data_5JA # _chem_comp.id 5JA _chem_comp.name "(5R)-N-(1-{2-[4-(2-methoxyethyl)piperazin-1-yl]ethyl}-1H-pyrazol-3-yl)-5,8-dimethyl-9-phenyl-6,8-dihydro-5H-pyrazolo[3,4-h]quinazolin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H37 N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-30 _chem_comp.pdbx_modified_date 2015-10-09 _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 527.664 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5JA _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 5E1S _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 5JA N3 N1 N 0 1 Y N N 5.483 21.311 18.169 -3.248 0.277 -0.255 N3 5JA 1 5JA C5 C1 C 0 1 Y N N 5.606 20.350 15.660 -3.468 2.920 0.301 C5 5JA 2 5JA C7 C2 C 0 1 Y N N 6.521 21.649 17.399 -4.455 0.777 -0.045 C7 5JA 3 5JA C8 C3 C 0 1 Y N N 6.613 21.172 16.088 -4.604 2.134 0.280 C8 5JA 4 5JA C10 C4 C 0 1 N N N 8.385 22.887 15.483 -7.092 2.092 -0.145 C10 5JA 5 5JA C13 C5 C 0 1 Y N N 8.435 23.189 16.939 -6.958 0.590 -0.146 C13 5JA 6 5JA C17 C6 C 0 1 N N N 1.091 19.098 23.084 4.350 1.055 0.325 C17 5JA 7 5JA C20 C7 C 0 1 Y N N 7.720 21.757 21.116 -3.715 -2.313 -0.947 C20 5JA 8 5JA C21 C8 C 0 1 Y N N 7.243 21.569 22.398 -2.740 -3.289 -0.927 C21 5JA 9 5JA C22 C9 C 0 1 Y N N 6.494 22.535 23.002 -2.881 -4.395 -0.108 C22 5JA 10 5JA C24 C10 C 0 1 Y N N 6.678 23.895 21.055 -4.976 -3.557 0.693 C24 5JA 11 5JA C26 C11 C 0 1 N N N 8.893 20.496 15.323 -6.186 2.480 2.136 C26 5JA 12 5JA C28 C12 C 0 1 Y N N 3.968 21.328 20.574 0.218 2.726 -0.131 C28 5JA 13 5JA C1 C13 C 0 1 Y N N 7.432 22.921 20.424 -4.843 -2.441 -0.135 C1 5JA 14 5JA C2 C14 C 0 1 Y N N 4.562 20.504 17.642 -2.183 1.068 -0.209 C2 5JA 15 5JA N4 N2 N 0 1 N N N 3.491 20.135 18.430 -0.929 0.528 -0.441 N4 5JA 16 5JA N6 N3 N 0 1 Y N N 4.575 19.997 16.413 -2.292 2.362 0.052 N6 5JA 17 5JA C9 C15 C 0 1 N N R 7.775 21.523 15.211 -5.940 2.710 0.644 C9 5JA 18 5JA C11 C16 C 0 1 Y N N 7.946 23.140 19.061 -5.885 -1.394 -0.143 C11 5JA 19 5JA C12 C17 C 0 1 Y N N 7.560 22.562 17.864 -5.683 -0.037 -0.110 C12 5JA 20 5JA N14 N4 N 0 1 Y N N 9.248 23.967 17.484 -7.863 -0.334 -0.181 N14 5JA 21 5JA N15 N5 N 0 1 Y N N 8.974 23.951 18.772 -7.236 -1.590 -0.184 N15 5JA 22 5JA N16 N6 N 0 1 N N N -0.137 18.895 23.843 5.811 1.065 0.177 N16 5JA 23 5JA C18 C18 C 0 1 N N N 1.196 20.456 22.633 3.734 2.091 -0.617 C18 5JA 24 5JA N19 N7 N 0 1 Y N N 2.208 20.616 21.598 2.277 2.081 -0.469 