Compound information
- Natural Products
- ZC2132475
- Molecular Formula
- C21H23N3O2
- Molecular Weight
- 349.179026976 g/mol
- Structure
-
- IUPAC Name
- (3R)-3-(benzyloxymethyl)-N-[4-(cyanomethyl)phenyl]pyrrolidine-1-carboxamide
- InChI
- InChI=1S/C21H23N3O2/c22-12-10-17-6-8-20(9-7-17)23-21(25)24-13-11-19(14-24)16-26-15-18-4-2-1-3-5-18/h1-9,19H,10-11,13-16H2,(H,23,25)/t19-/m1/s1
- InChI Key
- MMSMVWGVBZWVIM-LJQANCHMSA-N
- SMILES
- N#CCc1ccc(NC(=O)N2CC[C@@H](COCc3ccccc3)C2)cc1
- Source
- ZINC000096433897
Warheads
- Nitrile
-
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 3 |
| Heteroatom Count | 5 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 65.36 Å2 | LogP | 3.113 |
| LogS | -4.795 | LogD | 2.811 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.948 | Pgp substrate | 0.987 |
| HIA | 0.968 | F20 % | 0.993 |
| F30 % | 0.883 | Caco-2 | -4.67 |
| MDCK | -5.429 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.516 | PPB | 82.406 |
| VD | 0.874 | Fu | 1.317 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.813 | CYP1A2 substrate | 0.75 |
| CYP2A6 substrate | 0.738 | CYP2B6 substrate | 0.709 |
| CYP2C19 inhibitor | 0.726 | CYP2C19 substrate | 0.776 |
| CYP2C8 substrate | 0.87 | CYP2C9 inhibitor | 0.59 |
| CYP2C9 substrate | 0.13 | CYP2D6 inhibitor | 0.224 |
| CYP2D6 substrate | 0.988 | CYP2E1 substrate | 0.484 |
| CYP3A4 inhibitor | 0.804 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.413 | CL | 9.466 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.448 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.515 | Rat Oral Acute Toxicity | 0.009 |
| FDAMDD | 0.592 | Skin Sensitization | 0.986 |
| Carcinogenicity | 0.042 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.824 | Respiratory Toxicity | 0.899 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.036 | IGC50 | 3.493 |
| LC50FM | 3.19 | LC50DM | 2.118 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.226 | NR-AR-LBD | 0.177 |
| NR-AhR | 0.64 | NR-Aromatase | 0.1 |
| NR-ER | 0.328 | NR-ER-LBD | 0.299 |
| NR-PPAR-gamma | 0.209 | SR-ARE | 0.695 |
| SR-ATAD5 | 0.655 | SR-HSE | 0.269 |
| SR-MMP | 0.535 | SR-p53 | 0.185 |
Similar covalent drugs
No similar covalent drugs found for this compound.