data_937 # _chem_comp.id 937 _chem_comp.name "1-(2-HYDROXYETHYL)-8-[[5-(4-METHYLPIPERAZIN-1-YL)-2-(TRIFLUOROMETHOXY)PHENYL]AMINO]-4,5-DIHYDROPYRIMIDO[5,4-G]INDAZOLE-3-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 F3 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-18 _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 532.518 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 937 _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 2YAC _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 937 N1 N1 N 0 1 Y N N -43.959 14.987 8.022 -0.025 0.859 -0.763 N1 937 1 937 C2 C2 C 0 1 Y N N -44.170 13.741 8.211 0.368 -0.223 -0.106 C2 937 2 937 N3 N3 N 0 1 Y N N -43.809 13.116 9.424 1.646 -0.442 0.168 N3 937 3 937 C4 C4 C 0 1 Y N N -43.349 15.775 9.031 0.846 1.761 -1.190 C4 937 4 937 C5 C5 C 0 1 Y N N -42.992 15.185 10.193 2.192 1.567 -0.943 C5 937 5 937 C6 C6 C 0 1 Y N N -43.249 13.756 10.359 2.567 0.428 -0.214 C6 937 6 937 C7 C7 C 0 1 N N N -41.405 15.095 12.249 4.417 2.678 -0.545 C7 937 7 937 C8 C8 C 0 1 N N N -42.331 15.977 11.325 3.217 2.523 -1.479 C8 937 8 937 C9 C9 C 0 1 Y N N -41.861 13.645 12.355 4.867 1.329 -0.068 C9 937 9 937 C10 C10 C 0 1 Y N N -42.724 13.081 11.541 3.998 0.273 0.100 C10 937 10 937 N11 N11 N 0 1 Y N N -42.914 11.763 11.977 4.724 -0.767 0.555 N11 937 11 937 N12 N12 N 0 1 Y N N -42.137 11.543 13.076 5.963 -0.421 0.656 N12 937 12 937 C13 C13 C 0 1 Y N N -41.488 12.622 13.335 6.124 0.842 0.291 C13 937 13 937 N14 N14 N 0 1 N N N -44.702 12.908 7.219 -0.580 -1.146 0.303 N14 937 14 937 C15 C15 C 0 1 N N N -40.510 12.742 14.454 7.396 1.594 0.268 C15 937 15 937 O16 O16 O 0 1 N N N -39.982 13.815 14.738 7.409 2.755 -0.091 O16 937 16 937 C17 C17 C 0 1 Y N N -45.103 11.514 7.284 -1.943 -0.874 0.132 C17 937 17 937 C18 C18 C 0 1 Y N N -44.195 10.590 7.720 -2.385 0.439 0.057 C18 937 18 937 C19 C19 C 0 1 Y N N -44.561 9.134 7.798 -3.736 0.706 -0.112 C19 937 19 937 C20 C20 C 0 1 Y N N -45.816 8.749 7.423 -4.644 -0.341 -0.207 C20 937 20 937 C21 C21 C 0 1 Y N N -46.793 9.732 6.956 -4.205 -1.649 -0.131 C21 937 21 937 C22 C22 C 0 1 Y N N -46.474 11.050 6.883 -2.857 -1.921 0.032 C22 937 22 937 O23 O23 O 0 1 N N N -47.390 12.033 6.438 -2.425 -3.209 0.100 O23 937 23 937 C24 C24 C 0 1 N N N -47.858 11.964 5.076 -3.417 -4.232 -0.010 C24 937 24 937 F25 F25 F 0 1 N N N -48.865 11.048 4.992 -4.069 -4.119 -1.242 F25 937 25 937 F26 F26 F 0 1 N N N -48.336 13.205 4.673 -2.805 -5.487 0.080 F26 937 26 937 F27 F27 F 0 1 N N N -46.864 11.550 4.200 -4.348 -4.092 1.025 F27 937 27 937 N28 N28 N 0 1 N N N -40.171 11.604 15.192 8.542 0.992 0.645 N28 937 28 937 C29 C29 C 0 1 N N N -43.759 10.766 11.350 4.187 -2.090 0.887 C29 937 29 937 C30 C30 C 0 1 N N N -44.422 9.875 12.402 4.231 -2.984 -0.354 C30 937 30 937 O31 O31 O 