data_I85 # _chem_comp.id I85 _chem_comp.name "N-{4-[(3S)-4'-oxo-1',4',5',6'-tetrahydrospiro[piperidine-3,7'-pyrrolo[3,2-c]pyridin]-2'-yl]pyridin-2-yl}-3-(trifluoromethyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-17 _chem_comp.pdbx_modified_date 2011-12-09 _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 469.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I85 _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 3SHE _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 I85 N1 N1 N 0 1 N N N 11.976 13.215 15.555 2.289 0.124 -0.202 N1 I85 1 I85 N2 N2 N 0 1 N N N 18.161 6.505 14.006 -8.065 -1.599 0.996 N2 I85 2 I85 C3 C3 C 0 1 N N N 18.923 7.545 14.702 -8.625 -1.767 -0.351 C3 I85 3 I85 C4 C4 C 0 1 Y N N 12.884 11.476 14.007 -0.110 -0.004 -0.103 C4 I85 4 I85 N5 N5 N 0 1 Y N N 10.681 12.286 13.885 1.206 -1.960 -0.122 N5 I85 5 I85 N6 N6 N 0 1 Y N N 14.880 9.492 12.989 -3.809 -0.821 0.061 N6 I85 6 I85 C7 C7 C 0 1 N N S 16.964 8.070 12.534 -6.296 -0.124 0.159 C7 I85 7 I85 N8 N8 N 0 1 N N N 16.654 6.975 10.290 -6.404 2.353 0.373 N8 I85 8 I85 C9 C9 C 0 1 N N N 15.336 7.266 10.203 -5.103 2.540 0.050 C9 I85 9 I85 C10 C10 C 0 1 N N N 17.808 9.173 13.193 -6.866 -0.244 -1.256 C10 I85 10 I85 C11 C11 C 0 1 N N N 19.163 8.667 13.701 -8.373 -0.500 -1.172 C11 I85 11 I85 C12 C12 C 0 1 N N N 16.850 6.842 13.435 -6.611 -1.399 0.944 C12 I85 12 I85 O13 O13 O 0 1 N N N 14.640 6.746 9.349 -4.663 3.641 -0.218 O13 I85 13 I85 C14 C14 C 0 1 Y N N 15.581 8.618 12.279 -4.803 0.068 0.087 C14 I85 14 I85 C15 C15 C 0 1 Y N N 14.817 8.244 11.178 -4.245 1.341 0.040 C15 I85 15 I85 C16 C16 C 0 1 Y N N 13.606 8.938 11.262 -2.854 1.189 -0.013 C16 I85 16 I85 C17 C17 C 0 1 Y N N 13.666 9.707 12.391 -2.605 -0.152 0.000 C17 I85 17 I85 C18 C18 C 0 1 Y N N 12.627 10.621 12.919 -1.269 -0.782 -0.042 C18 I85 18 I85 C19 C19 C 0 1 Y N N 11.351 10.644 12.347 -1.130 -2.177 -0.023 C19 I85 19 I85 C20 C20 C 0 1 Y N N 10.408 11.494 12.863 0.133 -2.726 -0.065 C20 I85 20 I85 C21 C21 C 0 1 Y N N 11.865 12.315 14.479 1.124 -0.638 -0.141 C21 I85 21 I85 C22 C22 C 0 1 N N N 17.573 7.656 11.199 -6.918 1.081 0.863 C22 I85 22 I85 C23 C23 C 0 1 N N N 13.046 13.384 16.376 3.492 -0.478 -0.137 C23 I85 23 I85 C24 C24 C 0 1 Y N N 12.977 14.395 17.470 4.725 0.336 -0.087 C24 I85 24 I85 C25 C25 C 0 1 Y N N 12.368 15.634 17.235 4.646 1.730 -0.108 C25 I85 25 I85 C26 C26 C 0 1 Y N N 12.302 16.585 18.236 5.800 2.484 -0.061 C26 I85 26 I85 C27 C27 C 0 1 Y N N 12.844 16.323 19.483 7.034 1.862 0.005 C27 I85 27 I85 