data_UW9 # _chem_comp.id UW9 _chem_comp.name "1-[(2S)-2-(dimethylamino)-3-methylbutyl]-3-(6-ethoxynaphthalen-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 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 2011-12-23 _chem_comp.pdbx_modified_date 2012-03-09 _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 418.535 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UW9 _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 3V5T _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 UW9 CAB CAB C 0 1 N N N 21.111 16.965 61.217 -5.609 3.180 0.760 CAB UW9 1 UW9 CBB CBB C 0 1 N N N 19.703 16.774 60.630 -5.837 1.987 -0.170 CBB UW9 2 UW9 CAC CAC C 0 1 N N N 19.511 15.340 60.129 -6.319 2.488 -1.533 CAC UW9 3 UW9 CBC CBC C 0 1 N N S 18.575 17.138 61.610 -4.525 1.218 -0.344 CBC UW9 4 UW9 NBD NBD N 0 1 N N N 18.460 18.610 61.795 -4.767 0.013 -1.148 NBD UW9 5 UW9 CAD CAD C 0 1 N N N 19.437 19.139 62.762 -6.036 -0.625 -0.773 CAD UW9 6 UW9 CAE CAE C 0 1 N N N 17.109 18.944 62.265 -4.738 0.324 -2.583 CAE UW9 7 UW9 CAO CAO C 0 1 N N N 18.704 16.358 62.947 -3.985 0.814 1.030 CAO UW9 8 UW9 NBE NBE N 0 1 Y N N 17.554 15.457 63.168 -2.677 0.175 0.871 NBE UW9 9 UW9 NAR NAR N 0 1 Y N N 16.397 15.835 63.400 -1.443 0.830 0.947 NAR UW9 10 UW9 C4 C4 C 0 1 Y N N 17.653 14.139 63.127 -2.472 -1.151 0.632 C4 UW9 11 UW9 N3 N3 N 0 1 Y N N 18.693 13.318 62.903 -3.272 -2.206 0.477 N3 UW9 12 UW9 C2 C2 C 0 1 Y N N 18.500 12.015 62.943 -2.771 -3.401 0.250 C2 UW9 13 UW9 N1 N1 N 0 1 Y N N 17.291 11.489 63.174 -1.472 -3.625 0.165 N1 UW9 14 UW9 C6 C6 C 0 1 Y N N 16.216 12.258 63.398 -0.594 -2.637 0.306 C6 UW9 15 UW9 NAF NAF N 0 1 N N N 15.051 11.661 63.628 0.763 -2.878 0.215 NAF UW9 16 UW9 C5 C5 C 0 1 Y N N 16.375 13.647 63.383 -1.081 -1.342 0.549 C5 UW9 17 UW9 CAW CAW C 0 1 Y N N 15.588 14.796 63.559 -0.469 -0.030 0.760 CAW UW9 18 UW9 CAU CAU C 0 1 Y N N 14.230 14.841 63.852 0.982 0.272 0.765 CAU UW9 19 UW9 CAM CAM C 0 1 Y N N 13.711 14.178 64.964 1.796 -0.261 -0.217 CAM UW9 20 UW9 CAH CAH C 0 1 Y N N 13.369 15.582 63.064 1.517 1.101 1.765 CAH UW9 21 UW9 CAJ CAJ C 0 1 Y N N 12.004 15.647 63.352 2.843 1.393 1.791 CAJ UW9 22 UW9 CAX CAX C 0 1 Y N N 11.487 14.970 64.439 3.699 0.863 0.808 CAX UW9 23 UW9 CAL CAL C 0 1 Y N N 10.144 15.036 64.714 5.073 1.152 0.815 CAL UW9 24 UW9 CAY CAY C 0 1 Y N N 12.350 14.248 65.268 3.169 0.029 -0.208 CAY UW9 25 UW9 CAI CAI C 0 1 Y N N 11.838 13.580 66.364 4.027 -0.495 -1.192 CAI UW9 26 UW9 CAG CAG C 0 1 Y N N 10.487 13.634 66.638 5.353 -0.199 -1.162 CAG UW9 27 UW9 CAT CAT C 0 1 Y N N 9.626 14.355 65.813 5.884 0.618 -0.160 CAT UW9 28 UW9 OAS OAS O 0 1 N N