0 1 N N N -43.650 8.677 12.505 3.707 -4.273 -0.031 O31 937 31 937 N32 N32 N 0 1 N N N -43.622 8.150 8.249 -4.183 2.029 -0.188 N32 937 32 937 C33 C33 C 0 1 N N N -44.124 6.921 8.920 -5.641 2.083 -0.367 C33 937 33 937 C34 C34 C 0 1 N N N -43.078 6.214 9.812 -6.080 3.541 -0.525 C34 937 34 937 N35 N35 N 0 1 N N N -41.716 6.273 9.227 -5.669 4.304 0.662 N35 937 35 937 C36 C36 C 0 1 N N N -41.308 7.688 9.088 -4.212 4.250 0.841 C36 937 36 937 C37 C37 C 0 1 N N N -42.185 8.370 8.010 -3.773 2.793 0.999 C37 937 37 937 C38 C38 C 0 1 N N N -40.777 5.598 10.127 -6.139 5.694 0.583 C38 937 38 937 H4 H4 H 0 1 N N N -43.173 16.829 8.873 0.508 2.637 -1.725 H4 937 39 937 H14 H14 H 0 1 N N N -44.825 13.341 6.326 -0.300 -1.982 0.708 H14 937 40 937 H81C H81C H 0 0 N N N -41.713 16.768 10.875 3.566 2.160 -2.445 H81C 937 41 937 H82C H82C H 0 0 N N N -43.137 16.378 11.957 2.750 3.499 -1.618 H82C 937 42 937 H71C H71C H 0 0 N N N -40.389 15.105 11.827 5.233 3.164 -1.081 H71C 937 43 937 H72C H72C H 0 0 N N N -41.447 15.526 13.260 4.134 3.289 0.312 H72C 937 44 937 H291 H291 H 0 0 N N N -44.541 11.274 10.767 4.788 -2.538 1.678 H291 937 45 937 H292 H292 H 0 0 N N N -43.137 10.137 10.696 3.156 -1.989 1.226 H292 937 46 937 H281 H281 H 0 0 N N N -40.669 10.807 14.850 8.531 0.065 0.931 H281 937 47 937 H282 H282 H 0 0 N N N -39.523 11.589 15.953 9.377 1.485 0.630 H282 937 48 937 H18 H18 H 0 1 N N N -43.205 10.909 8.011 -1.678 1.252 0.131 H18 937 49 937 H20 H20 H 0 1 N N N -46.091 7.706 7.472 -5.696 -0.132 -0.338 H20 937 50 937 H21 H21 H 0 1 N N N -47.781 9.406 6.666 -4.913 -2.461 -0.204 H21 937 51 937 H301 H301 H 0 0 N N N -44.448 10.392 13.373 3.630 -2.536 -1.146 H301 937 52 937 H302 H302 H 0 0 N N N -45.457 9.642 12.111 5.262 -3.084 -0.693 H302 937 53 937 H31 H31 H 0 1 N N N -43.479 8.334 11.636 3.704 -4.894 -0.773 H31 937 54 937 H331 H331 H 0 0 N N N -44.975 7.206 9.557 -5.919 1.521 -1.259 H331 937 55 937 H332 H332 H 0 0 N N N -44.396 6.212 8.124 -6.131 1.648 0.504 H332 937 56 937 H371 H371 H 0 0 N N N -41.924 7.951 7.027 -4.242 2.366 1.886 H371 937 57 937 H372 H372 H 0 0 N N N -41.994 9.453 8.049 -2.689 2.748 1.103 H372 937 58 937 H341 H341 H 0 0 N N N -43.060 6.710 10.793 -5.611 3.968 -1.412 H341 937 59 937 H342 H342 H 0 0 N N N -43.365 5.156 9.900 -7.164 3.585 -0.629 H342 937 60 937 H361 H361 H 0 0 N N N -41.440 8.205 10.050 -3.722 4.685 -0.030 H361 937 61 937 H362 H362 H 0 0 N N N -40.251 7.739 8.789 -3.934 4.812 1.733 H362 937 62 937 H381 H381 H 0 0 N N N -39.824 5.429 9.604 -7.227 5.706 0.518 H381 937 63 937 H382 H382 H 0 0 N N N -40.602 6.226 11.013 -5.822 6.236 1.473 H382 937 64 937 H383 H383 H 0 0 N N N -41.200 4.632 10.440 -5.717 6.170 -0.302 H383 937 65 # 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 937 N1 C2 SING Y N 1 937 N1 C4 