data_9GS # _chem_comp.id 9GS _chem_comp.name "5'-(4-cyclopropyl-6-methoxypyrimidin-5-yl)-N-{[4-(ethylsulfonyl)phenyl]methyl}spiro[cyclopentane-1,3'-pyrrolo[3,2-b]pyridine]-1'(2'H)-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H33 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-10 _chem_comp.pdbx_modified_date 2018-05-11 _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 547.668 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9GS _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 5VQL _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 9GS C6 C1 C 0 1 Y N N 1.289 25.221 14.027 6.874 0.570 0.248 C6 9GS 1 9GS C7 C2 C 0 1 Y N N 1.243 24.898 12.665 6.299 1.241 -0.815 C7 9GS 2 9GS C8 C3 C 0 1 Y N N 0.241 25.410 11.836 5.027 1.767 -0.694 C8 9GS 3 9GS C10 C4 C 0 1 N N N -1.837 26.833 11.477 2.942 2.196 0.622 C10 9GS 4 9GS C15 C5 C 0 1 N N N -5.573 27.504 13.617 0.048 -0.820 -0.515 C15 9GS 5 9GS C17 C6 C 0 1 N N N -6.424 27.778 15.978 -1.513 -1.986 -2.130 C17 9GS 6 9GS C20 C7 C 0 1 N N N -7.983 28.046 14.110 -1.424 -2.754 0.188 C20 9GS 7 9GS C21 C8 C 0 1 Y N N -6.992 25.806 14.549 -2.333 -0.464 -0.307 C21 9GS 8 9GS C24 C9 C 0 1 Y N N -7.055 23.072 14.287 -3.773 1.721 0.480 C24 9GS 9 9GS C26 C10 C 0 1 Y N N -6.059 25.214 13.687 -1.654 0.693 0.056 C26 9GS 10 9GS C28 C11 C 0 1 Y N N -8.532 22.533 17.172 -6.668 1.396 -0.479 C28 9GS 11 9GS O13 O1 O 0 1 N N N -3.630 24.777 12.226 0.277 2.612 0.527 O13 9GS 12 9GS C12 C12 C 0 1 N N N -3.951 25.920 12.529 0.642 1.488 0.238 C12 9GS 13 9GS N11 N1 N 0 1 N N N -3.126 26.965 12.197 1.957 1.195 0.204 N11 9GS 14 9GS C9 C13 C 0 1 Y N N -0.744 26.251 12.358 4.329 1.622 0.490 C9 9GS 15 9GS C38 C14 C 0 1 Y N N -0.696 26.566 13.711 4.903 0.950 1.553 C38 9GS 16 9GS C39 C15 C 0 1 Y N N 0.290 26.042 14.540 6.176 0.425 1.432 C39 9GS 17 9GS S3 S1 S 0 1 N N N 2.530 24.552 15.118 8.493 -0.106 0.091 S3 9GS 18 9GS O4 O2 O 0 1 N N N 2.559 25.404 16.261 9.117 0.702 -0.897 O4 9GS 19 9GS O5 O3 O 0 1 N N N 3.706 24.405 14.326 8.987 -0.146 1.423 O5 9GS 20 9GS C2 C16 C 0 1 N N N 1.924 22.899 15.572 8.223 -1.786 -0.538 C2 9GS 21 9GS C1 C17 C 0 1 N N N 0.423 22.872 15.870 9.572 -2.486 -0.718 C1 9GS 22 9GS N14 N2 N 0 1 N N N -5.137 26.164 13.180 -0.268 0.536 -0.048 N14 9GS 23 9GS C16 C18 C 0 1 N N N -6.748 27.284 14.565 -1.310 -1.497 -0.692 C16 9GS 24 9GS C19 C19 C 0 1 N N N -8.686 28.592 15.376 -0.749 -3.843 -0.686 C19 9GS 25 9GS C18 C20 C 0 1 N N N -7.784 28.220 16.583 -1.167 -3.488 -2.129 C18 9GS 26 9GS C25 C21 C 0 1 Y N N -6.085 23.799 13.600 -2.396 1.809 0.459 C25 9GS 27 9GS C23 C22 C 0 1 Y N N -7.977 23.764 15.084 -4.383 0.526 0.103 C23 9GS 28 9GS N22 N3 N 0 1 Y N N -7.901 25.085 15.194 -3.651 -0.513 -0.273 N22 9GS 29 9GS C27 C23 C 0 1 Y N N -8.966 23.037 15.917 -5.861 0.415 0.123 C27 9GS 30 9GS C34 C24 C 0 1 Y N N -10.320 22.846 15.566 -6.491 -0.664 0.740 C34 9GS 31 9GS C35 C25 C 0 1 N N N -10.890 23.352 14.268 -5.679 -1.747 1.403 C35 9GS 32 9GS C37 C26 C 0 1 N N N -11.467 24.766 14.332 -5.919 -3.188 0.950 C37 9GS 33 9GS C36 C27 C 0 1 N N N -12.401 23.565 14.160 -6.418 -2.724 2.320 C36 9GS 34 9GS N33 N4 N 0 1 Y N N -11.124 22.205 16.415 -7.813 -0.724 0.736 N33 9GS 35 9GS C32 C28 C 0 1 Y N N -10.680 21.743 17.572 -8.536 0.216 0.160 C32 9GS 36 9GS N31 N5 N 0 1 Y N N -9.424 21.906 17.949 -7.986 1.258 -0.431 N31 9GS 37 9GS O29 O4 O 0 1 N N N -7.244 22.726 17.584 -6.108 2.467 -1.093 O29 9GS 38 9GS C30 C29 C 0 1 N N N -6.631 21.853 18.546 -7.000 3.420 -1.674 C30 9GS 39 9GS H1 H1 H 0 1 N N N 1.994 24.243 12.249 6.845 1.354 -1.741 H1 9GS 40 9GS H2 H2 H 0 1 N N N 0.228 25.154 10.787 4.578 2.292 -1.525 H2 9GS 41 9GS H3 H3 H 0 1 N N N -1.982 26.172 10.609 2.852 3.080 -0.010 H3 9GS 42 9GS H4 H4 H 0 1 N N N -1.521 27.828 11.131 2.760 2.473 1.661 H4 9GS 43 9GS H5 H5 H 0 1 N N N -4.754 28.020 14.139 0.579 -0.779 -1.466 H5 9GS 44 9GS H6 H6 H 0 1 N N N -5.890 28.103 12.750 0.642 -1.350 0.229 H6 9GS 45 9GS H7 H7 H 0 1 N N N -5.982 26.968 16.577 -2.550 -1.840 -2.432 H7 9GS 46 9GS H8 H8 H 0 1 N N N -5.726 28.628 15.938 -0.847 -1.449 -2.805 H8 9GS 47 9GS H9 H9 H 0 1 N N N -7.690 28.879 13.454 -0.884 -2.620 1.125 H9 9GS 48 9GS H10 H10 H 0 1 N N N -8.661 27.372 13.565 -2.469 -3.000 0.375 H10 9GS 49 9GS H11 H11 H 0 1 N N N -7.096 21.996 14.207 -4.371 2.567 0.787 H11 9GS 50 9GS H12 H12 H 0 1 N N N -3.416 27.885 12.461 2.252 0.322 -0.097 H12 9GS 51 9GS H13 H13 H 0 1 N N N -1.439 27.231 14.127 4.357 0.837 2.478 H13 9GS 52 9GS H14 H14 H 0 1 N N N 0.280 26.275 15.594 6.623 -0.103 2.261 H14 9GS 53 9GS H15 H15 H 0 1 N N N 2.128 22.210 14.739 7.615 -2.347 0.172 H15 9GS 54 9GS H16 H16 H 0 1 N N N 2.465 22.561 