Compound information
- Natural Products
- ZC1362389
- Molecular Formula
- C21H24O6
- Molecular Weight
- 372.157288488 g/mol
- Structure
-
- IUPAC Name
- (1E,6E)-1-[(1S,4R)-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-/m1/s1
- InChI Key
- HZSBKDOTUYISNN-HFFPUARGSA-N
- SMILES
- COC1=C[C@H](/C=C/C(=O)CC(=O)/C=C/c2ccc(O)c(OC)c2)CC[C@H]1O
- Source
- ZINC000072187471
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 | 2.405 |
| LogS | -4.185 | LogD | 2.491 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.004 | Pgp substrate | 0.002 |
| HIA | 0.96 | F20 % | 0.989 |
| F30 % | 0.32 | Caco-2 | -4.795 |
| MDCK | -4.853 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.613 | PPB | 91.615 |
| VD | 0.351 | Fu | 1.102 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.176 | CYP1A2 substrate | 0.507 |
| CYP2A6 substrate | 0.451 | CYP2B6 substrate | 0.451 |
| CYP2C19 inhibitor | 0.012 | CYP2C19 substrate | 0.84 |
| CYP2C8 substrate | 0.699 | CYP2C9 inhibitor | 0.135 |
| CYP2C9 substrate | 0.998 | CYP2D6 inhibitor | 0.017 |
| CYP2D6 substrate | 0.739 | CYP2E1 substrate | 0.117 |
| CYP3A4 inhibitor | 0.108 | CYP3A4 substrate | 0.979 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.954 | CL | 14.456 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.991 |
| Mutagenicity | 0.011 | Rat Oral Acute Toxicity | 0.673 |
| FDAMDD | 0.891 | Skin Sensitization | 0.902 |
| Carcinogenicity | 0.769 | Eye Corrosion | 0.915 |
| Eye Irritation | 0.935 | Respiratory Toxicity | 0.942 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.623 | IGC50 | 4.581 |
| LC50FM | 5.782 | LC50DM | 5.969 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.632 | NR-AR-LBD | 0.822 |
| NR-AhR | 0.036 | NR-Aromatase | 0.351 |
| NR-ER | 0.916 | NR-ER-LBD | 0.801 |
| NR-PPAR-gamma | 0.934 | SR-ARE | 0.548 |
| SR-ATAD5 | 0.866 | SR-HSE | 0.48 |
| SR-MMP | 0.938 | SR-p53 | 0.648 |
Similar covalent drugs
No similar covalent drugs found for this compound.