Compound information
- Natural Products
- NACP14258
- Molecular Formula
- C13H8O4
- Molecular Weight
- 228.042258736 g/mol
- Structure
-
- IUPAC Name
- 3-(3,6-dioxocyclohexa-1,4-dien-1-yl)benzoic acid
- InChI
- InChI=1S/C13H8O4/c14-10-4-5-12(15)11(7-10)8-2-1-3-9(6-8)13(16)17/h1-7H,(H,16,17)
- InChI Key
- BZMZMABVDIPQLU-UHFFFAOYSA-N
- SMILES
- O=C1C=CC(=O)C(=C1)C=2C=CC=C(C2)C(=O)O
- CAS
- 356790-94-8
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Quinone and hydroquinone lipids
- Source
- CNP0223376
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 17 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 71.44 Å2 | LogP | 1.925 |
| LogS | -2.455 | LogD | 0.894 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.015 | Pgp substrate | 0.003 |
| HIA | 0.968 | F20 % | 0.992 |
| F30 % | 0.65 | Caco-2 | -4.904 |
| MDCK | -4.632 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.965 | PPB | 77.691 |
| VD | 0.349 | Fu | 1.163 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.223 | CYP1A2 substrate | 0.489 |
| CYP2A6 substrate | 0.468 | CYP2B6 substrate | 0.58 |
| CYP2C19 inhibitor | 0.135 | CYP2C19 substrate | 0.466 |
| CYP2C8 substrate | 0.446 | CYP2C9 inhibitor | 0.127 |
| CYP2C9 substrate | 0.024 | CYP2D6 inhibitor | 0.107 |
| CYP2D6 substrate | 0.045 | CYP2E1 substrate | 0.382 |
| CYP3A4 inhibitor | 0.077 | CYP3A4 substrate | 0.027 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.905 | CL | 0.493 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.367 | Hepatotoxicity | 0.768 |
| Mutagenicity | 0.134 | Rat Oral Acute Toxicity | 0.588 |
| FDAMDD | 0.678 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.273 | Eye Corrosion | 0.016 |
| Eye Irritation | 0.979 | Respiratory Toxicity | 0.927 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.914 | IGC50 | 3.086 |
| LC50FM | 5.376 | LC50DM | 5.451 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.332 | NR-AR-LBD | 0.442 |
| NR-AhR | 0.018 | NR-Aromatase | 0.308 |
| NR-ER | 0.308 | NR-ER-LBD | 0.516 |
| NR-PPAR-gamma | 0.767 | SR-ARE | 0.922 |
| SR-ATAD5 | 0.591 | SR-HSE | 0.785 |
| SR-MMP | 0.255 | SR-p53 | 0.376 |
Similar covalent drugs
No similar covalent drugs found for this compound.