Compound information
- Natural Products
- NACP167797
- Molecular Formula
- C21H22O6
- Molecular Weight
- 370.141638424 g/mol
- Structure
-
- IUPAC Name
- [1-(5,8-dihydroxy-1,4-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/h5-8,10,17,22-23H,9H2,1-4H3
- InChI Key
- ZGQONWTUIANWFM-UHFFFAOYSA-N
- SMILES
- O=C(OC(C1=CC(=O)C=2C(O)=CC=C(O)C2C1=O)CC=C(C)C)C(=CC)C
- CAS
- SuperClass
- Benzenoids
- Class
- Naphthalenes
- SubClass
- Naphthoquinones
- Source
- CNP0373203
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 | 4.635 |
| LogS | -6.268 | LogD | 3.243 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.991 | Pgp substrate | 0.002 |
| HIA | 0.971 | F20 % | 0.965 |
| F30 % | 0.035 | Caco-2 | -4.902 |
| MDCK | -4.329 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.156 | PPB | 93.305 |
| VD | 0.975 | Fu | 1.628 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.839 | CYP1A2 substrate | 0.261 |
| CYP2A6 substrate | 0.238 | CYP2B6 substrate | 0.431 |
| CYP2C19 inhibitor | 0.884 | CYP2C19 substrate | 0.502 |
| CYP2C8 substrate | 0.414 | CYP2C9 inhibitor | 0.942 |
| CYP2C9 substrate | 0.062 | CYP2D6 inhibitor | 0.078 |
| CYP2D6 substrate | 0.109 | CYP2E1 substrate | 0.188 |
| CYP3A4 inhibitor | 0.521 | CYP3A4 substrate | 0.042 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.66 | CL | 14.571 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.605 | Hepatotoxicity | 0.943 |
| Mutagenicity | 0.684 | Rat Oral Acute Toxicity | 0.125 |
| FDAMDD | 0.377 | Skin Sensitization | 0.991 |
| Carcinogenicity | 0.635 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.958 | Respiratory Toxicity | 0.987 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.464 | IGC50 | 5.662 |
| LC50FM | 5.991 | LC50DM | 7.014 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.22 | NR-AR-LBD | 0.668 |
| NR-AhR | 0.852 | NR-Aromatase | 0.919 |
| NR-ER | 0.689 | NR-ER-LBD | 0.817 |
| NR-PPAR-gamma | 0.9 | SR-ARE | 0.982 |
| SR-ATAD5 | 0.728 | SR-HSE | 0.936 |
| SR-MMP | 0.994 | SR-p53 | 0.961 |
Similar covalent drugs
No similar covalent drugs found for this compound.