data_QLM # _chem_comp.id QLM _chem_comp.name "methyl (2R,7S)-7-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-14-[(methoxycarbonyl)amino]-2,3,4,5,6,7-hexahydro-1H-8,11-epimino-1,9-benzodiazacyclotridecine-2-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H30 Cl N9 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-11-15 _chem_comp.pdbx_modified_date 2020-01-24 _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 620.059 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QLM _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 5QTW _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 QLM C13 C1 C 0 1 N N N 37.701 -17.037 27.907 5.084 0.213 -0.324 C13 QLM 1 QLM C18 C2 C 0 1 N N N 39.327 -22.010 27.578 -0.259 -1.026 -2.875 C18 QLM 2 QLM C17 C3 C 0 1 N N S 39.729 -20.877 28.534 0.620 0.071 -2.273 C17 QLM 3 QLM C15 C4 C 0 1 N N N 39.012 -18.702 29.312 2.852 0.141 -1.298 C15 QLM 4 QLM C19 C5 C 0 1 N N N 40.155 -23.334 27.812 -0.818 -1.945 -1.788 C19 QLM 5 QLM C20 C6 C 0 1 N N N 40.218 -23.862 29.280 -2.282 -2.271 -2.102 C20 QLM 6 QLM C22 C7 C 0 1 Y N N 41.219 -20.704 28.497 -0.208 0.958 -1.378 C22 QLM 7 QLM C24 C8 C 0 1 Y N N 43.237 -20.556 27.814 -0.822 2.494 0.013 C24 QLM 8 QLM C34 C9 C 0 1 N N N 48.640 -21.988 32.930 -7.911 0.763 1.878 C34 QLM 9 QLM C27 C10 C 0 1 Y N N 44.386 -21.376 30.010 -3.213 1.695 0.498 C27 QLM 10 QLM CL1 CL1 CL 0 0 N N N 33.757 -14.142 29.529 6.757 -3.716 2.617 CL1 QLM 11 QLM C2 C11 C 0 1 Y N N 36.700 -13.516 26.911 8.422 -0.320 1.324 C2 QLM 12 QLM C3 C12 C 0 1 Y N N 35.594 -13.328 27.729 8.217 -1.538 1.946 C3 QLM 13 QLM C4 C13 C 0 1 Y N N 35.181 -14.356 28.554 6.998 -2.188 1.831 C4 QLM 14 QLM C5 C14 C 0 1 Y N N 35.843 -15.568 28.587 5.975 -1.625 1.096 C5 QLM 15 QLM C6 C15 C 0 1 Y N N 36.955 -15.776 27.757 6.169 -0.394 0.462 C6 QLM 16 QLM C7 C16 C 0 1 Y N N 37.374 -14.735 26.911 7.405 0.263 0.585 C7 QLM 17 QLM N8 N1 N 0 1 Y N N 38.498 -14.908 26.046 7.611 1.495 -0.043 N8 QLM 18 QLM C9 C17 C 0 1 Y N N 38.604 -14.940 24.715 8.645 1.848 -0.839 C9 QLM 19 QLM N10 N2 N 0 1 Y N N 39.816 -15.281 24.379 8.440 3.083 -1.217 N10 QLM 20 QLM N11 N3 N 0 1 Y N N 40.484 -15.458 25.546 7.349 3.535 -0.714 N11 QLM 21 QLM N12 N4 N 0 1 Y N N 39.707 -15.231 26.560 6.784 2.631 0.012 N12 QLM 22 QLM C14 C18 C 0 1 N N N 38.276 -17.445 29.042 3.934 -0.465 -0.521 C14 QLM 23 QLM O16 O1 O 0 1 N N N 39.678 -18.865 30.343 2.990 1.256 -1.767 O16 QLM 24 QLM N21 N5 N 0 1 N N N 38.975 -19.638 28.340 