data_58Q # _chem_comp.id 58Q _chem_comp.name "6-methoxy-4-methyl-1-(1H-pyrazol-4-ylmethyl)-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H29 F3 N8 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-21 _chem_comp.pdbx_modified_date 2016-03-25 _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 594.654 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 58Q _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 5DB3 _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 58Q C4 C1 C 0 1 Y N N 13.311 7.705 12.669 -6.860 -1.436 -0.361 C4 58Q 1 58Q C5 C2 C 0 1 Y N N 13.625 9.058 12.534 -5.667 -0.784 -0.038 C5 58Q 2 58Q C6 C3 C 0 1 Y N N 12.594 9.920 12.092 -4.454 -1.401 -0.438 C6 58Q 3 58Q N1 N1 N 0 1 Y N N 11.366 9.453 11.780 -4.505 -2.553 -1.090 N1 58Q 4 58Q N3 N2 N 0 1 Y N N 12.063 7.254 12.389 -6.810 -2.596 -1.027 N3 58Q 5 58Q FAD F1 F 0 1 N N N 19.253 7.752 12.599 -8.825 2.708 -0.349 FAD 58Q 6 58Q CBP C4 C 0 1 N N N 17.996 7.800 12.336 -7.871 3.103 0.595 CBP 58Q 7 58Q FAE F2 F 0 1 N N N 17.636 6.509 11.982 -6.663 3.386 -0.052 FAE 58Q 8 58Q FAF F3 F 0 1 N N N 17.777 8.487 11.268 -8.321 4.247 1.263 FAF 58Q 9 58Q CAT C5 C 0 1 N N N 17.186 8.248 13.588 -7.656 1.975 1.606 CAT 58Q 10 58Q CBE C6 C 0 1 Y N N 15.675 8.214 13.234 -7.171 0.742 0.887 CBE 58Q 11 58Q SBA S1 S 0 1 Y N N 14.650 6.854 13.199 -8.224 -0.495 0.227 SBA 58Q 12 58Q CAL C7 C 0 1 Y N N 14.918 9.294 12.850 -5.901 0.457 0.675 CAL 58Q 13 58Q C2 C8 C 0 1 Y N N 11.068 8.084 11.941 -5.660 -3.130 -1.371 C2 58Q 14 58Q NAX N3 N 0 1 N N N 12.798 11.284 11.960 -3.237 -0.810 -0.151 NAX 58Q 15 58Q CBM C9 C 0 1 N N N 11.732 12.216 11.492 -1.991 -1.458 -0.568 CBM 58Q 16 58Q CAO C10 C 0 1 N N N 11.564 13.325 12.545 -0.890 -0.404 -0.716 CAO 58Q 17 58Q CAQ C11 C 0 1 N N N 10.709 14.462 12.089 0.423 -1.094 -1.093 CAQ 58Q 18 58Q CAN C12 C 0 1 N N N 12.286 12.870 10.247 -1.568 -2.482 0.488 CAN 58Q 19 58Q CAP C13 C 0 1 N N N 11.369 14.046 9.860 -0.235 -3.112 0.076 CAP 58Q 20 58Q NBN N4 N 0 1 N N N 11.377 15.070 10.910 0.785 -2.062 -0.051 NBN 58Q 21 58Q CAR C14 C 0 1 N N N 10.514 16.182 10.422 2.109 -2.644 -0.310 CAR 58Q 22 58Q CBH C15 C 0 1 Y N N 10.461 17.381 11.314 3.161 -1.571 -0.191 CBH 58Q 23 58Q CBC C16 C 0 1 Y N N 9.282 17.814 11.975 3.510 -0.842 -1.289 CBC 58Q 24 58Q CAB C17 C 0 