data_ZYH # _chem_comp.id ZYH _chem_comp.name "(2-cyclohexyl-1,3-benzoxazol-6-yl){3-[4-(pyrimidin-2-yl)piperazin-1-yl]azetidin-1-yl}methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H30 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-10-26 _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 446.545 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZYH _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 3PE6 _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 ZYH O01 O1 O ? 1 N N N -12.894 20.822 -4.986 0.724 -4.609 0.383 O01 ZYH 1 ZYH C02 C1 C ? 1 N N N -12.402 20.748 -6.115 0.750 -3.399 0.269 C02 ZYH 2 ZYH C03 C2 C ? 1 Y N N -10.920 20.712 -6.312 2.043 -2.693 0.188 C03 ZYH 3 ZYH C04 C3 C ? 1 Y N N -10.385 21.462 -7.385 3.234 -3.424 0.091 C04 ZYH 4 ZYH C05 C4 C ? 1 Y N N -8.998 21.527 -7.633 4.434 -2.782 0.015 C05 ZYH 5 ZYH C06 C5 C ? 1 Y N N -8.169 20.787 -6.784 4.482 -1.384 0.034 C06 ZYH 6 ZYH N07 N1 N ? 1 Y N N -6.757 20.593 -6.765 5.495 -0.481 -0.024 N07 ZYH 7 ZYH C08 C6 C ? 1 Y N N -6.548 19.747 -5.803 4.993 0.717 0.030 C08 ZYH 8 ZYH O09 O2 O ? 1 Y N N -7.707 19.375 -5.131 3.656 0.658 0.125 O09 ZYH 9 ZYH C10 C7 C ? 1 Y N N -8.767 20.034 -5.780 3.292 -0.643 0.130 C10 ZYH 10 ZYH C11 C8 C ? 1 Y N N -10.110 19.953 -5.488 2.077 -1.299 0.201 C11 ZYH 11 ZYH C12 C9 C ? 1 N N N -5.288 19.046 -5.297 5.798 1.991 -0.007 C12 ZYH 12 ZYH C13 C10 C ? 1 N N N -4.178 19.239 -6.300 6.767 2.016 1.177 C13 ZYH 13 ZYH C14 C11 C ? 1 N N N -2.821 18.779 -5.776 7.584 3.309 1.140 C14 ZYH 14 ZYH C15 C12 C ? 1 N N N -2.500 19.434 -4.452 8.375 3.375 -0.168 C15 ZYH 15 ZYH C16 C13 C ? 1 N N N -3.605 19.099 -3.440 7.406 3.349 -1.352 C16 ZYH 16 ZYH C17 C14 C ? 1 N N N -4.979 19.609 -3.951 6.589 2.056 -1.315 C17 ZYH 17 ZYH N18 N2 N ? 1 N N N -13.187 20.687 -7.192 -0.403 -2.703 0.213 N18 ZYH 18 ZYH C19 C15 C ? 1 N N N -14.670 20.601 -7.312 -1.834 -3.012 0.352 C19 ZYH 19 ZYH C20 C16 C ? 1 N N N -14.435 19.915 -8.693 -2.126 -1.809 -0.556 C20 ZYH 20 ZYH C21 C17 C ? 1 N N N -12.932 20.231 -8.575 -0.783 -1.300 -0.008 C21 ZYH 21 ZYH N22 N3 N ? 1 N N N -15.129 20.460 -9.848 -3.288 -1.012 -0.139 N22 ZYH 22 ZYH C23 C18 C ? 1 N N N -14.517 19.988 -11.092 -3.120 0.399 -0.515 C23 ZYH 23 ZYH C24 C19 C ? 1 N N N -15.186 20.590 -12.289 -4.311 1.207 0.005 C24 ZYH 24 ZYH N25 N4 N ? 1 N N N -16.601 20.262 -12.243 -5.554 0.660 -0.556 N25 ZYH 25 ZYH C26 C20 C ? 1 N N N -17.306 20.708 -10.998 -5.722 -0.751 -0.180 C26 ZYH 26 ZYH C27 C21 C ? 1 N N N -16.573 20.207 -9.774 -4.531 -1.559 -0.700 C27 ZYH 27 ZYH C28 C22 C ? 1 Y N N -17.285 19.710 -13.336 -6.648 1.411 -0.164 C28 ZYH 28 ZYH N29 N5 N ? 1 Y N N -16.494 19.231 -14.314 -6.462 2.468 0.613 N29 ZYH 29 ZYH C30 C23 C ? 1 Y N N -17.149 18.666 -15.315 -7.486 3.210 1.002 C30 ZYH 30 ZYH C31 C24 C ? 