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                    2008-10-14 
_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                        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        ? 
_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 1.943  3.117  0.053  C1   M1L 1  
M1L C2   C2   C 0 1 Y N N 5.685  28.942 22.655 -0.569 0.284  0.081  C2   M1L 2  
M1L C3   C3   C 0 1 Y N N 6.179  30.082 21.999 -1.765 0.976  -0.045 C3   M1L 3  
M1L C4   C4   C 0 1 Y N N 5.946  31.383 22.508 -1.771 2.372  -0.142 C4   M1L 4  
M1L C5   C5   C 0 1 Y N N 5.194  31.601 23.691 -0.562 3.070  -0.110 C5   M1L 5  
M1L C6   C6   C 0 1 Y N N 4.666  30.437 24.390 0.624  2.384  0.016  C6   M1L 6  
M1L C7   C7   C 0 1 Y N N 4.918  29.089 23.856 0.629  0.990  0.113  C7   M1L 7  
M1L C8   C8   C 0 1 N N N 3.504  32.104 26.048 1.744  4.549  -0.446 C8   M1L 8  
M1L N1   N1   N 0 1 N N N 4.656  33.014 25.695 0.637  5.160  0.304  N1   M1L 9  
M1L C10  C10  C 0 1 N N N 4.944  32.992 24.218 -0.598 4.571  -0.219 C10  M1L 10 
M1L N2   N2   N 0 1 N N N 6.535  32.345 21.687 -3.082 2.824  -0.259 N2   M1L 11 
M1L C11  C11  C 0 1 N N N 7.181  31.766 20.618 -3.957 1.804  -0.246 C11  M1L 12 
M1L O1   O1   O 0 1 N N N 7.790  32.309 19.721 -5.166 1.897  -0.332 O1   M1L 13 
M1L C12  C12  C 0 1 N N N 6.982  30.247 20.771 -3.183 0.544  -0.109 C12  M1L 14 
M1L N3   N3   N 0 1 N N N 7.486  29.420 19.884 -3.647 -0.672 -0.056 N3   M1L 15 
M1L C13  C13  C 0 1 N N N 4.401  34.411 26.152 0.614  6.583  -0.061 C13  M1L 16 
M1L C14  C14  C 0 1 Y N N 4.537  26.101 26.245 3.983  -0.109 1.408  C14  M1L 17 
M1L C15  C15  C 0 1 Y N N 5.048  27.288 25.651 2.789  0.573  1.287  C15  M1L 18 
M1L C16  C16  C 0 1 Y N N 4.412  27.853 24.493 1.915  0.261  0.248  C16  M1L 19 
M1L C17  C17  C 0 1 Y N N 3.258  27.197 23.950 2.249  -0.741 -0.660 C17  M1L 20 
M1L C18  C18  C 0 1 Y N N 2.748  26.014 24.539 3.449  -1.412 -0.533 C18  M1L 21 
M1L C19  C19  C 0 1 Y N N 3.386  25.469 25.684 4.313  -1.099 0.500  C19  M1L 22 
M1L S1   S1   S 0 1 N N N 2.737  23.989 26.422 5.881  -1.987 0.665  S1   M1L 23 
M1L N4   N4   N 0 1 N N N 3.486  22.778 25.521 6.424  -1.311 -0.855 N4   M1L 24 
M1L O2   O2   O 0 1 N N N 1.305  23.950 26.163 7.319  -2.802 0.816  O2   M1L 25 
M1L O3   O3   O 0 1 N N N 3.204  23.926 27.797 5.061  -3.431 0.686  O3   M1L 26 
M1L C20  C20  C 0 1 N N N 2.776  22.055 24.461 7.582  -0.461 -0.550 C20  M1L 27 
M1L C21  C21  C 0 1 N N N 4.880  22.384 25.747 6.924  -2.433 -1.661 C21  M1L 28 
M1L O4   O4   O 0 1 N N N 7.214  28.064 20.149 -5.042 -0.901 -0.132 O4   M1L 29 
M1L C22  C22  C 0 1 N N S 7.800  27.224 19.128 -5.233 -2.315 -0.048 C22  M1L 30 
M1L C23  C23  C 0 1 N N N 7.920  25.786 19.674 -6.634 -2.609 0.493  C23  M1L 31 
M1L C24  C24  C 0 1 N N N 8.775  25.681 20.940 -6.742 -2.100 1.931  C24  M1L 32 
M1L O5   O5   O 0 1 N N N 10.019 26.362 20.775 -8.051 -2.374 2.436  O5   M1L 33 
M1L C25  C25  C 0 1 N N N 6.913  27.215 17.858 -5.085 -2.924 -1.418 C25  M1L 34 
M1L O6   O6   O 0 1 N N N 7.504  27.382 16.750 -5.225 -4.249 -1.583 O6   M1L 35 
M1L O7   O7   O 0 1 N N N 5.662  27.049 17.991 -4.841 -2.220 -2.370 O7   M1L 36 
