data_I74 # _chem_comp.id I74 _chem_comp.name "(3R,4R)-4-[[[7-[(phenylmethyl)amino]-3-propan-2-yl-pyrazolo[1,5-a]pyrimidin-5-yl]amino]methyl]piperidin-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H30 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-28 _chem_comp.pdbx_modified_date 2017-02-03 _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 394.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I74 _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 4P1I _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 I74 O1 O1 O 0 1 N N N 0.268 -11.224 -24.790 5.647 0.241 -1.581 O1 I74 1 I74 C42 C1 C 0 1 N N R -0.839 -10.383 -24.550 5.532 1.005 -0.379 C42 I74 2 I74 C43 C2 C 0 1 N N N -0.680 -9.769 -23.159 6.529 2.166 -0.414 C43 I74 3 I74 N44 N1 N 0 1 N N N -1.567 -8.601 -23.070 6.396 2.964 0.812 N44 I74 4 I74 C45 C3 C 0 1 N N N -1.499 -7.560 -24.073 5.053 3.549 0.922 C45 I74 5 I74 C46 C4 C 0 1 N N N -1.527 -8.047 -25.527 4.012 2.429 0.997 C46 I74 6 I74 C41 C5 C 0 1 N N R -0.707 -9.354 -25.658 4.111 1.563 -0.262 C41 I74 7 I74 C40 C6 C 0 1 N N N -0.826 -9.941 -27.055 3.114 0.406 -0.166 C40 I74 8 I74 N18 N2 N 0 1 N N N 0.497 -9.755 -27.623 1.748 0.936 -0.166 N18 I74 9 I74 C5 C7 C 0 1 Y N N 0.946 -8.560 -28.154 0.669 0.072 -0.086 C5 I74 10 I74 C4 C8 C 0 1 Y N N 2.205 -8.469 -28.781 -0.639 0.582 -0.093 C4 I74 11 I74 C3 C9 C 0 1 Y N N 2.601 -7.216 -29.314 -1.693 -0.282 -0.020 C3 I74 12 I74 N2 N3 N 0 1 Y N N 1.723 -6.166 -29.255 -1.447 -1.629 0.060 N2 I74 13 I74 N1 N4 N 0 1 Y N N 1.979 -4.873 -29.690 -2.294 -2.740 0.145 N1 I74 14 I74 C9 C10 C 0 1 Y N N 0.890 -4.133 -29.328 -1.562 -3.828 0.198 C9 I74 15 I74 C8 C11 C 0 1 Y N N -0.006 -5.013 -28.698 -0.221 -3.472 0.151 C8 I74 16 I74 C26 C12 C 0 1 N N N -1.337 -4.536 -28.164 0.953 -4.416 0.186 C26 I74 17 I74 C28 C13 C 0 1 N N N -2.537 -5.456 -28.444 0.922 -5.219 1.489 C28 I74 18 I74 C27 C14 C 0 1 N N N -1.294 -4.406 -26.617 0.873 -5.373 -1.005 C27 I74 19 I74 C7 C15 C 0 1 Y N N 0.575 -6.289 -28.628 -0.156 -2.088 0.064 C7 I74 20 I74 N6 N5 N 0 1 Y N N 0.142 -7.464 -28.103 0.874 -1.232 -0.009 N6 I74 21 I74 N10 N6 N 0 1 N N N 3.774 -7.046 -29.914 -2.987 0.194 -0.024 N10 I74 22 I74 C11 C16 C 0 1 N N N 4.913 -7.898 -29.565 -3.238 1.635 -0.109 C11 I74 23 I74 C12 C17 C 0 1 Y N N 5.017 -8.948 -30.635 -4.724 1.888 -0.096 C12 I74 24 I74 C17 C18 C 0 1 Y N N 4.942 -10.285 -30.271 -5.382 2.078 1.105 C17 I74 25 I74 C16 C19 C 0 1 Y N N 5.026 -11.241 -31.269 -6.745 2.310 1.117 C16 I74 26 I74 C15 C20 C 0 1 Y N N 5.190 -10.878 -32.625 -7.449 2.351 -0.072 C15 I74 27 I74 C14 C21 C 0 1 Y N N 5.250 -9.526 -32.996 -6.791 2.161 -1.272 C14 I74 28 I74 C13 C22 C 0 1 Y N N 5.177 -8.572 -31.982 -5.427 1.935 -1.285 C13 I74 29 I74 H1 H1 H 0 1 N N N 0.285 -11.919 -24.142 6.525 -0.140 -1.721 H1 I74 30 I74 H2 H2 H 0 1 N N N -1.797 -10.919 -24.629 5.745 0.368 0.479 H2 I74 31 I74 H3 H3 H 0 1 N N N -0.958 -10.507 -22.392 7.543 1.772 -0.482 H3 I74 32 I74 H4 H4 H 0 1 N N N 0.364 -9.457 -23.007 6.324 2.795 -1.280 H4 I74 33 I74 H5 H5 H 0 1 N N N -1.382 -8.165 -22.189 7.106 3.679 0.857 H5 I74 34 I74 H7 H7 H 0 1 N N N -0.564 -7.001 -23.920 4.996 4.159 1.824 H7 I74 35 I74 H8 H8 H 0 1 N N N -2.357 -6.888 -23.923 4.855 4.171 0.049 H8 I74 36 I74 H9 H9 H 0 1 N N N -1.091 -7.276 -26.179 4.201 1.814 1.877 H9 I74 37 I74 H10 H10 H 0 1 N N N -2.568 -8.237 -25.829 3.015 2.863 1.064 H10 I74 38 I74 H11 H11 H 0 1 N N N 0.339 -9.019 -25.593 3.884 2.168 -1.139 H11 I74 39 I74 H12 H12 H 0 1 N N N -1.584 -9.403 -27.643 3.246 -0.259 -1.019 H12 I74 40 I74 H13 H13 H 0 1 N N N -1.087 -11.009 -27.010 3.288 -0.148 0.757 H13 I74 41 I74 H14 H14 H 0 1 N N N 0.573 -10.426 -28.361 1.600 1.893 -0.223 H14 I74 42 I74 H15 H15 H 0 1 N N N 2.851 -9.331 -28.854 -0.809 1.646 -0.156 H15 I74 43 I74 H16 H16 H 0 1 N N N 0.745 -3.076 -29.494 -1.941 -4.837 0.269 H16 I74 44 I74 H17 H17 H 0 1 N N N -1.553 -3.544 -28.587 1.880 -3.846 0.133 H17 I74 45 I74 H18 H18 H 0 1 N N N -3.447 -5.014 -28.013 -0.005 -5.790 1.542 H18 I74 46 I74 H19 H19 H 0 1 N N N -2.664 -5.572 -29.530 1.771 -5.903 1.514 H19 I74 47 I74 H20 H20 H 0 1 N N N -2.358 -6.441 -27.989 0.978 -4.537 2.337 H20 I74 48 I74 H21 H21 H 0 1 N N N -2.271 -4.058 -26.250 0.896 -4.802 -1.932 H21 I74 49 I74 H22 H22 H 0 1 N N N -1.064 -5.386 -26.173 1.722 -6.057 -0.979 H22 I74 50 I74 H23 H23 H 0 1 N N N -0.517 -3.682 -26.331 -0.054 -5.944 -0.951 H23 I74 51 I74 H24 H24 H 0 1 N N N 4.055 -6.103 -29.734 -3.732 -0.425 0.029 H24 I74 52 I74 H25 H25 H 0 1 N N N 4.746 -8.371 -28.586 -2.777 2.135 0.743 H25 I74 53 I74 H26 H26 H 0 1 N N N 5.836 -7.300 -29.531 -2.811 2.024 -1.033 H26 I74 54 I74 H27 H27 H 0 1 N N N 4.821 -10.572 -29.237 -4.831 2.046 2.033 H27 I74 55 I74 H28 H28 H 0 1 N N N 4.965 -12.287 -31.006 -7.259 2.458 2.055 H28 I74 56 I74 H29 H29 H 0 1 N N N 5.270 -11.646 -33.380 -8.514 2.532 -0.062 H29 I74 57 I74 H30 H30 H 0 1 N N N 5.349 -9.235 -34.031 -7.341 2.193 -2.201 H30 I74 58 I74 H31 H31 H 0 1 N N N 5.245 -7.524 -32.235 -4.913 1.787 -2.223 H31 I74 59 # 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 I74 C14 C15 DOUB Y N 1 I74 C14 C13 SING Y N 2 I74 C15 C16 SING Y N 3 I74 C13 C12 DOUB Y N 4 I74 C16 C17 DOUB Y N 5 I74 C12 C17 SING Y N 6 I74 C12 C11 SING N N 