Compound information
- Natural Products
- NACP100390
- Molecular Formula
- C11H16O5
- Molecular Weight
- 228.099773612 g/mol
- Structure
-
- IUPAC Name
- 2,3-dihydroxy-2-isopropyl-3-methyl-5-methylene-4-oxo-cyclopentanecarboxylic acid
- InChI
- InChI=1S/C11H16O5/c1-5(2)11(16)7(9(13)14)6(3)8(12)10(11,4)15/h5,7,15-16H,3H2,1-2,4H3,(H,13,14)
- InChI Key
- PBMOSPVYISYWDG-UHFFFAOYSA-N
- SMILES
- O=C(O)C1C(=C)C(=O)C(O)(C)C1(O)C(C)C
- CAS
- 28413-93-6
- SuperClass
- Organic oxygen compounds
- Class
- Organooxygen compounds
- SubClass
- Alcohols and polyols
- Source
- CNP0113575
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 16 | Ring Count | 1 |
| Heteroatom Count | 5 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 94.83 Å2 | LogP | 0.358 |
| LogS | -0.654 | LogD | -0.332 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.988 | Pgp substrate | 0.002 |
| HIA | 0.944 | F20 % | 0.981 |
| F30 % | 0.925 | Caco-2 | -5.832 |
| MDCK | -5.865 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.788 | PPB | 57.384 |
| VD | 1.011 | Fu | 0.208 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.309 |
| CYP2A6 substrate | 0.376 | CYP2B6 substrate | 0.4 |
| CYP2C19 inhibitor | 0.02 | CYP2C19 substrate | 0.373 |
| CYP2C8 substrate | 0.49 | CYP2C9 inhibitor | 0.06 |
| CYP2C9 substrate | 0.029 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.084 | CYP2E1 substrate | 0.501 |
| CYP3A4 inhibitor | 0.001 | CYP3A4 substrate | 0.183 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.536 | CL | 2.728 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.0 | Hepatotoxicity | 0.659 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.411 |
| FDAMDD | 0.09 | Skin Sensitization | 0.082 |
| Carcinogenicity | 0.037 | Eye Corrosion | 0.016 |
| Eye Irritation | 0.29 | Respiratory Toxicity | 0.187 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.257 | IGC50 | 1.934 |
| LC50FM | 3.471 | LC50DM | 3.846 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.46 | NR-AR-LBD | 0.383 |
| NR-AhR | 0.008 | NR-Aromatase | 0.475 |
| NR-ER | 0.215 | NR-ER-LBD | 0.527 |
| NR-PPAR-gamma | 0.799 | SR-ARE | 0.452 |
| SR-ATAD5 | 0.484 | SR-HSE | 0.348 |
| SR-MMP | 0.096 | SR-p53 | 0.289 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.