data_A1L27
# 
_chem_comp.id                                    A1L27 
_chem_comp.name                                  "milbemycin oxime" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H45 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;(1~{R},4~{S},5'~{S},6~{R},6'~{R},8~{R},10~{E},10~{R},13~{R},14~{E},16~{E},21~{Z},24~{S})-6'-ethyl-21-hydroxyimino-5',11,13,22-tetramethyl-24-oxidanyl-spiro[3,7,19-trioxatetracyclo[15.6.1.1^{4,8}.1^{20,24}]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one; Milbemycin A4 oxime 
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-24 
_chem_comp.pdbx_modified_date                    2024-09-13 
_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                        555.702 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1L27 
_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        9IUM 
_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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1L27 C1  C1  C 0 1 N N N N N N 121.927 114.930 120.971 121.927 114.930 120.971 C1  A1L27 1  
A1L27 C2  C2  C 0 1 N N N N N N 123.034 114.174 121.697 123.034 114.174 121.697 C2  A1L27 2  
A1L27 C4  C3  C 0 1 N N R N N N 124.286 116.743 124.037 124.286 116.743 124.037 C4  A1L27 3  
A1L27 C5  C4  C 0 1 N N N N N N 123.166 116.794 125.062 123.166 116.794 125.062 C5  A1L27 4  
A1L27 C6  C5  C 0 1 N N N N N N 122.625 115.394 125.342 122.625 115.394 125.342 C6  A1L27 5  
A1L27 O4  O1  O 0 1 N N N N N N 124.780 120.276 121.798 124.780 120.276 121.798 O4  A1L27 6  
A1L27 C10 C6  C 0 1 N N S N N N 126.024 118.061 122.804 126.024 118.061 122.804 C10 A1L27 7  
A1L27 C11 C7  C 0 1 N N N N N N 127.078 117.192 123.452 127.078 117.192 123.452 C11 A1L27 8  
A1L27 C12 C8  C 0 1 N N R N N N 126.510 115.827 123.783 126.510 115.827 123.783 C12 A1L27 9  
A1L27 C13 C9  C 0 1 N N N N N N 127.478 115.000 124.603 127.478 115.000 124.603 C13 A1L27 10 
A1L27 C14 C10 C 0 1 N N N N N N 128.920 115.341 124.371 128.920 115.341 124.371 C14 A1L27 11 
A1L27 C15 C11 C 0 1 N N N N N N 129.626 115.157 123.278 129.626 115.157 123.278 C15 A1L27 12 
A1L27 C16 C12 C 0 1 N N N N N N 129.085 114.501 122.036 129.085 114.501 122.036 C16 A1L27 13 
A1L27 C17 C13 C 0 1 N N N N N N 131.059 115.634 123.201 131.059 115.634 123.201 C17 A1L27 14 
A1L27 C18 C14 C 0 1 N N R N N N 131.425 116.523 122.020 131.425 116.523 122.020 C18 A1L27 15 
A1L27 C19 C15 C 0 1 N N N N N N 131.761 115.678 120.804 131.761 115.678 120.804 C19 A1L27 16 
A1L27 C20 C16 C 0 1 N N N N N N 130.294 117.460 121.698 130.294 117.460 121.698 C20 A1L27 17 
A1L27 C21 C17 C 0 1 N N N N N N 130.267 118.792 121.826 130.267 118.792 121.826 C21 A1L27 18 
A1L27 C22 C18 C 0 1 N N N N N N 129.129 119.579 121.469 129.129 119.579 121.469 C22 A1L27 19 
A1L27 C23 C19 C 0 1 N N N N N N 129.024 120.902 121.612 129.024 120.902 121.612 C23 A1L27 20 
A1L27 C24 C20 C 0 1 N N N N N N 130.086 121.804 122.191 130.086 121.804 122.191 C24 A1L27 21 
