data_I73 # _chem_comp.id I73 _chem_comp.name "(3S,4S)-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 I73 _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 4P1K _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 I73 O1 O1 O 0 1 N N N -0.631 -9.564 -22.167 -5.654 0.256 -1.578 O1 I73 1 I73 C42 C1 C 0 1 N N S -0.660 -8.950 -23.511 -5.531 1.023 -0.379 C42 I73 2 I73 C43 C2 C 0 1 N N N -1.608 -7.754 -23.466 -6.525 2.187 -0.412 C43 I73 3 I73 N44 N1 N 0 1 N N N -2.986 -8.218 -23.205 -6.384 2.987 0.811 N44 I73 4 I73 C45 C3 C 0 1 N N N -3.551 -9.197 -24.132 -5.039 3.568 0.914 C45 I73 5 I73 C46 C4 C 0 1 N N N -2.566 -10.380 -24.332 -4.002 2.446 0.987 C46 I73 6 I73 C41 C5 C 0 1 N N S -1.113 -9.956 -24.596 -4.108 1.577 -0.269 C41 I73 7 I73 C40 C6 C 0 1 N N N -1.053 -9.450 -26.055 -3.114 0.417 -0.174 C40 I73 8 I73 N18 N2 N 0 1 N N N 0.279 -9.218 -26.627 -1.747 0.943 -0.183 N18 I73 9 I73 C5 C7 C 0 1 Y N N 0.652 -8.042 -27.214 -0.670 0.075 -0.105 C5 I73 10 I73 C4 C8 C 0 1 Y N N 1.889 -7.889 -27.862 0.639 0.582 -0.107 C4 I73 11 I73 C3 C9 C 0 1 Y N N 2.307 -6.665 -28.475 1.690 -0.283 -0.024 C3 I73 12 I73 N2 N3 N 0 1 Y N N 1.458 -5.628 -28.436 1.441 -1.630 0.059 N2 I73 13 I73 N1 N4 N 0 1 Y N N 1.616 -4.314 -28.952 2.285 -2.742 0.153 N1 I73 14 I73 C9 C10 C 0 1 Y N N 0.466 -3.634 -28.601 1.550 -3.828 0.207 C9 I73 15 I73 C8 C11 C 0 1 Y N N -0.320 -4.608 -27.945 0.210 -3.469 0.151 C8 I73 16 I73 C26 C12 C 0 1 N N N -1.613 -4.654 -27.189 -0.966 -4.411 0.186 C26 I73 17 I73 C28 C13 C 0 1 N N N -1.665 -3.797 -25.914 -0.884 -5.373 -1.000 C28 I73 18 I73 C27 C14 C 0 1 N N N -2.932 -4.990 -27.883 -0.943 -5.207 1.492 C27 I73 19 I73 C7 C15 C 0 1 Y N N 0.308 -5.809 -27.808 0.149 -2.086 0.058 C7 I73 20 I73 N6 N5 N 0 1 Y N N -0.165 -6.957 -27.193 -0.879 -1.228 -0.023 N6 I73 21 I73 N10 N6 N 0 1 N N N 3.514 -6.565 -29.087 2.986 0.189 -0.025 N10 I73 22 I73 C11 C16 C 0 1 N N N 4.587 -7.520 -28.698 3.241 1.629 -0.115 C11 I73 23 I73 C12 C17 C 0 1 Y N N 4.702 -8.666 -29.708 4.727 1.878 -0.096 C12 I73 24 I73 C17 C18 C 0 1 Y N N 4.426 -9.985 -29.348 5.437 1.914 -1.282 C17 I73 25 I73 C16 C19 C 0 1 Y N N 4.519 -11.033 -30.294 6.800 2.142 -1.265 C16 I73 26 I73 C15 C20 C 0 1 Y N N 4.885 -10.749 -31.632 7.454 2.335 -0.062 C15 I73 27 I73 C14 C21 C 0 1 Y N N 5.146 -9.421 -31.978 6.744 2.300 1.124 C14 I73 28 I73 C13 C22 C 0 1 Y N N 5.052 -8.403 -31.024 5.379 