Compound information
- Natural Products
- ZC1362729
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- (1E,6E)-1-[(1R,4S)-4-hydroxy-3-methoxy-cyclohex-2-en-1-yl]-7-(4-hydroxy-3-methoxy-phenyl)hepta-1,6-diene-3,5-dione
- InChI
- InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-5,7-9,11-12,15,19,24-25H,6,10,13H2,1-2H3/b7-3+,8-4+/t15-,19-/m0/s1
- InChI Key
- HZSBKDOTUYISNN-OAJXKZLPSA-N
- SMILES
- COC1=C[C@@H](/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)CC[C@@H]1O
- Source
- ZINC000072187470
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 93.06 Å2 | LogP | 2.389 |
| LogS | -4.305 | LogD | 2.283 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.006 |
| HIA | 0.959 | F20 % | 0.982 |
| F30 % | 0.23 | Caco-2 | -4.846 |
| MDCK | -4.822 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.467 | PPB | 91.126 |
| VD | 0.36 | Fu | 1.337 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.028 | CYP1A2 substrate | 0.469 |
| CYP2A6 substrate | 0.437 | CYP2B6 substrate | 0.445 |
| CYP2C19 inhibitor | 0.036 | CYP2C19 substrate | 0.754 |
| CYP2C8 substrate | 0.687 | CYP2C9 inhibitor | 0.039 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.02 |
| CYP2D6 substrate | 0.61 | CYP2E1 substrate | 0.102 |
| CYP3A4 inhibitor | 0.035 | CYP3A4 substrate | 0.975 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.964 | CL | 14.483 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.97 |
| Mutagenicity | 0.008 | Rat Oral Acute Toxicity | 0.603 |
| FDAMDD | 0.86 | Skin Sensitization | 0.956 |
| Carcinogenicity | 0.705 | Eye Corrosion | 0.871 |
| Eye Irritation | 0.943 | Respiratory Toxicity | 0.971 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.651 | IGC50 | 5.147 |
| LC50FM | 5.666 | LC50DM | 5.958 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.64 | NR-AR-LBD | 0.852 |
| NR-AhR | 0.059 | NR-Aromatase | 0.681 |
| NR-ER | 0.906 | NR-ER-LBD | 0.736 |
| NR-PPAR-gamma | 0.936 | SR-ARE | 0.7 |
| SR-ATAD5 | 0.876 | SR-HSE | 0.482 |
| SR-MMP | 0.912 | SR-p53 | 0.754 |
Similar covalent drugs
No similar covalent drugs found for this compound.