Compound information
- Natural Products
- ZC1044135
- Molecular Formula
- C28H33N7O5
- Molecular Weight
- 547.254317156 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[2-[[2-[[(1R)-4-guanidino-1-(2-naphthylcarbamoyl)butyl]amino]-2-oxo-ethyl]amino]-2-oxo-ethyl]carbamate
- InChI
- InChI=1S/C28H33N7O5/c29-27(30)31-14-6-11-23(26(38)34-22-13-12-20-9-4-5-10-21(20)15-22)35-25(37)17-32-24(36)16-33-28(39)40-18-19-7-2-1-3-8-19/h1-5,7-10,12-13,15,23H,6,11,14,16-18H2,(H,32,36)(H,33,39)(H,34,38)(H,35,37)(H4,29,30,31)/t23-/m1/s1
- InChI Key
- BUJDKLNYZGJQFD-HSZRJFAPSA-N
- SMILES
- N=C(N)NCCC[C@@H](NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(=O)Nc1ccc2ccccc2c1
- Source
- ZINC000004536689
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 40 | Ring Count | 3 |
| Heteroatom Count | 12 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 7 |
| Topological Polar Surface Area | 187.53 Å2 | LogP | 1.586 |
| LogS | -3.057 | LogD | 2.114 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 1.0 |
| HIA | 0.034 | F20 % | 0.0 |
| F30 % | 0.0 | Caco-2 | -6.166 |
| MDCK | -5.826 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.97 | PPB | 60.98 |
| VD | 0.975 | Fu | 0.669 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.636 |
| CYP2A6 substrate | 0.53 | CYP2B6 substrate | 0.599 |
| CYP2C19 inhibitor | 0.56 | CYP2C19 substrate | 0.652 |
| CYP2C8 substrate | 0.855 | CYP2C9 inhibitor | 0.487 |
| CYP2C9 substrate | 0.996 | CYP2D6 inhibitor | 0.743 |
| CYP2D6 substrate | 0.882 | CYP2E1 substrate | 0.474 |
| CYP3A4 inhibitor | 0.551 | CYP3A4 substrate | 0.961 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.532 | CL | 4.006 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.056 | Hepatotoxicity | 0.614 |
| Mutagenicity | 0.031 | Rat Oral Acute Toxicity | 0.049 |
| FDAMDD | 0.228 | Skin Sensitization | 0.961 |
| Carcinogenicity | 0.012 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.113 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -2.328 | IGC50 | 2.772 |
| LC50FM | -0.221 | LC50DM | -6.729 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.238 | NR-AR-LBD | 0.245 |
| NR-AhR | 0.234 | NR-Aromatase | 0.022 |
| NR-ER | 0.391 | NR-ER-LBD | 0.29 |
| NR-PPAR-gamma | 0.369 | SR-ARE | 0.673 |
| SR-ATAD5 | 0.568 | SR-HSE | 0.146 |
| SR-MMP | 0.108 | SR-p53 | 0.503 |
Similar covalent drugs
No similar covalent drugs found for this compound.