data_4C9 # _chem_comp.id 4C9 _chem_comp.name "(2S)-2-({(3R)-3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}carbonyl)-4,4-dimethylpentanenitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H33 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-27 _chem_comp.pdbx_modified_date 2015-05-08 _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 523.629 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4C9 _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 4YHF _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 4C9 C1 C11 C 0 1 N N N -2.415 0.205 -38.259 6.931 1.368 -1.318 C11 4C9 1 4C9 C2 C12 C 0 1 N N N -1.616 0.433 -39.907 8.329 1.823 -0.895 C12 4C9 2 4C9 C3 C15 C 0 1 N N N -2.704 0.287 -41.066 9.042 0.677 -0.174 C15 4C9 3 4C9 C4 C16 C 0 1 N N N -4.561 -1.304 -38.343 6.620 -0.085 0.632 C16 4C9 4 4C9 C5 C25 C 0 1 Y N N 0.309 0.563 -27.451 -4.114 -1.082 1.102 C25 4C9 5 4C9 C6 C26 C 0 1 Y N N 1.317 1.172 -26.693 -5.352 -0.519 1.332 C26 4C9 6 4C9 C7 C29 C 0 1 Y N N 3.389 4.119 -26.351 -7.541 1.684 0.305 C29 4C9 7 4C9 C8 C34 C 0 1 Y N N 4.728 4.546 -26.348 -8.823 2.182 0.491 C34 4C9 8 4C9 N1 N39 N 0 1 Y N N -4.903 -0.006 -28.809 -1.633 -4.099 -1.540 N39 4C9 9 4C9 N2 N01 N 0 1 N N N -3.366 0.956 -27.369 -3.615 -2.940 -1.007 N01 4C9 10 4C9 C9 C02 C 0 1 Y N N -3.579 0.349 -28.571 -2.241 -3.069 -0.960 C02 4C9 11 4C9 C10 C03 C 0 1 Y N N -2.544 0.091 -29.525 -1.450 -2.115 -0.297 C03 4C9 12 4C9 C11 C04 C 0 1 Y N N -3.022 -0.548 -30.703 -0.055 -2.295 -0.278 C04 4C9 13 4C9 N3 N05 N 0 1 Y N N -1.881 -0.780 -31.529 0.470 -1.247 0.418 N05 4C9 14 4C9 C12 C06 C 0 1 N N R -1.877 -1.338 -32.901 1.895 -1.034 0.681 C06 4C9 15 4C9 C13 C07 C 0 1 N N N -2.370 -0.293 -33.928 2.334 0.301 0.073 C07 4C9 16 4C9 N4 N08 N 0 1 N N N -2.258 -0.731 -35.341 3.728 0.560 0.456 N08 4C9 17 4C9 C14 C09 C 0 1 N N N -3.268 -0.635 -36.267 4.659 0.829 -0.481 C09 4C9 18 4C9 C15 C10 C 0 1 N N S -3.301 -0.952 -37.774 6.086 1.092 -0.072 C10 4C9 19 4C9 C16 C13 C 0 1 N N N -0.430 -0.731 -40.067 9.131 2.223 -2.135 C13 4C9 20 4C9 C17 C14 C 0 1 N N N -0.931 1.896 -39.976 8.212 3.023 0.046 C14 4C9 21 4C9 N5 N17 N 0 1 N N N -5.602 -1.581 -38.843 7.031 -0.993 1.176 N17 4C9 22 4C9 O1 O18 O 0 1 N N N -4.369 -0.155 -35.870 4.349 0.859 -1.653 O18 4C9 23 4C9 C18 C19 C 0 1 N N N -0.904 -1.253 -35.654 4.089 0.521 1.880 