Compound information
- Natural Products
- ZC566344
- Molecular Formula
- C18H23N3O4
- Molecular Weight
- 345.168856216 g/mol
- Structure
-
- IUPAC Name
- benzyl 4-[3-(prop-2-enoylamino)propanoyl]piperazine-1-carboxylate
- InChI
- InChI=1S/C18H23N3O4/c1-2-16(22)19-9-8-17(23)20-10-12-21(13-11-20)18(24)25-14-15-6-4-3-5-7-15/h2-7H,1,8-14H2,(H,19,22)
- InChI Key
- BNLIFMBLFAHQJR-UHFFFAOYSA-N
- SMILES
- C=CC(=O)NCCC(=O)N1CCN(C(=O)OCc2ccccc2)CC1
- Source
- ZINC000269557427
Warheads
- Acrylamide
-
- Carbamate
-
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 | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 78.95 Å2 | LogP | 0.765 |
| LogS | -1.947 | LogD | 1.151 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.042 | Pgp substrate | 0.997 |
| HIA | 0.963 | F20 % | 0.731 |
| F30 % | 0.003 | Caco-2 | -4.975 |
| MDCK | -4.673 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.013 | PPB | 64.439 |
| VD | 0.993 | Fu | 0.439 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.048 | CYP1A2 substrate | 0.509 |
| CYP2A6 substrate | 0.392 | CYP2B6 substrate | 0.537 |
| CYP2C19 inhibitor | 0.647 | CYP2C19 substrate | 0.511 |
| CYP2C8 substrate | 0.543 | CYP2C9 inhibitor | 0.67 |
| CYP2C9 substrate | 0.133 | CYP2D6 inhibitor | 0.046 |
| CYP2D6 substrate | 0.379 | CYP2E1 substrate | 0.301 |
| CYP3A4 inhibitor | 0.147 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.814 | CL | 3.766 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.044 | Hepatotoxicity | 0.821 |
| Mutagenicity | 0.928 | Rat Oral Acute Toxicity | 0.75 |
| FDAMDD | 0.598 | Skin Sensitization | 0.878 |
| Carcinogenicity | 0.108 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.486 | Respiratory Toxicity | 0.022 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.073 | IGC50 | 2.386 |
| LC50FM | -0.857 | LC50DM | -2.57 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.317 | NR-AR-LBD | 0.21 |
| NR-AhR | 0.008 | NR-Aromatase | 0.02 |
| NR-ER | 0.222 | NR-ER-LBD | 0.335 |
| NR-PPAR-gamma | 0.15 | SR-ARE | 0.312 |
| SR-ATAD5 | 0.31 | SR-HSE | 0.179 |
| SR-MMP | 0.007 | SR-p53 | 0.025 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.