Compound information
- Natural Products
- ZC2709139
- Molecular Formula
- C22H24ClNO5
- Molecular Weight
- 417.134300548 g/mol
- Structure
-
- IUPAC Name
- [2-(3-chlorophenyl)-2-oxo-ethyl] (2S,3R)-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+/m1/s1
- InChI Key
- NCSLODLIKVBTJY-QRWLVFNGSA-N
- SMILES
- CC[C@@H](C)[C@H](NC(=O)OCc1ccccc1)C(=O)OCC(=O)c1cccc(Cl)c1
- Source
- ZINC000003259643
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 | 4.582 |
| LogS | -5.088 | LogD | 3.71 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.094 | Pgp substrate | 0.002 |
| HIA | 0.969 | F20 % | 0.992 |
| F30 % | 0.967 | Caco-2 | -4.514 |
| MDCK | -4.523 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.032 | PPB | 98.5 |
| VD | 0.693 | Fu | 2.17 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.891 | CYP1A2 substrate | 0.809 |
| CYP2A6 substrate | 0.719 | CYP2B6 substrate | 0.795 |
| CYP2C19 inhibitor | 0.986 | CYP2C19 substrate | 0.968 |
| CYP2C8 substrate | 0.915 | CYP2C9 inhibitor | 0.885 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.35 |
| CYP2D6 substrate | 0.98 | CYP2E1 substrate | 0.346 |
| CYP3A4 inhibitor | 0.408 | CYP3A4 substrate | 0.998 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.781 | CL | 7.923 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.141 | Hepatotoxicity | 0.991 |
| Mutagenicity | 0.217 | Rat Oral Acute Toxicity | 0.308 |
| FDAMDD | 0.302 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.011 | Eye Corrosion | 0.009 |
| Eye Irritation | 0.005 | Respiratory Toxicity | 0.011 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.831 | IGC50 | 4.487 |
| LC50FM | 4.999 | LC50DM | 5.909 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.178 | NR-AR-LBD | 0.188 |
| NR-AhR | 0.007 | NR-Aromatase | 0.095 |
| NR-ER | 0.341 | NR-ER-LBD | 0.448 |
| NR-PPAR-gamma | 0.239 | SR-ARE | 0.527 |
| SR-ATAD5 | 0.682 | SR-HSE | 0.249 |
| SR-MMP | 0.811 | SR-p53 | 0.635 |
Similar covalent drugs
No similar covalent drugs found for this compound.