1.703 -0.536 -1.494 N21 QLM 25 QLM N23 N6 N 0 1 Y N N 41.930 -20.411 27.423 0.197 2.005 -0.714 N23 QLM 26 QLM C25 C19 C 0 1 Y N N 43.299 -20.930 29.138 -1.893 1.689 -0.169 C25 QLM 27 QLM N26 N7 N 0 1 Y N N 41.998 -20.988 29.554 -1.535 0.792 -1.156 N26 QLM 28 QLM C28 C20 C 0 1 Y N N 45.563 -20.626 30.089 -3.743 2.839 1.073 C28 QLM 29 QLM C29 C21 C 0 1 Y N N 46.554 -20.956 30.994 -4.976 2.791 1.694 C29 QLM 30 QLM C30 C22 C 0 1 Y N N 46.384 -22.040 31.856 -5.688 1.598 1.740 C30 QLM 31 QLM C31 C23 C 0 1 Y N N 45.221 -22.809 31.764 -5.161 0.445 1.168 C31 QLM 32 QLM C32 C24 C 0 1 Y N N 44.224 -22.501 30.842 -3.925 0.481 0.557 C32 QLM 33 QLM N33 N8 N 0 1 N N N 47.360 -22.448 32.805 -6.937 1.556 2.368 N33 QLM 34 QLM O35 O2 O 0 1 N N N 49.223 -21.260 32.152 -7.680 0.026 0.940 O35 QLM 35 QLM O36 O3 O 0 1 N N N 49.193 -22.482 34.056 -9.140 0.789 2.427 O36 QLM 36 QLM C37 C25 C 0 1 N N N 50.609 -22.213 34.234 -10.140 -0.091 1.849 C37 QLM 37 QLM C38 C26 C 0 1 N N N 41.393 -24.798 29.612 -2.975 -2.872 -0.882 C38 QLM 38 QLM C39 C27 C 0 1 N N R 42.805 -24.189 29.566 -4.005 -1.891 -0.302 C39 QLM 39 QLM N40 N9 N 0 1 N N N 43.064 -23.298 30.688 -3.307 -0.654 0.038 N40 QLM 40 QLM C41 C28 C 0 1 N N N 43.901 -25.243 29.539 -5.101 -1.637 -1.304 C41 QLM 41 QLM O42 O4 O 0 1 N N N 44.463 -25.657 30.514 -5.085 -0.632 -1.974 O42 QLM 42 QLM O43 O5 O 0 1 N N N 44.200 -25.598 28.294 -6.094 -2.527 -1.452 O43 QLM 43 QLM C44 C29 C 0 1 N N N 45.202 -26.637 28.118 -7.116 -2.217 -2.437 C44 QLM 44 QLM H49 H1 H 0 1 N N N 37.789 -17.675 27.040 5.207 1.202 -0.740 H49 QLM 45 QLM H52 H2 H 0 1 N N N 39.491 -21.672 26.544 -1.084 -0.568 -3.421 H52 QLM 46 QLM H53 H3 H 0 1 N N N 38.260 -22.232 27.726 0.338 -1.620 -3.571 H53 QLM 47 QLM H51 H4 H 0 1 N N N 39.487 -21.238 29.545 1.051 0.672 -3.077 H51 QLM 48 QLM H55 H5 H 0 1 N N N 39.707 -24.124 27.191 -0.243 -2.871 -1.766 H55 QLM 49 QLM H54 H6 H 0 1 N N N 41.187 -23.147 27.479 -0.756 -1.456 -0.819 H54 QLM 50 QLM H57 H7 H 0 1 N N N 40.283 -22.991 29.948 -2.783 -1.364 -2.428 H57 QLM 51 QLM H56 H8 H 0 1 N N N 39.285 -24.409 29.481 -2.309 -2.998 -2.921 H56 QLM 52 QLM H59 H9 H 0 1 N N N 44.094 -20.399 27.175 -0.779 3.356 0.662 H59 QLM 53 QLM H45 H10 H 0 1 N N N 37.039 -12.714 26.272 9.374 0.179 1.419 H45 QLM 54 QLM H46 H11 H 0 1 N N N 35.062 -12.388 27.720 9.012 -1.985 2.524 H46 QLM 55 QLM H47 H12 H 0 1 N N N 35.506 -16.352 29.249 5.027 -2.135 1.009 H47 QLM 56 QLM H48 H13 H 0 1 N N N 37.806 -14.717 24.022 9.484 1.225 -1.112 H48 QLM 57 QLM H50 H14 H 0 1 N N N 38.193 -16.765 29.877 3.812 -1.454 -0.105 H50 QLM 58 QLM H58 H15 H 0 1 N N N 38.444 -19.488 27.506 1.594 -1.424 -1.121 H58 QLM 59 QLM H74 H17 H 0 1 N N N 41.683 -21.203 30.478 -2.125 0.184 -1.626 H74 QLM 60 QLM H60 H18 H 0 1 N N N 45.700 -19.778 29.434 -3.193 3.769 1.033 H60 QLM 61 QLM H61 H19 H 0 1 N N N 47.462 -20.373 31.034 -5.387 3.681 2.148 H61 QLM 62 QLM H62 H20 H 0 1 N N N 45.093 -23.658 32.420 -5.720 -0.479 1.211 H62 QLM 63 QLM H63 H21 H 0 1 N N N 47.077 -23.153 33.456 -7.103 2.097 3.156 H63 QLM 64 QLM H64 H22 H 0 1 N N N 50.952 -22.659 35.179 -11.082 0.028 2.383 H64 QLM 65 QLM H66 H23 H 0 1 N N N 51.173 -22.650 33.397 -10.283 0.163 0.798 H66 QLM 66 QLM H65 H24 H 0 1 N N N 50.775 -21.126 34.261 -9.804 -1.125 1.930 H65 QLM 67 QLM H68 H25 H 0 1 N N N 41.232 -25.186 30.629 -3.483 -3.795 -1.171 H68 QLM 68 QLM H67 H26 H 0 1 N N N 41.367 -25.631 28.894 -2.231 -3.104 -0.117 H67 QLM 69 QLM H69 H27 H 0 1 N N N 42.881 -23.607 28.636 -4.441 -2.323 0.605 H69 QLM 70 QLM H70 H28 H 0 1 N N N 42.297 -22.657 30.702 -2.337 -0.649 -0.057 H70 QLM 71 QLM H71 H29 H 0 1 N N N 45.348 -26.828 27.045 -7.601 -1.278 -2.172 H71 QLM 72 QLM H72 H30 H 0 1 N N N 46.152 -26.309 28.565 -6.656 -2.125 -3.420 H72 QLM 73 QLM H73 H31 H 0 1 N N N 44.864 -27.560 28.612 -7.857 -3.017 -2.455 H73 QLM 74 # # 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 QLM N10 C9 DOUB Y N 1 QLM N10 N11 SING Y N 2 QLM C9 N8 SING Y N 3 QLM N11 N12 DOUB Y N 4 QLM N8 N12 SING Y N 5 QLM N8 C7 SING N N 6 QLM C7 C2 DOUB Y N 7 QLM C7 C6 SING Y N 8 QLM C2 C3 SING Y N 9 QLM N23 C24 SING Y N 10 QLM N23 C22 DOUB Y N 11 QLM C18 C19 SING N N 12 QLM C18 C17 SING N N 13 QLM C3 C4 DOUB Y N 14 QLM C6 C13 SING N N 15 QLM C6 C5 DOUB Y N 16 QLM C19 C20 SING N N 17 QLM C24 C25 DOUB Y N 18 QLM C13 C14 DOUB N E 19 QLM C44 O43 SING N N 20 QLM O43 C41 SING N N 21 QLM N21 C17 SING N N 22 QLM N21 C15 SING N N 23 QLM C22 C17 SING N N 24 QLM C22 N26 SING Y N 25 QLM C4 C5 SING Y N 26 QLM C4 CL1 SING N N 27 QLM C14 C15 SING N N 28 QLM C25 N26 SING Y N 29 QLM C25 C27 SING N N 30 QLM C20 C38 SING N N 31 QLM C15 O16 DOUB N N 32 QLM C41 C39 SING N N 33 QLM C41 O42 DOUB N N 34 QLM C39 C38 SING N N 35 QLM C39 N40 SING N N 36 QLM C27 C28 DOUB Y N 37 QLM C27 C32 SING Y N 38 QLM C28 C29 SING Y N 39 QLM N40 C32 SING N N 40 QLM C32 C31 DOUB Y N 41 QLM C29 C30 DOUB Y N 42 QLM C31 C30 SING Y N 43 QLM C30 N33 SING N N 44 QLM O35 C34 DOUB N N 45 QLM N33 C34 