Compound information
- Natural Products
- ZC232039
- Molecular Formula
- C18H27N5O5
- Molecular Weight
- 393.201218964 g/mol
- Structure
-
- IUPAC Name
- [(1S)-1-benzyl-2-[[(1S)-1-ethoxycarbonyl-4-guanidino-butyl]amino]-2-oxo-ethyl]carbamic acid
- InChI
- InChI=1S/C18H27N5O5/c1-2-28-16(25)13(9-6-10-21-17(19)20)22-15(24)14(23-18(26)27)11-12-7-4-3-5-8-12/h3-5,7-8,13-14,23H,2,6,9-11H2,1H3,(H,22,24)(H,26,27)(H4,19,20,21)/t13-,14-/m0/s1
- InChI Key
- XYAPYBYMGXFYKC-KBPBESRZSA-N
- SMILES
- CCOC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)O
- Source
- ZINC000095627583
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 1 |
| Heteroatom Count | 10 | Rotatable Bond Count | 11 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 166.63 Å2 | LogP | -0.179 |
| LogS | -2.664 | LogD | -0.495 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.863 |
| HIA | 0.415 | F20 % | 0.357 |
| F30 % | 0.0 | Caco-2 | -6.245 |
| MDCK | -5.478 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.113 | PPB | 56.943 |
| VD | 0.423 | Fu | 0.117 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.551 |
| CYP2A6 substrate | 0.402 | CYP2B6 substrate | 0.406 |
| CYP2C19 inhibitor | 0.09 | CYP2C19 substrate | 0.894 |
| CYP2C8 substrate | 0.509 | CYP2C9 inhibitor | 0.03 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.007 |
| CYP2D6 substrate | 0.517 | CYP2E1 substrate | 0.38 |
| CYP3A4 inhibitor | 0.002 | CYP3A4 substrate | 0.954 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.767 | CL | 2.336 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.65 | Hepatotoxicity | 0.034 |
| Mutagenicity | 0.018 | Rat Oral Acute Toxicity | 0.017 |
| FDAMDD | 0.114 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.0 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.029 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.865 | IGC50 | 1.535 |
| LC50FM | 2.864 | LC50DM | 2.226 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.336 | NR-AR-LBD | 0.348 |
| NR-AhR | 0.003 | NR-Aromatase | 0.029 |
| NR-ER | 0.384 | NR-ER-LBD | 0.364 |
| NR-PPAR-gamma | 0.416 | SR-ARE | 0.121 |
| SR-ATAD5 | 0.336 | SR-HSE | 0.095 |
| SR-MMP | 0.007 | SR-p53 | 0.031 |
Similar covalent drugs
No similar covalent drugs found for this compound.