Compound information
- Natural Products
- NACP39284
- Molecular Formula
- C19H20O6
- Molecular Weight
- 344.12598836 g/mol
- Structure
-
- IUPAC Name
- 5,8-dihydroxy-2-[4-methyl-1-(3-methyloxiran-2-yl)oxy-pent-3-enyl]naphthalene-1,4-dione
- InChI
- InChI=1S/C19H20O6/c1-9(2)4-7-15(25-19-10(3)24-19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,10,15,19-21H,7H2,1-3H3
- InChI Key
- GMFZEMMHYMVVSX-UHFFFAOYSA-N
- SMILES
- O=C1C=C(C(=O)C=2C(O)=CC=C(O)C12)C(OC3OC3C)CC=C(C)C
- CAS
- SuperClass
- Benzenoids
- Class
- Naphthalenes
- SubClass
- Naphthoquinones
- Source
- CNP0200078
Warheads
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 96.36 Å2 | LogP | 4.323 |
| LogS | -6.14 | LogD | 3.099 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.997 | Pgp substrate | 0.001 |
| HIA | 0.964 | F20 % | 0.983 |
| F30 % | 0.122 | Caco-2 | -4.992 |
| MDCK | -4.547 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 93.432 |
| VD | 0.835 | Fu | 1.638 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.773 | CYP1A2 substrate | 0.294 |
| CYP2A6 substrate | 0.279 | CYP2B6 substrate | 0.482 |
| CYP2C19 inhibitor | 0.624 | CYP2C19 substrate | 0.392 |
| CYP2C8 substrate | 0.455 | CYP2C9 inhibitor | 0.725 |
| CYP2C9 substrate | 0.024 | CYP2D6 inhibitor | 0.24 |
| CYP2D6 substrate | 0.126 | CYP2E1 substrate | 0.301 |
| CYP3A4 inhibitor | 0.211 | CYP3A4 substrate | 0.033 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.422 | CL | 18.577 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.202 | Hepatotoxicity | 0.514 |
| Mutagenicity | 0.965 | Rat Oral Acute Toxicity | 0.544 |
| FDAMDD | 0.579 | Skin Sensitization | 0.985 |
| Carcinogenicity | 0.328 | Eye Corrosion | 0.017 |
| Eye Irritation | 0.961 | Respiratory Toxicity | 0.984 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.811 | IGC50 | 5.434 |
| LC50FM | 6.215 | LC50DM | 6.967 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.177 | NR-AR-LBD | 0.498 |
| NR-AhR | 0.906 | NR-Aromatase | 0.942 |
| NR-ER | 0.674 | NR-ER-LBD | 0.857 |
| NR-PPAR-gamma | 0.923 | SR-ARE | 0.973 |
| SR-ATAD5 | 0.718 | SR-HSE | 0.944 |
| SR-MMP | 0.995 | SR-p53 | 0.97 |
Similar covalent drugs
No similar covalent drugs found for this compound.