Cordyceamide B
IUPAC name: [(2S)-2-[[(2S)-2-benzamido-3-(4-hydroxyphenyl)propanoyl]amino]-3-(4-hydroxyphenyl)propyl] acetate
CAS Number: 1173933-46-4
Class: Aurantiamide
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
CC(=O)OC[C@@H](NC(=O)[C@@H](NC(=O)c1ccccc1)Cc1ccc(cc1)O)Cc1ccc(cc1)O
Physicochemical Properties
| Formula |
C27H28N2O6 |
| Molecular wieght(g/mol) |
476.52 |
| Num. of Heavy atoms |
35 |
| Num. of Aromatic Heavy atoms |
18 |
| Fraction Csp3 |
0.22 |
| Num. of Rotatable bonds |
13 |
| Num. of H-bond acceptors |
6 |
| Num. of H-bonds donors |
4 |
| Molar Refractivity |
130.39 |
| TPSA (square Angstrom) |
124.96 |
Lipophilicity
| iLOGP |
3.25 |
| XLOGP3 |
3.74 |
| WLOGP |
2.73 |
| MLOGP |
2.36 |
| Silicos-IT LOGP |
3.79 |
| Consensus LOGP |
3.17 |
Water Solubility
| ESOL |
|
| LogS |
-4.67 |
Solubility(mg/ml) |
1.01E-02 |
Solubility(mol/l) |
2.12E-05 |
Class |
Moderately soluble |
| Ali |
|
| LogS |
-6.06 |
Solubility(mg/ml) |
4.19E-04 |
Solubility(mol/l) |
8.78E-07 |
Class |
Poorly soluble |
| Silicos-IT |
|
| LogS |
-7.52 |
Solubility(mg/ml) |
1.45E-05 |
Solubility(mol/l) |
3.03E-08 |
Class |
Poorly soluble |
Pharmacokinetics
| GI absorbtion |
High |
| BBB permeant |
No |
| Pgp substrate |
Yes |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
Yes |
| CYP2C9 inhibitor |
Yes |
| CYP2D6 inhibitor |
Yes |
| CYP3A4 inhibitor |
No |
| Log Kp (skin permeation) (cm/s) |
-6.55 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
1 |
| Veber Num. violations |
1 |
| Egan Num. violations |
0 |
| Muegge Num. violations |
0 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
0 |
| Leadlikeness Num. of violations |
3 |
| Synthetic Accessibility |
3.73 |
Biological Activity
| Biological Activity |
JID |
| Cytotoxicity |
12 |
