data_8WA # _chem_comp.id 8WA _chem_comp.name "N~1~-(5-chloro-1H-imidazo[4,5-b]pyridin-2-yl)-N~2~-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N~1~-methylethane-1,2-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H19 Cl3 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-09 _chem_comp.pdbx_modified_date 2017-07-21 _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 425.743 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8WA _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 5V49 _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 8WA CL2 CL1 CL 0 0 N N N 44.690 -17.816 16.533 7.360 -2.654 -1.042 CL2 8WA 1 8WA C16 C1 C 0 1 Y N N 43.882 -16.754 15.418 6.584 -1.220 -0.446 C16 8WA 2 8WA C15 C2 C 0 1 Y N N 42.512 -16.857 15.264 7.315 -0.317 0.309 C15 8WA 3 8WA C14 C3 C 0 1 Y N N 41.908 -15.993 14.368 6.698 0.828 0.787 C14 8WA 4 8WA N4 N1 N 0 1 Y N N 44.669 -15.898 14.779 5.314 -1.011 -0.725 N4 8WA 5 8WA C17 C4 C 0 1 Y N N 44.043 -15.081 13.921 4.675 0.074 -0.290 C17 8WA 6 8WA C13 C5 C 0 1 Y N N 42.697 -15.077 13.675 5.359 1.027 0.486 C13 8WA 7 8WA N3 N2 N 0 1 Y N N 42.385 -14.102 12.729 4.440 2.021 0.780 N3 8WA 8 8WA N5 N3 N 0 1 Y N N 44.572 -14.100 13.122 3.402 0.520 -0.431 N5 8WA 9 8WA C12 C6 C 0 1 Y N N 43.542 -13.551 12.435 3.260 1.663 0.196 C12 8WA 10 8WA N N4 N 0 1 N N N 43.754 -12.551 11.562 2.094 2.393 0.255 N 8WA 11 8WA C C7 C 0 1 N N N 45.101 -12.068 11.290 2.060 3.661 0.989 C 8WA 12 8WA C1 C8 C 0 1 N N N 42.660 -11.898 10.842 0.887 1.902 -0.415 C1 8WA 13 8WA C2 C9 C 0 1 N N N 42.582 -12.277 9.379 0.087 1.027 0.552 C2 8WA 14 8WA N1 N5 N 0 1 N N N 41.471 -11.591 8.711 -1.123 0.535 -0.120 N1 8WA 15 8WA C3 C10 C 0 1 N N R 41.179 -11.929 7.309 -1.978 -0.209 0.814 C3 8WA 16 8WA C11 C11 C 0 1 Y N N 40.465 -13.266 7.209 -3.409 -0.148 0.341 C11 8WA 17 8WA C6 C12 C 0 1 Y N N 39.061 -13.303 7.167 -4.226 -1.265 0.332 C6 8WA 18 8WA N2 N6 N 0 1 N N N 38.319 -12.138 7.193 -3.793 -2.526 0.744 N2 8WA 19 8WA C5 C13 C 0 1 N N N 38.942 -10.819 7.288 -2.604 -2.475 1.597 C5 8WA 20 8WA C4 C14 C 0 1 N N N 40.334 -10.823 6.686 -1.518 -1.667 0.875 C4 8WA 21 8WA C10 C15 C 0 1 Y N N 41.171 -14.468 7.166 -3.903 1.072 -0.091 C10 8WA 22 8WA C9 C16 C 0 1 Y N N 40.494 -15.667 7.086 -5.208 1.185 -0.530 C9 8WA 23 8WA CL1 CL2 CL 0 0 N N N 41.403 -17.153 7.034 -5.814 2.720 -1.072 CL1 8WA 24 8WA C8 C17 C 0 1 Y N N 39.118 -15.721 7.047 -6.031 0.073 -0.538 C8 8WA 25 8WA C7 C18 C 0 1 Y N N 38.415 -14.535 7.088 -5.546 -1.145 -0.110 C7 8WA 26 8WA CL CL3 CL 0 0 N N N 36.683 -14.591 7.040 -6.581 -2.538 -0.121 CL 8WA 27 8WA H1 H1 H 0 1 N N N 41.937 -17.582 15.820 8.357 -0.504 0.524 H1 8WA 28 8WA H2 H2 H 0 1 N N N 40.840 -16.028 14.208 7.246 1.548 1.378 H2 8WA 29 8WA H3 H3 H 0 1 N N N 41.485 -13.873 12.358 4.605 2.821 1.302 H3 8WA 30 8WA H5 H5 H 0 1 N N N 45.824 -12.639 11.891 2.323 4.477 0.317 H5 8WA 31 8WA H6 H6 H 0 1 N N N 45.328 -12.199 10.222 1.059 3.824 1.386 H6 8WA 32 8WA H7 H7 H 0 1 N N N 45.168 -11.002 11.551 2.775 3.623 1.811 H7 8WA 33 8WA H8 H8 H 0 1 N N N 42.800 -10.809 10.912 0.276 2.749 -0.729 H8 8WA 34 8WA H9 H9 H 0 1 N N N 41.712 -12.177 11.324 1.170 1.315 -1.288 H9 8WA 35 8WA H10 H10 H 0 1 N N N 42.433 -13.364 9.298 0.698 0.180 