Compound information
- Natural Products
- ZC240791
- Molecular Formula
- C21H28BN3O5
- Molecular Weight
- 413.212201396 g/mol
- Structure
-
- IUPAC Name
- [(1R)-1-[[(2R,3S)-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+/m0/s1
- InChI Key
- SJFBTAPEPRWNKH-ZOCIIQOWSA-N
- SMILES
- CC(C)C[C@H](NC(=O)[C@H](NC(=O)c1cccc(-c2ccccc2)n1)[C@H](C)O)B(O)O
- Source
- ZINC000201710193
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 | 2.502 |
| LogS | -4.549 | LogD | 3.551 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.005 | Pgp substrate | 0.71 |
| HIA | 0.83 | F20 % | 0.718 |
| F30 % | 0.0 | Caco-2 | -5.24 |
| MDCK | -5.818 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.031 | PPB | 84.749 |
| VD | 1.495 | Fu | 1.825 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.074 | CYP1A2 substrate | 0.624 |
| CYP2A6 substrate | 0.562 | CYP2B6 substrate | 0.648 |
| CYP2C19 inhibitor | 0.439 | CYP2C19 substrate | 0.881 |
| CYP2C8 substrate | 0.679 | CYP2C9 inhibitor | 0.005 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.011 |
| CYP2D6 substrate | 0.988 | CYP2E1 substrate | 0.187 |
| CYP3A4 inhibitor | 0.007 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.497 | CL | 7.508 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.934 |
| Mutagenicity | 0.029 | Rat Oral Acute Toxicity | 0.016 |
| FDAMDD | 0.014 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.004 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.466 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.351 | IGC50 | 3.12 |
| LC50FM | 2.655 | LC50DM | 1.859 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.47 | NR-AR-LBD | 0.633 |
| NR-AhR | 0.004 | NR-Aromatase | 0.969 |
| NR-ER | 0.53 | NR-ER-LBD | 0.565 |
| NR-PPAR-gamma | 0.907 | SR-ARE | 0.79 |
| SR-ATAD5 | 0.927 | SR-HSE | 0.966 |
| SR-MMP | 0.448 | SR-p53 | 0.976 |
Similar covalent drugs
No similar covalent drugs found for this compound.