C19 4C9 24 4C9 C19 C20 C 0 1 N N N -0.473 -2.324 -34.682 3.631 -0.817 2.468 C20 4C9 25 4C9 C20 C21 C 0 1 N N N -0.436 -1.714 -33.319 2.137 -1.006 2.192 C21 4C9 26 4C9 N6 N22 N 0 1 Y N N -0.752 -0.234 -30.919 -0.564 -0.405 0.842 N22 4C9 27 4C9 C21 C23 C 0 1 Y N N -1.068 0.285 -29.697 -1.719 -0.881 0.441 C23 4C9 28 4C9 C22 C24 C 0 1 Y N N -0.012 0.902 -28.783 -3.051 -0.280 0.689 C24 4C9 29 4C9 C23 C27 C 0 1 Y N N 2.134 2.187 -27.183 -5.540 0.845 1.152 C27 4C9 30 4C9 O2 O28 O 0 1 N N N 3.122 2.730 -26.348 -6.761 1.397 1.380 O28 4C9 31 4C9 C24 C30 C 0 1 Y N N 2.384 5.117 -26.347 -7.060 1.475 -0.979 C30 4C9 32 4C9 C25 C31 C 0 1 Y N N 2.753 6.467 -26.343 -7.858 1.763 -2.070 C31 4C9 33 4C9 C26 C32 C 0 1 Y N N 4.080 6.887 -26.341 -9.135 2.258 -1.882 C32 4C9 34 4C9 C27 C33 C 0 1 Y N N 5.070 5.904 -26.343 -9.615 2.472 -0.603 C33 4C9 35 4C9 C28 C35 C 0 1 Y N N 1.866 2.556 -28.515 -4.483 1.647 0.741 C35 4C9 36 4C9 C29 C36 C 0 1 Y N N 0.840 1.927 -29.264 -3.243 1.090 0.510 C36 4C9 37 4C9 N7 N37 N 0 1 Y N N -4.325 -0.914 -30.973 0.461 -3.362 -0.889 N37 4C9 38 4C9 C30 C38 C 0 1 Y N N -5.202 -0.608 -29.976 -0.319 -4.228 -1.498 C38 4C9 39 4C9 H1 H111 H 0 1 N N N -3.038 1.102 -38.129 6.458 2.150 -1.912 H111 4C9 40 4C9 H3 H151 H 0 1 N N N -3.476 1.061 -40.944 8.910 -0.245 -0.739 H151 4C9 41 4C9 H4 H152 H 0 1 N N N -2.216 0.407 -42.044 10.105 0.905 -0.093 H152 4C9 42 4C9 H5 H153 H 0 1 N N N -3.170 -0.708 -41.008 8.619 0.556 0.823 H153 4C9 43 4C9 H6 H251 H 0 1 N N N -0.264 -0.223 -26.982 -3.968 -2.142 1.246 H251 4C9 44 4C9 H7 H261 H 0 1 N N N 1.468 0.837 -25.677 -6.176 -1.140 1.651 H261 4C9 45 4C9 H8 H341 H 0 1 N N N 5.515 3.806 -26.350 -9.202 2.341 1.490 H341 4C9 46 4C9 H9 H011 H 0 1 N N N -4.232 1.031 -26.875 -4.162 -3.678 -1.319 H011 4C9 47 4C9 H10 H012 H 0 1 N N N -2.721 0.413 -26.831 -4.035 -2.111 -0.728 H012 4C9 48 4C9 H11 H061 H 0 1 N N N -2.517 -2.231 -32.952 2.472 -1.844 0.235 H061 4C9 49 4C9 H12 H071 H 0 1 N N N -3.427 -0.074 -33.717 2.256 0.251 -1.013 H071 4C9 50 4C9 H13 H072 H 0 1 N N N -1.774 0.623 -33.802 1.697 1.101 0.450 H072 4C9 51 4C9 H15 H131 H 0 1 N N N 0.310 -0.615 -39.261 8.623 3.039 -2.649 H131 4C9 52 4C9 H16 H132 H 0 1 N N N -0.886 -1.730 -40.005 10.127 2.547 -1.834 H132 4C9 53 4C9 H17 H133 H 0 1 N N N 0.068 -0.615 -41.041 9.215 1.368 -2.805 H133 4C9 54 4C9 H18 H141 H 0 1 