Compound information
- Natural Products
- ZC2325642
- Molecular Formula
- C20H26FN3O4
- Molecular Weight
- 391.190734532 g/mol
- Structure
-
- IUPAC Name
- tert-butyl (3S)-3-[[4-fluoro-3-(prop-2-enoylamino)phenyl]carbamoyl]piperidine-1-carboxylate
- InChI
- InChI=1S/C20H26FN3O4/c1-5-17(25)23-16-11-14(8-9-15(16)21)22-18(26)13-7-6-10-24(12-13)19(27)28-20(2,3)4/h5,8-9,11,13H,1,6-7,10,12H2,2-4H3,(H,22,26)(H,23,25)/t13-/m0/s1
- InChI Key
- ZRVBHSCYWYSWER-ZDUSSCGKSA-N
- SMILES
- C=CC(=O)Nc1cc(NC(=O)[C@H]2CCCN(C(=O)OC(C)(C)C)C2)ccc1F
- Source
- ZINC000268263587
Warheads
- Acrylamide
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 87.74 Å2 | LogP | 3.419 |
| LogS | -5.097 | LogD | 3.283 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.216 | Pgp substrate | 0.032 |
| HIA | 0.964 | F20 % | 0.985 |
| F30 % | 0.494 | Caco-2 | -5.051 |
| MDCK | -5.322 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.742 | PPB | 86.189 |
| VD | 1.524 | Fu | 1.135 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.729 | CYP1A2 substrate | 0.535 |
| CYP2A6 substrate | 0.603 | CYP2B6 substrate | 0.616 |
| CYP2C19 inhibitor | 0.491 | CYP2C19 substrate | 0.821 |
| CYP2C8 substrate | 0.73 | CYP2C9 inhibitor | 0.351 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.056 |
| CYP2D6 substrate | 0.871 | CYP2E1 substrate | 0.848 |
| CYP3A4 inhibitor | 0.02 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.576 | CL | 4.687 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.011 | Hepatotoxicity | 0.984 |
| Mutagenicity | 0.021 | Rat Oral Acute Toxicity | 0.066 |
| FDAMDD | 0.629 | Skin Sensitization | 0.719 |
| Carcinogenicity | 0.209 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.334 | Respiratory Toxicity | 0.128 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.13 | IGC50 | 2.755 |
| LC50FM | 3.025 | LC50DM | 4.573 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.42 | NR-AR-LBD | 0.278 |
| NR-AhR | 0.596 | NR-Aromatase | 0.189 |
| NR-ER | 0.577 | NR-ER-LBD | 0.577 |
| NR-PPAR-gamma | 0.814 | SR-ARE | 0.834 |
| SR-ATAD5 | 0.616 | SR-HSE | 0.63 |
| SR-MMP | 0.804 | SR-p53 | 0.834 |
Similar covalent drugs
No similar covalent drugs found for this compound.