data_SUY # _chem_comp.id SUY _chem_comp.name "(1R,5S,6s)-3-[5-chloro-6-ethyl-2-(pyrimidin-5-ylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-3-azabicyclo[3.1.0]hexan-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 Cl N7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-21 _chem_comp.pdbx_modified_date 2013-02-08 _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 387.890 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SUY _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 4GFN _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 SUY CL1 CL1 CL 0 0 N N N -10.316 -1.963 -11.554 2.852 2.812 0.138 CL1 SUY 1 SUY C9 C9 C 0 1 Y N N -11.459 -3.137 -12.380 1.163 2.411 0.179 C9 SUY 2 SUY C8 C8 C 0 1 Y N N -12.874 -3.251 -12.019 0.137 3.274 0.250 C8 SUY 3 SUY C10 C10 C 0 1 N N N -13.639 -2.416 -11.016 0.268 4.775 0.309 C10 SUY 4 SUY C11 C11 C 0 1 N N N -14.488 -3.333 -10.143 0.388 5.332 -1.111 C11 SUY 5 SUY N7 N7 N 0 1 Y N N -13.359 -4.266 -12.783 -1.051 2.584 0.262 N7 SUY 6 SUY C6 C6 C 0 1 Y N N -12.400 -4.809 -13.574 -0.811 1.239 0.197 C6 SUY 7 SUY N1 N1 N 0 1 Y N N -12.471 -5.822 -14.457 -1.588 0.157 0.173 N1 SUY 8 SUY C5 C5 C 0 1 Y N N -11.088 -4.134 -13.399 0.584 1.068 0.136 C5 SUY 9 SUY C4 C4 C 0 1 Y N N -9.916 -4.636 -14.192 1.103 -0.234 0.061 C4 SUY 10 SUY N13 N13 N 0 1 N N N -8.609 -4.113 -14.240 2.468 -0.449 0.000 N13 SUY 11 SUY C17 C17 C 0 1 N N N -7.554 -4.777 -15.006 2.931 -1.265 1.152 C17 SUY 12 SUY C16 C16 C 0 1 N N S -6.646 -3.609 -15.425 4.277 -1.863 0.689 C16 SUY 13 SUY C18 C18 C 0 1 N N R -7.393 -2.470 -16.114 4.252 -3.183 -0.084 C18 SUY 14 SUY N19 N19 N 0 1 N N N -6.445 -1.582 -16.775 5.499 -3.958 -0.140 N19 SUY 15 SUY C15 C15 C 0 1 N N R -7.093 -2.388 -14.622 4.208 -1.860 -0.852 C15 SUY 16 SUY C14 C14 C 0 1 N N N -8.281 -2.783 -13.744 2.826 -1.262 -1.191 C14 SUY 17 SUY N3 N3 N 0 1 Y N N -10.175 -5.665 -15.025 0.253 -1.255 0.051 N3 SUY 18 SUY C2 C2 C 0 1 Y N N -11.397 -6.241 -15.136 -1.058 -1.052 0.094 C2 SUY 19 SUY S20 S20 S 0 1 N N N -11.632 -7.566 -16.143 -2.133 -2.448 0.079 S20 SUY 20 SUY C21 C21 C 0 1 Y N N -10.306 -7.869 -17.164 -3.693 -1.633 -0.010 C21 SUY 21 SUY C26 C26 C 0 1 Y N N -9.875 -9.176 -17.362 -4.315 -1.413 -1.236 C26 SUY 22 SUY N25 N25 N 0 1 Y N N -8.824 -9.408 -18.173 -5.486 -0.798 -1.259 N25 SUY 23 SUY C24 C24 C 0 1 Y N N -8.199 -8.390 -18.801 -6.062 -0.396 -0.144 C24 SUY 24 SUY N23 N23 N 0 1 Y N N -8.602 -7.119 -18.633 -5.506 -0.586 1.036 N23 SUY 25 SUY C22 C22 C 0 1 Y N N -9.642 -6.833 -17.830 -4.338 -1.198 1.145 C22 SUY 26 SUY H1 H1 H 0 1 N N N -12.931 -1.859 -10.385 -0.613 5.198 0.792 H1 SUY 27 SUY H2 H2 H 0 1 N N N -14.291 -1.708 -11.548 1.158 5.040 0.879 H2 SUY 28 SUY H3 H3 H 0 1 N N N -15.046 -2.730 -9.412 1.269 4.908 -1.594 H3 SUY 29 SUY H4 H4 H 0 1 N N N -15.195 -3.890 -10.775 -0.502 5.067 -1.682 H4 SUY 30 SUY H5 H5 H 0 1 N N N -13.835 -4.041 -9.612 0.483 6.417 -1.069 H5 SUY 31 SUY H6 H6 H 0 1 N N N -14.310 -4.575 -12.764 -1.931 2.990 0.309 H6 SUY 32 SUY H7 H7 H 0 1 N N N -7.968 -5.292 -15.886 3.076 -0.636 2.030 H7 SUY 33 SUY H8 H8 H 0 1 N N N -7.007 -5.499 -14.382 2.214 -2.058 1.367 H8 SUY 34 SUY H9 H9 H 0 1 N N N -5.579 -3.782 -15.630 5.176 -1.557 