N N N -0.183 1.989 -39.175 7.640 2.738 0.929 H141 4C9 55 4C9 H19 H142 H 0 1 N N N -0.441 2.026 -40.952 9.208 3.348 0.347 H142 4C9 56 4C9 H20 H143 H 0 1 N N N -1.703 2.669 -39.848 7.704 3.840 -0.468 H143 4C9 57 4C9 H21 H191 H 0 1 N N N -0.913 -1.677 -36.669 5.170 0.616 1.986 H191 4C9 58 4C9 H22 H192 H 0 1 N N N -0.184 -0.422 -35.610 3.595 1.339 2.404 H192 4C9 59 4C9 H23 H201 H 0 1 N N N -1.191 -3.157 -34.700 4.192 -1.629 2.005 H201 4C9 60 4C9 H24 H202 H 0 1 N N N 0.526 -2.696 -34.953 3.805 -0.820 3.544 H202 4C9 61 4C9 H25 H211 H 0 1 N N N 0.192 -0.811 -33.335 1.579 -0.181 2.634 H211 4C9 62 4C9 H26 H212 H 0 1 N N N -0.020 -2.437 -32.602 1.803 -1.946 2.631 H212 4C9 63 4C9 H27 H301 H 0 1 N N N 1.341 4.838 -26.347 -6.062 1.089 -1.126 H301 4C9 64 4C9 H28 H311 H 0 1 N N N 1.974 7.215 -26.341 -7.483 1.600 -3.070 H311 4C9 65 4C9 H29 H321 H 0 1 N N N 4.334 7.937 -26.338 -9.757 2.482 -2.736 H321 4C9 66 4C9 H30 H331 H 0 1 N N N 6.111 6.193 -26.341 -10.613 2.859 -0.460 H331 4C9 67 4C9 H31 H351 H 0 1 N N N 2.455 3.335 -28.976 -4.633 2.707 0.603 H351 4C9 68 4C9 H32 H361 H 0 1 N N N 0.696 2.255 -30.283 -2.421 1.714 0.191 H361 4C9 69 4C9 H33 H381 H 0 1 N N N -6.236 -0.874 -30.137 0.134 -5.081 -1.982 H381 4C9 70 4C9 H34 H101 H 0 1 N N N -2.668 -1.846 -37.880 6.120 1.958 0.589 H101 4C9 71 4C9 H35 HXT H 0 1 N N N -1.581 0.231 -37.543 7.009 0.458 -1.912 HXT 4C9 72 # 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 4C9 C1 C15 SING N N 1 4C9 C2 C3 SING N N 2 4C9 C2 C16 SING N N 3 4C9 C2 C17 SING N N 4 4C9 C4 C15 SING N N 5 4C9 C4 N5 TRIP N N 6 4C9 C5 C6 DOUB Y N 7 4C9 C5 C22 SING Y N 8 4C9 C6 C23 SING Y N 9 4C9 C7 C8 DOUB Y N 10 4C9 C7 O2 SING N N 11 4C9 C7 C24 SING Y N 12 4C9 C8 C27 SING Y N 13 4C9 N1 C9 DOUB Y N 14 4C9 N1 C30 SING Y N 15 4C9 N2 C9 SING N N 16 4C9 C9 C10 SING Y N 17 4C9 C10 C11 DOUB Y N 18 4C9 C10 C21 SING Y N 19 4C9 C11 N3 SING Y N 20 4C9 C11 N7 SING Y N 21 4C9 N3 C12 SING N N 22 4C9 N3 N6 SING Y N 23 4C9 C12 C13 SING N N 24 4C9 C12 C20 SING N N 25 4C9 C13 N4 SING N N 26 4C9 N4 C14 SING N N 27 4C9 N4 C18 SING N N 28 4C9 C14 C15 SING N N 29 4C9 C14 O1 DOUB N N 30 4C9 C18 C19 SING N N 31 4C9 C19 C20 SING N N 32 4C9 N6 C21 DOUB Y N 33 4C9 C21 C22 SING N N 34 4C9 C22 C29 DOUB Y N 35 4C9 C23 O2 SING N N 36 4C9 C23 C28 DOUB Y N 37 4C9 C24 C25 DOUB Y N 38 4C9 C25 C26 SING Y N 39 4C9 