Compound information
- Natural Products
- NACP100394
- Molecular Formula
- C24H35NO3
- Molecular Weight
- 385.26169398 g/mol
- Structure
-
- IUPAC Name
- 5-hydroxy-16-isobutyl-9,13,14-trimethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione
- InChI
- InChI=1S/C24H35NO3/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)7-6-8-19(26)9-10-21(27)24(18,22)23(28)25-20/h9-10,12-14,17-20,22,26H,6-8,11H2,1-5H3,(H,25,28)
- InChI Key
- PBMWGTZJDVBFGK-UHFFFAOYSA-N
- SMILES
- O=C1C=CC(O)CCCC(=CC2C=C(C)C(C)C3C(NC(=O)C123)CC(C)C)C
- CAS
- 242147-94-0
- SuperClass
- Organoheterocyclic compounds
- Class
- Isoindoles and derivatives
- SubClass
- Isoindolines
- Source
- CNP0141537
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 3 |
| Heteroatom Count | 4 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 66.4 Å2 | LogP | 3.904 |
| LogS | -4.12 | LogD | 3.686 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.319 |
| HIA | 0.644 | F20 % | 0.956 |
| F30 % | 0.496 | Caco-2 | -5.493 |
| MDCK | -4.658 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 92.563 |
| VD | 1.574 | Fu | 1.07 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.322 |
| CYP2A6 substrate | 0.348 | CYP2B6 substrate | 0.419 |
| CYP2C19 inhibitor | 0.095 | CYP2C19 substrate | 0.496 |
| CYP2C8 substrate | 0.43 | CYP2C9 inhibitor | 0.127 |
| CYP2C9 substrate | 0.036 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.119 | CYP2E1 substrate | 0.227 |
| CYP3A4 inhibitor | 0.506 | CYP3A4 substrate | 0.888 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.168 | CL | 15.269 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.54 | Hepatotoxicity | 0.885 |
| Mutagenicity | 0.051 | Rat Oral Acute Toxicity | 0.779 |
| FDAMDD | 0.963 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.089 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.979 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.418 | IGC50 | 3.705 |
| LC50FM | 5.854 | LC50DM | 6.608 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.19 | NR-AR-LBD | 0.281 |
| NR-AhR | 0.006 | NR-Aromatase | 0.753 |
| NR-ER | 0.224 | NR-ER-LBD | 0.571 |
| NR-PPAR-gamma | 0.499 | SR-ARE | 0.276 |
| SR-ATAD5 | 0.338 | SR-HSE | 0.119 |
| SR-MMP | 0.987 | SR-p53 | 0.076 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.