0.866 H10 8WA 36 8WA H11 H11 H 0 1 N N N 43.525 -11.998 8.885 -0.196 1.614 1.425 H11 8WA 37 8WA H12 H12 H 0 1 N N N 41.667 -10.611 8.744 -0.887 -0.030 -0.922 H12 8WA 38 8WA H14 H14 H 0 1 N N N 42.125 -11.998 6.752 -1.905 0.236 1.806 H14 8WA 39 8WA H15 H15 H 0 1 N N N 37.780 -12.132 6.351 -4.540 -3.034 1.195 H15 8WA 40 8WA H16 H16 H 0 1 N N N 39.010 -10.530 8.347 -2.852 -1.992 2.542 H16 8WA 41 8WA H17 H17 H 0 1 N N N 38.320 -10.089 6.749 -2.246 -3.487 1.785 H17 8WA 42 8WA H18 H18 H 0 1 N N N 40.259 -10.991 5.601 -1.381 -2.054 -0.135 H18 8WA 43 8WA H19 H19 H 0 1 N N N 40.813 -9.851 6.874 -0.581 -1.735 1.427 H19 8WA 44 8WA H20 H20 H 0 1 N N N 42.251 -14.460 7.195 -3.262 1.942 -0.086 H20 8WA 45 8WA H21 H21 H 0 1 N N N 38.603 -16.668 6.986 -7.052 0.159 -0.879 H21 8WA 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 8WA C4 C5 SING N N 1 8WA C4 C3 SING N N 2 8WA CL1 C9 SING N N 3 8WA CL C7 SING N N 4 8WA C8 C9 DOUB Y N 5 8WA C8 C7 SING Y N 6 8WA C9 C10 SING Y N 7 8WA C7 C6 DOUB Y N 8 8WA C10 C11 DOUB Y N 9 8WA C6 N2 SING N N 10 8WA C6 C11 SING Y N 11 8WA N2 C5 SING N N 12 8WA C11 C3 SING N N 13 8WA C3 N1 SING N N 14 8WA N1 C2 SING N N 15 8WA C2 C1 SING N N 16 8WA C1 N SING N N 17 8WA C N SING N N 18 8WA N C12 SING N N 19 8WA C12 N3 SING Y N 20 8WA C12 N5 DOUB Y N 21 8WA N3 C13 SING Y N 22 8WA N5 C17 SING Y N 23 8WA C13 C17 DOUB Y N 24 8WA C13 C14 SING Y N 25 8WA C17 N4 SING Y N 26 8WA C14 C15 DOUB Y N 27 8WA N4 C16 DOUB Y N 28 8WA C15 C16 SING Y N 29 8WA C16 CL2 SING N N 30 8WA C15 H1 SING N N 31 8WA C14 H2 SING N N 32 8WA N3 H3 SING N N 33 8WA C H5 SING N N 34 8WA C H6 SING N N 35 8WA C H7 SING N N 36 8WA C1 H8 SING N N 37 8WA C1 H9 SING N N 38 8WA C2 H10 SING N N 39 8WA C2 H11 SING N N 40 8WA N1 H12 SING N N 41 8WA C3 H14 SING N N 42 8WA N2 H15 SING N N 43 8WA C5 H16 SING N N 44 8WA C5 H17 SING N N 45 8WA C4 H18 SING N N 46 8WA C4 H19 SING N N 47 8WA C10 H20 SING N N 48 8WA C8 H21 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 8WA SMILES ACDLabs 12.01 "Clc1ccc2c(n1)nc(n2)N(C)CCNC3c4c(NCC3)c(cc(c4)Cl)Cl" 8WA InChI InChI 1.03 "InChI=1S/C18H19Cl3N6/c1-27(18-24-14-2-3-15(21)25-17(14)26-18)7-6-22-13-4-5-23-16-11(13)8-10(19)9-12(16)20/h2-3,8-9,13,22-23H,4-7H2,1H3,(H,24,25,26)/t13-/m1/s1" 8WA InChIKey InChI 1.03 XBDCSRQKOZIJKF-CYBMUJFWSA-N 8WA SMILES_CANONICAL CACTVS 3.385 "CN(CCN[C@@H]1CCNc2c(Cl)cc(Cl)cc12)c3[nH]c4ccc(Cl)nc4n3" 8WA SMILES CACTVS 3.385 "CN(CCN[CH]1CCNc2c(Cl)cc(Cl)cc12)c3[nH]c4ccc(Cl)nc4n3" 8WA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(CCN[C@@H]1CCNc2c1cc(cc2Cl)Cl)c3[nH]c4ccc(nc4n3)Cl" 8WA SMILES "OpenEye OEToolkits" 2.0.6 "CN(CCNC1CCNc2c1cc(cc2Cl)Cl)c3[nH]c4ccc(nc4n3)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 8WA "SYSTEMATIC NAME" ACDLabs 12.01 "N~1~-(5-chloro-1H-imidazo[4,5-b]pyridin-2-yl)-N~2~-[(4R)-6,8-dichloro-1,2,3,4-tetrahydroquinolin-4-yl]-N~1~-methylethane-1,2-diamine" 8WA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(4~{R})-6,8-bis(chloranyl)-1,2,3,4-tetrahydroquinolin-4-yl]-~{N}'-(5-chloranyl-1~{H}-imidazo[4,5-b]pyridin-2-yl)-~{N}'-methyl-ethane-1,2-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8WA "Create component" 2017-03-09 RCSB 8WA "Initial release" 2017-07-26 RCSB #