Compound information
- Natural Products
- ZC101285
- Molecular Formula
- C15H23N3O3
- Molecular Weight
- 293.173941596 g/mol
- Structure
-
- IUPAC Name
- 2-[(3S,4R)-1-[(E)-2-cyano-4-methyl-pent-2-enoyl]-4-hydroxy-pyrrolidin-3-yl]-N,N-dimethyl-acetamide
- InChI
- InChI=1S/C15H23N3O3/c1-10(2)5-11(7-16)15(21)18-8-12(13(19)9-18)6-14(20)17(3)4/h5,10,12-13,19H,6,8-9H2,1-4H3/b11-5+/t12-,13-/m0/s1
- InChI Key
- OEKLFOFHMLZDTP-BYDLAGSTSA-N
- SMILES
- CC(C)/C=C(\C#N)C(=O)N1C[C@H](CC(=O)N(C)C)[C@@H](O)C1
- Source
- ZINC000585289822
Warheads
- Acrylamide
-
- Michael Acceptor
-
- Nitrile
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 1 |
| Heteroatom Count | 6 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 84.64 Å2 | LogP | 0.407 |
| LogS | -1.767 | LogD | -0.199 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.031 | Pgp substrate | 0.998 |
| HIA | 0.958 | F20 % | 0.987 |
| F30 % | 0.933 | Caco-2 | -5.344 |
| MDCK | -4.736 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.135 | PPB | 30.644 |
| VD | 0.686 | Fu | 0.296 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.442 |
| CYP2A6 substrate | 0.499 | CYP2B6 substrate | 0.444 |
| CYP2C19 inhibitor | 0.059 | CYP2C19 substrate | 0.819 |
| CYP2C8 substrate | 0.573 | CYP2C9 inhibitor | 0.009 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.128 |
| CYP2D6 substrate | 0.887 | CYP2E1 substrate | 0.541 |
| CYP3A4 inhibitor | 0.159 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.92 | CL | 10.679 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.004 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.055 |
| FDAMDD | 0.55 | Skin Sensitization | 0.966 |
| Carcinogenicity | 0.095 | Eye Corrosion | 0.997 |
| Eye Irritation | 0.682 | Respiratory Toxicity | 0.046 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.302 | IGC50 | 1.497 |
| LC50FM | 2.065 | LC50DM | 2.382 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.311 | NR-AR-LBD | 0.301 |
| NR-AhR | 0.009 | NR-Aromatase | 0.036 |
| NR-ER | 0.254 | NR-ER-LBD | 0.307 |
| NR-PPAR-gamma | 0.131 | SR-ARE | 0.183 |
| SR-ATAD5 | 0.374 | SR-HSE | 0.105 |
| SR-MMP | 0.008 | SR-p53 | 0.146 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.