Compound information
- Natural Products
- NACP127624
- Molecular Formula
- C23H28N2O6
- Molecular Weight
- 428.194736616 g/mol
- Structure
-
- IUPAC Name
- methyl 2-[[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)
- InChI Key
- SWPXBDJUGLEKES-UHFFFAOYSA-N
- SMILES
- O=C(OCC=1C=CC=CC1)NC(C(=O)NC(C(=O)OC)CC2=CC=C(O)C=C2)C(C)C
- CAS
- 15149-72-1
- SuperClass
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- SubClass
- Amino acids, peptides, and analogues
- Source
- CNP0009854
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 | 2.784 |
| LogS | -3.21 | LogD | 3.22 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.987 | Pgp substrate | 0.908 |
| HIA | 0.96 | F20 % | 0.99 |
| F30 % | 0.13 | Caco-2 | -4.979 |
| MDCK | -4.904 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.003 | PPB | 72.856 |
| VD | 0.314 | Fu | 0.834 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.561 |
| CYP2A6 substrate | 0.268 | CYP2B6 substrate | 0.42 |
| CYP2C19 inhibitor | 0.966 | CYP2C19 substrate | 0.37 |
| CYP2C8 substrate | 0.748 | CYP2C9 inhibitor | 0.24 |
| CYP2C9 substrate | 0.087 | CYP2D6 inhibitor | 0.057 |
| CYP2D6 substrate | 0.352 | CYP2E1 substrate | 0.224 |
| CYP3A4 inhibitor | 0.989 | CYP3A4 substrate | 0.086 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.937 | CL | 4.736 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.224 | Hepatotoxicity | 0.923 |
| Mutagenicity | 0.268 | Rat Oral Acute Toxicity | 0.093 |
| FDAMDD | 0.118 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.001 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.237 | IGC50 | 3.981 |
| LC50FM | 4.162 | LC50DM | 5.424 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.222 | NR-AR-LBD | 0.23 |
| NR-AhR | 0.003 | NR-Aromatase | 0.09 |
| NR-ER | 0.649 | NR-ER-LBD | 0.726 |
| NR-PPAR-gamma | 0.278 | SR-ARE | 0.408 |
| SR-ATAD5 | 0.474 | SR-HSE | 0.158 |
| SR-MMP | 0.586 | SR-p53 | 0.174 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.