data_741 # _chem_comp.id 741 _chem_comp.name "4-[[3-chloro-4-(1-methylimidazol-2-yl)sulfanyl-phenyl]amino]-7-[3-(2-hydroxyethyl-methyl-amino)propoxy]-6-methoxy-quinoline-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 Cl N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-06 _chem_comp.pdbx_modified_date 2011-06-04 _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 553.076 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 741 _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 3F5P _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 741 C1 C1 C 0 1 Y N N -40.867 113.353 103.372 -1.483 -0.482 -1.683 C1 741 1 741 C2 C2 C 0 1 Y N N -41.207 114.150 104.480 -2.616 -0.683 -0.883 C2 741 2 741 C3 C3 C 0 1 Y N N -40.299 114.287 105.552 -2.619 -1.643 0.103 C3 741 3 741 C4 C4 C 0 1 Y N N -39.051 113.633 105.482 -1.477 -2.431 0.312 C4 741 4 741 C5 C5 C 0 1 Y N N -38.692 112.830 104.328 -0.337 -2.221 -0.501 C5 741 5 741 C6 C6 C 0 1 Y N N -39.615 112.713 103.276 -0.360 -1.236 -1.499 C6 741 6 741 N7 N7 N 0 1 Y N N -38.161 113.760 106.530 -1.461 -3.371 1.269 N7 741 7 741 C8 C8 C 0 1 Y N N -36.983 113.156 106.492 -0.411 -4.120 1.487 C8 741 8 741 C9 C9 C 0 1 Y N N -36.582 112.372 105.407 0.763 -3.982 0.730 C9 741 9 741 C10 C10 C 0 1 Y N N -37.413 112.190 104.276 0.813 -3.017 -0.288 C10 741 10 741 O11 O11 O 0 1 N N N -41.756 113.241 102.311 -1.504 0.468 -2.655 O11 741 11 741 O12 O12 O 0 1 N N N -42.497 114.701 104.442 -3.724 0.078 -1.084 O12 741 12 741 C13 C13 C 0 1 N N N -42.995 115.728 105.320 -4.847 -0.175 -0.237 C13 741 13 741 C14 C14 C 0 1 N N N -43.842 116.665 104.418 -5.989 0.772 -0.609 C14 741 14 741 C15 C15 C 0 1 N N N -44.337 118.059 104.855 -7.192 0.501 0.298 C15 741 15 741 C16 C16 C 0 1 N N N -41.237 112.491 101.218 -0.318 0.624 -3.436 C16 741 16 741 N17 N17 N 0 1 N N N -37.071 111.416 103.161 1.948 -2.849 -1.056 N17 741 17 741 C18 C18 C 0 1 Y N N -36.288 110.264 103.210 2.914 -1.908 -0.681 C18 741 18 741 C19 C19 C 0 1 Y N N -35.367 109.998 102.173 4.079 -1.775 -1.424 C19 741 19 741 C20 C20 C 0 1 Y N N -34.542 108.852 102.169 5.032 -0.847 -1.055 C20 741 20 741 C21 C21 C 0 1 Y N N -34.628 107.935 103.226 4.826 -0.045 0.060 C21 741 21 741 C22 C22 C 0 1 Y N N -35.536 108.190 104.265 3.659 -0.178 0.805 C22 741 22 741 C23 C23 C 0 1 Y N N -36.362 109.331 104.272 2.704 -1.103 0.432 C23 741 23 741 CL24 CL24 CL 0 0 N N N -35.606 107.020 105.553 3.400 0.824 2.199 CL24 741 24 741 S25 S25 S 0 1 N N N -33.601 106.455 103.270 6.042 1.139 0.532 S25 741 25 741 C26 C26 C 0 1 Y N N -32.362 106.650 102.003 5.251 2.620 -0.002 C26 741 26 741 N27 N27 N 0 1 Y N N -32.617 106.390 100.712 4.122 2.690 -0.668 N27 741 27 741 C28 C28 C 0 1 Y N N -31.425 106.722 100.138 3.824 3.979 -0.903 C28 741 28 741 C29 C29 C 0 1 Y N N -30.517 107.167 101.130 4.794 4.741 -0.369 C29 741 29 741 N30 N30 N 0 1 Y N N -31.150 107.129 102.331 5.703 3.886 0.212 N30 741 30 741 C31 C31 C 0 1 N N N -30.646 107.468 103.660 6.927 4.266 0.922 C31 741 31 741 C32 C32 C 