data_KKM # _chem_comp.id KKM _chem_comp.name "7-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-5-phenylpyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H16 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-27 _chem_comp.pdbx_modified_date 2019-01-18 _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 312.323 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KKM _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 6NFO _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 KKM C10 C1 C 0 1 Y N N -28.519 20.458 -20.370 -2.945 2.117 -0.067 C10 KKM 1 KKM C13 C2 C 0 1 Y N N -29.398 15.602 -24.164 1.353 -0.828 -0.055 C13 KKM 2 KKM C17 C3 C 0 1 N N N -29.502 19.393 -27.325 5.685 1.199 -0.793 C17 KKM 3 KKM C21 C4 C 0 1 Y N N -29.220 14.291 -23.807 1.829 -2.153 -0.022 C21 KKM 4 KKM O01 O1 O 0 1 N N N -28.212 15.178 -19.764 -2.032 -3.909 0.109 O01 KKM 5 KKM C02 C5 C 0 1 Y N N -28.590 16.059 -20.775 -1.696 -2.600 0.060 C02 KKM 6 KKM C03 C6 C 0 1 Y N N -28.602 17.408 -20.557 -2.663 -1.638 0.048 C03 KKM 7 KKM C04 C7 C 0 1 Y N N -28.908 18.260 -21.611 -2.284 -0.286 -0.003 C04 KKM 8 KKM C05 C8 C 0 1 Y N N -29.006 19.778 -21.482 -3.319 0.774 -0.017 C05 KKM 9 KKM C06 C9 C 0 1 Y N N -29.570 20.508 -22.536 -4.671 0.433 0.020 C06 KKM 10 KKM C07 C10 C 0 1 Y N N -29.712 21.892 -22.460 -5.630 1.425 0.007 C07 KKM 11 KKM C08 C11 C 0 1 Y N N -29.279 22.563 -21.329 -5.253 2.755 -0.043 C08 KKM 12 KKM C09 C12 C 0 1 Y N N -28.655 21.851 -20.307 -3.913 3.099 -0.080 C09 KKM 13 KKM N11 N1 N 0 1 Y N N -29.221 17.742 -22.799 -0.999 0.040 -0.037 N11 KKM 14 KKM C12 C13 C 0 1 Y N N -29.193 16.381 -23.009 -0.054 -0.898 -0.025 C12 KKM 15 KKM C14 C14 C 0 1 N N N -29.835 16.130 -25.525 2.166 0.389 -0.104 C14 KKM 16 KKM N15 N2 N 0 1 N N N -29.859 17.561 -25.776 3.511 0.302 -0.123 N15 KKM 17 KKM C16 C15 C 0 1 N N S -30.293 18.105 -27.044 4.323 1.520 -0.172 C16 KKM 18 KKM O18 O2 O 0 1 N N N -29.925 20.450 -26.492 6.399 0.303 0.060 O18 KKM 19 KKM C19 C16 C 0 1 N N N -31.822 18.299 -26.986 4.524 2.057 1.246 C19 KKM 20 KKM O20 O3 O 0 1 N N N -30.172 15.363 -26.356 1.627 1.480 -0.129 O20 KKM 21 KKM N23 N3 N 0 1 Y N N -28.910 15.564 -21.994 -0.380 -2.224 0.023 N23 KKM 22 KKM N22 N4 N 0 1 Y N N -28.900 14.264 -22.456 0.807 -2.964 0.024 N22 KKM 23 KKM H101 H1 H 0 0 N N N -28.042 19.919 -19.565 -1.900 2.387 -0.092 H101 KKM 24 KKM H171 H2 H 0 0 N N N -28.433 19.203 -27.147 5.538 0.734 -1.768 H171 KKM 25 KKM H172 H3 H 0 0 N N N -29.652 19.683 -28.375 6.255 2.120 -0.912 H172 KKM 26 KKM H211 H4 H 0 0 N N N -29.312 13.434 -24.458 2.867 -2.449 -0.033 H211 KKM 27 KKM H011 H5 H 0 0 N N N -28.019 15.667 -18.973 -2.986 -4.070 0.133 H011 KKM 28 KKM H031 H6 H 0 0 N N N -28.377 17.806 -19.579 -3.707 -1.912 0.077 H031 KKM 29 KKM H061 H7 H 0 0 N N N -29.901 19.989 -23.423 -4.966 -0.605 0.059 H061 KKM 30 KKM H071 H8 H 0 0 N N N -30.157 22.438 -23.279 -6.677 1.163 0.036 H071 KKM 31 KKM H081 H9 H 0 0 N N N -29.424 23.630 -21.240 -6.007 3.528 -0.053 H081 KKM 32 KKM H091 H10 H 0 0 N N N -28.269 22.383 -19.450 -3.625 4.140 -0.115 H091 KKM 33 KKM H151 H11 H 0 0 N N N -29.568 18.187 -25.052 3.940 -0.568 -0.103 H151 KKM 34 KKM H161 H12 H 0 0 N N N -30.070 17.385 -27.845 3.816 2.271 -0.777 H161 KKM 35 KKM H181 H13 H 0 0 N N N -29.420 21.230 -26.688 7.273 0.056 -0.272 H181 KKM 36 KKM H192 H14 H 0 0 N N N -32.307 17.333 -26.782 5.129 2.963 1.210 H192 KKM 37 KKM H193 H15 H 0 0 N N N -32.071 19.011 -26.185 3.554 2.285 1.689 H193 KKM 38 KKM H191 H16 H 0 0 N N N -32.178 18.692 -27.950 5.032 1.305 1.851 H191 KKM 39 # 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 KKM C17 C16 SING N N 1 KKM C17 O18 SING N N 2 KKM C16 C19 SING N N 3 KKM C16 N15 SING N N 4 KKM O20 C14 DOUB N N 5 KKM N15 C14 SING N N 6 KKM C14 C13 SING N N 7 KKM C13 C21 SING Y N 8 KKM C13 C12 DOUB Y N 9 KKM C21 N22 DOUB Y N 10 KKM C12 N11 SING Y N 11 KKM C12 N23 SING Y N 12 KKM N11 C04 DOUB Y N 13 KKM C06 C07 DOUB Y N 14 KKM C06 C05 SING Y N 15 KKM C07 C08 SING Y N 16 KKM N22 N23 SING Y N 17 KKM N23 C02 SING Y N 18 KKM C04 C05 SING N N 19 KKM C04 C03 SING Y N 20 KKM C05 C10 DOUB Y N 21 KKM C08 C09 DOUB Y N 22 KKM C02 C03 DOUB Y N 23 KKM C02 O01 SING N N 24 KKM C10 C09 SING Y N 25 KKM C10 H101 SING N N 26 KKM C17 H171 SING N N 27 KKM C17 H172 SING N N 28 KKM C21 H211 SING N N 29 KKM O01 H011 SING N N 30 KKM C03 H031 SING N N 31 KKM C06 H061 SING N N 32 KKM C07 H071 SING N N 33 KKM C08 H081 SING N N 34 KKM C09 H091 SING N N 35 KKM N15 H151 SING N N 36 KKM C16 H161 SING N N 37 KKM O18 H181 SING N N 38 KKM C19 H192 SING N N 39 KKM C19 H193 SING N N 40 KKM C19 H191 SING N N 41 # 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 KKM SMILES ACDLabs 12.01 "c1ccccc1c3cc(O)n2c(c(cn2)C(NC(CO)C)=O)n3" KKM InChI InChI 1.03 "InChI=1S/C16H16N4O3/c1-10(9-21)18-16(23)12-8-17-20-14(22)7-13(19-15(12)20)11-5-3-2-4-6-11/h2-8,10,21-22H,9H2,1H3,(H,18,23)/t10-/m0/s1" KKM InChIKey InChI 1.03 HXHYZXUIKFXLHE-JTQLQIEISA-N KKM SMILES_CANONICAL CACTVS 3.385 "C[C@@H](CO)NC(=O)c1cnn2c(O)cc(nc12)c3ccccc3" KKM SMILES CACTVS 3.385 "C[CH](CO)NC(=O)c1cnn2c(O)cc(nc12)c3ccccc3" KKM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](CO)NC(=O)c1cnn2c1nc(cc2O)c3ccccc3" KKM SMILES "OpenEye OEToolkits" 2.0.6 "CC(CO)NC(=O)c1cnn2c1nc(cc2O)c3ccccc3" # 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 KKM "SYSTEMATIC NAME" ACDLabs 12.01 "7-hydroxy-N-[(2S)-1-hydroxypropan-2-yl]-5-phenylpyrazolo[1,5-a]pyrimidine-3-carboxamide" KKM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "7-oxidanyl-~{N}-[(2~{S})-1-oxidanylpropan-2-yl]-5-phenyl-pyrazolo[1,5-a]pyrimidine-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 KKM "Create component" 2018-12-27 RCSB KKM "Initial release" 2019-01-23 RCSB #