Compound information
- Natural Products
- ZC2388544
- Molecular Formula
- C22H23BrN2O3
- Molecular Weight
- 442.089204696 g/mol
- Structure
-
- IUPAC Name
- N-[4-(4-bromophenyl)tetrahydropyran-4-yl]-4-[(prop-2-enoylamino)methyl]benzamide
- InChI
- InChI=1S/C22H23BrN2O3/c1-2-20(26)24-15-16-3-5-17(6-4-16)21(27)25-22(11-13-28-14-12-22)18-7-9-19(23)10-8-18/h2-10H,1,11-15H2,(H,24,26)(H,25,27)
- InChI Key
- FDLYFCKGHSVUGE-UHFFFAOYSA-N
- SMILES
- C=CC(=O)NCc1ccc(C(=O)NC2(c3ccc(Br)cc3)CCOCC2)cc1
- Source
- ZINC000195709937
Warheads
- Acrylamide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 3 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 67.43 Å2 | LogP | 3.325 |
| LogS | -5.108 | LogD | 3.502 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.995 | Pgp substrate | 0.999 |
| HIA | 0.96 | F20 % | 0.99 |
| F30 % | 0.904 | Caco-2 | -4.839 |
| MDCK | -5.091 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.365 | PPB | 97.784 |
| VD | 0.561 | Fu | 1.779 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.178 | CYP1A2 substrate | 0.624 |
| CYP2A6 substrate | 0.502 | CYP2B6 substrate | 0.665 |
| CYP2C19 inhibitor | 0.631 | CYP2C19 substrate | 0.823 |
| CYP2C8 substrate | 0.796 | CYP2C9 inhibitor | 0.58 |
| CYP2C9 substrate | 0.046 | CYP2D6 inhibitor | 0.049 |
| CYP2D6 substrate | 0.976 | CYP2E1 substrate | 0.726 |
| CYP3A4 inhibitor | 0.143 | CYP3A4 substrate | 0.86 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.05 | CL | 3.734 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.037 | Hepatotoxicity | 0.204 |
| Mutagenicity | 0.021 | Rat Oral Acute Toxicity | 0.156 |
| FDAMDD | 0.305 | Skin Sensitization | 0.649 |
| Carcinogenicity | 0.532 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.002 | Respiratory Toxicity | 0.002 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.247 | IGC50 | 3.917 |
| LC50FM | 3.076 | LC50DM | 2.883 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.084 | NR-AR-LBD | 0.372 |
| NR-AhR | 0.349 | NR-Aromatase | 0.042 |
| NR-ER | 0.543 | NR-ER-LBD | 0.596 |
| NR-PPAR-gamma | 0.844 | SR-ARE | 0.831 |
| SR-ATAD5 | 0.721 | SR-HSE | 0.398 |
| SR-MMP | 0.636 | SR-p53 | 0.71 |
Similar covalent drugs
No similar covalent drugs found for this compound.