1.225 H9 SUY 35 SUY H10 H10 H 0 1 N N N -8.422 -2.609 -16.476 3.336 -3.772 -0.044 H10 SUY 36 SUY H11 H11 H 0 1 N N N -6.941 -0.839 -17.224 5.374 -4.806 -0.672 H11 SUY 37 SUY H12 H12 H 0 1 N N N -5.816 -1.201 -16.097 6.253 -3.403 -0.517 H12 SUY 38 SUY H14 H14 H 0 1 N N N -6.346 -1.672 -14.248 5.061 -1.566 -1.464 H14 SUY 39 SUY H15 H15 H 0 1 N N N -7.998 -2.813 -12.682 2.095 -2.055 -1.343 H15 SUY 40 SUY H16 H16 H 0 1 N N N -9.124 -2.089 -13.879 2.893 -0.630 -2.076 H16 SUY 41 SUY H17 H17 H 0 1 N N N -10.377 -9.997 -16.871 -3.849 -1.738 -2.154 H17 SUY 42 SUY H18 H18 H 0 1 N N N -7.361 -8.600 -19.449 -7.016 0.107 -0.199 H18 SUY 43 SUY H19 H19 H 0 1 N N N -9.963 -5.810 -17.700 -3.888 -1.351 2.115 H19 SUY 44 # 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 SUY C24 N23 DOUB Y N 1 SUY C24 N25 SING Y N 2 SUY N23 C22 SING Y N 3 SUY N25 C26 DOUB Y N 4 SUY C22 C21 DOUB Y N 5 SUY C26 C21 SING Y N 6 SUY C21 S20 SING N N 7 SUY N19 C18 SING N N 8 SUY S20 C2 SING N N 9 SUY C18 C16 SING N N 10 SUY C18 C15 SING N N 11 SUY C16 C17 SING N N 12 SUY C16 C15 SING N N 13 SUY C2 N3 DOUB Y N 14 SUY C2 N1 SING Y N 15 SUY N3 C4 SING Y N 16 SUY C17 N13 SING N N 17 SUY C15 C14 SING N N 18 SUY N1 C6 DOUB Y N 19 SUY N13 C4 SING N N 20 SUY N13 C14 SING N N 21 SUY C4 C5 DOUB Y N 22 SUY C6 C5 SING Y N 23 SUY C6 N7 SING Y N 24 SUY C5 C9 SING Y N 25 SUY N7 C8 SING Y N 26 SUY C9 C8 DOUB Y N 27 SUY C9 CL1 SING N N 28 SUY C8 C10 SING N N 29 SUY C10 C11 SING N N 30 SUY C10 H1 SING N N 31 SUY C10 H2 SING N N 32 SUY C11 H3 SING N N 33 SUY C11 H4 SING N N 34 SUY C11 H5 SING N N 35 SUY N7 H6 SING N N 36 SUY C17 H7 SING N N 37 SUY C17 H8 SING N N 38 SUY C16 H9 SING N N 39 SUY C18 H10 SING N N 40 SUY N19 H11 SING N N 41 SUY N19 H12 SING N N 42 SUY C15 H14 SING N N 43 SUY C14 H15 SING N N 44 SUY C14 H16 SING N N 45 SUY C26 H17 SING N N 46 SUY C24 H18 SING N N 47 SUY C22 H19 SING N N 48 # 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 SUY SMILES ACDLabs 12.01 "Clc3c2c(nc(Sc1cncnc1)nc2nc3CC)N5CC4C(N)C4C5" SUY InChI InChI 1.03 "InChI=1S/C17H18ClN7S/c1-2-11-13(18)12-15(22-11)23-17(26-8-3-20-7-21-4-8)24-16(12)25-5-9-10(6-25)14(9)19/h3-4,7,9-10,14H,2,5-6,19H2,1H3,(H,22,23,24)/t9-,10+,14+" SUY InChIKey InChI 1.03 OOKWYXHTSPTWDS-MSRIBSCDSA-N SUY SMILES_CANONICAL CACTVS 3.370 "CCc1[nH]c2nc(Sc3cncnc3)nc(N4C[C@H]5[C@H](N)[C@H]5C4)c2c1Cl" SUY SMILES CACTVS 3.370 "CCc1[nH]c2nc(Sc3cncnc3)nc(N4C[CH]5[CH](N)[CH]5C4)c2c1Cl" SUY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1c(c2c([nH]1)nc(nc2N3C[C@@H]4[C@H](C3)C4N)Sc5cncnc5)Cl" SUY SMILES "OpenEye OEToolkits" 1.7.6 "CCc1c(c2c([nH]1)nc(nc2N3CC4C(C3)C4N)Sc5cncnc5)Cl" # 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 SUY "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,5S,6s)-3-[5-chloro-6-ethyl-2-(pyrimidin-5-ylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-3-azabicyclo[3.1.0]hexan-6-amine" SUY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1S,5R)-3-(5-chloranyl-6-ethyl-2-pyrimidin-5-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3-azabicyclo[3.1.0]hexan-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 SUY "Create component" 2012-08-21 RCSB SUY "Initial release" 2013-02-08 RCSB #