data_UEN # _chem_comp.id UEN _chem_comp.name "N4-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 F N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-16 _chem_comp.pdbx_modified_date 2015-01-16 _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 325.383 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UEN _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 4CMB _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 UEN CAJ CAJ C 0 1 N N N -6.827 15.652 24.874 2.644 3.589 -1.101 CAJ UEN 1 UEN CAK CAK C 0 1 N N N -8.998 16.485 26.653 0.547 2.996 0.856 CAK UEN 2 UEN CAX CAX C 0 1 N N N -9.062 15.238 25.814 1.390 1.885 0.227 CAX UEN 3 UEN CAI CAI C 0 1 N N N -7.545 16.872 26.960 1.374 4.281 0.936 CAI UEN 4 UEN CAH CAH C 0 1 N N N -6.659 16.914 25.707 1.802 4.701 -0.472 CAH UEN 5 UEN CAL CAL C 0 1 N N N -8.277 15.444 24.533 1.817 2.305 -1.181 CAL UEN 6 UEN NAO NAO N 0 1 N N N -10.443 14.912 25.472 0.597 0.655 0.150 NAO UEN 7 UEN C5 C5 C 0 1 Y N N -12.124 13.243 24.424 0.488 -1.761 0.046 C5 UEN 8 UEN C4 C4 C 0 1 Y N N -12.233 11.996 23.929 1.172 -2.988 0.017 C4 UEN 9 UEN C6 C6 C 0 1 Y N N -10.814 13.625 24.885 1.230 -0.574 0.119 C6 UEN 10 UEN N1 N1 N 0 1 Y N N -9.818 12.722 24.814 2.557 -0.658 0.158 N1 UEN 11 UEN CAT CAT C 0 1 Y N N -13.266 13.926 24.413 -0.943 -2.088 -0.007 CAT UEN 12 UEN C2 C2 C 0 1 Y N N -9.991 11.491 24.262 3.167 -1.836 0.128 C2 UEN 13 UEN NAA NAA N 0 1 N N N -8.922 10.620 24.198 4.551 -1.870 0.170 NAA UEN 14 UEN N3 N3 N 0 1 Y N N -11.203 11.113 23.832 2.504 -2.977 0.055 N3 UEN 15 UEN CAG CAG C 0 1 Y N N -14.219 13.097 23.849 -1.028 -3.440 -0.063 CAG UEN 16 UEN CAD CAD C 0 1 Y N N -13.364 17.874 24.691 -3.178 0.775 0.959 CAD UEN 17 UEN FAB FAB F 0 1 N N N -14.903 19.299 25.586 -5.211 1.543 0.015 FAB UEN 18 UEN CAQ CAQ C 0 1 Y N N -14.486 18.066 25.308 -4.181 0.668 0.009 CAQ UEN 19 UEN CAF CAF C 0 1 Y N N -12.919 16.578 24.396 -2.125 -0.116 0.956 CAF UEN 20 UEN CAC CAC C 0 1 Y N N -15.253 17.082 25.632 -4.131 -0.333 -0.947 CAC UEN 21 UEN CAE CAE C 0 1 Y N N -14.925 15.770 25.365 -3.082 -1.229 -0.958 CAE UEN 22 UEN CAS CAS C 0 1 Y N N -13.675 15.357 24.777 -2.073 -1.128 -0.000 CAS UEN 23 UEN NAP NAP N 0 1 Y N N -13.559 11.854 23.551 0.231 -3.980 -0.049 NAP UEN 24 UEN HAK1 HAK1 H 0 0 N N N -9.530 16.309 27.599 -0.338 3.172 0.245 HAK1 UEN 25 UEN HAK2 HAK2 H 0 0 N N N -9.482 17.309 26.108 0.242 2.697 1.859 HAK2 UEN 26 UEN HAI1 HAI1 H 0 0 N N N -7.539 17.868 27.428 0.774 5.072 1.385 HAI1 UEN 27 UEN HAI2 HAI2 H 0 0 N N N -7.126 16.135 27.661 2.260 4.105 1.547 HAI2 UEN 28 UEN HAX HAX H 0 1 N N N -8.614 14.405 26.375 2.275 1.710 0.838 HAX UEN 29 UEN HAH1 HAH1 H 0 0 N N N -6.939 17.786 25.098 2.391 5.616 -0.415 HAH1 UEN 30 UEN HAH2 HAH2 H 0 0 N N N -5.607 17.004 26.014 0.916 4.876 -1.083 HAH2 UEN 31 UEN HAJ1 HAJ1 H 0 0 N N N -6.246 15.750 23.945 2.949 3.888 -2.104 HAJ1 UEN 32 UEN HAJ2 HAJ2 H 0 0 N N N -6.461 14.787 25.447 3.530 3.414 -0.490 HAJ2 UEN 33 UEN HAL1 HAL1 H 0 0 N N N -8.662 16.328 24.003 0.932 2.480 -1.793 HAL1 UEN 34 UEN HAL2 HAL2 H 0 0 N N N -8.381 14.557 23.890 2.417 1.513 -1.630 HAL2 UEN 35 UEN HAO HAO H 0 1 N N N -10.968 14.995 26.319 -0.371 0.703 0.121 HAO UEN 36 UEN HAA1 HAA1 H 0 0 N N N -8.114 11.053 24.597 5.055 -1.043 0.221 HAA1 UEN 37 UEN HAA2 HAA2 H 0 0 N N N -9.140 9.787 24.707 5.016 -2.721 0.150 HAA2 UEN 38 UEN HAG HAG H 0 1 N N N -15.256 13.336 23.668 -1.947 -4.004 -0.112 HAG UEN 39 UEN HAE HAE H 0 1 N N N -15.647 15.006 25.611 -3.044 -2.009 -1.703 HAE UEN 40 UEN HAF HAF H 0 1 N N N -11.984 16.462 23.868 -1.341 -0.028 1.694 HAF UEN 41 UEN HAC HAC H 0 1 N N N -16.187 17.293 26.131 -4.916 -0.413 -1.686 HAC UEN 42 UEN HAD HAD H 0 1 N N N -12.763 18.723 24.400 -3.219 1.560 1.699 HAD UEN 43 UEN HAP HAP H 0 1 N N N -13.978 11.041 23.147 0.427 -4.929 -0.082 HAP UEN 44 # 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 UEN CAK CAI SING N N 1 UEN CAK CAX SING N N 2 UEN CAI CAH SING N N 3 UEN CAH CAJ SING N N 4 UEN CAJ CAL SING N N 5 UEN CAL CAX SING N N 6 UEN CAX NAO SING N N 7 UEN NAO C6 SING N N 8 UEN C6 C5 DOUB Y N 9 UEN C6 N1 SING Y N 10 UEN C5 C4 SING Y N 11 UEN C5 CAT SING Y N 12 UEN N1 C2 DOUB Y N 13 UEN C2 NAA SING N N 14 UEN C2 N3 SING Y N 15 UEN N3 C4 DOUB Y N 16 UEN C4 NAP SING Y N 17 UEN NAP CAG SING Y N 18 UEN CAG CAT DOUB Y N 19 UEN CAT CAS SING N N 20 UEN CAS CAE SING Y N 21 UEN CAS CAF DOUB Y N 22 UEN CAE CAC DOUB Y N 23 UEN CAC CAQ SING Y N 24 UEN CAQ FAB SING N N 25 UEN CAQ CAD DOUB Y N 26 UEN CAD CAF SING Y N 27 UEN CAK HAK1 SING N N 28 UEN CAK HAK2 SING N N 29 UEN CAI HAI1 SING N N 30 UEN CAI HAI2 SING N N 31 UEN CAX HAX SING N N 32 UEN CAH HAH1 SING N N 33 UEN CAH HAH2 SING N N 34 UEN CAJ HAJ1 SING N N 35 UEN CAJ HAJ2 SING N N 36 UEN CAL HAL1 SING N N 37 UEN CAL HAL2 SING N N 38 UEN NAO HAO SING N N 39 UEN NAA HAA1 SING N N 40 UEN NAA HAA2 SING N N 41 UEN CAG HAG SING N N 42 UEN CAE HAE SING N N 43 UEN CAF HAF SING N N 44 UEN CAC HAC SING N N 45 UEN CAD HAD SING N N 46 UEN NAP HAP SING N N 47 # 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 UEN SMILES ACDLabs 12.01 "Fc4ccc(c3c1c(nc(nc1NC2CCCCC2)N)nc3)cc4" UEN InChI InChI 1.03 "InChI=1S/C18H20FN5/c19-12-8-6-11(7-9-12)14-10-21-16-15(14)17(24-18(20)23-16)22-13-4-2-1-3-5-13/h6-10,13H,1-5H2,(H4,20,21,22,23,24)" UEN InChIKey InChI 1.03 QQJUCGSYNBAQMI-UHFFFAOYSA-N UEN SMILES_CANONICAL CACTVS 3.385 "Nc1nc2[nH]cc(c3ccc(F)cc3)c2c(NC4CCCCC4)n1" UEN SMILES CACTVS 3.385 "Nc1nc2[nH]cc(c3ccc(F)cc3)c2c(NC4CCCCC4)n1" UEN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2c[nH]c3c2c(nc(n3)N)NC4CCCCC4)F" UEN SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2c[nH]c3c2c(nc(n3)N)NC4CCCCC4)F" # 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 UEN "SYSTEMATIC NAME" ACDLabs 12.01 "N~4~-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine" UEN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N4-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UEN "Create component" 2014-01-16 EBI UEN "Modify name" 2014-01-16 EBI UEN "Initial release" 2015-01-21 RCSB #