Compound information
- Natural Products
- NACP25481
- Molecular Formula
- C22H24O6
- Molecular Weight
- 384.157288488 g/mol
- Structure
-
- IUPAC Name
- [1-(8-hydroxy-5-methoxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 2-methylbut-2-enoate
- InChI
- InChI=1S/C22H24O6/c1-6-13(4)22(26)28-17(9-7-12(2)3)14-11-16(24)19-18(27-5)10-8-15(23)20(19)21(14)25/h6-8,10-11,17,23H,9H2,1-5H3
- InChI Key
- DNYIAKBXJUDWEU-UHFFFAOYSA-N
- SMILES
- O=C(OC(C1=CC(=O)C=2C(OC)=CC=C(O)C2C1=O)CC=C(C)C)C(=CC)C
- CAS
- SuperClass
- Benzenoids
- Class
- Naphthalenes
- SubClass
- Naphthoquinones
- Source
- CNP0309439
Warheads
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 89.9 Å2 | LogP | 4.302 |
| LogS | -6.254 | LogD | 3.131 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.993 | Pgp substrate | 0.003 |
| HIA | 0.973 | F20 % | 0.901 |
| F30 % | 0.052 | Caco-2 | -4.775 |
| MDCK | -4.234 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.303 | PPB | 94.26 |
| VD | 1.092 | Fu | 1.576 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.691 | CYP1A2 substrate | 0.256 |
| CYP2A6 substrate | 0.2 | CYP2B6 substrate | 0.381 |
| CYP2C19 inhibitor | 0.903 | CYP2C19 substrate | 0.548 |
| CYP2C8 substrate | 0.459 | CYP2C9 inhibitor | 0.937 |
| CYP2C9 substrate | 0.056 | CYP2D6 inhibitor | 0.094 |
| CYP2D6 substrate | 0.118 | CYP2E1 substrate | 0.187 |
| CYP3A4 inhibitor | 0.873 | CYP3A4 substrate | 0.084 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.725 | CL | 13.97 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.614 | Hepatotoxicity | 0.729 |
| Mutagenicity | 0.418 | Rat Oral Acute Toxicity | 0.049 |
| FDAMDD | 0.365 | Skin Sensitization | 0.956 |
| Carcinogenicity | 0.731 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.943 | Respiratory Toxicity | 0.983 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 2.035 | IGC50 | 5.406 |
| LC50FM | 6.118 | LC50DM | 7.125 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.406 | NR-AR-LBD | 0.66 |
| NR-AhR | 0.794 | NR-Aromatase | 0.933 |
| NR-ER | 0.492 | NR-ER-LBD | 0.754 |
| NR-PPAR-gamma | 0.883 | SR-ARE | 0.976 |
| SR-ATAD5 | 0.701 | SR-HSE | 0.884 |
| SR-MMP | 0.984 | SR-p53 | 0.959 |
Similar covalent drugs
No similar covalent drugs found for this compound.