Compound information
- Natural Products
- ZC1705425
- Molecular Formula
- C15H13ClN2O2S
- Molecular Weight
- 320.038626336 g/mol
- Structure
-
- IUPAC Name
- (1S,5R)-N-[4-(2-chlorophenyl)thiazol-2-yl]-3-oxabicyclo[3.1.0]hexane-6-carboxamide
- InChI
- InChI=1S/C15H13ClN2O2S/c16-11-4-2-1-3-8(11)12-7-21-15(17-12)18-14(19)13-9-5-20-6-10(9)13/h1-4,7,9-10,13H,5-6H2,(H,17,18,19)/t9-,10+,13+
- InChI Key
- ZCMWRAYTRKVYLX-IWIIMEHWSA-N
- SMILES
- O=C(Nc1nc(-c2ccccc2Cl)cs1)[C@@H]1[C@H]2COC[C@H]21
- Source
- ZINC000668466906
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 4 |
| Heteroatom Count | 6 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 51.22 Å2 | LogP | 3.619 |
| LogS | -4.927 | LogD | 4.225 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.225 | Pgp substrate | 0.002 |
| HIA | 0.962 | F20 % | 0.993 |
| F30 % | 0.956 | Caco-2 | -4.582 |
| MDCK | -4.491 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.087 | PPB | 96.775 |
| VD | 1.167 | Fu | 1.693 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.97 | CYP1A2 substrate | 0.623 |
| CYP2A6 substrate | 0.617 | CYP2B6 substrate | 0.606 |
| CYP2C19 inhibitor | 0.737 | CYP2C19 substrate | 0.786 |
| CYP2C8 substrate | 0.666 | CYP2C9 inhibitor | 0.292 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.857 | CYP2E1 substrate | 0.947 |
| CYP3A4 inhibitor | 0.537 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.134 | CL | 8.267 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.019 | Hepatotoxicity | 0.588 |
| Mutagenicity | 0.149 | Rat Oral Acute Toxicity | 0.058 |
| FDAMDD | 0.096 | Skin Sensitization | 0.134 |
| Carcinogenicity | 0.023 | Eye Corrosion | 0.014 |
| Eye Irritation | 0.903 | Respiratory Toxicity | 0.826 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.883 | IGC50 | 3.813 |
| LC50FM | 4.957 | LC50DM | 4.805 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.825 | NR-AR-LBD | 0.392 |
| NR-AhR | 0.968 | NR-Aromatase | 0.577 |
| NR-ER | 0.768 | NR-ER-LBD | 0.626 |
| NR-PPAR-gamma | 0.843 | SR-ARE | 0.64 |
| SR-ATAD5 | 0.877 | SR-HSE | 0.763 |
| SR-MMP | 0.977 | SR-p53 | 0.807 |
Similar covalent drugs
No similar covalent drugs found for this compound.