Compound information
- Natural Products
- NACP100616
- Molecular Formula
- C28H38O6
- Molecular Weight
- 470.266838936 g/mol
- Structure
-
- IUPAC Name
- 15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-1,5-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
- InChI
- InChI=1S/C28H38O6/c1-14-13-18(33-24(30)15(14)2)16(3)17-8-9-19-25(17,4)12-10-20-26(5)21(29)7-6-11-27(26,31)22-23(34-22)28(19,20)32/h6-7,16-20,22-23,31-32H,8-13H2,1-5H3
- InChI Key
- PCIGVPZLKMKHGY-UHFFFAOYSA-N
- SMILES
- O=C1OC(CC(=C1C)C)C(C)C2CCC3C4(O)C5OC5C6(O)CC=CC(=O)C6(C)C4CCC23C
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Steroids and steroid derivatives
- SubClass
- Steroid lactones
- Source
- CNP0283870
Warheads
- Michael Acceptor
-
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 6 |
| Heteroatom Count | 6 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 96.36 Å2 | LogP | 3.151 |
| LogS | -4.452 | LogD | 3.139 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.006 |
| HIA | 0.956 | F20 % | 0.952 |
| F30 % | 0.945 | Caco-2 | -4.877 |
| MDCK | -4.68 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 64.615 |
| VD | 0.507 | Fu | 0.955 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.336 |
| CYP2A6 substrate | 0.383 | CYP2B6 substrate | 0.386 |
| CYP2C19 inhibitor | 0.055 | CYP2C19 substrate | 0.423 |
| CYP2C8 substrate | 0.317 | CYP2C9 inhibitor | 0.023 |
| CYP2C9 substrate | 0.048 | CYP2D6 inhibitor | 0.018 |
| CYP2D6 substrate | 0.115 | CYP2E1 substrate | 0.183 |
| CYP3A4 inhibitor | 0.498 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.147 | CL | 13.483 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.332 | Hepatotoxicity | 0.038 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.914 |
| FDAMDD | 0.999 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.005 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.012 | Respiratory Toxicity | 0.898 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.183 | IGC50 | 3.766 |
| LC50FM | 7.234 | LC50DM | 6.054 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.393 | NR-AR-LBD | 0.372 |
| NR-AhR | 0.007 | NR-Aromatase | 0.735 |
| NR-ER | 0.232 | NR-ER-LBD | 0.803 |
| NR-PPAR-gamma | 0.628 | SR-ARE | 0.509 |
| SR-ATAD5 | 0.452 | SR-HSE | 0.841 |
| SR-MMP | 0.962 | SR-p53 | 0.192 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.