(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-methoxy-4-(3-methoxyanilino)tetrahydropyran-3,5-diol

ID: ALA4559944

Chembl Id: CHEMBL4559944

PubChem CID: 155510379

Max Phase: Preclinical

Molecular Formula: C14H21NO6

Molecular Weight: 299.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(N[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](OC)[C@@H]2O)c1

Standard InChI:  InChI=1S/C14H21NO6/c1-19-9-5-3-4-8(6-9)15-11-12(17)10(7-16)21-14(20-2)13(11)18/h3-6,10-18H,7H2,1-2H3/t10-,11+,12+,13-,14-/m1/s1

Standard InChI Key:  FUTKMJSUSMJTHL-MBJXGIAVSA-N

Alternative Forms

1. Parent:

   

   ALA4559944

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.32

Molecular Weight (Monoisotopic): 299.1369

AlogP: -0.44

#Rotatable Bonds: 5

Polar Surface Area: 100.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.66

CX Basic pKa: 2.61

CX LogP: -0.48

CX LogD: -0.48

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 0.72

References

1. Mahanti M, Pal KB, Sundin AP, Leffler H, Nilsson UJ..  (2020)  Epimers Switch Galectin-9 Domain Selectivity: 3N-Aryl Galactosides Bind the C-Terminal and Gulosides Bind the N-Terminal.,  11  (1): [PMID:31938460] [10.1021/acsmedchemlett.9b00396]

Source

Source(1):

• Scientific Literature