Compound information
- Natural Products
- ZC214394
- Molecular Formula
- C19H25BN4O4
- Molecular Weight
- 384.19688568 g/mol
- Structure
-
- IUPAC Name
- [(1S)-3-methyl-1-[[(2S)-3-phenyl-2-(pyrazine-2-carbonylamino)propanoyl]amino]butyl]boronic acid
- InChI
- InChI=1S/C19H25BN4O4/c1-13(2)10-17(20(27)28)24-18(25)15(11-14-6-4-3-5-7-14)23-19(26)16-12-21-8-9-22-16/h3-9,12-13,15,17,27-28H,10-11H2,1-2H3,(H,23,26)(H,24,25)/t15-,17+/m0/s1
- InChI Key
- GXJABQQUPOEUTA-DOTOQJQBSA-N
- SMILES
- CC(C)C[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c1cnccn1)B(O)O
- Source
- ZINC000169897614
Warheads
- Boronic Acid
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| Heteroatom Count | 9 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 124.44 Å2 | LogP | 1.396 |
| LogS | -2.786 | LogD | 1.808 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.016 | Pgp substrate | 0.354 |
| HIA | 0.0 | F20 % | 0.28 |
| F30 % | 0.0 | Caco-2 | -4.786 |
| MDCK | -5.677 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.547 | PPB | 81.679 |
| VD | 0.795 | Fu | 1.026 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.017 | CYP1A2 substrate | 0.671 |
| CYP2A6 substrate | 0.504 | CYP2B6 substrate | 0.555 |
| CYP2C19 inhibitor | 0.334 | CYP2C19 substrate | 0.965 |
| CYP2C8 substrate | 0.8 | CYP2C9 inhibitor | 0.055 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.011 |
| CYP2D6 substrate | 0.959 | CYP2E1 substrate | 0.161 |
| CYP3A4 inhibitor | 0.115 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.789 | CL | 9.021 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.991 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.044 |
| FDAMDD | 0.08 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.019 | Eye Corrosion | 0.012 |
| Eye Irritation | 0.457 | Respiratory Toxicity | 0.004 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.448 | IGC50 | 2.881 |
| LC50FM | 2.899 | LC50DM | 2.693 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.11 | NR-AR-LBD | 0.923 |
| NR-AhR | 0.005 | NR-Aromatase | 0.931 |
| NR-ER | 0.24 | NR-ER-LBD | 0.619 |
| NR-PPAR-gamma | 0.928 | SR-ARE | 0.771 |
| SR-ATAD5 | 0.957 | SR-HSE | 0.992 |
| SR-MMP | 0.011 | SR-p53 | 0.991 |