Compound information
- Natural Products
- ZC2872143
- Molecular Formula
- C20H23ClN2O3
- Molecular Weight
- 374.139720276 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S,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-KSSFIOAISA-N
- SMILES
- CC[C@H](C)[C@H](NC(=O)OCc1ccccc1)C(=O)Nc1cccc(Cl)c1
- Source
- ZINC000005292520
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 | 4.67 |
| LogS | -5.818 | LogD | 3.66 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.091 | Pgp substrate | 0.004 |
| HIA | 0.965 | F20 % | 0.992 |
| F30 % | 0.973 | Caco-2 | -4.714 |
| MDCK | -4.531 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.036 | PPB | 99.194 |
| VD | 0.631 | Fu | 2.406 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.907 | CYP1A2 substrate | 0.811 |
| CYP2A6 substrate | 0.846 | CYP2B6 substrate | 0.852 |
| CYP2C19 inhibitor | 0.978 | CYP2C19 substrate | 0.986 |
| CYP2C8 substrate | 0.938 | CYP2C9 inhibitor | 0.833 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.969 |
| CYP2D6 substrate | 0.999 | CYP2E1 substrate | 0.484 |
| CYP3A4 inhibitor | 0.842 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.542 | CL | 6.693 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.005 | Hepatotoxicity | 0.998 |
| Mutagenicity | 0.104 | Rat Oral Acute Toxicity | 0.039 |
| FDAMDD | 0.36 | Skin Sensitization | 0.014 |
| Carcinogenicity | 0.069 | Eye Corrosion | 0.015 |
| Eye Irritation | 0.12 | Respiratory Toxicity | 0.023 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.822 | IGC50 | 4.438 |
| LC50FM | 4.516 | LC50DM | 6.609 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.147 | NR-AR-LBD | 0.174 |
| NR-AhR | 0.06 | NR-Aromatase | 0.165 |
| NR-ER | 0.58 | NR-ER-LBD | 0.445 |
| NR-PPAR-gamma | 0.536 | SR-ARE | 0.455 |
| SR-ATAD5 | 0.604 | SR-HSE | 0.35 |
| SR-MMP | 0.855 | SR-p53 | 0.586 |
Similar covalent drugs
No similar covalent drugs found for this compound.