diphenylalazine B
IUPAC name: 6-[(4-hydroxyphenyl)methylene]-1-methyl-3-(phenylmethyl)-, (3S,6Z)-2,5-Piperazinedione
CAS Number: 1196688-73-9
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
Oc1ccc(cc1)/C=C\1/C(=O)N[C@H](C(=O)N1C)Cc1ccccc1
Physicochemical Properties
| Formula |
C19H18N2O3 |
| Molecular wieght(g/mol) |
322.36 |
| Num. of Heavy atoms |
24 |
| Num. of Aromatic Heavy atoms |
12 |
| Fraction Csp3 |
0.16 |
| Num. of Rotatable bonds |
3 |
| Num. of H-bond acceptors |
3 |
| Num. of H-bonds donors |
2 |
| Molar Refractivity |
98.89 |
| TPSA (square Angstrom) |
69.64 |
Lipophilicity
| iLOGP |
2.59 |
| XLOGP3 |
2.63 |
| WLOGP |
1.06 |
| MLOGP |
1.53 |
| Silicos-IT LOGP |
2.52 |
| Consensus LOGP |
2.07 |
Water Solubility
| ESOL |
|
| LogS |
-3.67 |
Solubility(mg/ml) |
6.93E-02 |
Solubility(mol/l) |
2.15E-04 |
Class |
Soluble |
| Ali |
|
| LogS |
-3.74 |
Solubility(mg/ml) |
5.83E-02 |
Solubility(mol/l) |
1.81E-04 |
Class |
Soluble |
| Silicos-IT |
|
| LogS |
-5.18 |
Solubility(mg/ml) |
2.12E-03 |
Solubility(mol/l) |
6.56E-06 |
Class |
Moderately soluble |
Pharmacokinetics
| GI absorbtion |
High |
| BBB permeant |
No |
| Pgp substrate |
No |
| CYP1A2 inhibitor |
No |
| CYP2C19 inhibitor |
No |
| CYP2C9 inhibitor |
Yes |
| CYP2D6 inhibitor |
No |
| CYP3A4 inhibitor |
No |
| Log Kp (skin permeation) (cm/s) |
-6.40 |
Druglikeness
| Lipinski Num. violations |
0 |
| Ghose Num. violations |
0 |
| Veber Num. violations |
0 |
| Egan Num. violations |
0 |
| Muegge Num. violations |
0 |
| Bioavailability Score |
0.55 |
Medicinal Chemistry
| PAINS Num. of alerts |
0 |
| Brenk Num. of alerts |
1 |
| Leadlikeness Num. of violations |
0 |
| Synthetic Accessibility |
3.38 |
Biological Activity
| Biological Activity |
JID |
| Anti-HIV |
45 |