1 Y N N -18.518 18.532 -15.384 -8.764 2.871 0.585 C31 ZYH 31 ZYH C32 C25 C ? 1 Y N N -19.239 19.049 -14.344 -8.922 1.760 -0.228 C32 ZYH 32 ZYH N33 N6 N ? 1 Y N N -18.649 19.642 -13.284 -7.856 1.060 -0.580 N33 ZYH 33 ZYH H041 H1 H ? 0 N N N -11.059 22.001 -8.034 3.202 -4.503 0.077 H041 ZYH 34 ZYH H051 H2 H ? 0 N N N -8.595 22.120 -8.441 5.348 -3.352 -0.058 H051 ZYH 35 ZYH H111 H3 H ? 0 N N N -10.498 19.347 -4.683 1.158 -0.734 0.271 H111 ZYH 36 ZYH H121 H4 H ? 0 N N N -5.422 17.959 -5.192 5.126 2.847 0.055 H121 ZYH 37 ZYH H131 H5 H ? 0 N N N -4.111 20.310 -6.542 6.203 1.969 2.109 H131 ZYH 38 ZYH H132 H6 H ? 0 N N N -4.418 18.654 -7.200 7.438 1.160 1.115 H132 ZYH 39 ZYH H141 H7 H ? 0 N N N -2.045 19.051 -6.507 6.913 4.165 1.201 H141 ZYH 40 ZYH H142 H8 H ? 0 N N N -2.842 17.688 -5.639 8.274 3.327 1.983 H142 ZYH 41 ZYH H151 H9 H ? 0 N N N -2.442 20.524 -4.585 8.958 4.296 -0.195 H151 ZYH 42 ZYH H152 H10 H ? 0 N N N -1.535 19.059 -4.080 9.047 2.518 -0.230 H152 ZYH 43 ZYH H161 H11 H ? 0 N N N -3.652 18.008 -3.305 6.735 4.206 -1.290 H161 ZYH 44 ZYH H162 H12 H ? 0 N N N -3.374 19.584 -2.480 7.970 3.396 -2.284 H162 ZYH 45 ZYH H171 H13 H ? 0 N N N -5.762 19.298 -3.244 7.261 1.200 -1.376 H171 ZYH 46 ZYH H172 H14 H ? 0 N N N -4.951 20.706 -4.020 5.899 2.038 -2.158 H172 ZYH 47 ZYH H191 H15 H ? 0 N N N -15.215 20.033 -6.543 -2.117 -3.968 -0.088 H191 ZYH 48 ZYH H192 H16 H ? 0 N N N -15.241 21.541 -7.297 -2.207 -2.890 1.369 H192 ZYH 49 ZYH H201 H17 H ? 0 N N N -14.786 18.886 -8.862 -2.117 -2.037 -1.622 H201 ZYH 50 ZYH H211 H18 H ? 0 N N N -12.228 19.396 -8.710 -0.880 -0.723 0.911 H211 ZYH 51 ZYH H212 H19 H ? 0 N N N -12.513 20.965 -9.280 -0.170 -0.800 -0.758 H212 ZYH 52 ZYH H231 H20 H ? 0 N N N -13.455 20.274 -11.097 -2.200 0.785 -0.078 H231 ZYH 53 ZYH H232 H21 H ? 0 N N N -14.614 18.893 -11.143 -3.070 0.482 -1.601 H232 ZYH 54 ZYH H241 H22 H ? 0 N N N -15.057 21.682 -12.277 -4.345 1.146 1.092 H241 ZYH 55 ZYH H242 H23 H ? 0 N N N -14.740 20.183 -13.208 -4.203 2.249 -0.298 H242 ZYH 56 ZYH H261 H24 H ? 0 N N N -17.340 21.807 -10.975 -5.772 -0.834 0.905 H261 ZYH 57 ZYH H262 H25 H ? 0 N N N -18.330 20.305 -10.997 -6.643 -1.137 -0.618 H262 ZYH 58 ZYH H271 H26 H ? 0 N N N -16.974 20.724 -8.890 -4.497 -1.498 -1.788 H271 ZYH 59 ZYH H272 H27 H ? 0 N N N -16.734 19.122 -9.689 -4.639 -2.601 -0.398 H272 ZYH 60 ZYH H301 H28 H ? 0 N N N -16.567 18.281 -16.139 -7.328 4.070 1.636 H301 ZYH 61 ZYH H311 H29 H ? 0 N N N -18.998 18.043 -16.219 -9.617 3.460 0.888 H311 ZYH 62 ZYH H321 H30 H ? 