A1L27 C25 C21 C 0 1 N N R N N N 128.562 123.141 121.248 128.562 123.141 121.248 C25 A1L27 22 
A1L27 C26 C22 C 0 1 N N N N N N 127.632 124.318 121.379 127.632 124.318 121.379 C26 A1L27 23 
A1L27 C27 C23 C 0 1 N N N N N N 126.197 124.150 121.651 126.197 124.150 121.651 C27 A1L27 24 
A1L27 C28 C24 C 0 1 N N N N N N 125.234 125.302 121.581 125.234 125.302 121.581 C28 A1L27 25 
A1L27 C29 C25 C 0 1 N N N N N N 125.745 122.849 121.975 125.745 122.849 121.975 C29 A1L27 26 
A1L27 C3  C26 C 0 1 N N R N N N 123.369 114.737 123.069 123.369 114.737 123.069 C3  A1L27 27 
A1L27 C30 C27 C 0 1 N N R N N N 126.676 121.699 122.252 126.676 121.699 122.252 C30 A1L27 28 
A1L27 C31 C28 C 0 1 N N N N N N 125.904 120.391 122.199 125.904 120.391 122.199 C31 A1L27 29 
A1L27 C32 C29 C 0 1 N N S N N N 127.838 121.775 121.228 127.838 121.775 121.228 C32 A1L27 30 
A1L27 C7  C30 C 0 1 N N S N N N 122.200 114.696 124.057 122.200 114.696 124.057 C7  A1L27 31 
A1L27 C8  C31 C 0 1 N N N N N N 121.719 113.270 124.328 121.719 113.270 124.328 C8  A1L27 32 
A1L27 C9  C32 C 0 1 N N N N N N 124.794 118.129 123.673 124.794 118.129 123.673 C9  A1L27 33 
A1L27 N1  N1  N 0 1 N N N N N N 128.097 125.497 121.199 128.097 125.497 121.199 N1  A1L27 34 
A1L27 O1  O2  O 0 1 N N N N N N 123.826 116.087 122.860 123.826 116.087 122.860 O1  A1L27 35 
A1L27 O2  O3  O 0 1 N N N N N N 129.392 123.035 122.401 129.392 123.035 122.401 O2  A1L27 36 
A1L27 O3  O4  O 0 1 N N N N N N 129.463 125.478 120.894 129.463 125.478 120.894 O3  A1L27 37 
A1L27 O5  O5  O 0 1 N N N N N N 126.626 119.390 122.700 126.626 119.390 122.700 O5  A1L27 38 
A1L27 O6  O6  O 0 1 N N N N N N 127.327 121.515 119.923 127.327 121.515 119.923 O6  A1L27 39 
A1L27 O7  O7  O 0 1 N N N N N N 125.339 115.970 124.605 125.339 115.970 124.605 O7  A1L27 40 
A1L27 H1  H1  H 0 1 N N N N N N 121.745 114.463 119.992 121.745 114.463 119.992 H1  A1L27 41 
A1L27 H3  H2  H 0 1 N N N N N N 121.005 114.895 121.571 121.005 114.895 121.571 H3  A1L27 42 
A1L27 H2  H3  H 0 1 N N N N N N 122.232 115.977 120.827 122.232 115.977 120.827 H2  A1L27 43 
A1L27 H5  H4  H 0 1 N N N N N N 122.716 113.128 121.820 122.716 113.128 121.820 H5  A1L27 44 
A1L27 H4  H5  H 0 1 N N N N N N 123.942 114.210 121.077 123.942 114.210 121.077 H4  A1L27 45 
A1L27 H7  H6  H 0 1 N N N N N N 123.552 117.225 125.997 123.552 117.225 125.997 H7  A1L27 46 
A1L27 H8  H7  H 0 1 N N N N N N 122.352 117.425 124.676 122.352 117.425 124.676 H8  A1L27 47 
A1L27 H9  H8  H 0 1 N N N N N N 123.410 114.798 125.830 123.410 114.798 125.830 H9  A1L27 48 
A1L27 H10 H9  H 0 1 N N N N N N 121.755 115.473 126.011 121.755 115.473 126.011 H10 A1L27 49 
A1L27 H17 H10 H 0 1 N N N N N N 125.766 117.668 121.809 125.767 117.668 121.810 H17 A1L27 50 
A1L27 H19 H11 H 0 1 N N N N N N 127.925 117.074 122.760 127.925 117.074 122.760 H19 A1L27 51 
