Compound information
- Natural Products
- ZC1712689
- Molecular Formula
- C16H14ClNO4
- Molecular Weight
- 319.061135608 g/mol
- Structure
-
- IUPAC Name
- (2R)-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-/m1/s1
- InChI Key
- PLEBVGZLNNCTET-CQSZACIVSA-N
- SMILES
- O=C(N[C@@H](C(=O)O)c1ccc(Cl)cc1)OCc1ccccc1
- Source
- ZINC000000168474
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 | 3.024 |
| LogS | -3.394 | LogD | 2.713 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 0.002 |
| HIA | 0.968 | F20 % | 0.992 |
| F30 % | 0.612 | Caco-2 | -5.563 |
| MDCK | -5.216 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.685 | PPB | 92.791 |
| VD | 0.237 | Fu | 1.459 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.133 | CYP1A2 substrate | 0.783 |
| CYP2A6 substrate | 0.411 | CYP2B6 substrate | 0.513 |
| CYP2C19 inhibitor | 0.446 | CYP2C19 substrate | 0.854 |
| CYP2C8 substrate | 0.893 | CYP2C9 inhibitor | 0.638 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.129 |
| CYP2D6 substrate | 0.653 | CYP2E1 substrate | 0.28 |
| CYP3A4 inhibitor | 0.092 | CYP3A4 substrate | 0.639 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.688 | CL | 0.68 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.016 | Hepatotoxicity | 0.875 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.174 |
| FDAMDD | 0.05 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.003 | Respiratory Toxicity | 0.013 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.182 | IGC50 | 2.568 |
| LC50FM | 3.617 | LC50DM | 5.474 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.377 | NR-AR-LBD | 0.296 |
| NR-AhR | 0.006 | NR-Aromatase | 0.028 |
| NR-ER | 0.359 | NR-ER-LBD | 0.327 |
| NR-PPAR-gamma | 0.616 | SR-ARE | 0.041 |
| SR-ATAD5 | 0.269 | SR-HSE | 0.064 |
| SR-MMP | 0.01 | SR-p53 | 0.028 |
Similar covalent drugs
No similar covalent drugs found for this compound.