Compound information
- Natural Products
- ZC677327
- Molecular Formula
- C18H24N2O6S
- Molecular Weight
- 396.135507488 g/mol
- Structure
-
- IUPAC Name
- (2S,4S)-1-[(2S)-2-(benzyloxycarbonylamino)-4-methylsulfanyl-butanoyl]-4-hydroxy-pyrrolidine-2-carboxylic acid
- InChI
- InChI=1S/C18H24N2O6S/c1-27-8-7-14(16(22)20-10-13(21)9-15(20)17(23)24)19-18(25)26-11-12-5-3-2-4-6-12/h2-6,13-15,21H,7-11H2,1H3,(H,19,25)(H,23,24)/t13-,14-,15-/m0/s1
- InChI Key
- TUZCGQBULDQMTL-KKUMJFAQSA-N
- SMILES
- CSCC[C@H](NC(=O)OCc1ccccc1)C(=O)N1C[C@@H](O)C[C@H]1C(=O)O
- Source
- ZINC000004042898
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 9 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 116.17 Å2 | LogP | 1.155 |
| LogS | -2.872 | LogD | 0.298 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.003 | Pgp substrate | 0.934 |
| HIA | 0.0 | F20 % | 0.99 |
| F30 % | 0.041 | Caco-2 | -6.413 |
| MDCK | -5.542 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.001 | PPB | 64.58 |
| VD | 0.321 | Fu | 0.602 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.611 |
| CYP2A6 substrate | 0.576 | CYP2B6 substrate | 0.673 |
| CYP2C19 inhibitor | 0.103 | CYP2C19 substrate | 0.98 |
| CYP2C8 substrate | 0.749 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.034 |
| CYP2D6 substrate | 0.944 | CYP2E1 substrate | 0.21 |
| CYP3A4 inhibitor | 0.018 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.88 | CL | 4.865 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.008 | Hepatotoxicity | 0.751 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.056 |
| FDAMDD | 0.853 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.003 | Eye Corrosion | 0.005 |
| Eye Irritation | 0.326 | Respiratory Toxicity | 0.039 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.718 | IGC50 | 1.726 |
| LC50FM | 2.174 | LC50DM | 3.99 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.389 | NR-AR-LBD | 0.316 |
| NR-AhR | 0.003 | NR-Aromatase | 0.049 |
| NR-ER | 0.405 | NR-ER-LBD | 0.401 |
| NR-PPAR-gamma | 0.433 | SR-ARE | 0.059 |
| SR-ATAD5 | 0.321 | SR-HSE | 0.177 |
| SR-MMP | 0.007 | SR-p53 | 0.04 |
Similar covalent drugs
No similar covalent drugs found for this compound.