Compound information
- Natural Products
- ZC1424439
- Molecular Formula
- C16H17ClN2O4S
- Molecular Weight
- 368.059755704 g/mol
- Structure
-
- IUPAC Name
- (1S,2S)-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-/m0/s1
- InChI Key
- ZADHMNIYDLYILE-RYUDHWBXSA-N
- SMILES
- CN(C)S(=O)(=O)c1cc(NC(=O)[C@H]2C[C@@H]2c2ccco2)ccc1Cl
- Source
- ZINC000083851303
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 | 2.925 |
| LogS | -4.233 | LogD | 2.735 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.075 | Pgp substrate | 0.378 |
| HIA | 0.967 | F20 % | 0.99 |
| F30 % | 0.936 | Caco-2 | -4.968 |
| MDCK | -4.724 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.071 | PPB | 99.133 |
| VD | 0.929 | Fu | 1.362 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.065 | CYP1A2 substrate | 0.832 |
| CYP2A6 substrate | 0.815 | CYP2B6 substrate | 0.76 |
| CYP2C19 inhibitor | 0.839 | CYP2C19 substrate | 0.996 |
| CYP2C8 substrate | 0.921 | CYP2C9 inhibitor | 0.239 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.036 |
| CYP2D6 substrate | 0.998 | CYP2E1 substrate | 0.92 |
| CYP3A4 inhibitor | 0.754 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.246 | CL | 11.043 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.133 | Hepatotoxicity | 0.62 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.64 |
| FDAMDD | 0.781 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.507 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.463 | Respiratory Toxicity | 0.938 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.602 | IGC50 | 3.932 |
| LC50FM | 4.706 | LC50DM | 4.028 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.127 | NR-AR-LBD | 0.355 |
| NR-AhR | 0.711 | NR-Aromatase | 0.808 |
| NR-ER | 0.539 | NR-ER-LBD | 0.777 |
| NR-PPAR-gamma | 0.745 | SR-ARE | 0.73 |
| SR-ATAD5 | 0.452 | SR-HSE | 0.391 |
| SR-MMP | 0.798 | SR-p53 | 0.676 |
Similar covalent drugs
No similar covalent drugs found for this compound.