(3S,6S)-3-((1H-indol-3-yl)-methyl)-6-(O-(beta-D-Glucopyranosyl)piperazine-2,5-dione

ID: ALA5201871

Chembl Id: CHEMBL5201871

PubChem CID: 168291154

Max Phase: Preclinical

Molecular Formula: C20H25N3O8

Molecular Weight: 435.43

Names and Identifiers

Canonical SMILES:  O=C1N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N[C@H]1CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H25N3O8/c24-7-14-15(25)16(26)17(27)20(31-14)30-8-13-19(29)22-12(18(28)23-13)5-9-6-21-11-4-2-1-3-10(9)11/h1-4,6,12-17,20-21,24-27H,5,7-8H2,(H,22,29)(H,23,28)/t12-,13-,14+,15+,16-,17+,20+/m0/s1

Standard InChI Key:  WJQOAYZKXOJQHQ-SNCRXCSTSA-N

Alternative Forms

1. Parent:

   

   ALA5201871

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.43

Molecular Weight (Monoisotopic): 435.1642

AlogP: -2.49

#Rotatable Bonds: 6

Polar Surface Area: 173.37

Molecular Species: NEUTRAL

HBA: 8

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.53

CX Basic pKa: ┄

CX LogP: -2.14

CX LogD: -2.14

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: 1.51

References

1. Wang Y, Pan L, Li L, Cao R, Zheng Q, Xu Z, Wu CJ, Zhu H..  (2022)  Glycosylation increases the anti-QS as well as anti-biofilm and anti-adhesion ability of the cyclo (L-Trp-L-Ser) against Pseudomonas aeruginosa.,  238  [PMID:35605361] [10.1016/j.ejmech.2022.114457]

Source

Source(1):

• Scientific Literature