Compound information
- Natural Products
- ZC3039917
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (5Z,8Z,11E)-13-[(2R,3S)-3-pentyloxiran-2-yl]trideca-5,8,11-trienoic acid
- InChI
- InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10+/t18-,19+/m0/s1
- InChI Key
- JBSCUHKPLGKXKH-MPGJAVMASA-N
- SMILES
- CCCCC[C@@H]1O[C@@H]1C/C=C/C/C=C\C/C=C\CCCC(=O)O
- Source
- ZINC000013548362
Warheads
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 49.83 Å2 | LogP | 4.76 |
| LogS | -5.855 | LogD | 3.704 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.444 | Pgp substrate | 0.004 |
| HIA | 0.836 | F20 % | 0.979 |
| F30 % | 0.008 | Caco-2 | -4.95 |
| MDCK | -5.919 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 95.005 |
| VD | 0.467 | Fu | 1.472 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.154 | CYP1A2 substrate | 0.405 |
| CYP2A6 substrate | 0.538 | CYP2B6 substrate | 0.361 |
| CYP2C19 inhibitor | 0.044 | CYP2C19 substrate | 0.359 |
| CYP2C8 substrate | 0.538 | CYP2C9 inhibitor | 0.188 |
| CYP2C9 substrate | 0.967 | CYP2D6 inhibitor | 0.134 |
| CYP2D6 substrate | 0.18 | CYP2E1 substrate | 0.94 |
| CYP3A4 inhibitor | 0.146 | CYP3A4 substrate | 0.657 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.969 | CL | 6.132 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.256 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.202 | Rat Oral Acute Toxicity | 0.021 |
| FDAMDD | 0.277 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.346 | Eye Corrosion | 0.996 |
| Eye Irritation | 0.979 | Respiratory Toxicity | 0.055 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.844 | IGC50 | 4.855 |
| LC50FM | 4.148 | LC50DM | 5.906 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.112 | NR-AR-LBD | 0.315 |
| NR-AhR | 0.002 | NR-Aromatase | 0.092 |
| NR-ER | 0.325 | NR-ER-LBD | 0.426 |
| NR-PPAR-gamma | 0.712 | SR-ARE | 0.04 |
| SR-ATAD5 | 0.335 | SR-HSE | 0.848 |
| SR-MMP | 0.019 | SR-p53 | 0.488 |
Similar covalent drugs
No similar covalent drugs found for this compound.