Compound information
- Natural Products
- ZC3109429
- Molecular Formula
- C23H18N2OS
- Molecular Weight
- 370.113984196 g/mol
- Structure
-
- IUPAC Name
- (1S,2S)-N-[4-(2-naphthyl)thiazol-2-yl]-2-phenyl-cyclopropanecarboxamide
- InChI
- InChI=1S/C23H18N2OS/c26-22(20-13-19(20)16-7-2-1-3-8-16)25-23-24-21(14-27-23)18-11-10-15-6-4-5-9-17(15)12-18/h1-12,14,19-20H,13H2,(H,24,25,26)/t19-,20+/m1/s1
- InChI Key
- QJLYBIFURXAANY-UXHICEINSA-N
- SMILES
- O=C(Nc1nc(-c2ccc3ccccc3c2)cs1)[C@H]1C[C@@H]1c1ccccc1
- Source
- ZINC000000670550
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 5 |
| Heteroatom Count | 4 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 41.99 Å2 | LogP | 5.905 |
| LogS | -6.261 | LogD | 5.761 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.101 | Pgp substrate | 0.006 |
| HIA | 0.962 | F20 % | 0.978 |
| F30 % | 0.54 | Caco-2 | -4.814 |
| MDCK | -4.654 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.009 | PPB | 98.364 |
| VD | 1.669 | Fu | 1.994 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.993 | CYP1A2 substrate | 0.869 |
| CYP2A6 substrate | 0.745 | CYP2B6 substrate | 0.846 |
| CYP2C19 inhibitor | 0.843 | CYP2C19 substrate | 0.991 |
| CYP2C8 substrate | 0.9 | CYP2C9 inhibitor | 0.299 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.177 |
| CYP2D6 substrate | 0.897 | CYP2E1 substrate | 0.448 |
| CYP3A4 inhibitor | 0.421 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.107 | CL | 6.185 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.054 | Hepatotoxicity | 0.974 |
| Mutagenicity | 0.093 | Rat Oral Acute Toxicity | 0.091 |
| FDAMDD | 0.681 | Skin Sensitization | 0.004 |
| Carcinogenicity | 0.051 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.577 | Respiratory Toxicity | 0.584 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 2.256 | IGC50 | 4.291 |
| LC50FM | 6.726 | LC50DM | 5.79 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.924 | NR-AR-LBD | 0.767 |
| NR-AhR | 0.987 | NR-Aromatase | 0.592 |
| NR-ER | 0.953 | NR-ER-LBD | 0.905 |
| NR-PPAR-gamma | 0.938 | SR-ARE | 0.858 |
| SR-ATAD5 | 0.906 | SR-HSE | 0.715 |
| SR-MMP | 0.943 | SR-p53 | 0.888 |
Similar covalent drugs
No similar covalent drugs found for this compound.