data_1P6 # _chem_comp.id 1P6 _chem_comp.name "3-(6-{[(1S)-1-(4-fluorophenyl)ethyl]amino}pyrimidin-4-yl)pyrazolo[1,5-a]pyrimidin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 F N7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 349.365 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1P6 _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 3IOK _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 1P6 C1 C1 C 0 1 N N N 15.780 15.827 6.361 -1.757 -0.456 2.011 C1 1P6 1 1P6 C2 C2 C 0 1 N N S 15.400 14.535 5.629 -1.970 0.001 0.567 C2 1P6 2 1P6 N4 N4 N 0 1 N N N 16.287 13.431 6.048 -1.657 1.428 0.455 N4 1P6 3 1P6 C5 C5 C 0 1 Y N N 16.205 12.131 5.542 -0.347 1.836 0.251 C5 1P6 4 1P6 N6 N6 N 0 1 Y N N 17.151 11.237 5.841 -0.052 3.131 0.148 N6 1P6 5 1P6 C7 C7 C 0 1 Y N N 17.094 9.992 5.387 1.189 3.530 -0.047 C7 1P6 6 1P6 N8 N8 N 0 1 Y N N 16.112 9.586 4.599 2.188 2.679 -0.148 N8 1P6 7 1P6 C9 C9 C 0 1 Y N N 15.113 10.412 4.254 1.977 1.363 -0.056 C9 1P6 8 1P6 C10 C10 C 0 1 Y N N 15.146 11.724 4.722 0.677 0.900 0.156 C10 1P6 9 1P6 C11 C11 C 0 1 Y N N 14.040 9.958 3.343 3.102 0.414 -0.172 C11 1P6 10 1P6 C12 C12 C 0 1 Y N N 12.989 10.723 2.802 3.042 -0.976 0.009 C12 1P6 11 1P6 N13 N13 N 0 1 Y N N 12.610 11.993 2.956 2.038 -1.802 0.315 N13 1P6 12 1P6 C14 C14 C 0 1 Y N N 11.573 12.473 2.300 2.240 -3.096 0.431 C14 1P6 13 1P6 C15 C15 C 0 1 Y N N 10.824 11.670 1.432 3.520 -3.627 0.233 C15 1P6 14 1P6 C16 C16 C 0 1 Y N N 11.181 10.372 1.285 4.547 -2.796 -0.078 C16 1P6 15 1P6 N17 N17 N 0 1 Y N N 12.275 9.903 1.967 4.307 -1.458 -0.191 N17 1P6 16 1P6 N18 N18 N 0 1 Y N N 12.892 8.647 1.978 5.142 -0.377 -0.494 N18 1P6 17 1P6 C19 C19 C 0 1 Y N N 13.934 8.677 2.779 4.435 0.732 -0.490 C19 1P6 18 1P6 N20 N20 N 0 1 N N N 14.779 7.600 3.034 4.926 2.010 -0.753 N20 1P6 19 1P6 C21 C21 C 0 1 Y N N 15.465 14.772 4.132 -3.407 -0.230 0.174 C21 1P6 20 1P6 C22 C22 C 0 1 Y N N 16.669 14.728 3.437 -3.747 -1.339 -0.578 C22 1P6 21 1P6 C23 C23 C 0 1 Y N N 16.661 14.947 2.064 -5.064 -1.551 -0.939 C23 1P6 22 1P6 C24 C24 C 0 1 Y N N 15.471 15.213 1.394 -6.043 -0.654 -0.547 C24 1P6 23 1P6 F25 F25 F 0 1 N N N 15.474 15.422 0.061 -7.330 -0.861 -0.900 F25 1P6 24 1P6 C26 C26 C 0 1 Y N N 14.273 15.248 2.081 -5.700 0.456 0.206 C26 1P6 25 1P6 C27 C27 C 0 1 Y N N 14.280 15.032 3.450 -4.384 0.664 0.571 C27 1P6 26 1P6 H1 H1 H 0 1 N N N 15.113 16.641 6.040 -2.410 0.112 2.673 H1 1P6 27 1P6 H1A H1A H 0 1 N N N 15.680 15.677 7.446 -1.990 -1.518 2.095 H1A 1P6 28 1P6 H1B H1B H 0 1 N N N 16.821 16.091 6.122 -0.718 -0.289 2.296 H1B 1P6 29 1P6 H2 H2 H 0 1 N N N 14.371 14.245 5.889 -1.317 -0.567 -0.094 H2 1P6 30 1P6 HN4 HN4 H 0 1 N N N 17.210 13.740 5.816 -2.365 2.087 0.524 HN4 1P6 31 1P6 H7 H7 H 0 1 N N N 17.868 9.293 5.667 1.392 4.588 -0.126 H7 1P6 32 1P6 H10 H10 H 0 1 N N N 14.364 12.419 4.455 0.471 -0.157 0.240 H10 1P6 33 1P6 H14 H14 H 0 1 N N N 11.295 13.508 2.435 1.418 -3.750 0.678 