data_OOQ # _chem_comp.id OOQ _chem_comp.name "(2~{S})-2-[[4-[4-azanyl-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]azaniumyl]-4-methyl-pentanoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H35 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-10-06 _chem_comp.pdbx_modified_date 2017-10-06 _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 513.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OOQ _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 5H0A _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 OOQ C1 C1 C 0 1 Y N N 4.923 -3.159 -1.331 0.179 -3.654 0.159 C1 OOQ 1 OOQ C2 C2 C 0 1 Y N N 3.796 -3.553 -2.129 -1.056 -2.987 0.082 C2 OOQ 2 OOQ C3 C3 C 0 1 Y N N 4.096 -4.692 -2.926 -2.232 -3.720 0.291 C3 OOQ 3 OOQ N4 N1 N 0 1 Y N N 5.292 -5.309 -2.902 -2.127 -5.020 0.555 N4 OOQ 4 OOQ C5 C4 C 0 1 Y N N 6.286 -4.801 -2.067 -0.947 -5.608 0.619 C5 OOQ 5 OOQ N6 N2 N 0 1 Y N N 6.172 -3.738 -1.259 0.182 -4.959 0.429 N6 OOQ 6 OOQ N7 N3 N 0 1 Y N N 4.578 -2.068 -0.596 1.160 -2.728 -0.074 N7 OOQ 7 OOQ C8 C5 C 0 1 Y N N 3.242 -1.745 -0.917 0.605 -1.498 -0.305 C8 OOQ 8 OOQ C9 C6 C 0 1 Y N N 2.720 -2.620 -1.877 -0.745 -1.585 -0.223 C9 OOQ 9 OOQ N10 N4 N 0 1 N N N 3.095 -5.214 -3.794 -3.470 -3.107 0.226 N10 OOQ 10 OOQ C11 C7 C 0 1 Y N N 1.363 -2.573 -2.334 -1.718 -0.481 -0.404 C11 OOQ 11 OOQ C12 C8 C 0 1 N N N 5.506 -1.388 0.320 2.597 -3.013 -0.077 C12 OOQ 12 OOQ C13 C9 C 0 1 N N N 5.817 -0.004 -0.255 3.183 -2.665 -1.447 C13 OOQ 13 OOQ C14 C10 C 0 1 N N N 6.713 0.846 0.676 2.957 -1.180 -1.736 C14 OOQ 14 OOQ C15 C11 C 0 1 N N N 6.316 0.824 2.177 3.645 -0.340 -0.659 C15 OOQ 15 OOQ C16 C12 C 0 1 N N N 5.829 -0.563 2.654 3.059 -0.687 0.711 C16 OOQ 16 OOQ C17 C13 C 0 1 N N N 4.881 -1.271 1.681 3.285 -2.172 1.001 C17 OOQ 17 OOQ C18 C14 C 0 1 Y N N 0.526 -3.696 -2.273 -1.548 0.720 0.284 C18 OOQ 18 OOQ C19 C15 C 0 1 Y N N -0.809 -3.696 -2.675 -2.454 1.745 0.114 C19 OOQ 19 OOQ C20 C16 C 0 1 Y N N -1.394 -2.541 -3.166 -3.535 1.583 -0.742 C20 OOQ 20 OOQ C21 C17 C 0 1 Y N N -0.589 -1.391 -3.234 -3.707 0.389 -1.429 C21 OOQ 21 OOQ C22 C18 C 0 1 Y N N 0.740 -1.409 -2.823 -2.801 -0.638 -1.268 C22 OOQ 22 OOQ O23 O1 O 0 1 N N N -2.719 -2.554 -3.543 -4.427 2.595 -0.908 O23 OOQ 23 OOQ N24 