1 N N N 8.088 17.045 11.932 2.846 -1.109 -2.615 CAB 58Q 25 58Q CBF C18 C 0 1 Y N N 11.569 18.232 11.405 3.764 -1.329 1.042 CBF 58Q 26 58Q OAZ O1 O 0 1 N N N 12.690 17.811 10.736 3.399 -2.061 2.127 OAZ 58Q 27 58Q CAA C19 C 0 1 N N N 13.951 18.515 10.819 4.055 -1.763 3.361 CAA 58Q 28 58Q CAM C20 C 0 1 Y N N 11.511 19.401 12.204 4.731 -0.349 1.170 CAM 58Q 29 58Q CBL C21 C 0 1 Y N N 10.379 19.764 12.808 5.105 0.401 0.060 CBL 58Q 30 58Q CBI C22 C 0 1 Y N N 9.260 18.988 12.698 4.488 0.156 -1.183 CBI 58Q 31 58Q CAK C23 C 0 1 Y N N 8.268 19.617 13.417 5.056 1.061 -2.112 CAK 58Q 32 58Q CBD C24 C 0 1 Y N N 8.801 20.755 13.944 5.973 1.814 -1.449 CBD 58Q 33 58Q CAG C25 C 0 1 N N N 8.177 21.773 14.759 6.773 2.851 -2.030 CAG 58Q 34 58Q NAC N5 N 0 1 N N N 7.699 22.565 15.379 7.407 3.672 -2.491 NAC 58Q 35 58Q NBO N6 N 0 1 Y N N 10.087 20.878 13.570 6.013 1.419 -0.125 NBO 58Q 36 58Q CAS C26 C 0 1 N N N 11.040 21.948 13.892 6.872 1.995 0.913 CAS 58Q 37 58Q CBB C27 C 0 1 Y N N 10.885 23.080 12.898 8.175 1.238 0.963 CBB 58Q 38 58Q CAI C28 C 0 1 Y N N 11.858 23.750 12.304 9.290 1.525 0.254 CAI 58Q 39 58Q NAU N7 N 0 1 Y N N 11.288 24.688 11.516 10.232 0.615 0.582 NAU 58Q 40 58Q NAY N8 N 0 1 Y N N 10.074 24.618 11.606 9.676 -0.260 1.524 NAY 58Q 41 58Q CAJ C29 C 0 1 Y N N 9.767 23.640 12.485 8.445 0.118 1.756 CAJ 58Q 42 58Q H1 H1 H 0 1 N N N 17.387 7.563 14.425 -6.913 2.282 2.342 H1 58Q 43 58Q H2 H2 H 0 1 N N N 17.478 9.270 13.873 -8.598 1.755 2.110 H2 58Q 44 58Q H3 H3 H 0 1 N N N 15.337 10.288 12.803 -5.098 1.098 1.007 H3 58Q 45 58Q H4 H4 H 0 1 N N N 10.084 7.700 11.718 -5.659 -4.069 -1.904 H4 58Q 46 58Q H5 H5 H 0 1 N N N 13.559 11.390 11.320 -3.208 0.034 0.327 H5 58Q 47 58Q H6 H6 H 0 1 N N N 10.782 11.698 11.296 -2.144 -1.961 -1.523 H6 58Q 48 58Q H7 H7 H 0 1 N N N 11.106 12.885 13.443 -1.167 0.304 -1.497 H7 58Q 49 58Q H8 H8 H 0 1 N N N 12.560 13.719 12.797 -0.766 0.127 0.228 H8 58Q 50 58Q H9 H9 H 0 1 N N N 10.612 15.207 12.893 0.301 -1.612 -2.044 H9 58Q 51 58Q H10 H10 H 0 1 N N N 9.711 14.094 11.808 1.212 -0.347 -1.185 H10 58Q 52 58Q H11 H11 H 0 1 N N N 12.317 12.138 9.426 -1.453 -1.985 1.451 H11 58Q 53 58Q H12 H12 H 0 1 N N N 13.302 13.242 10.445 -2.328 -3.259 0.568 H12 58Q 54 58Q H13 H13 H 0 1 N N N 11.727 14.489 8.919 0.077 -3.831 0.834 H13 58Q 55 58Q H14 