N 8.277 14.380 66.100 7.214 0.898 -0.155 OAS UW9 29 UW9 CAN CAN C 0 1 N N N 7.509 15.010 65.053 8.004 0.314 -1.193 CAN UW9 30 UW9 CAA CAA C 0 1 N N N 6.044 14.559 65.276 9.464 0.738 -1.024 CAA UW9 31 UW9 H1 H1 H 0 1 N N N 21.224 18.001 61.569 -6.543 3.728 0.884 H1 UW9 32 UW9 H2 H2 H 0 1 N N N 21.253 16.273 62.060 -5.266 2.823 1.732 H2 UW9 33 UW9 H3 H3 H 0 1 N N N 21.863 16.757 60.441 -4.856 3.839 0.329 H3 UW9 34 UW9 H4 H4 H 0 1 N N N 19.614 17.443 59.761 -6.590 1.328 0.262 H4 UW9 35 UW9 H5 H5 H 0 1 N N N 18.498 15.228 59.714 -5.473 2.886 -2.093 H5 UW9 36 UW9 H6 H6 H 0 1 N N N 20.253 15.123 59.347 -6.765 1.661 -2.087 H6 UW9 37 UW9 H7 H7 H 0 1 N N N 19.644 14.638 60.966 -7.062 3.272 -1.390 H7 UW9 38 UW9 H8 H8 H 0 1 N N N 17.638 16.799 61.145 -3.797 1.852 -0.849 H8 UW9 39 UW9 H10 H10 H 0 1 N N N 19.306 20.227 62.858 -6.865 0.032 -1.037 H10 UW9 40 UW9 H11 H11 H 0 1 N N N 19.279 18.663 63.741 -6.139 -1.571 -1.305 H11 UW9 41 UW9 H12 H12 H 0 1 N N N 20.456 18.922 62.409 -6.047 -0.809 0.301 H12 UW9 42 UW9 H13 H13 H 0 1 N N N 17.026 20.032 62.401 -3.751 0.697 -2.855 H13 UW9 43 UW9 H14 H14 H 0 1 N N N 16.370 18.610 61.522 -4.955 -0.579 -3.155 H14 UW9 44 UW9 H15 H15 H 0 1 N N N 16.919 18.439 63.224 -5.488 1.084 -2.806 H15 UW9 45 UW9 H16 H16 H 0 1 N N N 19.626 15.759 62.923 -3.883 1.702 1.655 H16 UW9 46 UW9 H17 H17 H 0 1 N N N 18.757 17.079 63.776 -4.676 0.116 1.501 H17 UW9 47 UW9 H18 H18 H 0 1 N N N 19.339 11.354 62.785 -3.450 -4.232 0.129 H18 UW9 48 UW9 H19 H19 H 0 1 N N N 15.172 10.669 63.595 1.084 -3.736 -0.106 H19 UW9 49 UW9 H20 H20 H 0 1 N N N 14.714 11.925 64.532 1.396 -2.190 0.473 H20 UW9 50 UW9 H21 H21 H 0 1 N N N 14.370 13.603 65.598 1.378 -0.895 -0.985 H21 UW9 51 UW9 H22 H22 H 0 1 N N N 13.758 16.119 62.212 0.866 1.512 2.522 H22 UW9 52 UW9 H23 H23 H 0 1 N N N 11.349 16.230 62.721 3.240 2.033 2.565 H23 UW9 53 UW9 H24 H24 H 0 1 N N N 9.490 15.615 64.079 5.491 1.790 1.581 H24 UW9 54 UW9 H25 H25 H 0 1 N N N 12.496 13.015 67.007 3.632 -1.131 -1.971 H25 UW9 55 UW9 H26 H26 H 0 1 N N N 10.094 13.113 67.499 6.007 -0.605 -1.921 H26 UW9 56 UW9 H27 H27 H 0 1 N N N 7.865 14.681 64.066 7.932 -0.772 -1.137 H27 UW9 57 UW9 H28 H28 H 0 1 N N N 7.588 16.105 65.125 7.637 0.652 -2.162 H28 UW9 58 UW9 H29 H29 H 0 1 N N N 5.400 15.008 64.505 10.066 0.293 -1.816 H29 UW9 59 UW9 H30 H30 H 0 1 N N N 5.984 13.463 65.211 9.535 1.825 -1.080 H30 UW9 60 UW9 H31 H31 H 0 1 N N N 5.707 14.886 66.271 9.830 0.400 -0.054 H31 UW9 61 # 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 UW9 CAC CBB SING N N 1 UW9 CBB CAB SING N N 2 UW9 CBB CBC SING N N 3 UW9 CBC NBD SING N N 4 UW9 CBC CAO SING N N 5 UW9 