data_A1H66
# 
_chem_comp.id                                    A1H66 
_chem_comp.name                                  "(6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H38 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "D9-THC analog; HU-210" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-03-28 
_chem_comp.pdbx_modified_date                    2024-06-21 
_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                        386.567 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H66 
_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        9ERX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
A1H66 C1  C1  C 0 1 N N N N N N 126.282 136.370 160.791 9.796  1.459  -0.032 C1  A1H66 1  
A1H66 C2  C2  C 0 1 N N N N N N 127.551 136.292 159.934 8.320  1.827  -0.197 C2  A1H66 2  
A1H66 C3  C3  C 0 1 N N N N N N 127.552 135.081 158.989 7.455  0.592  0.063  C3  A1H66 3  
A1H66 C4  C4  C 0 1 N N N N N N 127.476 133.741 159.739 5.979  0.960  -0.102 C4  A1H66 4  
A1H66 C5  C5  C 0 1 N N N N N N 128.690 132.839 159.466 5.113  -0.275 0.157  C5  A1H66 5  
A1H66 C6  C6  C 0 1 N N N N N N 128.580 131.437 160.113 3.637  0.093  -0.008 C6  A1H66 6  
A1H66 C7  C7  C 0 1 N N N N N N 129.822 130.514 159.923 2.772  -1.141 0.251  C7  A1H66 7  
A1H66 C8  C8  C 0 1 N N N N N N 129.448 129.072 160.331 3.138  -2.240 -0.748 C8  A1H66 8  
A1H66 C9  C9  C 0 1 N N N N N N 130.144 130.459 158.411 3.016  -1.645 1.675  C9  A1H66 9  
A1H66 C10 C10 C 0 1 Y N N N N N 130.992 131.013 160.814 1.318  -0.779 0.089  C10 A1H66 10 
A1H66 C11 C11 C 0 1 Y N N N N N 132.040 131.811 160.358 0.343  -1.737 0.280  C11 A1H66 11 
A1H66 C12 C12 C 0 1 Y N N N N N 133.055 132.237 161.207 -1.002 -1.411 0.131  C12 A1H66 12 
A1H66 C15 C13 C 0 1 N N N N N N 133.880 133.054 164.809 -3.081 1.638  0.207  C15 A1H66 13 
A1H66 C16 C14 C 0 1 N N N N N N 135.044 133.675 165.570 -4.562 1.890  0.218  C16 A1H66 14 
A1H66 C17 C15 C 0 1 N N N N N N 136.175 134.033 164.935 -5.458 0.964  0.084  C17 A1H66 15 
A1H66 C18 C16 C 0 1 N N N N N N 136.424 133.841 163.450 -5.144 -0.494 -0.104 C18 A1H66 16 
A1H66 C19 C17 C 0 1 N N R N N N 135.095 133.514 162.703 -3.697 -0.761 0.313  C19 A1H66 17 
A1H66 C20 C18 C 0 1 N N N N N N 135.236 133.312 161.151 -3.262 -2.161 -0.122 C20 A1H66 18 
A1H66 C23 C19 C 0 1 N N N N N N 134.756 134.139 166.988 -5.036 3.309  0.396  C23 A1H66 19 
A1H66 C24 C20 C 0 1 Y N N N N N 132.022 131.086 163.018 -0.376 0.844  -0.399 C24 A1H66 20 
A1H66 C25 C21 C 0 1 Y N N N N N 131.012 130.673 162.164 0.962  0.513  -0.247 C25 A1H66 21 
A1H66 C13 C22 C 0 1 Y N N N N N 133.098 131.896 162.575 -1.360 -0.120 -0.216 C13 A1H66 22 
A1H66 C14 C23 C 0 1 N N R N N N 134.272 132.425 163.442 -2.802 0.263  -0.401 C14 A1H66 23 
A1H66 C21 C24 C 0 1 N N N N N N 135.737 134.621 160.518 -4.200 -3.205 0.486  C21 A1H66 24 
A1H66 C22 C25 C 0 1 N N N N N N 136.101 132.111 160.738 -3.299 -2.261 -1.649 C22 A1H66 25 
A1H66 O1  O1  O 0 1 N N N N N N 133.989 132.993 160.534 -1.929 -2.382 0.343  O1  A1H66 26 
A1H66 O2  O2  O 0 1 N N N N N N 134.206 133.053 167.712 -6.464 3.341  0.380  O2  A1H66 27 
A1H66 O3  O3  O 0 1 N N N N N N 131.860 130.636 164.294 -0.726 2.115  -0.730 O3  A1H66 28 
A1H66 H1  H1  H 0 1 N N N N N N 126.335 137.252 161.446 10.057 0.676  -0.744 H1  A1H66 29 
A1H66 H2  H2  H 0 1 N N N N N N 125.402 136.452 160.136 10.413 2.339  -0.216 H2  A1H66 30 