N5 N 1 1 N N N 5.281 1.948 2.579 3.427 1.087 -0.937 N24 OOQ 24 OOQ C25 C19 C 0 1 N N N 3.807 3.883 2.195 3.862 3.351 -0.170 C25 OOQ 25 OOQ C26 C20 C 0 1 N N S 4.359 2.559 1.498 4.205 1.895 0.012 C26 OOQ 26 OOQ C27 C21 C 0 1 N N N 3.187 1.615 1.238 5.699 1.687 -0.246 C27 OOQ 27 OOQ C28 C22 C 0 1 N N N 2.219 2.012 0.100 6.509 2.437 0.813 C28 OOQ 28 OOQ C29 C23 C 0 1 N N N 1.109 1.039 0.127 6.265 1.804 2.184 C29 OOQ 29 OOQ C30 C24 C 0 1 N N N 2.837 1.948 -1.301 7.997 2.354 0.470 C30 OOQ 30 OOQ C31 C25 C 0 1 Y N N -3.170 -2.146 -4.783 -5.584 2.548 -0.198 C31 OOQ 31 OOQ C32 C26 C 0 1 Y N N -4.431 -1.549 -4.904 -6.501 3.585 -0.294 C32 OOQ 32 OOQ C33 C27 C 0 1 Y N N -4.900 -1.166 -6.160 -7.677 3.535 0.428 C33 OOQ 33 OOQ C34 C28 C 0 1 Y N N -4.128 -1.346 -7.295 -7.942 2.452 1.247 C34 OOQ 34 OOQ C35 C29 C 0 1 Y N N -2.880 -1.958 -7.168 -7.030 1.417 1.344 C35 OOQ 35 OOQ C36 C30 C 0 1 Y N N -2.397 -2.348 -5.929 -5.854 1.460 0.620 C36 OOQ 36 OOQ O37 O2 O 0 1 N N N 3.341 4.704 1.396 3.347 3.731 -1.207 O37 OOQ 37 OOQ O38 O3 O -1 1 N N N 3.922 3.893 3.419 4.100 4.149 0.721 O38 OOQ 38 OOQ H1 H1 H 0 1 N N N 7.237 -5.312 -2.072 -0.906 -6.665 0.836 H1 OOQ 39 OOQ H2 H2 H 0 1 N N N 2.692 -0.926 -0.477 1.159 -0.595 -0.515 H2 OOQ 40 OOQ H3 H3 H 0 1 N N N 3.457 -6.008 -4.282 -4.276 -3.626 0.373 H3 OOQ 41 OOQ H4 H4 H 0 1 N N N 2.298 -5.489 -3.256 -3.532 -2.159 0.032 H4 OOQ 42 OOQ H5 H5 H 0 1 N N N 6.441 -1.962 0.396 2.758 -4.071 0.130 H5 OOQ 43 OOQ H6 H6 H 0 1 N N N 6.333 -0.132 -1.218 4.252 -2.877 -1.449 H6 OOQ 44 OOQ H7 H7 H 0 1 N N N 4.869 0.531 -0.415 2.693 -3.264 -2.214 H7 OOQ 45 OOQ H8 H8 H 0 1 N N N 7.744 0.471 0.591 3.374 -0.932 -2.712 H8 OOQ 46 OOQ H9 H9 H 0 1 N N N 6.672 1.889 0.328 1.887 -0.968 -1.734 H9 OOQ 47 OOQ H10 H10 H 0 1 N N N 7.234 1.041 2.742 4.714 -0.551 -0.661 H10 OOQ 48 OOQ H11 H11 H 0 1 N N N 5.304 -0.432 3.612 3.549 -0.088 1.479 H11 OOQ 49 OOQ H12 H12 H 0 1 N N N 6.710 -1.204 2.803 1.989 -0.475 0.713 H12 OOQ 50 OOQ H13 H13 H 0 1 N N N 3.948 -0.694 1.601 2.867 -2.420 1.977 H13 OOQ 51 OOQ H14 H14 H 0 1 N N N 4.657 -2.278 2.063 4.354 -2.384 0.999 H14 OOQ 52 OOQ H15 H15 H 0 1 N N N 0.941 -4.617 -1.891 -0.707 0.846 0.951 H15 OOQ 53 OOQ H16 H16 H 0 1 N N N -1.391 -4.603 -2.603 -2.323 2.675 