Compound information
- Natural Products
- ZC1716724
- Molecular Formula
- C20H20N2O3
- Molecular Weight
- 336.1473925 g/mol
- Structure
-
- IUPAC Name
- (Z)-2-[(3R)-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-/m1/s1
- InChI Key
- CXIYGALFKIOEGR-LVSMMTLPSA-N
- SMILES
- N#C/C(=C/c1ccco1)C(=O)N1CC[C@@H](COCc2ccccc2)C1
- Source
- ZINC000221792209
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 | 3.408 |
| LogS | -4.368 | LogD | 3.093 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.103 | Pgp substrate | 0.001 |
| HIA | 0.971 | F20 % | 0.991 |
| F30 % | 0.81 | Caco-2 | -5.2 |
| MDCK | -4.87 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.746 | PPB | 81.665 |
| VD | 1.147 | Fu | 0.732 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.77 | CYP1A2 substrate | 0.662 |
| CYP2A6 substrate | 0.772 | CYP2B6 substrate | 0.767 |
| CYP2C19 inhibitor | 0.547 | CYP2C19 substrate | 0.712 |
| CYP2C8 substrate | 0.702 | CYP2C9 inhibitor | 0.495 |
| CYP2C9 substrate | 0.146 | CYP2D6 inhibitor | 0.156 |
| CYP2D6 substrate | 0.988 | CYP2E1 substrate | 0.729 |
| CYP3A4 inhibitor | 0.717 | CYP3A4 substrate | 0.987 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.404 | CL | 8.764 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.027 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.812 |
| FDAMDD | 0.743 | Skin Sensitization | 0.316 |
| Carcinogenicity | 0.812 | Eye Corrosion | 0.169 |
| Eye Irritation | 0.895 | Respiratory Toxicity | 0.646 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.892 | IGC50 | 2.194 |
| LC50FM | 3.387 | LC50DM | 3.623 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.224 | NR-AR-LBD | 0.301 |
| NR-AhR | 0.02 | NR-Aromatase | 0.013 |
| NR-ER | 0.135 | NR-ER-LBD | 0.289 |
| NR-PPAR-gamma | 0.172 | SR-ARE | 0.872 |
| SR-ATAD5 | 0.415 | SR-HSE | 0.562 |
| SR-MMP | 0.027 | SR-p53 | 0.271 |
Similar covalent drugs
No similar covalent drugs found for this compound.