A1H66 H3  H3  H 0 1 N N N N N N 126.198 135.462 161.406 9.970  1.100  0.983  H3  A1H66 31 
A1H66 H4  H4  H 0 1 N N N N N N 128.423 136.219 160.601 8.059  2.610  0.515  H4  A1H66 32 
A1H66 H5  H5  H 0 1 N N N N N N 127.626 137.209 159.331 8.146  2.186  -1.211 H5  A1H66 33 
A1H66 H6  H6  H 0 1 N N N N N N 128.478 135.099 158.395 7.716  -0.190 -0.649 H6  A1H66 34 
A1H66 H7  H7  H 0 1 N N N N N N 126.684 135.158 158.318 7.628  0.234  1.077  H7  A1H66 35 
A1H66 H8  H8  H 0 1 N N N N N N 127.424 133.944 160.819 5.718  1.743  0.610  H8  A1H66 36 
A1H66 H9  H9  H 0 1 N N N N N N 126.566 133.211 159.422 5.805  1.319  -1.117 H9  A1H66 37 
A1H66 H10 H10 H 0 1 N N N N N N 128.791 132.713 158.378 5.374  -1.057 -0.555 H10 A1H66 38 
A1H66 H11 H11 H 0 1 N N N N N N 129.588 133.335 159.863 5.287  -0.633 1.171  H11 A1H66 39 
A1H66 H12 H12 H 0 1 N N N N N N 128.420 131.573 161.193 3.376  0.876  0.704  H12 A1H66 40 
A1H66 H13 H13 H 0 1 N N N N N N 127.709 130.928 159.675 3.464  0.452  -1.023 H13 A1H66 41 
A1H66 H14 H14 H 0 1 N N N N N N 129.206 129.045 161.404 4.190  -2.502 -0.631 H14 A1H66 42 
A1H66 H15 H15 H 0 1 N N N N N N 128.574 128.742 159.750 2.522  -3.120 -0.564 H15 A1H66 43 
A1H66 H16 H16 H 0 1 N N N N N N 130.297 128.402 160.129 2.965  -1.881 -1.763 H16 A1H66 44 
A1H66 H17 H17 H 0 1 N N N N N N 131.019 129.813 158.245 2.754  -0.862 2.387  H17 A1H66 45 
A1H66 H18 H18 H 0 1 N N N N N N 129.279 130.052 157.867 2.399  -2.525 1.860  H18 A1H66 46 
A1H66 H19 H19 H 0 1 N N N N N N 130.363 131.473 158.046 4.067  -1.907 1.793  H19 A1H66 47 
A1H66 H20 H20 H 0 1 N N N N N N 132.064 132.106 159.319 0.626  -2.744 0.547  H20 A1H66 48 
A1H66 H21 H21 H 0 1 N N N N N N 133.131 133.838 164.625 -2.586 2.405  -0.389 H21 A1H66 49 
A1H66 H22 H22 H 0 1 N N N N N N 133.439 132.266 165.437 -2.699 1.669  1.227  H22 A1H66 50 
A1H66 H23 H23 H 0 1 N N N N N N 136.959 134.488 165.522 -6.497 1.258  0.110  H23 A1H66 51 
A1H66 H24 H24 H 0 1 N N N N N N 137.131 133.011 163.307 -5.816 -1.093 0.510  H24 A1H66 52 
A1H66 H25 H25 H 0 1 N N N N N N 136.854 134.764 163.034 -5.274 -0.761 -1.153 H25 A1H66 53 
A1H66 H26 H26 H 0 1 N N N N N N 134.493 134.429 162.804 -3.598 -0.647 1.393  H26 A1H66 54 
A1H66 H27 H27 H 0 1 N N N N N N 135.689 134.470 167.467 -4.675 3.696  1.349  H27 A1H66 55 
A1H66 H28 H28 H 0 1 N N N N N N 134.039 134.973 166.967 -4.650 3.926  -0.416 H28 A1H66 56 
A1H66 H29 H29 H 0 1 N N N N N N 130.212 130.066 162.560 1.724  1.265  -0.390 H29 A1H66 57 
A1H66 H30 H30 H 0 1 N N N N N N 134.945 131.579 163.645 -3.041 0.276  -1.464 H30 A1H66 58 
A1H66 H31 H31 H 0 1 N N N N N N 136.700 134.902 160.969 -5.219 -3.021 0.145  H31 A1H66 59 
A1H66 H32 H32 H 0 1 N N N N N N 135.867 134.478 159.435 -3.887 -4.201 0.174  H32 A1H66 60 
A1H66 H33 H33 H 0 1 N N N N N N 135.002 135.420 160.697 -4.163 -3.137 1.573  H33 A1H66 61 
A1H66 H34 H34 H 0 1 N N N N N N 135.711 131.198 161.210 -2.622 -1.523 -2.078 H34 A1H66 62 
A1H66 H35 H35 H 0 1 N N N N N N 136.074 131.998 159.644 -2.988 -3.260 -1.955 H35 A1H66 63 
A1H66 H36 H36 H 0 1 N N N N N N 137.138 132.277 161.064 -4.313 -2.072 -2.000 H36 A1H66 64 
A1H66 H37 H37 H 0 1 N N N N N N 134.020 133.327 168.602 -6.840 4.225  0.489  H37 A1H66 65 
A1H66 H38 H38 H 0 1 N N N N N N 132.577 130.947 164.834 -0.781 2.272  -1.682 H38 A1H66 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 
A1H66 C9  C7  SING N N 1  
A1H66 C3  C4  SING N N 2  
A1H66 C3  C2  SING N N 3  
A1H66 C5  C4  SING N N 4  
