Compound information
- Natural Products
- ZC2287704
- Molecular Formula
- C23H27NO5
- Molecular Weight
- 397.188922964 g/mol
- Structure
-
- IUPAC Name
- [2-(3,4-dimethylphenyl)-2-oxo-ethyl] (2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoate
- InChI
- InChI=1S/C23H27NO5/c1-15(2)21(24-23(27)29-13-18-8-6-5-7-9-18)22(26)28-14-20(25)19-11-10-16(3)17(4)12-19/h5-12,15,21H,13-14H2,1-4H3,(H,24,27)/t21-/m0/s1
- InChI Key
- XLQPDLFMAHXUBA-NRFANRHFSA-N
- SMILES
- Cc1ccc(C(=O)COC(=O)[C@@H](NC(=O)OCc2ccccc2)C(C)C)cc1C
- Source
- ZINC000003263112
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 29 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 4.265 |
| LogS | -5.027 | LogD | 3.974 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.069 | Pgp substrate | 0.002 |
| HIA | 0.969 | F20 % | 0.989 |
| F30 % | 0.951 | Caco-2 | -4.456 |
| MDCK | -4.629 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.08 | PPB | 99.607 |
| VD | 0.68 | Fu | 2.141 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.94 | CYP1A2 substrate | 0.792 |
| CYP2A6 substrate | 0.682 | CYP2B6 substrate | 0.728 |
| CYP2C19 inhibitor | 0.99 | CYP2C19 substrate | 0.966 |
| CYP2C8 substrate | 0.938 | CYP2C9 inhibitor | 0.806 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.064 |
| CYP2D6 substrate | 0.873 | CYP2E1 substrate | 0.279 |
| CYP3A4 inhibitor | 0.497 | CYP3A4 substrate | 0.995 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.71 | CL | 7.328 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.065 | Hepatotoxicity | 0.977 |
| Mutagenicity | 0.221 | Rat Oral Acute Toxicity | 0.076 |
| FDAMDD | 0.203 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.037 | Eye Corrosion | 0.007 |
| Eye Irritation | 0.004 | Respiratory Toxicity | 0.001 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.591 | IGC50 | 4.654 |
| LC50FM | 5.336 | LC50DM | 5.834 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.174 | NR-AR-LBD | 0.212 |
| NR-AhR | 0.013 | NR-Aromatase | 0.098 |
| NR-ER | 0.511 | NR-ER-LBD | 0.547 |
| NR-PPAR-gamma | 0.248 | SR-ARE | 0.402 |
| SR-ATAD5 | 0.635 | SR-HSE | 0.314 |
| SR-MMP | 0.725 | SR-p53 | 0.417 |
Similar covalent drugs
No similar covalent drugs found for this compound.