M1L H11  1H1  H 0 1 N N N 2.872  30.144 25.511 2.661  2.606  -0.588 H11  M1L 37 
M1L H12  2H1  H 0 1 N N N 4.422  30.220 26.520 2.319  3.138  1.076  H12  M1L 38 
M1L H2   H2   H 0 1 N N N 5.883  27.958 22.255 -0.569 -0.793 0.155  H2   M1L 39 
M1L H81  1H8  H 0 1 N N N 3.318  32.170 27.130 1.503  4.536  -1.509 H81  M1L 40 
M1L H82  2H8  H 0 1 N N N 2.612  32.419 25.487 2.656  5.123  -0.283 H82  M1L 41 
M1L H101 1H10 H 0 0 N N N 4.059  33.390 23.700 -1.446 4.952  0.351  H101 M1L 42 
M1L H102 2H10 H 0 0 N N N 5.841  33.600 24.031 -0.714 4.853  -1.265 H102 M1L 43 
M1L HN2  HN2  H 0 1 N N N 6.493  33.330 21.854 -3.332 3.757  -0.339 HN2  M1L 44 
M1L H131 1H13 H 0 0 N N N 3.453  34.769 25.724 0.346  6.684  -1.113 H131 M1L 45 
M1L H132 2H13 H 0 0 N N N 5.223  35.061 25.819 -0.121 7.104  0.553  H132 M1L 46 
M1L H133 3H13 H 0 0 N N N 4.338  34.432 27.250 1.600  7.017  0.106  H133 M1L 47 
M1L H14  H14  H 0 1 N N N 5.017  25.680 27.116 4.662  0.132  2.213  H14  M1L 48 
M1L H15  H15  H 0 1 N N N 5.919  27.767 26.073 2.533  1.346  1.996  H15  M1L 49 
M1L H17  H17  H 0 1 N N N 2.771  27.611 23.080 1.575  -0.987 -1.468 H17  M1L 50 
M1L H18  H18  H 0 1 N N N 1.879  25.529 24.119 3.711  -2.186 -1.239 H18  M1L 51 
M1L HO2  HO2  H 0 1 N N N 0.834  23.942 26.988 7.923  -2.218 1.295  HO2  M1L 52 
M1L HO3  HO3  H 0 1 N N N 4.154  23.912 27.809 4.121  -3.219 0.605  HO3  M1L 53 
M1L H201 1H20 H 0 0 N N N 1.813  21.691 24.848 7.905  0.052  -1.456 H201 M1L 54 
M1L H202 2H20 H 0 0 N N N 3.384  21.201 24.129 7.304  0.275  0.205  H202 M1L 55 
M1L H203 3H20 H 0 0 N N N 2.598  22.731 23.611 8.397  -1.079 -0.172 H203 M1L 56 
M1L H211 1H21 H 0 0 N N N 4.907  21.420 26.277 6.158  -3.206 -1.724 H211 M1L 57 
M1L H212 2H21 H 0 0 N N N 5.384  23.151 26.354 7.167  -2.080 -2.664 H212 M1L 58 
M1L H213 3H21 H 0 0 N N N 5.395  22.285 24.780 7.819  -2.845 -1.195 H213 M1L 59 
M1L H22  H22  H 0 1 N N N 8.792  27.618 18.863 -4.487 -2.743 0.622  H22  M1L 60 
M1L H231 1H23 H 0 0 N N N 8.414  25.183 18.897 -7.375 -2.106 -0.128 H231 M1L 61 
M1L H232 2H23 H 0 0 N N N 6.909  25.425 19.913 -6.812 -3.684 0.473  H232 M1L 62 
M1L H241 1H24 H 0 0 N N N 8.980  24.619 21.139 -6.001 -2.602 2.552  H241 M1L 63 
M1L H242 2H24 H 0 0 N N N 8.228  26.134 21.780 -6.564 -1.024 1.950  H242 M1L 64 
M1L HO5  HO5  H 0 1 N N N 10.178 26.513 19.851 -8.077 -2.038 3.342  HO5  M1L 65 
M1L HO6  HO6  H 0 1 N N N 6.867  27.363 16.045 -5.130 -4.640 -2.462 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 N 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                1.02b 
InChI=1/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/f/h25,31H/b26-22+ 
M1L InChIKey         InChI                1.02b PHWIDOUZQOKACD-GEBQKZPPDP 
M1L SMILES_CANONICAL CACTVS               3.341 CN1CCc2c(C1)c3NC(=O)C(=N/O[C@@H](CCO)C(O)=O)/c3cc2c4ccc(cc4)[S](O)(O)N(C)C 
M1L SMILES           CACTVS               3.341 CN1CCc2c(C1)c3NC(=O)C(=NO[CH](CCO)C(O)=O)c3cc2c4ccc(cc4)[S](O)(O)N(C)C 
M1L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@]1CCc2c(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" 1.5.0 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" 
# 