0.647 H16 OOQ 54 OOQ H17 H17 H 0 1 N N N -1.012 -0.473 -3.614 -4.549 0.266 -2.094 H17 OOQ 55 OOQ H18 H18 H 0 1 N N N 1.315 -0.497 -2.881 -2.935 -1.567 -1.802 H18 OOQ 56 OOQ H19 H19 H 0 1 N N N 5.808 2.702 2.971 3.724 1.295 -1.878 H19 OOQ 57 OOQ H20 H20 H 0 1 N N N 4.686 1.557 3.281 2.447 1.303 -0.838 H20 OOQ 58 OOQ H21 H21 H 0 1 N N N 4.911 2.797 0.577 3.966 1.589 1.030 H21 OOQ 59 OOQ H22 H22 H 0 1 N N N 2.601 1.547 2.166 5.932 0.623 -0.195 H22 OOQ 60 OOQ H23 H23 H 0 1 N N N 3.603 0.626 0.993 5.953 2.067 -1.235 H23 OOQ 61 OOQ H24 H24 H 0 1 N N N 1.838 3.027 0.286 6.199 3.482 0.835 H24 OOQ 62 OOQ H25 H25 H 0 1 N N N 0.634 1.051 1.119 6.622 0.774 2.178 H25 OOQ 63 OOQ H26 H26 H 0 1 N N N 0.366 1.309 -0.638 6.802 2.370 2.946 H26 OOQ 64 OOQ H27 H27 H 0 1 N N N 1.499 0.032 -0.080 5.198 1.817 2.406 H27 OOQ 65 OOQ H28 H28 H 0 1 N N N 3.672 2.661 -1.367 8.308 1.310 0.448 H28 OOQ 66 OOQ H29 H29 H 0 1 N N N 3.208 0.930 -1.492 8.171 2.805 -0.507 H29 OOQ 67 OOQ H30 H30 H 0 1 N N N 2.074 2.207 -2.050 8.574 2.889 1.225 H30 OOQ 68 OOQ H31 H31 H 0 1 N N N -5.039 -1.386 -4.026 -6.295 4.431 -0.933 H31 OOQ 69 OOQ H32 H32 H 0 1 N N N -5.881 -0.722 -6.249 -8.391 4.342 0.354 H32 OOQ 70 OOQ H33 H33 H 0 1 N N N -4.485 -1.019 -8.261 -8.860 2.416 1.814 H33 OOQ 71 OOQ H34 H34 H 0 1 N N N -2.281 -2.130 -8.050 -7.238 0.573 1.984 H34 OOQ 72 OOQ H35 H35 H 0 1 N N N -1.423 -2.808 -5.849 -5.142 0.652 0.696 H35 OOQ 73 # 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 OOQ C34 C35 DOUB Y N 1 OOQ C34 C33 SING Y N 2 OOQ C35 C36 SING Y N 3 OOQ C33 C32 DOUB Y N 4 OOQ C36 C31 DOUB Y N 5 OOQ C32 C31 SING Y N 6 OOQ C31 O23 SING N N 7 OOQ N10 C3 SING N N 8 OOQ O23 C20 SING N N 9 OOQ C21 C20 DOUB Y N 10 OOQ C21 C22 SING Y N 11 OOQ C20 C19 SING Y N 12 OOQ C3 N4 DOUB Y N 13 OOQ C3 C2 SING Y N 14 OOQ N4 C5 SING Y N 15 OOQ C22 C11 DOUB Y N 16 OOQ C19 C18 DOUB Y N 17 OOQ C11 C18 SING Y N 18 OOQ C11 C9 SING N N 19 OOQ C2 C9 SING Y N 20 OOQ C2 C1 DOUB Y N 21 OOQ C5 N6 DOUB Y N 22 OOQ C9 C8 DOUB Y N 23 OOQ C1 N6 SING Y N 24 OOQ C1 N7 SING Y N 25 OOQ C30 C28 SING N N 26 OOQ C8 N7 SING Y N 27 OOQ N7 C12 SING N N 28 OOQ C13 C12 SING N N 29 OOQ C13 C14 SING N N 30 OOQ C28 C29 SING N N 31 OOQ C28 C27 SING N N 32 OOQ C12 C17 SING N N 33 