Compound information
- Natural Products
- NACP32604
- Molecular Formula
- C20H22O5
- Molecular Weight
- 342.146723804 g/mol
- Structure
-
- IUPAC Name
- 6-(1-acetonyl-4-methyl-pent-3-enyl)-8-hydroxy-5-methoxy-naphthalene-1,4-dione
- InChI
- InChI=1S/C20H22O5/c1-11(2)5-6-13(9-12(3)21)14-10-17(24)18-15(22)7-8-16(23)19(18)20(14)25-4/h5,7-8,10,13,24H,6,9H2,1-4H3
- InChI Key
- FNTLFQKHGFIDIW-UHFFFAOYSA-N
- SMILES
- O=C1C=CC(=O)C2=C(OC)C(=CC(O)=C12)C(CC=C(C)C)CC(=O)C
- CAS
- SuperClass
- Benzenoids
- Class
- Naphthalenes
- SubClass
- Naphthoquinones
- Source
- CNP0392828
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 2 |
| Heteroatom Count | 5 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 80.67 Å2 | LogP | 3.875 |
| LogS | -5.233 | LogD | 2.89 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.996 | Pgp substrate | 0.637 |
| HIA | 0.962 | F20 % | 0.987 |
| F30 % | 0.242 | Caco-2 | -4.904 |
| MDCK | -4.298 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.035 | PPB | 92.199 |
| VD | 0.385 | Fu | 1.585 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.998 | CYP1A2 substrate | 0.294 |
| CYP2A6 substrate | 0.17 | CYP2B6 substrate | 0.364 |
| CYP2C19 inhibitor | 0.351 | CYP2C19 substrate | 0.412 |
| CYP2C8 substrate | 0.418 | CYP2C9 inhibitor | 0.928 |
| CYP2C9 substrate | 0.04 | CYP2D6 inhibitor | 0.313 |
| CYP2D6 substrate | 0.043 | CYP2E1 substrate | 0.165 |
| CYP3A4 inhibitor | 0.194 | CYP3A4 substrate | 0.1 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.62 | CL | 10.298 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.899 | Hepatotoxicity | 0.959 |
| Mutagenicity | 0.771 | Rat Oral Acute Toxicity | 0.565 |
| FDAMDD | 0.612 | Skin Sensitization | 0.956 |
| Carcinogenicity | 0.808 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.944 | Respiratory Toxicity | 0.989 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.784 | IGC50 | 6.434 |
| LC50FM | 6.196 | LC50DM | 6.806 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.315 | NR-AR-LBD | 0.72 |
| NR-AhR | 0.321 | NR-Aromatase | 0.963 |
| NR-ER | 0.399 | NR-ER-LBD | 0.583 |
| NR-PPAR-gamma | 0.939 | SR-ARE | 0.911 |
| SR-ATAD5 | 0.69 | SR-HSE | 0.902 |
| SR-MMP | 0.965 | SR-p53 | 0.917 |
Similar covalent drugs
No similar covalent drugs found for this compound.