A1L27 H18 H12 H 0 1 N N N N N N 127.425 117.674 124.378 127.425 117.674 124.378 H18 A1L27 52 
A1L27 H20 H13 H 0 1 N N N N N N 126.267 115.294 122.852 126.267 115.294 122.852 H20 A1L27 53 
A1L27 H21 H14 H 0 1 N N N N N N 127.252 115.158 125.668 127.252 115.158 125.668 H21 A1L27 54 
A1L27 H22 H15 H 0 1 N N N N N N 127.328 113.940 124.350 127.328 113.940 124.350 H22 A1L27 55 
A1L27 H23 H16 H 0 1 N N N N N N 129.441 115.792 125.203 129.441 115.792 125.202 H23 A1L27 56 
A1L27 H24 H17 H 0 1 N N N N N N 129.870 114.467 121.267 129.870 114.467 121.267 H24 A1L27 57 
A1L27 H25 H18 H 0 1 N N N N N N 128.761 113.477 122.274 128.761 113.477 122.274 H25 A1L27 58 
A1L27 H26 H19 H 0 1 N N N N N N 128.228 115.079 121.660 128.228 115.079 121.660 H26 A1L27 59 
A1L27 H27 H20 H 0 1 N N N N N N 131.271 116.199 124.121 131.271 116.199 124.121 H27 A1L27 60 
A1L27 H28 H21 H 0 1 N N N N N N 131.704 114.744 123.160 131.704 114.744 123.160 H28 A1L27 61 
A1L27 H29 H22 H 0 1 N N N N N N 132.311 117.117 122.290 132.311 117.117 122.290 H29 A1L27 62 
A1L27 H30 H23 H 0 1 N N N N N N 132.023 116.335 119.961 132.023 116.335 119.961 H30 A1L27 63 
A1L27 H32 H24 H 0 1 N N N N N N 132.614 115.023 121.037 132.614 115.023 121.037 H32 A1L27 64 
A1L27 H31 H25 H 0 1 N N N N N N 130.890 115.063 120.533 130.890 115.063 120.533 H31 A1L27 65 
A1L27 H33 H26 H 0 1 N N N N N N 129.393 117.002 121.317 129.393 117.002 121.317 H33 A1L27 66 
A1L27 H34 H27 H 0 1 N N N N N N 131.141 119.293 122.215 131.141 119.293 122.215 H34 A1L27 67 
A1L27 H35 H28 H 0 1 N N N N N N 128.281 119.059 121.047 128.281 119.059 121.048 H35 A1L27 68 
A1L27 H36 H29 H 0 1 N N N N N N 130.471 121.402 123.140 130.471 121.401 123.140 H36 A1L27 69 
A1L27 H37 H30 H 0 1 N N N N N N 130.919 121.936 121.485 130.919 121.937 121.484 H37 A1L27 70 
A1L27 H38 H31 H 0 1 N N N N N N 129.167 123.244 120.335 129.167 123.244 120.335 H38 A1L27 71 
A1L27 H42 H32 H 0 1 N N N N N N 124.220 124.948 121.820 124.220 124.948 121.820 H42 A1L27 72 
A1L27 H41 H33 H 0 1 N N N N N N 125.533 126.074 122.305 125.533 126.074 122.305 H41 A1L27 73 
A1L27 H40 H34 H 0 1 N N N N N N 125.244 125.727 120.566 125.244 125.727 120.566 H40 A1L27 74 
A1L27 H43 H35 H 0 1 N N N N N N 124.681 122.672 122.026 124.681 122.673 122.026 H43 A1L27 75 
A1L27 H6  H36 H 0 1 N N N N N N 124.191 114.140 123.491 124.191 114.140 123.491 H6  A1L27 76 
A1L27 H44 H37 H 0 1 N N N N N N 127.097 121.818 123.261 127.097 121.818 123.261 H44 A1L27 77 
A1L27 H11 H38 H 0 1 N N N N N N 121.364 115.261 123.620 121.364 115.261 123.620 H11 A1L27 78 
A1L27 H14 H39 H 0 1 N N N N N N 121.421 112.797 123.381 121.421 112.797 123.381 H14 A1L27 79 
A1L27 H12 H40 H 0 1 N N N N N N 122.533 112.690 124.787 122.533 112.690 124.787 H12 A1L27 80 
A1L27 H13 H41 H 0 1 N N N N N N 120.857 113.297 125.011 120.857 113.297 125.011 H13 A1L27 81 
A1L27 H16 H42 H 0 1 N N N N N N 124.003 118.667 123.130 124.003 118.667 123.130 H16 A1L27 82 
