Compound information
- Natural Products
- ZC1522854
- Molecular Formula
- C21H24N2O5
- Molecular Weight
- 384.168521868 g/mol
- Structure
-
- IUPAC Name
- (2R)-2-benzamido-6-(benzyloxycarbonylamino)hexanoic acid
- InChI
- InChI=1S/C21H24N2O5/c24-19(17-11-5-2-6-12-17)23-18(20(25)26)13-7-8-14-22-21(27)28-15-16-9-3-1-4-10-16/h1-6,9-12,18H,7-8,13-15H2,(H,22,27)(H,23,24)(H,25,26)/t18-/m1/s1
- InChI Key
- LMIAZJBVEQLTGM-GOSISDBHSA-N
- SMILES
- O=C(NCCCC[C@@H](NC(=O)c1ccccc1)C(=O)O)OCc1ccccc1
- Source
- ZINC000006575085
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| 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 | 2.523 |
| LogS | -3.394 | LogD | 2.052 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.01 | Pgp substrate | 0.255 |
| HIA | 0.962 | F20 % | 0.995 |
| F30 % | 0.066 | Caco-2 | -5.877 |
| MDCK | -5.906 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.112 | PPB | 87.87 |
| VD | 0.414 | Fu | 1.116 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.008 | CYP1A2 substrate | 0.581 |
| CYP2A6 substrate | 0.584 | CYP2B6 substrate | 0.54 |
| CYP2C19 inhibitor | 0.083 | CYP2C19 substrate | 0.531 |
| CYP2C8 substrate | 0.605 | CYP2C9 inhibitor | 0.262 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.402 |
| CYP2D6 substrate | 0.421 | CYP2E1 substrate | 0.39 |
| CYP3A4 inhibitor | 0.057 | CYP3A4 substrate | 0.909 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.892 | CL | 2.157 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.005 | Hepatotoxicity | 0.253 |
| Mutagenicity | 0.02 | Rat Oral Acute Toxicity | 0.034 |
| FDAMDD | 0.023 | Skin Sensitization | 0.016 |
| Carcinogenicity | 0.002 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.003 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.23 | IGC50 | 2.742 |
| LC50FM | 3.984 | LC50DM | 4.737 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.418 | NR-AR-LBD | 0.315 |
| NR-AhR | 0.006 | NR-Aromatase | 0.028 |
| NR-ER | 0.347 | NR-ER-LBD | 0.332 |
| NR-PPAR-gamma | 0.609 | SR-ARE | 0.057 |
| SR-ATAD5 | 0.358 | SR-HSE | 0.17 |
| SR-MMP | 0.011 | SR-p53 | 0.03 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.