Compound information
- Natural Products
- ZC1569472
- Molecular Formula
- C23H28N2O6
- Molecular Weight
- 428.194736616 g/mol
- Structure
-
- IUPAC Name
- methyl (2R)-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-/m1/s1
- InChI Key
- SWPXBDJUGLEKES-WOJBJXKFSA-N
- SMILES
- COC(=O)[C@@H](Cc1ccc(O)cc1)NC(=O)[C@H](NC(=O)OCc1ccccc1)C(C)C
- Source
- ZINC000004536464
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 | 3.052 |
| LogS | -3.537 | LogD | 3.622 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.837 | Pgp substrate | 0.788 |
| HIA | 0.967 | F20 % | 0.987 |
| F30 % | 0.018 | Caco-2 | -5.16 |
| MDCK | -4.997 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.006 | PPB | 37.175 |
| VD | 0.313 | Fu | 0.875 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.622 |
| CYP2A6 substrate | 0.236 | CYP2B6 substrate | 0.355 |
| CYP2C19 inhibitor | 0.914 | CYP2C19 substrate | 0.398 |
| CYP2C8 substrate | 0.788 | CYP2C9 inhibitor | 0.293 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.047 |
| CYP2D6 substrate | 0.442 | CYP2E1 substrate | 0.321 |
| CYP3A4 inhibitor | 0.972 | CYP3A4 substrate | 0.423 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.94 | CL | 6.45 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.056 | Hepatotoxicity | 0.709 |
| Mutagenicity | 0.204 | Rat Oral Acute Toxicity | 0.046 |
| FDAMDD | 0.077 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.01 | Respiratory Toxicity | 0.0 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.913 | IGC50 | 3.506 |
| LC50FM | 4.089 | LC50DM | 4.83 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.224 | NR-AR-LBD | 0.285 |
| NR-AhR | 0.005 | NR-Aromatase | 0.037 |
| NR-ER | 0.449 | NR-ER-LBD | 0.531 |
| NR-PPAR-gamma | 0.279 | SR-ARE | 0.375 |
| SR-ATAD5 | 0.442 | SR-HSE | 0.11 |
| SR-MMP | 0.202 | SR-p53 | 0.087 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.