data_FH5 # _chem_comp.id FH5 _chem_comp.name "(S)-N-(1-(6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl)pyrrolidin-3-yl)acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H20 Cl N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-19 _chem_comp.pdbx_modified_date 2014-09-05 _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 373.840 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FH5 _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 4BYJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 FH5 CL CL CL 0 0 N N N -3.646 28.250 80.190 -2.877 2.714 0.037 CL FH5 1 FH5 C02 C02 C 0 1 Y N N -2.610 29.511 80.793 -1.166 2.450 -0.082 C02 FH5 2 FH5 C03 C03 C 0 1 Y N N -1.732 30.143 79.902 -0.315 3.504 -0.366 C03 FH5 3 FH5 N04 N04 N 0 1 Y N N -0.909 31.123 80.329 0.988 3.329 -0.462 N04 FH5 4 FH5 C05 C05 C 0 1 Y N N -0.910 31.539 81.650 1.547 2.139 -0.291 C05 FH5 5 FH5 N06 N06 N 0 1 Y N N -0.172 32.512 82.320 2.850 1.686 -0.335 N06 FH5 6 FH5 C07 C07 C 0 1 Y N N -0.564 32.522 83.626 2.823 0.341 -0.077 C07 FH5 7 FH5 C08 C08 C 0 1 Y N N -0.075 33.375 84.730 4.009 -0.540 -0.028 C08 FH5 8 FH5 C09 C09 C 0 1 Y N N -0.539 33.303 86.027 5.318 -0.160 -0.229 C09 FH5 9 FH5 N10 N10 N 0 1 Y N N 0.114 34.202 86.737 6.082 -1.260 -0.097 N10 FH5 10 FH5 C11 C11 C 0 1 N N N -0.080 34.432 88.108 7.540 -1.312 -0.230 C11 FH5 11 FH5 N12 N12 N 0 1 Y N N 1.012 34.881 85.948 5.247 -2.345 0.192 N12 FH5 12 FH5 C13 C13 C 0 1 Y N N 0.909 34.382 84.699 4.012 -1.925 0.241 C13 FH5 13 FH5 C14 C14 C 0 1 N N N 1.721 34.841 83.504 2.800 -2.773 0.530 C14 FH5 14 FH5 N15 N15 N 0 1 Y N N -1.528 31.576 83.784 1.587 -0.047 0.120 N15 FH5 15 FH5 C16 C16 C 0 1 Y N N -1.752 30.958 82.566 0.756 1.017 0.001 C16 FH5 16 FH5 C17 C17 C 0 1 Y N N -2.634 29.908 82.157 -0.637 1.178 0.114 C17 FH5 17 FH5 N18 N18 N 0 1 N N N -3.515 29.329 83.137 -1.462 0.096 0.407 N18 FH5 18 FH5 C19 C19 C 0 1 N N N -3.262 27.966 83.613 -2.444 -0.130 -0.675 C19 FH5 19 FH5 C20 C20 C 0 1 N N S -4.640 27.481 83.967 -3.740 -0.634 -0.012 C20 FH5 20 FH5 N21 N21 N 0 1 N N N -4.648 26.484 84.989 -4.057 -1.986 -0.479 N21 FH5 21 FH5 C22 C22 C 0 1 N N N -5.777 25.569 85.038 -5.331 -2.425 -0.454 C22 FH5 22 FH5 C23 C23 C 0 1 N N N -5.846 24.500 86.090 -5.658 -3.816 -0.934 C23 FH5 23 FH5 O24 O24 O 0 1 N N N -6.683 25.669 84.216 -6.214 -1.702 -0.044 O24 FH5 24 FH5 C25 C25 C 0 1 N N N -5.334 28.663 84.425 -3.438 -0.648 1.504 C25 FH5 25 FH5 C26 C26 C 0 1 N N N -4.838 29.739 83.557 -2.261 0.353 1.632 C26 FH5 26 FH5 H03 H03 H 0 1 N N N -1.714 29.843 78.865 -0.728 4.491 -0.513 H03 FH5 27 FH5 H06 H06 H 0 1 N N N 0.525 33.102 81.913 3.638 2.221 -0.516 H06 FH5 28 FH5 H09 H09 H 0 1 N N N -1.300 32.631 86.395 5.667 0.838 -0.453 H09 FH5 29 FH5 H111 H111 H 0 0 N N N 0.594 35.233 88.445 8.001 -1.135 0.742 H111 FH5 30 FH5 H112 H112 H 0 0 N N N -1.123 34.732 88.285 7.836 -2.294 -0.599 H112 FH5 31 FH5 H113 H113 H 0 0 N N N 0.137 33.511 88.669 7.868 -0.546 -0.933 H113 FH5 32 FH5 H141 H141 H 0 0 N N N 2.407 35.644 83.813 2.405 -3.172 -0.404 H141 FH5 33 FH5 H142 H142 H 0 0 N N N 2.302 33.995 83.108 3.080 -3.596 1.187 H142 FH5 34 FH5 H143 H143 H 0 0 N N N 1.044 35.218 82.723 2.038 -2.164 1.016 H143 FH5 35 FH5 H191 H191 H 0 0 N N N -2.814 27.346 82.822 -2.637 0.804 -1.203 