Compound information
- Natural Products
- ZC1018251
- Molecular Formula
- C25H32O8
- Molecular Weight
- 460.209717984 g/mol
- Structure
-
- IUPAC Name
- [2-[(8R,9R,10R,11S,13R,14R,16S,17R)-16-acetoxy-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate
- InChI
- InChI=1S/C25H32O8/c1-13(26)32-12-20(30)25(31)21(33-14(2)27)10-18-17-6-5-15-9-16(28)7-8-23(15,3)22(17)19(29)11-24(18,25)4/h7-9,17-19,21-22,29,31H,5-6,10-12H2,1-4H3/t17-,18-,19+,21+,22+,23+,24-,25+/m1/s1
- InChI Key
- XDZRYSBQKQXWMD-FIGSMAHISA-N
- SMILES
- CC(=O)OCC(=O)[C@]1(O)[C@@H](OC(C)=O)C[C@@H]2[C@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@H]3[C@@H](O)C[C@]21C
- Source
- ZINC000257358909
Warheads
- Michael Acceptor
-
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 33 | Ring Count | 4 |
| Heteroatom Count | 8 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 127.2 Å2 | LogP | 3.119 |
| LogS | -3.751 | LogD | 1.596 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.054 | Pgp substrate | 0.797 |
| HIA | 0.946 | F20 % | 0.471 |
| F30 % | 0.488 | Caco-2 | -4.712 |
| MDCK | -4.373 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.999 | PPB | 33.632 |
| VD | 1.057 | Fu | 0.716 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.357 |
| CYP2A6 substrate | 0.154 | CYP2B6 substrate | 0.225 |
| CYP2C19 inhibitor | 0.056 | CYP2C19 substrate | 0.292 |
| CYP2C8 substrate | 0.349 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 0.026 | CYP2D6 inhibitor | 0.101 |
| CYP2D6 substrate | 0.214 | CYP2E1 substrate | 0.351 |
| CYP3A4 inhibitor | 0.133 | CYP3A4 substrate | 0.933 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.844 | CL | 3.745 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.136 | Hepatotoxicity | 0.679 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.696 |
| FDAMDD | 0.964 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.163 | Eye Corrosion | 1.0 |
| Eye Irritation | 0.959 | Respiratory Toxicity | 0.939 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.419 | IGC50 | 2.075 |
| LC50FM | 4.901 | LC50DM | 5.857 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.999 | NR-AR-LBD | 0.992 |
| NR-AhR | 0.005 | NR-Aromatase | 0.596 |
| NR-ER | 0.433 | NR-ER-LBD | 0.513 |
| NR-PPAR-gamma | 0.373 | SR-ARE | 0.218 |
| SR-ATAD5 | 0.556 | SR-HSE | 0.092 |
| SR-MMP | 0.05 | SR-p53 | 0.5 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.