Compound information
- Natural Products
- ZC2659922
- Molecular Formula
- C23H18N4O3
- Molecular Weight
- 398.137890436 g/mol
- Structure
-
- IUPAC Name
- 1,3-bis[(E)-(2-hydroxy-1-naphthyl)methyleneamino]urea
- InChI
- InChI=1S/C23H18N4O3/c28-21-11-9-15-5-1-3-7-17(15)19(21)13-24-26-23(30)27-25-14-20-18-8-4-2-6-16(18)10-12-22(20)29/h1-14,28-29H,(H2,26,27,30)/b24-13+,25-14+
- InChI Key
- NZONBJBNHBVJMR-GUJRAXHGSA-N
- SMILES
- O=C(N/N=C/c1c(O)ccc2ccccc12)N/N=C/c1c(O)ccc2ccccc12
- Source
- ZINC000001040471
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 4 |
| Heteroatom Count | 7 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 106.31 Å2 | LogP | 5.559 |
| LogS | -6.891 | LogD | 4.137 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.996 |
| HIA | 0.965 | F20 % | 0.939 |
| F30 % | 0.162 | Caco-2 | -4.792 |
| MDCK | -5.039 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.002 | PPB | 98.958 |
| VD | 0.313 | Fu | 2.434 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.698 | CYP1A2 substrate | 0.805 |
| CYP2A6 substrate | 0.598 | CYP2B6 substrate | 0.671 |
| CYP2C19 inhibitor | 0.436 | CYP2C19 substrate | 0.496 |
| CYP2C8 substrate | 0.735 | CYP2C9 inhibitor | 0.501 |
| CYP2C9 substrate | 0.113 | CYP2D6 inhibitor | 0.485 |
| CYP2D6 substrate | 0.68 | CYP2E1 substrate | 0.733 |
| CYP3A4 inhibitor | 0.006 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.899 | CL | 0.666 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.566 |
| Mutagenicity | 0.017 | Rat Oral Acute Toxicity | 0.03 |
| FDAMDD | 0.318 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.768 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.045 | Respiratory Toxicity | 0.319 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.277 | IGC50 | 4.365 |
| LC50FM | 5.908 | LC50DM | 5.452 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.051 | NR-AR-LBD | 0.582 |
| NR-AhR | 0.994 | NR-Aromatase | 0.068 |
| NR-ER | 0.684 | NR-ER-LBD | 0.846 |
| NR-PPAR-gamma | 0.903 | SR-ARE | 0.958 |
| SR-ATAD5 | 0.787 | SR-HSE | 0.585 |
| SR-MMP | 0.969 | SR-p53 | 0.709 |
Similar covalent drugs
No similar covalent drugs found for this compound.