Epicococin A
IUPAC name: decahydro-4,11-dihydroxy-, (3R,4R,4aS,5S,6aR,7aR,10R,11R,11aS,13aR,14aR)-7H,13H-3,13a-Epidithio-6a,10-epithio-1H,6H-pyrazino[1,2-a:4,5-a']diindole-1,6,8,13(7aH)-tetrone
CAS Number: 952585-64-7
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](SS1)CC(=O)[C@@H]3C2
Physicochemical Properties
| Formula |
C18H18N2O6S3 |
| Molecular wieght(g/mol) |
454.54 |
| 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 |
6 |
| Num. of H-bonds donors |
2 |
| Molar Refractivity |
113.44 |
| TPSA (square Angstrom) |
191.12 |
Lipophilicity
| iLOGP |
1.09 |
| XLOGP3 |
-1.89 |
| WLOGP |
-1.39 |
| MLOGP |
-0.97 |
| Silicos-IT LOGP |
-0.71 |
| Consensus LOGP |
-0.77 |
Water Solubility
| ESOL |
|
| LogS |
-1.47 |
Solubility(mg/ml) |
1.55E+01 |
Solubility(mol/l) |
3.41E-02 |
Class |
Very soluble |
| Ali |
|
| LogS |
-1.60 |
Solubility(mg/ml) |
1.13E+01 |
Solubility(mol/l) |
2.49E-02 |
Class |
Very soluble |
| Silicos-IT |
|
| LogS |
-0.27 |
Solubility(mg/ml) |
2.46E+02 |
Solubility(mol/l) |
5.41E-01 |
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) |
-10.41 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
1 |
| Veber Num. violations |
1 |
| Egan Num. violations |
1 |
| Muegge Num. violations |
1 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
1 |
| Leadlikeness Num. of violations |
1 |
| Synthetic Accessibility |
6.98 |
Biological Activity
| Biological Activity |
JID |
| Antimicrobial |
46 |
