data_GI8 # _chem_comp.id GI8 _chem_comp.name "(4~{S})-6-azanyl-4-[3-cyano-5-[5-(methoxymethyl)thiophen-2-yl]phenyl]-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-14 _chem_comp.pdbx_modified_date 2017-07-07 _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 445.537 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GI8 _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 5GVL _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 GI8 N9 N1 N 0 1 N N N 24.779 -42.268 -60.556 1.772 -0.206 -3.564 N9 GI8 1 GI8 C8 C1 C 0 1 N N N 24.771 -41.893 -59.449 1.937 0.333 -2.577 C8 GI8 2 GI8 C3 C2 C 0 1 N N N 24.763 -41.484 -58.239 2.146 1.012 -1.334 C3 GI8 3 GI8 C2 C3 C 0 1 N N N 23.702 -40.757 -57.802 2.165 2.361 -1.333 C2 GI8 4 GI8 N7 N2 N 0 1 N N N 22.681 -40.466 -58.610 1.987 3.003 -2.533 N7 GI8 5 GI8 O1 O1 O 0 1 N N N 23.608 -40.259 -56.439 2.347 3.122 -0.235 O1 GI8 6 GI8 C6 C4 C 0 1 Y N N 24.509 -40.672 -55.500 2.245 2.510 0.975 C6 GI8 7 GI8 N12 N3 N 0 1 Y N N 24.430 -40.449 -54.187 2.146 3.025 2.166 N12 GI8 8 GI8 N11 N4 N 0 1 Y N N 25.581 -41.051 -53.643 2.065 1.973 3.092 N11 GI8 9 GI8 C10 C5 C 0 1 Y N N 26.348 -41.652 -54.583 2.121 0.807 2.408 C10 GI8 10 GI8 C13 C6 C 0 1 N N N 27.624 -42.401 -54.285 2.067 -0.577 3.003 C13 GI8 11 GI8 C5 C7 C 0 1 Y N N 25.678 -41.439 -55.906 2.232 1.104 1.105 C5 GI8 12 GI8 C4 C8 C 0 1 N N S 25.968 -41.840 -57.334 2.328 0.186 -0.086 C4 GI8 13 GI8 C14 C9 C 0 1 N N N 27.230 -41.114 -57.877 3.703 -0.484 -0.105 C14 GI8 14 GI8 C16 C10 C 0 1 N N N 28.583 -41.557 -57.296 3.869 -1.270 -1.408 C16 GI8 15 GI8 C15 C11 C 0 1 N N N 27.125 -39.593 -57.806 4.793 0.586 -0.013 C15 GI8 16 GI8 C17 C12 C 0 1 Y N N 26.060 -43.356 -57.415 1.250 -0.865 -0.009 C17 GI8 17 GI8 C18 C13 C 0 1 Y N N 26.624 -43.977 -58.534 1.594 -2.189 0.178 C18 GI8 18 GI8 C19 C14 C 0 1 Y N N 26.706 -45.352 -58.664 0.600 -3.168 0.250 C19 GI8 19 GI8 C23 C15 C 0 1 N N N 27.236 -45.860 -59.706 0.957 -4.541 0.444 C23 GI8 20 GI8 N24 N5 N 0 1 N N N 27.714 -46.309 -60.645 1.241 -5.630 0.598 N24 GI8 21 GI8 C22 C16 C 0 1 Y N N 25.548 -44.187 -56.424 -0.076 -0.498 -0.121 C22 GI8 22 GI8 C21 C17 C 0 1 Y N N 25.626 -45.574 -56.533 -1.080 -1.467 -0.050 C21 GI8 23 GI8 C20 C18 C 0 1 Y N N 26.201 -46.181 -57.658 -0.741 -2.805 0.132 C20 GI8 24 GI8 C25 C19 C 0 1 Y N N 25.055 -46.339 -55.399 -2.500 -1.072 -0.170 C25 GI8 25 