Compound information
- Natural Products
- ZC2876326
- Molecular Formula
- C20H23ClN2O3
- Molecular Weight
- 374.139720276 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1R,2S)-1-[(3-chlorophenyl)carbamoyl]-2-methyl-butyl]carbamate
- InChI
- InChI=1S/C20H23ClN2O3/c1-3-14(2)18(19(24)22-17-11-7-10-16(21)12-17)23-20(25)26-13-15-8-5-4-6-9-15/h4-12,14,18H,3,13H2,1-2H3,(H,22,24)(H,23,25)/t14-,18+/m0/s1
- InChI Key
- OXWGWSNSZDGUQM-KBXCAEBGSA-N
- SMILES
- CC[C@H](C)[C@@H](NC(=O)OCc1ccccc1)C(=O)Nc1cccc(Cl)c1
- Source
- ZINC000005954051
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 67.43 Å2 | LogP | 4.717 |
| LogS | -5.916 | LogD | 3.76 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.201 | Pgp substrate | 0.005 |
| HIA | 0.964 | F20 % | 0.994 |
| F30 % | 0.869 | Caco-2 | -4.575 |
| MDCK | -4.527 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.847 | PPB | 97.993 |
| VD | 0.447 | Fu | 2.208 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.672 | CYP1A2 substrate | 0.845 |
| CYP2A6 substrate | 0.833 | CYP2B6 substrate | 0.778 |
| CYP2C19 inhibitor | 0.965 | CYP2C19 substrate | 0.974 |
| CYP2C8 substrate | 0.915 | CYP2C9 inhibitor | 0.636 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.953 |
| CYP2D6 substrate | 0.999 | CYP2E1 substrate | 0.942 |
| CYP3A4 inhibitor | 0.835 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.683 | CL | 5.628 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.036 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.276 | Rat Oral Acute Toxicity | 0.066 |
| FDAMDD | 0.462 | Skin Sensitization | 0.019 |
| Carcinogenicity | 0.039 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.015 | Respiratory Toxicity | 0.034 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.122 | IGC50 | 4.374 |
| LC50FM | 4.813 | LC50DM | 6.642 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.15 | NR-AR-LBD | 0.198 |
| NR-AhR | 0.026 | NR-Aromatase | 0.088 |
| NR-ER | 0.41 | NR-ER-LBD | 0.398 |
| NR-PPAR-gamma | 0.423 | SR-ARE | 0.386 |
| SR-ATAD5 | 0.532 | SR-HSE | 0.146 |
| SR-MMP | 0.712 | SR-p53 | 0.196 |
Similar covalent drugs
No similar covalent drugs found for this compound.