Compound information
- Natural Products
- NACP24952
- Molecular Formula
- C18H12O8
- Molecular Weight
- 356.053217344 g/mol
- Structure
-
- IUPAC Name
- 2-[4-(2-carboxyphenoxy)-4-oxo-but-2-enoyl]oxybenzoic acid
- InChI
- InChI=1S/C18H12O8/c19-15(25-13-7-3-1-5-11(13)17(21)22)9-10-16(20)26-14-8-4-2-6-12(14)18(23)24/h1-10H,(H,21,22)(H,23,24)
- InChI Key
- DMCJLRGWPYVYCQ-UHFFFAOYSA-N
- SMILES
- O=C(OC=1C=CC=CC1C(=O)O)C=CC(=O)OC=2C=CC=CC2C(=O)O
- CAS
- SuperClass
- Class
- SubClass
- Source
- CNP0443010
Warheads
- Acrylate
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 127.2 Å2 | LogP | 2.231 |
| LogS | -2.451 | LogD | 1.119 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.77 |
| HIA | 0.834 | F20 % | 0.899 |
| F30 % | 0.025 | Caco-2 | -5.442 |
| MDCK | -5.241 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.033 | PPB | 69.395 |
| VD | 0.242 | Fu | 1.776 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.123 | CYP1A2 substrate | 0.306 |
| CYP2A6 substrate | 0.293 | CYP2B6 substrate | 0.516 |
| CYP2C19 inhibitor | 0.132 | CYP2C19 substrate | 0.375 |
| CYP2C8 substrate | 0.331 | CYP2C9 inhibitor | 0.646 |
| CYP2C9 substrate | 0.032 | CYP2D6 inhibitor | 0.003 |
| CYP2D6 substrate | 0.039 | CYP2E1 substrate | 0.265 |
| CYP3A4 inhibitor | 0.011 | CYP3A4 substrate | 0.201 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.945 | CL | 0.513 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.105 | Hepatotoxicity | 0.366 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.095 |
| FDAMDD | 0.056 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.025 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.914 | Respiratory Toxicity | 0.093 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.75 | IGC50 | 2.274 |
| LC50FM | 4.457 | LC50DM | 4.562 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.405 | NR-AR-LBD | 0.418 |
| NR-AhR | 0.097 | NR-Aromatase | 0.046 |
| NR-ER | 0.283 | NR-ER-LBD | 0.517 |
| NR-PPAR-gamma | 0.646 | SR-ARE | 0.889 |
| SR-ATAD5 | 0.513 | SR-HSE | 0.702 |
| SR-MMP | 0.052 | SR-p53 | 0.209 |