data_3UT # _chem_comp.id 3UT _chem_comp.name "(5S)-3-(5,6-dihydro-2H-pyran-3-yl)-1-fluoro-7-(2-fluoropyridin-3-yl)spiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazol]-2'-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H18 F2 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-06 _chem_comp.pdbx_modified_date 2015-02-27 _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 448.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UT _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 4WTU _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 3UT C28 C1 C 0 1 N N N 64.354 50.771 10.812 6.074 -0.588 0.592 C28 3UT 1 3UT O29 O1 O 0 1 N N N 62.987 50.982 11.272 7.234 0.236 0.460 O29 3UT 2 3UT C30 C2 C 0 1 N N N 62.742 52.359 11.642 7.173 1.423 1.259 C30 3UT 3 3UT C31 C3 C 0 1 N N N 63.799 52.874 12.612 6.092 2.341 0.681 C31 3UT 4 3UT C32 C4 C 0 1 N N N 65.075 52.643 12.115 4.836 1.550 0.438 C32 3UT 5 3UT C20 C5 C 0 1 N N N 65.399 51.606 11.230 4.832 0.233 0.395 C20 3UT 6 3UT C13 C6 C 0 1 Y N N 66.729 51.421 10.795 3.554 -0.463 0.142 C13 3UT 7 3UT C14 C7 C 0 1 Y N N 67.129 50.411 9.907 2.388 0.279 -0.050 C14 3UT 8 3UT N12 N1 N 0 1 Y N N 67.674 52.264 11.243 3.525 -1.791 0.094 N12 3UT 9 3UT C11 C8 C 0 1 Y N N 68.961 52.161 10.882 2.408 -2.452 -0.129 C11 3UT 10 3UT F33 F1 F 0 1 N N N 69.852 53.041 11.362 2.427 -3.802 -0.169 F33 3UT 11 3UT C8 C9 C 0 1 Y N N 69.402 51.182 10.021 1.206 -1.775 -0.325 C8 3UT 12 3UT O7 O2 O 0 1 N N N 70.738 51.151 9.737 0.068 -2.469 -0.555 O7 3UT 13 3UT C9 C10 C 0 1 Y N N 68.469 50.282 9.518 1.199 -0.386 -0.286 C9 3UT 14 3UT C10 C11 C 0 1 N N S 68.890 49.196 8.524 -0.072 0.375 -0.493 C10 3UT 15 3UT C15 C12 C 0 1 N N N 68.509 47.808 8.958 -0.150 1.569 0.481 C15 3UT 16 3UT O16 O3 O 0 1 N N N 67.472 47.362 8.012 0.363 2.638 -0.342 O16 3UT 17 3UT C17 C13 C 0 1 N N N 67.267 48.340 7.088 0.163 2.297 -1.631 C17 3UT 18 3UT N18 N2 N 0 1 N N N 68.036 49.404 7.297 -0.083 1.033 -1.807 N18 3UT 19 3UT N19 N3 N 0 1 N N N 66.352 48.223 6.112 0.215 3.202 -2.663 N19 3UT 20 3UT C5 C14 C 0 1 Y N N 70.383 49.311 8.175 -1.275 -0.507 -0.330 C5 3UT 21 3UT C6 C15 C 0 1 Y N N 70.933 48.457 7.215 -2.519 0.062 -0.140 C6 3UT 22 3UT C4 C16 C 0 1 Y N N 71.206 50.257 8.813 -1.143 -1.890 -0.364 C4 3UT 23 3UT C3 C17 C 0 1 Y N N 72.549 50.331 8.468 -2.265 -2.698 -0.210 C3 3UT 24 3UT C2 C18 C 0 1 Y N