NBD CAE SING N N 6 UW9 NBD CAD SING N N 7 UW9 N3 C2 DOUB Y N 8 UW9 N3 C4 SING Y N 9 UW9 C2 N1 SING Y N 10 UW9 CAO NBE SING N N 11 UW9 CAH CAJ DOUB Y N 12 UW9 CAH CAU SING Y N 13 UW9 C4 NBE SING Y N 14 UW9 C4 C5 DOUB Y N 15 UW9 NBE NAR SING Y N 16 UW9 N1 C6 DOUB Y N 17 UW9 CAJ CAX SING Y N 18 UW9 C5 C6 SING Y N 19 UW9 C5 CAW SING Y N 20 UW9 C6 NAF SING N N 21 UW9 NAR CAW DOUB Y N 22 UW9 CAW CAU SING N N 23 UW9 CAU CAM DOUB Y N 24 UW9 CAX CAL DOUB Y N 25 UW9 CAX CAY SING Y N 26 UW9 CAL CAT SING Y N 27 UW9 CAM CAY SING Y N 28 UW9 CAN CAA SING N N 29 UW9 CAN OAS SING N N 30 UW9 CAY CAI DOUB Y N 31 UW9 CAT OAS SING N N 32 UW9 CAT CAG DOUB Y N 33 UW9 CAI CAG SING Y N 34 UW9 CAB H1 SING N N 35 UW9 CAB H2 SING N N 36 UW9 CAB H3 SING N N 37 UW9 CBB H4 SING N N 38 UW9 CAC H5 SING N N 39 UW9 CAC H6 SING N N 40 UW9 CAC H7 SING N N 41 UW9 CBC H8 SING N N 42 UW9 CAD H10 SING N N 43 UW9 CAD H11 SING N N 44 UW9 CAD H12 SING N N 45 UW9 CAE H13 SING N N 46 UW9 CAE H14 SING N N 47 UW9 CAE H15 SING N N 48 UW9 CAO H16 SING N N 49 UW9 CAO H17 SING N N 50 UW9 C2 H18 SING N N 51 UW9 NAF H19 SING N N 52 UW9 NAF H20 SING N N 53 UW9 CAM H21 SING N N 54 UW9 CAH H22 SING N N 55 UW9 CAJ H23 SING N N 56 UW9 CAL H24 SING N N 57 UW9 CAI H25 SING N N 58 UW9 CAG H26 SING N N 59 UW9 CAN H27 SING N N 60 UW9 CAN H28 SING N N 61 UW9 CAA H29 SING N N 62 UW9 CAA H30 SING N N 63 UW9 CAA H31 SING N N 64 # 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 UW9 SMILES ACDLabs 12.01 "n1c(c2c(nc1)n(nc2c4cc3ccc(OCC)cc3cc4)CC(N(C)C)C(C)C)N" UW9 InChI InChI 1.03 "InChI=1S/C24H30N6O/c1-6-31-19-10-9-16-11-18(8-7-17(16)12-19)22-21-23(25)26-14-27-24(21)30(28-22)13-20(15(2)3)29(4)5/h7-12,14-15,20H,6,13H2,1-5H3,(H2,25,26,27)/t20-/m1/s1" UW9 InChIKey InChI 1.03 UPGKXNICLSVZDA-HXUWFJFHSA-N UW9 SMILES_CANONICAL CACTVS 3.370 "CCOc1ccc2cc(ccc2c1)c3nn(C[C@H](C(C)C)N(C)C)c4ncnc(N)c34" UW9 SMILES CACTVS 3.370 "CCOc1ccc2cc(ccc2c1)c3nn(C[CH](C(C)C)N(C)C)c4ncnc(N)c34" UW9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOc1ccc2cc(ccc2c1)c3c4c(ncnc4n(n3)C[C@H](C(C)C)N(C)C)N" UW9 SMILES "OpenEye OEToolkits" 1.7.6 "CCOc1ccc2cc(ccc2c1)c3c4c(ncnc4n(n3)CC(C(C)C)N(C)C)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 UW9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2S)-2-(dimethylamino)-3-methylbutyl]-3-(6-ethoxynaphthalen-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine" UW9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(2S)-2-(dimethylamino)-3-methyl-butyl]-3-(6-ethoxynaphthalen-2-yl)pyrazolo[3,4-d]pyrimidin-4-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 UW9 "Create component" 2011-12-23 RCSB #