Compound information
- Natural Products
- ZC3371483
- Molecular Formula
- C23H16F5N3O2
- Molecular Weight
- 461.116267852 g/mol
- Structure
-
- IUPAC Name
- 1-[2-(1H-indol-3-yl)ethyl]-3-[3-(2,3,4,5,6-pentafluorophenoxy)phenyl]urea
- InChI
- InChI=1S/C23H16F5N3O2/c24-17-18(25)20(27)22(21(28)19(17)26)33-14-5-3-4-13(10-14)31-23(32)29-9-8-12-11-30-16-7-2-1-6-15(12)16/h1-7,10-11,30H,8-9H2,(H2,29,31,32)
- InChI Key
- VPAVWJCZXCCNEE-UHFFFAOYSA-N
- SMILES
- O=C(NCCc1c[nH]c2ccccc12)Nc1cccc(Oc2c(F)c(F)c(F)c(F)c2F)c1
- Source
- ZINC000002261325
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 33 | Ring Count | 4 |
| Heteroatom Count | 10 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 66.15 Å2 | LogP | 5.407 |
| LogS | -6.479 | LogD | 4.847 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.998 | Pgp substrate | 0.001 |
| HIA | 0.976 | F20 % | 0.983 |
| F30 % | 0.943 | Caco-2 | -5.727 |
| MDCK | -5.358 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 90.079 |
| VD | 1.028 | Fu | 1.78 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.93 | CYP1A2 substrate | 0.841 |
| CYP2A6 substrate | 0.706 | CYP2B6 substrate | 0.694 |
| CYP2C19 inhibitor | 0.971 | CYP2C19 substrate | 0.904 |
| CYP2C8 substrate | 0.802 | CYP2C9 inhibitor | 0.994 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.874 |
| CYP2D6 substrate | 0.938 | CYP2E1 substrate | 0.29 |
| CYP3A4 inhibitor | 0.268 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.256 | CL | 5.732 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.14 | Hepatotoxicity | 0.986 |
| Mutagenicity | 0.907 | Rat Oral Acute Toxicity | 0.597 |
| FDAMDD | 0.991 | Skin Sensitization | 0.89 |
| Carcinogenicity | 0.052 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.717 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.246 | IGC50 | 4.072 |
| LC50FM | 4.356 | LC50DM | 7.591 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.523 | NR-AR-LBD | 0.307 |
| NR-AhR | 0.885 | NR-Aromatase | 0.02 |
| NR-ER | 0.595 | NR-ER-LBD | 0.417 |
| NR-PPAR-gamma | 0.678 | SR-ARE | 0.806 |
| SR-ATAD5 | 0.518 | SR-HSE | 0.054 |
| SR-MMP | 0.896 | SR-p53 | 0.726 |
Similar covalent drugs
No similar covalent drugs found for this compound.