Cordyceamide A
IUPAC name: [(2S)-2-[[(2S)-2-benzamido-3-(4-hydroxyphenyl)propanoyl]amino]-3-phenylpropyl] acetate
CAS Number: 1173933-45-3
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)Cc1ccccc1
Physicochemical Properties
| Formula |
C27H28N2O5 |
| Molecular wieght(g/mol) |
460.52 |
| Num. of Heavy atoms |
34 |
| Num. of Aromatic Heavy atoms |
18 |
| Fraction Csp3 |
0.22 |
| Num. of Rotatable bonds |
13 |
| Num. of H-bond acceptors |
5 |
| Num. of H-bonds donors |
3 |
| Molar Refractivity |
128.37 |
| TPSA (square Angstrom) |
104.73 |
Lipophilicity
| iLOGP |
2.81 |
| XLOGP3 |
4.09 |
| WLOGP |
3.02 |
| MLOGP |
2.88 |
| Silicos-IT LOGP |
4.26 |
| Consensus LOGP |
3.41 |
Water Solubility
| ESOL |
|
| LogS |
-4.81 |
Solubility(mg/ml) |
7.20E-03 |
Solubility(mol/l) |
1.56E-05 |
Class |
Moderately soluble |
| Ali |
|
| LogS |
-5.99 |
Solubility(mg/ml) |
4.66E-04 |
Solubility(mol/l) |
1.01E-06 |
Class |
Moderately soluble |
| Silicos-IT |
|
| LogS |
-8.11 |
Solubility(mg/ml) |
3.58E-06 |
Solubility(mol/l) |
7.78E-09 |
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 |
Yes |
| Log Kp (skin permeation) (cm/s) |
-6.21 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
0 |
| 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 |
3.69 |
Biological Activity
| Biological Activity |
JID |
| Cytotoxicity |
12 |
| Antioxidant |
40 |
