Compound information
- Natural Products
- ZC239777
- Molecular Formula
- C21H28BN3O5
- Molecular Weight
- 413.212201396 g/mol
- Structure
-
- IUPAC Name
- [(1R)-1-[[(2S,3R)-3-hydroxy-2-[(6-phenylpyridine-2-carbonyl)amino]butanoyl]amino]-3-methyl-butyl]boronic acid
- InChI
- InChI=1S/C21H28BN3O5/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/h4-11,13-14,18-19,26,29-30H,12H2,1-3H3,(H,24,28)(H,25,27)/t14-,18+,19+/m1/s1
- InChI Key
- SJFBTAPEPRWNKH-CCKFTAQKSA-N
- SMILES
- CC(C)C[C@H](NC(=O)[C@@H](NC(=O)c1cccc(-c2ccccc2)n1)[C@@H](C)O)B(O)O
- Source
- ZINC000169748228
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 | 2.374 |
| LogS | -4.156 | LogD | 3.207 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.004 | Pgp substrate | 0.182 |
| HIA | 0.434 | F20 % | 0.651 |
| F30 % | 0.0 | Caco-2 | -5.347 |
| MDCK | -5.798 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.009 | PPB | 90.955 |
| VD | 1.542 | Fu | 1.838 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.019 | CYP1A2 substrate | 0.662 |
| CYP2A6 substrate | 0.505 | CYP2B6 substrate | 0.628 |
| CYP2C19 inhibitor | 0.425 | CYP2C19 substrate | 0.902 |
| CYP2C8 substrate | 0.76 | CYP2C9 inhibitor | 0.205 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.007 |
| CYP2D6 substrate | 0.949 | CYP2E1 substrate | 0.257 |
| CYP3A4 inhibitor | 0.012 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.517 | CL | 6.943 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.958 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.011 |
| FDAMDD | 0.017 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.007 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.563 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.221 | IGC50 | 3.558 |
| LC50FM | 2.756 | LC50DM | 2.884 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.448 | NR-AR-LBD | 0.747 |
| NR-AhR | 0.005 | NR-Aromatase | 0.978 |
| NR-ER | 0.547 | NR-ER-LBD | 0.624 |
| NR-PPAR-gamma | 0.904 | SR-ARE | 0.809 |
| SR-ATAD5 | 0.935 | SR-HSE | 0.979 |
| SR-MMP | 0.717 | SR-p53 | 0.987 |
Similar covalent drugs
No similar covalent drugs found for this compound.