GI8 S29 S1 S 0 1 Y N N 24.402 -47.886 -55.758 -3.080 0.571 -0.412 S29 GI8 26 GI8 C28 C20 C 0 1 Y N N 23.929 -48.198 -54.130 -4.748 0.014 -0.420 C28 GI8 27 GI8 C27 C21 C 0 1 Y N N 24.280 -47.107 -53.335 -4.783 -1.311 -0.250 C27 GI8 28 GI8 C26 C22 C 0 1 Y N N 24.903 -46.072 -54.048 -3.550 -1.916 -0.117 C26 GI8 29 GI8 C30 C23 C 0 1 N N N 23.269 -49.530 -53.862 -5.957 0.897 -0.592 C30 GI8 30 GI8 O31 O2 O 0 1 N N N 23.359 -49.818 -52.465 -6.403 1.350 0.688 O31 GI8 31 GI8 C32 C24 C 0 1 N N N 24.546 -50.518 -52.058 -7.551 2.199 0.636 C32 GI8 32 GI8 H1 H1 H 0 1 N N N 22.001 -39.931 -58.109 1.853 2.487 -3.344 H1 GI8 33 GI8 H2 H2 H 0 1 N N N 23.014 -39.935 -59.389 1.995 3.972 -2.570 H2 GI8 34 GI8 H4 H4 H 0 1 N N N 28.477 -41.709 -54.338 1.027 -0.875 3.137 H4 GI8 35 GI8 H5 H5 H 0 1 N N N 27.567 -42.835 -53.276 2.563 -1.280 2.334 H5 GI8 36 GI8 H6 H6 H 0 1 N N N 27.758 -43.205 -55.023 2.573 -0.577 3.969 H6 GI8 37 GI8 H7 H7 H 0 1 N N N 27.272 -41.361 -58.948 3.788 -1.164 0.742 H7 GI8 38 GI8 H8 H8 H 0 1 N N N 28.663 -42.653 -57.345 3.919 -0.576 -2.247 H8 GI8 39 GI8 H9 H9 H 0 1 N N N 29.398 -41.104 -57.879 4.788 -1.854 -1.365 H9 GI8 40 GI8 H10 H10 H 0 1 N N N 28.656 -41.231 -56.248 3.019 -1.939 -1.539 H10 GI8 41 GI8 H11 H11 H 0 1 N N N 28.046 -39.142 -58.204 4.626 1.199 0.873 H11 GI8 42 GI8 H12 H12 H 0 1 N N N 26.265 -39.257 -58.404 5.769 0.105 0.057 H12 GI8 43 GI8 H13 H13 H 0 1 N N N 26.988 -39.284 -56.759 4.761 1.215 -0.902 H13 GI8 44 GI8 H14 H14 H 0 1 N N N 27.012 -43.358 -59.329 2.633 -2.469 0.268 H14 GI8 45 GI8 H15 H15 H 0 1 N N N 25.081 -43.749 -55.554 -0.338 0.540 -0.263 H15 GI8 46 GI8 H16 H16 H 0 1 N N N 26.252 -47.256 -57.745 -1.513 -3.558 0.187 H16 GI8 47 GI8 H17 H17 H 0 1 N N N 24.090 -47.063 -52.273 -5.707 -1.868 -0.222 H17 GI8 48 GI8 H18 H18 H 0 1 N N N 25.233 -45.153 -53.587 -3.435 -2.981 0.021 H18 GI8 49 GI8 H19 H19 H 0 1 N N N 22.212 -49.485 -54.163 -5.694 1.756 -1.210 H19 GI8 50 GI8 H20 H20 H 0 1 N N N 23.780 -50.317 -54.435 -6.754 0.332 -1.076 H20 GI8 51 GI8 H21 H21 H 0 1 N N N 24.517 -50.689 -50.972 -7.321 3.085 0.044 H21 GI8 52 GI8 H22 H22 H 0 1 N N N 24.599 -51.485 -52.580 -8.381 1.661 0.178 H22 GI8 53 GI8 H23 H23 H 0 1 N N N 25.431 -49.916 -52.311 -7.826 2.500 1.647 H23 GI8 54 GI8 H3 H3 H 0 1 N N N 25.807 -41.036 -52.669 1.985 2.066 4.054 H3 GI8 55 # 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 