Compound information
- Natural Products
- NACP74176
- Molecular Formula
- C20H28O4
- Molecular Weight
- 332.198759376 g/mol
- Structure
-
- IUPAC Name
- 7-[5-oxo-2-(3-oxooct-1-enyl)cyclopenten-1-yl]hept-5-enoic acid
- InChI
- InChI=1S/C20H28O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)
- InChI Key
- LJUDUPDOESZLJN-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC=1C(=O)CCC1C=CC(=O)CCCCC
- CAS
- SuperClass
- Class
- SubClass
- Source
- CNP0455012
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 1 |
| Heteroatom Count | 4 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 71.44 Å2 | LogP | 4.182 |
| LogS | -3.695 | LogD | 2.316 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.971 | Pgp substrate | 0.002 |
| HIA | 0.957 | F20 % | 0.982 |
| F30 % | 0.011 | Caco-2 | -4.846 |
| MDCK | -4.568 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.945 | PPB | 75.707 |
| VD | 0.309 | Fu | 1.803 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.679 | CYP1A2 substrate | 0.277 |
| CYP2A6 substrate | 0.232 | CYP2B6 substrate | 0.248 |
| CYP2C19 inhibitor | 0.065 | CYP2C19 substrate | 0.251 |
| CYP2C8 substrate | 0.504 | CYP2C9 inhibitor | 0.198 |
| CYP2C9 substrate | 0.039 | CYP2D6 inhibitor | 0.282 |
| CYP2D6 substrate | 0.11 | CYP2E1 substrate | 0.154 |
| CYP3A4 inhibitor | 0.122 | CYP3A4 substrate | 0.039 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.906 | CL | 2.073 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.237 | Hepatotoxicity | 0.37 |
| Mutagenicity | 0.053 | Rat Oral Acute Toxicity | 0.089 |
| FDAMDD | 0.491 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.302 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.248 | Respiratory Toxicity | 0.197 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.376 | IGC50 | 3.069 |
| LC50FM | 4.515 | LC50DM | 5.742 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.41 | NR-AR-LBD | 0.387 |
| NR-AhR | 0.014 | NR-Aromatase | 0.164 |
| NR-ER | 0.363 | NR-ER-LBD | 0.391 |
| NR-PPAR-gamma | 0.866 | SR-ARE | 0.748 |
| SR-ATAD5 | 0.432 | SR-HSE | 0.781 |
| SR-MMP | 0.026 | SR-p53 | 0.674 |
Similar covalent drugs
No similar covalent drugs found for this compound.