Compound information
- Natural Products
- ZC1428525
- Molecular Formula
- C16H17ClN2O4S
- Molecular Weight
- 368.059755704 g/mol
- Structure
-
- IUPAC Name
- (1S,2R)-N-[4-chloro-3-(dimethylsulfamoyl)phenyl]-2-(2-furyl)cyclopropanecarboxamide
- InChI
- InChI=1S/C16H17ClN2O4S/c1-19(2)24(21,22)15-8-10(5-6-13(15)17)18-16(20)12-9-11(12)14-4-3-7-23-14/h3-8,11-12H,9H2,1-2H3,(H,18,20)/t11-,12+/m1/s1
- InChI Key
- ZADHMNIYDLYILE-NEPJUHHUSA-N
- SMILES
- CN(C)S(=O)(=O)c1cc(NC(=O)[C@H]2C[C@H]2c2ccco2)ccc1Cl
- Source
- ZINC000083851309
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 3 |
| Heteroatom Count | 8 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 79.62 Å2 | LogP | 2.966 |
| LogS | -4.357 | LogD | 3.008 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.104 | Pgp substrate | 0.18 |
| HIA | 0.967 | F20 % | 0.99 |
| F30 % | 0.963 | Caco-2 | -4.84 |
| MDCK | -4.796 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.024 | PPB | 97.991 |
| VD | 0.64 | Fu | 1.225 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.034 | CYP1A2 substrate | 0.753 |
| CYP2A6 substrate | 0.782 | CYP2B6 substrate | 0.673 |
| CYP2C19 inhibitor | 0.811 | CYP2C19 substrate | 0.982 |
| CYP2C8 substrate | 0.903 | CYP2C9 inhibitor | 0.871 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.038 |
| CYP2D6 substrate | 0.991 | CYP2E1 substrate | 0.972 |
| CYP3A4 inhibitor | 0.844 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.213 | CL | 10.435 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.189 | Hepatotoxicity | 0.711 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.51 |
| FDAMDD | 0.717 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.083 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.223 | Respiratory Toxicity | 0.96 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.511 | IGC50 | 4.005 |
| LC50FM | 4.566 | LC50DM | 4.869 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.139 | NR-AR-LBD | 0.311 |
| NR-AhR | 0.663 | NR-Aromatase | 0.91 |
| NR-ER | 0.36 | NR-ER-LBD | 0.438 |
| NR-PPAR-gamma | 0.73 | SR-ARE | 0.729 |
| SR-ATAD5 | 0.423 | SR-HSE | 0.66 |
| SR-MMP | 0.88 | SR-p53 | 0.773 |
Similar covalent drugs
No similar covalent drugs found for this compound.