Compound information
- Natural Products
- ZC1602624
- Molecular Formula
- C22H24ClN3O5S
- Molecular Weight
- 477.112519548 g/mol
- Structure
-
- IUPAC Name
- 4-chloro-N-[3-(cyclopropylcarbamoyl)phenyl]-3-[[(2R)-tetrahydrofuran-2-yl]methylsulfamoyl]benzamide
- InChI
- InChI=1S/C22H24ClN3O5S/c23-19-9-6-15(12-20(19)32(29,30)24-13-18-5-2-10-31-18)22(28)26-17-4-1-3-14(11-17)21(27)25-16-7-8-16/h1,3-4,6,9,11-12,16,18,24H,2,5,7-8,10,13H2,(H,25,27)(H,26,28)/t18-/m1/s1
- InChI Key
- BALHHCHZXHMIOM-GOSISDBHSA-N
- SMILES
- O=C(Nc1cccc(C(=O)NC2CC2)c1)c1ccc(Cl)c(S(=O)(=O)NC[C@H]2CCCO2)c1
- Source
- ZINC000014196517
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 4 |
| Heteroatom Count | 10 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 113.6 Å2 | LogP | 2.82 |
| LogS | -4.741 | LogD | 2.94 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.062 | Pgp substrate | 0.997 |
| HIA | 0.969 | F20 % | 0.986 |
| F30 % | 0.973 | Caco-2 | -5.552 |
| MDCK | -5.907 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.034 | PPB | 88.83 |
| VD | 0.68 | Fu | 1.108 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.221 | CYP1A2 substrate | 0.477 |
| CYP2A6 substrate | 0.323 | CYP2B6 substrate | 0.691 |
| CYP2C19 inhibitor | 0.728 | CYP2C19 substrate | 0.778 |
| CYP2C8 substrate | 0.561 | CYP2C9 inhibitor | 0.604 |
| CYP2C9 substrate | 0.013 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.696 | CYP2E1 substrate | 0.17 |
| CYP3A4 inhibitor | 0.86 | CYP3A4 substrate | 0.955 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.113 | CL | 1.489 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.32 | Hepatotoxicity | 0.412 |
| Mutagenicity | 0.021 | Rat Oral Acute Toxicity | 0.05 |
| FDAMDD | 0.233 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.062 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.006 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.177 | IGC50 | 3.486 |
| LC50FM | -10.621 | LC50DM | -4.657 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.212 | NR-AR-LBD | 0.325 |
| NR-AhR | 0.088 | NR-Aromatase | 0.579 |
| NR-ER | 0.71 | NR-ER-LBD | 0.487 |
| NR-PPAR-gamma | 0.705 | SR-ARE | 0.81 |
| SR-ATAD5 | 0.591 | SR-HSE | 0.134 |
| SR-MMP | 0.323 | SR-p53 | 0.535 |
Similar covalent drugs
No similar covalent drugs found for this compound.