DOUB Y N 2 937 C2 N3 DOUB Y N 3 937 C2 N14 SING N N 4 937 N3 C6 SING Y N 5 937 C4 C5 SING Y N 6 937 C5 C6 DOUB Y N 7 937 C5 C8 SING N N 8 937 C6 C10 SING Y N 9 937 C7 C8 SING N N 10 937 C7 C9 SING N N 11 937 C9 C10 DOUB Y N 12 937 C9 C13 SING Y N 13 937 C10 N11 SING Y N 14 937 N11 N12 SING Y N 15 937 N11 C29 SING N N 16 937 N12 C13 DOUB Y N 17 937 C13 C15 SING N N 18 937 N14 C17 SING N N 19 937 C15 O16 DOUB N N 20 937 C15 N28 SING N N 21 937 C17 C18 SING Y N 22 937 C17 C22 DOUB Y N 23 937 C18 C19 DOUB Y N 24 937 C19 C20 SING Y N 25 937 C19 N32 SING N N 26 937 C20 C21 DOUB Y N 27 937 C21 C22 SING Y N 28 937 C22 O23 SING N N 29 937 O23 C24 SING N N 30 937 C24 F25 SING N N 31 937 C24 F26 SING N N 32 937 C24 F27 SING N N 33 937 C29 C30 SING N N 34 937 C30 O31 SING N N 35 937 N32 C33 SING N N 36 937 N32 C37 SING N N 37 937 C33 C34 SING N N 38 937 C34 N35 SING N N 39 937 N35 C36 SING N N 40 937 N35 C38 SING N N 41 937 C36 C37 SING N N 42 937 C4 H4 SING N N 43 937 N14 H14 SING N N 44 937 C8 H81C SING N N 45 937 C8 H82C SING N N 46 937 C7 H71C SING N N 47 937 C7 H72C SING N N 48 937 C29 H291 SING N N 49 937 C29 H292 SING N N 50 937 N28 H281 SING N N 51 937 N28 H282 SING N N 52 937 C18 H18 SING N N 53 937 C20 H20 SING N N 54 937 C21 H21 SING N N 55 937 C30 H301 SING N N 56 937 C30 H302 SING N N 57 937 O31 H31 SING N N 58 937 C33 H331 SING N N 59 937 C33 H332 SING N N 60 937 C37 H371 SING N N 61 937 C37 H372 SING N N 62 937 C34 H341 SING N N 63 937 C34 H342 SING N N 64 937 C36 H361 SING N N 65 937 C36 H362 SING N N 66 937 C38 H381 SING N N 67 937 C38 H382 SING N N 68 937 C38 H383 SING N N 69 # 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 937 SMILES_CANONICAL CACTVS 3.352 "CN1CCN(CC1)c2ccc(OC(F)(F)F)c(Nc3ncc4CCc5c(nn(CCO)c5c4n3)C(N)=O)c2" 937 SMILES CACTVS 3.352 "CN1CCN(CC1)c2ccc(OC(F)(F)F)c(Nc3ncc4CCc5c(nn(CCO)c5c4n3)C(N)=O)c2" 937 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CN1CCN(CC1)c2ccc(c(c2)Nc3ncc4c(n3)-c5c(c(nn5CCO)C(=O)N)CC4)OC(F)(F)F" 937 SMILES "OpenEye OEToolkits" 1.6.1 "CN1CCN(CC1)c2ccc(c(c2)Nc3ncc4c(n3)-c5c(c(nn5CCO)C(=O)N)CC4)OC(F)(F)F" 937 InChI InChI 1.03 "InChI=1S/C24H27F3N8O3/c1-33-6-8-34(9-7-33)15-3-5-18(38-24(25,26)27)17(12-15)30-23-29-13-14-2-4-16-20(22(28)37)32-35(10-11-36)21(16)19(14)31-23/h3,5,12-13,36H,2,4,6-11H2,1H3,(H2,28,37)(H,29,30,31)" 937 InChIKey InChI 1.03 QHLVBNKYJGBCQJ-UHFFFAOYSA-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 937 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "1-(2-hydroxyethyl)-8-[[5-(4-methylpiperazin-1-yl)-2-(trifluoromethoxy)phenyl]amino]-4,5-dihydropyrimido[5,4-g]indazole-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 937 "Create component" 2011-02-18 EBI 937 "Modify aromatic_flag" 2011-06-04 RCSB 937 "Modify descriptor" 2011-06-04 RCSB #