Compound information
- Natural Products
- ZC583904
- Molecular Formula
- C13H18NO7P
- Molecular Weight
- 331.082088546 g/mol
- Structure
-
- IUPAC Name
- methyl (2R)-2-(benzyloxycarbonylamino)-2-dimethoxyphosphoryl-acetate
- InChI
- InChI=1S/C13H18NO7P/c1-18-12(15)11(22(17,19-2)20-3)14-13(16)21-9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,14,16)/t11-/m1/s1
- InChI Key
- GSYSFVSGPABNNL-LLVKDONJSA-N
- SMILES
- COC(=O)[C@H](NC(=O)OCc1ccccc1)P(=O)(OC)OC
- Source
- ZINC000002168690
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | Ring Count | 1 |
| Heteroatom Count | 9 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 100.16 Å2 | LogP | 1.127 |
| LogS | -2.36 | LogD | 0.828 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.031 | Pgp substrate | 0.002 |
| HIA | 0.962 | F20 % | 0.988 |
| F30 % | 0.065 | Caco-2 | -4.984 |
| MDCK | -4.506 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.86 | PPB | 59.804 |
| VD | 0.515 | Fu | 0.57 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.057 | CYP1A2 substrate | 0.633 |
| CYP2A6 substrate | 0.596 | CYP2B6 substrate | 0.653 |
| CYP2C19 inhibitor | 0.965 | CYP2C19 substrate | 0.881 |
| CYP2C8 substrate | 0.609 | CYP2C9 inhibitor | 0.081 |
| CYP2C9 substrate | 0.996 | CYP2D6 inhibitor | 0.007 |
| CYP2D6 substrate | 0.603 | CYP2E1 substrate | 0.824 |
| CYP3A4 inhibitor | 0.246 | CYP3A4 substrate | 0.639 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.832 | CL | 4.214 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.078 | Hepatotoxicity | 0.498 |
| Mutagenicity | 0.917 | Rat Oral Acute Toxicity | 0.083 |
| FDAMDD | 0.13 | Skin Sensitization | 0.066 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.011 | Respiratory Toxicity | 0.057 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.408 | IGC50 | 1.901 |
| LC50FM | 3.797 | LC50DM | 6.952 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.17 | NR-AR-LBD | 0.263 |
| NR-AhR | 0.017 | NR-Aromatase | 0.062 |
| NR-ER | 0.193 | NR-ER-LBD | 0.419 |
| NR-PPAR-gamma | 0.163 | SR-ARE | 0.38 |
| SR-ATAD5 | 0.317 | SR-HSE | 0.03 |
| SR-MMP | 0.007 | SR-p53 | 0.022 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.