Compound information
- Natural Products
- ZC2709679
- Molecular Formula
- C22H24ClNO5
- Molecular Weight
- 417.134300548 g/mol
- Structure
-
- IUPAC Name
- [2-(3-chlorophenyl)-2-oxo-ethyl] (2S,3S)-2-(benzyloxycarbonylamino)-3-methyl-pentanoate
- InChI
- InChI=1S/C22H24ClNO5/c1-3-15(2)20(24-22(27)29-13-16-8-5-4-6-9-16)21(26)28-14-19(25)17-10-7-11-18(23)12-17/h4-12,15,20H,3,13-14H2,1-2H3,(H,24,27)/t15-,20-/m0/s1
- InChI Key
- NCSLODLIKVBTJY-YWZLYKJASA-N
- SMILES
- CC[C@H](C)[C@H](NC(=O)OCc1ccccc1)C(=O)OCC(=O)c1cccc(Cl)c1
- Source
- ZINC000003259645
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 29 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 81.7 Å2 | LogP | 4.545 |
| LogS | -5.356 | LogD | 3.709 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.092 | Pgp substrate | 0.003 |
| HIA | 0.967 | F20 % | 0.991 |
| F30 % | 0.956 | Caco-2 | -4.468 |
| MDCK | -4.504 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.017 | PPB | 98.379 |
| VD | 0.881 | Fu | 2.52 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.911 | CYP1A2 substrate | 0.798 |
| CYP2A6 substrate | 0.717 | CYP2B6 substrate | 0.82 |
| CYP2C19 inhibitor | 0.966 | CYP2C19 substrate | 0.984 |
| CYP2C8 substrate | 0.919 | CYP2C9 inhibitor | 0.728 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.566 |
| CYP2D6 substrate | 0.994 | CYP2E1 substrate | 0.275 |
| CYP3A4 inhibitor | 0.609 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.769 | CL | 7.876 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.046 | Hepatotoxicity | 0.995 |
| Mutagenicity | 0.151 | Rat Oral Acute Toxicity | 0.274 |
| FDAMDD | 0.243 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.028 | Eye Corrosion | 0.023 |
| Eye Irritation | 0.022 | Respiratory Toxicity | 0.008 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.852 | IGC50 | 4.323 |
| LC50FM | 5.069 | LC50DM | 5.969 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.179 | NR-AR-LBD | 0.186 |
| NR-AhR | 0.008 | NR-Aromatase | 0.08 |
| NR-ER | 0.479 | NR-ER-LBD | 0.463 |
| NR-PPAR-gamma | 0.294 | SR-ARE | 0.495 |
| SR-ATAD5 | 0.708 | SR-HSE | 0.387 |
| SR-MMP | 0.841 | SR-p53 | 0.691 |
Similar covalent drugs
No similar covalent drugs found for this compound.