Epicococin E
IUPAC name: decahydro-3,4,11-trihydroxy-, (2S,3R,4R,4aS,6aR,7aR,10R,11R,11aS,13aR,14aR)-7H,13H-2,13a:6a,10-Diepithio-1H,6H-pyrazino[1,2-a:4,5-a']diindole-1,6,8,13(7aH)-tetrone
CAS Number: 1196688-67-1
Class: Cyclodipeptide
Mushrooms contain this compound
1 mushrooms
| MushID |
Thai name |
Common name |
Scientific name |
Family |
| 2 |
ถั่งเช่าทิเบต |
caterpillar fungus |
Cordyceps sinensis (Berk.) Sacc. |
Ophiocordycipitaceae |
2D Structure
Compound Properties
SMILES
O=C1C[C@H]2S[C@@]34C[C@@H]1[C@@H]([C@H]2O)N3C(=O)[C@]12N(C4=O)[C@@H]3[C@@H](O)[C@H]([C@H](S1)C(=O)[C@@H]3C2)O
Physicochemical Properties
| Formula |
C18H18N2O7S2 |
| Molecular wieght(g/mol) |
438.47 |
| Num. of Heavy atoms |
29 |
| Num. of Aromatic Heavy atoms |
0 |
| Fraction Csp3 |
0.78 |
| Num. of Rotatable bonds |
0 |
| Num. of H-bond acceptors |
7 |
| Num. of H-bonds donors |
3 |
| Molar Refractivity |
107.01 |
| TPSA (square Angstrom) |
186.05 |
Lipophilicity
| iLOGP |
0.85 |
| XLOGP3 |
-2.47 |
| WLOGP |
-3.07 |
| MLOGP |
-1.75 |
| Silicos-IT LOGP |
-1.76 |
| Consensus LOGP |
-1.64 |
Water Solubility
| ESOL |
|
| LogS |
-1.00 |
Solubility(mg/ml) |
4.36E+01 |
Solubility(mol/l) |
9.94E-02 |
Class |
Very soluble |
| Ali |
|
| LogS |
-0.90 |
Solubility(mg/ml) |
5.58E+01 |
Solubility(mol/l) |
1.27E-01 |
Class |
Very soluble |
| Silicos-IT |
|
| LogS |
0.63 |
Solubility(mg/ml) |
1.88E+03 |
Solubility(mol/l) |
4.30E+00 |
Class |
Soluble |
Pharmacokinetics
| GI absorbtion |
Low |
| BBB permeant |
No |
| Pgp substrate |
Yes |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
No |
| CYP2C9 inhibitor |
No |
| CYP2D6 inhibitor |
No |
| CYP3A4 inhibitor |
No |
| Log Kp (skin permeation) (cm/s) |
-10.73 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
1 |
| Veber Num. violations |
1 |
| Egan Num. violations |
1 |
| Muegge Num. violations |
2 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
0 |
| Leadlikeness Num. of violations |
1 |
| Synthetic Accessibility |
6.86 |
Biological Activity
| Biological Activity |
JID |
| Anti-HIV |
45 |
