Compound information
- Natural Products
- NACP14939
- Molecular Formula
- C8H9NO4
- Molecular Weight
- 183.053157768 g/mol
- Structure
-
- IUPAC Name
- 4-hydroxyimino-2,6-dimethoxy-cyclohexa-2,5-dien-1-one
- InChI
- InChI=1S/C8H9NO4/c1-12-6-3-5(9-11)4-7(13-2)8(6)10/h3-4,11H,1-2H3
- InChI Key
- CCDGCSRELTXURE-UHFFFAOYSA-N
- SMILES
- O=C1C(OC)=CC(=NO)C=C1OC
- CAS
- 22867-29-4
- SuperClass
- Organic nitrogen compounds
- Class
- Organonitrogen compounds
- SubClass
- Oximes
- Source
- CNP0140571
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 13 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 68.12 Å2 | LogP | 0.668 |
| LogS | -1.353 | LogD | 0.942 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.622 | Pgp substrate | 0.002 |
| HIA | 0.963 | F20 % | 0.0 |
| F30 % | 0.0 | Caco-2 | -4.996 |
| MDCK | -4.443 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.995 | PPB | 67.344 |
| VD | 0.715 | Fu | 0.395 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.998 | CYP1A2 substrate | 0.324 |
| CYP2A6 substrate | 0.358 | CYP2B6 substrate | 0.429 |
| CYP2C19 inhibitor | 0.551 | CYP2C19 substrate | 0.45 |
| CYP2C8 substrate | 0.547 | CYP2C9 inhibitor | 0.05 |
| CYP2C9 substrate | 0.034 | CYP2D6 inhibitor | 0.454 |
| CYP2D6 substrate | 0.068 | CYP2E1 substrate | 0.339 |
| CYP3A4 inhibitor | 0.847 | CYP3A4 substrate | 0.028 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.841 | CL | 5.616 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.45 |
| Mutagenicity | 0.899 | Rat Oral Acute Toxicity | 0.969 |
| FDAMDD | 0.541 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.998 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.87 | Respiratory Toxicity | 0.982 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.445 | IGC50 | 2.724 |
| LC50FM | 4.595 | LC50DM | 5.322 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.235 | NR-AR-LBD | 0.348 |
| NR-AhR | 0.007 | NR-Aromatase | 0.067 |
| NR-ER | 0.228 | NR-ER-LBD | 0.374 |
| NR-PPAR-gamma | 0.74 | SR-ARE | 0.103 |
| SR-ATAD5 | 0.504 | SR-HSE | 0.153 |
| SR-MMP | 0.976 | SR-p53 | 0.311 |
Similar covalent drugs
No similar covalent drugs found for this compound.