Compound information
- Natural Products
- ZC1060897
- Molecular Formula
- C20H23BCl2N2O9
- Molecular Weight
- 516.087366076 g/mol
- Structure
-
- IUPAC Name
- (4S)-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-VLIAUNLRSA-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
- ZINC000212621337
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 | 1.814 |
| LogS | -3.13 | LogD | 0.158 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.833 |
| HIA | 0.032 | F20 % | 0.571 |
| F30 % | 0.004 | Caco-2 | -7.113 |
| MDCK | -6.013 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.118 | PPB | 97.327 |
| VD | 0.503 | Fu | 1.272 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.293 |
| CYP2A6 substrate | 0.193 | CYP2B6 substrate | 0.198 |
| CYP2C19 inhibitor | 0.019 | CYP2C19 substrate | 0.268 |
| CYP2C8 substrate | 0.292 | CYP2C9 inhibitor | 0.033 |
| CYP2C9 substrate | 0.839 | CYP2D6 inhibitor | 0.076 |
| CYP2D6 substrate | 0.122 | CYP2E1 substrate | 0.223 |
| CYP3A4 inhibitor | 0.01 | CYP3A4 substrate | 0.547 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.851 | CL | 1.733 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.772 | Hepatotoxicity | 0.695 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.048 |
| FDAMDD | 0.01 | Skin Sensitization | 0.862 |
| Carcinogenicity | 0.024 | Eye Corrosion | 0.012 |
| Eye Irritation | 0.838 | Respiratory Toxicity | 0.056 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.616 | IGC50 | 2.01 |
| LC50FM | 3.727 | LC50DM | 5.165 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.503 | NR-AR-LBD | 0.847 |
| NR-AhR | 0.013 | NR-Aromatase | 0.081 |
| NR-ER | 0.398 | NR-ER-LBD | 0.555 |
| NR-PPAR-gamma | 0.758 | SR-ARE | 0.744 |
| SR-ATAD5 | 0.758 | SR-HSE | 0.807 |
| SR-MMP | 0.033 | SR-p53 | 0.88 |
Similar covalent drugs
No similar covalent drugs found for this compound.