2.078 1.106 C13 I73 29 I73 H1 H1 H 0 1 N N N -0.349 -8.918 -21.529 -6.533 -0.123 -1.714 H1 I73 30 I73 H2 H2 H 0 1 N N N 0.347 -8.591 -23.769 -5.743 0.389 0.482 H2 I73 31 I73 H3 H3 H 0 1 N N N -1.295 -7.070 -22.664 -6.322 2.812 -1.281 H3 I73 32 I73 H4 H4 H 0 1 N N N -1.577 -7.227 -24.431 -7.540 1.796 -0.475 H4 I73 33 I73 H5 H5 H 0 1 N N N -3.581 -7.414 -23.218 -6.605 2.440 1.629 H5 I73 34 I73 H7 H7 H 0 1 N N N -3.738 -8.713 -25.102 -4.843 4.188 0.038 H7 I73 35 I73 H8 H8 H 0 1 N N N -4.498 -9.579 -23.724 -4.976 4.180 1.813 H8 I73 36 I73 H9 H9 H 0 1 N N N -2.912 -10.975 -25.190 -3.002 2.877 1.047 H9 I73 37 I73 H10 H10 H 0 1 N N N -2.584 -11.000 -23.424 -4.188 1.835 1.870 H10 I73 38 I73 H11 H11 H 0 1 N N N -0.476 -10.849 -24.519 -3.883 2.179 -1.150 H11 I73 39 I73 H12 H12 H 0 1 N N N -1.603 -8.498 -26.099 -3.286 -0.134 0.751 H12 I73 40 I73 H13 H13 H 0 1 N N N -1.559 -10.196 -26.686 -3.252 -0.250 -1.025 H13 I73 41 I73 H14 H14 H 0 1 N N N 0.404 -9.924 -27.325 -1.596 1.899 -0.242 H14 I73 42 I73 H15 H15 H 0 1 N N N 2.557 -8.737 -27.899 0.812 1.646 -0.174 H15 I73 43 I73 H16 H16 H 0 1 N N N 0.224 -2.598 -28.785 1.927 -4.838 0.283 H16 I73 44 I73 H17 H17 H 0 1 N N N -1.459 -5.627 -26.699 -1.892 -3.838 0.126 H17 I73 45 I73 H18 H18 H 0 1 N N N -2.652 -3.903 -25.440 0.041 -5.946 -0.940 H18 I73 46 I73 H19 H19 H 0 1 N N N -0.885 -4.132 -25.215 -1.735 -6.055 -0.975 H19 I73 47 I73 H20 H20 H 0 1 N N N -1.495 -2.742 -26.174 -0.901 -4.806 -1.931 H20 I73 48 I73 H21 H21 H 0 1 N N N -3.750 -4.968 -27.148 -1.002 -4.522 2.337 H21 I73 49 I73 H22 H22 H 0 1 N N N -3.130 -4.250 -28.673 -1.794 -5.889 1.518 H22 I73 50 I73 H23 H23 H 0 1 N N N -2.866 -5.993 -28.329 -0.017 -5.780 1.552 H23 I73 51 I73 H24 H24 H 0 1 N N N 3.860 -5.644 -28.910 3.729 -0.432 0.034 H24 I73 52 I73 H25 H25 H 0 1 N N N 4.354 -7.937 -27.707 2.819 2.016 -1.042 H25 I73 53 I73 H26 H26 H 0 1 N N N 5.546 -6.983 -28.654 2.777 2.133 0.733 H26 I73 54 I73 H27 H27 H 0 1 N N N 4.137 -10.210 -28.332 4.926 1.763 -2.221 H27 I73 55 I73 H28 H28 H 0 1 N N N 4.311 -12.050 -29.995 7.355 2.169 -2.191 H28 I73 56 I73 H29 H29 H 0 1 N N N 4.960 -11.538 -32.366 8.519 2.513 -0.048 H29 I73 57 I73 H30 H30 H 0 1 N N N 5.423 -9.178 -32.993 7.254 2.450 2.064 H30 I73 58 I73 H31 H31 H 0 1 N N N 5.257 -7.385 -31.320 4.825 2.050 2.033 H31 I73 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 I73 C14 C15 DOUB Y N 1 I73 