H14 H 0 1 N N N 10.342 13.675 9.724 -0.354 -3.620 -0.880 H14 58Q 56 58Q H16 H16 H 0 1 N N N 10.894 16.503 9.441 2.309 -3.431 0.417 H16 58Q 57 58Q H17 H17 H 0 1 N N N 9.490 15.795 10.310 2.131 -3.064 -1.315 H17 58Q 58 58Q H18 H18 H 0 1 N N N 8.078 16.335 12.772 1.958 -0.485 -2.709 H18 58Q 59 58Q H19 H19 H 0 1 N N N 7.218 17.714 12.007 3.540 -0.877 -3.422 H19 58Q 60 58Q H20 H20 H 0 1 N N N 8.043 16.490 10.983 2.559 -2.159 -2.673 H20 58Q 61 58Q H21 H21 H 0 1 N N N 14.702 17.997 10.204 5.128 -1.920 3.249 H21 58Q 62 58Q H22 H22 H 0 1 N N N 13.822 19.544 10.451 3.865 -0.725 3.632 H22 58Q 63 58Q H23 H23 H 0 1 N N N 14.289 18.540 11.866 3.672 -2.418 4.143 H23 58Q 64 58Q H24 H24 H 0 1 N N N 12.397 20.007 12.326 5.194 -0.166 2.128 H24 58Q 65 58Q H25 H25 H 0 1 N N N 7.252 19.271 13.541 4.805 1.139 -3.159 H25 58Q 66 58Q H26 H26 H 0 1 N N N 12.065 21.553 13.841 7.069 3.042 0.681 H26 58Q 67 58Q H27 H27 H 0 1 N N N 10.842 22.322 14.907 6.373 1.924 1.879 H27 58Q 68 58Q H28 H28 H 0 1 N N N 12.917 23.578 12.427 9.407 2.337 -0.449 H28 58Q 69 58Q H29 H29 H 0 1 N N N 11.786 25.341 10.945 11.133 0.573 0.225 H29 58Q 70 58Q H30 H30 H 0 1 N N N 8.771 23.363 12.797 7.755 -0.358 2.437 H30 58Q 71 # 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 58Q CAP CAN SING N N 1 58Q CAP NBN SING N N 2 58Q CAN CBM SING N N 3 58Q CAR NBN SING N N 4 58Q CAR CBH SING N N 5 58Q OAZ CAA SING N N 6 58Q OAZ CBF SING N N 7 58Q NBN CAQ SING N N 8 58Q FAF CBP SING N N 9 58Q CBH CBF DOUB Y N 10 58Q CBH CBC SING Y N 11 58Q CBF CAM SING Y N 12 58Q CBM NAX SING N N 13 58Q CBM CAO SING N N 14 58Q NAU NAY SING Y N 15 58Q NAU CAI SING Y N 16 58Q NAY CAJ DOUB Y N 17 58Q N1 C2 DOUB Y N 18 58Q N1 C6 SING Y N 19 58Q CAB CBC SING N N 20 58Q C2 N3 SING Y N 21 58Q NAX C6 SING N N 22 58Q CBC CBI DOUB Y N 23 58Q FAE CBP SING N N 24 58Q CAQ CAO SING N N 25 58Q C6 C5 DOUB Y N 26 58Q CAM CBL DOUB Y N 27 58Q CAI CBB DOUB Y N 28 58Q CBP FAD SING N N 29 58Q CBP CAT SING N N 30 58Q N3 C4 DOUB Y N 31 58Q CAJ CBB SING Y N 32 58Q C5 C4 SING Y N 33 58Q C5 CAL SING Y N 34 58Q C4 SBA SING Y N 35 58Q CBI CBL SING Y N 36 58Q CBI CAK SING Y N 37 58Q CBL NBO SING Y N 38 58Q CAL CBE DOUB Y N 39 58Q CBB CAS SING N N 40 58Q SBA CBE SING Y N 41 58Q CBE CAT SING N N 42 58Q CAK CBD DOUB Y N 43 58Q NBO CAS SING N N 44 58Q