Compound information
- Natural Products
- ZC1716812
- Molecular Formula
- C20H20N2O3
- Molecular Weight
- 336.1473925 g/mol
- Structure
-
- IUPAC Name
- (Z)-2-[(3S)-3-(benzyloxymethyl)pyrrolidine-1-carbonyl]-3-(2-furyl)prop-2-enenitrile
- InChI
- InChI=1S/C20H20N2O3/c21-12-18(11-19-7-4-10-25-19)20(23)22-9-8-17(13-22)15-24-14-16-5-2-1-3-6-16/h1-7,10-11,17H,8-9,13-15H2/b18-11-/t17-/m0/s1
- InChI Key
- CXIYGALFKIOEGR-PBXDPIQXSA-N
- SMILES
- N#C/C(=C/c1ccco1)C(=O)N1CC[C@H](COCc2ccccc2)C1
- Source
- ZINC000221792269
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 66.47 Å2 | LogP | 3.333 |
| LogS | -4.18 | LogD | 3.212 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.094 | Pgp substrate | 0.0 |
| HIA | 0.975 | F20 % | 0.99 |
| F30 % | 0.727 | Caco-2 | -5.288 |
| MDCK | -4.91 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.245 | PPB | 88.353 |
| VD | 0.902 | Fu | 0.745 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.964 | CYP1A2 substrate | 0.667 |
| CYP2A6 substrate | 0.797 | CYP2B6 substrate | 0.769 |
| CYP2C19 inhibitor | 0.282 | CYP2C19 substrate | 0.738 |
| CYP2C8 substrate | 0.75 | CYP2C9 inhibitor | 0.189 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.201 |
| CYP2D6 substrate | 0.996 | CYP2E1 substrate | 0.558 |
| CYP3A4 inhibitor | 0.22 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.522 | CL | 10.996 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.05 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.838 |
| FDAMDD | 0.762 | Skin Sensitization | 0.242 |
| Carcinogenicity | 0.814 | Eye Corrosion | 0.181 |
| Eye Irritation | 0.881 | Respiratory Toxicity | 0.659 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.901 | IGC50 | 2.163 |
| LC50FM | 2.562 | LC50DM | 2.788 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.279 | NR-AR-LBD | 0.284 |
| NR-AhR | 0.015 | NR-Aromatase | 0.016 |
| NR-ER | 0.149 | NR-ER-LBD | 0.325 |
| NR-PPAR-gamma | 0.174 | SR-ARE | 0.839 |
| SR-ATAD5 | 0.424 | SR-HSE | 0.516 |
| SR-MMP | 0.025 | SR-p53 | 0.209 |
Similar covalent drugs
No similar covalent drugs found for this compound.