A1L27 H15 H43 H 0 1 N N N N N N 125.040 118.673 124.597 125.040 118.673 124.597 H15 A1L27 83 
A1L27 H39 H44 H 0 1 N N N N N N 129.772 126.367 120.768 129.772 126.367 120.768 H39 A1L27 84 
A1L27 H45 H45 H 0 1 N N N N N N 128.035 121.560 119.291 128.035 121.560 119.291 H45 A1L27 85 
# 
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 
A1L27 C1  C2  SING N N 1  
A1L27 C2  C3  SING N N 2  
A1L27 C3  O1  SING N N 3  
A1L27 O1  C4  SING N N 4  
A1L27 C4  C5  SING N N 5  
A1L27 C5  C6  SING N N 6  
A1L27 C6  C7  SING N N 7  
A1L27 C7  C8  SING N N 8  
A1L27 C4  C9  SING N N 9  
A1L27 C9  C10 SING N N 10 
A1L27 C10 C11 SING N N 11 
A1L27 C11 C12 SING N N 12 
A1L27 C12 C13 SING N N 13 
A1L27 C13 C14 SING N N 14 
A1L27 C14 C15 DOUB N E 15 
A1L27 C15 C16 SING N N 16 
A1L27 C15 C17 SING N N 17 
A1L27 C17 C18 SING N N 18 
A1L27 C18 C19 SING N N 19 
A1L27 C18 C20 SING N N 20 
A1L27 C20 C21 DOUB N E 21 
A1L27 C21 C22 SING N N 22 
A1L27 C22 C23 DOUB N E 23 
A1L27 C23 C24 SING N N 24 
A1L27 C24 O2  SING N N 25 
A1L27 O2  C25 SING N N 26 
A1L27 C25 C26 SING N N 27 
A1L27 C26 N1  DOUB N Z 28 
A1L27 N1  O3  SING N N 29 
A1L27 C26 C27 SING N N 30 
A1L27 C27 C28 SING N N 31 
A1L27 C27 C29 DOUB N N 32 
A1L27 C29 C30 SING N N 33 
A1L27 C30 C31 SING N N 34 
A1L27 C31 O4  DOUB N N 35 
A1L27 C31 O5  SING N N 36 
A1L27 C30 C32 SING N N 37 
A1L27 C32 O6  SING N N 38 
A1L27 C12 O7  SING N N 39 
A1L27 C3  C7  SING N N 40 
A1L27 C10 O5  SING N N 41 
A1L27 C4  O7  SING N N 42 
A1L27 C23 C32 SING N N 43 
A1L27 C25 C32 SING N N 44 
A1L27 C1  H1  SING N N 45 
A1L27 C1  H3  SING N N 46 
A1L27 C1  H2  SING N N 47 
A1L27 C2  H5  SING N N 48 
A1L27 C2  H4  SING N N 49 
A1L27 C5  H7  SING N N 50 
A1L27 C5  H8  SING N N 51 
A1L27 C6  H9  SING N N 52 
A1L27 C6  H10 SING N N 53 
A1L27 C10 H17 SING N N 54 
A1L27 C11 H19 SING N N 55 
A1L27 C11 H18 SING N N 56 
A1L27 C12 H20 SING N N 57 
A1L27 C13 H21 SING N N 58 
A1L27 C13 H22 SING N N 59 
A1L27 C14 H23 SING N N 60 
A1L27 C16 H24 SING N N 61 
A1L27 C16 H25 SING N N 62 
A1L27 C16 H26 SING N N 63 
A1L27 C17 H27 SING N N 64 
A1L27 C17 H28 SING N N 65 
A1L27 C18 H29 SING N N 66 
A1L27 C19 H30 SING N N 67 
A1L27 C19 H32 SING N N 68 
A1L27 C19 H31 SING N N 69 
A1L27 C20 H33 SING N N 70 
A1L27 C21 H34 SING N N 71 
A1L27 C22 H35 SING N N 72 
A1L27 C24 H36 SING N N 73 
A1L27 C24 H37 SING N N 74 
A1L27 C25 H38 SING N N 75 
A1L27 C28 H42 SING N N 76 
A1L27 C28 H41 SING N N 77 
A1L27 C28 H40 SING N N 78 
A1L27 C29 H43 SING N N 79 
A1L27 C3  H6  SING N N 80 
A1L27 C30 H44 SING N N 81 
A1L27 C7  H11 SING N N 82 
A1L27 C8  H14 SING N N 83 
A1L27 C8  H12 SING N N 84 
A1L27 C8  H13 SING N N 85 
A1L27 C9  H16 SING N N 86 
A1L27 C9  H15 SING N N 87 
A1L27 O3  H39 SING N N 88 
A1L27 O6  H45 SING N N 89 
# 
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 
