N-4-(5,6,7,8-Tetrahydronaphthalen-2-yl)butanoyl-(beta-D-glucopyranosyl)-amine

ID: ALA3322333

Chembl Id: CHEMBL3322333

PubChem CID: 76210613

Max Phase: Preclinical

Molecular Formula: C20H29NO6

Molecular Weight: 379.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCc1ccc2c(c1)CCCC2)N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H29NO6/c22-11-15-17(24)18(25)19(26)20(27-15)21-16(23)7-3-4-12-8-9-13-5-1-2-6-14(13)10-12/h8-10,15,17-20,22,24-26H,1-7,11H2,(H,21,23)/t15-,17-,18+,19-,20-/m1/s1

Standard InChI Key:  XAFXSLABZKEYPA-XIKSMUEASA-N

Alternative Forms

1. Parent:

   

   ALA3322333

   N-[4-(5,6,7,8-Tetrahydronaphthalen-2-Yl)butanoyl]-Beta-D-Glucopyranosylamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 379.45

Molecular Weight (Monoisotopic): 379.1995

AlogP: -0.20

#Rotatable Bonds: 6

Polar Surface Area: 119.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: ┄

CX LogP: 0.96

CX LogD: 0.96

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: 0.55

References

1. Parmenopoulou V, Kantsadi AL, Tsirkone VG, Chatzileontiadou DS, Manta S, Zographos SE, Molfeta C, Archontis G, Agius L, Hayes JM, Leonidas DD, Komiotis D..  (2014)  Structure based inhibitor design targeting glycogen phosphorylase B. Virtual screening, synthesis, biochemical and biological assessment of novel N-acyl-β-d-glucopyranosylamines.,  22  (17): [PMID:25092521] [10.1016/j.bmc.2014.06.058]

Source

Source(1):

• Scientific Literature