Compound information
- Natural Products
- NACP100318
- Molecular Formula
- C26H42O4
- Molecular Weight
- 418.308309824 g/mol
- Structure
-
- IUPAC Name
- 4-methyl-2-(2,3,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)hex-4-en-3-one
- InChI
- InChI=1S/C26H42O4/c1-6-14(2)24(30)15(3)19-12-21(28)23-17-8-7-16-11-20(27)22(29)13-26(16,5)18(17)9-10-25(19,23)4/h6,15-23,27-29H,7-13H2,1-5H3
- InChI Key
- PBGZWRBVJMWXBT-UHFFFAOYSA-N
- SMILES
- O=C(C(=CC)C)C(C)C1CC(O)C2C3CCC4CC(O)C(O)CC4(C)C3CCC12C
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- SubClass
- Bile acids, alcohols and derivatives
- Source
- CNP0063972
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 30 | Ring Count | 4 |
| Heteroatom Count | 4 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 77.76 Å2 | LogP | 3.587 |
| LogS | -5.024 | LogD | 3.916 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.211 |
| HIA | 0.965 | F20 % | 0.984 |
| F30 % | 0.948 | Caco-2 | -4.779 |
| MDCK | -4.779 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.997 | PPB | 63.854 |
| VD | 0.964 | Fu | 0.961 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.329 |
| CYP2A6 substrate | 0.274 | CYP2B6 substrate | 0.352 |
| CYP2C19 inhibitor | 0.049 | CYP2C19 substrate | 0.275 |
| CYP2C8 substrate | 0.252 | CYP2C9 inhibitor | 0.108 |
| CYP2C9 substrate | 0.03 | CYP2D6 inhibitor | 0.003 |
| CYP2D6 substrate | 0.175 | CYP2E1 substrate | 0.26 |
| CYP3A4 inhibitor | 0.052 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.195 | CL | 19.377 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.921 | Hepatotoxicity | 0.482 |
| Mutagenicity | 0.008 | Rat Oral Acute Toxicity | 0.084 |
| FDAMDD | 0.972 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.545 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 2.052 | IGC50 | 4.58 |
| LC50FM | 5.767 | LC50DM | 5.405 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.203 | NR-AR-LBD | 0.275 |
| NR-AhR | 0.003 | NR-Aromatase | 0.17 |
| NR-ER | 0.245 | NR-ER-LBD | 0.812 |
| NR-PPAR-gamma | 0.331 | SR-ARE | 0.042 |
| SR-ATAD5 | 0.235 | SR-HSE | 0.179 |
| SR-MMP | 0.897 | SR-p53 | 0.059 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.