data_6S3 # _chem_comp.id 6S3 _chem_comp.name "4-chloranyl-1-methyl-2-[4-(4-methylpiperazin-1-yl)phenyl]pyrrolo[2,3-b]pyridine-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-09 _chem_comp.pdbx_modified_date 2017-07-14 _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 383.875 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6S3 _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 5KCX _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 6S3 CAT C1 C 0 1 N N N 25.254 42.081 -6.561 -5.422 1.273 0.002 CAT 6S3 1 6S3 CAU C2 C 0 1 N N N 24.607 42.471 -7.880 -6.942 1.276 -0.173 CAU 6S3 2 6S3 NAV N1 N 0 1 N N N 24.004 43.808 -7.796 -7.524 0.172 0.602 NAV 6S3 3 6S3 CAY C3 C 0 1 N N N 23.401 44.157 -9.091 -8.991 0.187 0.521 CAY 6S3 4 6S3 CAW C4 C 0 1 N N N 22.967 43.814 -6.755 -6.986 -1.121 0.156 CAW 6S3 5 6S3 CAX C5 C 0 1 N N N 23.557 43.471 -5.397 -5.465 -1.125 0.331 CAX 6S3 6 6S3 NAS N2 N 0 1 N N N 24.287 42.184 -5.445 -4.883 -0.020 -0.444 NAS 6S3 7 6S3 CAP C6 C 0 1 Y N N 24.090 41.200 -4.557 -3.491 -0.035 -0.367 CAP 6S3 8 6S3 CAO C7 C 0 1 Y N N 23.685 41.502 -3.262 -2.787 -1.173 -0.746 CAO 6S3 9 6S3 CAN C8 C 0 1 Y N N 23.481 40.481 -2.341 -1.411 -1.191 -0.671 CAN 6S3 10 6S3 CAQ C9 C 0 1 Y N N 24.290 39.876 -4.931 -2.809 1.090 0.083 CAQ 6S3 11 6S3 CAR C10 C 0 1 Y N N 24.085 38.855 -4.011 -1.433 1.079 0.160 CAR 6S3 12 6S3 CAM C11 C 0 1 Y N N 23.681 39.158 -2.716 -0.724 -0.065 -0.214 CAM 6S3 13 6S3 CAH C12 C 0 1 Y N N 23.463 38.071 -1.735 0.751 -0.080 -0.132 CAH 6S3 14 6S3 CAI C13 C 0 1 Y N N 23.746 38.145 -0.441 1.521 -1.196 -0.053 CAI 6S3 15 6S3 CAE C14 C 0 1 Y N N 23.408 36.973 0.093 2.873 -0.782 0.007 CAE 6S3 16 6S3 CAD C15 C 0 1 Y N N 23.485 36.523 1.343 4.092 -1.469 0.097 CAD 6S3 17 6S3 CLAK CL1 CL 0 0 N N N 24.113 37.538 2.588 4.135 -3.203 0.157 CLAK 6S3 18 6S3 CAA C16 C 0 1 Y N N 23.058 35.237 1.644 5.249 -0.735 0.135 CAA 6S3 19 6S3 CAB C17 C 0 1 Y N N 22.558 34.449 0.618 5.182 0.660 0.084 CAB 6S3 20 6S3 CAJ C18 C 0 1 N N N 22.086 33.053 0.897 6.432 1.448 0.126 CAJ 6S3 21 6S3 OBA O1 O 0 1 N N N 21.946 32.651 2.051 7.505 0.882 0.203 OBA 6S3 22 6S3 NAZ N3 N 0 1 N N N 21.841 32.316 -0.182 6.382 2.794 0.078 NAZ 6S3 23 6S3 NAC N4 N 0 1 Y N N 22.501 34.945 -0.625 4.018 1.291 -0.001 NAC 6S3 24 6S3 CAF C19 C 0 1 Y N N 22.922 36.194 -0.880 2.875 0.630 -0.040 CAF 6S3 25 6S3 NAG N5 N 0 1 Y N N 22.957 36.879 -2.020 1.561 1.033 -0.131 NAG 6S3 26 6S3 CAL C20 C 0 1 N N N 22.515 36.403 -3.350 1.099 2.421 -0.209 CAL 6S3 27 6S3 H1 H1 H 0 1 N N N 25.615 41.044 -6.630 -4.985 2.073 -0.595 H1 6S3 28 6S3 H2 H2 H 0 1 N N N 26.103 42.752 -6.364 -5.175 1.426 1.052 H2 6S3 29 6S3 H3 H3 H 0 1 N N N 23.825 41.738 -8.127 -7.347 2.224 0.184 H3 6S3 30 6S3 H4 H4 H 0 1 N N N 25.372 42.471 -8.670 -7.188 1.150 -1.227 H4 6S3 31 6S3 H6 H6 H 0 1 N N N 22.950 45.158 -9.028 -9.298 0.084 -0.520 H6 6S3 32 6S3 H7 H7 H 0 1 N N N 24.178 44.154 -9.870 -9.396 -0.641 1.103 H7 6S3 33 6S3 H8 H8 H 0 1 N N N 22.625 43.420 -9.344 -9.367 1.130 0.919 H8 6S3 34 6S3 H9 H9 H 0 1 N N N 22.511 44.814 -6.707 -7.423 -1.922 0.753 H9 6S3 35 6S3 H10 H10 H 0 1 N N N 22.197 43.072 -7.010 -7.232 -1.275 -0.894 H10 6S3 36 6S3 H11 H11 H 0 1 N N N 24.253 44.268 -5.095 -5.220 -0.999 1.385 H11 6S3 37 6S3 H12 H12 H 0 1 N N N 22.744 43.396 -4.660 -5.061 -2.072 -0.026 H12 6S3 38 6S3 H13 H13 H 0 1 N N N 23.529 42.530 -2.971 -3.319 -2.044 -1.098 H13 6S3 39 6S3 H14 H14 H 0 1 N N N 23.167 40.716 -1.335 -0.865 -2.076 -0.965 H14 6S3 40 6S3 H15 H15 H 0 1 N N N 24.605 39.641 -5.937 -3.358 1.974 0.372 H15 6S3 41 6S3 H16 H16 H 0 1 N N N 24.240 37.826 -4.302 -0.904 1.953 0.510 H16 6S3 42 6S3 H17 H17 H 0 1 N N N 24.169 38.992 0.079 1.166 -2.216 -0.037 H17 6S3 43 6S3 H18 H18 H 0 1 N N N 23.114 34.859 2.654 6.206 -1.231 0.204 H18 6S3 44 6S3 H19 H19 H 0 1 N N N 21.522 31.373 -0.082 5.526 3.246 0.016 H19 6S3 45 6S3 H20 H20 H 0 1 N N N 21.975 32.704 -1.094 7.203 3.311 0.105 H20 6S3 46 6S3 H21 H21 H 0 1 N N N 22.142 35.371 -3.266 0.830 2.772 0.787 H21 6S3 47 6S3 H22 H22 H 0 1 N N N 21.711 37.054 -3.724 1.896 3.047 -0.611 H22 6S3 48 6S3 H23 H23 H 0 1 N N N 23.363 36.430 -4.050 0.228 2.478 -0.862 H23 6S3 49 # 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 6S3 CAY NAV SING N N 1 6S3 CAU NAV SING N N 2 6S3 CAU CAT SING N N 3 6S3 NAV CAW SING N N 4 6S3 CAW CAX SING N N 5 6S3 CAT NAS SING N N 6 6S3 NAS CAX SING N N 7 6S3 NAS CAP SING N N 8 6S3 CAQ CAP DOUB Y N 9 6S3 CAQ CAR SING Y N 10 6S3 CAP CAO SING Y N 11 6S3 CAR CAM DOUB Y N 12 6S3 CAL NAG SING N N 13 6S3 CAO CAN DOUB Y N 14 6S3 CAM CAN SING Y N 15 6S3 CAM CAH SING N N 16 6S3 NAG CAH SING Y N 17 6S3 NAG CAF SING Y N 18 6S3 CAH CAI DOUB Y N 19 6S3 CAF NAC DOUB Y N 20 6S3 CAF CAE SING Y N 21 6S3 NAC CAB SING Y N 22 6S3 CAI CAE SING Y N 23 6S3 NAZ CAJ SING N N 24 6S3 CAE CAD DOUB Y N 25 6S3 CAB CAJ SING N N 26 6S3 CAB CAA DOUB Y N 27 6S3 CAJ OBA DOUB N N 28 6S3 CAD CAA SING Y N 29 6S3 CAD CLAK SING N N 30 6S3 CAT H1 SING N N 31 6S3 CAT H2 SING N N 32 6S3 CAU H3 SING N N 33 6S3 CAU H4 SING N N 34 6S3 CAY H6 SING N N 35 6S3 CAY H7 SING N N 36 6S3 CAY H8 SING N N 37 6S3 CAW H9 SING N N 38 6S3 CAW H10 SING N N 39 6S3 CAX H11 SING N N 40 6S3 CAX H12 SING N N 41 6S3 CAO H13 SING N N 42 6S3 CAN H14 SING N N 43 6S3 CAQ H15 SING N N 44 6S3 CAR H16 SING N N 45 6S3 CAI H17 SING N N 46 6S3 CAA H18 SING N N 47 6S3 NAZ H19 SING N N 48 6S3 NAZ H20 SING N N 49 6S3 CAL H21 SING N N 50 6S3 CAL H22 SING N N 51 6S3 CAL H23 SING N N 52 # 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 6S3 InChI InChI 1.03 "InChI=1S/C20H22ClN5O/c1-24-7-9-26(10-8-24)14-5-3-13(4-6-14)18-11-15-16(21)12-17(19(22)27)23-20(15)25(18)2/h3-6,11-12H,7-10H2,1-2H3,(H2,22,27)" 6S3 InChIKey InChI 1.03 ZHUIPHDJCHSZFK-UHFFFAOYSA-N 6S3 SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2)c3cc4c(Cl)cc(nc4n3C)C(N)=O" 6S3 SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2)c3cc4c(Cl)cc(nc4n3C)C(N)=O" 6S3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cn1c(cc2c1nc(cc2Cl)C(=O)N)c3ccc(cc3)N4CCN(CC4)C" 6S3 SMILES "OpenEye OEToolkits" 2.0.5 "Cn1c(cc2c1nc(cc2Cl)C(=O)N)c3ccc(cc3)N4CCN(CC4)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 6S3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "4-chloranyl-1-methyl-2-[4-(4-methylpiperazin-1-yl)phenyl]pyrrolo[2,3-b]pyridine-6-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 6S3 "Create component" 2016-06-09 RCSB 6S3 "Initial release" 2017-07-19 RCSB #