A1H66 C5  C6  SING N N 5  
A1H66 C7  C6  SING N N 6  
A1H66 C7  C8  SING N N 7  
A1H66 C7  C10 SING N N 8  
A1H66 C2  C1  SING N N 9  
A1H66 C11 C10 DOUB Y N 10 
A1H66 C11 C12 SING Y N 11 
A1H66 C21 C20 SING N N 12 
A1H66 O1  C20 SING N N 13 
A1H66 O1  C12 SING N N 14 
A1H66 C22 C20 SING N N 15 
A1H66 C10 C25 SING Y N 16 
A1H66 C20 C19 SING N N 17 
A1H66 C12 C13 DOUB Y N 18 
A1H66 C25 C24 DOUB Y N 19 
A1H66 C13 C24 SING Y N 20 
A1H66 C13 C14 SING N N 21 
A1H66 C19 C14 SING N N 22 
A1H66 C19 C18 SING N N 23 
A1H66 C24 O3  SING N N 24 
A1H66 C14 C15 SING N N 25 
A1H66 C18 C17 SING N N 26 
A1H66 C15 C16 SING N N 27 
A1H66 C17 C16 DOUB N N 28 
A1H66 C16 C23 SING N N 29 
A1H66 C23 O2  SING N N 30 
A1H66 C1  H1  SING N N 31 
A1H66 C1  H2  SING N N 32 
A1H66 C1  H3  SING N N 33 
A1H66 C2  H4  SING N N 34 
A1H66 C2  H5  SING N N 35 
A1H66 C3  H6  SING N N 36 
A1H66 C3  H7  SING N N 37 
A1H66 C4  H8  SING N N 38 
A1H66 C4  H9  SING N N 39 
A1H66 C5  H10 SING N N 40 
A1H66 C5  H11 SING N N 41 
A1H66 C6  H12 SING N N 42 
A1H66 C6  H13 SING N N 43 
A1H66 C8  H14 SING N N 44 
A1H66 C8  H15 SING N N 45 
A1H66 C8  H16 SING N N 46 
A1H66 C9  H17 SING N N 47 
A1H66 C9  H18 SING N N 48 
A1H66 C9  H19 SING N N 49 
A1H66 C11 H20 SING N N 50 
A1H66 C15 H21 SING N N 51 
A1H66 C15 H22 SING N N 52 
A1H66 C17 H23 SING N N 53 
A1H66 C18 H24 SING N N 54 
A1H66 C18 H25 SING N N 55 
A1H66 C19 H26 SING N N 56 
A1H66 C23 H27 SING N N 57 
A1H66 C23 H28 SING N N 58 
A1H66 C25 H29 SING N N 59 
A1H66 C14 H30 SING N N 60 
A1H66 C21 H31 SING N N 61 
A1H66 C21 H32 SING N N 62 
A1H66 C21 H33 SING N N 63 
A1H66 C22 H34 SING N N 64 
A1H66 C22 H35 SING N N 65 
A1H66 C22 H36 SING N N 66 
A1H66 O2  H37 SING N N 67 
A1H66 O3  H38 SING N N 68 
# 
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 
A1H66 InChI            InChI                1.06  "InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3/t19-,20-/m1/s1" 
A1H66 InChIKey         InChI                1.06  SSQJFGMEZBFMNV-WOJBJXKFSA-N                                                                                                                                         
A1H66 SMILES_CANONICAL CACTVS               3.385 "CCCCCCC(C)(C)c1cc(O)c2[C@@H]3CC(=CC[C@H]3C(C)(C)Oc2c1)CO"                                                                                                          
A1H66 SMILES           CACTVS               3.385 "CCCCCCC(C)(C)c1cc(O)c2[CH]3CC(=CC[CH]3C(C)(C)Oc2c1)CO"                                                                                                             
A1H66 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCCCCC(C)(C)c1cc(c2c(c1)OC([C@H]3[C@H]2CC(=CC3)CO)(C)C)O"                                                                                                         
A1H66 SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCCCC(C)(C)c1cc(c2c(c1)OC(C3C2CC(=CC3)CO)(C)C)O"                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1H66 
_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        "(6~{a}~{R},10~{a}~{R})-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6~{a},7,10,10~{a}-tetrahydrobenzo[c]chromen-1-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H66 "Create component" 2024-03-28 PDBE 
A1H66 "Initial release"  2024-06-26 RCSB 
# 
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 A1H66 "D9-THC analog" AUTHOR  ? 
2 A1H66 HU-210          PUBCHEM ? 
# 