16.468 7.709 -1.736 -1.497 H16 9GS 55 9GS H17 H17 H 0 1 N N N 0.120 21.849 16.137 10.180 -1.926 -1.428 H17 9GS 56 9GS H18 H18 H 0 1 N N N 0.203 23.550 16.708 10.087 -2.536 0.241 H18 9GS 57 9GS H19 H19 H 0 1 N N N -0.134 23.198 14.979 9.410 -3.496 -1.096 H19 9GS 58 9GS H20 H20 H 0 1 N N N -8.796 29.684 15.307 0.335 -3.798 -0.581 H20 9GS 59 9GS H21 H21 H 0 1 N N N -9.678 28.130 15.488 -1.119 -4.832 -0.414 H21 9GS 60 9GS H22 H22 H 0 1 N N N -7.645 29.091 17.240 -2.041 -4.072 -2.419 H22 9GS 61 9GS H23 H23 H 0 1 N N N -8.233 27.396 17.157 -0.343 -3.682 -2.815 H23 9GS 62 9GS H24 H24 H 0 1 N N N -5.351 23.283 12.999 -1.899 2.724 0.747 H24 9GS 63 9GS H25 H25 H 0 1 N N N -10.362 23.074 13.344 -4.661 -1.469 1.679 H25 9GS 64 9GS H26 H26 H 0 1 N N N -11.308 25.463 13.496 -6.665 -3.353 0.172 H26 9GS 65 9GS H27 H27 H 0 1 N N N -11.455 25.322 15.281 -5.060 -3.859 0.928 H27 9GS 66 9GS H28 H28 H 0 1 N N N -12.913 23.399 13.201 -5.887 -3.089 3.199 H28 9GS 67 9GS H29 H29 H 0 1 N N N -13.060 23.258 14.985 -7.492 -2.583 2.444 H29 9GS 68 9GS H30 H30 H 0 1 N N N -11.362 21.219 18.226 -9.612 0.132 0.177 H30 9GS 69 9GS H31 H31 H 0 1 N N N -5.599 22.183 18.737 -7.609 2.932 -2.435 H31 9GS 70 9GS H32 H32 H 0 1 N N N -7.204 21.881 19.484 -7.647 3.832 -0.900 H32 9GS 71 9GS H33 H33 H 0 1 N N N -6.620 20.825 18.154 -6.424 4.225 -2.131 H33 9GS 72 # 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 9GS C10 N11 SING N N 1 9GS C10 C9 SING N N 2 9GS C8 C9 DOUB Y N 3 9GS C8 C7 SING Y N 4 9GS N11 C12 SING N N 5 9GS O13 C12 DOUB N N 6 9GS C9 C38 SING Y N 7 9GS C12 N14 SING N N 8 9GS C7 C6 DOUB Y N 9 9GS N14 C15 SING N N 10 9GS N14 C26 SING N N 11 9GS C25 C26 DOUB Y N 12 9GS C25 C24 SING Y N 13 9GS C15 C16 SING N N 14 9GS C26 C21 SING Y N 15 9GS C38 C39 DOUB Y N 16 9GS C6 C39 SING Y N 17 9GS C6 S3 SING N N 18 9GS C20 C16 SING N N 19 9GS C20 C19 SING N N 20 9GS C36 C35 SING N N 21 9GS C36 C37 SING N N 22 9GS C35 C37 SING N N 23 9GS C35 C34 SING N N 24 9GS C24 C23 DOUB Y N 25 9GS O5 S3 DOUB N N 26 9GS C21 C16 SING N N 27 9GS C21 N22 DOUB Y N 28 9GS C16 C17 SING N N 29 9GS C23 N22 SING Y N 30 9GS C23 C27 SING N N 31 9GS S3 C2 SING N N 32 9GS S3 O4 DOUB N N 33 9GS C19 C18 SING N N 34 9GS C34 C27 DOUB Y N 35 9GS C34 N33 SING Y N 36 9GS C2 C1 SING N N 37 9GS C27 C28 SING Y N 38 9GS C17 C18 SING N N 39 9GS