data_LI9 # _chem_comp.id LI9 _chem_comp.name "4-(4-FLUOROPHENYL)-1-METHYL-5-(2-{[(1S)-1-PHENYLETHYL]AMINO}PYRIMIDIN-4-YL)-2-PIPERIDIN-4-YL-1,2-DIHYDRO-3H-PYRAZOL-3-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 F N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-03-21 _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 472.557 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LI9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1YWR _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 LI9 C1 C1 C 0 1 Y N N 5.449 -0.508 18.624 3.244 -3.072 -0.544 C1 LI9 1 LI9 C2 C2 C 0 1 Y N N 4.565 -0.810 16.006 1.603 -4.249 1.361 C2 LI9 2 LI9 C3 C3 C 0 1 Y N N 4.182 -1.073 18.382 2.412 -2.280 0.248 C3 LI9 3 LI9 C4 C4 C 0 1 Y N N 6.285 -0.091 17.586 3.250 -4.442 -0.379 C4 LI9 4 LI9 C5 C5 C 0 1 Y N N 5.810 -0.257 16.289 2.431 -5.031 0.571 C5 LI9 5 LI9 C6 C6 C 0 1 Y N N 3.737 -1.224 17.060 1.594 -2.878 1.207 C6 LI9 6 LI9 C7 C7 C 0 1 Y N N 3.381 -1.479 19.543 2.402 -0.810 0.075 C7 LI9 7 LI9 F9 F9 F 0 1 N N N 6.599 0.137 15.295 2.440 -6.373 0.729 F9 LI9 8 LI9 N10 N10 N 0 1 Y N N 2.175 -2.989 20.849 3.075 1.354 0.061 N10 LI9 9 LI9 C11 C11 C 0 1 N N N 1.480 -4.159 21.375 3.857 2.586 0.190 C11 LI9 10 LI9 C12 C12 C 0 1 N N N 1.576 -1.634 22.778 0.931 2.409 -0.813 C12 LI9 11 LI9 C13 C13 C 0 1 Y N N 2.908 -0.868 20.651 1.348 -0.040 -0.379 C13 LI9 12 LI9 C14 C14 C 0 1 Y N N 3.075 0.531 21.058 0.018 -0.541 -0.784 C14 LI9 13 LI9 O15 O15 O 0 1 N N N 3.097 -3.803 18.877 4.614 -0.187 0.771 O15 LI9 14 LI9 C16 C16 C 0 1 Y N N 2.895 -2.902 19.667 3.510 0.113 0.354 C16 LI9 15 LI9 N17 N17 N 0 1 Y N N 2.178 -1.731 21.466 1.755 1.272 -0.394 N17 LI9 16 LI9 C18 C18 C 0 1 N N N -0.590 -5.572 21.213 3.990 4.807 1.320 C18 LI9 17 LI9 C19 C19 C 0 1 N N N 1.536 -6.678 21.496 4.571 4.679 -0.967 C19 LI9 18 LI9 C20 C20 C 0 1 N N N 2.315 -5.420 21.132 3.849 3.342 -1.142 C20 LI9 19 LI9 C21 C21 C 0 1 N N N 0.081 -4.277 20.760 3.236 3.477 1.271 C21 LI9 20 LI9 N22 N22 N 0 1 N N N 0.242 -6.707 20.816 3.869 5.495 0.030 N22 LI9 21 LI9 N23 N23 N 0 1 Y N N 3.228 0.820 22.359 -1.084 -0.106 -0.174 N23 LI9 22 LI9 C24 C24 C 0 1 Y N N 3.229 2.809 20.514 -1.372 -1.915 -2.162 C24 LI9 23 LI9 N25 N25 N 0 1 N N N 3.537 2.465 23.989 -3.399 -0.090 0.126 N25 LI9 24 LI9 C26 C26 C 0 1 Y N N 3.069 1.514 20.085 -0.104 -1.475 -1.818 C26 LI9 25 LI9 C27 C27 C 0 1 Y N N 3.378 2.105 22.689 -2.275 -0.558 -0.532 C27 LI9 26 LI9 N28 N28 N 0 1 Y N N 3.384 3.114 21.813 -2.420 -1.443 -1.508 N28 LI9 27 LI9 C29 C29 C 0 1 N N S 3.445 1.565 25.099 -4.727 -0.573 -0.258 C29 LI9 28 LI9 C30 C30 C 0 1 Y N N 2.105 0.886 25.292 -5.763 0.457 0.114 C30 LI9 29 LI9 C31 C31 C 0 1 N N N 3.796 2.306 26.405 -5.025 -1.883 0.473 C31 LI9 30 LI9 C32 C32 C 0 1 Y N N -0.327 -0.429 25.695 -7.664 2.345 