Compound information
- Natural Products
- ZC3040078
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- (Z)-7-[(2S,3R)-3-[(2E,5E)-undeca-2,5-dienyl]oxiran-2-yl]hept-5-enoic acid
- InChI
- InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-12-15-18-19(23-18)16-13-10-11-14-17-20(21)22/h6-7,9-10,12-13,18-19H,2-5,8,11,14-17H2,1H3,(H,21,22)/b7-6+,12-9+,13-10-/t18-,19+/m1/s1
- InChI Key
- DBWQSCSXHFNTMO-LEKFCNMCSA-N
- SMILES
- CCCCC/C=C/C/C=C/C[C@H]1O[C@H]1C/C=C\CCCC(=O)O
- Source
- ZINC000085628920
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 | 4.868 |
| LogS | -4.594 | LogD | 3.711 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.447 | Pgp substrate | 0.004 |
| HIA | 0.959 | F20 % | 0.986 |
| F30 % | 0.026 | Caco-2 | -4.951 |
| MDCK | -5.551 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 91.853 |
| VD | 0.498 | Fu | 1.272 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.096 | CYP1A2 substrate | 0.347 |
| CYP2A6 substrate | 0.476 | CYP2B6 substrate | 0.396 |
| CYP2C19 inhibitor | 0.036 | CYP2C19 substrate | 0.325 |
| CYP2C8 substrate | 0.509 | CYP2C9 inhibitor | 0.102 |
| CYP2C9 substrate | 0.945 | CYP2D6 inhibitor | 0.07 |
| CYP2D6 substrate | 0.101 | CYP2E1 substrate | 0.942 |
| CYP3A4 inhibitor | 0.07 | CYP3A4 substrate | 0.726 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.919 | CL | 4.123 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.455 | Hepatotoxicity | 0.977 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.313 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.47 | Eye Corrosion | 1.0 |
| Eye Irritation | 0.988 | Respiratory Toxicity | 0.059 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 2.848 | IGC50 | 5.124 |
| LC50FM | 4.833 | LC50DM | 6.049 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.13 | NR-AR-LBD | 0.308 |
| NR-AhR | 0.003 | NR-Aromatase | 0.111 |
| NR-ER | 0.283 | NR-ER-LBD | 0.533 |
| NR-PPAR-gamma | 0.725 | SR-ARE | 0.827 |
| SR-ATAD5 | 0.422 | SR-HSE | 0.838 |
| SR-MMP | 0.096 | SR-p53 | 0.52 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.