SING N N 46 QLM C34 O36 SING N N 47 QLM O36 C37 SING N N 48 QLM C13 H49 SING N N 49 QLM C18 H52 SING N N 50 QLM C18 H53 SING N N 51 QLM C17 H51 SING N N 52 QLM C19 H55 SING N N 53 QLM C19 H54 SING N N 54 QLM C20 H57 SING N N 55 QLM C20 H56 SING N N 56 QLM C24 H59 SING N N 57 QLM C2 H45 SING N N 58 QLM C3 H46 SING N N 59 QLM C5 H47 SING N N 60 QLM C9 H48 SING N N 61 QLM C14 H50 SING N N 62 QLM N21 H58 SING N N 63 QLM N26 H74 SING N N 64 QLM C28 H60 SING N N 65 QLM C29 H61 SING N N 66 QLM C31 H62 SING N N 67 QLM N33 H63 SING N N 68 QLM C37 H64 SING N N 69 QLM C37 H66 SING N N 70 QLM C37 H65 SING N N 71 QLM C38 H68 SING N N 72 QLM C38 H67 SING N N 73 QLM C39 H69 SING N N 74 QLM N40 H70 SING N N 75 QLM C44 H71 SING N N 76 QLM C44 H72 SING N N 77 QLM C44 H73 SING N N 78 # # 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 QLM SMILES ACDLabs 12.01 "[C@H](=CC(=O)NC2CCCCC(Nc1c(ccc(NC(OC)=O)c1)c3cnc2n3)C(=O)OC)c4cc(Cl)ccc4n5nnnc5" QLM InChI InChI 1.03 "InChI=1S/C29H30ClN9O5/c1-43-28(41)22-6-4-3-5-21(35-26(40)12-7-17-13-18(30)8-11-25(17)39-16-32-37-38-39)27-31-15-24(36-27)20-10-9-19(14-23(20)34-22)33-29(42)44-2/h7-16,21-22,34H,3-6H2,1-2H3,(H,31,36)(H,33,42)(H,35,40)/b12-7+/t21-,22+/m0/s1" QLM InChIKey InChI 1.03 IMAMZDHZESKXTJ-VFPWRSFOSA-N QLM SMILES_CANONICAL CACTVS 3.385 "COC(=O)Nc1ccc2c(N[C@H](CCCC[C@H](NC(=O)/C=C/c3cc(Cl)ccc3n4cnnn4)c5[nH]c2cn5)C(=O)OC)c1" QLM SMILES CACTVS 3.385 "COC(=O)Nc1ccc2c(N[CH](CCCC[CH](NC(=O)C=Cc3cc(Cl)ccc3n4cnnn4)c5[nH]c2cn5)C(=O)OC)c1" QLM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC(=O)[C@H]1CCCC[C@@H](c2[nH]c(cn2)-c3ccc(cc3N1)NC(=O)OC)NC(=O)/C=C/c4cc(ccc4n5cnnn5)Cl" QLM SMILES "OpenEye OEToolkits" 2.0.6 "COC(=O)C1CCCCC(c2[nH]c(cn2)-c3ccc(cc3N1)NC(=O)OC)NC(=O)C=Cc4cc(ccc4n5cnnn5)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 QLM "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (2R,7S)-7-({(2E)-3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]prop-2-enoyl}amino)-14-[(methoxycarbonyl)amino]-2,3,4,5,6,7-hexahydro-1H-8,11-epimino-1,9-benzodiazacyclotridecine-2-carboxylate" QLM "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl (9~{R},14~{S})-14-[[(~{E})-3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]prop-2-enoyl]amino]-5-(methoxycarbonylamino)-8,16,18-triazatricyclo[13.2.1.0^{2,7}]octadeca-1(17),2,4,6,15-pentaene-9-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 QLM "Create component" 2019-11-15 RCSB QLM "Initial release" 2020-01-29 RCSB ##