Compound information
- Natural Products
- ZC3231359
- Molecular Formula
- C26H24N2O3S
- Molecular Weight
- 444.150763628 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[(E)-2-cyano-3-(4-isopropylphenyl)prop-2-enoyl]amino]-5-phenyl-thiophene-3-carboxylate
- InChI
- InChI=1S/C26H24N2O3S/c1-4-31-26(30)22-15-23(20-8-6-5-7-9-20)32-25(22)28-24(29)21(16-27)14-18-10-12-19(13-11-18)17(2)3/h5-15,17H,4H2,1-3H3,(H,28,29)/b21-14+
- InChI Key
- ZPCGBJDGUQGADO-KGENOOAVSA-N
- SMILES
- CCOC(=O)c1cc(-c2ccccc2)sc1NC(=O)/C(C#N)=C/c1ccc(C(C)C)cc1
- Source
- ZINC000001772694
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 79.19 Å2 | LogP | 6.201 |
| LogS | -6.858 | LogD | 4.295 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.981 | Pgp substrate | 0.001 |
| HIA | 0.952 | F20 % | 0.981 |
| F30 % | 0.308 | Caco-2 | -4.966 |
| MDCK | -4.651 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 99.992 |
| VD | 0.791 | Fu | 2.772 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.913 | CYP1A2 substrate | 0.618 |
| CYP2A6 substrate | 0.526 | CYP2B6 substrate | 0.728 |
| CYP2C19 inhibitor | 0.881 | CYP2C19 substrate | 0.876 |
| CYP2C8 substrate | 0.659 | CYP2C9 inhibitor | 0.777 |
| CYP2C9 substrate | 0.074 | CYP2D6 inhibitor | 0.014 |
| CYP2D6 substrate | 0.136 | CYP2E1 substrate | 0.134 |
| CYP3A4 inhibitor | 0.311 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.517 | CL | 5.313 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.026 | Hepatotoxicity | 0.99 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.741 | Skin Sensitization | 0.413 |
| Carcinogenicity | 0.012 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.091 | Respiratory Toxicity | 0.039 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.878 | IGC50 | 4.756 |
| LC50FM | 5.475 | LC50DM | 6.094 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.187 | NR-AR-LBD | 0.689 |
| NR-AhR | 0.959 | NR-Aromatase | 0.864 |
| NR-ER | 0.849 | NR-ER-LBD | 0.817 |
| NR-PPAR-gamma | 0.983 | SR-ARE | 0.977 |
| SR-ATAD5 | 0.959 | SR-HSE | 0.876 |
| SR-MMP | 0.866 | SR-p53 | 0.979 |
Similar covalent drugs
No similar covalent drugs found for this compound.