Compound information
- Natural Products
- ZC1018219
- Molecular Formula
- C25H31FO8
- Molecular Weight
- 478.200296172 g/mol
- Structure
-
- IUPAC Name
- [2-[(8S,9R,10S,11R,13S,14S,16S,17S)-16-acetoxy-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate
- InChI
- InChI=1S/C25H31FO8/c1-13(27)33-12-20(31)25(32)21(34-14(2)28)10-18-17-6-5-15-9-16(29)7-8-22(15,3)24(17,26)19(30)11-23(18,25)4/h7-9,17-19,21,30,32H,5-6,10-12H2,1-4H3/t17-,18-,19+,21-,22-,23-,24-,25+/m0/s1
- InChI Key
- XGMPVBXKDAHORN-YIVZPMHXSA-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@@]3(F)[C@H](O)C[C@@]21C
- Source
- ZINC000140104704
Warheads
- Michael Acceptor
-
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 127.2 Å2 | LogP | 2.907 |
| LogS | -4.278 | LogD | 2.1 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.393 | Pgp substrate | 0.972 |
| HIA | 0.953 | F20 % | 0.853 |
| F30 % | 0.379 | Caco-2 | -5.257 |
| MDCK | -4.591 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.997 | PPB | 27.453 |
| VD | -0.112 | Fu | 0.718 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.02 | CYP1A2 substrate | 0.267 |
| CYP2A6 substrate | 0.388 | CYP2B6 substrate | 0.467 |
| CYP2C19 inhibitor | 0.041 | CYP2C19 substrate | 0.997 |
| CYP2C8 substrate | 0.57 | CYP2C9 inhibitor | 0.001 |
| CYP2C9 substrate | 0.052 | CYP2D6 inhibitor | 0.017 |
| CYP2D6 substrate | 0.431 | CYP2E1 substrate | 0.338 |
| CYP3A4 inhibitor | 0.098 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.786 | CL | 3.938 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.903 | Hepatotoxicity | 0.237 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.983 |
| FDAMDD | 0.978 | Skin Sensitization | 0.002 |
| Carcinogenicity | 0.94 | Eye Corrosion | 0.998 |
| Eye Irritation | 0.985 | Respiratory Toxicity | 0.965 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.018 | IGC50 | 2.269 |
| LC50FM | 4.844 | LC50DM | 5.869 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 1.0 | NR-AR-LBD | 1.0 |
| NR-AhR | 0.056 | NR-Aromatase | 0.662 |
| NR-ER | 0.531 | NR-ER-LBD | 0.938 |
| NR-PPAR-gamma | 0.019 | SR-ARE | 0.103 |
| SR-ATAD5 | 0.393 | SR-HSE | 0.052 |
| SR-MMP | 0.766 | SR-p53 | 0.124 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.