data_2QH # _chem_comp.id 2QH _chem_comp.name "(8R)-3,3-difluoro-8-[4-fluoro-3-(pyridin-3-yl)phenyl]-8-(4-methoxy-3-methylphenyl)-2,3,4,8-tetrahydroimidazo[1,5-a]pyrimidin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H22 F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-08 _chem_comp.pdbx_modified_date 2014-08-08 _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 465.470 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2QH _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 4NY4 _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 2QH C1 C1 C 0 1 N N N -25.750 -19.940 -9.095 -0.489 4.459 -1.957 C1 2QH 1 2QH C2 C2 C 0 1 Y N N -24.642 -19.177 -8.416 -0.968 3.440 -0.956 C2 2QH 2 2QH C3 C3 C 0 1 Y N N -23.796 -18.377 -9.160 -0.585 2.118 -1.077 C3 2QH 3 2QH C4 C4 C 0 1 Y N N -22.779 -17.677 -8.538 -1.024 1.183 -0.159 C4 2QH 4 2QH C5 C5 C 0 1 Y N N -22.606 -17.776 -7.170 -1.848 1.567 0.883 C5 2QH 5 2QH C6 C6 C 0 1 Y N N -23.448 -18.574 -6.421 -2.234 2.888 1.009 C6 2QH 6 2QH C7 C7 C 0 1 Y N N -24.470 -19.278 -7.043 -1.790 3.829 0.092 C7 2QH 7 2QH O8 O8 O 0 1 N N N -25.300 -20.064 -6.309 -2.163 5.130 0.216 O8 2QH 8 2QH C9 C9 C 0 1 N N N -24.715 -21.191 -5.654 -3.010 5.459 1.319 C9 2QH 9 2QH C10 C10 C 0 1 N N R -21.858 -16.805 -9.352 -0.605 -0.259 -0.294 C10 2QH 10 2QH C11 C11 C 0 1 N N N -22.563 -15.549 -9.786 -1.709 -1.175 0.164 C11 2QH 11 2QH N12 N12 N 0 1 N N N -23.524 -15.350 -10.618 -2.260 -1.299 1.317 N12 2QH 12 2QH C13 C13 C 0 1 N N N -24.049 -13.992 -10.877 -3.316 -2.301 1.504 C13 2QH 13 2QH C14 C14 C 0 1 N N N -23.094 -12.846 -10.504 -4.100 -2.497 0.205 C14 2QH 14 2QH C15 C15 C 0 1 N N N -22.456 -13.132 -9.130 -3.141 -2.906 -0.923 C15 2QH 15 2QH N16 N16 N 0 1 N N N -21.950 -14.520 -9.094 -2.059 -1.909 -0.956 N16 2QH 16 2QH C17 C17 C 0 1 N N N -20.867 -15.011 -8.421 -1.270 -1.549 -2.011 C17 2QH 17 2QH N18 N18 N 0 1 N N N -20.748 -16.303 -8.522 -0.419 -0.613 -1.713 N18 2QH 18 2QH N19 N19 N 0 1 N N N -19.992 -14.222 -7.712 -1.365 -2.118 -3.259 N19 2QH 19 2QH F20 F20 F 0 1 N N N -22.090 -12.742 -11.472 -5.059 -3.500 0.386 F20 2QH 20 2QH F21 F21 F 0 1 N N N -23.809 -11.645 -10.445 -4.738 -1.300 -0.138 F21 2QH 21 2QH C22 C22 C 0 1 Y N N -21.330 -17.560 -10.545 0.658 -0.516 0.486 C22 2QH 22 2QH C23 C23 C 0 1 Y N N -21.300 -16.953 -11.788 0.583 -0.934 1.802 C23 2QH 23 2QH C24 C24 C 0 1 Y N N -20.817 -17.639 -12.887 1.738 -1.178 2.523 C24 2QH 24 2QH C25 C25 C 0 1 Y N N -20.359 -18.937 -12.748 2.975 -1.005 1.930 C25 2QH 25 2QH C26 C26 C 0 1 Y N N -20.387 -19.552 -11.496 3.055 -0.584 0.602 C26 2QH 26 