data_M1L # _chem_comp.id M1L _chem_comp.name "2-({[(3E)-5-{4-[(DIMETHYLAMINO)(DIHYDROXY)-LAMBDA~4~-SULFANYL]PHENYL}-8-METHYL-2-OXO-6,7,8,9-TETRAHYDRO-1H-PYRROLO[3,2-H]ISOQUINOLIN-3(2H)-YLIDENE]AMINO}OXY)-4-HYDROXYBUTANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H30 N4 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "SPD 502; NS 1209" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-08-05 _chem_comp.pdbx_modified_date 2020-05-27 _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 518.583 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M1L _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 2CMO _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 M1L C1 C1 C 0 1 N N N 3.838 30.640 25.687 0.323 3.675 0.125 C1 M1L 1 M1L C2 C2 C 0 1 Y N N 5.685 28.942 22.655 -1.384 0.301 0.005 C2 M1L 2 M1L C3 C3 C 0 1 Y N N 6.179 30.082 21.999 -2.721 0.665 -0.053 C3 M1L 3 M1L C4 C4 C 0 1 Y N N 5.946 31.383 22.508 -3.089 2.016 -0.051 C4 M1L 4 M1L C5 C5 C 0 1 Y N N 5.194 31.601 23.691 -2.100 3.000 0.011 C5 M1L 5 M1L C6 C6 C 0 1 Y N N 4.666 30.437 24.390 -0.774 2.641 0.065 C6 M1L 6 M1L C7 C7 C 0 1 Y N N 4.918 29.089 23.856 -0.408 1.290 0.064 C7 M1L 7 M1L C8 C8 C 0 1 N N N 3.504 32.104 26.048 -0.257 5.028 0.537 C8 M1L 8 M1L N1 N1 N 0 1 N N N 4.656 33.014 25.695 -1.414 5.321 -0.323 N1 M1L 9 M1L C10 C10 C 0 1 N N N 4.944 32.992 24.218 -2.536 4.442 0.021 C10 M1L 10 M1L N2 N2 N 0 1 N N N 6.535 32.345 21.687 -4.475 2.119 -0.115 N2 M1L 11 M1L C11 C11 C 0 1 N N N 7.181 31.766 20.618 -5.058 0.909 -0.160 C11 M1L 12 M1L O1 O1 O 0 1 N N N 7.790 32.309 19.721 -6.253 0.691 -0.220 O1 M1L 13 M1L C12 C12 C 0 1 N N N 6.982 30.247 20.771 -3.982 -0.114 -0.124 C12 M1L 14 M1L N3 N3 N 0 1 N N N 7.486 29.420 19.884 -4.115 -1.409 -0.149 N3 M1L 15 M1L C13 C13 C 0 1 N N N 4.401 34.411 26.152 -1.802 6.734 -0.221 C13 M1L 16 M1L C14 C14 C 0 1 Y N N 4.537 26.101 26.245 2.795 -0.376 1.113 C14 M1L 17 M1L C15 C15 C 0 1 Y N N 5.048 27.288 25.651 1.460 -0.028 1.059 C15 M1L 18 M1L C16 C16 C 0 1 Y N N 4.412 27.853 24.493 1.025 0.912 0.126 C16 M1L 19 M1L C17 C17 C 0 1 Y N N 3.258 27.197 23.950 1.941 1.494 -0.748 C17 M1L 20 M1L C18 C18 C 0 1 Y N N 2.748 26.014 24.539 3.273 1.138 -0.686 C18 M1L 21 M1L C19 C19 C 0 1 Y N N 3.386 25.469 25.684 3.699 0.205 0.242 C19 M1L 22 M1L S1 S1 S 0 1 N N N 2.737 23.989 26.422 5.448 -0.257 0.319 S1 M1L 23 M1L N4 N4 N 0 1 N N N 3.486 22.778 25.521 7.138 -0.703 0.392 N4 M1L 24 M1L O2 O2 O 0 1 N N N 1.305 23.950 26.163 5.779 0.791 -0.926 O2 M1L 25 M1L O3 O3 O 0 1 N N N 3.204 23.926 27.797 5.046 -1.834 -0.009 O3 M1L 26 M1L C20 C20 C 0 1 N N N 2.776 22.055 24.461 7.374 -1.702 1.443 C20 M1L 27 M1L C21 C21 C 0 1 N N N 4.880 22.384 25.747 7.612 -1.187 -0.911 C21 M1L 28 M1L O4 O4 O 0 1 N N N 7.214 28.064 20.149 -2.969 -2.240 -0.106 O4 M1L 29 M1L C22 C22 C 0 1 N N S 7.800 27.224 19.128 -3.263 -3.638 -0.141 C22 M1L 30 M1L C23 C23 C 0 1 N N N 7.920 25.786 19.674 -2.062 -4.398 -0.705 C23 M1L 