data_6A7 # _chem_comp.id 6A7 _chem_comp.name "[(2S)-2-(4-chlorophenyl)pyrrolidin-1-yl](3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 Cl N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-02-25 _chem_comp.pdbx_modified_date 2016-12-16 _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 340.807 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6A7 _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 5IDN _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 6A7 C2 C1 C 0 1 Y N N -5.673 13.304 -7.067 -4.372 -1.311 -0.250 C2 6A7 1 6A7 C3 C2 C 0 1 Y N N -6.090 14.319 -7.924 -4.530 -0.659 0.960 C3 6A7 2 6A7 C4 C3 C 0 1 Y N N -5.851 14.229 -9.291 -3.677 0.372 1.306 C4 6A7 3 6A7 C5 C4 C 0 1 Y N N -5.184 13.120 -9.812 -2.666 0.752 0.443 C5 6A7 4 6A7 C6 C5 C 0 1 Y N N -4.781 12.110 -8.947 -2.508 0.101 -0.766 C6 6A7 5 6A7 C7 C6 C 0 1 Y N N -5.014 12.201 -7.586 -3.357 -0.934 -1.111 C7 6A7 6 6A7 C8 C7 C 0 1 N N S -4.917 12.923 -11.293 -1.736 1.876 0.821 C8 6A7 7 6A7 C11 C8 C 0 1 N N N -3.773 14.905 -11.945 -0.812 3.832 -0.265 C11 6A7 8 6A7 C12 C9 C 0 1 N N N -5.161 14.873 -12.634 0.059 2.588 -0.592 C12 6A7 9 6A7 N13 N1 N 0 1 N N N -5.859 13.644 -12.180 -0.369 1.564 0.379 N13 6A7 10 6A7 C16 C10 C 0 1 Y N N -7.845 12.072 -12.141 1.684 0.249 0.174 C16 6A7 11 6A7 C17 C11 C 0 1 Y N N -7.969 11.676 -10.786 2.663 -0.458 0.872 C17 6A7 12 6A7 C18 C12 C 0 1 Y N N -8.655 10.508 -10.465 3.884 -0.688 0.235 C18 6A7 13 6A7 C19 C13 C 0 1 Y N N -9.251 9.717 -11.552 4.084 -0.204 -1.075 C19 6A7 14 6A7 C21 C14 C 0 1 Y N N -8.444 11.292 -13.131 1.959 0.696 -1.126 C21 6A7 15 6A7 N22 N2 N 0 1 Y N N -9.819 8.687 -10.964 5.350 -0.572 -1.436 N22 6A7 16 6A7 C24 C15 C 0 1 Y N N -8.976 9.784 -9.300 5.120 -1.364 0.619 C24 6A7 17 6A7 CL1 CL1 CL 0 0 N N N -5.968 13.400 -5.357 -5.443 -2.606 -0.685 CL1 6A7 18 6A7 C10 C16 C 0 1 N N N -3.507 13.405 -11.669 -2.167 3.175 0.108 C10 6A7 19 6A7 C14 C17 C 0 1 N N N -7.130 13.304 -12.566 0.370 0.517 0.794 C14 6A7 20 6A7 O15 O1 O 0 1 N N N -7.726 14.045 -13.332 -0.044 -0.208 1.678 O15 6A7 21 6A7 N20 N3 N 0 1 Y N N -9.111 10.166 -12.843 3.118 0.464 -1.697 N20 6A7 22 6A7 N23 N4 N 0 1 Y N N -9.654 8.728 -9.691 5.946 -1.273 -0.384 N23 6A7 23 6A7 C25 C18 C 0 1 N N N -8.601 10.139 -7.883 5.390 -2.045 1.936 C25 6A7 24 6A7 H1 H1 H 0 1 N N N -6.602 15.182 -7.525 -5.320 -0.956 1.634 H1 6A7 25 6A7 H2 H2 H 0 1 N N N -6.182 15.018 -9.950 -3.801 0.881 2.250 H2 6A7 26 6A7 H3 H3 H 0 1 N N N -4.278 11.240 -9.343 -1.718 0.399 -1.440 H3 6A7 27 6A7 H4 H4 H 0 1 N N N -4.682 11.412 -6.928 -3.233 -1.442 -2.055 H4 6A7 28 6A7 H5 H5 H 0 1 N N N -4.978 11.847 -11.514 -1.753 2.023 1.901 H5 6A7 29 6A7 H6 H6 H 0 1 N N N -3.007 15.329 -12.611 -0.400 4.384 0.579 H6 6A7 30 6A7 H7 H7 H 0 1 N N N -3.806 15.482 -11.009 -0.917 4.478 -1.137 H7 6A7 31 6A7 H8 H8 H 0 1 N N N -5.037 14.852 -13.727 -0.131 2.248 -1.610 H8 6A7 32 6A7 H9 H9 H 0 1 N N N -5.742 