Compound information
- Natural Products
- NACP42290
- Molecular Formula
- C19H25BN4O4
- Molecular Weight
- 384.19688568 g/mol
- Structure
-
- IUPAC Name
- [3-methyl-1-[[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)
- InChI Key
- GXJABQQUPOEUTA-UHFFFAOYSA-N
- SMILES
- O=C(NC(C(=O)NC(B(O)O)CC(C)C)CC=1C=CC=CC1)C2=NC=CN=C2
- CAS
- SuperClass
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- SubClass
- Amino acids, peptides, and analogues
- Source
- CNP0447234
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 | 1.412 |
| LogS | -2.429 | LogD | 1.589 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.991 | Pgp substrate | 0.608 |
| HIA | 0.0 | F20 % | 0.736 |
| F30 % | 0.0 | Caco-2 | -4.708 |
| MDCK | -5.774 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.424 | PPB | 51.627 |
| VD | 0.466 | Fu | 1.005 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.016 | CYP1A2 substrate | 0.646 |
| CYP2A6 substrate | 0.437 | CYP2B6 substrate | 0.403 |
| CYP2C19 inhibitor | 0.534 | CYP2C19 substrate | 0.66 |
| CYP2C8 substrate | 0.647 | CYP2C9 inhibitor | 0.019 |
| CYP2C9 substrate | 0.038 | CYP2D6 inhibitor | 0.008 |
| CYP2D6 substrate | 0.868 | CYP2E1 substrate | 0.15 |
| CYP3A4 inhibitor | 0.043 | CYP3A4 substrate | 0.984 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.847 | CL | 6.816 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.991 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.03 |
| FDAMDD | 0.088 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.004 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.004 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.452 | IGC50 | 2.639 |
| LC50FM | 3.196 | LC50DM | 2.683 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.127 | NR-AR-LBD | 0.752 |
| NR-AhR | 0.007 | NR-Aromatase | 0.913 |
| NR-ER | 0.166 | NR-ER-LBD | 0.559 |
| NR-PPAR-gamma | 0.925 | SR-ARE | 0.892 |
| SR-ATAD5 | 0.954 | SR-HSE | 0.993 |
| SR-MMP | 0.012 | SR-p53 | 0.982 |