Compound information
- Natural Products
- NACP100379
- Molecular Formula
- C23H28O4
- Molecular Weight
- 368.198759376 g/mol
- Structure
-
- IUPAC Name
- 7-[2-(3-hydroxy-5-phenyl-pent-1-enyl)-5-oxo-cyclopent-3-en-1-yl]hept-5-enoic acid
- InChI
- InChI=1S/C23H28O4/c24-20(15-12-18-8-4-3-5-9-18)16-13-19-14-17-22(25)21(19)10-6-1-2-7-11-23(26)27/h1,3-6,8-9,13-14,16-17,19-21,24H,2,7,10-12,15H2,(H,26,27)
- InChI Key
- PBMAXTSZSCARIG-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC1C(=O)C=CC1C=CC(O)CCC=2C=CC=CC2
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Eicosanoids
- Source
- CNP0268523
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 11 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 74.6 Å2 | LogP | 3.999 |
| LogS | -3.572 | LogD | 2.646 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.995 | Pgp substrate | 0.019 |
| HIA | 0.673 | F20 % | 0.985 |
| F30 % | 0.234 | Caco-2 | -5.384 |
| MDCK | -4.866 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.969 | PPB | 98.653 |
| VD | 0.527 | Fu | 1.485 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.246 |
| CYP2A6 substrate | 0.419 | CYP2B6 substrate | 0.429 |
| CYP2C19 inhibitor | 0.006 | CYP2C19 substrate | 0.332 |
| CYP2C8 substrate | 0.395 | CYP2C9 inhibitor | 0.046 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.129 | CYP2E1 substrate | 0.272 |
| CYP3A4 inhibitor | 0.044 | CYP3A4 substrate | 0.072 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.928 | CL | 4.892 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.058 | Hepatotoxicity | 0.46 |
| Mutagenicity | 0.051 | Rat Oral Acute Toxicity | 0.269 |
| FDAMDD | 0.775 | Skin Sensitization | 0.917 |
| Carcinogenicity | 0.094 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.037 | Respiratory Toxicity | 0.037 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.69 | IGC50 | 2.503 |
| LC50FM | 4.598 | LC50DM | 5.414 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.411 | NR-AR-LBD | 0.256 |
| NR-AhR | 0.009 | NR-Aromatase | 0.219 |
| NR-ER | 0.343 | NR-ER-LBD | 0.538 |
| NR-PPAR-gamma | 0.783 | SR-ARE | 0.251 |
| SR-ATAD5 | 0.344 | SR-HSE | 0.347 |
| SR-MMP | 0.022 | SR-p53 | 0.303 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.