Compound information
- Natural Products
- ZC1043735
- Molecular Formula
- C20H23BCl2N2O9
- Molecular Weight
- 516.087366076 g/mol
- Structure
-
- IUPAC Name
- (4S)-4-(carboxymethyl)-2-[(1R)-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-/m0/s1
- InChI Key
- YTXSYWAKVMZICI-XOBRGWDASA-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
- ZINC000169946777
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 | 1.846 |
| LogS | -2.971 | LogD | 0.114 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.914 |
| HIA | 0.003 | F20 % | 0.508 |
| F30 % | 0.001 | Caco-2 | -6.783 |
| MDCK | -5.985 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.224 | PPB | 96.728 |
| VD | 0.464 | Fu | 1.147 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.338 |
| CYP2A6 substrate | 0.201 | CYP2B6 substrate | 0.251 |
| CYP2C19 inhibitor | 0.047 | CYP2C19 substrate | 0.377 |
| CYP2C8 substrate | 0.288 | CYP2C9 inhibitor | 0.019 |
| CYP2C9 substrate | 0.076 | CYP2D6 inhibitor | 0.046 |
| CYP2D6 substrate | 0.095 | CYP2E1 substrate | 0.232 |
| CYP3A4 inhibitor | 0.013 | CYP3A4 substrate | 0.367 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.892 | CL | 1.454 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.634 | Hepatotoxicity | 0.718 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.035 |
| FDAMDD | 0.008 | Skin Sensitization | 0.938 |
| Carcinogenicity | 0.027 | Eye Corrosion | 0.01 |
| Eye Irritation | 0.85 | Respiratory Toxicity | 0.048 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.8 | IGC50 | 1.996 |
| LC50FM | 3.625 | LC50DM | 5.076 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.462 | NR-AR-LBD | 0.554 |
| NR-AhR | 0.012 | NR-Aromatase | 0.055 |
| NR-ER | 0.392 | NR-ER-LBD | 0.483 |
| NR-PPAR-gamma | 0.824 | SR-ARE | 0.815 |
| SR-ATAD5 | 0.668 | SR-HSE | 0.6 |
| SR-MMP | 0.025 | SR-p53 | 0.815 |
Similar covalent drugs
No similar covalent drugs found for this compound.