0 1 N N N -35.254 111.873 105.530 1.897 -4.816 0.993 C32 741 32 741 N33 N33 N 0 1 N N N -34.136 111.580 105.604 2.796 -5.478 1.201 N33 741 33 741 N34 N34 N 0 1 N N N -45.040 118.664 103.697 -8.289 1.411 -0.060 N34 741 34 741 C35 C35 C 0 1 N N N -45.958 119.802 103.951 -9.369 1.348 0.934 C35 741 35 741 C36 C36 C 0 1 N N N -45.522 117.692 102.700 -8.795 1.120 -1.408 C36 741 36 741 C37 C37 C 0 1 N N N -47.079 119.921 102.883 -8.956 2.122 2.187 C37 741 37 741 O38 O38 O 0 1 N N N -48.423 119.904 103.427 -8.821 3.509 1.867 O38 741 38 741 H3 H3 H 0 1 N N N -40.556 114.884 106.414 -3.498 -1.790 0.714 H3 741 39 741 H6 H6 H 0 1 N N N -39.367 112.135 102.398 0.509 -1.074 -2.120 H6 741 40 741 H8 H8 H 0 1 N N N -36.309 113.273 107.328 -0.448 -4.863 2.270 H8 741 41 741 H13 H13 H 0 1 N N N -43.611 115.294 106.121 -5.173 -1.207 -0.365 H13 741 42 741 H13A H13A H 0 0 N N N -42.178 116.271 105.817 -4.562 -0.010 0.802 H13A 741 43 741 H14 H14 H 0 1 N N N -43.215 116.851 103.534 -5.662 1.804 -0.481 H14 741 44 741 H14A H14A H 0 0 N N N -44.787 116.107 104.346 -6.274 0.607 -1.648 H14A 741 45 741 H15 H15 H 0 1 N N N -45.024 117.967 105.709 -7.518 -0.530 0.170 H15 741 46 741 H15A H15A H 0 0 N N N -43.492 118.690 105.167 -6.907 0.666 1.337 H15A 741 47 741 H16 H16 H 0 1 N N N -41.103 113.153 100.349 -0.469 1.413 -4.173 H16 741 48 741 H16A H16A H 0 0 N N N -40.267 112.056 101.500 0.514 0.891 -2.784 H16A 741 49 741 H16B H16B H 0 0 N N N -41.940 111.685 100.960 -0.093 -0.312 -3.947 H16B 741 50 741 HN17 HN17 H 0 0 N N N -37.412 111.710 102.268 2.076 -3.383 -1.855 HN17 741 51 741 H19 H19 H 0 1 N N N -35.291 110.697 101.353 4.240 -2.398 -2.291 H19 741 52 741 H20 H20 H 0 1 N N N -33.850 108.683 101.357 5.939 -0.745 -1.633 H20 741 53 741 H23 H23 H 0 1 N N N -37.051 109.494 105.087 1.795 -1.203 1.008 H23 741 54 741 H28 H28 H 0 1 N N N -31.206 106.655 99.083 2.955 4.341 -1.431 H28 741 55 741 H29 H29 H 0 1 N N N -29.498 107.482 100.961 4.847 5.820 -0.388 H29 741 56 741 H31 H31 H 0 1 N N N -29.550 107.553 103.626 7.754 4.322 0.215 H31 741 57 741 H31A H31A H 0 0 N N N -31.078 108.427 103.982 6.786 5.238 1.394 H31A 741 58 741 H31B H31B H 0 0 N N N -30.930 106.679 104.372 7.151 3.520 1.685 H31B 741 59 741 H35 H35 H 0 1 N N N -46.430 119.654 104.934 -10.274 1.789 0.515 H35 741 60 741 H35A H35A H 0 0 N N N -45.362 120.726 103.912 -9.561 0.307 1.197 H35A 741 61 741 H36 H36 H 0 1 N N N -45.642 118.192 101.728 -9.167 0.096 -1.443 H36 741 62 741 H36A H36A H 0 0 N N N -44.793 116.874 102.604 -9.606 1.809 -1.647 H36A 741 63 741 H36B H36B H 0 0 N N N -46.491 117.284 103.024 -7.990 1.240 -2.132 H36B 741 64 741 H37 H37 H 0 1 N N N -46.941 120.874 102.352 -9.717 2.000 2.957 H37 741 65 741 H37A H37A H 0 0 N N N -46.989 119.042 102.228 -8.003 1.740 2.553 H37A 741 66 741 HO38 HO38 H 0 0 N N N -48.381 119.900 104.376 -8.560 4.062 2.616 HO38 741 67 # 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 741 C1 C2 DOUB Y N 1 741 C1 C6 SING Y N 2 741 C1 O11 SING N N 3 741 C2 C3 SING Y N 4 