N33 C32 DOUB Y N 40 9GS C28 O29 SING N N 41 9GS C28 N31 DOUB Y N 42 9GS C32 N31 SING Y N 43 9GS O29 C30 SING N N 44 9GS C7 H1 SING N N 45 9GS C8 H2 SING N N 46 9GS C10 H3 SING N N 47 9GS C10 H4 SING N N 48 9GS C15 H5 SING N N 49 9GS C15 H6 SING N N 50 9GS C17 H7 SING N N 51 9GS C17 H8 SING N N 52 9GS C20 H9 SING N N 53 9GS C20 H10 SING N N 54 9GS C24 H11 SING N N 55 9GS N11 H12 SING N N 56 9GS C38 H13 SING N N 57 9GS C39 H14 SING N N 58 9GS C2 H15 SING N N 59 9GS C2 H16 SING N N 60 9GS C1 H17 SING N N 61 9GS C1 H18 SING N N 62 9GS C1 H19 SING N N 63 9GS C19 H20 SING N N 64 9GS C19 H21 SING N N 65 9GS C18 H22 SING N N 66 9GS C18 H23 SING N N 67 9GS C25 H24 SING N N 68 9GS C35 H25 SING N N 69 9GS C37 H26 SING N N 70 9GS C37 H27 SING N N 71 9GS C36 H28 SING N N 72 9GS C36 H29 SING N N 73 9GS C32 H30 SING N N 74 9GS C30 H31 SING N N 75 9GS C30 H32 SING N N 76 9GS C30 H33 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 9GS SMILES ACDLabs 12.01 "c1(ccc(cc1)CNC(=O)N4CC2(CCCC2)c3nc(ccc34)c5c(OC)ncnc5C6CC6)S(CC)(=O)=O" 9GS InChI InChI 1.03 "InChI=1S/C29H33N5O4S/c1-3-39(36,37)21-10-6-19(7-11-21)16-30-28(35)34-17-29(14-4-5-15-29)26-23(34)13-12-22(33-26)24-25(20-8-9-20)31-18-32-27(24)38-2/h6-7,10-13,18,20H,3-5,8-9,14-17H2,1-2H3,(H,30,35)" 9GS InChIKey InChI 1.03 PWIXSNKHPMGRRW-UHFFFAOYSA-N 9GS SMILES_CANONICAL CACTVS 3.385 "CC[S](=O)(=O)c1ccc(CNC(=O)N2CC3(CCCC3)c4nc(ccc24)c5c(OC)ncnc5C6CC6)cc1" 9GS SMILES CACTVS 3.385 "CC[S](=O)(=O)c1ccc(CNC(=O)N2CC3(CCCC3)c4nc(ccc24)c5c(OC)ncnc5C6CC6)cc1" 9GS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCS(=O)(=O)c1ccc(cc1)CNC(=O)N2CC3(CCCC3)c4c2ccc(n4)c5c(ncnc5OC)C6CC6" 9GS SMILES "OpenEye OEToolkits" 2.0.6 "CCS(=O)(=O)c1ccc(cc1)CNC(=O)N2CC3(CCCC3)c4c2ccc(n4)c5c(ncnc5OC)C6CC6" # 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 9GS "SYSTEMATIC NAME" ACDLabs 12.01 "5'-(4-cyclopropyl-6-methoxypyrimidin-5-yl)-N-{[4-(ethylsulfonyl)phenyl]methyl}spiro[cyclopentane-1,3'-pyrrolo[3,2-b]pyridine]-1'(2'H)-carboxamide" 9GS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(4-cyclopropyl-6-methoxy-pyrimidin-5-yl)-~{N}-[(4-ethylsulfonylphenyl)methyl]spiro[2~{H}-pyrrolo[3,2-b]pyridine-3,1'-cyclopentane]-1-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9GS "Create component" 2017-05-10 RCSB 9GS "Initial release" 2018-05-16 RCSB #