Compound information
- Natural Products
- ZC1536553
- Molecular Formula
- C21H24N2O5
- Molecular Weight
- 384.168521868 g/mol
- Structure
-
- IUPAC Name
- (2S)-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-/m0/s1
- InChI Key
- LMIAZJBVEQLTGM-SFHVURJKSA-N
- SMILES
- O=C(NCCCC[C@H](NC(=O)c1ccccc1)C(=O)O)OCc1ccccc1
- Source
- ZINC000005706862
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 | 2.545 |
| LogS | -3.542 | LogD | 2.096 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.033 |
| HIA | 0.964 | F20 % | 0.976 |
| F30 % | 0.0 | Caco-2 | -6.133 |
| MDCK | -5.89 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.072 | PPB | 96.083 |
| VD | 0.509 | Fu | 1.207 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.018 | CYP1A2 substrate | 0.751 |
| CYP2A6 substrate | 0.679 | CYP2B6 substrate | 0.589 |
| CYP2C19 inhibitor | 0.22 | CYP2C19 substrate | 0.814 |
| CYP2C8 substrate | 0.705 | CYP2C9 inhibitor | 0.104 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.246 |
| CYP2D6 substrate | 0.622 | CYP2E1 substrate | 0.248 |
| CYP3A4 inhibitor | 0.065 | CYP3A4 substrate | 0.954 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.872 | CL | 2.67 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.248 |
| Mutagenicity | 0.02 | Rat Oral Acute Toxicity | 0.06 |
| FDAMDD | 0.039 | Skin Sensitization | 0.018 |
| Carcinogenicity | 0.004 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.005 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.038 | IGC50 | 3.08 |
| LC50FM | 3.791 | LC50DM | 4.864 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.311 | NR-AR-LBD | 0.266 |
| NR-AhR | 0.008 | NR-Aromatase | 0.055 |
| NR-ER | 0.429 | NR-ER-LBD | 0.362 |
| NR-PPAR-gamma | 0.613 | SR-ARE | 0.064 |
| SR-ATAD5 | 0.463 | SR-HSE | 0.195 |
| SR-MMP | 0.018 | SR-p53 | 0.037 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.