Compound information
- Natural Products
- NACP100420
- Molecular Formula
- C28H44O4
- Molecular Weight
- 444.323959888 g/mol
- Structure
-
- IUPAC Name
- 7-hydroxy-3-[2-(2-hydroxyethyl)-2-methyl-3-(1,4,5-trimethylhex-2-enyl)cyclopentyl]-4a-methyl-5,6,7,8-tetrahydro-1aH-naphtho[4,4a-b]oxiren-4-one
- InChI
- InChI=1S/C28H44O4/c1-17(2)18(3)7-8-19(4)22-9-10-23(26(22,5)13-14-29)21-15-24-28(32-24)16-20(30)11-12-27(28,6)25(21)31/h7-8,15,17-20,22-24,29-30H,9-14,16H2,1-6H3
- InChI Key
- PBOWEEWOCAHZBT-UHFFFAOYSA-N
- SMILES
- O=C1C(=CC2OC32CC(O)CCC13C)C4CCC(C(C=CC(C)C(C)C)C)C4(C)CCO
- CAS
- 168982-44-3
- SuperClass
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- SubClass
- Ergostane steroids
- Source
- CNP0300145
Warheads
- Michael Acceptor
-
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 32 | Ring Count | 4 |
| Heteroatom Count | 4 | Rotatable Bond Count | 7 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 70.06 Å2 | LogP | 4.605 |
| LogS | -4.008 | LogD | 4.557 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.054 |
| HIA | 0.944 | F20 % | 0.978 |
| F30 % | 0.952 | Caco-2 | -4.84 |
| MDCK | -5.151 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 69.248 |
| VD | 1.482 | Fu | 1.692 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.004 | CYP1A2 substrate | 0.308 |
| CYP2A6 substrate | 0.293 | CYP2B6 substrate | 0.436 |
| CYP2C19 inhibitor | 0.165 | CYP2C19 substrate | 0.516 |
| CYP2C8 substrate | 0.255 | CYP2C9 inhibitor | 0.099 |
| CYP2C9 substrate | 0.035 | CYP2D6 inhibitor | 0.002 |
| CYP2D6 substrate | 0.157 | CYP2E1 substrate | 0.26 |
| CYP3A4 inhibitor | 0.738 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.352 | CL | 14.159 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.296 | Hepatotoxicity | 0.054 |
| Mutagenicity | 0.994 | Rat Oral Acute Toxicity | 0.165 |
| FDAMDD | 0.964 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.086 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.859 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.158 | IGC50 | 4.139 |
| LC50FM | 6.386 | LC50DM | 5.195 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.142 | NR-AR-LBD | 0.31 |
| NR-AhR | 0.004 | NR-Aromatase | 0.749 |
| NR-ER | 0.226 | NR-ER-LBD | 0.799 |
| NR-PPAR-gamma | 0.511 | SR-ARE | 0.826 |
| SR-ATAD5 | 0.41 | SR-HSE | 0.433 |
| SR-MMP | 0.965 | SR-p53 | 0.097 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.