N19 5JA 25 5JA C23 C19 C 0 1 Y N N 6.210 23.693 22.333 -3.999 -4.532 0.694 C23 5JA 26 5JA C25 C20 C 0 1 N N N 9.775 24.769 19.667 -7.915 -2.888 -0.223 C25 5JA 27 5JA C27 C21 C 0 1 Y N N 3.295 21.379 21.741 1.502 3.148 -0.179 C27 5JA 28 5JA C29 C22 C 0 1 Y N N 3.228 20.514 19.722 0.206 1.348 -0.396 C29 5JA 29 5JA N30 N8 N 0 1 Y N N 2.123 20.080 20.359 1.444 0.962 -0.597 N30 5JA 30 5JA C31 C23 C 0 1 N N N -0.015 19.446 25.201 6.208 0.597 -1.159 C31 5JA 31 5JA C32 C24 C 0 1 N N N -1.266 19.160 26.017 7.729 0.698 -1.300 C32 5JA 32 5JA N33 N9 N 0 1 N N N -1.545 17.721 26.043 8.370 -0.107 -0.251 N33 5JA 33 5JA C34 C25 C 0 1 N N N -1.705 17.224 24.683 7.973 0.360 1.084 C34 5JA 34 5JA C35 C26 C 0 1 N N N -0.446 17.470 23.889 6.452 0.260 1.226 C35 5JA 35 5JA C36 C27 C 0 1 N N N -2.708 17.392 26.874 9.831 -0.097 -0.400 C36 5JA 36 5JA C37 C28 C 0 1 N N N -2.368 17.127 28.323 10.447 -1.134 0.543 C37 5JA 37 5JA O38 O1 O 0 1 N N N -1.891 15.808 28.453 10.035 -2.443 0.145 O38 5JA 38 5JA C39 C29 C 0 1 N N N -2.903 14.885 28.757 10.558 -3.490 0.965 C39 5JA 39 5JA H1 H1 H 0 1 N N N 5.655 19.967 14.651 -3.538 3.976 0.516 H1 5JA 40 5JA H2 H2 H 0 1 N N N 9.408 22.906 15.080 -7.067 2.459 -1.171 H2 5JA 41 5JA H3 H3 H 0 1 N N N 7.779 23.655 14.981 -8.039 2.372 0.317 H3 5JA 42 5JA H4 H4 H 0 1 N N N 1.090 18.428 22.212 3.966 0.065 0.078 H4 5JA 43 5JA H5 H5 H 0 1 N N N 1.954 18.864 23.725 4.087 1.299 1.355 H5 5JA 44 5JA H6 H6 H 0 1 N N N 8.322 20.991 20.650 -3.604 -1.450 -1.587 H6 5JA 45 5JA H7 H7 H 0 1 N N N 7.464 20.653 22.925 -1.864 -3.188 -1.551 H7 5JA 46 5JA H8 H8 H 0 1 N N N 6.126 22.386 24.006 -2.114 -5.156 -0.097 H8 5JA 47 5JA H9 H9 H 0 1 N N N 6.456 24.819 20.541 -5.848 -3.665 1.320 H9 5JA 48 5JA H10 H10 H 0 1 N N N 8.489 19.491 15.132 -6.238 1.410 2.335 H10 5JA 49 5JA H11 H11 H 0 1 N N N 9.675 20.723 14.584 -5.370 2.917 2.711 H11 5JA 50 5JA H12 H12 H 0 1 N N N 9.323 20.532 16.335 -7.126 2.949 2.426 H12 5JA 51 5JA H13 H13 H 0 1 N N N 4.900 21.823 20.345 -0.645 3.341 0.080 H13 5JA 52 5JA H14 H14 H 0 1 N N N 2.827 19.517 18.009 -0.836 -0.419 -0.633 H14 5JA 53 5JA H15 H15 H 0 1 N N N 7.424 21.518 14.169 -5.923 3.783 0.454 H15 5JA 54 5JA H17 H17 H 0 1 N N N 1.461 21.094 23.489 4.118 3.081 -0.370 H17 5JA 55 5JA H18 H18 H 0 1 N N N 0.223 20.771 22.228 3.997 1.847 -1.647 H18 5JA 56 5JA H19 H19 H 0 1 N N N 5.613 24.455 22.812 -4.101 -5.396 1.333 H19 5JA 57 5JA H20 H20 H 0 