data_MI5 # _chem_comp.id MI5 _chem_comp.name "N-(3-methylisothiazol-5-yl)-3-(1-methyl-1H-pyrazol-4-yl)-5-[(3R)-piperidin-3-yl]pyrazolo[1,5-a]pyrimidin-7-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H22 N8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 394.497 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MI5 _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 3OT8 _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 MI5 C01 C01 C 0 1 Y N N 14.462 -0.552 10.062 0.893 1.918 0.522 C01 MI5 1 MI5 C02 C02 C 0 1 Y N N 15.605 -1.224 10.308 0.592 0.555 0.599 C02 MI5 2 MI5 N03 N03 N 0 1 Y N N 16.591 -0.658 9.529 -0.751 0.461 0.861 N03 MI5 3 MI5 N04 N04 N 0 1 Y N N 16.102 0.422 8.798 -1.265 1.759 0.943 N04 MI5 4 MI5 C05 C05 C 0 1 Y N N 14.837 0.460 9.133 -0.294 2.620 0.749 C05 MI5 5 MI5 N06 N06 N 0 1 Y N N 15.863 -2.299 11.133 1.340 -0.547 0.468 N06 MI5 6 MI5 C07 C07 C 0 1 Y N N 17.077 -2.725 11.137 0.810 -1.745 0.588 C07 MI5 7 MI5 C08 C08 C 0 1 Y N N 18.196 -2.160 10.370 -0.552 -1.891 0.854 C08 MI5 8 MI5 C09 C09 C 0 1 Y N N 17.915 -1.153 9.538 -1.332 -0.774 0.990 C09 MI5 9 MI5 N10 N10 N 0 1 N N N 18.800 -0.513 8.742 -2.681 -0.890 1.254 N10 MI5 10 MI5 C11 C11 C 0 1 N N R 17.419 -3.862 12.103 1.679 -2.967 0.435 C11 MI5 11 MI5 C12 C12 C 0 1 Y N N 13.182 -0.732 10.732 2.228 2.510 0.254 C12 MI5 12 MI5 C13 C13 C 0 1 N N N 16.929 -3.436 13.522 1.239 -3.756 -0.800 C13 MI5 13 MI5 N14 N14 N 0 1 N N N 17.282 -4.448 14.550 2.099 -4.935 -0.961 N14 MI5 14 MI5 C15 C15 C 0 1 N N N 16.579 -5.682 14.239 3.500 -4.547 -1.170 C15 MI5 15 MI5 C16 C16 C 0 1 N N N 17.087 -6.214 12.890 4.006 -3.782 0.055 C16 MI5 16 MI5 C17 C17 C 0 1 N N N 16.802 -5.186 11.757 3.139 -2.539 0.269 C17 MI5 17 MI5 C18 C18 C 0 1 Y N N 12.145 0.190 10.828 3.430 2.183 0.911 C18 MI5 18 MI5 N19 N19 N 0 1 Y N N 11.121 -0.246 11.541 4.386 2.914 0.400 N19 MI5 19 MI5 N20 N20 N 0 1 Y N N 11.521 -1.466 11.964 3.837 3.730 -0.597 N20 MI5 20 MI5 C21 C21 C 0 1 Y N N 12.769 -1.794 11.518 2.514 3.465 -0.677 C21 MI5 21 MI5 C22 C22 C 0 1 N N N 10.618 -2.281 12.823 4.571 4.698 -1.416 C22 MI5 22 MI5 C23 C23 C 0 1 Y N N 20.026 -0.891 8.323 -3.611 -0.316 0.392 C23 MI5 23 MI5 S24 S24 S 0 1 Y N N 20.797 -2.358 8.697 -3.301 0.438 -1.123 S24 MI5 24 MI5 N25 N25 N 0 1 Y N N 22.189 -2.068 7.839 -4.919 0.824 -1.455 N25 MI5 25 MI5 C26 C26 C 0 1 Y N N 22.085 -0.858 7.267 -5.631 0.394 -0.455 C26 MI5 26 MI5 C27 C27 C 0 1 Y N N 20.880 -0.153 7.518 -4.957 -0.237 0.566 C27 MI5 27 MI5 C28 C28 C 0 1 N N N 23.211 -0.360 6.439 -7.127 0.572 -0.419 C28 MI5 28 MI5 H05 H05 H 0 1 N N N 14.144 1.190 8.742 -0.397 3.695 0.756 H05 MI5 29 MI5 H08 H08 H 0 1 N N N 19.201 -2.542 10.474 -0.986 -2.875 0.951 H08 MI5 30 MI5 HN10 HN10 H 0 0 N N N 18.499 0.382 8.411 -2.981 -1.372 2.041 HN10 MI5 31 MI5 H11 H11 H 0 1 N N N 18.507 -4.015 12.048 1.582 -3.595 1.321 H11 MI5 32 MI5 H13 H13 H 0 1 N N N 17.405 -2.481 13.788 0.204 -4.074 -0.679 H13 MI5 33 MI5 H13A H13A H 0 0 N N N 15.835 -3.322 13.499 1.323 -3.122 -1.684 H13A MI5 34 MI5 HN14 HN14 H 0 0 N N N 18.269 -4.609 14.543 2.010 -5.558 -0.172 HN14 MI5 35 MI5 H15 H15 H 0 1 N N N 16.769 -6.426 15.027 4.106 -5.441 -1.317 H15 MI5 36 MI5 H15A H15A H 0 0 N N N 15.498 -5.488 14.178 3.573 -3.910 -2.051 H15A MI5 37 MI5 H16 H16 H 0 1 N N N 18.171 -6.387 12.956 3.947 -4.423 0.934 H16 MI5 38 MI5 H16A H16A H 0 0 N N N 16.573 -7.158 12.658 5.042 -3.481 -0.106 H16A MI5 39 MI5 H17 H17 H 0 1 N N N 15.715 -5.063 11.642 3.229 -1.879 -0.594 H17 MI5 40 MI5 H17A H17A H 0 0 N N N 17.233 -5.554 10.814 3.470 -2.014 1.166 H17A MI5 41 MI5 H18 H18 H 0 1 N N N 12.174 1.166 10.366 3.543 1.456 1.702 H18 MI5 42 MI5 H21 H21 H 0 1 N N N 13.321 -2.697 11.734 1.811 3.927 -1.353 H21 MI5 43 MI5 H22 H22 H 0 1 N N N 9.684 -1.728 13.002 4.936 4.208 -2.318 H22 MI5 44 MI5 H22A H22A H 0 0 N N N 10.390 -3.231 12.318 3.907 5.518 -1.691 H22A MI5 45 MI5 H22B H22B H 0 0 N N N 11.113 -2.486 13.784 5.415 5.089 -0.847 H22B MI5 46 MI5 H27 H27 H 0 1 N N N 20.657 0.831 7.132 -5.456 -0.630 1.440 H27 MI5 47 MI5 H28 H28 H 0 1 N N N 24.014 -1.112 6.420 -7.607 -0.289 -0.884 H28 MI5 48 MI5 H28A H28A H 0 0 N N N 22.858 -0.175 5.414 -7.458 0.657 0.616 H28A MI5 49 MI5 H28B H28B H 0 0 N N N 23.596 0.576 6.869 -7.398 1.477 -0.963 H28B MI5 50 # 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 MI5 C05 C01 SING Y N 1 MI5 C01 C02 DOUB Y N 2 MI5 C01 C12 SING Y N 3 MI5 N03 C02 SING Y N 4 MI5 C02 N06 SING Y N 5 MI5 N04 N03 SING Y N 6 MI5 N03 C09 SING Y N 7 MI5 N04 C05 DOUB Y N 8 MI5 C05 H05 SING N N 9 MI5 N06 C07 DOUB Y N 10 MI5 C08 C07 SING Y N 11 MI5 C07 C11 SING N N 12 MI5 C09 