Compound information
- Natural Products
- NACP33124
- Molecular Formula
- C18H25NO5S
- Molecular Weight
- 367.1453439 g/mol
- Structure
-
- IUPAC Name
- N-[2-[3-methoxy-4-(3-methylbut-2-enoxy)phenyl]ethyl]-3-methylsulfonyl-prop-2-enamide
- InChI
- InChI=1S/C18H25NO5S/c1-14(2)8-11-24-16-6-5-15(13-17(16)23-3)7-10-19-18(20)9-12-25(4,21)22/h5-6,8-9,12-13H,7,10-11H2,1-4H3,(H,19,20)
- InChI Key
- FPQKZLMPABOCHA-UHFFFAOYSA-N
- SMILES
- O=C(C=CS(=O)(=O)C)NCCC1=CC=C(OCC=C(C)C)C(OC)=C1
- CAS
- SuperClass
- Benzenoids
- Class
- Phenol ethers
- SubClass
- Anisoles
- Source
- CNP0259809
Warheads
- Vinylsulfone
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 1 |
| Heteroatom Count | 7 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 1.837 |
| LogS | -3.537 | LogD | 1.528 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.991 | Pgp substrate | 0.985 |
| HIA | 0.96 | F20 % | 0.977 |
| F30 % | 0.05 | Caco-2 | -4.65 |
| MDCK | -4.766 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.614 | PPB | 90.565 |
| VD | 0.66 | Fu | 0.706 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.998 | CYP1A2 substrate | 0.421 |
| CYP2A6 substrate | 0.285 | CYP2B6 substrate | 0.532 |
| CYP2C19 inhibitor | 0.193 | CYP2C19 substrate | 0.638 |
| CYP2C8 substrate | 0.659 | CYP2C9 inhibitor | 0.093 |
| CYP2C9 substrate | 0.038 | CYP2D6 inhibitor | 0.074 |
| CYP2D6 substrate | 0.712 | CYP2E1 substrate | 0.189 |
| CYP3A4 inhibitor | 0.079 | CYP3A4 substrate | 0.685 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.602 | CL | 2.479 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.977 | Hepatotoxicity | 0.104 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.027 |
| FDAMDD | 0.29 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.013 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.005 | Respiratory Toxicity | 0.697 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.106 | IGC50 | 2.979 |
| LC50FM | 3.929 | LC50DM | 5.219 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.473 | NR-AR-LBD | 0.196 |
| NR-AhR | 0.005 | NR-Aromatase | 0.03 |
| NR-ER | 0.236 | NR-ER-LBD | 0.319 |
| NR-PPAR-gamma | 0.18 | SR-ARE | 0.421 |
| SR-ATAD5 | 0.28 | SR-HSE | 0.063 |
| SR-MMP | 0.124 | SR-p53 | 0.019 |
Similar covalent drugs
No similar covalent drugs found for this compound.