C14 C13 SING Y N 2 I73 C15 C16 SING Y N 3 I73 C13 C12 DOUB Y N 4 I73 C16 C17 DOUB Y N 5 I73 C12 C17 SING Y N 6 I73 C12 C11 SING N N 7 I73 N10 C11 SING N N 8 I73 N10 C3 SING N N 9 I73 N1 C9 DOUB Y N 10 I73 N1 N2 SING Y N 11 I73 C9 C8 SING Y N 12 I73 C3 N2 SING Y N 13 I73 C3 C4 DOUB Y N 14 I73 N2 C7 SING Y N 15 I73 C8 C7 DOUB Y N 16 I73 C8 C26 SING N N 17 I73 C27 C26 SING N N 18 I73 C4 C5 SING Y N 19 I73 C7 N6 SING Y N 20 I73 C5 N6 DOUB Y N 21 I73 C5 N18 SING N N 22 I73 C26 C28 SING N N 23 I73 N18 C40 SING N N 24 I73 C40 C41 SING N N 25 I73 C41 C46 SING N N 26 I73 C41 C42 SING N N 27 I73 C46 C45 SING N N 28 I73 C45 N44 SING N N 29 I73 C42 C43 SING N N 30 I73 C42 O1 SING N N 31 I73 C43 N44 SING N N 32 I73 O1 H1 SING N N 33 I73 C42 H2 SING N N 34 I73 C43 H3 SING N N 35 I73 C43 H4 SING N N 36 I73 N44 H5 SING N N 37 I73 C45 H7 SING N N 38 I73 C45 H8 SING N N 39 I73 C46 H9 SING N N 40 I73 C46 H10 SING N N 41 I73 C41 H11 SING N N 42 I73 C40 H12 SING N N 43 I73 C40 H13 SING N N 44 I73 N18 H14 SING N N 45 I73 C4 H15 SING N N 46 I73 C9 H16 SING N N 47 I73 C26 H17 SING N N 48 I73 C28 H18 SING N N 49 I73 C28 H19 SING N N 50 I73 C28 H20 SING N N 51 I73 C27 H21 SING N N 52 I73 C27 H22 SING N N 53 I73 C27 H23 SING N N 54 I73 N10 H24 SING N N 55 I73 C11 H25 SING N N 56 I73 C11 H26 SING N N 57 I73 C17 H27 SING N N 58 I73 C16 H28 SING N N 59 I73 C15 H29 SING N N 60 I73 C14 H30 SING N N 61 I73 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 I73 SMILES ACDLabs 12.01 "n2c(cc(NCc1ccccc1)n3ncc(c23)C(C)C)NCC4CCNCC4O" I73 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+/m0/s1" I73 InChIKey InChI 1.03 YCVGLKWJKIKVBI-PKOBYXMFSA-N I73 SMILES_CANONICAL CACTVS 3.385 "CC(C)c1cnn2c(NCc3ccccc3)cc(NC[C@@H]4CCNC[C@H]4O)nc12" I73 SMILES CACTVS 3.385 "CC(C)c1cnn2c(NCc3ccccc3)cc(NC[CH]4CCNC[CH]4O)nc12" I73 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)c1cnn2c1nc(cc2NCc3ccccc3)NC[C@@H]4CCNC[C@H]4O" I73 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 I73 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4S)-4-({[7-(benzylamino)-3-(propan-2-yl)pyrazolo[1,5-a]pyrimidin-5-yl]amino}methyl)piperidin-3-ol" I73 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(3S,4S)-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 I73 "Create component" 2014-02-28 RCSB I73 "Modify descriptor" 2014-09-05 RCSB I73 "Initial release" 2017-02-08 RCSB #