31 M1L C24 C24 C 0 1 N N N 8.775 25.681 20.940 -1.843 -3.995 -2.165 C24 M1L 32 M1L O5 O5 O 0 1 N N N 10.019 26.362 20.775 -0.720 -4.705 -2.692 O5 M1L 33 M1L C25 C25 C 0 1 N N N 6.913 27.215 17.858 -3.555 -4.124 1.256 C25 M1L 34 M1L O6 O6 O 0 1 N N N 7.504 27.382 16.750 -3.859 -5.414 1.467 O6 M1L 35 M1L O7 O7 O 0 1 N N N 5.662 27.049 17.991 -3.514 -3.353 2.185 O7 M1L 36 M1L H11 1H1 H 0 1 N N N 2.872 30.144 25.511 1.072 3.365 0.854 H11 M1L 37 M1L H12 2H1 H 0 1 N N N 4.422 30.220 26.520 0.790 3.765 -0.856 H12 M1L 38 M1L H2 H2 H 0 1 N N N 5.883 27.958 22.255 -1.103 -0.742 0.006 H2 M1L 39 M1L H81 1H8 H 0 1 N N N 3.318 32.170 27.130 -0.575 4.989 1.579 H81 M1L 40 M1L H82 2H8 H 0 1 N N N 2.612 32.419 25.487 0.498 5.804 0.411 H82 M1L 41 M1L H101 1H10 H 0 0 N N N 4.059 33.390 23.700 -3.338 4.580 -0.705 H101 M1L 42 M1L H102 2H10 H 0 0 N N N 5.841 33.600 24.031 -2.903 4.700 1.014 H102 M1L 43 M1L HN2 HN2 H 0 1 N N N 6.493 33.330 21.854 -4.959 2.959 -0.126 HN2 M1L 44 M1L H131 1H13 H 0 0 N N N 3.453 34.769 25.724 -0.947 7.364 -0.464 H131 M1L 45 M1L H132 2H13 H 0 0 N N N 5.223 35.061 25.819 -2.615 6.939 -0.918 H132 M1L 46 M1L H133 3H13 H 0 0 N N N 4.338 34.432 27.250 -2.134 6.947 0.796 H133 M1L 47 M1L H14 H14 H 0 1 N N N 5.017 25.680 27.116 3.134 -1.101 1.838 H14 M1L 48 M1L H15 H15 H 0 1 N N N 5.919 27.767 26.073 0.755 -0.482 1.739 H15 M1L 49 M1L H17 H17 H 0 1 N N N 2.771 27.611 23.080 1.609 2.222 -1.473 H17 M1L 50 M1L H18 H18 H 0 1 N N N 1.879 25.529 24.119 3.983 1.588 -1.363 H18 M1L 51 M1L HO2 HO2 H 0 1 N N N 0.834 23.942 26.988 6.002 1.686 -0.638 HO2 M1L 52 M1L HO3 HO3 H 0 1 N N N 4.154 23.912 27.809 4.871 -2.366 0.779 HO3 M1L 53 M1L H201 1H20 H 0 0 N N N 1.813 21.691 24.848 6.785 -2.595 1.233 H201 M1L 54 M1L H202 2H20 H 0 0 N N N 3.384 21.201 24.129 8.432 -1.962 1.467 H202 M1L 55 M1L H203 3H20 H 0 0 N N N 2.598 22.731 23.611 7.078 -1.291 2.408 H203 M1L 56 M1L H211 1H21 H 0 0 N N N 4.907 21.420 26.277 7.490 -0.402 -1.657 H211 M1L 57 M1L H212 2H21 H 0 0 N N N 5.384 23.151 26.354 8.666 -1.457 -0.837 H212 M1L 58 M1L H213 3H21 H 0 0 N N N 5.395 22.285 24.780 7.032 -2.062 -1.206 H213 M1L 59 M1L H22 H22 H 0 1 N N N 8.792 27.618 18.863 -4.133 -3.811 -0.774 H22 M1L 60 M1L H231 1H23 H 0 0 N N N 8.414 25.183 18.897 -1.172 -4.155 -0.124 H231 M1L 61 M1L H232 2H23 H 0 0 N N N 6.909 25.425 19.913 -2.251 -5.470 -0.649 H232 M1L 62 M1L H241 1H24 H 0 0 N N N 8.980 24.619 21.139 -2.732 -4.238 -2.746 H241 M1L 63 M1L H242 2H24 H 0 0 N N N 8.228 26.134 21.780 -1.654 -2.923 -2.221 H242 M1L 64 M1L HO5 HO5 H 0 1 N N N 10.178 26.513 19.851 -0.523 -4.498 -3.616 HO5 M1L 65 M1L HO6 HO6 H 0 1 N N N 6.867 27.363 16.045 -4.037 -5.679 2.380 HO6 M1L 66 # 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 M1L C1 C6 SING N N 1 M1L C1 C8 SING N N 2 M1L C1 H11 SING N N 3 M1L C1 H12 SING N N 4 M1L C2 C3 DOUB Y N 5 M1L C2 C7 SING Y N 6 M1L C2 H2 SING N N 7 M1L C3 C4 SING Y N 8 M1L C3 C12 SING N N 9 M1L C4 C5 DOUB Y N 10 M1L C4 