Compound information
- Natural Products
- NACP128874
- Molecular Formula
- C18H24N2O6S
- Molecular Weight
- 396.135507488 g/mol
- Structure
-
- IUPAC Name
- 1-[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)
- InChI Key
- TUZCGQBULDQMTL-UHFFFAOYSA-N
- SMILES
- O=C(OCC=1C=CC=CC1)NC(C(=O)N2CC(O)CC2C(=O)O)CCSC
- CAS
- SuperClass
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- SubClass
- Amino acids, peptides, and analogues
- Source
- CNP0373050
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 | 1.089 |
| LogS | -2.956 | LogD | 0.313 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.996 | Pgp substrate | 0.947 |
| HIA | 0.0 | F20 % | 0.984 |
| F30 % | 0.149 | Caco-2 | -6.185 |
| MDCK | -5.706 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.036 | PPB | 60.192 |
| VD | 0.239 | Fu | 0.636 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.002 | CYP1A2 substrate | 0.531 |
| CYP2A6 substrate | 0.538 | CYP2B6 substrate | 0.502 |
| CYP2C19 inhibitor | 0.022 | CYP2C19 substrate | 0.465 |
| CYP2C8 substrate | 0.473 | CYP2C9 inhibitor | 0.086 |
| CYP2C9 substrate | 0.022 | CYP2D6 inhibitor | 0.004 |
| CYP2D6 substrate | 0.245 | CYP2E1 substrate | 0.268 |
| CYP3A4 inhibitor | 0.015 | CYP3A4 substrate | 0.133 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.871 | CL | 4.58 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.001 | Hepatotoxicity | 0.9 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.131 |
| FDAMDD | 0.383 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.01 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.465 | IGC50 | 1.879 |
| LC50FM | 2.299 | LC50DM | 4.913 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.405 | NR-AR-LBD | 0.28 |
| NR-AhR | 0.003 | NR-Aromatase | 0.035 |
| NR-ER | 0.326 | NR-ER-LBD | 0.376 |
| NR-PPAR-gamma | 0.311 | SR-ARE | 0.278 |
| SR-ATAD5 | 0.254 | SR-HSE | 0.134 |
| SR-MMP | 0.009 | SR-p53 | 0.044 |
Similar covalent drugs
No similar covalent drugs found for this compound.