Compound information
- Natural Products
- NACP25544
- Molecular Formula
- C21H22O6
- Molecular Weight
- 370.141638424 g/mol
- Structure
-
- IUPAC Name
- [1-(1,4-dihydroxy-5,8-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 2-methylbut-2-enoate
- InChI
- InChI=1S/C21H22O6/c1-5-12(4)21(26)27-17(9-6-11(2)3)13-10-16(24)18-14(22)7-8-15(23)19(18)20(13)25/h5-8,10,17,24-25H,9H2,1-4H3
- InChI Key
- DODQKJXOVUQCBX-UHFFFAOYSA-N
- SMILES
- O=C(OC(C1=CC(O)=C2C(=O)C=CC(=O)C2=C1O)CC=C(C)C)C(=CC)C
- CAS
- SuperClass
- Benzenoids
- Class
- Naphthalenes
- SubClass
- Naphthoquinones
- Source
- CNP0206305
Warheads
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 100.9 Å2 | LogP | 4.882 |
| LogS | -5.266 | LogD | 3.284 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.992 | Pgp substrate | 0.006 |
| HIA | 0.962 | F20 % | 0.989 |
| F30 % | 0.574 | Caco-2 | -5.0 |
| MDCK | -4.507 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.105 | PPB | 94.209 |
| VD | 0.602 | Fu | 1.417 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.909 | CYP1A2 substrate | 0.242 |
| CYP2A6 substrate | 0.254 | CYP2B6 substrate | 0.398 |
| CYP2C19 inhibitor | 0.634 | CYP2C19 substrate | 0.417 |
| CYP2C8 substrate | 0.425 | CYP2C9 inhibitor | 0.945 |
| CYP2C9 substrate | 0.069 | CYP2D6 inhibitor | 0.042 |
| CYP2D6 substrate | 0.046 | CYP2E1 substrate | 0.178 |
| CYP3A4 inhibitor | 0.462 | CYP3A4 substrate | 0.065 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.43 | CL | 11.972 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.973 | Hepatotoxicity | 0.992 |
| Mutagenicity | 0.856 | Rat Oral Acute Toxicity | 0.629 |
| FDAMDD | 0.74 | Skin Sensitization | 0.908 |
| Carcinogenicity | 0.674 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.957 | Respiratory Toxicity | 0.993 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.695 | IGC50 | 6.542 |
| LC50FM | 6.034 | LC50DM | 7.065 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.104 | NR-AR-LBD | 0.84 |
| NR-AhR | 0.815 | NR-Aromatase | 0.973 |
| NR-ER | 0.536 | NR-ER-LBD | 0.715 |
| NR-PPAR-gamma | 0.969 | SR-ARE | 0.977 |
| SR-ATAD5 | 0.81 | SR-HSE | 0.955 |
| SR-MMP | 0.993 | SR-p53 | 0.961 |
Similar covalent drugs
No similar covalent drugs found for this compound.