Compound information
- Natural Products
- ZC483754
- Molecular Formula
- C17H22N2O5
- Molecular Weight
- 334.152871804 g/mol
- Structure
-
- IUPAC Name
- (2S)-2-(benzyloxycarbonylamino)-6-(prop-2-enoylamino)hexanoic acid
- InChI
- InChI=1S/C17H22N2O5/c1-2-15(20)18-11-7-6-10-14(16(21)22)19-17(23)24-12-13-8-4-3-5-9-13/h2-5,8-9,14H,1,6-7,10-12H2,(H,18,20)(H,19,23)(H,21,22)/t14-/m0/s1
- InChI Key
- TXGDHOVGNMTCSP-AWEZNQCLSA-N
- SMILES
- C=CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
- Source
- ZINC000095563599
Warheads
- Acrylamide
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 1 |
| Heteroatom Count | 7 | Rotatable Bond Count | 10 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 104.73 Å2 | LogP | 1.675 |
| LogS | -3.253 | LogD | 0.844 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.03 |
| HIA | 0.639 | F20 % | 0.961 |
| F30 % | 0.009 | Caco-2 | -6.173 |
| MDCK | -5.142 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.805 | PPB | 75.25 |
| VD | 0.312 | Fu | 0.596 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.006 | CYP1A2 substrate | 0.648 |
| CYP2A6 substrate | 0.45 | CYP2B6 substrate | 0.502 |
| CYP2C19 inhibitor | 0.111 | CYP2C19 substrate | 0.746 |
| CYP2C8 substrate | 0.644 | CYP2C9 inhibitor | 0.066 |
| CYP2C9 substrate | 0.994 | CYP2D6 inhibitor | 0.031 |
| CYP2D6 substrate | 0.456 | CYP2E1 substrate | 0.274 |
| CYP3A4 inhibitor | 0.024 | CYP3A4 substrate | 0.673 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.772 | CL | 2.444 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.005 | Hepatotoxicity | 0.186 |
| Mutagenicity | 0.034 | Rat Oral Acute Toxicity | 0.041 |
| FDAMDD | 0.128 | Skin Sensitization | 0.741 |
| Carcinogenicity | 0.008 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.555 | Respiratory Toxicity | 0.004 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.492 | IGC50 | 2.092 |
| LC50FM | 3.68 | LC50DM | 5.086 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.252 | NR-AR-LBD | 0.31 |
| NR-AhR | 0.004 | NR-Aromatase | 0.032 |
| NR-ER | 0.309 | NR-ER-LBD | 0.312 |
| NR-PPAR-gamma | 0.704 | SR-ARE | 0.27 |
| SR-ATAD5 | 0.386 | SR-HSE | 0.198 |
| SR-MMP | 0.011 | SR-p53 | 0.049 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.