OOQ C14 C15 SING N N 34 OOQ C27 C26 SING N N 35 OOQ O37 C25 DOUB N N 36 OOQ C26 C25 SING N N 37 OOQ C26 N24 SING N N 38 OOQ C17 C16 SING N N 39 OOQ C15 N24 SING N N 40 OOQ C15 C16 SING N N 41 OOQ C25 O38 SING N N 42 OOQ C5 H1 SING N N 43 OOQ C8 H2 SING N N 44 OOQ N10 H3 SING N N 45 OOQ N10 H4 SING N N 46 OOQ C12 H5 SING N N 47 OOQ C13 H6 SING N N 48 OOQ C13 H7 SING N N 49 OOQ C14 H8 SING N N 50 OOQ C14 H9 SING N N 51 OOQ C15 H10 SING N N 52 OOQ C16 H11 SING N N 53 OOQ C16 H12 SING N N 54 OOQ C17 H13 SING N N 55 OOQ C17 H14 SING N N 56 OOQ C18 H15 SING N N 57 OOQ C19 H16 SING N N 58 OOQ C21 H17 SING N N 59 OOQ C22 H18 SING N N 60 OOQ N24 H19 SING N N 61 OOQ N24 H20 SING N N 62 OOQ C26 H21 SING N N 63 OOQ C27 H22 SING N N 64 OOQ C27 H23 SING N N 65 OOQ C28 H24 SING N N 66 OOQ C29 H25 SING N N 67 OOQ C29 H26 SING N N 68 OOQ C29 H27 SING N N 69 OOQ C30 H28 SING N N 70 OOQ C30 H29 SING N N 71 OOQ C30 H30 SING N N 72 OOQ C32 H31 SING N N 73 OOQ C33 H32 SING N N 74 OOQ C34 H33 SING N N 75 OOQ C35 H34 SING N N 76 OOQ C36 H35 SING N N 77 # 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 OOQ InChI InChI 1.03 "InChI=1S/C30H35N5O3/c1-19(2)16-26(30(36)37)34-21-10-12-22(13-11-21)35-17-25(27-28(31)32-18-33-29(27)35)20-8-14-24(15-9-20)38-23-6-4-3-5-7-23/h3-9,14-15,17-19,21-22,26,34H,10-13,16H2,1-2H3,(H,36,37)(H2,31,32,33)/t21-,22+,26-/m0/s1" OOQ InChIKey InChI 1.03 KUUPATHXUAIQFZ-VRUMLPLGSA-N OOQ SMILES_CANONICAL CACTVS 3.385 "CC(C)C[C@H]([NH2+][C@@H]1CC[C@@H](CC1)n2cc(c3ccc(Oc4ccccc4)cc3)c5c(N)ncnc25)C([O-])=O" OOQ SMILES CACTVS 3.385 "CC(C)C[CH]([NH2+][CH]1CC[CH](CC1)n2cc(c3ccc(Oc4ccccc4)cc3)c5c(N)ncnc25)C([O-])=O" OOQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)C[C@@H](C(=O)[O-])[NH2+]C1CCC(CC1)n2cc(c3c2ncnc3N)c4ccc(cc4)Oc5ccccc5" OOQ SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)CC(C(=O)[O-])[NH2+]C1CCC(CC1)n2cc(c3c2ncnc3N)c4ccc(cc4)Oc5ccccc5" # 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 OOQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[[4-[4-azanyl-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]azaniumyl]-4-methyl-pentanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OOQ "Create component" 2016-10-06 PDBJ OOQ "Initial release" 2017-10-11 RCSB #