Compound information
- Natural Products
- ZC2229479
- Molecular Formula
- C20H23N3O3S
- Molecular Weight
- 385.146012596 g/mol
- Structure
-
- IUPAC Name
- ethyl 2-[[(2R)-2-[2-cyanoethyl(methyl)amino]propanoyl]amino]-5-phenyl-thiophene-3-carboxylate
- InChI
- InChI=1S/C20H23N3O3S/c1-4-26-20(25)16-13-17(15-9-6-5-7-10-15)27-19(16)22-18(24)14(2)23(3)12-8-11-21/h5-7,9-10,13-14H,4,8,12H2,1-3H3,(H,22,24)/t14-/m1/s1
- InChI Key
- UJHIZYASUAKIEJ-CQSZACIVSA-N
- SMILES
- CCOC(=O)c1cc(-c2ccccc2)sc1NC(=O)[C@@H](C)N(C)CCC#N
- Source
- ZINC000072314810
Warheads
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 82.43 Å2 | LogP | 3.263 |
| LogS | -3.932 | LogD | 3.198 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.276 | Pgp substrate | 0.984 |
| HIA | 0.963 | F20 % | 0.636 |
| F30 % | 0.109 | Caco-2 | -4.809 |
| MDCK | -4.757 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.048 | PPB | 60.767 |
| VD | 1.344 | Fu | 1.019 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.999 | CYP1A2 substrate | 0.729 |
| CYP2A6 substrate | 0.636 | CYP2B6 substrate | 0.786 |
| CYP2C19 inhibitor | 0.392 | CYP2C19 substrate | 0.916 |
| CYP2C8 substrate | 0.679 | CYP2C9 inhibitor | 0.579 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.043 |
| CYP2D6 substrate | 0.997 | CYP2E1 substrate | 0.476 |
| CYP3A4 inhibitor | 0.326 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.727 | CL | 8.998 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.137 | Hepatotoxicity | 0.298 |
| Mutagenicity | 0.005 | Rat Oral Acute Toxicity | 0.014 |
| FDAMDD | 0.319 | Skin Sensitization | 0.206 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.006 | Respiratory Toxicity | 0.746 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.065 | IGC50 | 3.563 |
| LC50FM | 5.026 | LC50DM | 3.051 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.552 | NR-AR-LBD | 0.439 |
| NR-AhR | 0.929 | NR-Aromatase | 0.048 |
| NR-ER | 0.37 | NR-ER-LBD | 0.439 |
| NR-PPAR-gamma | 0.617 | SR-ARE | 0.344 |
| SR-ATAD5 | 0.788 | SR-HSE | 0.111 |
| SR-MMP | 0.015 | SR-p53 | 0.251 |
Similar covalent drugs
No similar covalent drugs found for this compound.