741 C2 O12 SING N N 5 741 C3 C4 DOUB Y N 6 741 C4 C5 SING Y N 7 741 C4 N7 SING Y N 8 741 C5 C6 DOUB Y N 9 741 C5 C10 SING Y N 10 741 N7 C8 DOUB Y N 11 741 C8 C9 SING Y N 12 741 C9 C10 DOUB Y N 13 741 C9 C32 SING N N 14 741 C10 N17 SING N N 15 741 O11 C16 SING N N 16 741 O12 C13 SING N N 17 741 C13 C14 SING N N 18 741 C14 C15 SING N N 19 741 C15 N34 SING N N 20 741 N17 C18 SING N N 21 741 C18 C19 DOUB Y N 22 741 C18 C23 SING Y N 23 741 C19 C20 SING Y N 24 741 C20 C21 DOUB Y N 25 741 C21 C22 SING Y N 26 741 C21 S25 SING N N 27 741 C22 C23 DOUB Y N 28 741 C22 CL24 SING N N 29 741 S25 C26 SING N N 30 741 C26 N27 DOUB Y N 31 741 C26 N30 SING Y N 32 741 N27 C28 SING Y N 33 741 C28 C29 DOUB Y N 34 741 C29 N30 SING Y N 35 741 N30 C31 SING N N 36 741 C32 N33 TRIP N N 37 741 N34 C35 SING N N 38 741 N34 C36 SING N N 39 741 C35 C37 SING N N 40 741 C37 O38 SING N N 41 741 C3 H3 SING N N 42 741 C6 H6 SING N N 43 741 C8 H8 SING N N 44 741 C13 H13 SING N N 45 741 C13 H13A SING N N 46 741 C14 H14 SING N N 47 741 C14 H14A SING N N 48 741 C15 H15 SING N N 49 741 C15 H15A SING N N 50 741 C16 H16 SING N N 51 741 C16 H16A SING N N 52 741 C16 H16B SING N N 53 741 N17 HN17 SING N N 54 741 C19 H19 SING N N 55 741 C20 H20 SING N N 56 741 C23 H23 SING N N 57 741 C28 H28 SING N N 58 741 C29 H29 SING N N 59 741 C31 H31 SING N N 60 741 C31 H31A SING N N 61 741 C31 H31B SING N N 62 741 C35 H35 SING N N 63 741 C35 H35A SING N N 64 741 C36 H36 SING N N 65 741 C36 H36A SING N N 66 741 C36 H36B SING N N 67 741 C37 H37 SING N N 68 741 C37 H37A SING N N 69 741 O38 HO38 SING N N 70 # 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 741 SMILES ACDLabs 10.04 "N#Cc2cnc1c(cc(OC)c(OCCCN(CCO)C)c1)c2Nc4cc(Cl)c(Sc3nccn3C)cc4" 741 SMILES_CANONICAL CACTVS 3.341 "COc1cc2c(Nc3ccc(Sc4nccn4C)c(Cl)c3)c(cnc2cc1OCCCN(C)CCO)C#N" 741 SMILES CACTVS 3.341 "COc1cc2c(Nc3ccc(Sc4nccn4C)c(Cl)c3)c(cnc2cc1OCCCN(C)CCO)C#N" 741 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1ccnc1Sc2ccc(cc2Cl)Nc3c4cc(c(cc4ncc3C#N)OCCC[N@@](C)CCO)OC" 741 SMILES "OpenEye OEToolkits" 1.5.0 "Cn1ccnc1Sc2ccc(cc2Cl)Nc3c4cc(c(cc4ncc3C#N)OCCCN(C)CCO)OC" 741 InChI InChI 1.03 "InChI=1S/C27H29ClN6O3S/c1-33(10-11-35)8-4-12-37-24-15-22-20(14-23(24)36-3)26(18(16-29)17-31-22)32-19-5-6-25(21(28)13-19)38-27-30-7-9-34(27)2/h5-7,9,13-15,17,35H,4,8,10-12H2,1-3H3,(H,31,32)" 741 InChIKey InChI 1.03 QEMHSTOIAUCOQF-UHFFFAOYSA-N # 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 741 "SYSTEMATIC NAME" ACDLabs 10.04 "4-({3-chloro-4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]phenyl}amino)-7-{3-[(2-hydroxyethyl)(methyl)amino]propoxy}-6-methoxyquinoline-3-carbonitrile" 741 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[3-chloro-4-(1-methylimidazol-2-yl)sulfanyl-phenyl]amino]-7-[3-(2-hydroxyethyl-methyl-amino)propoxy]-6-methoxy-quinoline-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 741 "Create component" 2008-11-06 PDBJ 741 "Modify aromatic_flag" 2011-06-04 RCSB 741 "Modify descriptor" 2011-06-04 RCSB #