Compound information
- Natural Products
- ZC1019727
- Molecular Formula
- C14H14BrNO5
- Molecular Weight
- 355.005534648 g/mol
- Structure
-
- IUPAC Name
- O4-[2-(3-bromoanilino)-2-oxo-ethyl] O1-ethyl (E)-but-2-enedioate
- InChI
- InChI=1S/C14H14BrNO5/c1-2-20-13(18)6-7-14(19)21-9-12(17)16-11-5-3-4-10(15)8-11/h3-8H,2,9H2,1H3,(H,16,17)/b7-6+
- InChI Key
- FQBUIAAVVDIKKG-VOTSOKGWSA-N
- SMILES
- CCOC(=O)/C=C/C(=O)OCC(=O)Nc1cccc(Br)c1
- Source
- ZINC000005505414
Warheads
- Acrylate
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 7 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 3.147 |
| LogS | -3.551 | LogD | 2.985 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.991 | Pgp substrate | 0.024 |
| HIA | 0.976 | F20 % | 0.931 |
| F30 % | 0.049 | Caco-2 | -5.118 |
| MDCK | -4.909 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.339 | PPB | 95.76 |
| VD | 0.384 | Fu | 1.714 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.953 | CYP1A2 substrate | 0.695 |
| CYP2A6 substrate | 0.705 | CYP2B6 substrate | 0.657 |
| CYP2C19 inhibitor | 0.416 | CYP2C19 substrate | 0.699 |
| CYP2C8 substrate | 0.678 | CYP2C9 inhibitor | 0.317 |
| CYP2C9 substrate | 0.834 | CYP2D6 inhibitor | 0.933 |
| CYP2D6 substrate | 0.692 | CYP2E1 substrate | 0.236 |
| CYP3A4 inhibitor | 0.224 | CYP3A4 substrate | 0.635 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.823 | CL | 8.894 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.039 | Hepatotoxicity | 0.992 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.009 |
| FDAMDD | 0.146 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.019 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.461 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.211 | IGC50 | 4.156 |
| LC50FM | 4.87 | LC50DM | 5.078 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.143 | NR-AR-LBD | 0.292 |
| NR-AhR | 0.041 | NR-Aromatase | 0.046 |
| NR-ER | 0.635 | NR-ER-LBD | 0.486 |
| NR-PPAR-gamma | 0.946 | SR-ARE | 0.812 |
| SR-ATAD5 | 0.833 | SR-HSE | 0.737 |
| SR-MMP | 0.091 | SR-p53 | 0.864 |
Similar covalent drugs
No similar covalent drugs found for this compound.