A1L27 InChI            InChI                1.06  "InChI=1S/C32H45NO7/c1-6-27-21(4)12-13-31(40-27)17-25-16-24(39-31)11-10-20(3)14-19(2)8-7-9-23-18-37-29-28(33-36)22(5)15-26(30(34)38-25)32(23,29)35/h7-10,15,19,21,24-27,29,35-36H,6,11-14,16-18H2,1-5H3/b8-7+,20-10+,23-9+,33-28-/t19-,21-,24+,25-,26-,27+,29+,31+,32+/m0/s1" 
A1L27 InChIKey         InChI                1.06  YCAZFHUABUMOIM-JUBNYKKYSA-N                                                                                                                                                                                                                                                   
A1L27 SMILES_CANONICAL CACTVS               3.385 "CC[C@H]1O[C@]2(CC[C@@H]1C)C[C@@H]3C[C@@H](C\C=C(/C)C[C@@H](C)\C=C\C=C4/CO[C@@H]5\C(=N/O)C(=C[C@@H](C(=O)O3)[C@]45O)C)O2"                                                                                                                                                     
A1L27 SMILES           CACTVS               3.385 "CC[CH]1O[C]2(CC[CH]1C)C[CH]3C[CH](CC=C(C)C[CH](C)C=CC=C4CO[CH]5C(=NO)C(=C[CH](C(=O)O3)[C]45O)C)O2"                                                                                                                                                                           
A1L27 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@@H]1[C@H](CC[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/C[C@H](/C=C/C=C/4\CO[C@H]\5[C@@]4([C@@H](C=C(/C5=N/O)C)C(=O)O3)O)C)\C)C"                                                                                                                                                 
A1L27 SMILES           "OpenEye OEToolkits" 2.0.7 "CCC1C(CCC2(O1)CC3CC(O2)CC=C(CC(C=CC=C4COC5C4(C(C=C(C5=NO)C)C(=O)O3)O)C)C)C"                                                                                                                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1L27 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(1~{R},4~{S},5'~{S},6~{R},6'~{R},8~{R},10~{E},10~{R},13~{R},14~{E},16~{E},21~{Z},24~{S})-6'-ethyl-21-hydroxyimino-5',11,13,22-tetramethyl-24-oxidanyl-spiro[3,7,19-trioxatetracyclo[15.6.1.1^{4,8}.1^{20,24}]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one" 
# 
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 A1L27 "(1~{R},4~{S},5'~{S},6~{R},6'~{R},8~{R},10~{E},10~{R},13~{R},14~{E},16~{E},21~{Z},24~{S})-6'-ethyl-21-hydroxyimino-5',11,13,22-tetramethyl-24-oxidanyl-spiro[3,7,19-trioxatetracyclo[15.6.1.1^{4,8}.1^{20,24}]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one" PDB     ? 
2 A1L27 "Milbemycin A4 oxime "                                                                                                                                                                                                                                          PUBCHEM ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1L27 "Create component" 2024-07-24 PDBJ 
A1L27 "Modify synonyms"  2024-09-04 PDBJ 
A1L27 "Initial release"  2024-09-18 RCSB 
# 
