Compound information
- Natural Products
- ZC2394216
- Molecular Formula
- C23H24N2O4S
- Molecular Weight
- 424.145678248 g/mol
- Structure
-
- IUPAC Name
- (3R,6S,8aS)-6-(9H-fluoren-9-ylmethoxycarbonylamino)-3,5,6,7,8,8a-hexahydro-2H-thiazolo[3,2-a]pyridine-3-carboxylic acid
- InChI
- InChI=1S/C23H24N2O4S/c26-22(27)20-13-30-21-10-9-14(11-25(20)21)24-23(28)29-12-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-8,14,19-21H,9-13H2,(H,24,28)(H,26,27)/t14-,20-,21-/m0/s1
- InChI Key
- WMKOWJIMWROMAI-WVFSVQOHSA-N
- SMILES
- O=C(N[C@H]1CC[C@@H]2SC[C@@H](C(=O)O)N2C1)OCC1c2ccccc2-c2ccccc21
- Source
- ZINC000038804195
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 5 |
| Heteroatom Count | 7 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 5 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 78.87 Å2 | LogP | 4.024 |
| LogS | -3.915 | LogD | 2.758 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.006 | Pgp substrate | 1.0 |
| HIA | 0.963 | F20 % | 0.983 |
| F30 % | 0.708 | Caco-2 | -5.191 |
| MDCK | -5.504 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.267 | PPB | 96.755 |
| VD | 1.084 | Fu | 1.645 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.845 | CYP1A2 substrate | 0.471 |
| CYP2A6 substrate | 0.466 | CYP2B6 substrate | 0.553 |
| CYP2C19 inhibitor | 0.048 | CYP2C19 substrate | 0.738 |
| CYP2C8 substrate | 0.658 | CYP2C9 inhibitor | 0.132 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.097 |
| CYP2D6 substrate | 0.994 | CYP2E1 substrate | 0.134 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.235 | CL | 1.32 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.004 | Hepatotoxicity | 0.7 |
| Mutagenicity | 0.088 | Rat Oral Acute Toxicity | 0.711 |
| FDAMDD | 0.916 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.251 | Eye Corrosion | 0.007 |
| Eye Irritation | 0.022 | Respiratory Toxicity | 0.091 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.452 | IGC50 | 2.657 |
| LC50FM | -2.489 | LC50DM | -1.233 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.642 | NR-AR-LBD | 0.42 |
| NR-AhR | 0.43 | NR-Aromatase | 0.023 |
| NR-ER | 0.418 | NR-ER-LBD | 0.427 |
| NR-PPAR-gamma | 0.684 | SR-ARE | 0.054 |
| SR-ATAD5 | 0.38 | SR-HSE | 0.179 |
| SR-MMP | 0.01 | SR-p53 | 0.132 |
Similar covalent drugs
No similar covalent drugs found for this compound.