data_QMN # _chem_comp.id QMN _chem_comp.name "ethyl (9S)-9-[3-(1H-benzimidazol-2-yloxy)phenyl]-8-oxo-4,5,6,7,8,9-hexahydro-2H-pyrrolo[3,4-b]quinoline-3-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H24 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-05 _chem_comp.pdbx_modified_date 2014-11-14 _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 468.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QMN _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 4UZD _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 QMN C1 C1 C 0 1 N N S 58.274 -10.128 44.410 1.096 1.211 0.825 C1 QMN 1 QMN N2 N2 N 0 1 N N N 58.277 -11.463 41.863 3.682 0.685 -0.434 N2 QMN 2 QMN C3 C3 C 0 1 Y N N 57.484 -11.984 42.850 3.009 -0.352 0.197 C3 QMN 3 QMN C4 C4 C 0 1 Y N N 57.496 -11.407 44.158 1.757 -0.139 0.820 C4 QMN 4 QMN C5 C5 C 0 1 Y N N 56.647 -12.178 44.921 1.354 -1.305 1.345 C5 QMN 5 QMN N6 N6 N 0 1 Y N N 56.133 -13.160 44.137 2.290 -2.258 1.082 N6 QMN 6 QMN C7 C7 C 0 1 Y N N 56.645 -13.063 42.868 3.327 -1.678 0.366 C7 QMN 7 QMN C8 C8 C 0 1 N N N 59.091 -9.671 43.205 2.091 2.268 0.394 C8 QMN 8 QMN C9 C9 C 0 1 N N N 59.106 -10.381 42.039 3.269 1.974 -0.194 C9 QMN 9 QMN C10 C10 C 0 1 N N N 59.935 -10.000 40.853 4.210 3.074 -0.631 C10 QMN 10 QMN C11 C11 C 0 1 N N N 60.404 -8.550 40.828 4.080 4.269 0.315 C11 QMN 11 QMN C12 C12 C 0 1 N N N 60.803 -8.030 42.196 2.626 4.751 0.280 C12 QMN 12 QMN C13 C13 C 0 1 N N N 59.858 -8.420 43.303 1.724 3.605 0.641 C13 QMN 13 QMN O14 O14 O 0 1 N N N 59.780 -7.706 44.291 0.649 3.838 1.159 O14 QMN 14 QMN C15 C15 C 0 1 N N N 56.256 -14.018 41.843 4.493 -2.330 -0.101 C15 QMN 15 QMN O16 O16 O 0 1 N N N 55.437 -14.898 42.038 5.333 -1.704 -0.720 O16 QMN 16 QMN O17 O17 O 0 1 N N N 56.893 -13.778 40.674 4.674 -3.646 0.141 O17 QMN 17 QMN C18 C18 C 0 1 N N N 56.685 -14.726 39.579 5.874 -4.238 -0.360 C18 QMN 18 QMN C19 C19 C 0 1 N N N 55.682 -14.206 38.645 5.902 -5.723 0.009 C19 QMN 19 QMN C20 C20 C 0 1 Y N N 57.342 -9.042 44.958 -0.070 1.201 -0.130 C20 QMN 20 QMN C21 C21 C 0 1 Y N N 56.956 -9.071 46.293 -1.344 1.459 0.335 C21 QMN 21 QMN C22 C22 C 0 1 Y N N 55.760 -8.481 46.693 -2.418 1.449 -0.544 C22 QMN 22 QMN C23 C23 C 0 1 Y N N 54.986 -7.776 45.790 -2.207 1.181 -1.889 C23 QMN 23 QMN C24 C24 C 0 1 Y N N 55.431 -7.644 44.489 -0.930 0.923 -2.349 C24 QMN 24 QMN C25 C25 C 0 1 Y N N 56.601 -8.262 44.079 0.138 0.939 -1.472 C25 QMN 25 QMN C26 C26 C 0 1 Y N N 58.945 -5.713 51.442 -7.887 -2.371 0.386 C26 QMN 26 QMN C27 C27 C 0 1 Y N N 58.048 -6.104 52.443 -6.851 -3.222 0.031 C27 QMN 27 QMN C28 C28 C 0 1 Y N N 56.971 -6.937 52.159 -5.588 -2.726 -0.205 C28 QMN 28 QMN C29 C29 C 0 1 Y N N 58.778 -6.140 50.131 -7.666 -1.015 0.508 C29 QMN 29 QMN C30 C30 C 0 1 Y N N 57.684 -6.948 49.849 -6.401 -0.498 0.275 C30 QMN 30 QMN C31 C31 C 0 1 Y N N 56.783 -7.350 50.841 -5.348 -1.355 -0.086 C31 QMN 31 QMN N32 N32 N 0 1 Y N N 55.725 -8.059 50.273 -4.242 -0.583 -0.248 N32 QMN 32 QMN C33 C33 C 0 1 Y N N 56.008 -8.064 48.989 -4.543 0.669 -0.016 C33 QMN 33 QMN N34 N34 N 0 1 Y N N 57.167 -7.415 48.654 -5.862 0.777 0.311 N34 QMN 34 QMN O35 O35 O 0 1 N N N 55.255 -8.654 48.010 -3.673 1.702 -0.089 O35 QMN 35 QMN H1 H1 H 0 1 N N N 58.995 -10.352 45.210 0.739 1.436 1.829 H1 QMN 36 QMN HN2 HN2 H 0 1 N N N 58.252 -11.895 40.961 4.425 0.505 -1.030 HN2 QMN 37 QMN H5 H5 H 0 1 N N N 56.427 -12.027 45.967 0.435 -1.464 1.889 H5 QMN 38 QMN HN6 HN6 H 0 1 N N N 55.478 -13.852 44.440 2.240 -3.188 1.351 HN6 QMN 39 QMN H10 H10 H 0 1 N N N 60.825 -10.646 40.838 5.235 2.705 -0.609 H10 QMN 40 QMN H10A H10A H 0 0 N N N 59.337 -10.180 39.948 3.959 3.385 -1.645 H10A QMN 41 QMN H11 H11 H 0 1 N N N 61.273 -8.475 40.158 4.342 3.966 1.329 H11 QMN 42 QMN H11A H11A H 0 0 N N N 59.587 -7.924 40.440 4.741 5.071 -0.013 H11A QMN 43 QMN H12 H12 H 0 1 N N N 61.800 -8.425 42.438 2.492 5.561 0.998 H12 QMN 44 QMN H12A H12A H 0 0 N N N 60.845 -6.932 42.149 2.382 5.106 -0.722 H12A QMN 45 QMN H18 H18 H 0 1 N N N 57.634 -14.879 39.045 5.906 -4.133 -1.444 H18 QMN 46 QMN H18A H18A H 0 0 N N N 56.337 -15.685 39.990 6.737 -3.739 0.080 H18A QMN 47 QMN H19 H19 H 0 1 N N N 55.534 -14.926 37.827 5.039 -6.223 -0.431 H19 QMN 48 QMN H19A H19A H 0 0 N N N 54.731 -14.054 39.176 6.817 -6.175 -0.373 H19A QMN 49 QMN H19B H19B H 0 0 N N N 56.028 -13.247 38.231 5.870 -5.829 1.093 H19B QMN 50 QMN H21 H21 H 0 1 N N N 57.587 -9.554 47.024 -1.506 1.667 1.382 H21 QMN 51 QMN H23 H23 H 0 1 N N N 54.049 -7.336 46.097 -3.041 1.172 -2.576 H23 QMN 52 QMN H24 H24 H 0 1 N N N 54.862 -7.054 43.786 -0.766 0.714 -3.396 H24 QMN 53 QMN H25 H25 H 0 1 N N N 56.942 -8.136 43.062 1.136 0.742 -1.834 H25 QMN 54 QMN H26 H26 H 0 1 N N N 59.777 -5.071 51.692 -8.873 -2.772 0.564 H26 QMN 55 QMN H27 H27 H 0 1 N N N 58.195 -5.753 53.454 -7.036 -4.282 -0.061 H27 QMN 56 QMN H28 H28 H 0 1 N N N 56.297 -7.256 52.940 -4.786 -3.395 -0.481 H28 QMN 57 QMN H29 H29 H 0 1 N N N 59.475 -5.854 49.357 -8.477 -0.357 0.784 H29 QMN 58 QMN HN34 HN34 H 0 0 N N N 57.556 -7.303 47.740 -6.336 1.595 0.528 HN34 QMN 59 # 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 QMN C1 C4 SING N N 1 QMN C1 C8 SING N N 2 QMN C1 C20 SING N N 3 QMN N2 C3 SING N N 4 QMN N2 C9 SING N N 5 QMN C3 C4 SING Y N 6 QMN C3 C7 DOUB Y N 7 QMN C4 C5 DOUB Y N 8 QMN C5 N6 SING Y N 9 QMN N6 C7 SING Y N 10 QMN C7 C15 SING N N 11 QMN C8 C9 DOUB N N 