Compound information
- Natural Products
- ZC473749
- Molecular Formula
- C14H16N2O4
- Molecular Weight
- 276.111006992 g/mol
- Structure
-
- IUPAC Name
- (E)-4-(4-morpholinoanilino)-4-oxo-but-2-enoic acid
- InChI
- InChI=1S/C14H16N2O4/c17-13(5-6-14(18)19)15-11-1-3-12(4-2-11)16-7-9-20-10-8-16/h1-6H,7-10H2,(H,15,17)(H,18,19)/b6-5+
- InChI Key
- XYVYQZXVYXSMNY-AATRIKPKSA-N
- SMILES
- O=C(O)/C=C/C(=O)Nc1ccc(N2CCOCC2)cc1
- Source
- ZINC000000077652
Warheads
- Acrylamide
-
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 20 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 78.87 Å2 | LogP | 0.75 |
| LogS | -3.207 | LogD | 0.616 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.007 | Pgp substrate | 0.003 |
| HIA | 0.959 | F20 % | 0.987 |
| F30 % | 0.806 | Caco-2 | -4.683 |
| MDCK | -5.13 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.045 | PPB | 43.001 |
| VD | 0.308 | Fu | 1.091 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.512 |
| CYP2A6 substrate | 0.634 | CYP2B6 substrate | 0.559 |
| CYP2C19 inhibitor | 0.035 | CYP2C19 substrate | 0.404 |
| CYP2C8 substrate | 0.692 | CYP2C9 inhibitor | 0.044 |
| CYP2C9 substrate | 0.016 | CYP2D6 inhibitor | 0.13 |
| CYP2D6 substrate | 0.47 | CYP2E1 substrate | 0.628 |
| CYP3A4 inhibitor | 0.051 | CYP3A4 substrate | 0.272 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.754 | CL | 3.556 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.111 | Hepatotoxicity | 0.398 |
| Mutagenicity | 0.08 | Rat Oral Acute Toxicity | 0.019 |
| FDAMDD | 0.146 | Skin Sensitization | 0.872 |
| Carcinogenicity | 0.049 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.932 | Respiratory Toxicity | 0.074 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.372 | IGC50 | 2.26 |
| LC50FM | 1.969 | LC50DM | 1.78 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.341 | NR-AR-LBD | 0.359 |
| NR-AhR | 0.217 | NR-Aromatase | 0.029 |
| NR-ER | 0.537 | NR-ER-LBD | 0.449 |
| NR-PPAR-gamma | 0.794 | SR-ARE | 0.88 |
| SR-ATAD5 | 0.765 | SR-HSE | 0.093 |
| SR-MMP | 0.025 | SR-p53 | 0.399 |
Similar covalent drugs
No similar covalent drugs found for this compound.