C28 C28 C 0 1 Y N N 13.460 15.103 19.739 7.120 0.481 0.026 C28 I85 28 I85 C29 C29 C 0 1 Y N N 13.528 14.142 18.736 5.973 -0.285 -0.014 C29 I85 29 I85 O30 O30 O 0 1 N N N 14.070 12.748 16.231 3.565 -1.691 -0.119 O30 I85 30 I85 C31 C31 C 0 1 N N N 14.056 14.808 21.099 8.468 -0.187 0.098 C31 I85 31 I85 F32 F32 F 0 1 N N N 13.231 13.910 21.780 9.471 0.788 0.134 F32 I85 32 I85 F33 F33 F 0 1 N N N 15.319 14.230 20.934 8.539 -0.971 1.255 F33 I85 33 I85 F34 F34 F 0 1 N N N 14.186 15.965 21.882 8.647 -0.999 -1.027 F34 I85 34 I85 HN1 HN1 H 0 1 N N N 11.181 13.794 15.735 2.233 1.088 -0.295 HN1 I85 35 I85 HN2 HN2 H 0 1 N N N 18.731 6.200 13.243 -8.517 -0.840 1.483 HN2 I85 36 I85 H3 H3 H 0 1 N N N 18.355 7.920 15.566 -8.148 -2.617 -0.840 H3 I85 37 I85 H3A H3A H 0 1 N N N 19.882 7.141 15.059 -9.698 -1.946 -0.278 H3A I85 38 I85 H4 H4 H 0 1 N N N 13.858 11.486 14.474 -0.174 1.074 -0.123 H4 I85 39 I85 HN6 HN6 H 0 1 N N N 15.191 9.928 13.833 -3.916 -1.785 0.081 HN6 I85 40 I85 HN8 HN8 H 0 1 N N N 17.019 6.255 9.700 -7.019 3.096 0.274 HN8 I85 41 I85 H10 H10 H 0 1 N N N 17.991 9.961 12.447 -6.684 0.682 -1.801 H10 I85 42 I85 H10A H10A H 0 0 N N N 17.246 9.574 14.049 -6.384 -1.073 -1.774 H10A I85 43 I85 H11 H11 H 0 1 N N N 19.707 9.489 14.189 -8.777 -0.631 -2.176 H11 I85 44 I85 H11A H11A H 0 0 N N N 19.758 8.290 12.857 -8.861 0.348 -0.691 H11A I85 45 I85 H12 H12 H 0 1 N N N 16.484 5.991 12.842 -6.221 -1.306 1.958 H12 I85 46 I85 H12A H12A H 0 0 N N N 16.144 7.057 14.251 -6.144 -2.253 0.452 H12A I85 47 I85 H16 H16 H 0 1 N N N 12.781 8.878 10.568 -2.120 1.980 -0.056 H16 I85 48 I85 H19 H19 H 0 1 N N N 11.113 10.002 11.512 -2.002 -2.813 0.023 H19 I85 49 I85 H20 H20 H 0 1 N N N 9.421 11.517 12.425 0.246 -3.800 -0.051 H20 I85 50 I85 H22 H22 H 0 1 N N N 17.928 8.568 10.696 -7.997 1.057 0.713 H22 I85 51 I85 H22A H22A H 0 0 N N N 18.406 6.969 11.410 -6.713 1.008 1.931 H22A I85 52 I85 H25 H25 H 0 1 N N N 11.947 15.848 16.264 3.683 2.216 -0.160 H25 I85 53 I85 H26 H26 H 0 1 N N N 11.826 17.535 18.045 5.740 3.562 -0.078 H26 I85 54 I85 H27 H27 H 0 1 N N N 12.788 17.070 20.261 7.935 2.457 0.041 H27 I85 55 I85 H29 H29 H 0 1 N N N 14.008 13.195 18.932 6.041 -1.362 0.007 H29 I85 56 # 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 I85 N1 C21 SING N N 1 I85 N1 C23 SING N N 2 I85 N2 C3 SING N N 3 I85 N2 C12 SING N N 4 I85 C3 C11 SING N N 5 I85 C4 C18 DOUB Y N 6 I85 C4 C21 SING Y N 7 I85 N5 C20 SING Y N 8 I85 N5 C21 DOUB Y N 9 I85 N6 C14 SING Y N 10 I85 N6 C17 SING Y N 11 I85 C7 C10 SING N N 