NBO CBD SING Y N 45 58Q CBD CAG SING N N 46 58Q CAG NAC TRIP N N 47 58Q CAT H1 SING N N 48 58Q CAT H2 SING N N 49 58Q CAL H3 SING N N 50 58Q C2 H4 SING N N 51 58Q NAX H5 SING N N 52 58Q CBM H6 SING N N 53 58Q CAO H7 SING N N 54 58Q CAO H8 SING N N 55 58Q CAQ H9 SING N N 56 58Q CAQ H10 SING N N 57 58Q CAN H11 SING N N 58 58Q CAN H12 SING N N 59 58Q CAP H13 SING N N 60 58Q CAP H14 SING N N 61 58Q CAR H16 SING N N 62 58Q CAR H17 SING N N 63 58Q CAB H18 SING N N 64 58Q CAB H19 SING N N 65 58Q CAB H20 SING N N 66 58Q CAA H21 SING N N 67 58Q CAA H22 SING N N 68 58Q CAA H23 SING N N 69 58Q CAM H24 SING N N 70 58Q CAK H25 SING N N 71 58Q CAS H26 SING N N 72 58Q CAS H27 SING N N 73 58Q CAI H28 SING N N 74 58Q NAU H29 SING N N 75 58Q CAJ H30 SING N N 76 # 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 58Q SMILES ACDLabs 12.01 "c12sc(CC(F)(F)F)cc1c(ncn2)NC3CCN(CC3)Cc4c(cc5n(c(cc5c4C)C#N)Cc6cnnc6)OC" 58Q InChI InChI 1.03 "InChI=1S/C29H29F3N8OS/c1-17-22-7-20(11-33)40(14-18-12-36-37-13-18)25(22)9-26(41-2)24(17)15-39-5-3-19(4-6-39)38-27-23-8-21(10-29(30,31)32)42-28(23)35-16-34-27/h7-9,12-13,16,19H,3-6,10,14-15H2,1-2H3,(H,36,37)(H,34,35,38)" 58Q InChIKey InChI 1.03 LKCQRPVERQDLKW-UHFFFAOYSA-N 58Q SMILES_CANONICAL CACTVS 3.385 "COc1cc2n(Cc3c[nH]nc3)c(cc2c(C)c1CN4CCC(CC4)Nc5ncnc6sc(CC(F)(F)F)cc56)C#N" 58Q SMILES CACTVS 3.385 "COc1cc2n(Cc3c[nH]nc3)c(cc2c(C)c1CN4CCC(CC4)Nc5ncnc6sc(CC(F)(F)F)cc56)C#N" 58Q SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c2cc(n(c2cc(c1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)OC)Cc6c[nH]nc6)C#N" 58Q SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c2cc(n(c2cc(c1CN3CCC(CC3)Nc4c5cc(sc5ncn4)CC(F)(F)F)OC)Cc6c[nH]nc6)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 58Q "SYSTEMATIC NAME" ACDLabs 12.01 "6-methoxy-4-methyl-1-(1H-pyrazol-4-ylmethyl)-5-[(4-{[6-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidin-4-yl]amino}piperidin-1-yl)methyl]-1H-indole-2-carbonitrile" 58Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-methoxy-4-methyl-1-(1H-pyrazol-4-ylmethyl)-5-[[4-[[6-[2,2,2-tris(fluoranyl)ethyl]thieno[2,3-d]pyrimidin-4-yl]amino]piperidin-1-yl]methyl]indole-2-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 58Q "Create component" 2015-08-21 RCSB 58Q "Initial release" 2016-03-30 RCSB #