Compound information
- Natural Products
- ZC632456
- Molecular Formula
- C15H17NO5
- Molecular Weight
- 291.110672644 g/mol
- Structure
-
- IUPAC Name
- [2-(cyclopropylamino)-2-oxo-ethyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C15H17NO5/c1-20-13-8-10(2-6-12(13)17)3-7-15(19)21-9-14(18)16-11-4-5-11/h2-3,6-8,11,17H,4-5,9H2,1H3,(H,16,18)/b7-3+
- InChI Key
- NOJBXRHLGWCIFW-XVNBXDOJSA-N
- SMILES
- COc1cc(/C=C/C(=O)OCC(=O)NC2CC2)ccc1O
- Source
- ZINC000003432530
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 84.86 Å2 | LogP | 1.606 |
| LogS | -2.387 | LogD | 1.941 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.057 | Pgp substrate | 0.996 |
| HIA | 0.958 | F20 % | 0.982 |
| F30 % | 0.172 | Caco-2 | -4.861 |
| MDCK | -5.153 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.951 | PPB | 85.173 |
| VD | 0.415 | Fu | 0.563 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.265 | CYP1A2 substrate | 0.532 |
| CYP2A6 substrate | 0.515 | CYP2B6 substrate | 0.552 |
| CYP2C19 inhibitor | 0.117 | CYP2C19 substrate | 0.486 |
| CYP2C8 substrate | 0.624 | CYP2C9 inhibitor | 0.072 |
| CYP2C9 substrate | 0.195 | CYP2D6 inhibitor | 0.142 |
| CYP2D6 substrate | 0.303 | CYP2E1 substrate | 0.145 |
| CYP3A4 inhibitor | 0.183 | CYP3A4 substrate | 0.133 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.851 | CL | 13.607 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.005 | Hepatotoxicity | 0.685 |
| Mutagenicity | 0.016 | Rat Oral Acute Toxicity | 0.023 |
| FDAMDD | 0.3 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.085 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.39 | Respiratory Toxicity | 0.028 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.049 | IGC50 | 3.334 |
| LC50FM | 3.935 | LC50DM | 4.029 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.325 | NR-AR-LBD | 0.505 |
| NR-AhR | 0.005 | NR-Aromatase | 0.056 |
| NR-ER | 0.812 | NR-ER-LBD | 0.58 |
| NR-PPAR-gamma | 0.913 | SR-ARE | 0.23 |
| SR-ATAD5 | 0.883 | SR-HSE | 0.753 |
| SR-MMP | 0.058 | SR-p53 | 0.815 |
Similar covalent drugs
No similar covalent drugs found for this compound.