Compound information
- Natural Products
- ZC1223530
- Molecular Formula
- C20H24N6O5
- Molecular Weight
- 428.180817868 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-4-guanidino-1-[(4-nitrophenyl)carbamoyl]butyl]carbamate
- InChI
- InChI=1S/C20H24N6O5/c21-19(22)23-12-4-7-17(25-20(28)31-13-14-5-2-1-3-6-14)18(27)24-15-8-10-16(11-9-15)26(29)30/h1-3,5-6,8-11,17H,4,7,12-13H2,(H,24,27)(H,25,28)(H4,21,22,23)/t17-/m0/s1
- InChI Key
- NRTJWZHOAFLRIR-KRWDZBQOSA-N
- SMILES
- N=C(N)NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)Nc1ccc([N+](=O)[O-])cc1
- Source
- ZINC000013538985
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 2 |
| Heteroatom Count | 11 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 172.47 Å2 | LogP | 1.786 |
| LogS | -3.083 | LogD | 2.474 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.009 | Pgp substrate | 0.978 |
| HIA | 0.698 | F20 % | 0.702 |
| F30 % | 0.001 | Caco-2 | -5.786 |
| MDCK | -5.288 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.739 | PPB | 73.466 |
| VD | 1.034 | Fu | 0.769 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.595 | CYP1A2 substrate | 0.787 |
| CYP2A6 substrate | 0.707 | CYP2B6 substrate | 0.541 |
| CYP2C19 inhibitor | 0.248 | CYP2C19 substrate | 0.935 |
| CYP2C8 substrate | 0.897 | CYP2C9 inhibitor | 0.372 |
| CYP2C9 substrate | 0.999 | CYP2D6 inhibitor | 0.854 |
| CYP2D6 substrate | 0.99 | CYP2E1 substrate | 0.318 |
| CYP3A4 inhibitor | 0.102 | CYP3A4 substrate | 0.957 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.331 | CL | 6.307 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.915 | Hepatotoxicity | 0.728 |
| Mutagenicity | 0.474 | Rat Oral Acute Toxicity | 0.146 |
| FDAMDD | 0.393 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.225 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.654 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.263 | IGC50 | 3.329 |
| LC50FM | 4.11 | LC50DM | 3.301 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.254 | NR-AR-LBD | 0.238 |
| NR-AhR | 0.326 | NR-Aromatase | 0.027 |
| NR-ER | 0.645 | NR-ER-LBD | 0.496 |
| NR-PPAR-gamma | 0.582 | SR-ARE | 0.782 |
| SR-ATAD5 | 0.637 | SR-HSE | 0.325 |
| SR-MMP | 0.633 | SR-p53 | 0.714 |
Similar covalent drugs
No similar covalent drugs found for this compound.