0.797 C32 LI9 31 LI9 C33 C33 C 0 1 Y N N 2.063 -0.309 26.029 -6.817 0.717 -0.742 C33 LI9 32 LI9 C34 C34 C 0 1 Y N N 0.918 1.403 24.767 -5.662 1.137 1.313 C34 LI9 33 LI9 C35 C35 C 0 1 Y N N -0.299 0.750 24.965 -6.610 2.084 1.653 C35 LI9 34 LI9 C36 C36 C 0 1 Y N N 0.846 -0.952 26.222 -7.768 1.661 -0.400 C36 LI9 35 LI9 H1 H1 H 0 1 N N N 5.798 -0.387 19.663 3.882 -2.614 -1.285 H1 LI9 36 LI9 H2 H2 H 0 1 N N N 4.238 -0.918 14.958 0.967 -4.713 2.100 H2 LI9 37 LI9 H4 H4 H 0 1 N N N 7.276 0.350 17.781 3.893 -5.056 -0.992 H4 LI9 38 LI9 H6 H6 H 0 1 N N N 2.747 -1.663 16.851 0.949 -2.269 1.823 H6 LI9 39 LI9 H11 H11 H 0 1 N N N 1.349 -4.041 22.476 4.883 2.340 0.464 H11 LI9 40 LI9 H121 1H12 H 0 0 N N N 1.578 -0.632 23.269 1.117 2.623 -1.865 H121 LI9 41 LI9 H122 2H12 H 0 0 N N N 0.531 -2.022 22.735 -0.122 2.167 -0.671 H122 LI9 42 LI9 H123 3H12 H 0 0 N N N 2.048 -2.380 23.458 1.187 3.283 -0.214 H123 LI9 43 LI9 H181 1H18 H 0 0 N N N -0.815 -5.573 22.305 5.043 4.620 1.534 H181 LI9 44 LI9 H182 2H18 H 0 0 N N N -1.635 -5.661 20.837 3.568 5.434 2.106 H182 LI9 45 LI9 H191 1H19 H 0 0 N N N 2.127 -7.601 21.294 5.593 4.499 -0.633 H191 LI9 46 LI9 H192 2H19 H 0 0 N N N 1.423 -6.787 22.599 4.590 5.209 -1.919 H192 LI9 47 LI9 H201 1H20 H 0 0 N N N 2.696 -5.463 20.085 4.361 2.749 -1.900 H201 LI9 48 LI9 H202 2H20 H 0 0 N N N 3.291 -5.373 21.668 2.820 3.522 -1.452 H202 LI9 49 LI9 H211 1H21 H 0 0 N N N -0.547 -3.383 20.982 2.189 3.661 1.033 H211 LI9 50 LI9 H212 2H21 H 0 0 N N N 0.106 -4.188 19.648 3.310 2.981 2.238 H212 LI9 51 LI9 H22 H22 H 0 1 N N N 0.351 -6.755 19.803 4.384 6.359 0.113 H22 LI9 52 LI9 H24 H24 H 0 1 N N N 3.233 3.637 19.785 -1.503 -2.637 -2.955 H24 LI9 53 LI9 H25 H25 H 0 1 N N N 2.879 3.224 24.168 -3.307 0.558 0.842 H25 LI9 54 LI9 H26 H26 H 0 1 N N N 2.942 1.276 19.015 0.769 -1.845 -2.336 H26 LI9 55 LI9 H29 H29 H 0 1 N N N 4.171 0.755 24.854 -4.754 -0.743 -1.335 H29 LI9 56 LI9 H311 1H31 H 0 0 N N N 3.724 1.605 27.269 -4.998 -1.713 1.549 H311 LI9 57 LI9 H312 2H31 H 0 0 N N N 4.792 2.802 26.349 -6.013 -2.243 0.186 H312 LI9 58 LI9 H313 3H31 H 0 0 N N N 3.169 3.216 26.551 -4.276 -2.628 0.203 H313 LI9 59 LI9 H32 H32 H 0 1 N N N -1.284 -0.952 25.856 -8.406 3.083 1.063 H32 LI9 60 LI9 H33 H33 H 0 1 N N N 2.983 -0.741 26.455 -6.899 0.183 -1.677 H33 LI9 61 LI9 H34 H34 H 0 1 N N N 0.942 2.341 24.187 -4.839 0.933 1.982 H34 LI9 62 LI9 H35 H35 H 0 1 N N N -1.232 1.163 24.547 -6.529 2.618 2.588 H35 LI9 63 LI9 H36 H36 H 0 1 N N N 0.810 -1.890 26.801 -8.591 1.865 -1.069 H36 LI9 64 # 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 LI9 C1 C3 DOUB Y N 1 LI9 C1 C4 SING Y N 2 LI9 C1 H1 SING N N 3 LI9 C2 C5 SING Y N 4 LI9 C2 C6 DOUB Y N 5 LI9 C2 H2 SING N N 6 LI9 C3 C6 SING Y N 7 LI9 C3 C7 SING Y N 8 LI9 C4 C5 DOUB Y N 9 LI9 C4 H4 SING N N 10 LI9 