Compound information
- Natural Products
- ZC256503
- Molecular Formula
- C14H10N2O2
- Molecular Weight
- 238.07422756 g/mol
- Structure
-
- IUPAC Name
- (Z)-2-cyano-3-(2-hydroxy-1-naphthyl)prop-2-enamide
- InChI
- InChI=1S/C14H10N2O2/c15-8-10(14(16)18)7-12-11-4-2-1-3-9(11)5-6-13(12)17/h1-7,17H,(H2,16,18)/b10-7-
- InChI Key
- ZNLRJSIYWYCZBD-YFHOEESVSA-N
- SMILES
- N#C/C(=C/c1c(O)ccc2ccccc12)C(N)=O
- Source
- ZINC000000160678
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 18 | Ring Count | 2 |
| Heteroatom Count | 4 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 87.11 Å2 | LogP | 2.832 |
| LogS | -3.74 | LogD | 2.37 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.823 | Pgp substrate | 0.001 |
| HIA | 0.96 | F20 % | 0.977 |
| F30 % | 0.836 | Caco-2 | -5.406 |
| MDCK | -5.57 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.042 | PPB | 78.885 |
| VD | 0.637 | Fu | 1.182 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.992 | CYP1A2 substrate | 0.634 |
| CYP2A6 substrate | 0.638 | CYP2B6 substrate | 0.585 |
| CYP2C19 inhibitor | 0.063 | CYP2C19 substrate | 0.592 |
| CYP2C8 substrate | 0.656 | CYP2C9 inhibitor | 0.11 |
| CYP2C9 substrate | 0.009 | CYP2D6 inhibitor | 0.024 |
| CYP2D6 substrate | 0.114 | CYP2E1 substrate | 0.947 |
| CYP3A4 inhibitor | 0.126 | CYP3A4 substrate | 0.471 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.508 | CL | 12.587 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.018 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.964 | Rat Oral Acute Toxicity | 0.682 |
| FDAMDD | 0.248 | Skin Sensitization | 0.345 |
| Carcinogenicity | 0.446 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.978 | Respiratory Toxicity | 0.297 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.796 | IGC50 | 3.524 |
| LC50FM | 3.864 | LC50DM | 4.936 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.142 | NR-AR-LBD | 0.403 |
| NR-AhR | 0.841 | NR-Aromatase | 0.031 |
| NR-ER | 0.145 | NR-ER-LBD | 0.527 |
| NR-PPAR-gamma | 0.743 | SR-ARE | 0.954 |
| SR-ATAD5 | 0.551 | SR-HSE | 0.618 |
| SR-MMP | 0.864 | SR-p53 | 0.858 |
Similar covalent drugs
No similar covalent drugs found for this compound.