2QH C27 C27 C 0 1 Y N N -20.876 -18.854 -10.394 1.887 -0.340 -0.118 C27 2QH 27 2QH C28 C28 C 0 1 Y N N -19.898 -20.944 -11.339 4.379 -0.395 -0.041 C28 2QH 28 2QH C29 C29 C 0 1 Y N N -20.641 -22.019 -11.837 5.374 0.356 0.590 C29 2QH 29 2QH C30 C30 C 0 1 Y N N -20.141 -23.298 -11.665 6.592 0.502 -0.051 C30 2QH 30 2QH C31 C31 C 0 1 Y N N -18.934 -23.471 -11.013 6.784 -0.095 -1.284 C31 2QH 31 2QH N32 N32 N 0 1 Y N N -18.255 -22.437 -10.554 5.825 -0.798 -1.855 N32 2QH 32 2QH C33 C33 C 0 1 Y N N -18.690 -21.202 -10.694 4.652 -0.969 -1.281 C33 2QH 33 2QH F34 F34 F 0 1 N N N -19.887 -19.607 -13.821 4.103 -1.242 2.634 F34 2QH 34 2QH H1 H1 H 0 1 N N N -25.381 -20.930 -9.399 0.454 4.887 -1.618 H1 2QH 35 2QH H2 H2 H 0 1 N N N -26.592 -20.061 -8.398 -0.342 3.977 -2.924 H2 2QH 36 2QH H3 H3 H 0 1 N N N -26.086 -19.385 -9.983 -1.232 5.250 -2.055 H3 2QH 37 2QH H4 H4 H 0 1 N N N -23.929 -18.298 -10.229 0.059 1.815 -1.890 H4 2QH 38 2QH H5 H5 H 0 1 N N N -21.811 -17.228 -6.686 -2.191 0.835 1.599 H5 2QH 39 2QH H6 H6 H 0 1 N N N -23.312 -18.650 -5.352 -2.877 3.188 1.823 H6 2QH 40 2QH H7 H7 H 0 1 N N N -25.492 -21.737 -5.099 -2.506 5.208 2.252 H7 2QH 41 2QH H8 H8 H 0 1 N N N -24.263 -21.857 -6.404 -3.232 6.526 1.301 H8 2QH 42 2QH H9 H9 H 0 1 N N N -23.939 -20.846 -4.955 -3.939 4.893 1.245 H9 2QH 43 2QH H10 H10 H 0 1 N N N -24.275 -13.912 -11.950 -2.866 -3.249 1.799 H10 2QH 44 2QH H11 H11 H 0 1 N N N -24.975 -13.867 -10.297 -3.996 -1.968 2.288 H11 2QH 45 2QH H12 H12 H 0 1 N N N -21.622 -12.435 -8.962 -2.729 -3.894 -0.720 H12 2QH 46 2QH H13 H13 H 0 1 N N N -23.211 -12.998 -8.341 -3.669 -2.911 -1.876 H13 2QH 47 2QH H14 H14 H 0 1 N N N -19.215 -14.637 -7.240 -2.020 -2.815 -3.425 H14 2QH 48 2QH H15 H15 H 0 1 N N N -20.133 -13.233 -7.669 -0.779 -1.823 -3.973 H15 2QH 49 2QH H16 H16 H 0 1 N N N -21.655 -15.939 -11.900 -0.381 -1.070 2.269 H16 2QH 50 2QH H17 H17 H 0 1 N N N -20.797 -17.161 -13.855 1.673 -1.504 3.550 H17 2QH 51 2QH H18 H18 H 0 1 N N N -20.900 -19.325 -9.423 1.943 -0.018 -1.147 H18 2QH 52 2QH H19 H19 H 0 1 N N N -21.581 -21.855 -12.343 5.198 0.811 1.553 H19 2QH 53 2QH H20 H20 H 0 1 N N N -20.688 -24.152 -12.036 7.385 1.076 0.406 H20 2QH 54 2QH H21 H21 H 0 1 N N N -18.541 -24.468 -10.877 7.733 0.017 -1.787 H21 2QH 55 2QH H22 H22 H 0 1 N N N -18.105 -20.381 -10.305 3.893 -1.555 -1.778 H22 2QH 56 # 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 2QH F34 C25 SING N N 1 2QH C24 C25 DOUB Y N 2 2QH C24 C23 SING Y N 3 2QH C25 C26 SING Y N 4 2QH C29 C30 DOUB Y N 5 2QH C29 C28 SING Y N 6 2QH C23 C22 DOUB Y N 7 2QH C30 C31 SING Y N 8 2QH