Compound information
- Natural Products
- ZC2352750
- Molecular Formula
- C18H26O4
- Molecular Weight
- 306.183109312 g/mol
- Structure
-
- IUPAC Name
- (10E,12E,14E)-9,16-dioxooctadeca-10,12,14-trienoic acid
- InChI
- InChI=1S/C18H26O4/c1-2-16(19)12-8-6-7-10-14-17(20)13-9-4-3-5-11-15-18(21)22/h6-8,10,12,14H,2-5,9,11,13,15H2,1H3,(H,21,22)/b7-6+,12-8+,14-10+
- InChI Key
- PQPRTPXWQQQKJC-KDXRDGMUSA-N
- SMILES
- CCC(=O)/C=C/C=C/C=C/C(=O)CCCCCCCC(=O)O
- Source
- ZINC000015121776
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 0 |
| Heteroatom Count | 4 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 71.44 Å2 | LogP | 3.337 |
| LogS | -3.359 | LogD | 1.684 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.018 | Pgp substrate | 0.001 |
| HIA | 0.966 | F20 % | 0.991 |
| F30 % | 0.611 | Caco-2 | -4.471 |
| MDCK | -4.641 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.205 | PPB | 88.092 |
| VD | 0.386 | Fu | 1.508 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.333 |
| CYP2A6 substrate | 0.295 | CYP2B6 substrate | 0.327 |
| CYP2C19 inhibitor | 0.042 | CYP2C19 substrate | 0.361 |
| CYP2C8 substrate | 0.49 | CYP2C9 inhibitor | 0.062 |
| CYP2C9 substrate | 0.037 | CYP2D6 inhibitor | 0.008 |
| CYP2D6 substrate | 0.132 | CYP2E1 substrate | 0.197 |
| CYP3A4 inhibitor | 0.002 | CYP3A4 substrate | 0.041 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.913 | CL | 1.731 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.568 | Hepatotoxicity | 0.619 |
| Mutagenicity | 0.292 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.435 | Skin Sensitization | 0.965 |
| Carcinogenicity | 0.672 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.981 | Respiratory Toxicity | 0.361 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.134 | IGC50 | 3.914 |
| LC50FM | 4.472 | LC50DM | 5.67 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.139 | NR-AR-LBD | 0.29 |
| NR-AhR | 0.006 | NR-Aromatase | 0.077 |
| NR-ER | 0.224 | NR-ER-LBD | 0.5 |
| NR-PPAR-gamma | 0.833 | SR-ARE | 0.936 |
| SR-ATAD5 | 0.263 | SR-HSE | 0.065 |
| SR-MMP | 0.01 | SR-p53 | 0.507 |
Similar covalent drugs
No similar covalent drugs found for this compound.