Compound information
- Natural Products
- ZC683474
- Molecular Formula
- C21H27BN3O5
- Molecular Weight
- 412.204376364 g/mol
- Structure
-
- IUPAC Name
- [(1R)-1-[[(2S)-3-hydroxy-2-[(6-phenylpyridine-2-carbonyl)amino]butanoyl]amino]-3-methyl-butyl]boronic acid
- InChI
- InChI=1S/C21H27BN3O5/c1-13(2)12-18(22(29)30)24-21(28)19(14(3)26)25-20(27)17-11-7-10-16(23-17)15-8-5-4-6-9-15/h4-11,13,18-19,26,29-30H,12H2,1-3H3,(H,24,28)(H,25,27)/t18-,19-/m0/s1
- InChI Key
- XBXPTQFRBZHAHO-OALUTQOASA-N
- SMILES
- C[C](O)[C@H](NC(=O)c1cccc(-c2ccccc2)n1)C(=O)N[C@@H](CC(C)C)B(O)O
- Source
- ZINC001560411635
Warheads
- Boronic Acid
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 2 |
| Heteroatom Count | 9 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 131.78 Å2 | LogP | 1.937 |
| LogS | -4.336 | LogD | 3.15 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.052 | Pgp substrate | 0.065 |
| HIA | 0.564 | F20 % | 0.722 |
| F30 % | 0.001 | Caco-2 | -5.054 |
| MDCK | -5.671 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.023 | PPB | 83.133 |
| VD | 1.404 | Fu | 1.603 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.016 | CYP1A2 substrate | 0.592 |
| CYP2A6 substrate | 0.594 | CYP2B6 substrate | 0.732 |
| CYP2C19 inhibitor | 0.364 | CYP2C19 substrate | 0.888 |
| CYP2C8 substrate | 0.751 | CYP2C9 inhibitor | 0.188 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.956 | CYP2E1 substrate | 0.206 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 0.988 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.528 | CL | 8.676 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.96 |
| Mutagenicity | 0.009 | Rat Oral Acute Toxicity | 0.014 |
| FDAMDD | 0.013 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.011 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.598 | Respiratory Toxicity | 0.004 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.378 | IGC50 | 3.468 |
| LC50FM | 2.787 | LC50DM | 2.401 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.382 | NR-AR-LBD | 0.764 |
| NR-AhR | 0.005 | NR-Aromatase | 0.981 |
| NR-ER | 0.413 | NR-ER-LBD | 0.631 |
| NR-PPAR-gamma | 0.916 | SR-ARE | 0.788 |
| SR-ATAD5 | 0.939 | SR-HSE | 0.984 |
| SR-MMP | 0.72 | SR-p53 | 0.98 |
Similar covalent drugs
No similar covalent drugs found for this compound.