C5 F9 SING N N 11 LI9 C6 H6 SING N N 12 LI9 C7 C13 DOUB Y N 13 LI9 C7 C16 SING Y N 14 LI9 N10 C11 SING N N 15 LI9 N10 C16 SING Y N 16 LI9 N10 N17 SING Y N 17 LI9 C11 C20 SING N N 18 LI9 C11 C21 SING N N 19 LI9 C11 H11 SING N N 20 LI9 C12 N17 SING N N 21 LI9 C12 H121 SING N N 22 LI9 C12 H122 SING N N 23 LI9 C12 H123 SING N N 24 LI9 C13 C14 SING Y N 25 LI9 C13 N17 SING Y N 26 LI9 C14 N23 DOUB Y N 27 LI9 C14 C26 SING Y N 28 LI9 O15 C16 DOUB N N 29 LI9 C18 C21 SING N N 30 LI9 C18 N22 SING N N 31 LI9 C18 H181 SING N N 32 LI9 C18 H182 SING N N 33 LI9 C19 C20 SING N N 34 LI9 C19 N22 SING N N 35 LI9 C19 H191 SING N N 36 LI9 C19 H192 SING N N 37 LI9 C20 H201 SING N N 38 LI9 C20 H202 SING N N 39 LI9 C21 H211 SING N N 40 LI9 C21 H212 SING N N 41 LI9 N22 H22 SING N N 42 LI9 N23 C27 SING Y N 43 LI9 C24 C26 DOUB Y N 44 LI9 C24 N28 SING Y N 45 LI9 C24 H24 SING N N 46 LI9 N25 C27 SING N N 47 LI9 N25 C29 SING N N 48 LI9 N25 H25 SING N N 49 LI9 C26 H26 SING N N 50 LI9 C27 N28 DOUB Y N 51 LI9 C29 C30 SING N N 52 LI9 C29 C31 SING N N 53 LI9 C29 H29 SING N N 54 LI9 C30 C33 DOUB Y N 55 LI9 C30 C34 SING Y N 56 LI9 C31 H311 SING N N 57 LI9 C31 H312 SING N N 58 LI9 C31 H313 SING N N 59 LI9 C32 C35 SING Y N 60 LI9 C32 C36 DOUB Y N 61 LI9 C32 H32 SING N N 62 LI9 C33 C36 SING Y N 63 LI9 C33 H33 SING N N 64 LI9 C34 C35 DOUB Y N 65 LI9 C34 H34 SING N N 66 LI9 C35 H35 SING N N 67 LI9 C36 H36 SING N N 68 # 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 LI9 SMILES ACDLabs 10.04 "Fc1ccc(cc1)C2=C(N(N(C2=O)C3CCNCC3)C)c4nc(ncc4)NC(c5ccccc5)C" LI9 SMILES_CANONICAL CACTVS 3.341 "C[C@H](Nc1nccc(n1)C2=C(C(=O)N(C3CCNCC3)N2C)c4ccc(F)cc4)c5ccccc5" LI9 SMILES CACTVS 3.341 "C[CH](Nc1nccc(n1)C2=C(C(=O)N(C3CCNCC3)N2C)c4ccc(F)cc4)c5ccccc5" LI9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](c1ccccc1)Nc2nccc(n2)C3=C(C(=O)N(N3C)C4CCNCC4)c5ccc(cc5)F" LI9 SMILES "OpenEye OEToolkits" 1.5.0 "CC(c1ccccc1)Nc2nccc(n2)C3=C(C(=O)N(N3C)C4CCNCC4)c5ccc(cc5)F" LI9 InChI InChI 1.03 "InChI=1S/C27H29FN6O/c1-18(19-6-4-3-5-7-19)31-27-30-17-14-23(32-27)25-24(20-8-10-21(28)11-9-20)26(35)34(33(25)2)22-12-15-29-16-13-22/h3-11,14,17-18,22,29H,12-13,15-16H2,1-2H3,(H,30,31,32)/t18-/m0/s1" LI9 InChIKey InChI 1.03 OYTOWRNFVUUVHK-SFHVURJKSA-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 LI9 "SYSTEMATIC NAME" ACDLabs 10.04 "4-(4-fluorophenyl)-1-methyl-5-(2-{[(1S)-1-phenylethyl]amino}pyrimidin-4-yl)-2-piperidin-4-yl-1,2-dihydro-3H-pyrazol-3-one" LI9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-(4-fluorophenyl)-1-methyl-5-[2-[[(1S)-1-phenylethyl]amino]pyrimidin-4-yl]-2-piperidin-4-yl-pyrazol-3-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LI9 "Create component" 2005-03-21 RCSB LI9 "Modify aromatic_flag" 2011-06-04 RCSB LI9 "Modify descriptor" 2011-06-04 RCSB #