Compound information
- Natural Products
- NACP100101
- Molecular Formula
- C24H36O2
- Molecular Weight
- 356.271530392 g/mol
- Structure
-
- IUPAC Name
- 1-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15-octahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
- InChI
- InChI=1S/C24H36O2/c1-15(25)16-9-13-24(6)18-7-8-19-21(2,3)20(26)11-12-22(19,4)17(18)10-14-23(16,24)5/h9-10,18-20,26H,7-8,11-14H2,1-6H3
- InChI Key
- PANPYWWTEIDYNX-UHFFFAOYSA-N
- SMILES
- O=C(C1=CCC2(C)C3C(=CCC12C)C4(C)CCC(O)C(C)(C)C4CC3)C
- CAS
- 90139-20-1
- SuperClass
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- SubClass
- Oxosteroids
- Source
- CNP0276655
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 4 |
| Heteroatom Count | 2 | Rotatable Bond Count | 1 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 37.3 Å2 | LogP | 4.74 |
| LogS | -5.335 | LogD | 3.805 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.079 |
| HIA | 0.959 | F20 % | 0.99 |
| F30 % | 0.981 | Caco-2 | -4.612 |
| MDCK | -5.106 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.999 | PPB | 47.863 |
| VD | 2.093 | Fu | 0.807 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.373 |
| CYP2A6 substrate | 0.438 | CYP2B6 substrate | 0.453 |
| CYP2C19 inhibitor | 0.248 | CYP2C19 substrate | 0.559 |
| CYP2C8 substrate | 0.296 | CYP2C9 inhibitor | 0.058 |
| CYP2C9 substrate | 0.034 | CYP2D6 inhibitor | 0.015 |
| CYP2D6 substrate | 0.146 | CYP2E1 substrate | 0.259 |
| CYP3A4 inhibitor | 0.454 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.119 | CL | 7.881 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.32 | Hepatotoxicity | 0.261 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.323 |
| FDAMDD | 0.956 | Skin Sensitization | 0.524 |
| Carcinogenicity | 0.648 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.003 | Respiratory Toxicity | 0.983 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.416 | IGC50 | 4.143 |
| LC50FM | 6.648 | LC50DM | 5.704 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.18 | NR-AR-LBD | 0.249 |
| NR-AhR | 0.002 | NR-Aromatase | 0.529 |
| NR-ER | 0.318 | NR-ER-LBD | 0.687 |
| NR-PPAR-gamma | 0.434 | SR-ARE | 0.344 |
| SR-ATAD5 | 0.304 | SR-HSE | 0.23 |
| SR-MMP | 0.926 | SR-p53 | 0.122 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.