Compound information
- Natural Products
- ZC2658236
- Molecular Formula
- C20H16N4O5S
- Molecular Weight
- 424.084140612 g/mol
- Structure
-
- IUPAC Name
- N-[4-(1,3-benzodioxol-5-yl)thiazol-2-yl]-4-(cyclopropylamino)-3-nitro-benzamide
- InChI
- InChI=1S/C20H16N4O5S/c25-19(12-1-5-14(21-13-3-4-13)16(7-12)24(26)27)23-20-22-15(9-30-20)11-2-6-17-18(8-11)29-10-28-17/h1-2,5-9,13,21H,3-4,10H2,(H,22,23,25)
- InChI Key
- UDHVFSRLNYAKAT-UHFFFAOYSA-N
- SMILES
- O=C(Nc1nc(-c2ccc3c(c2)OCO3)cs1)c1ccc(NC2CC2)c([N+](=O)[O-])c1
- Source
- ZINC000022924581
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 5 |
| Heteroatom Count | 10 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 115.62 Å2 | LogP | 4.333 |
| LogS | -5.563 | LogD | 4.033 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.113 | Pgp substrate | 0.685 |
| HIA | 0.956 | F20 % | 0.995 |
| F30 % | 0.924 | Caco-2 | -4.755 |
| MDCK | -4.867 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.03 | PPB | 98.282 |
| VD | 0.987 | Fu | 1.244 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.272 | CYP1A2 substrate | 0.78 |
| CYP2A6 substrate | 0.466 | CYP2B6 substrate | 0.772 |
| CYP2C19 inhibitor | 0.859 | CYP2C19 substrate | 0.901 |
| CYP2C8 substrate | 0.699 | CYP2C9 inhibitor | 0.653 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.783 |
| CYP2D6 substrate | 0.881 | CYP2E1 substrate | 0.255 |
| CYP3A4 inhibitor | 0.976 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.147 | CL | 8.067 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.039 | Hepatotoxicity | 0.304 |
| Mutagenicity | 1.0 | Rat Oral Acute Toxicity | 0.048 |
| FDAMDD | 0.189 | Skin Sensitization | 0.872 |
| Carcinogenicity | 0.935 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.003 | Respiratory Toxicity | 0.99 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.287 | IGC50 | 4.004 |
| LC50FM | 2.827 | LC50DM | 4.201 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.928 | NR-AR-LBD | 0.665 |
| NR-AhR | 0.987 | NR-Aromatase | 0.592 |
| NR-ER | 0.875 | NR-ER-LBD | 0.814 |
| NR-PPAR-gamma | 0.932 | SR-ARE | 0.936 |
| SR-ATAD5 | 0.94 | SR-HSE | 0.925 |
| SR-MMP | 0.947 | SR-p53 | 0.94 |
Similar covalent drugs
No similar covalent drugs found for this compound.