H191 FH5 36 FH5 H192 H192 H 0 0 N N N -2.604 27.969 84.494 -2.066 -0.881 -1.369 H192 FH5 37 FH5 H261 H261 H 0 0 N N N -4.787 30.687 84.113 -1.673 0.143 2.526 H261 FH5 38 FH5 H262 H262 H 0 0 N N N -5.496 29.861 82.684 -2.628 1.379 1.644 H262 FH5 39 FH5 H20 H20 H 0 1 N N N -5.126 27.093 83.060 -4.565 0.044 -0.229 H20 FH5 40 FH5 H21 H21 H 0 1 N N N -3.901 26.417 85.650 -3.351 -2.564 -0.807 H21 FH5 41 FH5 H251 H251 H 0 0 N N N -6.422 28.543 84.313 -4.301 -0.302 2.073 H251 FH5 42 FH5 H252 H252 H 0 0 N N N -5.094 28.871 85.478 -3.134 -1.643 1.828 H252 FH5 43 FH5 H231 H231 H 0 0 N N N -6.770 23.917 85.961 -4.744 -4.311 -1.262 H231 FH5 44 FH5 H232 H232 H 0 0 N N N -4.976 23.834 85.993 -6.109 -4.385 -0.121 H232 FH5 45 FH5 H233 H233 H 0 0 N N N -5.843 24.966 87.087 -6.358 -3.757 -1.768 H233 FH5 46 # 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 FH5 CL C02 SING N N 1 FH5 C02 C03 SING Y N 2 FH5 C02 C17 DOUB Y N 3 FH5 C03 N04 DOUB Y N 4 FH5 N04 C05 SING Y N 5 FH5 C05 N06 SING Y N 6 FH5 C05 C16 DOUB Y N 7 FH5 N06 C07 SING Y N 8 FH5 C07 C08 SING N N 9 FH5 C07 N15 DOUB Y N 10 FH5 C08 C09 DOUB Y N 11 FH5 C08 C13 SING Y N 12 FH5 C09 N10 SING Y N 13 FH5 N10 C11 SING N N 14 FH5 N10 N12 SING Y N 15 FH5 N12 C13 DOUB Y N 16 FH5 C13 C14 SING N N 17 FH5 N15 C16 SING Y N 18 FH5 C16 C17 SING Y N 19 FH5 C17 N18 SING N N 20 FH5 N18 C19 SING N N 21 FH5 N18 C26 SING N N 22 FH5 C19 C20 SING N N 23 FH5 C20 N21 SING N N 24 FH5 C20 C25 SING N N 25 FH5 N21 C22 SING N N 26 FH5 C22 C23 SING N N 27 FH5 C22 O24 DOUB N N 28 FH5 C25 C26 SING N N 29 FH5 C03 H03 SING N N 30 FH5 N06 H06 SING N N 31 FH5 C09 H09 SING N N 32 FH5 C11 H111 SING N N 33 FH5 C11 H112 SING N N 34 FH5 C11 H113 SING N N 35 FH5 C14 H141 SING N N 36 FH5 C14 H142 SING N N 37 FH5 C14 H143 SING N N 38 FH5 C19 H191 SING N N 39 FH5 C19 H192 SING N N 40 FH5 C26 H261 SING N N 41 FH5 C26 H262 SING N N 42 FH5 C20 H20 SING N N 43 FH5 N21 H21 SING N N 44 FH5 C25 H251 SING N N 45 FH5 C25 H252 SING N N 46 FH5 C23 H231 SING N N 47 FH5 C23 H232 SING N N 48 FH5 C23 H233 SING N N 49 # 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 FH5 SMILES ACDLabs 12.01 "O=C(NC4CCN(c1c2nc(nc2ncc1Cl)c3cn(nc3C)C)C4)C" FH5 InChI InChI 1.03 "InChI=1S/C17H20ClN7O/c1-9-12(8-24(3)23-9)16-21-14-15(13(18)6-19-17(14)22-16)25-5-4-11(7-25)20-10(2)26/h6,8,11H,4-5,7H2,1-3H3,(H,20,26)(H,19,21,22)/t11-/m0/s1" FH5 InChIKey InChI 1.03 XDTMWNUVKUHOQV-NSHDSACASA-N FH5 SMILES_CANONICAL CACTVS 3.385 "Cn1cc(c(C)n1)c2[nH]c3ncc(Cl)c(N4CC[C@@H](C4)NC(C)=O)c3n2" FH5 SMILES CACTVS 3.385 "Cn1cc(c(C)n1)c2[nH]c3ncc(Cl)c(N4CC[CH](C4)NC(C)=O)c3n2" FH5 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)C)c2[nH]c3c(n2)c(c(cn3)Cl)N4CC[C@@H](C4)NC(=O)C" FH5 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)C)c2[nH]c3c(n2)c(c(cn3)Cl)N4CCC(C4)NC(=O)C" # 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 FH5 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(3S)-1-[6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl}acetamide" FH5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(3S)-1-[6-chloranyl-2-(1,3-dimethylpyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FH5 "Create component" 2013-07-19 EBI FH5 "Initial release" 2013-11-20 RCSB FH5 "Modify descriptor" 2014-09-05 RCSB #