7 I74 N10 C11 SING N N 8 I74 N10 C3 SING N N 9 I74 N1 C9 DOUB Y N 10 I74 N1 N2 SING Y N 11 I74 C9 C8 SING Y N 12 I74 C3 N2 SING Y N 13 I74 C3 C4 DOUB Y N 14 I74 N2 C7 SING Y N 15 I74 C4 C5 SING Y N 16 I74 C8 C7 DOUB Y N 17 I74 C8 C26 SING N N 18 I74 C7 N6 SING Y N 19 I74 C28 C26 SING N N 20 I74 C26 C27 SING N N 21 I74 C5 N6 DOUB Y N 22 I74 C5 N18 SING N N 23 I74 N18 C40 SING N N 24 I74 C40 C41 SING N N 25 I74 C41 C46 SING N N 26 I74 C41 C42 SING N N 27 I74 C46 C45 SING N N 28 I74 O1 C42 SING N N 29 I74 C42 C43 SING N N 30 I74 C45 N44 SING N N 31 I74 C43 N44 SING N N 32 I74 O1 H1 SING N N 33 I74 C42 H2 SING N N 34 I74 C43 H3 SING N N 35 I74 C43 H4 SING N N 36 I74 N44 H5 SING N N 37 I74 C45 H7 SING N N 38 I74 C45 H8 SING N N 39 I74 C46 H9 SING N N 40 I74 C46 H10 SING N N 41 I74 C41 H11 SING N N 42 I74 C40 H12 SING N N 43 I74 C40 H13 SING N N 44 I74 N18 H14 SING N N 45 I74 C4 H15 SING N N 46 I74 C9 H16 SING N N 47 I74 C26 H17 SING N N 48 I74 C28 H18 SING N N 49 I74 C28 H19 SING N N 50 I74 C28 H20 SING N N 51 I74 C27 H21 SING N N 52 I74 C27 H22 SING N N 53 I74 C27 H23 SING N N 54 I74 N10 H24 SING N N 55 I74 C11 H25 SING N N 56 I74 C11 H26 SING N N 57 I74 C17 H27 SING N N 58 I74 C16 H28 SING N N 59 I74 C15 H29 SING N N 60 I74 C14 H30 SING N N 61 I74 C13 H31 SING N N 62 # 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 I74 SMILES ACDLabs 12.01 "n2c(cc(NCc1ccccc1)n3ncc(c23)C(C)C)NCC4CCNCC4O" I74 InChI InChI 1.03 "InChI=1S/C22H30N6O/c1-15(2)18-13-26-28-21(25-11-16-6-4-3-5-7-16)10-20(27-22(18)28)24-12-17-8-9-23-14-19(17)29/h3-7,10,13,15,17,19,23,25,29H,8-9,11-12,14H2,1-2H3,(H,24,27)/t17-,19+/m1/s1" I74 InChIKey InChI 1.03 YCVGLKWJKIKVBI-MJGOQNOKSA-N I74 SMILES_CANONICAL CACTVS 3.385 "CC(C)c1cnn2c(NCc3ccccc3)cc(NC[C@H]4CCNC[C@@H]4O)nc12" I74 SMILES CACTVS 3.385 "CC(C)c1cnn2c(NCc3ccccc3)cc(NC[CH]4CCNC[CH]4O)nc12" I74 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)c1cnn2c1nc(cc2NCc3ccccc3)NC[C@H]4CCNC[C@@H]4O" I74 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)c1cnn2c1nc(cc2NCc3ccccc3)NCC4CCNCC4O" # 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 I74 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4R)-4-({[7-(benzylamino)-3-(propan-2-yl)pyrazolo[1,5-a]pyrimidin-5-yl]amino}methyl)piperidin-3-ol" I74 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3R,4R)-4-[[[7-[(phenylmethyl)amino]-3-propan-2-yl-pyrazolo[1,5-a]pyrimidin-5-yl]amino]methyl]piperidin-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I74 "Create component" 2014-02-28 RCSB I74 "Modify descriptor" 2014-09-05 RCSB I74 "Initial release" 2017-02-08 RCSB #