data_38R # _chem_comp.id 38R _chem_comp.name "[4-({4-[(3-cyclopentyl-1H-pyrazol-5-yl)amino]pyrimidin-2-yl}amino)phenyl]acetonitrile" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-30 _chem_comp.pdbx_modified_date 2014-09-05 _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 359.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 38R _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 3ZDU _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 38R C4 C4 C 0 1 Y N N 27.807 21.007 59.023 -1.586 -2.534 -0.162 C4 38R 1 38R C5 C5 C 0 1 Y N N 28.671 21.222 57.942 -0.826 -3.671 -0.445 C5 38R 2 38R C6 C6 C 0 1 Y N N 28.779 20.259 56.944 0.551 -3.573 -0.393 C6 38R 3 38R N1 N1 N 0 1 Y N N 28.066 19.120 57.044 1.107 -2.412 -0.080 N1 38R 4 38R N3 N3 N 0 1 Y N N 27.090 19.844 59.064 -0.962 -1.401 0.146 N3 38R 5 38R C1U C1U C 0 1 N N N 24.176 19.867 64.352 -4.202 2.854 -1.104 C1U 38R 6 38R C1T C1T C 0 1 N N N 23.963 20.811 63.233 -4.218 2.221 0.299 C1T 38R 7 38R C1R C1R C 0 1 Y N N 25.106 21.521 62.570 -4.305 0.721 0.187 C1R 38R 8 38R C1S C1S C 0 1 Y N N 25.743 21.140 61.395 -3.225 -0.149 0.013 C1S 38R 9 38R N1Q N1Q N 0 1 Y N N 25.766 22.571 63.038 -5.403 0.012 0.243 N1Q 38R 10 38R N1P N1P N 0 1 Y N N 26.784 22.908 62.175 -5.065 -1.340 0.100 N1P 38R 11 38R C1H C1H C 0 1 Y N N 26.784 22.030 61.143 -3.716 -1.418 -0.040 C1H 38R 12 38R N1G N1G N 0 1 N N N 27.709 22.035 60.026 -2.971 -2.584 -0.207 N1G 38R 13 38R C1Y C1Y C 0 1 N N N 22.389 18.969 63.037 -2.465 3.916 0.240 C1Y 38R 14 38R C2 C2 C 0 1 Y N N 27.253 18.899 58.094 0.361 -1.349 0.184 C2 38R 15 38R N1I N1I N 0 1 N N N 26.524 17.668 58.052 0.980 -0.153 0.508 N1I 38R 16 38R C1J C1J C 0 1 Y N N 25.928 16.981 59.148 2.374 -0.050 0.453 C1J 38R 17 38R C1K C1K C 0 1 Y N N 24.865 16.143 58.807 3.084 -0.731 -0.527 C1K 38R 18 38R C1L C1L C 0 1 Y N N 24.219 15.387 59.760 4.460 -0.627 -0.579 C1L 38R 19 38R C1O C1O C 0 1 Y N N 26.371 17.073 60.462 3.050 0.738 1.375 C1O 38R 20 38R C1N C1N C 0 1 Y N N 25.721 16.344 61.450 4.426 0.838 1.318 C1N 38R 21 38R C1M C1M C 0 1 Y N N 24.654 15.500 61.101 5.131 0.154 0.344 C1M 38R 22 38R C1V C1V C 0 1 N N N 23.977 14.663 62.121 6.633 0.264 0.285 C1V 38R 23 38R C01 C01 C 0 1 N N N 23.441 18.634 64.044 -2.868 3.620 -1.226 C01 38R 24 38R C1Z C1Z C 0 1 N N N 23.065 15.247 63.107 7.008 1.395 -0.578 C1Z 38R 25 38R C03 C03 C 0 1 N N N 22.695 20.376 62.586 -2.894 2.625 0.980 C03 38R 26 38R N1A N1A N 0 1 N N N 22.339 15.641 63.883 7.298 2.269 -1.245 N1A 38R 27 38R H5 H5 H 0 1 N N N 29.251 22.131 57.883 -1.305 -4.606 -0.697 H5 38R 28 38R H1G H1G H 0 1 N N N 28.329 22.816 59.946 -3.421 -3.430 -0.354 H1G 38R 29 38R H6 H6 H 0 1 N N N 29.428 20.423 56.097 1.167 -4.433 -0.606 H6 38R 30 38R H1U1 H1U1 H 0 0 N N N 25.249 19.647 64.457 -4.256 2.076 -1.865 H1U1 38R 31 38R H1U2 H1U2 H 0 0 N N N 23.798 20.304 65.288 -5.039 3.543 -1.213 H1U2 38R 32 38R H1T H1T H 0 1 N N N 23.565 21.658 63.811 -5.065 2.602 0.870 H1T 38R 33 38R H011 H011 H 0 0 N N N 24.129 17.882 63.631 -2.115 3.000 -1.711 H011 38R 34 38R H012 H012 H 0 0 N N N 22.972 18.240 64.958 -3.011 4.549 -1.777 H012 38R 35 38R H031 H031 H 0 0 N N N 21.876 21.048 62.884 -3.057 2.828 2.039 H031 38R 36 38R H032 H032 H 0 0 N N N 22.809 20.399 61.492 -2.145 1.844 0.851 H032 38R 37 38R H1S H1S H 0 1 N