Compound information
- Natural Products
- ZC1570554
- Molecular Formula
- C23H28N2O6
- Molecular Weight
- 428.194736616 g/mol
- Structure
-
- IUPAC Name
- methyl (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoate
- InChI
- InChI=1S/C23H28N2O6/c1-15(2)20(25-23(29)31-14-17-7-5-4-6-8-17)21(27)24-19(22(28)30-3)13-16-9-11-18(26)12-10-16/h4-12,15,19-20,26H,13-14H2,1-3H3,(H,24,27)(H,25,29)/t19-,20+/m0/s1
- InChI Key
- SWPXBDJUGLEKES-VQTJNVASSA-N
- SMILES
- COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](NC(=O)OCc1ccccc1)C(C)C
- Source
- ZINC000004536456
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 31 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 9 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 113.96 Å2 | LogP | 2.998 |
| LogS | -3.412 | LogD | 3.543 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.039 | Pgp substrate | 0.913 |
| HIA | 0.963 | F20 % | 0.992 |
| F30 % | 0.027 | Caco-2 | -5.199 |
| MDCK | -4.968 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.004 | PPB | 62.358 |
| VD | 0.331 | Fu | 0.973 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.605 |
| CYP2A6 substrate | 0.285 | CYP2B6 substrate | 0.416 |
| CYP2C19 inhibitor | 0.916 | CYP2C19 substrate | 0.763 |
| CYP2C8 substrate | 0.802 | CYP2C9 inhibitor | 0.196 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.016 |
| CYP2D6 substrate | 0.65 | CYP2E1 substrate | 0.283 |
| CYP3A4 inhibitor | 0.719 | CYP3A4 substrate | 0.794 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.939 | CL | 7.788 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.051 | Hepatotoxicity | 0.68 |
| Mutagenicity | 0.355 | Rat Oral Acute Toxicity | 0.067 |
| FDAMDD | 0.208 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.02 | Respiratory Toxicity | 0.0 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.345 | IGC50 | 3.524 |
| LC50FM | 3.958 | LC50DM | 5.241 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.177 | NR-AR-LBD | 0.237 |
| NR-AhR | 0.005 | NR-Aromatase | 0.105 |
| NR-ER | 0.57 | NR-ER-LBD | 0.597 |
| NR-PPAR-gamma | 0.284 | SR-ARE | 0.198 |
| SR-ATAD5 | 0.502 | SR-HSE | 0.133 |
| SR-MMP | 0.292 | SR-p53 | 0.14 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.