C26 C28 SING N N 9 2QH C26 C27 DOUB Y N 10 2QH F20 C14 SING N N 11 2QH C28 C33 DOUB Y N 12 2QH C31 N32 DOUB Y N 13 2QH C13 N12 SING N N 14 2QH C13 C14 SING N N 15 2QH C33 N32 SING Y N 16 2QH N12 C11 DOUB N N 17 2QH C22 C27 SING Y N 18 2QH C22 C10 SING N N 19 2QH C14 F21 SING N N 20 2QH C14 C15 SING N N 21 2QH C11 C10 SING N N 22 2QH C11 N16 SING N N 23 2QH C10 C4 SING N N 24 2QH C10 N18 SING N N 25 2QH C3 C4 DOUB Y N 26 2QH C3 C2 SING Y N 27 2QH C15 N16 SING N N 28 2QH C1 C2 SING N N 29 2QH N16 C17 SING N N 30 2QH C4 C5 SING Y N 31 2QH N18 C17 DOUB N N 32 2QH C17 N19 SING N N 33 2QH C2 C7 DOUB Y N 34 2QH C5 C6 DOUB Y N 35 2QH C7 C6 SING Y N 36 2QH C7 O8 SING N N 37 2QH O8 C9 SING N N 38 2QH C1 H1 SING N N 39 2QH C1 H2 SING N N 40 2QH C1 H3 SING N N 41 2QH C3 H4 SING N N 42 2QH C5 H5 SING N N 43 2QH C6 H6 SING N N 44 2QH C9 H7 SING N N 45 2QH C9 H8 SING N N 46 2QH C9 H9 SING N N 47 2QH C13 H10 SING N N 48 2QH C13 H11 SING N N 49 2QH C15 H12 SING N N 50 2QH C15 H13 SING N N 51 2QH N19 H14 SING N N 52 2QH N19 H15 SING N N 53 2QH C23 H16 SING N N 54 2QH C24 H17 SING N N 55 2QH C27 H18 SING N N 56 2QH C29 H19 SING N N 57 2QH C30 H20 SING N N 58 2QH C31 H21 SING N N 59 2QH C33 H22 SING N N 60 # 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 2QH SMILES ACDLabs 12.01 "Fc2ccc(cc2c1cccnc1)C4(N=C(N)N3C4=NCC(F)(F)C3)c5ccc(OC)c(c5)C" 2QH InChI InChI 1.03 "InChI=1S/C25H22F3N5O/c1-15-10-17(6-8-21(15)34-2)25(22-31-13-24(27,28)14-33(22)23(29)32-25)18-5-7-20(26)19(11-18)16-4-3-9-30-12-16/h3-12H,13-14H2,1-2H3,(H2,29,32)/t25-/m1/s1" 2QH InChIKey InChI 1.03 YGQLOGGNUHAJMB-RUZDIDTESA-N 2QH SMILES_CANONICAL CACTVS 3.385 "COc1ccc(cc1C)[C@@]2(N=C(N)N3CC(F)(F)CN=C23)c4ccc(F)c(c4)c5cccnc5" 2QH SMILES CACTVS 3.385 "COc1ccc(cc1C)[C]2(N=C(N)N3CC(F)(F)CN=C23)c4ccc(F)c(c4)c5cccnc5" 2QH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(ccc1OC)[C@]2(C3=NCC(CN3C(=N2)N)(F)F)c4ccc(c(c4)c5cccnc5)F" 2QH SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(ccc1OC)C2(C3=NCC(CN3C(=N2)N)(F)F)c4ccc(c(c4)c5cccnc5)F" # 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 2QH "SYSTEMATIC NAME" ACDLabs 12.01 "(8R)-3,3-difluoro-8-[4-fluoro-3-(pyridin-3-yl)phenyl]-8-(4-methoxy-3-methylphenyl)-2,3,4,8-tetrahydroimidazo[1,5-a]pyrimidin-6-amine" 2QH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(8R)-3,3-bis(fluoranyl)-8-(4-fluoranyl-3-pyridin-3-yl-phenyl)-8-(4-methoxy-3-methyl-phenyl)-2,4-dihydroimidazo[1,5-a]pyrimidin-6-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 2QH "Create component" 2014-01-08 RCSB 2QH "Initial release" 2014-08-13 RCSB #