 H20 1KO 45 # 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 1KO CL C21 SING N N 1 1KO C20 C21 DOUB Y N 2 1KO C20 C19 SING Y N 3 1KO C21 C22 SING Y N 4 1KO C19 C11 DOUB Y N 5 1KO O26 C12 DOUB N N 6 1KO C22 C23 DOUB Y N 7 1KO C11 C23 SING Y N 8 1KO C11 C02 SING N N 9 1KO C03 C02 DOUB Y N 10 1KO C03 N04 SING Y N 11 1KO C12 N25 SING N N 12 1KO C12 C06 SING N N 13 1KO C02 N01 SING Y N 14 1KO N04 C06 SING Y N 15 1KO N04 C05 SING Y N 16 1KO C06 N07 DOUB Y N 17 1KO N01 C05 DOUB Y N 18 1KO C05 C09 SING Y N 19 1KO N07 C08 SING Y N 20 1KO C09 C08 DOUB Y N 21 1KO C09 N10 SING N N 22 1KO N10 C13 SING N N 23 1KO C13 C18 SING N N 24 1KO C13 C14 SING N N 25 1KO C18 C17 SING N N 26 1KO C14 N15 SING N N 27 1KO C17 C16 SING N N 28 1KO N15 C16 SING N N 29 1KO C03 H1 SING N N 30 1KO C08 H2 SING N N 31 1KO N10 H3 SING N N 32 1KO C13 H4 SING N N 33 1KO C14 H5 SING N N 34 1KO C14 H6 SING N N 35 1KO N15 H7 SING N N 36 1KO C16 H9 SING N N 37 1KO C16 H10 SING N N 38 1KO C17 H11 SING N N 39 1KO C17 H12 SING N N 40 1KO C18 H13 SING N N 41 1KO C18 H14 SING N N 42 1KO C19 H15 SING N N 43 1KO C20 H16 SING N N 44 1KO C22 H17 SING N N 45 1KO C23 H18 SING N N 46 1KO N25 H19 SING N N 47 1KO N25 H20 SING N N 48 # 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 1KO SMILES ACDLabs 12.01 "Clc4ccc(c1nc2c(cnc(C(=O)N)n2c1)NC3CCCNC3)cc4" 1KO InChI InChI 1.03 "InChI=1S/C18H19ClN6O/c19-12-5-3-11(4-6-12)15-10-25-17(24-15)14(9-22-18(25)16(20)26)23-13-2-1-7-21-8-13/h3-6,9-10,13,21,23H,1-2,7-8H2,(H2,20,26)/t13-/m0/s1" 1KO InChIKey InChI 1.03 VUQDZGWRLHHYTB-ZDUSSCGKSA-N 1KO SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1ncc(N[C@H]2CCCNC2)c3nc(cn13)c4ccc(Cl)cc4" 1KO SMILES CACTVS 3.370 "NC(=O)c1ncc(N[CH]2CCCNC2)c3nc(cn13)c4ccc(Cl)cc4" 1KO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cn3c(n2)c(cnc3C(=O)N)N[C@H]4CCCNC4)Cl" 1KO SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cn3c(n2)c(cnc3C(=O)N)NC4CCCNC4)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 1KO "SYSTEMATIC NAME" ACDLabs 12.01 "2-(4-chlorophenyl)-8-[(3S)-piperidin-3-ylamino]imidazo[1,2-c]pyrimidine-5-carboxamide" 1KO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(4-chlorophenyl)-8-[[(3S)-piperidin-3-yl]amino]imidazo[1,2-c]pyrimidine-5-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 1KO "Create component" 2013-03-11 RCSB 1KO "Initial release" 2013-04-17 RCSB #