Compound information
- Natural Products
- ZC2028749
- Molecular Formula
- C24H27N5O3
- Molecular Weight
- 433.211389724 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-4-guanidino-1-(2-naphthylcarbamoyl)butyl]carbamate
- InChI
- InChI=1S/C24H27N5O3/c25-23(26)27-14-6-11-21(29-24(31)32-16-17-7-2-1-3-8-17)22(30)28-20-13-12-18-9-4-5-10-19(18)15-20/h1-5,7-10,12-13,15,21H,6,11,14,16H2,(H,28,30)(H,29,31)(H4,25,26,27)/t21-/m0/s1
- InChI Key
- IKWSULXYCUQIIT-NRFANRHFSA-N
- SMILES
- N=C(N)NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)Nc1ccc2ccccc2c1
- Source
- ZINC000005023306
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 3 |
| Heteroatom Count | 8 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 129.33 Å2 | LogP | 3.11 |
| LogS | -3.009 | LogD | 3.208 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.018 | Pgp substrate | 0.975 |
| HIA | 0.645 | F20 % | 0.246 |
| F30 % | 0.0 | Caco-2 | -5.916 |
| MDCK | -5.342 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.811 | PPB | 92.072 |
| VD | 1.298 | Fu | 1.203 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.665 | CYP1A2 substrate | 0.839 |
| CYP2A6 substrate | 0.781 | CYP2B6 substrate | 0.617 |
| CYP2C19 inhibitor | 0.282 | CYP2C19 substrate | 0.927 |
| CYP2C8 substrate | 0.865 | CYP2C9 inhibitor | 0.614 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.948 |
| CYP2D6 substrate | 0.994 | CYP2E1 substrate | 0.406 |
| CYP3A4 inhibitor | 0.168 | CYP3A4 substrate | 0.993 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.458 | CL | 5.865 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.525 | Hepatotoxicity | 0.582 |
| Mutagenicity | 0.907 | Rat Oral Acute Toxicity | 0.153 |
| FDAMDD | 0.642 | Skin Sensitization | 0.816 |
| Carcinogenicity | 0.13 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.565 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.411 | IGC50 | 4.12 |
| LC50FM | 4.064 | LC50DM | 3.683 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.267 | NR-AR-LBD | 0.23 |
| NR-AhR | 0.856 | NR-Aromatase | 0.032 |
| NR-ER | 0.755 | NR-ER-LBD | 0.481 |
| NR-PPAR-gamma | 0.762 | SR-ARE | 0.846 |
| SR-ATAD5 | 0.703 | SR-HSE | 0.36 |
| SR-MMP | 0.743 | SR-p53 | 0.804 |
Similar covalent drugs
No similar covalent drugs found for this compound.