C08 DOUB Y N 13 MI5 C08 H08 SING N N 14 MI5 N10 C09 SING N N 15 MI5 C23 N10 SING N N 16 MI5 N10 HN10 SING N N 17 MI5 C17 C11 SING N N 18 MI5 C11 C13 SING N N 19 MI5 C11 H11 SING N N 20 MI5 C12 C18 SING Y N 21 MI5 C12 C21 DOUB Y N 22 MI5 C13 N14 SING N N 23 MI5 C13 H13 SING N N 24 MI5 C13 H13A SING N N 25 MI5 C15 N14 SING N N 26 MI5 N14 HN14 SING N N 27 MI5 C16 C15 SING N N 28 MI5 C15 H15 SING N N 29 MI5 C15 H15A SING N N 30 MI5 C17 C16 SING N N 31 MI5 C16 H16 SING N N 32 MI5 C16 H16A SING N N 33 MI5 C17 H17 SING N N 34 MI5 C17 H17A SING N N 35 MI5 C18 N19 DOUB Y N 36 MI5 C18 H18 SING N N 37 MI5 N19 N20 SING Y N 38 MI5 C21 N20 SING Y N 39 MI5 N20 C22 SING N N 40 MI5 C21 H21 SING N N 41 MI5 C22 H22 SING N N 42 MI5 C22 H22A SING N N 43 MI5 C22 H22B SING N N 44 MI5 C27 C23 DOUB Y N 45 MI5 C23 S24 SING Y N 46 MI5 N25 S24 SING Y N 47 MI5 C26 N25 DOUB Y N 48 MI5 C28 C26 SING N N 49 MI5 C26 C27 SING Y N 50 MI5 C27 H27 SING N N 51 MI5 C28 H28 SING N N 52 MI5 C28 H28A SING N N 53 MI5 C28 H28B SING N N 54 # 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 MI5 SMILES ACDLabs 12.01 "n5sc(Nc2n4ncc(c1cn(nc1)C)c4nc(c2)C3CCCNC3)cc5C" MI5 SMILES_CANONICAL CACTVS 3.370 "Cn1cc(cn1)c2cnn3c(Nc4snc(C)c4)cc(nc23)[C@@H]5CCCNC5" MI5 SMILES CACTVS 3.370 "Cn1cc(cn1)c2cnn3c(Nc4snc(C)c4)cc(nc23)[CH]5CCCNC5" MI5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(sn1)Nc2cc(nc3n2ncc3c4cnn(c4)C)[C@@H]5CCCNC5" MI5 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(sn1)Nc2cc(nc3n2ncc3c4cnn(c4)C)C5CCCNC5" MI5 InChI InChI 1.03 "InChI=1S/C19H22N8S/c1-12-6-18(28-25-12)24-17-7-16(13-4-3-5-20-8-13)23-19-15(10-22-27(17)19)14-9-21-26(2)11-14/h6-7,9-11,13,20,24H,3-5,8H2,1-2H3/t13-/m1/s1" MI5 InChIKey InChI 1.03 GZPYWHILDNLCNY-CYBMUJFWSA-N # 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 MI5 "SYSTEMATIC NAME" ACDLabs 12.01 "3-(1-methyl-1H-pyrazol-4-yl)-N-(3-methyl-1,2-thiazol-5-yl)-5-[(3R)-piperidin-3-yl]pyrazolo[1,5-a]pyrimidin-7-amine" MI5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-methyl-N-[3-(1-methylpyrazol-4-yl)-5-[(3R)-piperidin-3-yl]pyrazolo[1,5-a]pyrimidin-7-yl]-1,2-thiazol-5-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MI5 "Create component" 2010-09-13 RCSB MI5 "Modify aromatic_flag" 2011-06-04 RCSB MI5 "Modify descriptor" 2011-06-04 RCSB #