Compound information
- Natural Products
- ZC1712896
- Molecular Formula
- C16H14ClNO4
- Molecular Weight
- 319.061135608 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-(benzyloxycarbonylamino)-2-(4-chlorophenyl)acetic acid
- InChI
- InChI=1S/C16H14ClNO4/c17-13-8-6-12(7-9-13)14(15(19)20)18-16(21)22-10-11-4-2-1-3-5-11/h1-9,14H,10H2,(H,18,21)(H,19,20)/t14-/m0/s1
- InChI Key
- PLEBVGZLNNCTET-AWEZNQCLSA-N
- SMILES
- O=C(N[C@H](C(=O)O)c1ccc(Cl)cc1)OCc1ccccc1
- Source
- ZINC000000168473
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 75.63 Å2 | LogP | 3.186 |
| LogS | -3.739 | LogD | 2.722 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.001 |
| HIA | 0.968 | F20 % | 0.983 |
| F30 % | 0.504 | Caco-2 | -5.157 |
| MDCK | -4.688 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.244 | PPB | 98.227 |
| VD | 0.181 | Fu | 1.671 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.187 | CYP1A2 substrate | 0.767 |
| CYP2A6 substrate | 0.517 | CYP2B6 substrate | 0.572 |
| CYP2C19 inhibitor | 0.465 | CYP2C19 substrate | 0.939 |
| CYP2C8 substrate | 0.906 | CYP2C9 inhibitor | 0.409 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.178 |
| CYP2D6 substrate | 0.874 | CYP2E1 substrate | 0.261 |
| CYP3A4 inhibitor | 0.03 | CYP3A4 substrate | 0.611 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.578 | CL | 1.246 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.009 | Hepatotoxicity | 0.963 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.189 |
| FDAMDD | 0.071 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.006 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.004 | Respiratory Toxicity | 0.02 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.228 | IGC50 | 2.894 |
| LC50FM | 3.629 | LC50DM | 5.96 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.323 | NR-AR-LBD | 0.284 |
| NR-AhR | 0.008 | NR-Aromatase | 0.039 |
| NR-ER | 0.354 | NR-ER-LBD | 0.356 |
| NR-PPAR-gamma | 0.695 | SR-ARE | 0.034 |
| SR-ATAD5 | 0.364 | SR-HSE | 0.075 |
| SR-MMP | 0.011 | SR-p53 | 0.025 |
Similar covalent drugs
No similar covalent drugs found for this compound.