12 I85 C7 C12 SING N N 13 I85 C7 C14 SING N N 14 I85 C7 C22 SING N N 15 I85 N8 C9 SING N N 16 I85 N8 C22 SING N N 17 I85 C9 O13 DOUB N N 18 I85 C9 C15 SING N N 19 I85 C10 C11 SING N N 20 I85 C14 C15 DOUB Y N 21 I85 C15 C16 SING Y N 22 I85 C16 C17 DOUB Y N 23 I85 C17 C18 SING N N 24 I85 C18 C19 SING Y N 25 I85 C19 C20 DOUB Y N 26 I85 C23 C24 SING N N 27 I85 C23 O30 DOUB N N 28 I85 C24 C25 DOUB Y N 29 I85 C24 C29 SING Y N 30 I85 C25 C26 SING Y N 31 I85 C26 C27 DOUB Y N 32 I85 C27 C28 SING Y N 33 I85 C28 C29 DOUB Y N 34 I85 C28 C31 SING N N 35 I85 C31 F32 SING N N 36 I85 C31 F33 SING N N 37 I85 C31 F34 SING N N 38 I85 N1 HN1 SING N N 39 I85 N2 HN2 SING N N 40 I85 C3 H3 SING N N 41 I85 C3 H3A SING N N 42 I85 C4 H4 SING N N 43 I85 N6 HN6 SING N N 44 I85 N8 HN8 SING N N 45 I85 C10 H10 SING N N 46 I85 C10 H10A SING N N 47 I85 C11 H11 SING N N 48 I85 C11 H11A SING N N 49 I85 C12 H12 SING N N 50 I85 C12 H12A SING N N 51 I85 C16 H16 SING N N 52 I85 C19 H19 SING N N 53 I85 C20 H20 SING N N 54 I85 C22 H22 SING N N 55 I85 C22 H22A SING N N 56 I85 C25 H25 SING N N 57 I85 C26 H26 SING N N 58 I85 C27 H27 SING N N 59 I85 C29 H29 SING N N 60 # 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 I85 SMILES ACDLabs 12.01 "FC(F)(F)c1cccc(c1)C(=O)Nc2nccc(c2)c5nc3c(C(=O)NCC34CNCCC4)c5" I85 InChI InChI 1.03 "InChI=1S/C24H22F3N5O2/c25-24(26,27)16-4-1-3-15(9-16)21(33)32-19-10-14(5-8-29-19)18-11-17-20(31-18)23(13-30-22(17)34)6-2-7-28-12-23/h1,3-5,8-11,28,31H,2,6-7,12-13H2,(H,30,34)(H,29,32,33)/t23-/m0/s1" I85 InChIKey InChI 1.03 FEVPBNYNYKIJAR-QHCPKHFHSA-N I85 SMILES_CANONICAL CACTVS 3.370 "FC(F)(F)c1cccc(c1)C(=O)Nc2cc(ccn2)c3[nH]c4c(c3)C(=O)NC[C@@]45CCCNC5" I85 SMILES CACTVS 3.370 "FC(F)(F)c1cccc(c1)C(=O)Nc2cc(ccn2)c3[nH]c4c(c3)C(=O)NC[C]45CCCNC5" I85 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(cc(c1)C(F)(F)F)C(=O)Nc2cc(ccn2)c3cc4c([nH]3)[C@]5(CCCNC5)CNC4=O" I85 SMILES "OpenEye OEToolkits" 1.7.2 "c1cc(cc(c1)C(F)(F)F)C(=O)Nc2cc(ccn2)c3cc4c([nH]3)C5(CCCNC5)CNC4=O" # 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 I85 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(3S)-4'-oxo-1',4',5',6'-tetrahydrospiro[piperidine-3,7'-pyrrolo[3,2-c]pyridin]-2'-yl]pyridin-2-yl}-3-(trifluoromethyl)benzamide" I85 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[4-[(7S)-4-oxidanylidenespiro[5,6-dihydro-1H-pyrrolo[3,2-c]pyridine-7,3'-piperidine]-2-yl]pyridin-2-yl]-3-(trifluoromethyl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I85 "Create component" 2011-06-17 RCSB #