Compound information
- Natural Products
- ZC3061444
- Molecular Formula
- C22H32O3
- Molecular Weight
- 344.235144884 g/mol
- Structure
-
- IUPAC Name
- (7Z,10Z,13E,15Z,19Z)-17-oxodocosa-7,10,13,15,19-pentaenoic acid
- InChI
- InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11,13,15-16,19H,2,4,9-10,12,14,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11+,15-3-,19-16-
- InChI Key
- PWVSFTLICCBISU-SEQVKQOISA-N
- SMILES
- CC/C=C\CC(=O)/C=C\C=C\C/C=C\C/C=C\CCCCCC(=O)O
- Source
- ZINC000043898839
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 15 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 3.815 |
| LogS | -5.533 | LogD | 2.926 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.83 | Pgp substrate | 0.012 |
| HIA | 0.918 | F20 % | 0.961 |
| F30 % | 0.003 | Caco-2 | -4.88 |
| MDCK | -5.841 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 96.885 |
| VD | 0.371 | Fu | 1.652 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.064 | CYP1A2 substrate | 0.362 |
| CYP2A6 substrate | 0.446 | CYP2B6 substrate | 0.314 |
| CYP2C19 inhibitor | 0.052 | CYP2C19 substrate | 0.354 |
| CYP2C8 substrate | 0.492 | CYP2C9 inhibitor | 0.23 |
| CYP2C9 substrate | 0.031 | CYP2D6 inhibitor | 0.631 |
| CYP2D6 substrate | 0.207 | CYP2E1 substrate | 0.196 |
| CYP3A4 inhibitor | 0.103 | CYP3A4 substrate | 0.059 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.993 | CL | 6.925 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.722 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.965 | Rat Oral Acute Toxicity | 0.008 |
| FDAMDD | 0.51 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.525 | Eye Corrosion | 0.155 |
| Eye Irritation | 0.83 | Respiratory Toxicity | 0.089 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.564 | IGC50 | 4.315 |
| LC50FM | 3.657 | LC50DM | 5.854 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.073 | NR-AR-LBD | 0.289 |
| NR-AhR | 0.001 | NR-Aromatase | 0.019 |
| NR-ER | 0.132 | NR-ER-LBD | 0.278 |
| NR-PPAR-gamma | 0.476 | SR-ARE | 0.004 |
| SR-ATAD5 | 0.12 | SR-HSE | 0.004 |
| SR-MMP | 0.009 | SR-p53 | 0.147 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.