1 N N N 10.537 25.310 19.087 -8.055 -3.193 -1.260 H20 5JA 58 5JA H21 H21 H 0 1 N N N 9.126 25.492 20.183 -7.309 -3.631 0.295 H21 5JA 59 5JA H22 H22 H 0 1 N N N 10.269 24.125 20.409 -8.886 -2.805 0.266 H22 5JA 60 5JA H23 H23 H 0 1 N N N 3.580 21.932 22.624 1.847 4.158 -0.015 H23 5JA 61 5JA H24 H24 H 0 1 N N N 0.852 18.988 25.699 5.898 -0.440 -1.288 H24 5JA 62 5JA H25 H25 H 0 1 N N N 0.132 20.534 25.136 5.730 1.217 -1.918 H25 5JA 63 5JA H26 H26 H 0 1 N N N -1.116 19.518 27.046 8.028 0.324 -2.280 H26 5JA 64 5JA H27 H27 H 0 1 N N N -2.120 19.686 25.566 8.035 1.738 -1.199 H27 5JA 65 5JA H29 H29 H 0 1 N N N -2.546 17.745 24.202 8.451 -0.259 1.843 H29 5JA 66 5JA H30 H30 H 0 1 N N N -1.911 16.144 24.712 8.283 1.397 1.213 H30 5JA 67 5JA H31 H31 H 0 1 N N N -0.587 17.098 22.864 6.153 0.633 2.205 H31 5JA 68 5JA H32 H32 H 0 1 N N N 0.390 16.934 24.362 6.146 -0.781 1.124 H32 5JA 69 5JA H33 H33 H 0 1 N N N -3.414 18.235 26.832 10.094 -0.342 -1.429 H33 5JA 70 5JA H34 H34 H 0 1 N N N -3.186 16.492 26.460 10.215 0.892 -0.152 H34 5JA 71 5JA H35 H35 H 0 1 N N N -1.592 17.833 28.654 11.534 -1.065 0.498 H35 5JA 72 5JA H36 H36 H 0 1 N N N -3.268 17.255 28.942 10.112 -0.941 1.562 H36 5JA 73 5JA H37 H37 H 0 1 N N N -2.468 13.879 28.845 11.647 -3.471 0.929 H37 5JA 74 5JA H38 H38 H 0 1 N N N -3.379 15.163 29.709 10.226 -3.347 1.993 H38 5JA 75 5JA H39 H39 H 0 1 N N N -3.656 14.890 27.955 10.200 -4.452 0.598 H39 5JA 76 # 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 5JA C9 C26 SING N N 1 5JA C9 C10 SING N N 2 5JA C9 C8 SING N N 3 5JA C10 C13 SING N N 4 5JA C5 C8 DOUB Y N 5 5JA C5 N6 SING Y N 6 5JA C8 C7 SING Y N 7 5JA N6 C2 DOUB Y N 8 5JA C13 N14 DOUB Y N 9 5JA C13 C12 SING Y N 10 5JA C7 C12 SING N N 11 5JA C7 N3 DOUB Y N 12 5JA N14 N15 SING Y N 13 5JA C2 N3 SING Y N 14 5JA C2 N4 SING N N 15 5JA C12 C11 DOUB Y N 16 5JA N4 C29 SING N N 17 5JA N15 C11 SING Y N 18 5JA N15 C25 SING N N 19 5JA C11 C1 SING N N 20 5JA C29 N30 DOUB Y N 21 5JA C29 C28 SING Y N 22 5JA N30 N19 SING Y N 23 5JA C1 C24 DOUB Y N 24 5JA C1 C20 SING Y N 25 5JA C28 C27 DOUB Y N 26 5JA C24 C23 SING Y N 27 5JA C20 C21 DOUB Y N 28 5JA N19 C27 SING Y N 29 5JA N19 C18 SING N N 30 5JA C23 C22 DOUB Y N 31 5JA C21 C22 SING Y N 32 5JA C18 C17 SING N N 33 5JA C17 N16 SING N N 34 5JA N16 C35 SING N N 35 5JA N16 C31 SING N N 36 5JA C35 C34 SING N N 37 5JA C34 N33 SING N N 38 5JA C31 C32 SING N N 39 5JA C32 N33 