0 N N N -20.317 18.981 -14.371 -9.905 1.468 -0.569 H321 ZYH 63 # 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 ZYH H311 C31 SING N N 1 ZYH H301 C30 SING N N 2 ZYH C31 C30 DOUB Y N 3 ZYH C31 C32 SING Y N 4 ZYH C30 N29 SING Y N 5 ZYH H321 C32 SING N N 6 ZYH C32 N33 DOUB Y N 7 ZYH N29 C28 DOUB Y N 8 ZYH C28 N33 SING Y N 9 ZYH C28 N25 SING N N 10 ZYH H242 C24 SING N N 11 ZYH H241 C24 SING N N 12 ZYH C24 N25 SING N N 13 ZYH C24 C23 SING N N 14 ZYH N25 C26 SING N N 15 ZYH H232 C23 SING N N 16 ZYH H231 C23 SING N N 17 ZYH C23 N22 SING N N 18 ZYH C26 H261 SING N N 19 ZYH C26 H262 SING N N 20 ZYH C26 C27 SING N N 21 ZYH N22 C27 SING N N 22 ZYH N22 C20 SING N N 23 ZYH C27 H271 SING N N 24 ZYH C27 H272 SING N N 25 ZYH H211 C21 SING N N 26 ZYH H201 C20 SING N N 27 ZYH H212 C21 SING N N 28 ZYH C20 C21 SING N N 29 ZYH C20 C19 SING N N 30 ZYH C21 N18 SING N N 31 ZYH H051 C05 SING N N 32 ZYH H041 C04 SING N N 33 ZYH C05 C04 DOUB Y N 34 ZYH C05 C06 SING Y N 35 ZYH C04 C03 SING Y N 36 ZYH H192 C19 SING N N 37 ZYH C19 N18 SING N N 38 ZYH C19 H191 SING N N 39 ZYH H131 C13 SING N N 40 ZYH N18 C02 SING N N 41 ZYH C06 N07 SING Y N 42 ZYH C06 C10 DOUB Y N 43 ZYH N07 C08 DOUB Y N 44 ZYH H132 C13 SING N N 45 ZYH H142 C14 SING N N 46 ZYH C03 C02 SING N N 47 ZYH C03 C11 DOUB Y N 48 ZYH C13 C14 SING N N 49 ZYH C13 C12 SING N N 50 ZYH C02 O01 DOUB N N 51 ZYH C08 C12 SING N N 52 ZYH C08 O09 SING Y N 53 ZYH C10 C11 SING Y N 54 ZYH C10 O09 SING Y N 55 ZYH C14 H141 SING N N 56 ZYH C14 C15 SING N N 57 ZYH C11 H111 SING N N 58 ZYH C12 H121 SING N N 59 ZYH C12 C17 SING N N 60 ZYH H152 C15 SING N N 61 ZYH C15 H151 SING N N 62 ZYH C15 C16 SING N N 63 ZYH H172 C17 SING N N 64 ZYH C17 C16 SING N N 65 ZYH C17 H171 SING N N 66 ZYH C16 H161 SING N N 67 ZYH C16 H162 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 ZYH SMILES ACDLabs 12.01 "O=C(c1ccc2nc(oc2c1)C3CCCCC3)N6CC(N5CCN(c4ncccn4)CC5)C6" ZYH SMILES_CANONICAL CACTVS 3.370 "O=C(N1CC(C1)N2CCN(CC2)c3ncccn3)c4ccc5nc(oc5c4)C6CCCCC6" ZYH SMILES CACTVS 3.370 "O=C(N1CC(C1)N2CCN(CC2)c3ncccn3)c4ccc5nc(oc5c4)C6CCCCC6" ZYH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cnc(nc1)N2CCN(CC2)C3CN(C3)C(=O)c4ccc5c(c4)oc(n5)C6CCCCC6" ZYH SMILES "OpenEye OEToolkits" 1.7.0 "c1cnc(nc1)N2CCN(CC2)C3CN(C3)C(=O)c4ccc5c(c4)oc(n5)C6CCCCC6" ZYH InChI InChI 1.03 "InChI=1S/C25H30N6O2/c32-24(19-7-8-21-22(15-19)33-23(28-21)18-5-2-1-3-6-18)31-16-20(17-31)29-11-13-30(14-12-29)25-26-9-4-10-27-25/h4,7-10,15,18,20H,1-3,5-6,11-14,16-17H2" ZYH InChIKey InChI 1.03 IABLYMUVWHQTGC-UHFFFAOYSA-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 ZYH "SYSTEMATIC NAME" ACDLabs 12.01 "(2-cyclohexyl-1,3-benzoxazol-6-yl){3-[4-(pyrimidin-2-yl)piperazin-1-yl]azetidin-1-yl}methanone" ZYH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2-cyclohexyl-1,3-benzoxazol-6-yl)-[3-(4-pyrimidin-2-ylpiperazin-1-yl)azetidin-1-yl]methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZYH "Create component" 2010-10-26 RCSB ZYH "Modify aromatic_flag" 2011-06-04 RCSB ZYH "Modify descriptor" 2011-06-04 RCSB #