N N 25.475 20.294 60.779 -2.186 0.135 -0.066 H1S 38R 38 38R H1P H1P H 0 1 N N N 27.418 23.673 62.290 -5.683 -2.088 0.105 H1P 38R 39 38R H1Y1 H1Y1 H 0 0 N N N 22.436 18.274 62.186 -1.388 4.067 0.321 H1Y1 38R 40 38R H1Y2 H1Y2 H 0 0 N N N 21.390 18.921 63.495 -3.008 4.780 0.623 H1Y2 38R 41 38R H1I H1I H 0 1 N N N 26.422 17.243 57.153 0.448 0.613 0.772 H1I 38R 42 38R H1O H1O H 0 1 N N N 27.211 17.704 60.712 2.501 1.273 2.135 H1O 38R 43 38R H1K H1K H 0 1 N N N 24.543 16.086 57.778 2.560 -1.342 -1.248 H1K 38R 44 38R H1N H1N H 0 1 N N N 26.034 16.426 62.480 4.953 1.451 2.034 H1N 38R 45 38R H1L H1L H 0 1 N N N 23.406 14.729 59.492 5.013 -1.157 -1.340 H1L 38R 46 38R H1V1 H1V1 H 0 0 N N N 23.396 13.910 61.569 7.025 0.428 1.289 H1V1 38R 47 38R H1V2 H1V2 H 0 0 N N N 24.774 14.165 62.692 7.049 -0.658 -0.122 H1V2 38R 48 # 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 38R C4 C5 DOUB Y N 1 38R C4 N3 SING Y N 2 38R C4 N1G SING N N 3 38R C5 C6 SING Y N 4 38R C6 N1 DOUB Y N 5 38R N1 C2 SING Y N 6 38R N3 C2 DOUB Y N 7 38R C1U C1T SING N N 8 38R C1U C01 SING N N 9 38R C1T C1R SING N N 10 38R C1T C03 SING N N 11 38R C1R C1S SING Y N 12 38R C1R N1Q DOUB Y N 13 38R C1S C1H DOUB Y N 14 38R N1Q N1P SING Y N 15 38R N1P C1H SING Y N 16 38R C1H N1G SING N N 17 38R C1Y C01 SING N N 18 38R C1Y C03 SING N N 19 38R C2 N1I SING N N 20 38R N1I C1J SING N N 21 38R C1J C1O DOUB Y N 22 38R C1J C1K SING Y N 23 38R C1O C1N SING Y N 24 38R C1N C1M DOUB Y N 25 38R C1K C1L DOUB Y N 26 38R C1L C1M SING Y N 27 38R C1M C1V SING N N 28 38R C1V C1Z SING N N 29 38R C1Z N1A TRIP N N 30 38R C5 H5 SING N N 31 38R N1G H1G SING N N 32 38R C6 H6 SING N N 33 38R C1U H1U1 SING N N 34 38R C1U H1U2 SING N N 35 38R C1T H1T SING N N 36 38R C01 H011 SING N N 37 38R C01 H012 SING N N 38 38R C03 H031 SING N N 39 38R C03 H032 SING N N 40 38R C1S H1S SING N N 41 38R N1P H1P SING N N 42 38R C1Y H1Y1 SING N N 43 38R C1Y H1Y2 SING N N 44 38R N1I H1I SING N N 45 38R C1O H1O SING N N 46 38R C1K H1K SING N N 47 38R C1N H1N SING N N 48 38R C1L H1L SING N N 49 38R C1V H1V1 SING N N 50 38R C1V H1V2 SING N N 51 # 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 38R SMILES ACDLabs 12.01 "N#CCc1ccc(cc1)Nc2nccc(n2)Nc3cc(nn3)C4CCCC4" 38R InChI InChI 1.03 "InChI=1S/C20H21N7/c21-11-9-14-5-7-16(8-6-14)23-20-22-12-10-18(25-20)24-19-13-17(26-27-19)15-3-1-2-4-15/h5-8,10,12-13,15H,1-4,9H2,(H3,22,23,24,25,26,27)" 38R InChIKey InChI 1.03 VKAOLAKWGBXOCQ-UHFFFAOYSA-N 38R SMILES_CANONICAL CACTVS 3.385 "N#CCc1ccc(Nc2nccc(Nc3[nH]nc(c3)C4CCCC4)n2)cc1" 38R SMILES CACTVS 3.385 "N#CCc1ccc(Nc2nccc(Nc3[nH]nc(c3)C4CCCC4)n2)cc1" 38R SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC#N)Nc2nccc(n2)Nc3cc(n[nH]3)C4CCCC4" 38R SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC#N)Nc2nccc(n2)Nc3cc(n[nH]3)C4CCCC4" # 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 38R "SYSTEMATIC NAME" ACDLabs 12.01 "[4-({4-[(3-cyclopentyl-1H-pyrazol-5-yl)amino]pyrimidin-2-yl}amino)phenyl]acetonitrile" 38R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-[4-[[4-[(3-cyclopentyl-1H-pyrazol-5-yl)amino]pyrimidin-2-yl]amino]phenyl]ethanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 38R "Create component" 2012-11-30 EBI 38R "Initial release" 2013-03-20 RCSB 38R "Modify descriptor" 2014-09-05 RCSB #