SING N N 40 5JA N33 C36 SING N N 41 5JA C36 C37 SING N N 42 5JA C37 O38 SING N N 43 5JA O38 C39 SING N N 44 5JA C5 H1 SING N N 45 5JA C10 H2 SING N N 46 5JA C10 H3 SING N N 47 5JA C17 H4 SING N N 48 5JA C17 H5 SING N N 49 5JA C20 H6 SING N N 50 5JA C21 H7 SING N N 51 5JA C22 H8 SING N N 52 5JA C24 H9 SING N N 53 5JA C26 H10 SING N N 54 5JA C26 H11 SING N N 55 5JA C26 H12 SING N N 56 5JA C28 H13 SING N N 57 5JA N4 H14 SING N N 58 5JA C9 H15 SING N N 59 5JA C18 H17 SING N N 60 5JA C18 H18 SING N N 61 5JA C23 H19 SING N N 62 5JA C25 H20 SING N N 63 5JA C25 H21 SING N N 64 5JA C25 H22 SING N N 65 5JA C27 H23 SING N N 66 5JA C31 H24 SING N N 67 5JA C31 H25 SING N N 68 5JA C32 H26 SING N N 69 5JA C32 H27 SING N N 70 5JA C34 H29 SING N N 71 5JA C34 H30 SING N N 72 5JA C35 H31 SING N N 73 5JA C35 H32 SING N N 74 5JA C36 H33 SING N N 75 5JA C36 H34 SING N N 76 5JA C37 H35 SING N N 77 5JA C37 H36 SING N N 78 5JA C39 H37 SING N N 79 5JA C39 H38 SING N N 80 5JA C39 H39 SING N N 81 # 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 5JA SMILES ACDLabs 12.01 "n1c4c6c(CC(c4cnc1Nc3ccn(CCN2CCN(CC2)CCOC)n3)C)nn(c6c5ccccc5)C" 5JA InChI InChI 1.03 "InChI=1S/C29H37N9O/c1-21-19-24-26(28(35(2)33-24)22-7-5-4-6-8-22)27-23(21)20-30-29(32-27)31-25-9-10-38(34-25)16-15-36-11-13-37(14-12-36)17-18-39-3/h4-10,20-21H,11-19H2,1-3H3,(H,30,31,32,34)/t21-/m1/s1" 5JA InChIKey InChI 1.03 PHQDLOFSIWRQJZ-OAQYLSRUSA-N 5JA SMILES_CANONICAL CACTVS 3.385 "COCCN1CCN(CC1)CCn2ccc(Nc3ncc4[C@H](C)Cc5nn(C)c(c6ccccc6)c5c4n3)n2" 5JA SMILES CACTVS 3.385 "COCCN1CCN(CC1)CCn2ccc(Nc3ncc4[CH](C)Cc5nn(C)c(c6ccccc6)c5c4n3)n2" 5JA SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1Cc2c(c(n(n2)C)c3ccccc3)-c4c1cnc(n4)Nc5ccn(n5)CCN6CCN(CC6)CCOC" 5JA SMILES "OpenEye OEToolkits" 1.9.2 "CC1Cc2c(c(n(n2)C)c3ccccc3)-c4c1cnc(n4)Nc5ccn(n5)CCN6CCN(CC6)CCOC" # 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 5JA "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-N-(1-{2-[4-(2-methoxyethyl)piperazin-1-yl]ethyl}-1H-pyrazol-3-yl)-5,8-dimethyl-9-phenyl-6,8-dihydro-5H-pyrazolo[3,4-h]quinazolin-2-amine" 5JA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(5R)-N-[1-[2-[4-(2-methoxyethyl)piperazin-1-yl]ethyl]pyrazol-3-yl]-5,8-dimethyl-9-phenyl-5,6-dihydropyrazolo[3,4-h]quinazolin-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 5JA "Create component" 2015-09-30 EBI 5JA "Initial release" 2015-10-14 RCSB #