15.762 -12.348 1.116 2.818 -0.459 H9 6A7 33 6A7 H10 H10 H 0 1 N N N -7.532 12.279 -10.004 2.483 -0.816 1.875 H10 6A7 34 6A7 H11 H11 H 0 1 N N N -8.368 11.606 -14.162 1.203 1.243 -1.668 H11 6A7 35 6A7 H12 H12 H 0 1 N N N -10.315 7.965 -11.446 5.769 -0.377 -2.289 H12 6A7 36 6A7 H13 H13 H 0 1 N N N -3.129 12.890 -12.565 -2.744 2.948 -0.788 H13 6A7 37 6A7 H14 H14 H 0 1 N N N -2.798 13.266 -10.840 -2.734 3.818 0.781 H14 6A7 38 6A7 H15 H15 H 0 1 N N N -8.985 9.369 -7.198 5.090 -3.091 1.872 H15 6A7 39 6A7 H16 H16 H 0 1 N N N -7.506 10.194 -7.797 6.454 -1.985 2.164 H16 6A7 40 6A7 H17 H17 H 0 1 N N N -9.039 11.113 -7.621 4.820 -1.551 2.723 H17 6A7 41 # 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 6A7 O15 C14 DOUB N N 1 6A7 C21 N20 DOUB Y N 2 6A7 C21 C16 SING Y N 3 6A7 N20 C19 SING Y N 4 6A7 C12 N13 SING N N 5 6A7 C12 C11 SING N N 6 6A7 C14 N13 SING N N 7 6A7 C14 C16 SING N N 8 6A7 N13 C8 SING N N 9 6A7 C16 C17 DOUB Y N 10 6A7 C11 C10 SING N N 11 6A7 C10 C8 SING N N 12 6A7 C19 N22 SING Y N 13 6A7 C19 C18 DOUB Y N 14 6A7 C8 C5 SING N N 15 6A7 N22 N23 SING Y N 16 6A7 C17 C18 SING Y N 17 6A7 C18 C24 SING Y N 18 6A7 C5 C4 DOUB Y N 19 6A7 C5 C6 SING Y N 20 6A7 N23 C24 DOUB Y N 21 6A7 C24 C25 SING N N 22 6A7 C4 C3 SING Y N 23 6A7 C6 C7 DOUB Y N 24 6A7 C3 C2 DOUB Y N 25 6A7 C7 C2 SING Y N 26 6A7 C2 CL1 SING N N 27 6A7 C3 H1 SING N N 28 6A7 C4 H2 SING N N 29 6A7 C6 H3 SING N N 30 6A7 C7 H4 SING N N 31 6A7 C8 H5 SING N N 32 6A7 C11 H6 SING N N 33 6A7 C11 H7 SING N N 34 6A7 C12 H8 SING N N 35 6A7 C12 H9 SING N N 36 6A7 C17 H10 SING N N 37 6A7 C21 H11 SING N N 38 6A7 N22 H12 SING N N 39 6A7 C10 H13 SING N N 40 6A7 C10 H14 SING N N 41 6A7 C25 H15 SING N N 42 6A7 C25 H16 SING N N 43 6A7 C25 H17 SING N N 44 # 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 6A7 SMILES ACDLabs 12.01 "c1(Cl)ccc(cc1)C2N(CCC2)C(c4cc3c(C)nnc3nc4)=O" 6A7 InChI InChI 1.03 "InChI=1S/C18H17ClN4O/c1-11-15-9-13(10-20-17(15)22-21-11)18(24)23-8-2-3-16(23)12-4-6-14(19)7-5-12/h4-7,9-10,16H,2-3,8H2,1H3,(H,20,21,22)/t16-/m0/s1" 6A7 InChIKey InChI 1.03 ODRITQGYYWHQGM-INIZCTEOSA-N 6A7 SMILES_CANONICAL CACTVS 3.385 "Cc1n[nH]c2ncc(cc12)C(=O)N3CCC[C@H]3c4ccc(Cl)cc4" 6A7 SMILES CACTVS 3.385 "Cc1n[nH]c2ncc(cc12)C(=O)N3CCC[CH]3c4ccc(Cl)cc4" 6A7 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c2cc(cnc2[nH]n1)C(=O)N3CCC[C@H]3c4ccc(cc4)Cl" 6A7 SMILES "OpenEye OEToolkits" 2.0.4 "Cc1c2cc(cnc2[nH]n1)C(=O)N3CCCC3c4ccc(cc4)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 6A7 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2S)-2-(4-chlorophenyl)pyrrolidin-1-yl](3-methyl-1H-pyrazolo[3,4-b]pyridin-5-yl)methanone" 6A7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{S})-2-(4-chlorophenyl)pyrrolidin-1-yl]-(3-methyl-1~{H}-pyrazolo[3,4-b]pyridin-5-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6A7 "Create component" 2016-02-25 EBI 6A7 "Initial release" 2016-12-21 RCSB #