Compound information
- Natural Products
- ZC1901662
- Molecular Formula
- C18H19NO5
- Molecular Weight
- 329.126322708 g/mol
- Structure
-
- IUPAC Name
- (3R)-3-(benzyloxycarbonylamino)-3-(4-methoxyphenyl)propanoic acid
- InChI
- InChI=1S/C18H19NO5/c1-23-15-9-7-14(8-10-15)16(11-17(20)21)19-18(22)24-12-13-5-3-2-4-6-13/h2-10,16H,11-12H2,1H3,(H,19,22)(H,20,21)/t16-/m1/s1
- InChI Key
- WIHKPKCNEBNMFY-MRXNPFEDSA-N
- SMILES
- COc1ccc([C@@H](CC(=O)O)NC(=O)OCc2ccccc2)cc1
- Source
- ZINC000038580562
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 84.86 Å2 | LogP | 2.741 |
| LogS | -3.348 | LogD | 2.379 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.002 | Pgp substrate | 0.002 |
| HIA | 0.966 | F20 % | 0.995 |
| F30 % | 0.779 | Caco-2 | -5.323 |
| MDCK | -4.802 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.493 | PPB | 96.08 |
| VD | 0.325 | Fu | 1.405 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.148 | CYP1A2 substrate | 0.642 |
| CYP2A6 substrate | 0.343 | CYP2B6 substrate | 0.441 |
| CYP2C19 inhibitor | 0.173 | CYP2C19 substrate | 0.511 |
| CYP2C8 substrate | 0.859 | CYP2C9 inhibitor | 0.501 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.059 |
| CYP2D6 substrate | 0.556 | CYP2E1 substrate | 0.246 |
| CYP3A4 inhibitor | 0.147 | CYP3A4 substrate | 0.919 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.8 | CL | 2.963 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.007 | Hepatotoxicity | 0.614 |
| Mutagenicity | 0.023 | Rat Oral Acute Toxicity | 0.113 |
| FDAMDD | 0.31 | Skin Sensitization | 0.003 |
| Carcinogenicity | 0.038 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.007 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.234 | IGC50 | 2.257 |
| LC50FM | 3.515 | LC50DM | 4.796 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.227 | NR-AR-LBD | 0.245 |
| NR-AhR | 0.006 | NR-Aromatase | 0.028 |
| NR-ER | 0.281 | NR-ER-LBD | 0.317 |
| NR-PPAR-gamma | 0.366 | SR-ARE | 0.054 |
| SR-ATAD5 | 0.344 | SR-HSE | 0.075 |
| SR-MMP | 0.008 | SR-p53 | 0.023 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.