GI8 N24 C23 TRIP N N 1 GI8 N9 C8 TRIP N N 2 GI8 C23 C19 SING N N 3 GI8 C8 C3 SING N N 4 GI8 C19 C18 DOUB Y N 5 GI8 C19 C20 SING Y N 6 GI8 N7 C2 SING N N 7 GI8 C18 C17 SING Y N 8 GI8 C3 C2 DOUB N N 9 GI8 C3 C4 SING N N 10 GI8 C14 C15 SING N N 11 GI8 C14 C4 SING N N 12 GI8 C14 C16 SING N N 13 GI8 C2 O1 SING N N 14 GI8 C20 C21 DOUB Y N 15 GI8 C17 C4 SING N N 16 GI8 C17 C22 DOUB Y N 17 GI8 C4 C5 SING N N 18 GI8 C21 C22 SING Y N 19 GI8 C21 C25 SING N N 20 GI8 O1 C6 SING N N 21 GI8 C5 C6 SING Y N 22 GI8 C5 C10 DOUB Y N 23 GI8 S29 C25 SING Y N 24 GI8 S29 C28 SING Y N 25 GI8 C6 N12 DOUB Y N 26 GI8 C25 C26 DOUB Y N 27 GI8 C10 C13 SING N N 28 GI8 C10 N11 SING Y N 29 GI8 N12 N11 SING Y N 30 GI8 C28 C30 SING N N 31 GI8 C28 C27 DOUB Y N 32 GI8 C26 C27 SING Y N 33 GI8 C30 O31 SING N N 34 GI8 O31 C32 SING N N 35 GI8 N7 H1 SING N N 36 GI8 N7 H2 SING N N 37 GI8 C13 H4 SING N N 38 GI8 C13 H5 SING N N 39 GI8 C13 H6 SING N N 40 GI8 C14 H7 SING N N 41 GI8 C16 H8 SING N N 42 GI8 C16 H9 SING N N 43 GI8 C16 H10 SING N N 44 GI8 C15 H11 SING N N 45 GI8 C15 H12 SING N N 46 GI8 C15 H13 SING N N 47 GI8 C18 H14 SING N N 48 GI8 C22 H15 SING N N 49 GI8 C20 H16 SING N N 50 GI8 C27 H17 SING N N 51 GI8 C26 H18 SING N N 52 GI8 C30 H19 SING N N 53 GI8 C30 H20 SING N N 54 GI8 C32 H21 SING N N 55 GI8 C32 H22 SING N N 56 GI8 C32 H23 SING N N 57 GI8 N11 H3 SING N N 58 # 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 GI8 InChI InChI 1.03 "InChI=1S/C24H23N5O2S/c1-13(2)24(19(11-26)22(27)31-23-21(24)14(3)28-29-23)17-8-15(10-25)7-16(9-17)20-6-5-18(32-20)12-30-4/h5-9,13H,12,27H2,1-4H3,(H,28,29)/t24-/m0/s1" GI8 InChIKey InChI 1.03 DRGJPMMQBOXCQB-DEOSSOPVSA-N GI8 SMILES_CANONICAL CACTVS 3.385 "COCc1sc(cc1)c2cc(cc(c2)[C@@]3(C(C)C)C(=C(N)Oc4n[nH]c(C)c34)C#N)C#N" GI8 SMILES CACTVS 3.385 "COCc1sc(cc1)c2cc(cc(c2)[C]3(C(C)C)C(=C(N)Oc4n[nH]c(C)c34)C#N)C#N" GI8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)c4ccc(s4)COC)C#N)C(C)C)C#N)N" GI8 SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)c4ccc(s4)COC)C#N)C(C)C)C#N)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 GI8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(4~{S})-6-azanyl-4-[3-cyano-5-[5-(methoxymethyl)thiophen-2-yl]phenyl]-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GI8 "Create component" 2016-09-14 RCSB GI8 "Initial release" 2017-07-12 RCSB #