Compound information
- Natural Products
- ZC1798175
- Molecular Formula
- C18H17N3O3S
- Molecular Weight
- 355.099062404 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[(Z)-3-amino-2-cyano-1-methyl-3-oxo-prop-1-enyl]amino]-5-phenyl-thiophene-3-carboxylate
- InChI
- InChI=1S/C18H17N3O3S/c1-3-24-18(23)13-9-15(12-7-5-4-6-8-12)25-17(13)21-11(2)14(10-19)16(20)22/h4-9,21H,3H2,1-2H3,(H2,20,22)/b14-11-
- InChI Key
- ALRQIPGIBZBIHN-KAMYIIQDSA-N
- SMILES
- CCOC(=O)c1cc(-c2ccccc2)sc1N/C(C)=C(/C#N)C(N)=O
- Source
- ZINC000105145679
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 105.21 Å2 | LogP | 3.479 |
| LogS | -4.563 | LogD | 3.046 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.974 | Pgp substrate | 0.516 |
| HIA | 0.959 | F20 % | 0.973 |
| F30 % | 0.207 | Caco-2 | -5.44 |
| MDCK | -4.922 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.053 | PPB | 93.562 |
| VD | 0.366 | Fu | 1.459 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.657 |
| CYP2A6 substrate | 0.653 | CYP2B6 substrate | 0.74 |
| CYP2C19 inhibitor | 0.791 | CYP2C19 substrate | 0.786 |
| CYP2C8 substrate | 0.547 | CYP2C9 inhibitor | 0.289 |
| CYP2C9 substrate | 0.048 | CYP2D6 inhibitor | 0.007 |
| CYP2D6 substrate | 0.038 | CYP2E1 substrate | 0.416 |
| CYP3A4 inhibitor | 0.378 | CYP3A4 substrate | 0.953 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.17 | CL | 7.031 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.351 | Hepatotoxicity | 0.985 |
| Mutagenicity | 0.024 | Rat Oral Acute Toxicity | 0.015 |
| FDAMDD | 0.444 | Skin Sensitization | 0.052 |
| Carcinogenicity | 0.022 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.015 | Respiratory Toxicity | 0.081 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.464 | IGC50 | 3.643 |
| LC50FM | 5.243 | LC50DM | 4.255 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.723 | NR-AR-LBD | 0.501 |
| NR-AhR | 0.954 | NR-Aromatase | 0.163 |
| NR-ER | 0.661 | NR-ER-LBD | 0.58 |
| NR-PPAR-gamma | 0.911 | SR-ARE | 0.937 |
| SR-ATAD5 | 0.872 | SR-HSE | 0.513 |
| SR-MMP | 0.738 | SR-p53 | 0.842 |
Similar covalent drugs
No similar covalent drugs found for this compound.