N2 SING N N 11 M1L C5 C6 SING Y N 12 M1L C5 C10 SING N N 13 M1L C6 C7 DOUB Y N 14 M1L C7 C16 SING Y N 15 M1L C8 N1 SING N N 16 M1L C8 H81 SING N N 17 M1L C8 H82 SING N N 18 M1L N1 C10 SING N N 19 M1L N1 C13 SING N N 20 M1L C10 H101 SING N N 21 M1L C10 H102 SING N N 22 M1L N2 C11 SING N N 23 M1L N2 HN2 SING N N 24 M1L C11 O1 DOUB N N 25 M1L C11 C12 SING N N 26 M1L C12 N3 DOUB N E 27 M1L N3 O4 SING N N 28 M1L C13 H131 SING N N 29 M1L C13 H132 SING N N 30 M1L C13 H133 SING N N 31 M1L C14 C15 SING Y N 32 M1L C14 C19 DOUB Y N 33 M1L C14 H14 SING N N 34 M1L C15 C16 DOUB Y N 35 M1L C15 H15 SING N N 36 M1L C16 C17 SING Y N 37 M1L C17 C18 DOUB Y N 38 M1L C17 H17 SING N N 39 M1L C18 C19 SING Y N 40 M1L C18 H18 SING N N 41 M1L C19 S1 SING N N 42 M1L S1 N4 SING N N 43 M1L S1 O2 SING N N 44 M1L S1 O3 SING N N 45 M1L N4 C20 SING N N 46 M1L N4 C21 SING N N 47 M1L O2 HO2 SING N N 48 M1L O3 HO3 SING N N 49 M1L C20 H201 SING N N 50 M1L C20 H202 SING N N 51 M1L C20 H203 SING N N 52 M1L C21 H211 SING N N 53 M1L C21 H212 SING N N 54 M1L C21 H213 SING N N 55 M1L O4 C22 SING N N 56 M1L C22 C23 SING N N 57 M1L C22 C25 SING N N 58 M1L C22 H22 SING N N 59 M1L C23 C24 SING N N 60 M1L C23 H231 SING N N 61 M1L C23 H232 SING N N 62 M1L C24 O5 SING N N 63 M1L C24 H241 SING N N 64 M1L C24 H242 SING N N 65 M1L O5 HO5 SING N N 66 M1L C25 O6 SING N N 67 M1L C25 O7 DOUB N N 68 M1L O6 HO6 SING N N 69 # 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 M1L SMILES ACDLabs 10.04 "O=C(O)C(O\N=C2/c1cc(c3c(c1NC2=O)CN(CC3)C)c4ccc(cc4)S(O)(O)N(C)C)CCO" M1L InChI InChI 1.03 "InChI=1S/C24H30N4O7S/c1-27(2)36(33,34)15-6-4-14(5-7-15)17-12-18-21(19-13-28(3)10-8-16(17)19)25-23(30)22(18)26-35-20(9-11-29)24(31)32/h4-7,12,20,29,33-34H,8-11,13H2,1-3H3,(H,31,32)(H,25,26,30)/t20-/m0/s1" M1L InChIKey InChI 1.03 PHWIDOUZQOKACD-FQEVSTJZSA-N M1L SMILES_CANONICAL CACTVS 3.385 "CN1CCc2c(C1)c3NC(=O)C(=N/O[C@@H](CCO)C(O)=O)/c3cc2c4ccc(cc4)[S](O)(O)N(C)C" M1L SMILES CACTVS 3.385 "CN1CCc2c(C1)c3NC(=O)C(=NO[CH](CCO)C(O)=O)c3cc2c4ccc(cc4)[S](O)(O)N(C)C" M1L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "CN1CCc2c(cc\3c(c2C1)NC(=O)/C3=N/O[C@@H](CCO)C(=O)O)c4ccc(cc4)S(N(C)C)(O)O" M1L SMILES "OpenEye OEToolkits" 1.7.5 "CN1CCc2c(cc3c(c2C1)NC(=O)C3=NOC(CCO)C(=O)O)c4ccc(cc4)S(N(C)C)(O)O" # _pdbx_chem_comp_identifier.comp_id M1L _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 10.04 _pdbx_chem_comp_identifier.identifier "(2S)-2-({[(3E)-5-{4-[(dimethylamino)(dihydroxy)-lambda~4~-sulfanyl]phenyl}-8-methyl-2-oxo-1,2,6,7,8,9-hexahydro-3H-pyrrolo[3,2-h]isoquinolin-3-ylidene]amino}oxy)-4-hydroxybutanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M1L "Create component" 2003-08-05 RCSB M1L "Modify aromatic_flag" 2011-06-04 RCSB M1L "Modify descriptor" 2011-06-04 RCSB M1L "Modify descriptor" 2012-01-05 RCSB M1L "Modify coordinates" 2012-01-05 RCSB M1L "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 M1L "SPD 502" ? ? 2 M1L "NS 1209" ? ? #