H14 1P6 34 1P6 H15 H15 H 0 1 N N N 9.981 12.076 0.892 3.690 -4.690 0.328 H15 1P6 35 1P6 H16 H16 H 0 1 N N N 10.613 9.716 0.641 5.541 -3.188 -0.234 H16 1P6 36 1P6 HN20 HN20 H 0 0 N N N 14.470 6.803 2.514 4.347 2.782 -0.653 HN20 1P6 37 1P6 HN2A HN2A H 0 0 N N N 15.711 7.836 2.760 5.846 2.127 -1.036 HN2A 1P6 38 1P6 H22 H22 H 0 1 N N N 17.595 14.527 3.955 -2.984 -2.039 -0.884 H22 1P6 39 1P6 H23 H23 H 0 1 N N N 17.588 14.910 1.512 -5.330 -2.417 -1.528 H23 1P6 40 1P6 H26 H26 H 0 1 N N N 13.347 15.440 1.560 -6.463 1.157 0.513 H26 1P6 41 1P6 H27 H27 H 0 1 N N N 13.350 15.066 3.997 -4.117 1.527 1.163 H27 1P6 42 # 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 1P6 C1 C2 SING N N 1 1P6 C2 N4 SING N N 2 1P6 C2 C21 SING N N 3 1P6 N4 C5 SING N N 4 1P6 C5 N6 DOUB Y N 5 1P6 C5 C10 SING Y N 6 1P6 N6 C7 SING Y N 7 1P6 C7 N8 DOUB Y N 8 1P6 N8 C9 SING Y N 9 1P6 C9 C10 DOUB Y N 10 1P6 C9 C11 SING Y N 11 1P6 C11 C12 DOUB Y N 12 1P6 C11 C19 SING Y N 13 1P6 C12 N13 SING Y N 14 1P6 C12 N17 SING Y N 15 1P6 N13 C14 DOUB Y N 16 1P6 C14 C15 SING Y N 17 1P6 C15 C16 DOUB Y N 18 1P6 C16 N17 SING Y N 19 1P6 N17 N18 SING Y N 20 1P6 N18 C19 DOUB Y N 21 1P6 C19 N20 SING N N 22 1P6 C21 C22 DOUB Y N 23 1P6 C21 C27 SING Y N 24 1P6 C22 C23 SING Y N 25 1P6 C23 C24 DOUB Y N 26 1P6 C24 F25 SING N N 27 1P6 C24 C26 SING Y N 28 1P6 C26 C27 DOUB Y N 29 1P6 C1 H1 SING N N 30 1P6 C1 H1A SING N N 31 1P6 C1 H1B SING N N 32 1P6 C2 H2 SING N N 33 1P6 N4 HN4 SING N N 34 1P6 C7 H7 SING N N 35 1P6 C10 H10 SING N N 36 1P6 C14 H14 SING N N 37 1P6 C15 H15 SING N N 38 1P6 C16 H16 SING N N 39 1P6 N20 HN20 SING N N 40 1P6 N20 HN2A SING N N 41 1P6 C22 H22 SING N N 42 1P6 C23 H23 SING N N 43 1P6 C26 H26 SING N N 44 1P6 C27 H27 SING N N 45 # 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 1P6 SMILES ACDLabs 11.02 "Fc1ccc(cc1)C(Nc4ncnc(c2c3ncccn3nc2N)c4)C" 1P6 SMILES_CANONICAL CACTVS 3.352 "C[C@H](Nc1cc(ncn1)c2c(N)nn3cccnc23)c4ccc(F)cc4" 1P6 SMILES CACTVS 3.352 "C[CH](Nc1cc(ncn1)c2c(N)nn3cccnc23)c4ccc(F)cc4" 1P6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H](c1ccc(cc1)F)Nc2cc(ncn2)c3c(nn4c3nccc4)N" 1P6 SMILES "OpenEye OEToolkits" 1.7.0 "CC(c1ccc(cc1)F)Nc2cc(ncn2)c3c(nn4c3nccc4)N" 1P6 InChI InChI 1.03 "InChI=1S/C18H16FN7/c1-11(12-3-5-13(19)6-4-12)24-15-9-14(22-10-23-15)16-17(20)25-26-8-2-7-21-18(16)26/h2-11H,1H3,(H2,20,25)(H,22,23,24)/t11-/m0/s1" 1P6 InChIKey InChI 1.03 PNFXHJHLWYEAPD-NSHDSACASA-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 1P6 "SYSTEMATIC NAME" ACDLabs 11.02 "3-(6-{[(1S)-1-(4-fluorophenyl)ethyl]amino}pyrimidin-4-yl)pyrazolo[1,5-a]pyrimidin-2-amine" 1P6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-[6-[[(1S)-1-(4-fluorophenyl)ethyl]amino]pyrimidin-4-yl]pyrazolo[1,5-a]pyrimidin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1P6 "Create component" 2009-08-19 RCSB 1P6 "Modify aromatic_flag" 2011-06-04 RCSB 1P6 "Modify descriptor" 2011-06-04 RCSB #