Compound information
- Natural Products
- ZC33272
- Molecular Formula
- C14H19N3O5
- Molecular Weight
- 309.132470708 g/mol
- Structure
-
- IUPAC Name
- benzyl N-[(1S)-2-[[(1R)-2-amino-1-(hydroxymethyl)-2-oxo-ethyl]amino]-1-methyl-2-oxo-ethyl]carbamate
- InChI
- InChI=1S/C14H19N3O5/c1-9(13(20)17-11(7-18)12(15)19)16-14(21)22-8-10-5-3-2-4-6-10/h2-6,9,11,18H,7-8H2,1H3,(H2,15,19)(H,16,21)(H,17,20)/t9-,11+/m0/s1
- InChI Key
- FGEFRNRUJYXIDD-GXSJLCMTSA-N
- SMILES
- C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](CO)C(N)=O
- Source
- ZINC000001575983
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 130.75 Å2 | LogP | -0.012 |
| LogS | -2.029 | LogD | 0.66 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.059 |
| HIA | 0.937 | F20 % | 0.979 |
| F30 % | 0.244 | Caco-2 | -5.787 |
| MDCK | -5.312 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.909 | PPB | 53.65 |
| VD | 0.423 | Fu | 0.174 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.008 | CYP1A2 substrate | 0.648 |
| CYP2A6 substrate | 0.403 | CYP2B6 substrate | 0.502 |
| CYP2C19 inhibitor | 0.104 | CYP2C19 substrate | 0.871 |
| CYP2C8 substrate | 0.665 | CYP2C9 inhibitor | 0.028 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.006 |
| CYP2D6 substrate | 0.518 | CYP2E1 substrate | 0.222 |
| CYP3A4 inhibitor | 0.007 | CYP3A4 substrate | 0.952 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.513 | CL | 4.04 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.009 | Hepatotoxicity | 0.063 |
| Mutagenicity | 0.054 | Rat Oral Acute Toxicity | 0.063 |
| FDAMDD | 0.028 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.011 | Respiratory Toxicity | 0.008 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.349 | IGC50 | 1.324 |
| LC50FM | 2.252 | LC50DM | 4.026 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.199 | NR-AR-LBD | 0.338 |
| NR-AhR | 0.003 | NR-Aromatase | 0.027 |
| NR-ER | 0.347 | NR-ER-LBD | 0.327 |
| NR-PPAR-gamma | 0.258 | SR-ARE | 0.126 |
| SR-ATAD5 | 0.293 | SR-HSE | 0.064 |
| SR-MMP | 0.008 | SR-p53 | 0.017 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.