Compound information
- Natural Products
- ZC2283645
- Molecular Formula
- C18H22NO4PS
- Molecular Weight
- 379.100715814 g/mol
- Structure
-
- IUPAC Name
- [(1S)-1-(benzyloxycarbonylamino)-3-methylsulfanyl-propyl]-phenyl-phosphinic acid
- InChI
- InChI=1S/C18H22NO4PS/c1-25-13-12-17(24(21,22)16-10-6-3-7-11-16)19-18(20)23-14-15-8-4-2-5-9-15/h2-11,17H,12-14H2,1H3,(H,19,20)(H,21,22)/t17-/m0/s1
- InChI Key
- IXZKCDHFNWATHQ-KRWDZBQOSA-N
- SMILES
- CSCC[C@@H](NC(=O)OCc1ccccc1)[P@](=O)(O)c1ccccc1
- Source
- ZINC000001643405
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 75.63 Å2 | LogP | 2.371 |
| LogS | -3.421 | LogD | 2.531 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.019 | Pgp substrate | 0.021 |
| HIA | 0.968 | F20 % | 0.987 |
| F30 % | 0.594 | Caco-2 | -5.575 |
| MDCK | -4.578 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.311 | PPB | 90.827 |
| VD | 0.845 | Fu | 1.741 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.764 |
| CYP2A6 substrate | 0.784 | CYP2B6 substrate | 0.767 |
| CYP2C19 inhibitor | 0.224 | CYP2C19 substrate | 0.941 |
| CYP2C8 substrate | 0.753 | CYP2C9 inhibitor | 0.122 |
| CYP2C9 substrate | 0.487 | CYP2D6 inhibitor | 0.031 |
| CYP2D6 substrate | 0.988 | CYP2E1 substrate | 0.832 |
| CYP3A4 inhibitor | 0.009 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.783 | CL | 1.998 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.024 | Hepatotoxicity | 0.999 |
| Mutagenicity | 0.015 | Rat Oral Acute Toxicity | 0.245 |
| FDAMDD | 0.796 | Skin Sensitization | 0.979 |
| Carcinogenicity | 0.465 | Eye Corrosion | 0.021 |
| Eye Irritation | 0.664 | Respiratory Toxicity | 0.219 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.416 | IGC50 | 3.636 |
| LC50FM | 3.587 | LC50DM | 6.16 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.394 | NR-AR-LBD | 0.204 |
| NR-AhR | 0.011 | NR-Aromatase | 0.025 |
| NR-ER | 0.352 | NR-ER-LBD | 0.327 |
| NR-PPAR-gamma | 0.265 | SR-ARE | 0.016 |
| SR-ATAD5 | 0.287 | SR-HSE | 0.004 |
| SR-MMP | 0.004 | SR-p53 | 0.024 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.