Compound information
- Natural Products
- ZC1582966
- Molecular Formula
- C23H27FN4O3
- Molecular Weight
- 426.206718944 g/mol
- Structure
-
- IUPAC Name
- 4-[[(2R)-2-acetamido-3-phenyl-propanoyl]amino]-N-(4-fluorophenyl)piperidine-1-carboxamide
- InChI
- InChI=1S/C23H27FN4O3/c1-16(29)25-21(15-17-5-3-2-4-6-17)22(30)26-20-11-13-28(14-12-20)23(31)27-19-9-7-18(24)8-10-19/h2-10,20-21H,11-15H2,1H3,(H,25,29)(H,26,30)(H,27,31)/t21-/m1/s1
- InChI Key
- PVBNCDMEHLEILV-OAQYLSRUSA-N
- SMILES
- CC(=O)N[C@H](Cc1ccccc1)C(=O)NC1CCN(C(=O)Nc2ccc(F)cc2)CC1
- Source
- ZINC000004897649
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 3 |
| Heteroatom Count | 8 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 90.54 Å2 | LogP | 2.289 |
| LogS | -3.748 | LogD | 2.347 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.985 | Pgp substrate | 0.963 |
| HIA | 0.952 | F20 % | 0.964 |
| F30 % | 0.322 | Caco-2 | -5.198 |
| MDCK | -5.308 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.085 | PPB | 44.908 |
| VD | 0.778 | Fu | 1.054 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.623 |
| CYP2A6 substrate | 0.474 | CYP2B6 substrate | 0.482 |
| CYP2C19 inhibitor | 0.547 | CYP2C19 substrate | 0.557 |
| CYP2C8 substrate | 0.819 | CYP2C9 inhibitor | 0.174 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.034 |
| CYP2D6 substrate | 0.807 | CYP2E1 substrate | 0.619 |
| CYP3A4 inhibitor | 0.2 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.23 | CL | 2.582 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.054 | Hepatotoxicity | 0.49 |
| Mutagenicity | 0.33 | Rat Oral Acute Toxicity | 0.472 |
| FDAMDD | 0.436 | Skin Sensitization | 0.185 |
| Carcinogenicity | 0.024 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.023 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.906 | IGC50 | 2.527 |
| LC50FM | -9.423 | LC50DM | -2.313 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.343 | NR-AR-LBD | 0.283 |
| NR-AhR | 0.147 | NR-Aromatase | 0.028 |
| NR-ER | 0.385 | NR-ER-LBD | 0.314 |
| NR-PPAR-gamma | 0.315 | SR-ARE | 0.568 |
| SR-ATAD5 | 0.365 | SR-HSE | 0.096 |
| SR-MMP | 0.026 | SR-p53 | 0.106 |
Similar covalent drugs
No similar covalent drugs found for this compound.