Compound information
- Natural Products
- ZC258638
- Molecular Formula
- C13H8O4
- Molecular Weight
- 228.042258736 g/mol
- Structure
-
- IUPAC Name
- 4-(3,6-dioxocyclohexa-1,4-dien-1-yl)benzoic acid
- InChI
- InChI=1S/C13H8O4/c14-10-5-6-12(15)11(7-10)8-1-3-9(4-2-8)13(16)17/h1-7H,(H,16,17)
- InChI Key
- NPIYULNKQVGPNM-UHFFFAOYSA-N
- SMILES
- O=C1C=CC(=O)C(c2ccc(C(=O)O)cc2)=C1
- Source
- ZINC000000276767
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 | 1.974 |
| LogS | -2.767 | LogD | 1.001 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.004 |
| HIA | 0.969 | F20 % | 0.992 |
| F30 % | 0.786 | Caco-2 | -5.018 |
| MDCK | -4.631 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.964 | PPB | 74.761 |
| VD | 0.304 | Fu | 1.227 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.378 | CYP1A2 substrate | 0.433 |
| CYP2A6 substrate | 0.363 | CYP2B6 substrate | 0.5 |
| CYP2C19 inhibitor | 0.139 | CYP2C19 substrate | 0.451 |
| CYP2C8 substrate | 0.441 | CYP2C9 inhibitor | 0.177 |
| CYP2C9 substrate | 0.031 | CYP2D6 inhibitor | 0.249 |
| CYP2D6 substrate | 0.066 | CYP2E1 substrate | 0.344 |
| CYP3A4 inhibitor | 0.035 | CYP3A4 substrate | 0.034 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.885 | CL | 0.418 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.311 | Hepatotoxicity | 0.871 |
| Mutagenicity | 0.419 | Rat Oral Acute Toxicity | 0.463 |
| FDAMDD | 0.672 | Skin Sensitization | 0.99 |
| Carcinogenicity | 0.455 | Eye Corrosion | 0.016 |
| Eye Irritation | 0.979 | Respiratory Toxicity | 0.886 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.048 | IGC50 | 3.084 |
| LC50FM | 5.39 | LC50DM | 5.461 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.298 | NR-AR-LBD | 0.536 |
| NR-AhR | 0.036 | NR-Aromatase | 0.31 |
| NR-ER | 0.436 | NR-ER-LBD | 0.595 |
| NR-PPAR-gamma | 0.778 | SR-ARE | 0.91 |
| SR-ATAD5 | 0.627 | SR-HSE | 0.803 |
| SR-MMP | 0.253 | SR-p53 | 0.46 |
Similar covalent drugs
No similar covalent drugs found for this compound.