Compound information
- Natural Products
- ZC1061052
- Molecular Formula
- C20H23BCl2N2O9
- Molecular Weight
- 516.087366076 g/mol
- Structure
-
- IUPAC Name
- (4R)-4-(carboxymethyl)-2-[(1S)-1-[[2-[(2,5-dichlorobenzoyl)amino]acetyl]amino]-3-methyl-butyl]-6-oxo-1,3,2-dioxaborinane-4-carboxylic acid
- InChI
- InChI=1S/C20H23BCl2N2O9/c1-10(2)5-14(21-33-17(29)8-20(34-21,19(31)32)7-16(27)28)25-15(26)9-24-18(30)12-6-11(22)3-4-13(12)23/h3-4,6,10,14H,5,7-9H2,1-2H3,(H,24,30)(H,25,26)(H,27,28)(H,31,32)/t14-,20-/m1/s1
- InChI Key
- YTXSYWAKVMZICI-JLTOFOAXSA-N
- SMILES
- CC(C)C[C@@H](NC(=O)CNC(=O)c1cc(Cl)ccc1Cl)B1OC(=O)C[C@](CC(=O)O)(C(=O)O)O1
- Source
- ZINC000212621264
Warheads
- Boronic Acid
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 2 |
| Heteroatom Count | 14 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 168.33 Å2 | LogP | 1.667 |
| LogS | -2.868 | LogD | 0.318 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.323 |
| HIA | 0.0 | F20 % | 0.75 |
| F30 % | 0.006 | Caco-2 | -7.163 |
| MDCK | -6.037 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.427 | PPB | 96.862 |
| VD | 0.357 | Fu | 1.085 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.303 |
| CYP2A6 substrate | 0.142 | CYP2B6 substrate | 0.311 |
| CYP2C19 inhibitor | 0.073 | CYP2C19 substrate | 0.246 |
| CYP2C8 substrate | 0.259 | CYP2C9 inhibitor | 0.045 |
| CYP2C9 substrate | 0.502 | CYP2D6 inhibitor | 0.468 |
| CYP2D6 substrate | 0.125 | CYP2E1 substrate | 0.339 |
| CYP3A4 inhibitor | 0.097 | CYP3A4 substrate | 0.873 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.935 | CL | 1.53 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.758 | Hepatotoxicity | 0.943 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.047 |
| FDAMDD | 0.011 | Skin Sensitization | 0.969 |
| Carcinogenicity | 0.017 | Eye Corrosion | 0.014 |
| Eye Irritation | 0.728 | Respiratory Toxicity | 0.027 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.742 | IGC50 | 1.994 |
| LC50FM | 3.469 | LC50DM | 5.306 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.481 | NR-AR-LBD | 0.798 |
| NR-AhR | 0.013 | NR-Aromatase | 0.042 |
| NR-ER | 0.409 | NR-ER-LBD | 0.525 |
| NR-PPAR-gamma | 0.865 | SR-ARE | 0.796 |
| SR-ATAD5 | 0.783 | SR-HSE | 0.826 |
| SR-MMP | 0.023 | SR-p53 | 0.9 |
Similar covalent drugs
No similar covalent drugs found for this compound.