N 73.095 49.467 7.513 -3.508 -2.134 -0.024 C2 3UT 25 3UT C1 C19 C 0 1 Y N N 72.296 48.518 6.886 -3.642 -0.746 0.014 C1 3UT 26 3UT C21 C20 C 0 1 Y N N 72.818 47.642 5.923 -4.978 -0.133 0.218 C21 3UT 27 3UT C26 C21 C 0 1 Y N N 73.843 46.759 6.248 -6.068 -0.532 -0.559 C26 3UT 28 3UT C25 C22 C 0 1 Y N N 74.311 45.887 5.261 -7.294 0.071 -0.330 C25 3UT 29 3UT C24 C23 C 0 1 Y N N 73.767 45.914 3.976 -7.400 1.038 0.651 C24 3UT 30 3UT N23 N4 N 0 1 Y N N 72.791 46.754 3.685 -6.353 1.396 1.371 N23 3UT 31 3UT C22 C24 C 0 1 Y N N 72.315 47.605 4.608 -5.167 0.847 1.194 C22 3UT 32 3UT F27 F2 F 0 1 N N N 71.342 48.440 4.227 -4.124 1.245 1.955 F27 3UT 33 3UT H1 H1 H 0 1 N N N 64.326 50.833 9.714 6.106 -1.380 -0.156 H1 3UT 34 3UT H2 H2 H 0 1 N N N 64.631 49.750 11.115 6.059 -1.034 1.587 H2 3UT 35 3UT H3 H3 H 0 1 N N N 62.756 52.981 10.735 6.921 1.161 2.286 H3 3UT 36 3UT H4 H4 H 0 1 N N N 61.754 52.430 12.120 8.137 1.932 1.233 H4 3UT 37 3UT H5 H5 H 0 1 N N N 63.659 53.955 12.758 5.883 3.145 1.387 H5 3UT 38 3UT H6 H6 H 0 1 N N N 63.688 52.356 13.576 6.441 2.766 -0.260 H6 3UT 39 3UT H7 H7 H 0 1 N N N 65.868 53.305 12.431 3.906 2.079 0.294 H7 3UT 40 3UT H8 H8 H 0 1 N N N 66.393 49.723 9.518 2.414 1.358 -0.015 H8 3UT 41 3UT H9 H9 H 0 1 N N N 68.111 47.823 9.983 -1.181 1.764 0.780 H9 3UT 42 3UT H10 H10 H 0 1 N N N 69.381 47.140 8.913 0.483 1.405 1.353 H10 3UT 43 3UT H11 H11 H 0 1 N N N 66.207 48.976 5.470 0.064 2.907 -3.574 H11 3UT 44 3UT H12 H12 H 0 1 N N N 65.815 47.383 6.028 0.403 4.135 -2.480 H12 3UT 45 3UT H13 H13 H 0 1 N N N 70.299 47.738 6.718 -2.620 1.137 -0.110 H13 3UT 46 3UT H14 H14 H 0 1 N N N 73.181 51.066 8.944 -2.162 -3.772 -0.236 H14 3UT 47 3UT H15 H15 H 0 1 N N N 74.143 49.538 7.261 -4.377 -2.765 0.094 H15 3UT 48 3UT H16 H16 H 0 1 N N N 74.268 46.748 7.241 -5.958 -1.290 -1.320 H16 3UT 49 3UT H17 H17 H 0 1 N N N 75.100 45.187 5.494 -8.158 -0.213 -0.912 H17 3UT 50 3UT H18 H18 H 0 1 N N N 74.146 45.245 3.217 -8.355 1.510 0.831 H18 3UT 51 # 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 3UT N23 C24 DOUB Y N 1 3UT N23 C22 SING Y N 2 3UT C24 C25 SING Y N 3 3UT F27 C22 SING N N 4 3UT C22 C21 DOUB Y N 5 3UT C25 C26 DOUB Y N 6 3UT C21 C26 SING Y N 7 3UT C21 C1 SING N N 8 3UT N19 C17 SING N N 9 3UT C1 C6 DOUB Y N 10 3UT C1 C2 SING Y N 11 3UT C17 N18 DOUB N N 12 3UT C17 O16 SING N N 13 3UT C6 C5 SING Y N 14 3UT N18 