Compound information
- Natural Products
- ZC1018263
- Molecular Formula
- C25H32O8
- Molecular Weight
- 460.209717984 g/mol
- Structure
-
- IUPAC Name
- 4-[2-[(8S,9S,10R,11S,13S,14S,17R)-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-ethoxy]-4-oxo-butanoic acid
- InChI
- InChI=1S/C25H32O8/c1-23-9-7-15(26)11-14(23)3-4-16-17-8-10-25(32,24(17,2)12-18(27)22(16)23)19(28)13-33-21(31)6-5-20(29)30/h7,9,11,16-18,22,27,32H,3-6,8,10,12-13H2,1-2H3,(H,29,30)/t16-,17-,18-,22+,23-,24-,25-/m0/s1
- InChI Key
- APGDTXUMTIZLCJ-CGVGKPPMSA-N
- SMILES
- C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)COC(=O)CCC(=O)O
- Source
- ZINC000003881478
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 | 6 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 138.2 Å2 | LogP | 2.734 |
| LogS | -3.937 | LogD | 1.446 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.0 | Pgp substrate | 0.87 |
| HIA | 0.932 | F20 % | 0.836 |
| F30 % | 0.877 | Caco-2 | -5.349 |
| MDCK | -4.642 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 48.962 |
| VD | 0.267 | Fu | 0.899 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.003 | CYP1A2 substrate | 0.53 |
| CYP2A6 substrate | 0.115 | CYP2B6 substrate | 0.207 |
| CYP2C19 inhibitor | 0.039 | CYP2C19 substrate | 0.995 |
| CYP2C8 substrate | 0.621 | CYP2C9 inhibitor | 0.0 |
| CYP2C9 substrate | 0.051 | CYP2D6 inhibitor | 0.031 |
| CYP2D6 substrate | 0.315 | CYP2E1 substrate | 0.352 |
| CYP3A4 inhibitor | 0.001 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.926 | CL | 4.122 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.8 | Hepatotoxicity | 0.431 |
| Mutagenicity | 0.497 | Rat Oral Acute Toxicity | 0.245 |
| FDAMDD | 0.873 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.135 | Eye Corrosion | 0.973 |
| Eye Irritation | 0.935 | Respiratory Toxicity | 0.454 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.237 | IGC50 | 1.23 |
| LC50FM | 4.633 | LC50DM | 5.435 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 1.0 | NR-AR-LBD | 1.0 |
| NR-AhR | 0.002 | NR-Aromatase | 0.051 |
| NR-ER | 0.918 | NR-ER-LBD | 0.997 |
| NR-PPAR-gamma | 0.052 | SR-ARE | 0.098 |
| SR-ATAD5 | 0.321 | SR-HSE | 0.038 |
| SR-MMP | 0.023 | 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.