Compound information
- Natural Products
- ZC860440
- Molecular Formula
- C14H11N3O5S
- Molecular Weight
- 333.041941452 g/mol
- Structure
-
- IUPAC Name
- (1S,2R)-N-[4-(1,3-benzodioxol-5-yl)thiazol-2-yl]-2-nitro-cyclopropanecarboxamide
- InChI
- InChI=1S/C14H11N3O5S/c18-13(8-4-10(8)17(19)20)16-14-15-9(5-23-14)7-1-2-11-12(3-7)22-6-21-11/h1-3,5,8,10H,4,6H2,(H,15,16,18)/t8-,10+/m0/s1
- InChI Key
- SDSLMJOQQGAZIC-WCBMZHEXSA-N
- SMILES
- O=C(Nc1nc(-c2ccc3c(c2)OCO3)cs1)[C@H]1C[C@H]1[N+](=O)[O-]
- Source
- ZINC000044311515
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 103.59 Å2 | LogP | 2.906 |
| LogS | -4.261 | LogD | 3.081 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.025 | Pgp substrate | 0.005 |
| HIA | 0.96 | F20 % | 0.96 |
| F30 % | 0.781 | Caco-2 | -5.016 |
| MDCK | -4.804 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.303 | PPB | 91.955 |
| VD | 0.637 | Fu | 1.264 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.99 | CYP1A2 substrate | 0.726 |
| CYP2A6 substrate | 0.672 | CYP2B6 substrate | 0.74 |
| CYP2C19 inhibitor | 0.07 | CYP2C19 substrate | 0.92 |
| CYP2C8 substrate | 0.73 | CYP2C9 inhibitor | 0.199 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.016 |
| CYP2D6 substrate | 0.689 | CYP2E1 substrate | 0.853 |
| CYP3A4 inhibitor | 0.786 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.256 | CL | 11.832 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.006 | Hepatotoxicity | 0.72 |
| Mutagenicity | 0.657 | Rat Oral Acute Toxicity | 0.339 |
| FDAMDD | 0.299 | Skin Sensitization | 0.125 |
| Carcinogenicity | 0.771 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.422 | Respiratory Toxicity | 0.987 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.243 | IGC50 | 3.921 |
| LC50FM | 3.615 | LC50DM | 5.921 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.85 | NR-AR-LBD | 0.512 |
| NR-AhR | 0.964 | NR-Aromatase | 0.052 |
| NR-ER | 0.683 | NR-ER-LBD | 0.543 |
| NR-PPAR-gamma | 0.786 | SR-ARE | 0.869 |
| SR-ATAD5 | 0.88 | SR-HSE | 0.637 |
| SR-MMP | 0.88 | SR-p53 | 0.791 |
Similar covalent drugs
No similar covalent drugs found for this compound.