Compound information
- Natural Products
- ZC1535236
- Molecular Formula
- C20H28N2O5
- Molecular Weight
- 376.199821996 g/mol
- Structure
-
- IUPAC Name
- ethyl 4-[(E)-3-(4-isopropoxy-3-methoxy-phenyl)prop-2-enoyl]piperazine-1-carboxylate
- InChI
- InChI=1S/C20H28N2O5/c1-5-26-20(24)22-12-10-21(11-13-22)19(23)9-7-16-6-8-17(27-15(2)3)18(14-16)25-4/h6-9,14-15H,5,10-13H2,1-4H3/b9-7+
- InChI Key
- OLPRLTYPBDXLHI-VQHVLOKHSA-N
- SMILES
- CCOC(=O)N1CCN(C(=O)/C=C/c2ccc(OC(C)C)c(OC)c2)CC1
- Source
- ZINC000012783757
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 68.31 Å2 | LogP | 2.658 |
| LogS | -3.293 | LogD | 3.921 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.177 | Pgp substrate | 0.01 |
| HIA | 0.978 | F20 % | 0.985 |
| F30 % | 0.859 | Caco-2 | -4.561 |
| MDCK | -4.722 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.472 | PPB | 66.182 |
| VD | 0.723 | Fu | 1.308 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.025 | CYP1A2 substrate | 0.61 |
| CYP2A6 substrate | 0.441 | CYP2B6 substrate | 0.591 |
| CYP2C19 inhibitor | 0.403 | CYP2C19 substrate | 0.603 |
| CYP2C8 substrate | 0.584 | CYP2C9 inhibitor | 0.278 |
| CYP2C9 substrate | 0.966 | CYP2D6 inhibitor | 0.123 |
| CYP2D6 substrate | 0.387 | CYP2E1 substrate | 0.318 |
| CYP3A4 inhibitor | 0.16 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.823 | CL | 5.364 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.085 | Hepatotoxicity | 0.96 |
| Mutagenicity | 0.035 | Rat Oral Acute Toxicity | 0.154 |
| FDAMDD | 0.19 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.22 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.08 | Respiratory Toxicity | 0.037 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.668 | IGC50 | 3.079 |
| LC50FM | 3.395 | LC50DM | 1.154 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.496 | NR-AR-LBD | 0.277 |
| NR-AhR | 0.056 | NR-Aromatase | 0.118 |
| NR-ER | 0.655 | NR-ER-LBD | 0.441 |
| NR-PPAR-gamma | 0.182 | SR-ARE | 0.785 |
| SR-ATAD5 | 0.814 | SR-HSE | 0.125 |
| SR-MMP | 0.03 | SR-p53 | 0.375 |
Similar covalent drugs
No similar covalent drugs found for this compound.