C26 C27 DOUB Y N 40 4C9 C28 C29 SING Y N 41 4C9 N7 C30 DOUB Y N 42 4C9 C1 C2 SING N N 43 4C9 C1 H1 SING N N 44 4C9 C3 H3 SING N N 45 4C9 C3 H4 SING N N 46 4C9 C3 H5 SING N N 47 4C9 C5 H6 SING N N 48 4C9 C6 H7 SING N N 49 4C9 C8 H8 SING N N 50 4C9 N2 H9 SING N N 51 4C9 N2 H10 SING N N 52 4C9 C12 H11 SING N N 53 4C9 C13 H12 SING N N 54 4C9 C13 H13 SING N N 55 4C9 C16 H15 SING N N 56 4C9 C16 H16 SING N N 57 4C9 C16 H17 SING N N 58 4C9 C17 H18 SING N N 59 4C9 C17 H19 SING N N 60 4C9 C17 H20 SING N N 61 4C9 C18 H21 SING N N 62 4C9 C18 H22 SING N N 63 4C9 C19 H23 SING N N 64 4C9 C19 H24 SING N N 65 4C9 C20 H25 SING N N 66 4C9 C20 H26 SING N N 67 4C9 C24 H27 SING N N 68 4C9 C25 H28 SING N N 69 4C9 C26 H29 SING N N 70 4C9 C27 H30 SING N N 71 4C9 C28 H31 SING N N 72 4C9 C29 H32 SING N N 73 4C9 C30 H33 SING N N 74 4C9 C15 H34 SING N N 75 4C9 C1 H35 SING N N 76 # 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 4C9 SMILES ACDLabs 12.01 "N#CC(C(=O)N5CCCC(n2nc(c1c(ncnc12)N)c4ccc(Oc3ccccc3)cc4)C5)CC(C)(C)C" 4C9 InChI InChI 1.03 "InChI=1S/C30H33N7O2/c1-30(2,3)16-21(17-31)29(38)36-15-7-8-22(18-36)37-28-25(27(32)33-19-34-28)26(35-37)20-11-13-24(14-12-20)39-23-9-5-4-6-10-23/h4-6,9-14,19,21-22H,7-8,15-16,18H2,1-3H3,(H2,32,33,34)/t21-,22-/m1/s1" 4C9 InChIKey InChI 1.03 DZSBLWYJPNCWLI-FGZHOGPDSA-N 4C9 SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)C[C@@H](C#N)C(=O)N1CCC[C@H](C1)n2nc(c3ccc(Oc4ccccc4)cc3)c5c(N)ncnc25" 4C9 SMILES CACTVS 3.385 "CC(C)(C)C[CH](C#N)C(=O)N1CCC[CH](C1)n2nc(c3ccc(Oc4ccccc4)cc3)c5c(N)ncnc25" 4C9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)CC(C#N)C(=O)N1CCC[C@H](C1)n2c3c(c(n2)c4ccc(cc4)Oc5ccccc5)c(ncn3)N" 4C9 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)CC(C#N)C(=O)N1CCCC(C1)n2c3c(c(n2)c4ccc(cc4)Oc5ccccc5)c(ncn3)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 4C9 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-2-({(3R)-3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}carbonyl)-4,4-dimethylpentanenitrile" 4C9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3R)-3-[4-azanyl-3-(4-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]carbonyl-4,4-dimethyl-pentanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4C9 "Create component" 2015-02-27 EBI 4C9 "Other modification" 2015-02-28 EBI 4C9 "Initial release" 2015-05-13 RCSB #