12 QMN C8 C13 SING N N 13 QMN C9 C10 SING N N 14 QMN C10 C11 SING N N 15 QMN C11 C12 SING N N 16 QMN C12 C13 SING N N 17 QMN C13 O14 DOUB N N 18 QMN C15 O16 DOUB N N 19 QMN C15 O17 SING N N 20 QMN O17 C18 SING N N 21 QMN C18 C19 SING N N 22 QMN C20 C21 DOUB Y N 23 QMN C20 C25 SING Y N 24 QMN C21 C22 SING Y N 25 QMN C22 C23 DOUB Y N 26 QMN C22 O35 SING N N 27 QMN C23 C24 SING Y N 28 QMN C24 C25 DOUB Y N 29 QMN C26 C27 DOUB Y N 30 QMN C26 C29 SING Y N 31 QMN C27 C28 SING Y N 32 QMN C28 C31 DOUB Y N 33 QMN C29 C30 DOUB Y N 34 QMN C30 C31 SING Y N 35 QMN C30 N34 SING Y N 36 QMN C31 N32 SING Y N 37 QMN N32 C33 DOUB Y N 38 QMN C33 N34 SING Y N 39 QMN C33 O35 SING N N 40 QMN C1 H1 SING N N 41 QMN N2 HN2 SING N N 42 QMN C5 H5 SING N N 43 QMN N6 HN6 SING N N 44 QMN C10 H10 SING N N 45 QMN C10 H10A SING N N 46 QMN C11 H11 SING N N 47 QMN C11 H11A SING N N 48 QMN C12 H12 SING N N 49 QMN C12 H12A SING N N 50 QMN C18 H18 SING N N 51 QMN C18 H18A SING N N 52 QMN C19 H19 SING N N 53 QMN C19 H19A SING N N 54 QMN C19 H19B SING N N 55 QMN C21 H21 SING N N 56 QMN C23 H23 SING N N 57 QMN C24 H24 SING N N 58 QMN C25 H25 SING N N 59 QMN C26 H26 SING N N 60 QMN C27 H27 SING N N 61 QMN C28 H28 SING N N 62 QMN C29 H29 SING N N 63 QMN N34 HN34 SING N N 64 # 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 QMN SMILES ACDLabs 12.01 "O=C(OCC)c3c2NC1=C(C(=O)CCC1)C(c2cn3)c6cc(Oc5nc4ccccc4n5)ccc6" QMN InChI InChI 1.03 "InChI=1S/C27H24N4O4/c1-2-34-26(33)25-24-17(14-28-25)22(23-20(29-24)11-6-12-21(23)32)15-7-5-8-16(13-15)35-27-30-18-9-3-4-10-19(18)31-27/h3-5,7-10,13-14,22,28-29H,2,6,11-12H2,1H3,(H,30,31)/t22-/m0/s1" QMN InChIKey InChI 1.03 YXMQIWJYPNBZJS-QFIPXVFZSA-N QMN SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)c1[nH]cc2[C@H](c3cccc(Oc4[nH]c5ccccc5n4)c3)C6=C(CCCC6=O)Nc12" QMN SMILES CACTVS 3.385 "CCOC(=O)c1[nH]cc2[CH](c3cccc(Oc4[nH]c5ccccc5n4)c3)C6=C(CCCC6=O)Nc12" QMN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOC(=O)c1c2c(c[nH]1)[C@@H](C3=C(N2)CCCC3=O)c4cccc(c4)Oc5[nH]c6ccccc6n5" QMN SMILES "OpenEye OEToolkits" 1.7.6 "CCOC(=O)c1c2c(c[nH]1)C(C3=C(N2)CCCC3=O)c4cccc(c4)Oc5[nH]c6ccccc6n5" # 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 QMN "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl (9S)-9-[3-(1H-benzimidazol-2-yloxy)phenyl]-8-oxo-4,5,6,7,8,9-hexahydro-2H-pyrrolo[3,4-b]quinoline-3-carboxylate" QMN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "ethyl (9S)-9-[3-(1H-benzimidazol-2-yloxy)phenyl]-8-oxidanylidene-2,4,5,6,7,9-hexahydropyrrolo[3,4-b]quinoline-3-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site QMN "Create component" 2014-09-05 EBI QMN "Initial release" 2014-11-19 RCSB #