C10 SING N N 15 3UT C2 C3 DOUB Y N 16 3UT O16 C15 SING N N 17 3UT C5 C10 SING N N 18 3UT C5 C4 DOUB Y N 19 3UT C3 C4 SING Y N 20 3UT C10 C15 SING N N 21 3UT C10 C9 SING N N 22 3UT C4 O7 SING N N 23 3UT C9 C14 DOUB Y N 24 3UT C9 C8 SING Y N 25 3UT O7 C8 SING N N 26 3UT C14 C13 SING Y N 27 3UT C8 C11 DOUB Y N 28 3UT C13 C20 SING N N 29 3UT C13 N12 DOUB Y N 30 3UT C28 C20 SING N N 31 3UT C28 O29 SING N N 32 3UT C11 N12 SING Y N 33 3UT C11 F33 SING N N 34 3UT C20 C32 DOUB N N 35 3UT O29 C30 SING N N 36 3UT C30 C31 SING N N 37 3UT C32 C31 SING N N 38 3UT C28 H1 SING N N 39 3UT C28 H2 SING N N 40 3UT C30 H3 SING N N 41 3UT C30 H4 SING N N 42 3UT C31 H5 SING N N 43 3UT C31 H6 SING N N 44 3UT C32 H7 SING N N 45 3UT C14 H8 SING N N 46 3UT C15 H9 SING N N 47 3UT C15 H10 SING N N 48 3UT N19 H11 SING N N 49 3UT N19 H12 SING N N 50 3UT C6 H13 SING N N 51 3UT C3 H14 SING N N 52 3UT C2 H15 SING N N 53 3UT C26 H16 SING N N 54 3UT C25 H17 SING N N 55 3UT C24 H18 SING N N 56 # 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 3UT SMILES ACDLabs 12.01 "Fc1ncccc1c6cc5c(Oc3c(F)nc(C2=CCCOC2)cc3C54N=C(OC4)N)cc6" 3UT InChI InChI 1.03 "InChI=1S/C24H18F2N4O3/c25-21-15(4-1-7-28-21)13-5-6-19-16(9-13)24(12-32-23(27)30-24)17-10-18(14-3-2-8-31-11-14)29-22(26)20(17)33-19/h1,3-7,9-10H,2,8,11-12H2,(H2,27,30)/t24-/m0/s1" 3UT InChIKey InChI 1.03 JAZOCUNZCUBRJX-DEOSSOPVSA-N 3UT SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@@]2(CO1)c3cc(ccc3Oc4c(F)nc(cc24)C5=CCCOC5)c6cccnc6F" 3UT SMILES CACTVS 3.385 "NC1=N[C]2(CO1)c3cc(ccc3Oc4c(F)nc(cc24)C5=CCCOC5)c6cccnc6F" 3UT SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(nc1)F)c2ccc3c(c2)[C@@]4(COC(=N4)N)c5cc(nc(c5O3)F)C6=CCCOC6" 3UT SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(nc1)F)c2ccc3c(c2)C4(COC(=N4)N)c5cc(nc(c5O3)F)C6=CCCOC6" # 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 3UT "SYSTEMATIC NAME" ACDLabs 12.01 "(5S)-3-(5,6-dihydro-2H-pyran-3-yl)-1-fluoro-7-(2-fluoropyridin-3-yl)spiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazol]-2'-amine" 3UT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(4S)-3'-(3,6-dihydro-2H-pyran-5-yl)-1'-fluoranyl-7'-(2-fluoranylpyridin-3-yl)spiro[5H-1,3-oxazole-4,5'-chromeno[2,3-c]pyridine]-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 3UT "Create component" 2014-11-06 RCSB 3UT "Initial release" 2015-03-04 RCSB #